The Almost Threesome

When I was 15, I dated Bobby, a 17-year-old guy I loved, but who kept bringing up having a threesome with another girl. I jealously asked which girl, thinking he had someone in mind. He said just some hot girl we might meet someday, no one in particular. I told him I was wasn’t interested in that, but a threesome with another hot guy might be okay. I was teasing when I said that, knowing he wouldn’t go for it.

We went to a wedding - somebody he worked with at the sporting goods store. He bought a suit for the occasion and I wore a flirty little wrap dress that showed off my slender legs and big boobs so we looked pretty grown up. At the reception, we’d hoped we could drink, but the bartender carded everyone who looked young, and we ended up drinking Cokes. We got bored, and decided to try our luck at the bar next door.

The bar was crowded and noisy. Nobody carded us, maybe because we were dressed up and looked older. I got a rum and Coke and he got a beer, and we found a place to sit in the back. Some guys were playing pool nearby, and one of them kept checking me out. “Still want to have a threesome?” I teased, pointing out the guy at the pool table who was still looking at me.

“You’re funny. Let’s play pool when they’re done.”

We ended up playing pool against two of them, including the guy who’d been checking me out. Jack turned out to be 26, tall, handsome, scruffy, big-muscled. He bought us a round of drinks and then a round of shots. My little dress had a tricky, low V-neckline that kept gaping wide open, flashing my boobs and the lace demi bra they were spilling out of. Jack and his friend didn’t seem to mind, watching me closely each time I leaned over the table with my cue to line up my next shot.

We lost the game, maybe because I’d gotten kind of drunk. My boyfriend had stopped drinking since he had to drive us home, but Jack bought me another one—and I started getting flirty with our new friend. The three of us sat in a booth, with me next to Jack, leaning into him, quietly mouthing “threesome” across the booth at my boyfriend, who shook his head, looking irritated. “What are you kids talking about,” Jack said, stroking my long blond hair and dr****g an arm around my shoulders.

“She wants to have a threesome,” Bobby said, embarrassing me.

“That so?” Jack asked, grinning at me, his right arm resting on my right shoulder, his dangling fingertips caressing the bare white slope of my right boob.

“It was a joke. Just a joke.” I felt like dying.

“You’re cute when you blush,” he said. “There’s a motel across the street.”

I freaked out a little. I was pretty sure it wasn’t going to happen - Bobby wouldn’t go for it. But then Jack left, returning a few minutes later with a motel key card he set on the table in front of me.

Next thing I knew, we were outside in the cool night air, crossing the street to the motel. Jack had his arm around me because it was cold and I was a little unsteady in my high heels thanks to all the alcohol. The room had a king-size bed that could fit three easily.

Jack undressed me while I stood there looking at Bobby like “Is this really happening?” My boyfriend just looked back at me coldly. Once I was naked, Jack lifted me up and carried me to the bed, dropping me on the mattress before undressing himself, looking at me all the while.

“Come on, join the fun!” I said to Bobby, patting the bed. He started taking his clothes off, still not looking happy.

Pretty soon we were all in bed together. Jack started kissing me and squeezing my boobs, and I loved it, but knew my boyfriend was feeling left out, so I turned toward him and kissed him for a while as Jack spooned me from behind, his hands roaming my naked body. Jack was more aggressive than Bobby and turned me onto my back and began servicing my clit with his tongue. I came right away, crying out and looking over at my boyfriend, who stared at me, not happy for my orgasm. I reached out and held his hand, hoping he wouldn’t be jealous. Then I reached for his cock and stroked it but he wouldn’t get hard.

I felt I owed Jack oral, so got on my knees and took him into my mouth. He was bigger than Bobby, and I wondered if that was part of the problem. I sucked on it, which made him bigger still, and I wondered how fast I could make him come. But he didn’t come, and instead pushed me onto my back again, and lowered himself onto me, pushing his cock into me.

He fucked me deep and hard, the bed creaking loudly, the headboard hitting the wall in a steady rhythm, alerting the neighbors to our heated lovemaking. Bobby got up, leaving the bed for Jack and me to use, and sat in a chair. I saw him stroking himself, trying to get hard, while Jack drove me to another orgasm. After that, it was like my boyfriend wasn’t even there - Jack and I were the only two people in the world, kissing and fucking and holding each other close. I came again, and then he came and gave me the biggest cream pie I’d ever gotten. If Bobby had brought condoms in his wallet, he wasn’t sharing.

Jack kissed me and got up from the bed. I looked over at my boyfriend and said, “Your turn.” But he didn’t move - just sat there sulking, his cock soft and sad.

Jack brought me a glass of water which we shared, then he rejoined me on the bed and sucked on my boobs. “Ready for another go?” We fucked again, with me riding him this time.

Bobby’s phone rang, and he answered just as I started coming, moaning on the bed. “Mom. Yeah—I’ll be home soon.” He set his phone down, and seemed depressed when I cried out as Jack shot another load into me.

“We should go,” Bobby said when we were done.

“What about our threesome?”

He didn’t answer.

We got dressed, and I gave Jack a long kiss goodbye and thanked him for the lovely time, and for all the drinks and getting the room for us. He said, “Hit me up if you all wanna try another threesome,” and smirked at Bobby.

On the car ride home, Bobby broke up with me and called me a slut and said all kinds of mean things. I refused to cry until I got home. My parents were already in bed, thank God, so I could just go into my bedroom and let it all out. But the next day, I realized Bobby was an asshole, and I was glad I’d met Jack, who was more of a man than Bobby would ever be.

For the record, I’ve never had a threesome in all the years since, though the idea still intrigues me.

Comments

AdultOrphan

by AdultOrphan on Nov 30, 2022 at 7:31 PM

My takeaway from all this is underage drinking and statutory sexual assault and you made your boyfriend out to be the bad guy who you claimed you loved. Granted this was a long time ago.

Or, this could be elaborate pornfic and none of this happened as it sounds too unbelievable

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Anonymous

by Anonymous on Dec 8, 2022 at 8:28 PM

Your ex is a hypocrite who would was fine with another woman in the threesome. You nicely called his bluff.

As you know, you were way better off with a real man!

-- Free Lover 2021 at aol

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AnthonyT59

by AnthonyT59 on Dec 19, 2022 at 7:22 AM

I had multiple 3 some and 4somes in my life. Only rule was my cum belonged to my partner ONLY otherwise they were all for it lol

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