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Mostly bottom Connor because there's too much bottom Will propaganda
Also my first time writing smut, so bear with me -
Is anybody there? (Does anybody even care?) by NatalieRyan for N1ghtshade
Fandoms: Chicago Med
20 Oct 2025
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- Part 9 of Nade's Whumptober 2025
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After the suspicious death of a detective's father, the investigation pushes him to go beyond the rules to get justice. In search of the truth, he enlists the help of a firefighter friend to uncover what the police can't (or won't) see.
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- Part 8 of Nade's Whumptober 2025
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Love, Take 2 by tmechling51163
Fandoms: Chicago PD (TV), Jay Halstead - Fandom, Upstead - Fandom
18 Oct 2025
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A story started many years ago, this is a remix (a take 2) on Falling In Love All Over Again. This is a story of love, a story of chaos and mistakes and redemption, a story of two people who despite all odds find a way to fall in love twice. When all seems so perfect and timed beautifully, life has other ill intended ideas in mind and it is up to those left in its wake to figure it all out once again. It's a wild ride, buckle up and enjoy the scenery.
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'Cause we can never right all the wrongs by NatalieRyan for N1ghtshade
Fandoms: Chicago PD (TV)
18 Oct 2025
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- Part 7 of Nade's Whumptober 2025
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During an intervention on a capsized boat in the Chicago River, Team 3 finds themselves trapped underwater. Can Severide save everyone? Cruz? Himself?
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After over 18 months of silence, Olivia receives a surprise letter from the last man who left her. His life has not gone the way he hoped, he needs help, and is praying for a little mercy from her despite their parting. She can’t resist the pain of someone she cares for, but what will it bring up, and what will she end up confronting? Set in S22.
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A burned body, a stolen identity. A brother willing to do anything to uncover the truth.
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When everything seems to go from bad to worse, Will Dr. Will Halstead be able to find something to hold onto to stay afloat?
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But it's not the fall, it's the getting up by NatalieRyan for N1ghtshade
Fandoms: Chicago Med
16 Oct 2025
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- Part 6 of Nade's Whumptober 2025
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Don't Fix Me, Don't Try To Change A Thing by bobcgames for GregoryGerwitz (KittooningMalijah), kitthekazoo
Fandoms: Chicago PD (TV), Chicago Med
16 Oct 2025
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Will throws a not-wedding party to celebrate Jay and Hailey's nuptuals. But when he sees Mouse again after so many years, the feelings he'd been ignoring for so long suddenly come rushing back.
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- Part 1 of Piece By Piece
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Regardless of who called Will after everything went to hell in that hangar, he has to have broken every speed limit in the city to have made it to the 21st before Intelligence’s team even got back, because Hank knows for a fact Jay’s little brother was on rotation today. In fact, he’d been a little worried that something might go sideways on their case and he’d have to deal with Will chewing everyone including his brother out for the bumps and bruises that sort of come with the job territory.
That would have been far preferable to having to tell the frantic redhead, still in his scrubs and white coat, with a stethoscope around his neck Hank is fairly sure he doesn’t realize is still there, that his brother is somewhere in the city in the hands of some very dangerous drug dealers who definitely know he’s an undercover cop.Series
- Part 3 of Never Gonna Say Surrender
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This is what I think would have happened if Jay and Kim had started heading towards a relationship at 5x11. It follows the PD storyline but clearly AU for their relationship.
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- Part 1 of Chicago One AU
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Get back up and we're still breathing by NatalieRyan for N1ghtshade
Fandoms: Chicago Med
15 Oct 2025
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- Part 5 of Nade's Whumptober 2025
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Kinktober Day 1 - Orgasm Control
Crockett edges Will - that’s it, that’s the fic. Might add more but don’t hold your breath
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- Part 1 of Blue Lagoon’s Kinktober 2025
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you're my brother and that won't ever change by NatalieRyan for N1ghtshade
Fandoms: Chicago Med, Chicago PD (TV)
15 Oct 2025
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- Part 4 of Nade's Whumptober 2025
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Brothers in Fiction by RabidPlotBunniesAttackkkk
Fandoms: Chicago PD (TV), Chicago Fire, Chicago Med, Law & Order: SVU, Star Wars: Rebels, Star Wars Original Trilogy, Rogue One: A Star Wars Story (2016), The Pitt (TV)
14 Oct 2025
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Just a general collection of one shots involving Jay and Will being the best brother's ever. Inspired by Brother by my side by black4minister. I also have one of the iconic Kelly and Casey friendship duo in an episode divergence one shot. Team as family, of course.
Crossovers:
Chicago Fire: 5, 6, 7, 14, 18, 31, 32
L&O:SVU: 12, 18
The Pitt: Chapter 40 -AUs:
WWII: 15-17, 20, 22, 32
The Wild West: 21
Star Wars: 29, 33, 34Series
- Part 1 of Brothers in Fiction: Chicago Fandom Fics
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A Traitorous Sky by RabidPlotBunniesAttackkkk
Fandoms: Chicago PD (TV), Chicago Fire, Chicago Med, The Pitt (TV)
14 Oct 2025
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For all that Jay liked guns and had worked with them professionally for most of his adult life, sometimes he hated them.
Especially in the hands of the psychos who’d decided to shoot up one of the bigger summer festivals held in Chicago.
And naturally, where trouble was, Will had to be right in the middle of it.
One shooter is down, Olinsky’s voice came over their ear pieces, Jay and Erin exchanging a satisfied glance.
Reports say at least one more, Voight added. But keep an eye out — we don’t want any surprises.
“Copy that, Sarge.”
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An Active Shooter and its consequences. Major Will Whump!
I'm so sorry! This fic is now 'On Hiatus' due to some health issues I'm currently dealing with.
Series
- Part 11 of Brothers in Fiction: Chicago Fandom Fics
