My First Friend

I hooked up through one of the cruising sites, with a tiny magenta-haired, full-lipped, olive-skinned femboy, who greeted me at their door in panties and a tight little tee that rode up on their stomach just a little. I'm a middle-aged white nerdy dude, and I look pretty "regular joe" on the surface - dad bod, average cock, glasses. I'm more attracted to femininity in men than masculinity, but I had never hooked up with anybody like this before. "You're so...pretty." I made them blush. They led me into their room, where we started to kiss and undress. The feel of their slim, smooth cock and tight little muffin ass made my head spin. We made out some more, dry humped a little, traded oral, just basically had great foreplay...and then something unusual happened. "Would you like to see one of my outfits?" We hadn't discussed dress up, but I said sure. They went into their bathroom for a moment, while I edged my stiff shaft, lubed from my own precum. When they came out, they had a full-on school girl skirt and top on. I didn't even know they were a CD. "Do you like it?" Hell yes, I did. They bent over on the bed. Smartly, they'd put panties on under the skirt, and I found that I liked that extra layer as I got down behind them and felt them up under the skirt. I kissed the back of their legs, raised the dress, and nuzzled my face and mouth against the cotton that was the only barrier between myself and their bussy. It made me hungrier and hungrier for their ass. I kept kissing, my hands running up under the seams of their underwear to feel the skin of their cheeks and hole. I rolled the top of their panties down and with my head under their skirt, ate their warm, hairless slit from behind, with the same passion I have when eating female pussy. When I could barely even think straight, literally drunk off the curves, folds, and wrinkles of a stranger's asshole, I stopped myself, and laid down on the bed. The femboy undid their skirt, kicked their panties off, and straddled my face in a reverse cowgirl position. I had never done this with someone who wasn't AFAB, but this new friend expertly rode my mouth, rocking their hips back and forth across my entire face, as I stroked their curved shaft and made a meal out of their yearning cunt. Then, something unusual happened as they fucked themselves against my tongue...I came. I came so fucking hard. Hands-free. Nothing was happening "down there" but just this idea of this tasty, loving bottom smothering my face had me so ready to put my babies deep inside of him, that I spurted surprising bolts of cum across my belly and his near, firm cock. It was the sexiest shock I'd ever had. I still think about it to this day (obviously). And to show him my gratitude, he laid back and my "straight" self slurped on his perfect male clit until he came ribbons of creamy jizz across my neck and chest. This is absolutely true, and though I wanted to hook up again, I never saw him on the site after that. I hope someday I can explore this more though.