I’ve written before about the Christmas party when, with my husband out of town, I let a man 19 years younger than I come back to my room. Bert was modestly hung but very horny and turned out to be damn good in the sack.
That night Bert told me about his younger brother who was hung like a horse but couldn’t get laid when girls saw his erection! Bert asked if I’d let both of them come to my hotel room. With my husband out of town for several more days, I agreed to have dinner with them at six, saying we’d see where it went from there. Knowing myself, I was pretty sure I’d be getting it on with Bert again, and most likely with his brother too. Relieving a young man of his virginity is always a thrill.
I dressed to kill that evening, and don’t think it was my imagination that I turned more than one head when I stepped off the elevator. Near the door to the dining room I saw Bert and another handsome young man. Tremors of excitement rippled through me knowing they both were anticipating a piece of my ass and I was probably older than the two of them put together.
I knew when Bert introduced me to Randy (was that a great name or what?) that I would willingly relieve him of his virginity if he was interested. We had a pleasant dinner without any of us consuming any alcoholic beverages so we all clearly knew what we were doing. Randy was shy at first but gradually warmed up, and as we chatted like old pals, no one would have guessed we’d met for the purpose of having a night of hot sex.
We lingered at the table while the guys had dessert. Then I discreetly slipped Bert my extra room key, asking him to give Randy and I an hour to get acquainted before joining us. I asked Randy if he would care to come up to my room. He rose, extended his hand, and we walked hand in hand to the elevator.
When we got to the room he didn’t look any too confident. I did my best to calm him by saying he didn’t have to do anything he didn’t want to. If he wanted, we could just sit and talk. I sat on the turned-down bed, and he joined me. He kissed me briefly, then said, “Did Bert tell you I’m a virgin?”
I nodded and said, “You know, we’re all virgins to begin with.” When he didn’t say anything, I said, “Losing it is a beautiful thing, and I’m honored that you would even consider sharing this moment with me.”
He said, “I did touch a girl’s breast once, and the crotch of her jeans. Then she discovered I had what she called a ‘horse cock,’ and that was the end of it.”
I told him I’d never seen a cock I couldn’t handle, and that I would love to see his. I said he could even ejaculate in me since I couldn’t get pregnant. I said, “I’m not wearing anything under this dress, if you’d like to take it off me and see if what you find interests you.”
I stood with my back to him and asked him to unzip me. As my dress floated to the floor, he feasted his eyes on my naked backside. I turned around slowly facing him, boldly displaying my full, round breasts and my pussy—all I had to offer.
He breathed deeply, then surprised me by boldly pressing his face to my crotch and inhaling my musky scent. I widened my stance to allow him access to the long wet lips. He took hold of my hips and turned me around, then laid me on the bed and explored the fleshy folds of my cunt with his lips, tongue and fingers. Although he had no idea what he was doing and missed licking the most important places, I became very aroused knowing he was experiencing this act for the first time.
In time he raised his head and seemed happy but still unsure what to do. “Would you like to show me that horse cock of yours?” I said. “I’m dying to see it.”
I sat up to watch Randy disrobe, and was delighted when he dropped his shorts and a genuinely big cock flopped out. It was too heavy to stand straight up like most young men’s erections I’d seen.
“It’s beautiful, Randy,” I said. “Would you like me to suck it?”
He went straight from relief to excitement. “God, yes!” he said.
I took the big head in my mouth, causing it to throb as if he was ejaculating. He stepped back and cried, “Please don’t! I’ll come, and I want to be inside you when I blow my first wad with a woman.”
I lay back and raised and spread my legs wide and said, “Your first piece of ass awaits. Come and get it.”
He climbed on me kind of clumsily, poking and prodding everywhere but the right place until I guided him to the mouth of my cunt. Surprisingly, he eased in slowly instead of ramming it in. I appreciated it, as it was some time since I’d had a man so well-endowed. At last I felt his balls press against my anus and knew I’d taken all of him in.
He just froze there, balls-deep, breathing rapidly for half a minute. Then he said, “My God, that feels incredible.” I told him to just move his hips and the rest would come naturally. I met his first thrust with one of my own, and that was all it took. He exploded, sending gush after gush of cream into me.
He burst into tears, saying, “Damn it, I wanted that to last all night, and it’s all over just like that.”
I hugged him and said, “I don’t want to see any tears except tears of happiness. Lover, you’ve just become a man. That wasn’t the end, it was the beginning. We don’t even have to wait till you get hard again. Didn’t you notice that you’re still rock-hard? Your cock obviously wants more pussy. I love the feel of that fantastic cock stretching my pussy, and I want to be fucked all night. Baby, pour that hot cock back in me.”
I rotated my hips and squeezed my inner muscles and Randy soon caught on and started thrusting steadily until he was pounding me like a jackhammer. His strokes were long and hit my engorged clit perfectly and brought me to a lovely orgasm shortly before he shot a second load in me.
He rolled off to my side, leaving his half-hard cock lying across my thigh as we caught our breath. I just couldn’t keep my hands off that beautiful tool, and soon had him up and ready for another round. I pushed him onto his back, then straddled him and lowered myself onto that natural wonder. I began sliding my pussy slowly up and down his cock. His eyes followed my bouncing breasts, and his hands came up to cup them and tweak the pebble-hard nipples.
I was still fucking Randy in this position when Bert appeared, stark naked and sporting wood, after quietly letting himself in the room. He stroked his eager cock and watched until his brother fuck me until he unloaded in me again.
I slipped off and got on my back with my legs up and spread, beckoning for Bert to mount me while a river of Randy’s come ran down me onto the sheet. In less than 15 seconds after I disengaged from Randy’s cock, Bert’s was churning away in me, making lewd wet noises. He whispered, “Oh God, Trish, I can’t believe how tight your pussy still is. This feels fucking incredible.”
Bert’s cock may have been a lot smaller than Randy’s, but he knew a lot more about what to do with it, and once again we had a gorgeous fuck, within minutes reaching climax simultaneously. I honestly don’t remember how many times each of them hosed me, but the brothers tag-fucked me for several hours, until neither could get it up. We fell asleep in a tangle, with Randy’s limp cock lodged in my cunt.
In the morning they took turns fucking me, each stopping short of unleashing a load, over and over, until finally Randy lost it, followed shortly by Bert. We ordered up breakfast, then spent the day in bed. They continued screwing me all day, pacing themselves by switching off whenever they got near coming. I’d never experienced as much continuous cock hammering away at my pussy as they gave me that day.
I refused to give them anal when they asked, since there was no way I was going to even try taking Randy up my seldom-used ass. They didn’t argue, but seemed to get their second wind and continued pounding my pussy all the more. Thank God they wore themselves down, and I got a good night’s sleep Sunday night, only being awakened three times to put out, once to Bert and twice to Randy.
In the morning I sent them on their way, without giving them my last name or phone number when they asked. I just thanked them for an unforgettable weekend. Bert thanked me for giving him the mature experience, and Randy thanked me for being his first, promising that he would always remember me and the pleasure I’d given him taking his cherry.
—P.J., Vancouver, British Columbia