1. First Time With A Guy And First Time As A Gurl


    Date: 10/7/2015, Categories: First Time, Shemales, Author: keripinkpanty, Rating: 96, Source: xHamster

    worked summers in a factory by my house when I was in college. Nice, clean summer job. Charlie, the Chief Engineer was my boss. He played Div. 2 college football and still was in great shape. Thick arms and legs, big hands, broad shoulders. He was going a little bald, but otherwise...anyway. I wasn't into guys, so I didn't notice those little 'things'...signals, whatever. I had a somewhat steady girlfriend, but she went abroad that summer. Being 19 I was, it seemed, always thinking about sex. Loved jacking off to the 'Men's Magazine; I found in the guys locker room. I especially found the Frederick's of Hollywood the most exotic, because the lingerie, sexy heels, nylons and panties advertised was such a turn on for me. One Saturday, around noon, everybody but Charlie and I had gone. That day Charlie asked to clean the guys locker room. It was really hot that day, so I was wearing my shorts and flip flops. Charlie was in the shower room. He called out to me &#034Hey k** (I didn't mind that nickname), Go in my locker and get me a beer. You can have one too&#034. I was more than happy to oblige him. I opened his locker and found not just the beer cooler, but all kinds of men's magazines and lingerie clad pin ups. I immediately got a hard on. Charlie yelled out again...&#034Hey k**, where's my beer !&#034. It wasn't a question. So I grabbed his beer, left his locker open and walked over to the shower stall, still sporting my boner. There was Charlie, naked in the shower, all ...
    soaped up, but I could tell this guy was built and powerful. He turned around when he heard me and there it was....His dick...big, thick and very erect!. He looks at me and started to smile because he knew, he saw I had a boner. Charlie then says, &#034Well gimme' my beer&#034 I started to hand the can to him when he grabbed my wrist and guided it towards his erection, making my slide right past it. He smiled again because I didn't flinch. He knew had had me. The steam from the shower only made it hotter. Charlie if I liked what I saw in his locker. I stammered, mumbled. Then he said, &#034Guess you did. Guess you did a lot&#034 He smiled again and got out of the shower and stood right in front of me with his long dick the only thing that separated us. He took my hand and put it on his dick. It was so big and so hot. He started sliding my hand up and down on it. I was both terrified and excited. He walked past to his locker and said, &#034Hey, put these on&#034. He opened a duffel bag and dumped out a bunch of women's underwear, a wig, heels, and a dress. I was stunned and speechless, a bit afraid, but also very, very turned on. I was maybe 5'6&#034 and 140 lbs. and no body hair. I put on the sheer black panties (which made my hard on bigger), garter belt, sexy black nylons, which Charlie showed my how to attach, these awkward black 3: high heels and this sexy black dress. Then I finally put the wig on. I felt so feminine, so sexy, so girlish. When I saw myself in the mirror, I ...
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