Archive of Our Own

When Dennis was 10, he remembers his gaze lingering against his mother's heels that she always wore to church. 

They were adorable blue stilettos, it was a given since her favorite color was blue and she always wore an assortment of gorgeous dresses in the same color to church every single time. She looked gorgeous, Dennis marveled deeply at her and his father and brothers also did the same, well, maybe not in the same way that Dennis did. 

Dennis always wondered what it would feel like to wear those types of shoes and dresses. He contemplated once trying it out but considering that the majority of the family was always in the house or someone was always at home, especially his mother who was a housewife, he couldn’t do anything about it. 

His mother always had good clothes, mostly dresses, some skirts and maybe pants when the occasion comes to it. The picture-perfect housewife with her neatly styled hair, make-up in place, slim body that wore the clothes perfectly and shoes that were always so gentle when she walked, never having the harsh clicks of the heels, it was always gentle like she controlled the shoes she wore. She had rings, earrings, necklaces, bracelets, all of which were family heirlooms. The perfect woman.

Completely contradicting the flawed son that is Dennis Whitaker.

He never acted on the desires he had. He pushed them down to the darkest places of his body and soul, he wasn't the perfect son who took in the picture of his father. He always knew he was different, especially since he looked exactly like his mother, the only son with blond hair and blue eyes. The one who was scrawny but still made work in the fields so his gentle composition was mixed with some hard muscles from farm work—completely contradicting his mother’s slim and petite figure. 

Living with Trinity Santos, being comfortable with his own skin starting from his skills in work, updating knowledge, and the ever growing mullet that held his curls perfectly, it seemed like those feelings were resurfacing. He lingered too when Trinity wore a good pair of boots with a high heel, he lingered when Trinity put on a miniskirt, he lingered when Trinity had a tight top. All of these things, he was hesitant to bring it up.

Neither did he bring it up with his boyfriends. 8 months in bliss and those two were the picture of rugged old men. Scotch on good nights, beers on games where Penguins were playing, Whiskey when it was a bad shift. Dominance, confidence, the perfect men to say the least. They were a married couple and even if Dennis was already assured that he actually had a place and label into the relationship, he didn't quite feel like he should bring it up.

It all started when Trinity had an idea one time.

"Hey, I kinda wanna do your make up." Trinity said and Dennis raised an eyebrow.

"I’m sorry?" Dennis asked as he sat on the couch with a sitcom playing on their television. Trinity huffed as she sat down next to him. Dennis puts down his food on the coffee table and turns to Trinity, ignoring how his chest flutters at the idea of him in make-up. 

"I mean, you would look good in it. Maybe we can try it." Trinity said, not even bothering to tell him that she noticed sometimes when Dennis would watch with interest when she would do her make up by the bathroom. "Wouldn't hurt, right? Plus, you have the face for it." Trinity gestures at his pale skin and blue eyes. 

Dennis laughed and since he loved indulging in Trinity’s desires like a sister that he never had, he decided to say, "Sure, why not?" Trinity put on a wide grin and left to go to her room while Dennis decided to get a beer from the fridge, to make himself calm during the situation. He has never worn make up prior to this so this is easily making him nervous. 

Trinity then proceeded to pull out her make-up pouch onto the coffee table and Dennis was a little intimidated at it—as she continued to pull out so many products from the huge pouch, "Do I really need to use all of these?" Dennis can see some expensive brands; Charlotte Tilbury, NARS, MAC Cosmetics, Rare Beauty, and more too. 

Trinity shrugged, "Why not? I don't mind." She then prepared some products, comparing tones, humming when a lipstick would suit Dennis or when a blush would look great for his complexion. 

Dennis just stayed still. Trinity kept doing her step by step commentary, "Okay, some skin care first and I'll put on some primer. Just so your skin is hydrated and the make up will grip with your skin." 

Trinity was very gentle with the skin care and Dennis actually liked the feeling. He was going to admit that the primer was sticky in his skin but Trinity told him that that was the point of the product. 

Foundation, concealer, bronzer, contour, blush, powder, eyeshadow, mascara, eyeliner, lip liner, lipstick and lip gloss, ending all of it with some setting spray. It took maybe 30 to 40 minutes and Dennis was sitting still the entire time. Trinity squealed in excitement and went to grab her mirror from her room. She ran (almost tripping in her pajamas) and showed it to Dennis.

Dennis took a deep breath and raised the mirror to his face, his jaw dropped when he sees his reflection. 

Holy fuck, I look gorgeous, Dennis thought to himself as he gapes at the make up on his skin.

Trinity was the same shade as him so the foundation was just right. His blue eyes popped because of the eyeliner with a cute little cat eye but Trinity insisted on placing some by his waterline. The eyeshadow was dark blue in color, complementing his eyes and very glittery. The blush was pink, a bit exaggerated but it looked really nice on him. The lipstick was in a darker shade of pink, not too over the top but it was enough for his lips to pop especially with the gloss.

"Holy fuck." Dennis laughed in glee, "This is great! I love this, holy shit." Dennis was in awe. He couldn't stop smiling as he continued to admire the make up on his face. He felt like that little kid again, only this time, he can actually experience it instead of hiding that want for trying what he has been admiring for years. 

"You look really good! Courtesy to me and my very nice make-up collection." Trinity bragged as she flops down beside him and smiles, "You wanna try this soon?" 

Dennis stays silent, his smile dropping a little and Trinity notices it but she doesn't comment on it. She waits for Dennis to say something or maybe they can wallow in the silence for a moment before she can just change the conversation to getting some chinese take out even if they had some leftovers still in the fridge. 

"Can I?" Dennis asks quietly but avoids Trinity's line of sight, no longer looking at himself in the mirror, "I mean, the make up is great. And I also would like to try some clothes, you know, like the ones you wear." Trinity’s closet consisted mostly of bold piece statements and it was in a variety of styles that looked good with her. 

If you asked Dennis something a year before, you would die before you can get the truth from him. But this was Trinity, who let him grow out his mullet which resulted in so many compliments from the staff at the hospital, and always making sure that people are as authentic as they should be no matter what. He thinks he can trust her with this information. He knows he can trust her and she won’t judge him.

It took Trinity some time to process it, to the point you can actually hear her thought process as she takes in those words. "Oh, Oh! Yeah! Boots, dresses, tank tops, miniskirts, and heels. All those would be so good on you! You can even borrow mine if it fits you!" Trinity said with a smile on her face, her entire composition with glee as she understands her best friend a bit better now. 

Dennis lets out a shaky smile at it and Trinity light grips his arm, “Do you want to try some right now? I may have some clothes and shoes that can fit you,” She lightly said and Dennis knows there’s no rush at all. She must have figured that the make up can be overwhelming and being put into clothes immediately can give him a stroke. 

“Can we?” Dennis looks absolutely excited at the prospect. 27 years in the hiding and he actually feels like he can do this immediately. He’s excited, on what is in store for him and with Trinity by his side, he knows that she’ll do anything to make sure he’s comfortable. Trinity smiles at him and grabs his hand, slightly pulling him to stand up and up he goes. 

Dennis is no stranger to Trinity’s room and closet. He’s spent nights where she would need his opinion on clothes to take out for night outs with the girls or on dates with Samira. Dennis has this hesitant smile on his face but his excitement to try any clothes that Trinity might offer him is something that overpowers the anxiety that he feels. 

“Okay! I have some heels here, boots with heels or plain heels. Do you want to try those first?” Trinity asks and Dennis nods. Dennis remembers his lingering gazes on his mother’s heels at the back of his mind as he sees the same baby blue heels in Trinity’s closet. It wasn’t the same model or version but it was close to the color. 

“Can I try those?” Dennis points to the shoes and Trinity immediately gets it out and hands it to Dennis. 

“They might be a little tight at the front since it’s a pointed shoe,” Trinity places the shoe in front of him regardless and Dennis bites his lip. 

Dennis stares at the shoe and lets his feet touch the soft padding while his toes crunch up against each other once it meets the end of the point. Dennis can feel the comfortable strap at the back of his foot as he rocks his feet side to side as he tries to think if the shoe is nice against his feet. 

“Looks good, seems like we’re the same size,” Trinity says as she sits down on her bed, beside Dennis. “Do you want to try the other one?” Trinity softly says as she goes and places the other half in front of Dennis. 

Dennis has known all his life, or maybe the majority of his life, that he wanted to indulge in feminine styles. However, with his home life and living in homelessness, such desires remained dormant in his mind until now when he lives with a lesbian who is both feminine or masculine depending on what she feels like wearing.

Living with Trinity was always a freedom, she loved being able to explore and be comfortable in her own skin, and was adamant for Dennis to do the same. It started with his mullet growing really nice, he badly loved the curls against his head and it seemed like his boyfriends loved it all the same. There were some hidden desires deep inside that he wanted to let out—being called princess or good girl in bed or having his parts being called cunt, clit, or pussy. That turned him on whenever he thought about it but never spoke up about it. 

Dennis was comfortable with his body, he just wanted to try more styles and indulge in that deep desire he always had. 

Dennis stands up after putting on the other shoe and tries walking. It’s a little hard with the difference in his center of gravity but after pacing a little, he got used to it with a smile on his face. Trinity was nodding with approval, a smile on her face as she watched Dennis strike a pose at her. 

“Looking good! Seems like heels were for you,” Trinity says before she goes to her closet and pulls out another set of heels. A brown stiletto with more than 5 inches, adorned with little snowflakes on it. Dennis’ eyes brightened at the design and sat down again to put on the shoes with glee. 

It was beneficial for Dennis to at least have the same size as Trinity. They spend the night with Dennis trying out more shoes and some skirts and dresses. 

“This is unbelievable,” Trinity grumbles as she watches Dennis pose for her, holding in his laugh. “Your hips fill out those skirts but not your waist. This is so unfair!” 

Dennis looks at himself in the mirror as he sees his reflection with the miniskirt on his waist. It was actually a bit loose by his waist but stretched against his hips. It also fit snug around his thighs and shaped his ass really well. The miniskirt stopped just in the middle of his thighs and he seriously looked hot in them as he also was wearing a really high black heel. 

“We should go to a bar this weekend and have you try on some clothes! I’ll do your outfit and make up,” Trinity offers as she sits down on her bed, now relaxed 

Dennis knew that if they were to go out then it meant everyone in their friend group would see Dennis in a feminine outfit out in the club. Dennis could argue that it was too much, not only was he only wearing these clothes for the first time ever, but getting in these outfits with the rest of the girls and the whole world seeing him in those outfits. 

But Dennis was getting tired of trying to hide it. 28 years living and he actually is in a happy place right now. No contact with his bigot family, internship at his top choice hospital with his top choice specialty, his two married boyfriends who love him endlessly, and a friend group that supports and loves him no matter what. He figures he can go out and be himself for the night. 

“That sounds nice,” Dennis sighs with a smile on his face. “I wanna use this skirt if it’s fine,” Dennis looked at Trinity who had a genuine smile on her face, nodding and sitting up from her bed. 

“Of course, I got you,” Trinity kissed his forehead and lightly slapped his ass which made him laugh. “We have work tomorrow. Let’s get to sleep.” 

Dennis laid in his bed that night and still felt the adrenaline and happiness coursing through his veins. He actually can’t wait for this weekend to come and being all dolled up by Trinity and his friends. 

👠

”Hey darling,” Dennis smiles at his two boyfriends — bosses, since they’re at work — as he closes the door to the locker room. 

It’s the morning of his shift and Robby nodded to the locker room when he saw the intern coming to the department from the ambulance bay. A little secret thing for all three of them if they wanted a little talk. 

“Hey,” Dennis laughed a little when Jack, the ever clingy one, wrapped his arms around Dennis’ waist then giving him kisses on his cheek and his head before proceeding to rest his face in Dennis’ curls. “You had a good shift?” 

“It was actually pretty good but I missed you,” Jack’s voice is muffled against Dennis’ hair. 

Dennis and Robby make eye contact, Robby fondly rolls his eyes at his husband but proceeds to place a kiss on Dennis’ lips to greet him. “Hello sweetheart.” 

“Why did you want to talk to me?” Dennis asks. 

“We’re off the entire weekend and Jack doesn’t have a shift Friday night so do you want to have a date night?” Robby asks and Dennis remembers Trinity telling him about their club night that Friday night with the rest of the group. She also reminded him that morning during their ride to the hospital, saying that she’ll inform everyone in person. 

“Oh,” Dennis says and Jack looks into his eyes, tilting his head like a puppy. “I’m sorry but Trin kinda beat you guys to it. She wants to have a girl’s night with me and the rest of the girls at a club.” 

Dennis has an apologetic look on his face but Robby waves him off with a smile on his face, “That’s fine. Is it fine if you go home to us?” 

“Making the most of the weekend with you,” Jack grumbles and Dennis smiles while nodding. 

Robby and Jack absolutely understood it when Dennis had plans first with Trinity. The most that they can request is Dennis coming home to them right afterwards so that they can make the most of their weekend together. 

“Yeah sure!” Dennis agrees immediately, not even registering that during that club night, he’ll be dolled up and wearing feminine clothing. “I’ll tell Trin that I’ll go to you guys and spend the weekend there.” 

“Perfect,” Jack places a chaste kiss on his lips before pulling away. Dennis can see the tips of his ears turning red which makes it so endearing to him. 

Dennis looks at Robby who has a loving smile on his face. Dennis steps up and places a chaste kiss on his lips too, relishing in the pleased hum of the chief attending as he pulls away. 

“I have some clear beds for the both of you this shift,” Jack starts as he wears his backpack and grips the strap. “Good luck to you both.” 

“Thank you,” Robby leans over and places a kiss on Jack’s lips. “There’s some leftovers in the fridge for you. I love you.” 

“Thank you, Mikey. I love you too,” Jack smiles against the kiss before going to Dennis, placing another kiss on his lips. “I love you, Denny. Have fun.” 

“Love you too. See you later!” Dennis smiles and waves to Jack once he leaves the locker room. “We got a good board today, I saw earlier.” 

“Yeah,” Robby sighs as he places his hands in his pockets, “They did a good job last night so hopefully we can say the same today.” 

“Well, good luck to you, chief attending,” Dennis teases and Robby rolls his eyes playfully. ”I gotta go. Dr. Ellis is doing hand offs with me.” 

“Bye, baby,” Robby places another kiss on his forehead. “Love you, come see me if you need to.” 

”Love you too and please, take it easy,” Dennis smiles before leaving the locker room as soon as he gets his stethoscope around his neck. 

The rest of the shift actually went well. Sure, some trauma here and there but nothing too stressful for Dennis. In the middle of the shift, he finds himself in the break room trying to sneak in some bites off his lunch before he gets called. 

“Hey!” Dennis looks up to see Mel with the rest of the girls — Samira, Emma, Joy, Mel and Victoria. “We heard of the girls night on Friday night! We are so excited!” 

The rest of the girls sit with him and try to get some rest in the eerily quiet emergency department that had less patients than usual. Seems like Robby told all the girls to have a break before the other half of the staff can have their own to make the switch. 

Dennis smiles and observes their faces, it seems like they aren’t aware of Dennis wanting to go to their girls night at the club with heavy make up on his face and wearing feminine outfits rather than his usual jeans and a tight t-shirt. 

“Yeah umm,” Dennis starts and he can feel his hands getting sweaty and his anxiety bubbling to the surface at the idea of telling them this information. “Trin has some outfits planned for me already so she’s also very excited and I’m excited too.” 

“Oh nice!” Emma smiles at him as she takes a sip of her matcha, “What does she have planned for you?” 

Dennis gulps as everyone looks expectantly at him and he figures he’ll just blurt it out as if ripping out the bandaid as quickly as possible. “A miniskirt and some heels probably. Some heavy make up too, is what she has planned for me,” Dennis looks down at his sandwich that he made that morning, avoiding all eye contact with the girls. 

“Oh, you alright with that?” Samira, the overly concerned mother figure of their group, asked. 

“Yeah, I umm,” Dennis looked up and smiled nervously, “I actually wanted it.” 

Dennis watches as the thought processes in their minds. 

Dennis and them in the club. 

Dennis wants to go to the club with a miniskirt, heels and some heavy make up on his face that he actually wanted.  

No one seemed to want to speak up but Dennis knew that the conclusion had settled in their minds. Dennis just smiled nervously, he could feel his hands shaking underneath the table and it seemed like it showed in his face because Victoria urgently speaks up. 

“Oh! That’s amazing!” Victoria gives him a huge sincere smile but it doesn’t stop the anxiety and nervousness building up in Dennis’ body. “You would look good in a miniskirt and some heels. I’ve seen your figure when you’re out there changing scrubs in the nurse’s station.” 

Dennis lets out a laugh at the sudden statement, feeling some relief coming off his body. Dennis looks at the rest who just sent him warm smiles but also began speaking. 

“I have a really good eyeshadow pallet that we can use! I’ll lend it to you on Friday,” Samira winks at him before taking a bite of her meal. “It would look so nice with your blue eyes.” 

“I know Trin also made you have some piercings and I think they’re healed! I have some for your lobes,” Victoria pulls up her phone and shows Dennis the collection of jewelry she has for the stacked lobes Dennis has on both of his ears.

When they were drunk one time back when Dennis was a student, Trinity and him got some piercings in a shop. Dennis went out of that shop with 4 stacked lobes in both ears and had a helix piercing in both ears too. The helix piercing matched Trinity’s that she had always wanted to get. Now those were healed but Dennis kept the same jewelry that he had gotten from back then and never removed it. If Dennis was being honest, he wanted a Conch piercing just like the one Dr. Garcia had. 

“Oh yeah, I got some jewelry for a helix piercing. I can totally lend those to you,” Joy speaks up with a smile. 

“I can totally do your hair too! Just a little more prominent curl and everyone in the club will go crazy for you,” Emma says and Dennis laughs. 

“You would look so good!” Mel says with a genuine smile and Dennis seems like he wants to cry. 

“Thanks guys,” Dennis quietly says but avoids eye contact with them, feeling shy all of a sudden. 

Dennis feels a hand on his, he looks up to see that it’s Samira who smiled at him. “It’s not a problem. You don’t have to worry about it.” 

“If you always want to dress and be like that outside then that’s fine,” Mel, who always thought she was bad with words but she never was, said and smiled at him. “We would support you no matter what, so thank you for telling us.” 

Dennis and the girls spent the remaining few minutes of their break planning for the girls night out, mostly focusing on Dennis and thinking of different make up looks for him. Victoria made sure to emphasize his blue eyes on the make up plan. Dennis watches their interaction with a grateful look on his face and thinks that he’ll be fine as long as it’s with them. 

Not even clocking that he’ll go home to the sacred brownstone of his boyfriends right after. 

👠

Friday night came and after everyone’s shift was done, they immediately rushed to Trinity’s apartment and got started. 

Pre-game was beer and some tequila shots, having coke as the chaser to make it easier for them. Trinity has prepared a black cashmere miniskirt, some see-through black stockings, Steve Madden Sofie Brown Satin heels that had a cute bow at the front and a brown leather Bershka jacket to protect him from the cold. Trinity had him go get one of his oversized white button ups to complete the look as she made him tuck it in the skirt cleanly and made sure to expose more of his chest as she unbuttoned more of the buttons. 

The girls all took turns putting on his make up. Samira and Victoria made sure to make his eyes stunning and accentuated his eyes by placing light blue eyeshadow at the corner of his eyes with a tone of glitter. Joy made sure that Dennis had some fake lashes and he was so scared but at least he kept still. Joy also made sure Dennis had some hard eyeliner by his waterline with a cute cat eye. 

Emma made sure to add more volume and accentuated his curls while still making it natural. Mel made sure to talk to Dennis as he felt a bit overwhelmed but at the same time, he loved it. Trinity also made sure to put body glitter across his chest and neck. 

Dennis also totally ignored his phone because that was the rule of girls night. And since Dennis was boyfriends with their bosses, he also had the both of them in silent mode but everyone else made sure to have Robby and Jack bypass their do not disturb just in case. 

“You look so hot!” Samira exclaimed as Dennis looked at himself in the mirror. 

Dennis couldn’t keep the smile off his face as he took a good look. He did look hot and he was actually excited to go out to a club and enjoy the hard labor of the girls. He took a quick glance at them and they were all also excited and at glee for him. 

“How the fuck do my skirts look better on you?” Trinity said with a fake annoyed tone. Dennis knew because she had a huge smile on her face as she said it. 

Everyone laughed, “Skinny waist with broad hips and thick thighs, that’s the dream,” Joy said as she took some pictures of Dennis with a smirk on her face. 

“Alright! One last shot and let’s get out!” Victoria hollered as all of them took a shot before going down to their shared Uber, heading quickly to the club. 

Dennis had a great time. The club that they went to was their regular whenever they had a night out. They had cheap drinks, a good DJ, good drinks and a lively atmosphere. Dennis got many compliments for his outfit and girls kept asking who did his make up and where he got some of his clothes. Thankfully, Trinity was nearby to respond to those requests. 

Dennis had some guys hit on him too but he just brushed it off. The girls were overprotective of him which he was very thankful for. He made a mental note to have them over for dinner one time and cook for them, as thanks for their help for tonight. 

Dennis was already tipsy and the rest of the girls became aware of the fact that they’re also getting a bit drunk than they’re comfortable with since they’re outside. Dennis suddenly remembered that he was supposed to go to the brownstone tonight. 

“Holy fuck,” Dennis suddenly said as they sat in their booth. “I have to go home to Robby and Jack.” 

“What?” Emma asks as she nursed another margarita in her hands, “Do they know that you’re…” She didn’t finish her sentence as Dennis shook his head. 

“You can just come home with me,” Trinity said, getting concerned. “You can just tell them that you went home with me and you’ll go to them tomorrow.” 

Dennis considered that but he also thought of the fact that he didn’t know how else to tell the two old men (who radiated masculinity like they were the definition of it) that he liked this specific look on him. Dennis had 8 months to try and tell them and he couldn’t up until now. 

“Is it a good idea if I just act nonchalant once I get there?” Dennis, in his slightly tipsy mind, asked. 

He didn’t know if it was a good idea but he did know that actually showing them is a much better idea rather than stammering around for an opportunity. Jack and Robby had patients before who were indulging in this type of style as well regardless of their gender and they treated them with no bias. 

Plus, these two men were gay to begin with. They know what it’s like to be judged for being who you are and they’re in a polyamory relationship with a much younger man that is half their age, they know that they can’t really judge someone's lifestyle when they have a slightly problematic one. 

“I mean you can?” Emma said and everyone turned to her. “If you trust them with their reaction then go for it. I doubt they’re going to judge you with the many things they’ve come across.” 

“Emma has a point,” Joy says, “They are two gay men, old men too by the way. Plus they have a problematic relationship with a younger man half their age,” Joy shrugged as she decided that she made her point. 

“That’s true,” Samira said and Mel nodded in agreement. “Are you sure you want to?” 

“Look,” Dennis sighed deeply, “I think this is actually a good opportunity to tell them anyway. Besides, if they act badly then Trinity’s apartment is open.”

”You call me when it does and I’ll call an Uber for you, okay?” Trinity said and Dennis nodded. 

Dennis proceeded to call an Uber, smiling slightly when he remembered that he had Robby’s card attached to the app. He called for one while blushing slightly when the girls noticed that their brownstone address is saved as ‘Jack and Michael ❤️’ 

It seems like Robby got the notification for the ride because he got a message from Robby once he was on his way to their brownstone. 

[ 💬incoming message: Robby 💙to Boyfriends ]

>> Hi sweetie, just got the notification. We’re just watching a movie and there’s dinner here for you. Love you and be safe. 

[ 💬 incoming message: Jack 🖤 to Boyfriends ] 

>> Darling, I can heat up the leftovers for you if you want? So you can come home to a warm meal. 

>> Nevermind, Robby just stood up and heated it up for you. Join us for the movie if you want. 😏

[ 💬 incoming message: Robby 💙 to Boyfriends ] 

>> Please ignore him. He just wants to grope you under the covers like what he’s doing to me right now. 

Dennis laughed quietly to himself at the messages and quickly typed out a reply for them. 

Dennis 💛: eta 5 minutes, love you both and thank you ❤️

The message instantly turned from delivered to read. Dennis closed his phone and took some deep breaths once he saw the familiar street of the brownstone coming up, ignoring the buzz of his phone that meant his boyfriends sent him some more messages. 

His feet are killing him and he can feel the make up on his skin starting to grow a little uncomfortable with how warm it was in the club and how cold it is outside while he waited for the Uber. He feels the lace underwear digging in his skin but not in an uncomfortable way. 

Trinity gave him a black lace underwear and a bralette that she never used before but always kept in her closet and he figured, why not wear it right? She made an argument that he should use some panties rather than boxers since he’s wearing a miniskirt. He had one way too many shots as a pre-game so he also asked if he can use the matching bralette. She didn’t mind especially since the bralette fit well over his chest that has formed after going to the gym on a daily basis.

He now kinda regrets that because he forgot he was supposed to go home to the brownstone of his boyfriends. 

Dennis thanks the driver once they arrive and he clothes the door of the car, letting it speed away as he walks up the stairs to the front door. He opened the little suede mini bag from Kate Spade that Victoria had lent him and dug out his keys. 

He opened the front door and sighed quietly at how warm it was inside unlike the cold air of Pittsburgh. He liked the stockings but damn, they were nothing against the cold weather of the city. 

Dennis can hear both of his boyfriends watching a movie in the living room. He shrugged off the leather jacket and let it hang by the closet by the front door and walked further inside after taking a deep breath. 

“I’m home! Sorry, it’s so late.” 

👠

“I’m home! Sorry, it’s so late,” Robby and Jack hear Dennis as he enters their brownstone. 

Robby and Jack were watching some film on the television, relaxing on the couch and a blanket over their bodies. It was almost midnight but it was a mutual decision to stay up and wait for Dennis to come home safely. 

“Hey baby, how were you and the girls?” Jack asks but is confused when he hears…something clicking against their wooden floors? Why did it sound like heels? 

Jack and Robby look up once Dennis tosses the tiny bag into the recliner perpendicular to the couch where the two men sat. Jack and Robby’s jaws dropped as they scanned Dennis who didn’t seem to mind that Jack and Robby could see him in his situation. 

Dennis was wearing an oversized white button up that showcased his collarbones and a bit of his chest, a black miniskirt that hugged his little waist perfectly, stretching around his hips and thighs so deliciously, black stockings and cute high heels that were 5 inch in height if they guessed. Dennis also had his make up done, blue eyeshadow, white glitter and black mascara and eyeliner framing his baby blues perfectly, a light pink blush on his cheeks with also some glitter and a pink lip gloss on his lips. He had jewelry dangling beautifully on his piercings and…is that glitter over his chest and neck? 

Dennis groans as he sits down and moans slightly when his body hits the soft recliner rather than the hard chairs of the ones in the bar. Jack and Robby can’t stop staring, especially when they can see his miniskirt ride up higher on his thigh as he goes lower into the seat. 

Jack smirks, he can actually feel under his hand that Robby’s getting harder at the sight of Dennis. Robby hitches a breath when Jack cups him through his boxers which made Jack’s smirk even wider. 

“What do you have there, baby? You look really pretty,” Jack’s voice dropped and it made Dennis shiver. 

Dennis looks down at his get up and laughs nervously, “I told Trin and the girls that I wanted to dress like this so they dolled me up.”

”Well, they did a pretty good job,” Robby licks his lips as he looks Dennis up and down with no shame in his system. “You look amazing, sweetie.” Robby stretches his arm for Dennis to take who stands up, takes it and sits down in between the two men who make space for him while removing the blanket. 

Jack nuzzles against Dennis’ neck and places a soft kiss there while Robby has his hand situated on Dennis’ thigh, almost groaning at the feeling of the stocking there. “What made you think of this, baby?” Robby asks and Dennis lets himself relax against the touch of his boyfriends. 

“I always wanted to since my mom dressed up really nicely when I was young. Trin thought it was a good idea for me to indulge in those desires now that I’m in a much more comfortable situation,” Dennis quietly breathes out and moans slightly when he feels the heat of Robby’s hand, affectionately caressing his thigh. “Is that okay?” Dennis mumbles, his voice getting quieter by the second. Dennis couldn’t fall back in the haze especially when he was still anxious on what his boyfriends had to say. 

Jack seems to notice the little anxiety seeping through Dennis’ voice so he pulls away from the comfort of Dennis’ neck and stares at Dennis who avoided any eye contact with him. Robby seemed to notice it too and he readjusts his seat so that he’s looking at Dennis. 

“Honey, it’s very much okay. Why are you asking?” Jack asks softly, letting his hand run through the soft curls of his boyfriend who shrugged. 

“It’s not just a kinky thing, I actually want to try girly outfits outside like in clubs too,” Dennis speaks up in a quiet tone. “But I, um— I,” Dennis sighs, hiding his face further as he feels the blush coming up his face but Jack and Robby don’t pressure him and just wait for him patiently. “I kinda wanna try something in bed.” 

Robby and Jack raised an eyebrow but stayed silent, waiting for Dennis to continue with his words who flushed deeper to the point it spread until his chest. Dennis takes a deep breath then speaks, “I kinda wanna be treated like a woman.” 

Jack and Robby shared a look. “Like, giving you pet names and all?” Robby asks first and Dennis nods shyly. 

“Not…not just that,” Dennis mumbles but stays quiet. 

Jack takes the hint that maybe Dennis is too shy to admit further so he goes back to nuzzling Dennis curls and then speaks with a smirk on his face, “Shall we call you princess? Or our good girl?” 

Dennis moans and spreading his legs slightly as a response makes Robby smirk. He makes eye contact with his husband who smiles at how pliant Dennis is immediately with just a pet name or two. Robby takes it up a notch. 

Robby leans forward and rests his mouth near Dennis’ ear, “Does our girl need to have her pussy filled by her daddies?” 

“Yes, yes, please!” Dennis whines and moans once Robby’s hands lightly thread upward. Dennis can actually feel the warmth from Robby’s hand near his dick. 

Jack snickers, “Let’s take you upstairs, hmm?” Dennis nods, already hazy from the idea of sex while Jack and Robby indulge in his fantasies. ”Robby, prepare the bed and I’ll go take our good girl upstairs.” 

Robby removes his hand from Dennis’ thigh and Dennis whines at the loss of contact. Jack chuckles, “Don’t worry, baby. Robby will be back. He just needs to make sure everything is ready for our princess.” 

Dennis looks at Jack, who notices how full blown his pupils are and how flush his skin is. Jack growls at the sight and immediately picks up Dennis, carrying him bridal style. Dennis yelps at being carried but Jack just smiles. “Our princess needs to be taken care of so let us, okay?” 

Dennis just stares at Jack as he walks up the stairs and enters their bedroom. Robby has already placed some towels on the bed for easy clean up later, some lube and hand towels at the nightstand, but no condoms. 

Jack gently places Dennis on the bed and Dennis has a clear view of the erection that the two attendings are sporting in their boxers. Dennis moves to unbutton his top but Jack clicks his tongue and Dennis immediately stops, letting his hands lay by his sides and firmly having his palms down, touching the sheets. 

“Let us have fun of our own, baby,” Jack says before crawling on top of Dennis and firmly placing his lips on top of Dennis. 

Dennis lets Jack take the lead during the kiss, letting himself relax against the comfort of their bed and kissing back just as hungry as Jack. Jack pries open his mouth with his tongue which makes Dennis moan and hold tightly against the bedsheets, waiting for a command from the two men if he can touch them. 

“Oh princess, you can touch us as much as you want,” Robby coos from beside Dennis who watches his husband and boyfriend making out with darkened eyes. “You’re such a good puppy waiting for us. Let us give you your reward, hm?” 

Dennis whines and Jack takes this as an opportunity to suck Dennis’ tongue, Dennis moans at this and lets his hands roam freely as it takes hold around Jack’s neck and plays with his hair. Robby takes the chance to place butterfly kisses over Dennis’ neck which progresses to him placing harsh bruises on his skin, not even caring if it's going to be seen when they get back to work in the following week. 

“Let’s get this top off,” Jack grumbles against his lips and Dennis immediately sits up but Robby and Jack take the action of removing it. “Holy fuck, baby.” 

Robby and Jack take a deep breath, holding back a groan when they catch a sight of Dennis in a bra. A bra, to be specific, in their favorite colors. The bra is lace in material but the majority of it is transparent and has little black and blue flowers sewed on. It is so pretty and it doesn’t really help when the colors are the favorite colors of the two men. 

“Fuck,” Robby groans as he cups his dick through his boxers just so he won’t cum at the sight. 

Dennis had a chest, similar to those of Jack’s and it was like Dennis actually had breasts with how it made the bra full at its size. Robby and Jack can actually see Dennis’ nipples through the material, Jack had to put his hand over his mouth as he sees Dennis’ tits actually plump out through the bra and its material. 

It is so obvious that this was made for a girl because the underwire is digging into Dennis’ ribs but the tightness makes his chest feel fuller. It is so tight that it looks like Dennis is sporting breasts of his own. 

Dennis flushes under their gaze, “I—Trin had a spare and…” Dennis is cut off when Robby rushes in to press his lips against his own, moaning when he feels Robby immediately bite his lip and making sure his tongue explores his mouth, as if wanting to be swallowed whole by Dennis. 

“Lucky, lucky us for having such a pretty girl,” Jack smirks. 

Dennis pulls back to take a breath of air while Robby goes down to place more bites and kisses by his neck. Dennis moans when he feels Robby playing with his nipples through the bra, alternating by pressing and lightly stretching it with his nails which causes Dennis to arch his back at the feeling. 

“Fuck, the lip gloss is all over us,” Jack groans. Dennis can see him licking his lips and then Jack’s eyes rolled back, visibly turned on by the fact that Dennis’ red lipstick and thick lip gloss has made a mark on the husbands. 

Jack runs his hand through Robby’s short hair and pulls back hard, Robby moans at the force. Jack smirks once he sees just how messed up Robby’s lips and beard is, tainted by lip gloss and a high pigment lipstick all over. “Such a messy kisser, Mikey.” 

Robby groans as he tries to picture his lips and beard with it. Dennis can see it perfectly, panting deeply as he feels his own hard on pressing with the delicate fabric of his panties. Robby’s beard is a mess with lip gloss all over, the red pigment of the lipstick is staining the salt and pepper beard. 

It was similar to Jack’s especially with his stubble since he kissed Dennis first. His mouth is a mess and Dennis moans at the mess of his boyfriends, getting more turned on especially when he realizes how aroused his boyfriends are with darkened eyes, pupils fully blown as if high. 

“Mikey can’t even hold himself back, princess. Look at how messy he is,” Jack points out and Dennis just realizes that Robby is grinding his cock against his thighs, deliberately avoiding Dennis’ crotch where he’s sporting his own hard on. “Our girl is so pretty. No wonder Mikey couldn’t help himself.” 

“Fuck, baby,” Robby groans once he presses harder onto Dennis’ thighs. Dennis can actually feel the shape of his erection in between his thighs. 

“Jack—“ Dennis moans but Jack tuts at him, almost mockingly and rests his body against Robby’s back, putting in a bite which causes Robby to curse. Dennis can actually see it breaking the skin. Dennis watches Jack who looks at him with darkened eyes, a warning in them. He swallows and speaks up. 

“Daddy,” Dennis whimpers and Jack brightens up at the change of name. 

“Yes, very good, princess,” Jack groans as he grinds his own cock against Robby’s backside. “Remove your shirt, baby. That’s our good girl.” 

Dennis doesn’t hesitate to remove his top but leaves the bra on. Dennis flushes once he realizes that the husbands have their utmost undivided attention directed to Dennis, as if eating him up with their own eyes. 

“Baby, if you ask nicely, we can also pull off our own clothes,” Robby says to Dennis who bites his lip but doesn’t say anything. 

Instead, he sits up and lightly brushes his hand over the hem of Robby’s shirt as he places wet kisses mixed with his own saliva and the lip gloss over Robby’s neck who moans at the feeling. Dennis pulls up and removes the shirt completely. 

Dennis sighs in relief once he sees the bare chest of Robby, sticking out his tongue to graze the chest hair littering around and making sure his lips, still with lipgloss and lipstick, stick to the chest hair. Robby moans as he feels the thick consistency of the lip gloss making parts of his chest wet, yelping when Dennis presses his nipples as he runs his hands over the bare torso of the chief attending. 

“She’s so sweet, isn’t she?” Jack taunts behind Robby. Dennis moans at the change of pronouns used at him, so aroused that he tries to lift his hips in an attempt to tell the husbands that he needed to be touched. The sweat gathering in his thighs, the precum Dennis knows is leaking through his lace panties and the hot flush that he’s feeling over his body makes the leather miniskirt uncomfortable in his skin. 

“That’s our good girl, of course she’s sweet,” Robby coos as he runs his hand through Dennis’ curls who continues to mouth and place kisses over Robby’s chest. “She’s a sweet little puppy, can’t help but mouth over my chest. Feels good though,” Robby moans, continuing to pet Dennis’ hair, not stopping the intern in his ministrations. 

Jack lets Robby and Dennis have their moment as he takes off his prosthetic, a groan that is silent but it seems to reach Robby’s ears. “Ah ah, sweetie, why don’t you give some love to Jack too? I’ll just take off your skirt.” 

Dennis seems to be in a haze but he nods in agreement. Robby removes himself over Dennis and Jack takes his previous position. Robby goes to the side to find the zipper and unzips it, biting his lip when he sees a glimpse of the panties that Dennis was wearing. 

“Good girl,” Jack coos as he sits down on the bed, manhandling Dennis over to his lap. “Take off my shirt, yeah? And your daddies will take such good care of you.” 

Dennis, the ever obedient student he is, rushes to take off Jack’s shirt. Jack watches with intrigue and dark eyes as he takes in the appearance of his boyfriend. Messy hair, make up still placed perfectly unlike his lips which are now swollen with saliva, lipstick and lipgloss smeared all over it. Jack licks his lips as a response and he feels a tap on his thigh. 

“We’re going to take off your skirt, baby,” Jack maneuvers the skirt to slide down the intern’s legs with the help of Robby and doesn’t even hold back the groan as he catches sight of the panties. “Let’s keep your stockings and heels on, yeah? Is that okay, princess?” 

Dennis nods but Jack clicks his tongue, making Dennis automatically sit up straight and hang his head down in embarrassment, “Yes daddy.” 

“Good girl, our good girl,” Jack says, clicking his tongue twice after. Jack tilts his head endearingly at his boyfriend, smiling widely when he sees Dennis ducking his head in embarrassment and avoiding his eyes. “Do you feel good, baby? Can you tell your daddies what you want?” 

Robby presses his body against Dennis’ back who moans at the feeling, leaning his head back on Robby’s shoulder who continues to press kisses all over his shoulder blades. And yet Dennis stays silent but the increased flushing red of his body makes them think that there’s something he’s thinking. 

“Come on, sweetheart. You can speak up for us, right?” Robby coos for him, encouraging him to speak up. 

Dennis whimpers before he speaks up, “I want anything that my daddies want.” 

Sex from the start of their relationship until this point wasn’t vanilla per se and they’ve indulged in each other’s kinks. Jack was freaky in nature, Robby loved being like a caregiver to the both of them or being submissive at times, and Dennis just had a high libido as a young man who was down for anything. 

Dennis saying this now meant that the husbands had free reign as long as Dennis was being treated like a girl. 

“Aww,” Robby smirks as he sees Jack bite his lip to oppress his own groan, “So sweet, so perfect of us.” Click click. ”We’ll lay you down, okay baby? Just tell us to stop when you want,” Robby grabs Dennis’ chin and presses a slight kiss on his lips.

“Yes daddy,” Dennis obediently says and then Jack clicks his tongue twice. 

Robby and Jack settle Dennis down on the bed and let him relax while Robby and Jack remove their pants and Dennis couldn’t help but whine as he sees their cocks pressed up against their boxers, already fully hard but doesn’t bother to give it any attention. 

God, Dennis looked absolutely divine. 

Nothing on but his make up, lingerie, stockings and heels. He was a pornstar’s dream and he was all for Robby and Jack to consume and fuck. 

“Let’s see how many you can cum, baby. A girl always has many to store,” Jack smirks and lays on his stomach. “You just couldn’t wait until we played with your pussy, right doll?” Dennis moaned and thrust his hips at the statement which made Robby chuckle. 

“Don’t worry, Denny. This is all about you, just let Jack enjoy himself, yeah?” Robby takes a seat beside Dennis’ head as he watches Jack eye Dennis’ panties with such hunger and lust in his eyes. 

Jack takes a deep breath and opens his mouth to lick Dennis’ cock through his panties. Dennis immediately bucks his hips at the sensation, moaning out loud at the feeling of Jack’s wet tongue through the light lace pressing hot against his cock. 

“Settle, princess. Let Jack play with you,” Robby coos as he pulls down his boxers, holding his cock and letting it slap against Dennis’ cheek. “How about I fuck your face, yeah? Let me have my own play time.” 

Dennis immediately opens his mouth and let his tongue stick out which makes Robby smirk at how obedient and pliant the boy is with just one order from his boyfriends. 

Robby fixes his stance and caresses Dennis’ cheek, “Hands on my thighs and tap when you want me to stop, okay?” 

Dennis nods and before Robby can tut at him, he speaks. “Yes. Thank you, daddy,” The way Dennis says it is almost like a whimper like he can’t be separated from a cock in either of his holes. 

Robby just pushes in, moaning as soon as the tip of his cock is pressed against Dennis’ throat. Robby looks at Jack who was waiting for a signal and Robby nods. Jack immediately pulls down the front of the panties and without hesitation, takes Dennis’ cock in his mouth until the balls hit his jaw. 

“Mhm!” Dennis moans the moment Jack starts bobbing his head, licking over the slit of Dennis’ dick with no hesitation. Robby smirks as he sees Jack grinding his cock against the sheets in an attempt to give himself some pleasure, which Robby responds to by thrusting shallowly against Dennis’ mouth. “Good puppy, good girl. I got you.” Click click. 

“You like it when Jack plays with your pussy? Do you think we can fit both of our cocks inside? We haven’t done that before but fuck, let’s see later, yeah baby?” Robby rambles as Dennis doesn’t even choke as Robby’s big cock keeps hitting the back of his throat. 

Robby can feel Dennis’ moans as it sends sensations against his cock which makes him press his hand against the headboard so he won’t falter but he continues to thrust his hips deep into Dennis. Robby actually feels like he’s about to burst as he sees the amount of spit and lip gloss on his cock while Dennis’ eyeliner and mascara are dripping down his face as Dennis cries. 

“You think you can take it all, baby? Both of our cocks in your pussy, we can finish inside and see which one of ours will take, no? Fuck, imagine both of our cum leaking from you cunt and we can eat you out? Or should we use one of the plugs so it takes?” Robby smirks when he hears Jack moan behind him. He runs his hand through Jack’s curls and grips it hard while pulling slightly. ”Feels like Jack likes that, baby. Yeah, we gotta let you cum a few times and stretch you out so that you can take both of us.” 

Jack pulls away and smirks as he feels Dennis bucks his hips up as if chasing the sensation once again. Jack sits up and grabs the lube that is placed beside Dennis, putting some in his fingers then immediately thrusts in with two fingers immediately. “Look at that,” Dennis moans around Robby’s throat and Robby lets out a grunt. “He’s still a bit tight even if we fucked him a few days ago. Tightest pussy we’ve got, fuck.” 

Jack continues to stretch Dennis while pumping Dennis’ cock on the other hand. Jack thumbs the head and slit as he strokes up and down. Robby rests both of his hands to the headboard as he thrusts in deeply into Dennis’ throat, with Dennis having no objections and just lets Robby use his mouth and throat like a fucking flashlight. 

Dennis’ eyes roll back as he feels the tip of Robby’s cock repeatedly slamming against his throat with no mercy, overwhelmed with the sensation he feels over his body especially with the pleasure he’s getting from Jack fingering him and stroking him at a fast pace. Dennis’ nails digs into Robby’s thighs deeply to the point it breaks the skin slightly and a few drops of blood slip out slowly. 

“Swallow it whole, baby. You be a good girl for us and swallow it whole, yeah? Not a drop to waste,” Robby grunts as he continues to thrust his hips into Dennis, his pace now faltering in but still moving fast to find his orgasm. ”I gotta come first baby, you understand? Tap my thigh if you do,” 

A tap on his thigh was felt and Robby smirks. Jack grins as he purposely presses into Dennis’ prostate which causes Dennis’ eyes to be wide open and moan out loud but it comes muffled because of Robby’s cock in his mouth. The vibrations of Dennis’ moan causes Robby to close his eyes shut and cum inside Dennis’ mouth, overflowing with cum to the point some drops of it escape Dennis’ mouth despite Dennis swallowing constantly as per Robby’s order. 

Robby groans as he feels the opening and closing of Dennis’ throat against the tip of his cock, as Dennis continues swallowing his cum. Robby takes the drops that are leaking out of Dennis’ mouth and pushing it inside. Robby groans, “Come on, baby. Cum while you’re swallowing mine.” Robby coos as Dennis’ body goes rigid as he cums in Jack’s hand and yet unable to breath as he’s still trying to swallow the copious amounts of cum in his mouth with Robby’s mouth still trying to indulge in the feeling of Dennis swallowing around his cock. 

“Good girl,” Jack says as he clicks his tongue twice, still stroking Dennis through his orgasm to get every single bit. “Robby’s always a mess, hm? Try to swallow it all, baby,” Jack coos as he sees Dennis trying to breathe through his nose more as he continues to come down from his orgasm while still swallowing Robby’s cum. 

Dennis feels like he’s high. He can feel himself in the haze and he can actually see the spots of white and black circling around his vision, the lack of oxygen already registering in his brain but he doesn’t tap out.. He feels hot because of the tight stockings and the heels that still stay perfectly on his legs, which adds to the already hot feeling he gets from pleasure. 

He can feel his throat sore from how deep Robby fucked his throat and unable to breath from panting because of the cum still being swallowed by the intern, Dennis resorts to the deep inhales through his nose but it doesn’t help when all he can breath on is Robby’s musk through his pubes as the dick on his mouth doesn’t pull away, making Robby’s balls touch his jaw. 

Robby, though overstimulated, keeps his cock inside Dennis’ mouth as the intern still tries to keep himself steady and hopefully not succumb into the lightheadedness of the breathplay. He waits until he can see that the intern’s cheeks are no longer fuller, indicating that Dennis’ had swallowed most of his cum. Robby pulls out slowly, making Dennis open his mouth a little wider to accommodate the attending.

”Look at our princess,” Jack coos, leaning over Dennis’ face, prepping kisses all over his neck as Dennis whines in response. “You did so good for us, Denny. So good, look at Robby, mhm?” Jack gently turns Dennis’ head which makes Dennis see Robby who was flushed from face to torso. 

Robby had a smile on his face as he pants for breath, he leans closer to Dennis’ face, kisses him all across his face which makes Dennis smile at how ticklish it was. “So nice for the both of us, yeah? You did so well, so obedient and so pretty. Our girl is good just for the both of us, isn’t that right Denny?” 

“Yes—!” Dennis yelped when he felt a rough fabric grinding against his sensitive cock. He looks to see Jack with a teasing grin who stops after one movement. Jack leans down to place a sweet kiss on Dennis’ neck before speaking. 

“Denny, you okay?” Jack asks. 

Dennis just noticed that Jack has placed his entire weight on top of his body, acting like a security blanket. Dennis looks to find Robby who smiled at him but he knows that he’s making sure that Dennis is feeling comfortable and at least lucid before they proceed to the scene. 

“Yes,” Jack stays in his position and doesn’t make any further movement. Robby proceeds to run his hand through Dennis’ hair and occasionally scratches the intern’s scalp as a means of grounding him. 

“Good, good,” Jack says before looking at Robby. “Darling, you remember what Robby said earlier? About double penetration?” Jack asks quietly and Dennis nods. 

“Yes, yes I do, Jack,” Dennis said quietly. Jack and Robby appreciated that Dennis used their names rather than daddy or sir, just so they’re aware that he is lucid and coherent. It was also very much attractive to all three of them how easily they work together both in and out of work. 

“Good,” Robby says, clicking his tongue twice and holding back a laugh when Dennis tries to hold back a small whimper. “Sweetheart, do you wanna try what I said earlier?” 

Dennis looks back and forth between Robby and Jack. He does want to try it, he really does but he’s a little scared at the prospect of doing it. Double anal penetration does seem almost impossible with the two cocks his attendings are sporting. 

“Yes but,” Dennis leans further into Robby’s hand that is soothingly scratching his scalp. “Take it slow, please? Might hurt.” 

Robby coos and leans closer to Dennis, giving him a chaste kiss on the lips and then on the forehead. “We got enough lube here, don’t worry. We’ll take good care of you.” 

“Of course,” Jack says before carrying his weight with his arms as he shifts in positions. “We always take care of our girl, right?” 

Jack and Robby proceed to sit at the end of the bed as they have bottles of lube ready for this preparation. Dennis tries to regulate his breathing and Robby seems to notice it. Robby moves in a convenient place where he can still be with Jack but also comfort Dennis. 

“It’s okay, pup. We’re right here. We won’t hurt you, okay?” Dennis nods at the statement, moaning slightly as Jack presses light kisses over his inner thighs, giving soft licks from time to time as he prepares his fingers with lube. “Just say anything, okay? We’ll stop immediately once you feel that it’s going red.” 

All three of them decided on the traffic light system whenever they wanted to venture into experimenting with different types of kinks or fantasies or processes. They haven’t really called out ‘red’ before. Dennis has a higher libido but since Jack and Robby were people who had more experience, they mattered more if Dennis was comfortable and not at a risk for a sub drop. 

All for their good girl. 

“Alright, sweetheart. Daddy’s going to start now, okay?” Jack says and Dennis nods. “Words, sweetheart.” 

“Yes, daddy, please,” Dennis whines. Jack clicks his tongue twice before slowly inserting a finger. 

Dennis having an orgasm prior and calming down with Robby beside him, whispering sweet nothings. Robby had long fingers but Jack had thicker ones which would be perfect for this. Robby takes his time to either run his hands over Dennis’ cheeks or caressing his chest, sometimes pinching his nipples to make him calm down. 

“Good girl, good puppy,” Jack clicks his tongue twice, placing another finger inside to scissor him open. “This pussy really just does it for me. Look at how easy it opens up for me,” Jack smirks as he thrusts his fingers shallowly. 

“You think both of us can fit inside?” Robby smirks as he makes eye contact with Jack who is grinning as he continues to stretch out Dennis. “Fuck, our puppy has a real good cunt with him.” 

“I know. But your daddies know how to wait so we’re going to take our time. Isn’t that right, baby?” Jack said and Dennis nodded.

”Come on, say thank you to Jack. He’ll reward you greatly, puppy,” Robby lightly caresses Dennis’ hair. 

Dennis whines further and tries to thrash his legs but Jack and Robby had each pinned down softly, just so it won’t interfere with Jack trying to stretch out their good puppy. Dennis is free to move in all honesty but some little grounding techniques for all three of them ensures that Dennis still feels like the submissive in their relationship as he wanted. 

“Daddy, daddy, thank you. Thank you for fingering my pussy. More please, daddy, please—!” Dennis arches his back by the end of his ramble as Jack decides to put in all 4 of his fingers to stretch out the boy and directs only one thrust towards his prostate. 

Dennis’ dick splurts out more pre-cum at the action, already fully hard despite him getting an orgasm just minutes prior. The pre-cum is starting to pool on his stomach. Robby takes the time to adjust his position and lick the pre-cum that is starting to pool. The warm and sensual tongue against his sensitive and hot skin was enough to make Dennis jump, moaning out loud as he runs his hands through Robby’s hair and pulls slightly. 

“Get in here, Michael,” Jack says as he licks his lips. “He won’t stretch out for the both of us if it’s just little old me fingering him,” Jack pouts at the both of them. 

Robby and Dennis let out a huff of laughter at the dramatics of the night shift attending. Robby maneuvers himself to sit beside Jack, putting way too much lube on his fingers on one hand while lovingly caressing Dennis’ thigh to soothe him. Jack is also doing the same thing while his fingers are doing shallow thrusts and occasionally spreading them which causes Dennis to moan. 

“We got you, sweetie. We just wanna make sure you’re all prepared for your daddies,” Robby says as he inserts one finger slowly, watching Dennis’ expression carefully after finally having five fingers inside him. 

Jack keeps his fingers still as he also watches Dennis’ expression, making sure that their boy is all comfortable. Jack maneuvers himself and groans when his cock touches Dennis’ stockings, the rough yet smooth material making his cock jump at the sensation. 

“So gorgeous, baby. Fuck, I can’t wait to fuck your cunt,” Jack says, still not getting his orgasm. Jack thrusts slowly against the stockings, moaning as the pre-cum drips down and staining the mesh material of the stockings. “With the both of us in your pussy, you’ll be tight as if you’re a fucking virgin.” 

“Shit,” Robby moans out loud at how Jack experiments with his words. He can’t help but grab his dick, stroking slowly as he thrusts his fingers slowly until Dennis’ cunt meets Robby’s knuckles. “Look at how easy that went in, baby. But Jack is right, you’re so fucking tight.” 

Seven fingers in and they’re still trying to stretch Dennis open by spreading their fingers on occasion. Dennis can’t help but grip the bedsheets and moaning, letting his back arch perfectly where his bra is laid on his breasts clasped. Dennis’ underwear is still hanging by his thighs and is damp from his pre-cum, lube and Jack’s spit from earlier. 

“This cunt is all ours, right? Come on, baby,” Jack groans as he grinds harder, his own words making his cock twitch. “Isn’t that right, pretty girl? Saved all of this just for us? Just for your daddies to make a mess out of you.” 

Dennis feels hot especially in his lower extremities with Jack’s weight holding him down, the stockings digging into his thighs and he knows his heels are a mess right now but Jack and Robby prefer to keep it that way. He wonders if it will turn the two men on if the heels would dig into their bodies. 

Robby groans as he sees Jack’s pre-cum already staining Dennis’ stockings. Robby plunges his fingers even deeper and makes consecutive presses against the intern’s prostate who moans and arches his back, desperately wanting to move his legs to spread them further but Jack is still humping his thigh like a mad man. 

“Look at your daddy, Denny. A mess as he humps your stockings and panties,” Robby coos as Dennis cries from the overstimulation, desperately wanting to cum but he knows he’ll only be given permission if he was good. 

“I need to cum, daddy. Please please please, I’ll be your good girl, I can be good!” Dennis pleads, clawing the bedsheets with his eyes shut close as an attempt to keep himself from coming without permission. 

Jack clicks his tongue twice, “Good girl for letting us know. Let daddy come first, yeah? I badly want to stain your panties, too bad Robby couldn’t do the same with your bra earlier. Or should we make sure later that you stain your own bra? Fuck, fuck, shit! Let me cum first baby, I’m almost there.” 

Jack has incredible self restraint, he knows this. But seeing Dennis all laid out pretty beneath them, flushed red spreading across his body, his piercings are resting against the pillow with his messed up hair from moving his head too much. The lingerie in their favorite colors, stockings and the heels just does something for him and he grinds against Dennis’ thighs even harder, moaning at the sensation as Robby smirks. 

Robby kept pressing into Dennis’ prostate and can’t stop smiling as Dennis tries to not cum from the sensation. Dennis has his hands gripping and tries to do deep breathing but keeps choking the more Robby tries to abuse his prostate. “Fuck, your pussy can’t stop bearing down, huh? Should I add two more fingers?” Robby probes as he takes his other hand, getting the pre-cum that is pooling in Dennis’ stomach and coating it over his fingers then pressing it inside. 

Jack chuckles as he sees Dennis bearing down further just to be a good girl for them. Jack wraps the panties around his cock and thrusts into it faster while keeping the panties stretched and tight against his cock—the idea of Dennis in panties and him being a pervert by using his panties to get off is enough for Jack to finally orgasm and cum all over the lacy material. 

“Fuck, fuck! Good girl, come on, come for Daddy. Fuck, I can’t wait to fuck your cunt, is that how tight you are inside? Fucking virgin,” Jack mocks and it seems to be the trigger for Dennis to orgasm hard, the cum is enough to stain his bra. 

Jack and Robby hear nothing but ‘yes yes yes’ and ‘thank you daddy, thank you’ as Dennis continues to orgasm in his haze. Both Jack and Robby keep pressing against his prostate and fingering him through his orgasm, enough for Dennis to shiver with overstimulation but he lets the sensation take over his body, eyes rolling back and moans being released with no hesitation. 

“Da—ah! Daddy, thank you, thank you so much for making me cum,” Dennis pants through his orgasm. His hands are chasing something to cling to and Jack reaches to one of his hands, feeling Dennis dig his nails against his skin which makes him hiss. 

Jack removes his fingers inside of Dennis but Robby continues to finger and stretch him carefully, avoiding his prostate. Jack leaned over to check on Dennis who kept panting from his orgasm, Jack can still see that Dennis is still going but only a few left. “It’s okay, you did good for us, sweetie. Oh our pretty girl, good girl,” Jack clicks his tongue twice, placing gentle kisses all over Dennis’ face who is still hazy. 

“Is he alright? That was,” Robby didn’t finish as he looked at Jack who gently caressed Dennis’ skin in an attempt to ground him. “Should I stop?” Robby asks with hesitation but Jack shakes his head.

”No safe word yet. Let’s just give him some time,” Jack says, putting some weight on Dennis while Robby continues to stretch him out slowly. 

Dennis feels like he’s on a high, as if stuck in a k-hole. His vision is blurry, his body is hot and he thinks he can actually feel all the blood rushing through his veins. Jack sees that his eyes are unsteady but dilated to the point that it should be concerning but he calms Dennis down from his orgasm until Dennis is ready to be verbal again. 

“Okay sweetheart, come back to us. Yes, you can see me right? What a good girl, all for us,” Jack coos as soon as he feels Dennis focus on him. Dennis smiles, still feeling high but is a bit tired already. “Yeah? You doing good, sweetie. We can stop if you want.” 

“No, that was, fuck. That was good, Jack, I loved it,” Dennis pants, running his hand through Jack’s hair. Dennis pulls Jack closer and presses his lips against the attending who lovingly kisses back, slow and sensual just to not overwhelm their boy. “I can handle another one and I think I’m all stretched out,” Dennis says as he pulls away slightly. 

“That’s for us to judge and for you to enjoy,” Robby interrupts and Jack nods. “You are stretched but we need to take a moment.” Robby says, his lip curled upward for something he didn’t want to admit. 

“We just want to make sure we fit,” Dennis rolls his eyes playfully at Jack’s teasing grin. Of course, Dennis will just fucking rip if he had two huge cocks of his attendings up his ass. They had to make sure Dennis is stretched out well or else they would have to go in emergency if something happens. 

“We’ll do this slowly but it seems like all eight fingers of Robby’s are easily inside of you. Can you feel it?” Jack asks and Dennis shakes his head. 

“No pain, but I do feel the stretch,” Dennis admits, still feeling the underwire digging against his chest but he finds it comforting rather than irritating. “Did you ruin the panties?” Dennis pouts which makes Jack and Robby laugh. 

“Sorry, baby. I can pay back Santos. There is no way in hell I’m buying her lingerie and stockings,” Jack says with a smile, causing Dennis to laugh. “You did so good for us, honey. We’re so proud of you,” Jack clicks his tongue twice before placing a soft kiss on Dennis’ lips who preens and smiles at the praise. 

“Lovely girl,” Jack starts, his lips now pressed against Dennis’ neck. “Oh so pretty, so lovely, so sweet. How lucky did we get to have you? One of a kind.” 

Jack, as he places kisses and moans as he tastes the salty cum of Dennis that is about to dry against his skin and bra, trails his hand down to Dennis’ cunt and slips a finger inside. The copious amounts of lube helped with his two fingers slipping inside Dennis. “Look at your pussy, baby. Easily stretches for us as if it was made for us. 10 fingers all and well deep inside.” 

“Daddy—please,” Dennis moans as he feels all of their fingers inside of him stretching him out. Dennis can feel the lube in between his legs making him cold but the fact that his cunt is being stretched so lovingly by his boyfriends make him feel warm. 

“Ah ah, you can wait for us, Dennis. Isn’t that right? You can wait?” Robby tuts at his boyfriend who nods. 

“Yes, daddy. I can wait, for you,” Dennis thrashes his head a little once he feels more lube being placed against his cunt. 

“Good good,” Robby coos, clicks his tongue twice. “Fuck, you’re so fucking wet. Your pussy is just greedy for us, hm? Can’t help but squirt at us earlier too.” Robby thrusts his fingers a bit harder while Jack remains still, as he’s still placing sweet kisses all over his chest, licking his stomach clean. 

“Greedy cunt,” Robby comments as he lays down on his stomach in between Dennis’ legs. Dennis immediately wraps his legs around Robby’s neck as Robby goes down on him, licking his own fingers. 

“Daddy!” Dennis moans, arching his back and shivers. 

Robby laps against his cunt like a man starved and he eats his pussy like he kisses. Slow, sensual, yet deep—uses his tongue and lips alternating, soft and wet against his cunt. Robby moans as he continues to slowly lick in between the walls of his intern’s cunt. Dennis keeps thrashing against the sheets with Jack grounding him with his touches but it does more stimulation than comfort. 

“Daddy, please. I can take it,” Dennis whines, already pleading to have his bosses cock inside of him. 

Robby chuckles. “You need to give us some time, sweetie. Jack isn’t hard yet as well as me. You should wait for us, just enjoy what we’re doing to you.” 

Robby and Jack almost never try Viagra or multiple orgasms but tonight was a special case when their boy got home all dolled up and pretty just for them. Both of them get off the high at the idea that Dennis must have had so many people coming up to him, asking him out, asking him for a dance or buying him a drink at the club but he came home to them, to their bed and their orders. 

“A virgin gets a taste of a true orgasm and now you want us immediately? Have some mercy on us,” Jack teases, causing Robby to chuckle. “We’ll fill you up, baby. Don’t worry.” 

“Should we put a condom? You might get pregnant,” Robby says in between Dennis’ legs, rubbing his beard against the inner thighs of the intern who moans out loud. 

“No condom, please please,” Dennis pleads, his face turned into a scowl or grimace at the idea of a condom being a barrier between his cunt and the cocks of his boyfriends. 

They never did use condoms, they were exclusive. STD panels, PrEP, and PEP are mandatory in their line of work. But, a man can dream that they—middle aged men—can impregnate their controversially young boyfriend. 

“A virgin wants a Creampie, how cute,” Jack coos, pushing more fingers into Dennis’ pussy which earns a loud moan. 

“Virgin and also wants a Creampie for the first time? Fuck,” Robby pulls out all his fingers, takes a finger and puts it into his mouth. His eyes roll back in pleasure, feeling the wrinkly skin against his finger from being inside his boy a little longer than it should be. 

“Just a little more, baby,” Jack says once he catches sight of his own hard-on as well as Robby’s. Jack nods to Robby who immediately sits and waits for Jack to get his fill. Jack couldn’t stop his smirk when he realized that their boy has also become hard very easily. 

“Looks like you’re ready,” Jack says and pulls out as well. ”We need you sandwiched between us, baby. Can you sit on Robby’s lap, hmm?” 

Dennis immediately sits up in action, feeling his cunt a little wider from the many minutes the two men have taken to stretch him out. Robby clicks his tongue twice at how obedient he is and immediately sits down on Robby’s lap, his back to Robby while he’s facing Jack. 

“Gorgeous girl,” Jack says in comfort, cradling Dennis’ face in between his hands. “You doing okay?” 

“Yes, daddy,” Dennis places a sweet kiss on Jack’s lips who hums, very much pleased. Robby tightens his grip on his waist which makes Dennis laugh a little. 

Dennis leans his head back to Robby who gives him a sweet smile. “Our sweet girl. You look so lovely,” Robby whispers huskily against his lips and places a sweet kiss on Dennis’ lips. “I’ll go first, tell us if it hurts.” 

Robby lines his cock to Dennis’ cunt and Jack helps with lowering him in. Dennis moans at the feeling while Robby groans. “A little loose on me, that’s a good sign right?” 

“Well, if I join you in there then he might be tighter, like a fucking virgin,” Jack groans, stroking his cock to get himself ready. “You ready for me sweetie or do you need some time?” 

“I’m ready, Jack,” Dennis using his name is a good sign. 

Jack lines his cock and then enters rather hastily, seeing that his cunt is loose. The tip passes through easily but the moment his shaft pushes through, Dennis feels that his hole is being stretched a little more. Dennis tightens his grip on Jack’s biceps so Jack stops. 

“You feeling okay?” Jack asks, stopping his ministrations. Robby groans as he feels Dennis bearing down on the both of them, especially since his entire cock is now sheathed inside of Dennis, his balls touching his hole completely. “Take your time, angel.” 

“Just a little stretch, sorry,” Dennis whimpers. 

Robby places comforting kisses over his shoulders, Dennis shivers at the feel of his beard against his sensitive skin. “Don’t be sorry, baby. We can take it.” 

“Can you try pushing in deeper, daddy?” Dennis asks, his eyes making contact with Jack’s hazel eyes who nodded and pushes in deeper slowly, biting his lip as he feels the warm walls of Dennis clenching around him and Robby’s cock that twitches at their cocks meeting. ”Fuck, daddy!” 

Dennis moans as he feels someone’s tip pressed against his prostate. He bears down but stops when he feels Robby tighten his grip against his waist. “Don’t do that, baby. It’s our second of the night, we’re just as sensitive or more than you,” Robby whispers, his voice deep and husky, very much affected by how good Dennis feels. 

“Ah, fuck,” Jack groans as he feels his entire cock is now inside Dennis, his cunt is now clenching and twitching against their sensitive cocks but Dennis tries not to bear down against them as per Robby’s orders. As Robby notices this, he clicks his tongue twice. “Fuck baby, fuck, shit, you feel so good. Tight and so hot, all for us to take, yeah?” 

“Sweet boy, fuck,” Robby grunts as he plants his hands on Dennis’ hips. “Come on, baby. You can ride me, right?” 

Dennis nods and plants his hands on Robby’s thighs, spreading his legs which made Robby and Jack groan as both of them have a perfect view of his hole, their two cocks perfectly sheathed in, their balls touching each other and Dennis, with his stockings, make the perfect view. Dennis also plants his feet that have his heels on onto the sheets before he starts bouncing up and down. 

“Fuck!” Jack, a little more sensitive from just having to cum later than Robby, curses out and meets Dennis’ movements by thrusting in and out of his cunt. Robby moans once he registers the friction of Jack’s cock against his. “Yeah, baby. You look fucking delicious.” 

Robby helps Dennis with moving him up and down on his cock, letting out groans and moans in between while Dennis thrashes his head in ecstasy, sweat now pouring down his face further making his make-up smudge against his face. 

“So fucking tight,” Robby groans once he feels Dennis clenching down on their cocks as their tips target his prostate perfectly. “Our girl just can’t wait, right Jack? Finally have a taste of her bosses’ cocks and just couldn’t help herself.” 

“Got into our bed with lingerie and a tight hole, such a fucking slut,” Jack groans as he thrusts in deeper and Robby meets his pace by doing the same to Dennis who whimpers at the faster pace that the two attendings are producing. “Is that what you are, Denny? A slut who can’t wait to be in her married bosses’ bed? How long have you been planning this?” 

“I didn’t—daddy! Faster please, please,” Dennis yells as he shivers from the additional pleasure coursing through his veins. He feels hot all around, his eyes are now unsteady and blurry as his tears drop down tainted in black from his eyeliner and mascara. “So go—od! Daddy please,” 

“Please what, princess? You haven’t answered my question,” Jack groans, gripping Dennis’ thighs as he thrusts deeper and harder. “You want your bosses’ cocks inside you? Your married bosses? A whore who can’t help but spread her legs and wants to get pregnant from us? Who do you think would be the daddy of your kid when you get pregnant?” 

“Fucking hell, Jack,” Robby groans, digging his nails on Dennis’ waist which now breaks the skin and now has drops of blood staining his nails. “We were none the wiser. You waltz into our home and beg for us to take you? Answer your fucking daddy, baby.” 

“Yes, I did!” Dennis moans, gripping Jack’s back with his nails and digging in deeply. “I saw you two and knew—! Daddy! Fuck, so good!” Dennis moans, not even bothering to complete his sentence but Robby and Jack don't mind and continue to thrust in deeper into their pretty girl. 

“Fucking knew it, filthy little whore. But don’t worry baby, we wanted you like you wanted us,” Robby coos and smirks. “Cunning slut, you wouldn’t mind if we got you pregnant, huh? Wanted us to stay with you for life, that’s why you didn’t even bother asking us to wear a condom.” 

“Bet you won’t even take the morning after pill tomorrow even if we bought you one, right? But that’s okay, we’ll place it with a placebo anyway,” Jack grunts, smirking when he feels Dennis clenching around their cocks causing the two attendings to moan in pleasure. “I bet you don’t even take birth control even if you told us you did. Is that right, baby?” 

“I don’t, I want your babies, daddy. Please!” Dennis screams as one particular hard trust by his attendings causes them to punch hard into his prostate. “I knew when I met you—hah, Urgh! Ah! I needed to have you both—fuck!” 

“Such a patient girl. Waiting more than a year for us,” Robby coos. “Don’t worry, baby. We got you and you’re stuck with us. Does that feel good for you?” 

“Yes, daddy. I wanna be your girl,” Dennis moans, feeling a bit hazy now and he can feel his own cock dripping pre-cum which drips into his cunt, landing perfectly just where his pussy and the two cocks meet. 

Dennis feels like he can’t breathe. The bra is still tight against his chest and what used to be grounding, is now a bit irritating as he can’t breathe but his desire to be a good girl and to feel pretty for his boyfriends win against his desire to breathe properly. If Robby and Jack knew of this, they would remove his bra and let it bounce against his figure but Dennis dislikes the idea of the bra not being pressed against his skin. 

Robby runs his hands through Dennis’ chest and plays with Dennis’ nipples through the lacy material. Dennis yelps in surprise, clenching hard at the added stimulation which causes the two attendings to moan out loud, not even bothering to tell him to cut it out. 

“What if we buy you a pretty dress? Or a slutty lingerie right after this? Fuck, fuck, I would love to feel those heels pressed against me. Louboutins, is something all girls want right? Would you feel pretty with those? What about if we ask you to wear pretty panties with cute bows to work? Then we can drag you to the bathroom and cum on your panties while you wait for your daddies to come and get you off. You think you will like that, pretty?” Jack rambles, ever the experimental one with his words especially in bed. 

“We should fuck you like this more often,” Robby adds on. “Mix our cum inside of you and plug you up the next day. Let you go to work plugged up and we can take bets on who’s cum takes, yeah? See how fast we can get you pregnant. We may be middle aged men but we can take as many tries to make sure it takes, yeah? Do you think you’ll get pregnant tomorrow with how well we fuck you tonight?” 

“Shit!” Jack feels his cock twitch making him grab the base, gripping it a little tightly to make sure he doesn’t cum from Robby’s words. “We can get you pregnant more and more times so that we each can have our own kids, yeah? With how fucking big our cocks are, we might be right to your cervix right now, yeah? Can you feel us through your stomach, baby?” 

“It just boosts your fucking ego, Jack,” Robby grunts, continuing with his ministrations with rolling and flicking Dennis’ nipples through his lacy bra but one of his hands presses against Dennis’ stomach. “Fuck, I can feel us here, Jack. Can you feel my hand?” Robby presses harder and Jack moans. 

“Yeah, fuck, fuck!” Jack, if even possible, does thrust harder and sharper into Dennis’ prostate and Robby does the same. 

This causes Dennis to rest his head backwards to Robby’s shoulder, drool now escaping and dropping to his chin and the small remnants of his lipstick and lipgloss now disappears as Dennis bites his lip whenever he feels a sharp thrust to his prostate. 

“Are you close, sweet girl?” Jack asks, already desperate for another orgasm but waiting for Dennis to finish first before getting himself and Robby to completion. 

“Daddy,” Dennis simply mumbles and moans, not even registering the question asked of him. “More, please. Harder—! Ah!” Robby does his bidding immediately and Jack moans as he feels the sudden movement against his cock. 

“Daddy please, give it to me, make me pregnant. Make me a mother,” Dennis babbles and Jack smiles widely. 

“Yeah? You want to be a mother? We’ll make you a mother, a mother of our child and fuck, shit! We’ll take good care of you while you’re pregnant, yeah? You would look so fucking good round and happy, right? Waddle around the house and if Robby’s sperm fucking takes, you would be big and round and you would look so fucking beautiful,” Jack smirks as he makes eye contact with Robby who’s eyes roll backwards in pleasure at the idea of Dennis waddling around their brownstone all big and round with his fucking kid. 

“Should we start calling you mommy? To prepare you for your role and in pregnancy? Come on, mommy. You being pregnant, huge tits with milk, and we’d fuck you as you wish. Fuck, I’ll fucking lap your breast milk every single day, yeah? You know how nipple massage helps with unclogging milk ducts? You’re going to worm your way in our bed, begging us to massage your nipples and you’ll give us your milk as a reward. Right, mommy? You’ll be a good mommy for your daddies?” Robby grunts, now in sync with Jack as both of them meet Dennis as he bounces on their cocks. 

“You close, mommy? Come on, be good for your daddies and cum for us, yeah? Then we’ll reward you with our cum, hope it takes,” Jack groans as Dennis continues to bear down on their cocks. Robby and Jack are now sweaty and trying to stop themselves from coming before Dennis. 

“I’m close, daddy. Make me a mommy, please please! Daddy, please,” Dennis rambles further, more and more drool dropping from his mouth to his neck that Robby happily laps up. “I’m close, daddy, please faster, please!” 

Jack and Robby make eye contact, Jack leans in and Robby meets his lips, making out while Dennis continues to moan like a whore as both attendings thrust in deeper and faster if it was possible. 

“I—I’m cumming, daddy! Come inside, please please!” Dennis yells out loud. 

“Cum for us, Denny. Come for your daddies and we’ll make you a mother,” Jack grunts against Robby’s lips. 

Dennis screams as he orgasms, he bears down and clenches against the two cocks pressed inside of him. Robby and Jack let Dennis moan loudly as he orgasms, staining their cocks and his bra, hissing when they feel Dennis’ fingernails digging deep into their skin. 

Robby and Jack pants, catching their breath but continuing with their pace. “I’m close, Michael,” Jack whispers and Robby nods, indicating that he as well is close. 

“Fuck, he’s even tighter now,” Robby comments, now also gripping Dennis’ waist and he knows it’s going to bruise the next day. “I’m coming, Jack. Come on, let’s make our girl a mommy.” 

“Fuck, alright,” Jack says and as if in sync, both men stop their thrusts, coming inside of Dennis who moans at the warm feeling inside of him. 

Dennis continues to moan, placing his hand on top of his stomach which is for some reason, bulging out the more Robby and Jack come inside of him. Jack smirks as he notices how subtly the belly of their boyfriend bulges out from both of their cocks and their cum mixing inside of him. “Fucking hyperspermia, Michael.” 

“Don’t blame me. At least I know it’ll be my kid,” Robby smirks as he jokes and Jack huffs out a laugh. Jack can actually feel Robby still going at it even if Jack had no more to squirt. “If it’ll be my kid then you get the next one.” 

“I’ll take that action,” Jack jokes, as if both of them just didn’t have mind blowing sex and two orgasms in one night. 

Dennis on the other hand, can’t swat their heads for joking at a time like this. Dennis feels that same high that he felt prior in his previous orgasm, he can’t hear the joking banter that both of his boyfriends are making while he’s trying to come back to the land of the living. His ears are ringing, his eyes are blurry either with tears or because of the intensity of his orgasm, his breath still feels short because of the strenuous activity and the pressure of the bra against his chest. His drool now starting to dry against his skin, similar to his cum while unbeknownst to him, he’s being laid down on the bed while Robby and Jack exchange looks. 

“Don’t let this get to your head,” Jack says to Robby who rolls his eyes and pats his husband’s back. “You getting the bathroom ready?” 

“Yeah, clean him up will you?” Robby says, not waiting for an answer before entering the en-suite bathroom. He knows that Jack will clean Dennis up. 

Dennis only has a semblance of coming back to reality when he feels the pressure of the bra being removed. He looks down and despite his vision is still a little blurry, he can see Jack getting the damp towel from the night stand and wiping Dennis down from his chest to his face. 

Jack removes his bra, taking the underwear to the side and letting it drape provocatively on his own night stand. Jack knows both Robby and him will eventually keep it, letting the sweat and cum staining the sensitive lacy material—hopefully huffing it in the coming days. Jack takes his time to remove the heels, albeit struggling with the clasps. Once he succeeds, he removes the stockings and Dennis can actually feel the blood rushing through his system. 

“‘ack?” Dennis mumbles and Jack hovers over him with a smile. 

“Yes, baby? Welcome back, you doing okay?” Jack softly asks and Dennis nods. 

“‘obby?” Dennis, a bit delirious, attempts to mumble. 

Jack softly kisses his lips and Dennis is too tired to even attempt to kiss back which makes Jack huff a laugh. “He’s preparing you for a bath, sweetheart. He’ll carry you and clean you up, baby.” 

“Mkay,” Dennis says as he rests his eyes, still feeling the remnants of pleasure coursing through his veins and letting himself be taken care of by Robby and Jack. 

👠

Dennis doesn’t even remember the time when Robby and Jack cleaned him up. 

Dennis is sitting on the bathtub while Robby and Jack take a minute or two long showers to get the sweat and smell of sex off of their bodies. Maybe a little make out session while they’re in there but Dennis doesn’t have to know that. 

“Fucking hell, you came so much,” Jack says as he attempts to remove the cum deep inside Dennis. 

“As if that’s a fucking surprise to you,” Robby grunts, drying his short hair while Jack stays seated next to the bath tub. 

“It’s your cum, you should be removing it,” Jack rolls his eyes and Robby smiles. 

“I did his hair and you lost in rock, paper and scissors,” Robby teases and sits down beside Jack. “Move over, I can do it.” 

“No, it’s fine,” Jack says and sighs. “I think that’s all of it.” 

Dennis stays asleep during this conversation but with the bantering of the married couple, he opens his eyes slowly and smiles when he sees his boyfriends taking care of him. 

“Hey, look who’s up,” Robby calls his attention and Jack lifts his hand which is intertwined with Dennis’, pressing a kiss on it. “You okay, baby?” 

“Yeah, you literally fucked me stupid and to sleep,” Dennis jokes and the husbands share a laugh. 

“Don’t say that. You’ll inflate our ego,” Jack said and Dennis rests his head on Robby’s hand. 

Dennis takes a moment to properly look at the two husbands who are now gently scrubbing some soap over his body and smiles. “Thank you, for indulging me.” 

Both men looked at him and softly smiled. “Well, not only was it fun but also because we love you. If you want to dress up and act like that outside of sex then we’ll be there for you,” Robby softly responded, pressing his lips against Dennis’ wet curls. 

“It only also gives us a reason to spoil you more,” Jack grins menacingly which makes Dennis laugh. 

“Whatever you dorks,” Dennis says before sitting up and rinsing himself off by the shower head by the end of the tub. “It felt nice, going out like that and just indulging what I really wanted when I was young.” 

“We can tell,” Robby says before taking a towel and wrapping Dennis up. “Jack, can you prepare some clothes? I’ll carry him to the bed.” 

Jack does what he’s told and takes his crutches, going to the bedroom and picks up some boxers and an oversized shirt. Robby dresses him up after putting some cream on the beard burns and the bruises that are starting to form. Jack stays in the bed, making sure it is comfortable and Dennis ends up warm under the comforter, being pressed in between Jack and Robby. 

“You comfortable, baby?” Jack whispers against his ear and Dennis nods. 

“I love you both,” Dennis says instead of verbally responding to the question. “I thought it was a bit weird to have that…desire sort of so, I kinda hesitated telling you two. I’m sorry.” 

“Hey, don’t be like that,” Robby pipes up which causes Dennis to look up at him. “It’s not offensive to us that you kept it to yourself, that’s fine. It led us here anyway and you may need to take some time to tell us and that’s fine. We don’t fault you for it.” 

“It’s true,” Jack pipes up as he wraps his arms around Dennis’ waist. “You know we can be trusted but it’s also fine if you take some time to consider it. Just because you kept something from us doesn’t mean you don’t trust us. You know that.” 

Jack places a kiss on his head and Robby follows suit. “We love you, Denny. Always know that, no matter what.” 

Dennis looks back to how his father looked really happy and love-stricken whenever he sees his mother dressed in pretty clothing, dolled up and covered entirely in the jewelry that she owned. He remembers his father whispering something in his mother’s ear and she turns flush red, slaps his chest playfully despite the wide grin on her face—acting coy but his father still had that same look on his face regardless. 

Perhaps this is the time like that too—where Dennis can be all dolled up like his mother. And Robby and Jack will have the same reaction as his father if they see him all dressed up and dolled up, just for them and their eyes only.