First Time Lasted a Second Inning

“Fuuck!” he cried as he pulled himself out and released me. I thought it was over, but he stroked his cock and two more shots hit my face, painting my left cheek white. The sight of his cumming tip made me greedy to please him and I gobbled it right back up, sucking and fluttering, to his surprised delight. He grabbed my head and pulled me back in, pressing his shrinking cock back in my mouth, and savoring the pleasure of my mouth.

“Ooooooooohhhhh… Fuck… You really love that cock, don’t you?”

I didn’t know what to say, so I just kept sucking until he finally pulled me off, and buttoned up his jeans.

“Come on, little princess, let’s take you back to your master.” He led me back into the store proper, by the leash and handed it back to the owner, from across the counter. Then, and to my surprise, he handed my master a fat wad of cash.

“Quite the little slut you found, thanks for calling me over. I hope he’s a regular.” My master responded by pulling me closer, over the counter.

“Heads or tails?” he asked.

“Excellent head,” the man responded, as he clasped my ass cheeks from behind. “Although he’s got such a perfect, soft round ass, he’d make the perfect bottom boy.” He spread my cheeks as he played with my ass, then reached around to tweak my trembling cock. As I shook he added, “I think he’s ready for it now, look how excited he is!”

“Yeah, too bad I’m spent. We both fell for his pretty face the second we got the chance. Shame..”

He looked at me. Fresh cum on my face, and my drool making such a mess of the now wet sheer surface of my body stocking. I was an obvious whore for all to see, and I was super excited to cum again…

“What do you say, sweetie pie, you want to get fucked for real?”

“I guess…?” I stammered.

“Good boy, here slip this over your cock.” He reached behind the counter and handed me a pink, rubber pussy. I did as I was told, and it fit super tight on my cock – I had to hold it down or it would pop off.

“That’s it, enjoy your toy, sissy, and we’re going to enjoy you as our boy toy.” He motioned for a customer to come up behind me. I never saw who it was. Master slipped him a condom and a little bottle of lube, while I lay bent over his counter. A hand found my ass and I felt a slick wet thumb lubricate me, followed right after by, what felt like a giant penis pressing into my entrance.

“Relax, sissy slut, this is going to be great.” My master told me, as the penis pressed more, and then began pumping in and out of me. It wasn’t really deep, but felt huge! The man’s hands squeezed my hips as he began thrusting and my own cock strained in unison with the tight rubber toy wrapped around my cock. I concentrated on that sensation and a sweet, honey sensation flowed from my cock straight down to my balls and beyond, as my tight little hole blossomed with warm pleasure. I moaned as I came in waves, convulsing and flexing, in spasms of pleasure. I was cumming in public and I loved it. The man’s thrusts became frenzied and I felt him shudder and cum inside me. I’ll admit feeling a touch of shame, but the pleasure was so great, and honestly, the sense of accomplishment! I had never known I could do any of this, and now here I was, being cheered by a close group of men. I was swooning!

“Did you like that sweetie?” My master asked.

“…. yes master, I loved it.”

“You ready for another?” He nodded to another man, and again I felt strange hands on my hips as another insistent cock pressed against my soft, trembling ass. I leaned forward, and let it press into me, again giant to my minds eye as it began pumping me full of cock. The pleasure wasn’t as strong this time, but the sensation was still quite sweet, and I enjoyed patiently waiting for him to finish, the sex toy now in my hand on the counter. After about 40 seconds of fast paced fucking, this next stranger shuddered and came, squeezing my ass cheeks together as he did so.

He whispered in my ear, “such a fine, round ass!” and pumped his cock in and out some more, maximizing his pleasure. In my ass. Each thrust bringing it home to me that my ass was made for pleasuring men. Pure and simple. This is what I needed now.

As the man pulled out of me and zipped up his pants, my master sent the little crowd out and closed shop again. I waited by the counter, till he led me back into his living quarters, and this time directly into his gym. Pulling down his jeans, I saw his engorged member erect and beautiful and he pulled me to him as he sat down on his weight lifting bench.

“Straddle me, beautiful,” he said, as I sat on his cock. It was huge. Way too big to fit in. He pulled my ass closer to him and reached for a bottle of lubricant. Playing with my hole, he lathered a copious dollop of lube on his cock and then positioned me right on it. Pressing against me, he mashed the helmet of his cock against my hole, and told me to relax again. Cupping my ass with one hand, he squeezed my cock and balls with the other, lubing me up in the process. He slowly worked me onto his cock and told me to be a good slut and work it, so I did. I tried. I rocked my little ass forward and back as he squeezed my cock and stroked it. At this point it felt too good and I didn’t want to cum, just being touched there was over stimulating. But he was so supportive and called me such a pretty slut, he gave me the confidence to keep working and riding his cock, which the motion and gravity forced deeper and deeper inside me.

As I found my stride I began speeding the pace, riding my master’s cock like a pony ride. He cupped my ass cheeks in both hands now as I rode him, bouncing higher and harder, my own hard cock bouncing free and trembling with excitement. This was the third cock and definitely the best I had ever let enter me and I was loving it. I called to him, “Master… fuck me… master!” He called me his good little slut and as I bounced faster on that cock I felt that familiar heat and throbbing pleasure, this time straight from my ass, working its way to my balls and up my cock until, damn! I was cumming again! Just two little spurts this time, I shot over his flexing abs as he worked me, and in just a few more hard strokes my master blasted his semen into his sweet little baby’s ass.

“Ohhh Daddy!” I cooed as he pressed me down hard on his cock. He gripped my hips tight and held me in as I gently rocked on him, his cock trembling with pleasure.

Overwhelmed with the joy of it, I cooed, “I love riding your cock, master. I love how it makes me cum.”

“Good. Come back next Saturday and I’ll make it worth your while. I got something special planned for you.”

I nodded, smiling, gratefully, and dismounted him.

“Oh,” he added, “And make sure you shave yourself. Top to bottom.”

And with that, I got dressed and went back to my dorm. I couldn’t really look anyone in the eye, but they could all see me grinning ear to ear, and knew I’d just got laid. Little did they know there was no lady involved, except me.

Leave a Comment