One of the guys I work and I were replacing the batteries in the smoke detectors at the apartments about a month ago and well I'll go from there. We both have a list of units to do and I haven't seen this guy in a while so I figure he's hiding out in an apartment watching tv or making phone calls. So I start backtracking to all the apartments on his list. I come to this apartment and the person who lives in this particular unit is this 30 something lady. She's always dressing really slutty and coming onto us and I must be honest, I have considered fucking her. But anyway, shes a good sized girl, maybe 5'9" or 5"10"- 150 or 160 pounds. ANd she wears these tight skirts and lycra tops that you can see her bra through, you know the type. I open her door and start to close when I sopt his tool bucket in the kitchen, well he's not on the phone and hes not watching tv so I figure hes in her bathroom. All I can think is the last thing we need is for this lady to come home and catch him in there- we dont need that kind of shit. So I walk in and decide to creep up on him and scare the shit out of him and then tear him a new asshole. Sure enough the bathroom light is on and I can see someone in there so I sneak up and pull the door open quickly and yell "what the fuck are you doing?" I couldnt believe what I saw, there's my co worker completely dressed in her slutty clothes. He had on a skin tight white shirt and you could see a black bra underneath, a leopard print tight knee length skirt which was up around his waist. He had on matching leopard print panties which were pulled down in front and his hard cock was in his hand, his other hand was behind him presumibly working on his ass. He had on black seamed stockings and a leopard print garter. I just stood there with my mouth open not know what to say, he jumped and shouted oh my god but never let go of his now shrinking cock. I composed myself and tried to ask again what he was doing whil he tried to shove me out and close the door. I shoved back and said " I dont think so john, what are you doing in here?" He hung his head low and started saying something about being embarrassed and being sorry. I cut him off and told him to give that shit a rest, he wasn't going to talk his way out of this. He explained that he like to dress like this and begged me not to tell anyone, saying it would ruin his marriage and hed lose his job to which I replied that he should have though about it before he put the panties on. He actually looked like he may cry and continued to beg. I said" What the fuck John, this bitch could come home and catch you and then what? you would really be fucked then" He answered that she was gone for the rest of the week and she had asked him to check in on her apartment which is another thing we aren't supposed to be doing. "well thats not the probelm then this is john" I said- I was still playing the asshole part. FInally I said" maybe there is somethingwe can work out john" all this time he is standing there in womens clothes, and jumped all over that " oh yeah anything dave- ANYTHING REALLY!!" I rubbed my chin and acted like I was thinking about it, then asked if he had tried on anything else. He looked confused and asked what I meant. I replied" well you've been watching her apartment all week and I'm sure you've done this before right?" He still was unsure of where I was going with this but answered " ummm yeah a couple of things" I asked him to show me what and he kind of froze and said" man I'm not comfortable showing you, it's kind of embarrasing you know" I said " well how fucking embarrasing is it going to be when you lose you job and your wife kicks your fucking ass out" He said "ok ok I'll show you, we walked with him in front of me to the bedroom, I checked him out and he did look very very erotic and I felt my cock firming up. His skirt was half tucked in his panties and he looked strangely sexy. we stopped in front of the closet and he started sheepishly pointing to things hanging in the closet. "john" I said"you think this is going to get you off the hook? take the things out and show them to me" He pulled out a one piece skin tight mini dress type outfit, bright yellow,"there you go thats better" I said. "now tell me why you like it" He turned red and started mumbling how it felt good against his skin "JOHN!" I cut him off " tell me the real reason, how you look, what you like to do in it, what you fantasize about" he was humiliated but said he like the way it looked on him, and especially liked looking at his ass and hard cock through the dress material, and he also enjoyed hiking it up and bending over to see himself from the rear in the mirror. "there you go thats betterjohn, now what do you think about?" I asked. "I think about being a girl, being treated like a girl, being fucke ddoggy style and giving head" He looked like he would die, he thought I was doing this to humiliate him. " Why dont you putit on then John?" "NO WAY!" he replied, to which I reminded him that if he didnt I would tell. Reluctantly he hastily pulled his skirt and top off, then grabbed the dress "Ummm John?" I stopped him," those panties and that bra really wouldnt look right would it?" I asked. His face was beet red as he stood there limp dicked in leopard print panties and a black push up bra. He asked what I wanted him to do- "John, you need to pick out some other panties, bra and stockings dont you?" He opened the dresser and knew exactly where everything was, he pulled out a yellow thong and bra as well as these sheer white stockings and yellow garter. "there you go John, thats good- put them on. He slid his bra around just like a girl and unhooked it from the front and through it to the floor, then undid his stockings and garters, then peeled his panties off. standing there naked I couldnt keep from being anxious for him to put more back on. First he picked the thing off the bed and slid it up and on, then the bra. finally he sat on the edge of the bed and pulled the stockings on, stood up put on the garter and hooked up like he had been doing it all his life. I noticed that he was becoming hard again because of the panties. He picked up the drees unzipped it and slid it over his head and on, "arent you going to zip it up?" I asked. " I cant do it myself" he replied. I motioned for him to turn around and walke dover and zipped him up. Stepping back I took a good look at him, he looked very sexy, the dress was like second skin on him and I could see the outlines of the bra, the garters, and his thong. He still looked uncomfortable but I could see that his cock was now rock hard andwas trying to hide it. " John, show me what you do. Pretend I'm not here and do what you would do" He shifted back and forth and finally got up on the bed, there was a large mirror on the wall over the dresser and he positioned himself so he could have a good view. He got on all fours and spread his legs a little and then arched his back- he really did move like a woman. He then turned around so his ass was facing the mirror and arched his back high spreading even more and lookeing over his shoulder in the mirror. From my spot I could see the dress hiked up and his yellow thong disapear in his ass. He moved one hand back to it and pulled at the strip between his cheeks, tugging aside and then rubbing his ass. He was getting into it, not caring that I was there. " Go ahead John, it's ok" I told him "you can play with your pussy" he quickly lubed his finger with spit and pushed it inside his hole. I walked around the other side of the bed to see his face, pure ecstasy. "what are you thinking about john?" I asked. " being somebody's slut" he answered. "do you want to be my slut?" I asked and he could only shake his head yes. I unzipped and took my jeans down to my ankles and stepped close to him, his ass up in the air with 2 fingers in it. I took out my half hard cock and held it to him. "I want you to suck my cock for me now John, and you'd better do a good job" he opened his mouth and took me in. I could tell he had never done it before and wasnt very good at it but his outfit kept me hard. I got up on the bed and on my knees while he continued slurping on my cock, reaching back I put my hands on his hips and ass and watched him work on me. He began to move his hips and take more cock in, he was learning fast. I broke free amd moved aorund behind him " can I eat your pussy for you john?" I asked and he pulled his fingers out for me. Holding his thong to the side I began to lick his hole and slide a finger in and out, and he's fucking moaning so loud I thought we'd be caught for sure. I stopped and got behind him and pressed the head of my cock against him, his hole opened quite easliy so I slid in the first 2 inches just past the head. He lets out this scream like I was killing him but also shouted "oh god yes fuck my pussy" So I did, I pushed in all the way, and he collapsed against the bed from it crying out. I fucked him so hard deep and fast, his ass was strecting out for me and kind of rolling from the speed. Every time I slammed into him he yelled out and his beautiful half covered ass would jiggle a little. I could feel my cum building up and I really wanted to cum in his virgin ass so I did just what he wanted, I filled his ass with my hot cum and then pulled out of him leavinf him feeling like a used little slut. He ust layed there, with my cum dripping out of his ass and down his thighs wondering what had just happened. " get up and get cleaned up John, we've got shit to do you little fag slut, and dont hink this over yet" He smiled back at me and I walked out
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