Texan, I was 19

I met him on Grindr when I was 19. I met him halfway between his home & mine on a Friday night. At the time I was 6ft3 & my body was built like a twig. When he asked if I wanted to hop in with him, I insisted we take my Jetta. To which he obliged. He asked me about my experiences, to which I admitted to him that I had none. However I did sext and read a lot of porno stories & comics. So with that being the bar, we pulled off the main highway & to a small clearing as it was getting dark.

He was at least in his late 30s. I didnt care about his age. I especially didnt care when he pulled me in for a kiss. Long and slow. I turned my head. Hed use his tongue to open my mouth. I'd wrestle his tongue & even sucked on it. He would grab my hand and guide it to his bulge. To which I responded by trying to unzip blindly, & successfully. I rubbed his hard cock. Im pretty sure it was a girthy 6inches with a hairy crotch. Not that it mattered.

He soon guided me down from my seat to his crotch. I sucked on his cock like i had seen & read about. Just going through the motions & trying to turn off my brain. Enjoy the moment. He would grunt, moan, every cliche you could think of before he asked, "You sure this is your first time?"

He would guide me further down until I choked & coughed. Byt he was kind in that moment, hed let me back up, stretching my throat. I lost track of time. Only out of my trance once he started cumming. And truthfully? I wasn't a fan of the taste. I did hold onto it in my mouth though. Letting him empty his balls. Then when he pulled me off I grabbed an empty soda cup to spit in.

It was a great introduction & truthfully I was excited to meet him again. "So wheres the sissy stuff?" I am sure of you is asking. No worries, about to get there, you can skip if you wish a couple paragraphs.

I ended up meeting him two more times. A Friday evening at a cheap motel where I could take his dick. He taught me to deep throat, to ride, call him "daddy" or even "master". I was not aware at the time he was training me to be his sexual toy. But I was suspicious when he bought me a travel bag. A burnt orange/gray that reminded me of the Longhorns & I seriously thought of trashing it. I still have it to this day.

That night, he asked me that if he brought outfits, would I dress up? When i asked what he had in mind, he said "3 bras & 3 panties". Now I had myself a bucket list of kinks I wanted to try. Crossdressing was one of them, so I agreed. Same routine. Same hotel. Same lust. I would agree to undress & try on the outfits in the bathroom, then let him judge. Each outfit was a lil small, but I assumed that was the point. My nipples easily seen & my cock standing up straight in the underwear.

I would settle on a pink / purple set. I crawled to him on the bed. My face into his hand as I opened my mouth to suck his cock. The familiar taste. The place where I could turn off my brain. I went down further but choked some as I tried to deep throat. I pulled off, caught my breath, looked up at him, then...

SMACK!

His right hand connected with my face. Shocked? Yes. Sad? Very. Angry? I very much was. I immediately reared back with my own right hand to hit him. And he realized then, he fucked up. He grabbed my arm & the argument was on. He got control, sure. But I was pissed! He quickly undressed me out of the clothes & went into a large spooning position. All night he was trying to simmer me down, but all I could do was cry in silence.

I didnt say a fucking word. He didnt try fucking me. He didnt even try in the morning. We said our goodbyes & I haven't seen him since.

I know its not the happy ending you all wanted & I apologize. You may be happy to know that I still have hooked up with other men & even still dress up from time to time. Sadly Im 260lbs & 6ft4, hairy as a man can be. But if any of y'all are in Texas, you'll likely still see Im on Grindr after a decade, still trying to have fun.

Yall be safe & have fun out there.