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Some years ago, I had overnight business travel and I cross-dressed in my motel rooms after hours. I had some married men that I met online that would come see me when I was in their towns, and get some sweet head from me on their way home from work or whatever. One of my regular hookups, named Frank, pulled into the motel parking lot late one afternoon and looked up and saw me on the balcony. I was in a mini dress; heels and all dolled up, waiting for him, but was just getting a little "exposure" time in, as I waited. When Frank came in he said that he could tell that I was into being seen and he wondered if I was up for going for a ride for a little while, as he had plenty of time that evening before he was expected home. I was thrilled to walk arm and arm with him through the lobby and to his car. There were several men milling about in the lobby and parking lot, and my long legs were turning some heads! Frank suggested I ride in the back seat so that as we passed truckers on the interstate they'd have optimum views. It wasn't long before we had some truck horns blowing as we passed them, obviously wanting a longer look. Frank rode alongside one very enthusiastic trucker for a while, as there was not much traffic at that time. I turned toward the trucker, letting my dress go all the way up and put my hand on my little tucked package in my g-string, so that he knew i was turned on by having him voyeur me. Frank kept telling me how sexy I was and that the trucker obviously agreed and was motioning for more and more. I was so turned on by this that I just took off my little dress and was displayed in only g-string, bra, heels, and thigh high hose. My g-string was soaking wet, but I was still well tucked, and the trucker surely thought it was a sexy female showing for him. After a few minutes Frank told me the trucker was holding a paper in the window that begged us to pull over. I asked Frank for a pen and paper and he produced a pad and a sharpie marker. I made a little sign that said,"I'm not a woman, but a sissy cross-dresser. I put that in the window for the trucker to read.
He kept showing interest and keeping pace with us, and Frank said he was still motioning to please pull over. We came to a rest area, and i asked Frank what he thought. He said he thought we should pull into it and meet the man. I quickly agreed, and so we did. We found a picnic area to park near and we got out and went to a table. The trucker soon joined us and in less than two minutes I sat on the little bench and had both of these men's cocks in my face. So I sat there scantily clad in semi-public and sucked them both. I was so thrilled from the sex and the risk that I came in my g-string, hand free! What a sexy evening this was! Frank drove me back and walked me to my room and kissed me good night. I could not thank him enough for the ride of my life!

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I had been going out with her Mum for about 6 months, when Carly, her younger sister, her Mum and me went for a short break to a caravan park on the coast. Carly was just 16 and in her final year at school. She was a very attractive girl and had had a string of boyfriends over the few months I had known her. Although I am a normally red-blooded male, I had never looked at her in 'that way' before - she was too close to my own k**s ages for that! And, in any case, her Mum was an a****l in bed,...

3 years ago
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Carly MomChapter 15

Carly left Linda's feeling exhilarated by their conversation and the subsequent masturbatory fling they shared. Carly hadn't done that with another woman in a long, long time and she found it to be a fabulously fun escape. And while she might have been tempted to do more than diddle herself with her friend, the busy day ahead kept her from diving in between Linda's wide open legs. And yet, while Carly had great fun with Linda, she also left still feeling a great longing for her new lover...

2 years ago
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Carstairs of ArabiaChapter 17 Bloody hell took me a book and half to get here

Thursday, August 13th, 2015. Asim’s house. Back in Riyadh, Asim and I fell back into our normal routine, almost like a married couple. He filled his calendar with appointments with other layabouts, discussing business deals that were far too much work to ever carry out or comparing their latest unearned trophies. I prepared to spend my days making numerous trips to supermarkets and dry cleaners, in between serving a largely ignored breakfast and a hastily scarfed, though not unappreciated...

4 years ago
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Carly and I Skip ClassChapter 3 Betting on Haley Part 2

Betting on Haley – Part 2 Recap Two weeks ago, on Saturday morning, my friend Carly and I set into motion our bet on whether or not I could bed her little sister, Haley. I had caught Haley spying on us having sex a few weeks earlier which led to some debate between Carly and I. Carly thought Haley was a nosey little pest, as usual, and was going to use this as blackmail against her. Haley had been watching us for at least twenty minutes, I instantly saw her as a horny freshman who was...

3 years ago
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Carly MomChapter 2

Several days had passed since Carly had the late evening phone conversation with her son. She knew Stephen was having problems with his wife, sexual and otherwise, but she never expected him to be so frustrated that he would masturbate during a conversation with his own mother. She didn't sleep much that night and couldn't stop thinking about it all the next day. Stephen had not returned from his New Orleans trip, nor had she spoken to him again since that night. They often talked by phone...

3 years ago
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Carly MomChapter 3

Carly left her meeting with Linda and headed home. Carly felt better for having told Linda about Stephen's phone call. But on the other hand, she had even more questions about the strange call in which Stephen thanked his mom for her willingness to talk about his sexual problems with his wife Paige. And then, needing intimate contact with someone, masturbated while Carly was still on the phone with him. Carly again reminded herself that Stephen was clearly extremely lonely. And that he and...

2 years ago
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Carly and I Skip ClassChapter 2 Betting on Haley

Betting on Haley – Part 1 Skipping Class Two and a half weeks ago my friend Carly and I decided to skip a couple of afternoon classes and go get fries at the local café. I had recently been dumped by my longtime girlfriend and Carly thought I needed cheering up. Of course Carly, being the captain of our school cheerleader squad, was the perfect person to do that. By the end of that afternoon she found the perfect way to accomplish her goal, we ended up at her house getting naked. Needless...

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