First Time Lasted a Second Inning

A gay story: First Time Lasted a Second Inning

Having my needs satisfied by a strange man in his own sex shop left me feeling unsure of what to do next. The thought of calling him my master seemed daunting, especially after such a brief encounter. I was still reeling from the powerful experience, knowing that we had both climaxed multiple times in just under 20 minutes. Now, I found myself naked on his couch, while he went back to tend to his store.

The film we had been watching was still playing, with at least two more scenes left. I couldn’t believe it had only been 20 minutes since I walked in and now I was lying here, having licked semen off the floor and my body aching with pleasurable exhaustion. The fact that he hadn’t kicked me out yet was a relief – I didn’t have to leave just yet. I could stay if I wanted to… and I did. Everything about this encounter felt new and exciting.

For as long as I could remember, my sexual urges had been stronger than anyone I knew. I craved physical connection daily, without the need to make it something special or profound. I just wanted to feel free, daring, and sexy. And now, I finally had that – the chance to act on my desires without inhibition. I decided to continue watching my favorite adult content, casually stroking my growing arousal. It didn’t take long for my cock to stand at full attention, begging for another release.

But this time, it wouldn’t be by my own hand. I watched for another 40 minutes as couple after couple engaged in passionate acts on the screen. Michelle Wild, in particular, caught my attention – her confident and dominant demeanor, combined with her submissive nature towards her partner, made her irresistible. I found myself getting lost in the scenes, fully immersed in the pleasure.

Suddenly, the door to the store opened and my master entered, tossing a box in my direction.

“Stand up, my sweet,” he said, “put this on.”

I glanced down and couldn’t help but gasp at the sight of the sexiest white body stocking I had ever seen. Sheer fabric covered all the right places, with a delicate flowery turtleneck and two bands of patterns wrapping around the thighs. But what caught my attention the most was the fact that there was no crotch – leaving me completely exposed.

I carefully opened the package, while my master returned to his store. I thought I heard him say something like, “He’ll wear it,” but I couldn’t be sure if he was talking to me.

The outfit was impossibly small, but I endeavored to pull myself into it, carefully – I didn’t want to ruin it! As I pulled it up over my legs, I did make one unfortunate run. I guess I was going to look trashy, no matter what. Hoping for the best, I pulled the rest over my chest and shoulders – the sleeves were covered completely in the same flowery pattern, all the way to my hands.

As I stepped into the mirror to examine myself – my god! I have such womanly hips! From behind it looks just like a woman’s! My master came in, this time holding a black collar and leash.

“Come to me, sweetie, I want to introduce you to someone.”

Nervous beyond words, I decided, I liked what had happened so far… maybe this’ll be good? Maybe it could make a memory worth fantasizing about for years? Plus, this man was all muscle, and I wasn’t, just a lithe, slim waif of a college boy, with a curvy ass, clinging to the sexiest, tightest material of my young life. I stepped forward, and let him collar me. He gave the leash a gentle tug and led me out into the store, my hands hiding my erect (and leaking) penis.

There was one other man in the store, although the sign now read Open, by the entrance. He was older, but handsome, maybe in his 40s? His dark hair was lined a bit with gray, and he was also very muscular, his chest nearly bursting from a black t-shirt and tight blue jeans. My new “master” led me to him and handed over the collar.

“Sweetie, take care of this man, you’ll be so glad you did.” He simply smiled at me and said, “Damn! This is my lucky day!” He started off down a side of the store. Around an aisle, I saw there was another man, overweight, looking at titles, who looked up at me. I grimaced a bit, and so did he. I felt his eyes on me though, as I passed and showed him my bare behind. There was a little hallway off to one end of the store. I knew about it, but never went there before. It was full of little doors. The man with my leash opened one, and led me by the hand inside, his hand caressing my waist.

“Hey, sweetie, first time?” He asked.

“No,” I replied.

“Really? Heads of tails?”

I thought a moment what he meant and selected head.

“Good boy, such a pretty face. You smell like you were doing this all day.” He pulled down on my leash and I dropped to the floor, while he selected a video on the screen. I could see his bulge through the jeans, and decided what I really needed to do was show him what a good slut I could be. He made me feel sexy and I wanted to reward him. Plus I had to admit he was cute.

I placed a hand gently over his member and began rubbing. Up and down. Lightly.

“Ooooh you little slut,” he cooed. He began fumbling with his belt and I batted his hands away as I did it for him, opening his trousers and releasing his cock from its constraints. Lifting it gently with my fingers, I let my tongue out to drag, lightly flickering underneath his shaft, from the base of his cock up to the tip. He was still soft, so I popped the head in my mouth to suck his mushroom into shape. Then I released it to tickle his shaft down to his balls which I popped in my mouth and sucked on. Hard.

His groan showed me I was on the right track. His cock quickly grew and I soon found myself having my head held firmly as his member began a slow, gentle thrusting into my mouth. The video he had selected played gentle sounds of people fucking and cumming. I couldn’t see who they were. The man looked back and forth from the screen down to me as he worked his growing cock in and out of my mouth. Letting the ridge of his cock head pass over my lips, back and forth.

“Ooooh baby, you’re good at this!”

I focused on my tongue, flickering when able as he continued teasing my mouth with just the tip of his cock. I clasped a hand on his balls and began a gentle, rolling squeeze on them – just how I liked to do it when I was alone. His reaction was both immediate and shocking. He took my head and slammed his cock into me. To the hilt. In one surprise thrust. He groaned while I choked, his hand forcing his big cock deep in me. Each choke forced my throat to clench on his member, which he seemed to relish, his groaning growing more dramatic. Then, with his other hand, he pinched my nose shut and began slamming his cock hard into my mouth, hard and fast, my drool spilling out, my breathing blocked, sucking in whatever air I could before his cock filled my mouth and throat again.

It didn’t last long before he was spurting hot semen. He paused on his first ejaculation, shuddering and panting, then thrust his cock deep in my mouth, as more hot sperm gushed out of him. I panicked that I would cough it all up, and just tried to sit still for him as he unloaded inside me.

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