I was a cop for a few years. Small area and not a ton happened usually. We had an issue with someone roughing up our working girls, mainly the trans girls. Nothing close to murder, he just roughed them up when it was over. It didn't rise to assault but we knew most of the girls and trans people working the street and most of the escort underground too. Mostly they wanted to get this guy off the scene or us to rough him up. We got varying descriptions. Maybe the guy did a bait and switch or a disguise? Hard to say at this point.

This is where I got volunteered the the detachment. There were no women on the force that could pack punch or take one. Plus we had a short plump detachment. Nicely put the women were less than beautiful. I was the best looking girl we had!! LOL I got bugged all the time about a little of this and that and I could be a good looking flat girl. It was true. I was tall and had long legs and with heels and shit I could pull it off. Long dark hair wig and the girls at our beauty salon did my hair and makeup after hours. They were in on the sting. With makeup I looked like Eva Langoria. LOL

It's a smaller city but just big enough to have all the problems of a major city plus the ease of being able to hide for a guy or guys like this.

The working girls knew I was undercover and I was placed to catch these guys. There was only so much interest in that type of sex so a couple of the t-girls on the street kind of pimped for me. I was kind of new meat on the street. Sure enough the girls said one of the guys they'd suspected was cruising around. He'd ask which of the ladies had a little extra downstairs and they'd make a call and setup a date. That's how it worked.. He texted me from likely a burner phone and we met at a motel.

I never thought how far I might have to let him go. There's never any kissing in the prostitute world so that was okay. He came in the room. I had a definite hooker look going and a pronounced bulge in the front. I had super high spikes on and my top showed I was a guy. No bra or boobs. He knew I was a gay boy in pretty closes. He was okay looking. He looked like an insurance salesman, Anyhow he was feeling me up. I kept saying "So, let's take care of the money part." He asked it I was a cop and all the regular stuff. By now my skirt was up and he was playing with my cock from outside my panties. The girls at the salon got my feet up in stirrups and gave me an all over wax. I laughed. "Was that for the job or your fun?" They said "Just fun." The guy was rolling my balls and I started getting super turned on. I was frikking hard. You see, I'd wanted a guy for so long, I was pretty happy when I caught this gig. I let him go and he pulled the panties down and started jerking me off. I stopped him and told him money up front but he went back to playing with my cock and I was starting to feel an impending orgasm. No way to stop it. I was fucked. I was undercover and I was going to have an orgasm.

Not sure where I am on the messing up my career scale but I doubt this guy is going to tell. I started cumming and he began talking to me as my cum covered his hand. He wanted to see my ass. I told him that was enough and I showed him my badge. I told him if he left, he was okay. He literally ran out of the room. I'd decided he wasn't the guy.

I guess what really happened here is, I always had a feeling I was gay or bisexual. When the chief approached me about doing it I was trying not to seem to excited about perhaps getting felt up by men in the line of duty.

I texted the girls and said all clear to take another trick, it wasn't him. They arranged another date. I stayed in the motel. The guy came in and I was naked with just my heels and stockings on and my cock just hanging at a nice 7". He came up to me. He was an upscale guy. The first guy was a regular Joe. This guy was freaked out. He went into his story. He was married and this was his first time and with his job a call girl was his only option. He said he wanted me to suck his cock. I explained I could suck a cock as long as he put a condom on. Then I said, "What the hell!?" I sucked his cock and got a big mouthful and swallowed. I got on the bed and spread my legs and he lubed me and put a condom on. He slid into me and fucked me. So awesome, it was great. I was having a million sensations. I kissed him and he was clearly freaked out. No hookers kiss. Well, he didn't recognize me but I recognized him. It was my brother in law and I've always got turned on by him. When I pulled my wig off he almost shit his pants. I wrapped my legs around him and held him in. He was close to cumming. I leaned in to him, I breathed out I was on the job and all is cool. I'll explain after, let's just enjoy this!!! He came like a freight train bucking like a bronc. I could barely hold on and my bum and balls were talking a virginal beating.

When he was done we laid on the bed. I put my arm around him, he warmed up. When he arrived he just wanted to fuck hooker. I had no idea t-girls was his thing. His wife likely doesn't for sure and now fucking his brother in law adds to the mess. Or not. It was a nice mess, in my mouth. Obviously I wouldn't suck just anyones cock.

He leaned into me. "Well, I wanted to fuck a guys ass tonight, never thought it would be my brother in law though!!" I explained I was undercover and trying to catch a guy that was roughing up some working girls and guys. He was working his way down on me. He popped me in his mouth. He smiled. "I'd like to see what it's like to get cum in my mouth." He started sucking. I told him keep that up and he's going to find out. I launched in his mouth and he gagged a bit. No doubt it was a big load. Also, I could have said I was gonna cum. He had his finger way up my ass too adding to my pleasure.

I got on top of him and raked his cock with my balls and limp cock. I went back and forth and he got hard. I squatted on his erection and pushed my asshole over him. I was still slippery and he went in easy. My limp cock slapped around and my ass was starting to get a bit tender. The condom part was gone. He shot a load into my ass bareback. Gravity and suction pulled some out when I got up. I got off the bed and face-planted. I couldn't walk, at all. My ass was drilled and stretched by a large cock. I was a wobbling gay boy!! I ditched some of his cum in the bathroom and came back. I emptied, if you get my drift? ;) He left and I was done for the shift.

I got home and I got a text for him. He asked if I was working that motel tomorrow night. I said "Yup. You still owe me from tonight." I let him fuck me for a week. Finally we caught the guy and gave him a battering charge and my sting was over.

What sucks was it was an easy way for my brother in law and I to get together and have sex. We were all about the sex. He was a total cum slut. He loved getting facials and I love his warm cum in my mouth. I love him pounding my ass too. Now it's impossible to do it without getting caught. On holidays and family get togethers we manage to get off. It's pretty minimal now. Sigh. Anything will do.

Funny how it happened though.

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