I can still remember my first blowjob even though it happened many years ago when I was in graduate school. Although I had dated a little, I was never that comfortable around women, so I didn’t have much of a sex life. In a word, I was a virgin.
Then one day I was in a men’s clothing store near the university, looking for a suit to wear to graduation, which was a few weeks off. I walked among the racks, fingering gray flannel and blue serge, when the clerk approached me and asked if I would like to try something on. He was about ten years older than I was, with closely cropped hair that was beginning to gray and a friendly smile. He seemed nice, so I asked him for some help.
He told me his name was Kevin, then picked out several suits and brought them to the dressing room for me. I tried on the first suit and came out to model it for him. He looked me over and said it looked all right, but suggested I try another. When I came back out he patted me on the back and said that I’d found my suit. When he touched me, I felt a stiffening between my legs that surprised me, but I ignored it and hoped that Kevin hadn’t noticed.
As I was taking off the second suit, Kevin came to the curtain and said he had something to go along with it, and asked if he could come in with me. I figured why not, but when he came in I noticed that his hands were empty. I must have looked confused, because Kevin quickly began to speak.
“I hope I’m not being too forward,” he began, “but I get the feeling that you could use some help with more than that suit. You’re not very experienced, are you?” Kevin made me feel comfortable so I shook my head and blushed, realizing that my cock was throbbing harder than before, straining at the fly of the new trousers. Glancing at my prominent bulge, Kevin put his arms around my shoulders, and then pulled me toward him, kissing me. It was awkward at first, his five o’clock shadow scraping against my cheek, and then I remembered that the store was still open and anyone could walk in. As I started to pull away Kevin must have realized my fear, because he whispered, “Don’t worry, I’ve locked the shop.” So I tentatively put my arms around his waist and returned the kiss, eventually opening his mouth to suck on his tongue. I could feel his erection pressing against my thigh, and soon he pulled away from my grasp. Since I was just getting into this I asked him not to stop, but he promised that he had something I’d enjoy even more.
Kevin got down on his knees, then reached up and undid my fly, pulling my trousers down along with my briefs. He helped me step out of my pants, then placed his hands on both sides of my naked ass, pulling my groin to his face. As he licked my cock and balls a few times I shuddered, and felt my erection grow even larger. Then all at once he opened his mouth and swallowed my entire length, sucking my virgin cock like there was no tomorrow.
Although I had masturbated before, I’d never known a dick could be made to feel so good. His warm mouth enveloped my shaft as he bobbed back and forth, and in no time my cock was harder than it had ever been. My knees were shaking. Then, without warning, Kevin reached between my legs and gently squeezed my sac. That did it, and I filled his mouth with as much semen as I had and watched as he swallowed it all down.
When we were done, Kevin helped me get dressed. I asked if there was anything I could do for him, and he said that was something we could discuss next time we saw each other. He then wrapped up my suit, rang me up, and I left.
Over the next few weeks I stopped in the store whenever I could, and it wasn’t long before I was returning the favor. I was dying to know what a cock tasted like, and wanted Kevin to feel the pleasure he always gave to me. We were standing in the dressing room as usual, kissing and groping at one another, when I undid his pants and pushed them down to the floor.
Kevin moaned as I took his stiffening cock in my hand and ran my fingers over its smooth surface. Getting down on my knees, I took a good look at his organ, as it was the only one other than my own that I’d seen this close. It looked quite similar to mine, with its purplish head and prominent veins, although it was slightly longer and thicker. I was afraid that I wouldn’t be able to fit him in my mouth, but I had come too far to turn back now.
Extending my tongue, I flicked at the drop of precome perched on his cockhead, noting its salty taste. Then I licked my way up and down his shaft, inhaling his musky male fragrance. Finally, I took a deep breath and slid my lips over his entire member. I had underestimated my ability and was able to swallow more than I’d thought. Kevin gasped as I ran my tongue up and down the underside of his cock, trying not to scrape him with my teeth as I went. I was taking him farther and farther down my throat, and gagged at one point when I’d swallowed more than I’d bargained for. My throat constricted, and I guess it affected Kevin in a good way, because he grabbed my head and held it still as his come shot into my mouth. Swallowing, I drank down the gobs of cream, then looked up and licked my lips, proud of my first blowjob.
That was one of the last times I saw Kevin, because I soon graduated and got a job in another city. Once there I went on a few blind dates, usually with women some of my well-meaning friends set me up with, but it never felt right to me. I wasn’t sure what was wrong, until I thought long and hard about my sexuality and realized what it was that I really wanted: a good, hard cock.
So, one weekend I went to a local gay bar. I eventually struck up a conversation with a guy around my age named Justin, and we hit it off pretty well. Eventually we headed back to his place so that we could talk more freely than in the crowded, noisy bar. We sat on his couch with a couple of beers, and Justin made me feel really relaxed. I was ready to try something new, so I took the initiative and kissed him. We fooled around for a while, and then he stood up and stripped completely. His cock bobbed temptingly in front of me, so I thought back to Kevin and opened my mouth. I gave him a few good sucks before Justin pulled away and asked me to strip as well.
Kneeling on the couch across from one another, we explored each other’s bodies, and soon he crouched down and took my rigid cock down his throat. Justin sucked hard, pumping the base with his fist as his other hand toyed with my nipples. Before I knew it, he was moving his hand around my waist, then snaking his finger into my virgin asshole, which surprised and thrilled me like nothing else. My knees buckled, and he barely saved me from falling to the floor as I came.
Justin left the room for a moment, and then came back with a condom and a bottle of lubricant. Taking his cock into his hand, he rolled on the rubber then poured out a little lube. I summoned all my courage and turned around, resting my elbows on the couch’s arm. He smeared some lube over my puckered hole, and then slid in his index finger inside, wiggling it around to loosen me up. When I felt him replace the finger with his cockhead at my tight rear entrance, I tensed up at first but quickly relaxed myself. Then Justin grasped my hips firmly, and without further ado he plunged his hard cock into my anus. It was a little painful at first, but I found a position where it wasn’t so uncomfortable and soon felt nothing but the ultimate pleasure of a dick stretching my virgin hole.
Justin held my hips tightly and began to thrust into me, faster and faster, his balls slapping against the tops of my thighs. I felt his cock scraping along my sphincter, and soon my cock was hard again, my balls constricting as I was overcome by a powerful arousal. Suddenly, Justin pulled me to his body and held me still, grunting as he filled the condom in my ass with his hot come. A split second later I came as well, showering the couch with semen, having never even touched my cock. That had never happened before, and I have to say I was a bit surprised, but pleased nonetheless.
Afterward, we both showered, and then went to bed and fell asleep in each other’s arms. I awoke the next morning to the smell of fresh coffee, eggs and bacon, which he served me in bed. When I left, we made plans for dinner later that week, and were soon dating rather frequently. That was eight years ago, and I will never be able to thank Kevin enough for the path he led me on, or my husband, Justin, for all the happiness he has given me.
—Mr. C.Y., Waimanalo Beach, Hawaii