My First Time

Concluding Chapter Two I shaded the truth a bit by stating that I never repeated any of these experiences for many years. Not precisely true. Actually, the events I described led me to several months of sexual exploration at that time, (I was in college), after which I did abandon that side of my sexuality until my divorce and my unexpected encounter at the nudist resort many years later. (see "My Second Time")

What happened is this:

That morning before I left, he mentioned that he was usually off work most Sundays and invited me to drop by anytime if I was "so inclined." At the time, exhausted and dumbfounded by the unbelievable pleasures I'd just experienced,  I didn't reply and I just left.

Truly I had no intentions of ever returning. I told myself this was a one-time experience and any curiosity I might have had about guy on guy encounters was now well and fully satisfied.

As I resumed my usual sex life with one fairly steady girl and a couple of my female "friends with benefits," I continually recalled those amazing, unprecedented pleasures I experienced that night and early morning. Replaying in my mind the sexual delights I'd had gave me chills whenever I began remembering.  This was new and uncharted pleasure territory, an erotic revelation. 

I reasoned that this was what girls experienced, what sensations they felt and the raptures they enjoyed whenever they had got themselves a really good, (and thorough), fucking. I'm sure that it made me a better lover because I found myself taking my time, fucking them more slowly and building their pleasures; paying even more attention to my partners' responses. 

That said, I often found myself often daydreaming about what had happened to me. Like a mental movie I was frequently replaying and reliving those special pleasures I'd felt. I couldn't shake the intense memories of unbelievable sexual ecstasies. The unique pressure as his penis entered me, that warm full feeling in my rectum, my involuntary spasms, moans and pleasure cries as I came to my orgasm that was longer and harder than I thought possible...I found myself fantasizing about my experiences repeatedly. 

Fast forward about six weeks, nearly the end of summer now and my regular girl is out of town; everyone else I was seeing was also otherwise occupied. I had been experiencing a bit of a dry spell for well over a week.

Awakening late on a Sunday morning and finding myself super horny with a persistent erection, my thoughts soon drifted back to the wild pleasures I had experienced.  As I fantasized I gently toyed with my hard-on but instead of stroking myself to completion, I started thinking, "Maybe I should just stop in, at least see if he's there. Why not?"

Quickly donning a button up shirt and tugging on a pair of oversized jeans, not even bothering with underwear or shoes, I set out on the 4 or 5 block walk from my apartment in the student ghetto to the nicer residential neighborhood where he lived in a modest but well kept bungalow.

Walking there I became increasingly nervous. Even though I'd been obsessing about possibly doing this, now that I'd set out I was anxious. Recurring thoughts of the wild pleasure I'd experienced that night were like a persistent itch that must be scratched; anxious or not I felt compelled to go through with it, and at the same time a part of me couldn't believe that I was going through with it.

When I saw his house I began trembling slightly and instead of approaching I hurried past. Turning around at the next corner I went back and started up his walk, only to retreat again. I did this several times until finally getting up the nerve to slowly approach his door. I was like a moth drawn inexorably to a flame, in this case the flame of wildly intense and previously forbidden sexual desires. I still couldn't believe that I was really there, really about to do this. 

Before I could knock, the door opened and there he stood, wearing a bathrobe, those same gym shorts, a big smile and holding a mug of coffee. "Well hello there. I thought that was you. What can I do for you?" he asked. So nervous I could barely speak I managed to croak out, "I want you to fuck me again." Grinning, he beckoned me inside. "Of course."

As soon as the door closed he embraced me and tried for a kiss but I pushed him away saying, "No kissing." "Well usually one has some appetizers before the main course," he replied. I wasn't there for romance, I was there to feel his wonderful cock in my rectum, touching my most secret pleasure place.  "Go get the lube and I'll make you hard." I said.

Returning with the lube he was still wearing the bathrobe but his shorts were off. There was that impressive package, looking even more magnificent than I'd remembered. I took a handful of lube and began to fondle him. He leaned back against the arm of an overstuffed easy chair and as I stroked, he began unbuttoning my shirt and stroking my nipples and belly. His touch caused electric-like shivers to run through me as my breathing quickened. 

Very soon he was fully erect with a long throbbing hard-on. "Should we go to the bedroom?" He asked. "No, right here." I replied. Quickly he tied my shirttails together getting that out of his way  and turning around I tugged my jeans down to mid-thigh.

Bracing my hands on my knees, I bent slightly at the waist, presenting my ass to him. By now I was shaking uncontrollably. Part of me still couldn't believe I was doing this.

It's funny what one remembers. I'm standing there pigeon toed and knock kneed allowing him better access to my opening, and I recall seeing my feet facing each other, and thinking, "It's a good thing his carpet is dark because the soles of my feet must be really dirty."

He lubed my ass gently and thoroughly, probing inside me with his thumb. It felt amazing. My trembling increased.  "Are you ready?" He asked. Shaking and panting with nervous excitement, I couldn't speak. I could only nod and back up a bit as he guided himself to my opening. 

He was holding my ass cheeks apart as I backed down against his splendid hardness. I felt that special pressure building as it slowly overcame any resistance and very gradually he began to enter me.  His swollen cock head slipped in. The pressure/pleasure sensation was acute and overwhelming. "Oh my God. Oh fuck," I gasped. 

After a bit my ass ring fully relaxed and I backed up some more, his penis entering me fully. Enveloped by a cloud of pure sexual pleasure, my entire body shaking violently with delight, a loud sobbing moan escaped.  "Ahhh, Oooooo!"

I didn't ride, I didn't hump. Leaning back against him, his throbbing member burried deeply inside me, the pleasure was too intense for volitional movements. Holding me up by my ass cheeks I was trembling so much I was unable to do anything but grind my ass firmly against him.  I could feel my toes repeatedly digging hard into the carpet searching for a better grip. 

"Are you okay," he asked in a concerned tone. "Rub me," I whispered. He didn't hear and asked again if I was okay. (Later he told me that my gasping and shaking had him concerned that maybe I was having a seizure.) "Rub me. Rub my cock," I managed to answer more clearly. He never really got the chance.

As soon as his fingers closed around my penis ecstasy overwhelmed me and my orgasm began. "Oh my!" He sounded a bit surprised as hot cum immediately began erupting into his hand. 

The absolute pleasure was almost too intense for me. I covered my face moaning, sobbing really. My whole being repeatedly shook with spasms of pure sexual ecstasy.   "Ooooo. Oh. Ooooo." I moaned. 

Over and over my penis spurted as I moaned repeatedly, "Oooo. Ahhh. Oooooo."  Every pleasure cry signalling my joy and another huge squirt of my seed. All that saved up cum spurted  into his hand, overflowing and forming a large puddle in my jeans. "My goodness, you really needed that," he said as my cum spasms and sex cries slowly subsided. 

I hopped off his still erect cock and started pulling up my pants. "What about me?" He asked. "I promise to do better next time," I said as I headed for the door. "Well, hope springs eternal I suppose," he sighed, as I left. 

I walked home sporting a huge dark sticky wet spot on the front of my jeans, mentally making plans for another visit, where I did indeed do better. 

More memories from my season of exploration to follow...