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He pushed and pushed, I got horny and gave in

862 words | 3 |4.71

Never thought I’d do sex with another guy but. . .

A guy I work with is decidedly feminine acting, he made no bones about it, he wanted to have sex with me. We worked late nights together many time, and it never ended. We’d start off talking, then he realized it was 6 months since I’d been laid, I didn’t have time to find a girl or date anyone. He kept saying he’d be glad to end the “pressure” for me. This went on for about 6 months. During that time he admitted he had womens clothes, regular undies, sexy undies and lingerie. I questioned more, and he just opened up his pants and pulled them down revealing a pair of black lace panties, matching garter belt, and tan stockings.

I made him promise that he wouldn’t do anything different with me, nor tell anyone at work “IF” I were to come over to his place. He said he was discreet, not about himself but about anyone he would be involved with. So I said I’d come over, expecting to get a BJ, and maybe, just maybe fuck him. I wasn’t so sure about fucking him but I would do a BJ. He gave me a time, and said he’d be ready by then. I showed up and “she” answered the door. His long blonde hair was styled like a woman, he was in makeup, wearing black stockings, garter, lace panties, and matching bra. He had on a short sheer negligee over it all. He introduced himself as Dee. Dee was a small bodied man, about 5ft 9in tall, only weight about 135 or so, and honestly looked good as a woman. I was ready for sex and I didn’t care what kind.

Over some drinks and some smoke, she gave me a BJ and it was great, she showed me the cum in her mouth, then swallowed it all. She wouldn’t let go of my cock and was holding it, massaging it and my balls, and kissing it, kissing my ass cheeks, even my hole back there, and I was at my full 8 inches again in no time. She laid down on her back, pulled me up between her legs, and pulled the back of her panties down and place my cock at her entrance. It was so damn good to fuck someone again finally. Thanks to the BJ I lasted probably 30 minutes or so. I fucked her again about 10 that night, and then we showered, I dressed and left. The next day at work no issues, nothing different. I asked him if I could come by and see “her” later that night, and he said anytime, but I didn’t have to wait. He was wearing see through white panties and we could go in the storeroom and have a quickie. I thought about it for a few minutes, then took him in. He opened his pants, pulled them down and bent over a barrel in the room. He pulled his panties down below his ass and I easily pushed into him. “Don’t worry about me” he said “Just go quick and get your nut, I want your cum up my ass again”. So I did, and later that night I saw “her” again.

Last weekend, we were together for the whole weekend, we have Monday off, so we had from Friday evening through till Tuesday morning. I took some clothes and went over to see Dee. She spent the whole time dressed in womens clothes, even going out to dinner, she was very passable, and very feminine. In the evening, she was in at the very least panties and bra, usually in sexy undies and lingerie. On Saturday afternoon she gave me a molly. It enhanced everything so much, But I didn’t expect, and I put up no resistance, much to my own guilt, she fucked me in my ass. To be honest about an hour before when she pushed my head down to her crotch, it was the first time I saw her cock which she called a clit when dressed. Hard it got to 6inches and not too thick. I blew her, my first time, and swallowed my first time. Then laying on the bed, in total self absorbed extasy she moved up to me, and got her cock positioned at my asshole. She had spread some lube all over herself, and pushed into me. Kissing the back of my neck she was whispering to me all the while. Telling me to just take it, let it happen, relax and enjoy the new feeling. It was a new feeling, I’d never even entertained letting a cock into my ass or mouth. I could swear that when she or HE came inside me I felt every spurt of cum entering me. Hot, wonderful cum. She returned the favor also, we both got fucked, and fucked, got sucked and sucked.

I was a bit guilty about doing it, I didn’t want to get fucked by a guy and she looked like a girl. Now back at work this week, he has fucked me twice in the storeroom. I finally gave in, and now I give him and her, what he and she wants.

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3 Comments

  • Reply Anonymous ID:1duar7z7wm0x

    I wish I had a workmate like that love being fucked in the arse and fucking arse

    • Anonymous ID:2wdoer0tfii

      Come work with me

  • Reply No one ID:e7qd6r4nkor

    Very interesting