Tranny phone sex keeps me busy. Honestly, with all the negative press sexy trannies receive nowadays, I thought my call volume might drop. And I also thought I might hook up with less men in real time. But neither of that happened. In fact, I seem busier than usual.
I think the more taboo people think something is the more they want to explore it. I’ve said this many times, but I will keep saying it if you’re attracted to shemales that does not make you gay. We look like women. Sometimes you know about our extra surprise and sometimes you don’t. But either way we embody femininity. I’m not a transvestite or a drag queen. But I am a tranny with a sexy tranny cock.
Recently, I picked up a sugar daddy about twice my age. A newly widowed man who I met in a bar on the beach. We enjoyed an amazing first night then he made me an offer that I couldn’t refuse. He’s a snowbird from New York and will return home in May but until then I get to fuck his ass every day if I want. I’m on his payroll now.
However, I do not look at being a sugar baby as the same thing as being an escort. He’s paying for my companionship. I just give him the sex for free. This poor man. The first time I fucked him he shot such a load I thought he might put a hole in the wall. Backed up balls since his wife passed. He told me that he went six years with no sex because his wife became ill.
Some Men Want a Special Sugar Baby Like Me
And he never cheated on her. He said he never even masturbated because he became a full-time caregiver and he just felt too exhausted at the end of the day. How sweet. I wanted to treat him like a king. Although I am not submissive, I can be equal with a man I find worthy. Not that he wants to fuck my ass and not that I would let him. I just didn’t treat him like a bitch boy, and I don’t plan to either.
So, I fucked him gently that first night. He needed gentle treatment. But after we fucked like rabbits for a couple weeks, he’s begged for a hardcore ass fucking. His tight ass seems accustomed to my big cock now. He took me out sailing last night. And I fucked him on the sailboat while out at sea. He played yacht rock music, and I fucked him to some Steely Dan.
I made him cum so hard his load shot over the side of the boat and landed in the ocean. Fish food I suspect now. I like this guy. He’s fun and generous and intelligent. Plus, he just seems to have a kind soul and in a world of hate and anger I can appreciate that. And I can appreciate his tight ass too.
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