Upstead comfort fics

Undercover Gone Wrong

(I got a request for Hailey being undercover and to prove she's not a cop and not wearing a wire (the wire and camera are in a necklace), they force her to strip and end up touching her before the team can get in there. This is not a full on rape chapter, but tw for sexual assault. Honestly not too sure when to set this, but Hailey and Jay are together)
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"Alright, Upton, day three under with this crew. We're hoping to bust them tonight, you remember the plan?" Voight asked as Hailey got the necklace with a tiny camera and microphone positioned.

"Yup, I get them to tell me where they get it, say there's no way they could pull that off and they show me, you come in," she repeated what she'd been told earlier that day.

They were in the process of busting a big drug ring running in the basement of a club. Hailey was going in under cover at night to get them to talk and pose as a potential buyer with a CI.

"Good. Safe word is still "insanity", don't forget that. Everyone ready?" Voight asked and the team nodded.

They loaded up and drove to the club. Hailey met her CI out front and went in. He kept an arm around her and got them down to the basement.

The team watched and listened from various posts in vehicles surrounding the club. Hailey was good at under cover, but Jay knew she didn't enjoy this crew. They liked to get really close to her and yell, and it made her nervous because they were always wasted.

"There's no way you can get all that. Prove it," Jay focused on the screen as she spoke.

"I ain't gotta prove anything to you, bitch! Why you ask so many questions? Are you a cop?!" The leader, Lance, asked.

"No, are you?" Hailey countered.

"Of course not! But you're askin too many questions, so I think you're a cop!" He accused, backing her into a wall.

"Dude, she's not a cop!" The CI tried to stop what was happening, but another guy suddenly pistol whipped him and Jay could tell from the movement of the camera, Hailey had jumped a little.

"Sarge," Jay said into the radio.

"Not yet, she hasn't said the safe word," Voight said.

"She's okay," Kevin tried to reassure Jay.

"Prove it!" Lance yelled.

"Dude, I'm not a cop! Get off me!" Hailey yelled back.

"You gotta prove it or we shoot your boy here! Prove you're not wearing a wire, take that dress off!" He ordered.

"Hell no!" Hailey said, growing nervous.

"Do it, or you both die!" Suddenly a gun was pointed at her.

"Okay, okay," she took a deep breath and was thankful she was able to wear a bra with this dress as she got it off. "See, not a cop," she said.

"Nope, bra too," he gave a devious smile and pushed Hailey into the wall.

"No!" She protested, pushing him.

"Stop, bitch," he held a gun to her head and Hailey froze.

He pushed her bra down and felt around, and Hailey tried not to cry. "Are you done? No wire!" She said.

"I'm just getting started," Hailey hated the look in his eye and suddenly his hand was touching her underwear and she was paralyzed with fear.

"Th-this is i-insan-insanity! Stop!" She managed to get out.

She didn't know that as doon as his hand had gone into her bra, the team was breaching upstairs. The door slammed open and Kevin came in first.

"CHICAGO PD HANDS UP NOW!" He yelled, and Jay had his AR trained on Lance's head.