A Feminizing Fuck

The last conversation with John ended with the line no tranny wants to hear. "Lets take a break for a while, I want to date some women". I was devastated, but knew that day would eventually come. He is a good looking man that fucks good. So what does a girl do, but join a dating site. I used my usual moniker of "Horny Mature will do everything your wife won't". I was excited at getting a lot of replies, and set about filtering out the ones that were impotent or wanted me to fuck them. I had three left over. One broke our date three times, one was three hours late, and one really wanted to be my bitch. I was disappointed and changed my preference to couples and got a bite, and I hooked up with them in a motel room. I wore a Wacoal "b-tempt'd" chemise under a jean skirt thinking a woman might appreciate my fine taste in lingerie. Traveling light, I wore flip-flops. which disappointed the man who has a high heel fetish. He was a tranny and not very attractive, but she was a real milf: an ex-Playboy bunny, tall, blond, good body, nice personality, smart, and very slutty. We hit it off immediately, and proceed to do bad things to each other all the while encouraging participation from the husband, but he was fixated on filming us. Turns out they play-back their rendezvous as a way to get in the mood. Anyway that was all the extra curricular activities I'd had in a while.

To make a short story long, John called me the other day and asked if I wanted to "go for a ride". I of course said yes for a weekday lunchtime meeting. I keep myself fairly presentable, but to get ready, I gave my legs and crotch area a good shave. I ate a light meal the night before and gave myself a cleanse down in my boi pussi. I rode my bike over to his place around noon. He let me in and I used his bathroom to make myself beautiful with some lipstick, perfume, and a sexy chemise. We talked a while and vaped some Sour Diesel, until he walked over to the bed where I was lying and feeling very sexy. He was already hard and he stuck his dick in my face. I had been thinking about this for months, and wondering if he would ever call again. I leaned over a kissed the end of his prick, which turned into a long french kiss with my tongue swirling around his little opening that was already tasting of his precum. Not wanting to seem too anxious, I got underneath his dick and started to lick and suck his balls. Why do I bother with makeup, when within ten minutes its all gone or smeared. I moved up and started to seriously suck his dick, up and down with long strokes, swishing with my tongue. Then I started to go deeper, and deeper until my nose was up in his pubic hair and I would choke. He told me to roll over on my back with my head off the side of the bed. I absolutely love to get face fucked, it so submissive, and it loosened my gag reflex so I could take his full eight inches until his balls were covering my nose and I couldn't breathe.

We took a break for a while, and he complained about the lousy blow jobs that his girlfriends gave. I said the secret is liking it. He wanted to fuck, so I asked what position he would prefer. He said doggy. So like a good bitch, I got on the bed and spread my cheeks. He fumbled around with a condom and finally got up behind me. He was clearly out of practice, as his girls don't do anal unless its a major holiday and then they complain about how much it hurts. Trannies, on the hand, love anal sex, because it makes us feel so feminine to have a mans cock inside our bodies. I hadn't had a decent cock now for three months, and wanted him to find my hole and shove it in hard, and I didn't care if it hurt. He was very accommodating and before long we were going at it like a couple of animals. He was holding my hips and thrusting himself into me as hard as he could and I was pushing back with all my strength meeting his stroke. His dick was really hard, and he must have been hitting the back of my rectum because I could feel all of him and moaned for him to fuck me harder and deeper. In a low sexy voice, he asked if I liked his dick. I said, "yes yes yes baby, give it to me". This was physically exhausting, and after a while we collapsed on the bed with me on my stomach with him on top still slowly fucking me. To give him a break I went to work on him with my mouth again. I slurped his delicious cock until he reached down and jacked a big load into my mouth. I savored his thick cum and cleaned up every precious drop.

We rested for a while and I was feeling horny since hadn't cum yet. Then I gave him another blow job, but this time I stuck my finger in his ass and massaged his prostate. That got him interested again and I started to taste his juice. When he was hard again I mounted him and started to rock back and forth so he was rubbing my p-spot, I can do this for hours it feels so good. When a little drib of cum leaked out of my prick, he used it as lube and gave me a few strokes. This drove me through the roof. As my whole body convulsed, I shot a couple of spurts of cum that landed on his shoulder. After that, I was completely spent and in post coital bliss as he spoon fucked me until he came inside me, sans condom.

I got up to wash my face and put on my bike gear. When I returned I told him it was always a pleasure and left our next meeting up to him. On my way home I could feel his cum leak out as my ass was massaged by the bike seat. I also had the taste of his cum in my mouth. I was so thoroughly fucked that I got lost on the way home.