Archive of Our Own

Chapter Text

You were lost. You got turned around and couldn’t make it back to your hotel. You literally just got to Egypt and you already fucked up. It seemed nobody you asked knew where you were headed. You were at a small bar, when a voice in the corner coolly spoke.

“I know where you’re headed. All it’ll cost you is a game.”

A game?

He introduces himself: Daniel J. D'Arby, 31 years old. He’s a handsome, mature man, with a penchant for gambling. Actually, he claims he’s a professional gambler. He smiles at you.

“Any game you’d like, win or lose, I’ll tell you how to get to where you want to go. As for what we’ll gamble? How about your soul?”

You joke that you’d rather gamble away your virginity.

“That’ll work,” he says. He leans in. “Before we start, I need you to say it. Say that you’re gambling away your virginity. Then we can play.”

Do you desperately want to go to your hotel? Yes. Are you willing to fuck an older man to get there? Maybe. You ask him if it’s alright if you gamble only your vaginal virginity. You see him bite his lip.

“That’ll do quite nicely.”

As you play, you start asking questions about your terms. Will there be foreplay? Cunnilingus? Lube? Talking about this in the open is getting you excited. But you have to beat this old pervert! He assures you that he accepts these terms. He might even wine and dine you beforehand. You lay your hand on the table, smirking. His hand however, makes yours look like shit. You lost. And it was time to pay up. You’re shaking. How? How did you lose?!

The eldest D’arby stood up, placing his hand on your shoulder as he stood by you.

“Time to collect my prize,” he whispers in your ear.

He guides you back to your hotel, walking with you arm in arm. He may look like a gentleman but he’s a horny old pervert, you think to yourself. Soon you’re on your bed, and he’s kneeling in front of you. He kisses your hand.

“Ready, my dear?”

You deliver a shaky sigh and nod. He peels your clothes off of you. He starts to undress as your naked body shivers in anticipation. You’d be lying if you said this didn’t turn you on. Soon, you’re both staring at your naked bodies. He’s very fit and well groomed.

“Let’s begin.”

He spreads your legs. He slowly laps at your clitoris, before sucking on your labia. He licks and suckles your vulva until he decides you’re wet enough. Coating his fingers in lubricant, he pushes his fingers into you. He’s surprised by how many fingers he can fit.

“Are you certain you’re a virgin?”

You become enraged. You kick him off of you. You start shouting. How dare he question something like that?! He already won! What more does he want?! He pushes you down, kissing you.

“I’m sorry, darling. Forgive me. Please let me continue.”

You refuse to look at him. He sighs, and starts to get dressed. Is he leaving?

“Let me buy you dinner, love. Let me show you how sorry I am, please?”

Your stomach growls. You agree. You know he’s only being nice to you because he wants to sleep with you. This is all just a game to him. Who will win? Who will break first?

Unfortunately for you, this man is charming as fuck. As he chats you up, you feel your morals slipping. As he sips his drink, the way his eyes look at you makes you want to melt. He orders nothing but two drinks while he let’s you eat your fill. You learn he has a brother. They are not on good terms.

Afterwards, you find yourself heavily making out with him. He tastes like alcohol and chocolate. He doesn’t just look fit, he proves that he’s also strong when he carries you to the bed. Again, he peels your clothes off of you. This time is different. You’re looking at him lustfully. This charming fuck weaseled his way into your heart. Even if this is a one time thing, you want it desperately.

“I deeply apologize for my ungentlemanly comment, my sweet. Let’s start fresh, shall we?”

Again, he uses his sinful tongue to make your legs jelly as he eats you out. Again, he inserts more fingers than he initially thought you could handle. His cock, well lubed, lines up with your entrance.

“Are you ready?”

You nod. He slowly pushes in. His nimble fingers get to work on your clitoris. He kisses you gently. He wants to make a comment on your tightness but keeps his mouth shut. You’re a bit hard to read. It infuriates him but also arouses him. How will you react? He squeezes you tight. He lifts you up, until you’re no longer on the bed, but in his arms. You wrap your legs around his waist, your arms around his neck. He’s only supporting you with one arm, the other is playing with your clitoris. He’s so gentle. His thrusts are slow and shallow. You claw at his back as you cum. You mewl out a thank you to Mr. D’Arby.

“Let’s be on a first name basis, (Y/N). I think we’ll be seeing much more of each other. Your virginity may be gone, but I don’t mind. You’re quite a treat in bed.”

He places you back on the bed. He pulls out, then tries to get you to suck him off. You remind him that the bet was only for your vaginal virginity, not oral. You tell him to cum inside you, if he wants. He accepts. It only takes a few more thrusts before his paints your insides white.

He holds you protectively. He offers you chocolate, which you accept. He kisses your forehead gently as you eat the slightly melted chocolate bar.

“Come visit me as often as you’d like. There will always be a game ready to play, if you’re brave enough.”

You accept.

Chapter Text

Why do you keep getting lost? You end up way farther than last time. This is so embarrassing. You sit on the ground, back resting on a gate. The gate opens and you tumble backwards. There’s a falcon staring at you. Aww, cute! It’s wearing a little hat!

The door to the mansion opens. Your name is called from inside. A man is calling your name. He appears at the doorway and smiles, beckoning you to come closer. You keep a safe distance. Until the gates close behind you and you realize you’re fucked. He continues to smile.

“Pleasure to finally meet you, (Y/N),” he said, bowing.

How does he know your name?

“You’ve met my older brother. I am the younger D’Arby, Terence T., younger by 10 years.”

That makes him 21, although he looks a bit older. Is he stressed?

“You see, I have a predicament. You don’t seem to know how much better I am than my brother. I’d like to change that. Let’s play a game.”

What is it with this family and gambling?! Wait, is he going to-?

“That’s right. Bet whatever you’d like. Although, if I’m being honest with myself, I’d love your oral virginity most. Such soft lips.”

Why does this have to happen to you?

“Well, what do you say? Your freedom for a quick little game? You can stay in the lounge with me until you decide.”

He gestures to the long corridor. It’s now or never. You accept.

“Splendid.”

You learn that he loves video games. All of them. Even the shit ones. They all bring him immense joy. But that’s not all. He also collects dolls. They’re ugly and realistic in an almost uncanny valley sort of way. But you complimented them anyways. To not do so would be incredibly rude. As you look through the multitude of games to play, you hear him complimenting you. You thank him every so often.

“I can see why my brother chose you. Too bad I’m going to have to steal you away.”

You tell him he sounds confident. Too confident.

“I know my skills as a player, darling. I have certain skills my brother lacks, as you’re soon to find out. I am the better D’Arby after all.”

We’ll see about that.

Well, you lost. It wasn’t even close. You fucked yourself over, honestly. You got too cocky, just like with Daniel. Except this time, it was like he could read your mind. You hadn’t even discussed your terms ahead of time. The younger D’Arby was impatient. Pulling his pants down, he smiles that damn smile of his.

“Shall we?”

A bet’s a bet. You pathetically ask if you could go slow. It’s your first time after all.

“No too slow, my dear. I’m awfully impatient.”

He pulls his cock out. He’s thinner yet longer than his brother. You kiss the tip. You give warm kisses all around the head. You hear him moan. Using the tip of your tongue, you give tiny licks to the tip and the rest of his length. You can feel him tightening up. You take the tip into your mouth and start sucking. He tilts your face up so that you’re staring at him. He watches as his cock disappears into your mouth.

“Excellent, most excellent,” he purrs.

He pushes into you. You gag and force him out of your mouth.

“Apologies, my sweet. I got a bit overzealous. I’ll be gentler, I promise.”

You try to sort out a pace but the D’Arby you’re currently blowing is erratic. Sometimes he accidentally chokes you with his cock when he bucks his hips. Other times he’s letting you do what you want. There’s no way to read his mind, although he sure as fuck seems to know how to read yours. He keeps asking you yes or no questions.

“Are you going to clench your jaw a little more? I love the way your teeth feel.”

You comply. The next question shocks you.

“Are you going to touch yourself? You’re so very aroused by this, aren’t you?”

You mind says yes. He seems to know that. You start rubbing your clitoris, hungrily. But you feel empty inside, you want to be filled.

“Do you want me to fuck you? Do you want me inside you?”

You squeal yes in you mind. He pulls his cock out of your mouth. He pushes you down, but you block his point of entry. Oral only, you say, sternly. He sighs.

“Then how can I prove myself to be better, doll?”

You suggest a threesome. He smiles. He knows what you’re getting at.

“Naughty, naughty,” he taunts. “Using our sibling rivalry to get yourself double the satisfaction? How lewd.”

But you know you have him hooked. You lick your lips, telling him that it’s time for you to finish your end of the bargain. He’s overjoyed by your compliance. You suckle and kiss his cock until his thick cum spurts into your mouth. Daniel’s cum was a bit more watery. As promised, he lets you go. He kisses your hand before bidding you safe travels back to your hotel. He invites you to come over anytime.

The thought of the two feuding brothers dicking you down pleasantly plagues your mind until you get to your hotel room, safely. You swore you saw a hawk fly overhead.

Chapter Text

You walk to the same bar. Daniel waves to you. You give him a kiss on the cheek. You sit down for a game.

“How are you, my precious one?,” he coos, dealing the cards.

You knew you were going to lose, why bother pointing out that he’s cheating? You mention that you met his brother. He pauses, then resumes.

“Terence? How is he?”

You tell Daniel that Terence held you hostage until you gave him a blowjob.

“That bastard! You were supposed to be mine! This is his revenge for me trying to steal his girlfriend! He’s trying to steal you away from me!,” he shouts in anger.

You tell him to calm down, you aren’t leaving him. In fact, you want to be closer. And to make up with his brother. He asks you what you have in mind, as he picks a card from the deck. When you suggest a threesome, he crosses his legs, trying to hide his boner.

“I’ll have you know. You’ll be like a bleeding fish in a tank of sharks if you agree to this.”

That excites you to no end. He lays his cards down. Royal flush. He smiles at you.

“But first, my prize.”

The two of you finish your prize giving. His prize? To fuck you, of course. He loves the way your vaginal walls clamp down on him.

He guides you back to the mansion. The falcon smiles at you. You’re pretty sure birds can’t do that. The door opens. Terence is smiling that fake smile of his.

“Daniel.”

“Terence.”

Terence turns to you and smiles.

“Welcome home, my darling,” Terence says, sweetly.

Daniel holds you protectively. They stare at each other, then at you. Genuine smiles grace their faces as the look at you.

“Lord DIO has graced us with a private room for our time together. It shall be ours for as long as we want. Or if you come back for more.”

“Give him my thanks. Now, (Y/N), let’s prove who the better lover is.”

Looking at the brothers’ bodies side by side was a treat. Terence was smooth and hairless, while Daniel had thick hair all over. Both prided themselves in grooming. Terence’s hair was no longer up, it fell loosely past his shoulders. Daniel was right, the hungry looks plastered on their faces reminded you of hungry sharks.

“I hope I’m not too thick for you, my darling. I’d hate for you to choke,” Daniel crooned.

“I’ve been dying for that delectable pussy of yours, even if dearest brother had it first,” Terence said, biting his bottom lip.

“And second. Had a small game before coming here. They were so happy to lose to me.”

Before the brothers could get too heated, you beg for attention. You want to be fucked, now. You lay on your back on the bed. Daniel rubs his cock over your lips. You open your mouth for him. He slips inside, cursing as his cock is enveloped in warmth. Terence tastes you. You cleaned up well. He can only taste your fluids, not his brother’s. Terence, impatient, pushes himself into you. Daniel mocks him.

“So selfish, you have to please your lover before you can please yourself.”

“My, my, such words coming from a man facefucking his supposed lover and not so much as playing with their breasts. Check yourself, Daniel.”

Daniels starts to caress your breasts. A light pinch of your nipples here and there, but overall, his touch is soft. Terence pinches and kneads your clitoris, harshly. You buck and squeal around Daniel’s cock, still in your mouth. You clench your jaw by accident, Daniel growls hungrily.

“Their teeth rake across the shaft so perfectly, don’t they?,” Terence says, smugly. “Such a perfect toy.”

Daniel knows what to do to prove himself the better lover.

“Do you love me as much as I love you, my love?”

Terence could read your soul. This angered him. How dare Daniel pull this sort of trick. He shoves Daniel off of you. He holds you in a mating press, pounding into you.

“Tell us who you really want, angel. Me or Daniel?”

Your soul squeals yes. You want them both. Terence chuckles and kisses you hard.

“So greedy.”

Daniel collects himself. He shoves Terence off and kisses you tenderly. You urge them to fuck you. You assure them you can take it. The thought of being stretched gets you flustered. Terence already thinks you’re greedy enough. But he’s happy to oblige. You lube them both up. Terence is already inside of you before Daniel could ready himself.

When Daniel pushes in, you feel yourself being stretched pleasantly. You feel so full. Daniel kisses your shoulders. Terence sucks on your tongue. Both of them are fighting to stimulate your clitoris. As they fuck you, your walls twitch. They’re touching you so roughly, you’re going to cum soon at this rate. And you do. As your walls clamp, Daniel cums inside you. He absentmindedly let’s you go. Terence takes the opportunity to shove him out of you. He places you on top, ordering you to ride him. You do as you’re told, as he abuses your clitoris again. His hands are soft, but his actions are rough. He brings you to another orgasm, your clenching bringing his release.

“Simply wonderful.”

When he pulls out, the mixed cum of your two lovers leak out. The sweat rolling off your neck is licked by Terence.

“So sweet.”

Daniel pampers you with aftercare. Terence doesn’t interfere. The brothers are very satisfied.

“Why don’t you spend the night?,” Terence tries to seduce you into staying. “Isn’t the bed to your liking?”

You yawn. The bed was so nice. Your eyelids are heavy. You close your eyes. Daniel is holding you and you feel so safe. Terence kisses your forehead.

“We’ll keep you safe,” he whispers.

Chapter Text

You woke up. Daniel was gone. He had left to do his gambling. Terence was there to help you dress. You decided to stay in the mansion. You didn’t eat for the day. You were planning something. You asked if you could bathe. The washroom was splendid and clean. You did all the prep. The douching, the washing, the wiping.

You wondered who should go first. A thinner cock would be a good warm up, before taking Daniel. But oral from Daniel was fantastic. He was so focused on pleasing you first. Daniel was your favorite.

Daniel was more of a proper boyfriend, but also a sugar daddy. He treated you with gifts and outings. His kisses were affectionate. But his gambling made it hard to be with him sometimes. He got so entranced, even when he invites you over on his lap, he doesn’t give you any attention.

Terence was a reckless lover. His initial act is to be well mannered, only to lure you in and then fuck your brains out. But he was bound to the mansion. He couldn’t take you places to get to know you better.

Each man served a different purpose. You loved them both in different ways.

Daniel looked for you. He visited your hotel room, and when you weren’t there, raced back to the mansion. Terence opened the door, evil smile on his lips.

“Our sweet little doll has quite a night planned for us.”

You admit that you wanted Daniel to be your first. You knew he’d be gentle. But he was so thick and you were so inexperienced. You begged Terence to go easy on you. But you knew you were in for a ride. But you wanted to be licked and fingered first. Daniel had the more experienced tongue. He also massaged you to get you loose. Daniel pressed his tongue against your hole. You shiver at the foreign feel. He makes sure that you’re ready. Terence’s fingers were smaller, so he went first.

You never thought you’d be giving your anal virginity to a pair of brothers with twisted gambling addictions. Especially not the doll loving gamer. He dipped his fingers into you. The excess lube ran down your leg. He pulls his fingers out and replaces it with his hardened cock. You reach for Daniel. You want him to hold you.

“I’m going to crack my brother’s skull on the tile if you keep playing favorites, my dear,” Terence purrs in your ear.

You clench. This only turns him on.

“He is your favorite. Isn’t he?”

You don’t have to answer. He swats your ass, hard.

“I don’t mind sharing you, darling. But your favoritism is starting to wear at my patience.”

He humps your ass harder than you’d like. You beg him to slow down.

“Only if you stop playing favorites.”

Through the rough thrusts, you beg for forgiveness, promising to be more impartial and considerate of his feelings. Your hole is starting to become numb. He slows his pace.

“There we are. Now that wasn’t so hard, was it?,” he says, sweetly.

He pulls out and flips you over. He kisses you on the cheek. He pushes himself back in after applying more lube and slowly starts to move.

“My brother cannot love you the same way I can.”

You agree, but you’d rather have them both. You murmur out that you need them both.

“Greed is a deadly sin, my love. But I’m happy to be your demon.”

You continue clenching on his cock. He finishes inside, coating your rectum with white. He pulls out, kisses your tear stained cheek, and grabs himself a glass of wine.

“Your turn,” he sneers.

Daniel lubricates his cock and fingers. He slowly rubs circles on your clitoris. He has the tip resting on your hole. With the right timing, he plunges in. Oh god, you can feel him in the back of your throat. Terence puts his glass of wine down. Kneeling down in front of you, he starts licking the rest of your vulva as his brother stimulates your clitoris. You cum immediately and continue to cum three more times until Daniel finishes inside you.

They take turns kissing you. It surprised you that they were being so civil. You made sure to equally distribute your kisses so that Terence wouldn’t get jealous. Or violent. You knew it wouldn’t be your fault if he got violent. But still, it made sense not to play favorites. You could empathize. They start sucking on your breasts, Terence biting and Daniel licking. You mewl, gripping their hair. Separate, they were amazing. Teaming up, they were divine. You whimper how much you love them. They seem content, and bring you to another orgasm.