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Three Way Virgin

by Bill


I'll tell you about my first time, the day I lost my virginity and my first three way. I can't remember if you know that I was born and lived in Scotland till I was 19 years old, then came to Vancouver. I still thought I was straight and got engaged to a girl when I was 20. A year later I met this guy at a swimming pool and fell head over heels. His name was Jamie, he was very good looking, about 6'0" tall, lots of chest hair, 25 years old, a theatre stage manager and he chased me relentlessly with flowers, theatre tickets, dinners, etc.. Eventually I broke off my engagement, and moved into Jamie's apartment. We were head over heels in love with each other and the only problem was that I wouldn't let him fuck me as he was big - 9" and very thick, 6.5" around. Every time he tried to penetrate, I screamed the place down - It became a real problem between us as he was desperate to mount me - we tried everything, poppers, his finger, lots of lube but no use. I encouraged him to pick up guys, or I'd pick up guys for him, to relieve his frustration and would lie there watching the naked guy, in ecstasy, being fucked for an hour by my lover while I held the stranger's hand. I'd get to suck his cum out of the pick-ups well stretched hole. Finally Jamie came up with an idea that he'd give up first bite at my cherry in exchange for the key of the orchard! I agreed reluctantly as I loved him so much and, on a wet Sunday afternoon, one of the boy dancers in the show arrived at the apartment. His name was Ray, a good looking kid of nineteen tall and slim and a happy grin. After a couple of drinks we started playing 'spin the bottle' staking our clothes. Quite soon we were all down to our white briefs, hard and fondling each other. Jamie said "I want you to fuck Bill, Ray, he's still a virgin but I'm too big for him, so be careful" Ray's eyes lit up as getting into a virgin ass was a prize especially when the lover was encouraging it and would be watching and touching. We stripped off our briefs and started sucking each other, I had Jamie's big dick in my mouth, he was sucking Ray's thin six incher and Ray swallowed my 7" Jamie had a huge bottle of lube oil and I felt Ray rubbing it around my tight hole but not attempting to open me. The two horny men, each with a raging hard on, got me onto the towel-strewn double bed -They put me on my face and spread my arms and legs wide. Jamie got on one side of the bed and Ray on the other and they started massaging my arms with baby oil My dick was surging underneath me as they moved onto my back, rubbing the oil well into my skin and all the time telling me to relax. Reaching my butt they concentrated on the ass cheeks but avoided the 'between my legs' area of my ass-crack. Then my feet, which was funny as I have immensely ticklish feet, and I was screaming loudly but with laughter, not pain: Next my calves bending my legs back and out and rubbing my well muscled legs and finally the target. By this time I was in a state of euphoria and when they sprinkled the oil all over my ass I almost came, it was so intense. Jamie and Ray took turns at massaging the oil into my ass crack and I felt a well lubricated finger slide in to the first knuckle. It was Ray's and he just let me relax on it. He called to Jamie to put a couple of cushions beneath my crotch with the result, that I was very vulnerable and they kept telling me how good I looked in this position. "Like a lamb waiting to be slaughtered" I giggled. I felt Ray climb onto the bed and, with his knees, force my legs even further apart He inserted a second well greased finger all the way in and I gasped with surprise. "I'll shit" I screamed "No you won't" said Ray "It's just your sphincter opening up" Jamie, meantime, was caressing me and saying "Relax Bill, you'll like it, I promise you" Ray finger fucked me for, it seems like hours and I began bucking my ass against them. He drew his fingers out and I felt his strong but narrow dick head push slowly into the opening of my tight virgin ass, he stopped all movement when halfway in and told me to clench and unclench my ass muscles. He flexed his cock a few times and it felt a lot better. He pushed all the way in - I gasped - but it was in pleasure not pain and he started gently fucking me, drawing out almost to the head then pushing in again. I screamed "More Ray, faster" and he opened up on me pounding my hole while I grabbed Jamie's hard dick and balls. "Getting near, can I shoot it into Bill" he asked Jamie "Yeah Ray, shoot it into him, it'll keep him lubricated". The pounding continued till Ray screamed, "I'm cumming Bill" and pressed deep into me. Underneath I felt the joy/pain of a bursting ejaculation as I spilled my own cum onto the bed. With Ray collapsed on me, his dick softening, I moaned "Jamie, NOW" so Ray pulled out his slimy greasy cock and Jamie mounted me. He got between my spread legs and eased his monster just in till the helmet was locked. He kept telling me "Relax" as Ray slid his cock, still wet with his and my juices into my mouth and commanded "Suck" I slurped it deep in my mouth then felt the massive stretching of my ass walls as Jamie entered me. My tunnel felt like it was being split - as indeed it was, I let out some low moans of pleasure and soon his shaft was completely wedged in me. A couple of minutes later he started a gentle rocking each time his dick moving forwards and backwards in me. I could stand it no longer "I love you Jamie, ride me hard, fuck me deep, It's so-o-o-o-o good" I started screaming "More man, More, fuck me like a stallion, ram it in and out" He couldn't last much longer and I felt his cock swelling and knew I was being filled with his thick juice - We screamed loudly together "I love you" and he collapsed on my back, his gorgeous body drenched with sweat and his column of love still stiff and deep inside me. We kissed and tongued each other's mouths and Ray appeared from the kitchen, grinning from ear to ear, with a bottle of iced champagne. "Any time guys" he joked, "just pick up the phone and, I'm very discreet" We all laughed but we never had a 3 Way with Ray again. I think Jamie secretly resented not being the first to penetrate me; I was in seventh heaven and wouldn't leave Jamie alone. I suspect I tired him out as a year later I wakened up to a "Goodbye and thanks" note and I wept for a week - my first lover. I did recover however and, the chance of a three way always causes my dick to swell and I get that certain feeling, in my rectum. THE END Your comments appreciated by Bill at bute2@hotmail.com

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12 Gay Erotic Stories from Bill

Car Ride

Had a penthouse magazine with me on the floor of the car, picked up this young guy about 18 hitchhiking. He asked to look at the magazine as it was uncommon in Tunisia to have nude mags, I noticed a bulge in his pants and commented that he must really like the photos! I pulled over to a side road and parked, then touched his pants. He just smiled as I unzipped him and out

First Time

Since I was headed to Atlanta on business I decided to search the Internet chat rooms for something fun and exciting to do while in town. I entered every imaginable room that anything to do with Atlanta. Having no experience with men, my curiosity was piqued and I entered many m4m rooms as well as creating some interesting rooms myself. Whenever I travel I spend a lot of time nude

First Time In Adult Theatre

On a recent trip to Biloxi, Mississippi, I had a few beers, lost a little money but wasn’t quite ready for bed, so I decided to take a drive. I passed an adult theatre that had private booths and thought I would stop in. Never having been in a place like this I didn’t really know what to expect, but I paid my 8 dollars and went to my booth. They told me to lock the door, but I

Had to Stop for Gas, Part 1

I thought you would like to hear what happened to me on a recent visit to one of those huge gas stations not far from my house off a major interstate where I stopped for gas. If you do and want me to share some more let me know. I had been at a buddy's house working out and helping him with his free weight exercises...I teach weight training some evenings and am a construction

Had to Stop For Gas, Part 2

I appreciate all the email thanking me for the first part of this story, where I had to stop for gas after working out, and received a great fucking blowjob from Sean, one of the cashiers, in the bathroom. So as promised, I will tell you the second part. Actually, as of this afternoon, after I got done training a couple dudes at the gym, there is a third fuckin hot part to this

Had to Stop for Gas, Part 3

Ok men I saved the best for fucking last. Thanks for all the email... and the hot dudes who have written after the first 2 parts...you can count on me getting back to you. I have been damn busy doing construction during the day and teaching weight lifting at night, and gettin my cock sucked and some ass on the side. Afterall dudes, I would much rather have a hot dude's mouth buried

Hot Fuck In A Theatre

Hey Men, A lot of dudes are writing me; asking me to write about what’s been goin’ down with me this summer. Actually, when it comes to getting my dick in a hot jock’s mouth and tight little ass....a lot has gone down. But, I'll share with you what happened last week that turned out to be hotter than fuck! During the day I am a construction worker here in the Midwest, and I never

I Was Tired of Shopping And Needed to Be Sucked

MERRY CHRISTMAS DUDES! Thought you may want to hear about an encounter I had yesterday...no this wasn't with Sean, who I wrote about recently, but fuckin hot nonetheless; besides I get to feed and breed Sean's little gut tonight after we each do the family thing. So anyway, I am a construction worker, and personal trainer most nights and weekends. 34, 5'10", 180, 46" chest, 18"

Mile High Club

Trent Boyd hefted his small attaché case into the overhead compartment and sat down in the aisle seat and waited for the 737 to take off. Leaving the bone chilling cold of Detroit to spend a long weekend in New Orleans was enough to bring a smile to the face of any seasoned traveler! One stop over in Memphis, and it would be good by Woodward Ave and hello Bourbon Street! This would

Paving My Place

I had been living in my condominium complex for about 2 months, when they began to re-surface the parking lots. I have a two story townhome with a balcony facing two sides of the parking lot. The first day work began. I noticed a really hot looking guy operating the front end loader. He also seemed to have noticed me out on my balcony, in nothing but gym shorts . I groped

Three Way Virgin

I'll tell you about my first time, the day I lost my virginity and my first three way. I can't remember if you know that I was born and lived in Scotland till I was 19 years old, then came to Vancouver. I still thought I was straight and got engaged to a girl when I was 20. A year later I met this guy at a swimming pool and fell head over heels. His name was Jamie, he was

Totally Off The Wall !!

A lot of dudes emailed me after my last post and asked me to fill them in on other hot shit that has happened to me. Fortunately, I have had a LOT of hot encounters, but I have to say, NONE as off the wall as this!! I've fucked in an elevator until half the wall was covered in cum not to mention the dude I was plowing.... as tight end on our high school football team, I fucked the

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