Traveling Slut

I have been crossdressing since my early teens when I first tried on my mother’s bra and nobody was home. She had an amazing lingerie collection and I indulged whenever I was home alone. I learned how to apply makeup and over time developed my look. No one had ever seen me dressed until after I was married. I traveled quite a bit and began to dress in my motel room at night. My small frame allows me to be quite passable. Craigslist opened a new world, and I began entertaining men in my room. I would often schedule an extra day just to get dressed and suck cock, sometimes two guys or more in an evening. Those were the days! Most guys just wanted oral but I loved to give up my ass bareback to married guys. I tried to mostly hook up with married men because they were usually clean and always so grateful. I’m fifty-four and have led a secret life for twenty years away from home. I have sucked over 80 different cocks almost 300 times. I’ve sold my company and will no longer travel, so my opportunities to dress will be less frequent. I love to look pretty for a man and have him get hard for me. So I can please him and make him cum. I love to make men cum. I’ve swallowed liters of hot cum and enjoyed every minute. That's all of it, finally confessed for the world to know.

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Anonymous

by Anonymous on Jun 4, 2024 at 8:26 AM

Years ago I tried cross dressing when I was out of town traveling. I would dress up and fuck myself with dildos and my cock would get so hard and I would eat my own cum. My cock would reach my asdhole so with about 3” of my cock up my ass I would cum in myself and it felt so good.
One day I started thinking about a man in my hotel room fucking me and it didn’t take long to find one. He fucked me all over my room and stayed all night. His dick was in my ass almost all night long. I took countless loads up my ass and sucked his dick a lot and swallowed twice. Before he left he told me if I really wanted a good time he had two friends that would be more than happy to join us.
The next week I contacted him and told him I wanted to try him and his buddies. Then he told me one of them was huge. His dick was very big.
The next week I was there and they showed up and he wasn’t joking. What a huge dick. Two of them fucked me and got me loosened up then they held me face down while this guy forced his monster up my ass. He fucked me like a rag doll and shit a hug e load up my ass. They all fucked me two or three times and my asdhole was bleeding after taking the big guy a third time.
I tried crossdressing for several years and secretly fucked a love of men in hotel rooms and I let myself go once they got to my room I enjoyed being used and taking cock up the ass and in my throat. I took cum up the ass and learned to take a dick in my throat. Several times I had three men in my room at the same time and two different times I took huge black dick. I was a slut back then since then I have settled down got married and pretty much straight except for a good friend that has a huge dick that I like to take up the ass every week or so at his cabin. We go there to drink so he can fuck me and cum in my ass a few times.
I love my wife and we have a great sex life but I like my friends huge cock up my ass fairly often.

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