Popping My Cherry

[rawboy21]

From the time I was in my teens, I began chatting online with guys in gay chat rooms. I was so curious about sex and couldn’t wait to get my cherry popped. I was always honest about my age which didn’t seem to be working out for me. However, when I was barely legal, I caught a break. On gay.com, I found a guy who surprisingly didn’t mind my age. I now realize just how risky that was—for both of us. Regardless, we set up a time to meet. He asked if I had a place and I said I didn’t but suggested the gas station bathroom. He said that would work.

We decided to meet near my house (I didn’t want him to know where I lived) so I got on my bike. I don’t know if we ever exchanged names but somehow I remember his screen name to this day. He told me he would be driving a silver Jag. When he arrived, he didn’t seem to look quite like the pictures as I had remembered them (this was before I knew that is to be expected). His profile said he was 28. He was attractive, but he looked more like mid 30’s. However, I didn’t care about any of that. I just couldn’t wait to get fucked.

I got in his car and we drove down the street to the gas station. He instructed me to go in to the bathroom first and he would follow behind shortly after so as not to attract attention. I was so nervous and afraid of getting caught although I had less to be nervous about than him. After what seemed like an eternity, finally he joined me in the bathroom locking the door behind him. He began to unbutton his pants and I was frozen.

“Get undressed” he ordered. I did as I was told.

The bathroom was gross, the floor was dirty, but I was so horny I didn’t care. After he took off his clothes, he removed his ball cap revealing his graying and balding hair. ‘28 my ass,’ I thought.

After we were both naked he asked, “you got lube?”

I panicked, “No?”

He grinned, “It’s cool. I can use spit.” I was clearly not well prepared. “Grab that bar,” he said, pointing to the beam mounted on the wall next to the toilet. “Now bend over.”

I heard him spit and turned around to see him rubbing his saliva up and down his shaft. I was so horny I thought I could cum at any second. I could feel his body heat as he got right behind me and rubbed his cock between my ass cheeks.

“So you’re a virgin, right?”

“Yes,” I replied

He moaned in satisfaction, “You want this dick to pop your cherry, boy?”

“Oh yeah,” I said.

“Then spread those ass cheeks for me.”

I did as he said but then it hit me. “Do you have a condom?” I asked.

“I didn’t bring one. Did you?”

“No,” I replied.

“Can I go bare? I’m clean,” he said.

The anticipation was killing me. “I guess so.”

He smirked. Looking back now, I know he was never going to use a condom.

He spit on his fingers and rubbed them on my ass. It was finally happening. I was about to get fucked! He put his hands on my hips pulling me onto his cock. As soon as the tip was inside me I gasped. Fuck it hurt! I turned around only to see he wasn’t even halfway inside me yet. He was probably 8” and I had only taken about 4.

“Damn that’s tight! Guess you really are—were a virgin,” he said proudly. I could tell he got off knowing he was the first to fuck me.

He pulled out to lube up more. He spit on his cock and he went right back at it. “FUCK that feels good. You like gettin’ that ass barebacked?”

In my head, I was nervous but my cock was just getting harder. “Oh yeah,” I relented.

I winced in pain from each thrust as he tore my virgin ass tissue. He ignored my discomfort, focusing only on his own needs. “I’m getting close,” he warned me. “Where do you want me to cum?” he asked.

“On my back,” I said.

Pretending he didn’t hear me, he started moaning before I finished my thought. After a few more minutes, “Here it comes boy! I’m gonna breed you!” Just as he said that, I started cumming and my already tight hole spasmed around his dick. Before the words registered in my head, I felt my ass get wetter and I knew he came inside me.

“How’d you like getting that ass loaded?” he asked. I glared at him disapprovingly. “Sorry boy, you had such a good grip on me I couldn’t get out,” he claimed. “Plus, an ass that hot is meant to be a cumdump,” he said as he slapped one cheek.

As we got back in the car, he opened the glove compartment to put away his ball cap when I noticed a pack of Trojan condoms. “Oh I did have condoms!” he said with a sinister grin. “You know, you shouldn’t let strangers fuck you bareback and you really shouldn’t let them unload in your ass.”

Seriously? I knew he was right and I also realized we were at a gas station, which sells condoms. But I didn’t care. I had finally got my cherry popped and little did I know I would become a bareback slut.

[Bttm2go]

Nice story slut.

[scotsfan71]

If I could go back and do it all over again, I'd be in your shoes. 

[Guest faggot hole]

my first time was raw.  Maybe my first 200 times were raw.  The first time i even saw a condom, i was confused nad had no idea what the fuck it was for.  (i'm still not really certain.)   Guys like me and Rawboy21, who are broken in raw will forever be cumsluts.  So we owe this huge debt of gratitude to those Men whoi first fucked us and who fucked us raw that first time.  Set the course for a lifetime.