Upsteadlovers
Fandoms
- Chicago PD (TV) (7)
Recent works
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Somewhere between silence &love by Upsteadlovers
Fandoms: Jay and Hailey - Fandom, Chicago PD, Upstead - Fandom
12 Jul 2026
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Summary
Jay Halstead never had a problem risking his life. Running into burning buildings, chasing armed criminals, and facing danger head-on had always come naturally to him. But telling Hailey Upton how he felt? That was another story. Over the years, he tried more times than he could count, late-night conversations, comfortable silences. Moments when she slowly became the best part of his life. But every time, fear won. Because facing his own demons had always been easier than admitting a single truth: He was in love with Hailey Upton.
It isn't until the moment he realizes he could lose her forever that Jay finally understands some risks are worth taking and that the most terrifying words he's ever had to say are the ones he's been carrying in his heart all along.I'm terrible at summaries but basically it's a fic of the Five times Jay almost said "I love you"... and the one time he finally did. ❤️
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Slow Down by Upsteadlovers
Fandoms: Upstead - Fandom, Chicago PD, Jay and Hailey - Fandom
11 May 2026
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Summary
After two years Jay return to Chicago looking for forgiveness and another opportunity. But all that going to hell when he find out that life is not the one that used to be. No when his ex wife has a completely different personality and life and most important she’s not alone.
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Holding the line until midnight by Upsteadlovers
Fandoms: Hailey upton and Jay halstead - Fandom, hailey upton/ Jay halstead - Fandom, Upstead - Fandom
31 Dec 2025
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Summary
Between an improvised celebration at Intelligence, a quiet night at home, and a New Year without rush, Jay and Hailey discover that happiness can be simple. Soft kisses, laughter, found family, and the certainty that they don’t need to start over when they already have everything that matters.
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Summary
On a snowy Christmas in Chicago, Jay and Hailey take a rare day off to be a family. Between cookies, quiet fears, and soft moments of love, they hold on to something fragile but real—peace, just for one night.
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Summary
After 2 years being separated, Jay and Hailey finally are ready to celebrate their first thanksgiving together, just that the plans didn’t go as they planned.