Group Sex

Trying Out a Threesome for the First Time

We attempted a three-way with my college roommate.

Spankmasters
May 31, 2024
4 min read
mutual jerkinggay roommatesMy First Try at a Three-Waythree-wayred haircollege experimentingfrottinggay first timebisexual male
My First Try at a Three-Way
My First Try at a Three-Way

Trying Out a Threesome for the First Time

A while back, I was in my first year at a major state university. I had red hair all over, even in the private bits, and also on my stomach. Standing at six feet with a body mass of 170 pounds, my green eyes could look right through your clothes. Uncut, my cock was 5.8 inches long and had a girth of 4.5 inches. When it got turned on, it almost turned red due to the contrast that made the big cockhead stand out. Since I'm a natural redhead, I had freckles everywhere minus the places where clothes covered them. I was into adult content and even tore off a couple of guys' and girls' clothes. I might've been a part of the sexually fluid lot since I've been with a couple of girls and men.

My best friend since high school, and occasional jerk-off partner too, rented a tasteful two-bedroom apartment. John had blonde hair that barely grew down to his eyebrows, weighed around 160 pounds, and got a trim on his head from time to time. What was surprising was that when he shed his clothes, he had red pubes just like me, and his cock clocked in at 6.75 inches long with a girth of almost 5 inches. Like me, no foreskin, and his head was a sight to behold. He dropped semen all the time even keeping a towel for its purpose tracked next to his bed. When we were really horny and out of classes, we'd often jerk off looking at porn. Sometimes, we'd spot each other cum in class as well.

We continued to be students for most of the time, experiencing only moderate success. When bored at home, we'd flick through erotic material together. We'd jerk off, tingling on each other's genitals, and in high-school, I'd cum on his towel.

When we hit the bar, wasted and raring, we'd crack out porn flicks with guy-on-guy action. We'd near-strip off, dive onto my bed, and taste each other's flesh. If we were really horny, we'd engage in frotteurism and let that lead to ejaculating on and around each other.

Since all our efforts at getting laid vanished, John and I hobbled home from the bar, pondering a bi-sexual video in our hands. Both nervous and aroused, fuelled by porn, we've thought of fucking.

I declared, "John, how about you be the top and fuck my ass?" John almost had a stroke just hearing that. We didn't have sex skills, yet I slathered on some hand lotion, going on all fours, ready for John's big instrument to slide in.

Smoothing a load of hand lotion onto his erect pecker, John dived in. 30 to 40% of the way in, he let out a whimper, "I'm about to crack a load!" As he slammed deeper, he moaned in pleasure. Turned out, John didn't last very long in his attempt to fuck me.

Soon after, I learned about a party a girl I knew was going to attend. Ann frequently spoke about threesomes, specifically between a couple of guys and her.

At the party, after downing enough alcohol, Ann inebriatedly inquired if I'd brought another guy. Pointing at John, she said he was good enough. So, we returned to our flat. We shed our clothes, played and touched each other. We figured it'd be an orgy. After five minutes or so, John became terrified and popped into his bedroom.

Determined not to miss a real-world opportunity to lose my virginity, I hopped on Ann, and assailing her with intercourse missionary style. I regularly heard her chuckles afterwards. Figuring them as being orgasms, I continued. Then, after about 10 minutes, I scratched my itch, releasing come in her womanly territory.

I was done with her but didn't want to bring her back to my place. So, I proposed to Ann that John deserved some action as well. Naked, we tiptoed out of our bedroom and reached for John's room's door handle. Locked, but not impossible. With a wire coat hanger, I unlocked the door, and Ann slid into John's bed. I knew not what would happen but chose to stand outside the door and listen. After a moment, I heard the bed creak, Ann's moans, and John assaulting her vagina. In a horny frenzy, I tugged my cock furiously as I listened to them going at it. I sprayed my semen all over John's door before they finished.

Ten minutes later, I heard them climax and presumed John would drive Ann home. Uh-uh, for Ann popped into my nest, ready to do her thing. It was deliciously taboo to consider the mix of my sperm and John's in her anywares. I started caressing her clit, then licking her pussy. I tasted our discharge on her and grew more erect. I dipped a finger in her, retrieving his cum. She and I both enjoyed it, tongue-kissing my finger clean.

We let loose on each other, fucking like wild beasts. I encouraged her about her and John's coupling, and Ann climaxed with each encouragement. It took me almost half an hour to burst.

I considered letting John hit it again but knew it was John's turn, so we went into his room, and John set right to fucking her. I had a relaxing orgasm while John did the honors.

I ventured back to my bed, still naked, and lounged. Ann and John left shortly after, but two returned - John. He confirmed he'd taken her home. I was still naked, so John unclothed, and we rubbed our bodies together to reach climax. We were so fatigued that after firing our loads all over our bodies, we both collapsed into sleep, exhausted.

But wait until you hear what happened the next month.

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