First time

sex stories

I was surfing the chat room when I was private messaged by an older guy. He was in his late 40’s and there wasn’t much information on his profile. He started asking who I was looking for and we got chatting, and in hindsight I was probably doing all of the talking. What got me hot, what I thought I was looking for.

He introduced himself as John, and explained that he worked nights at a hotel and was both bored and horny. He suggested that I come over and help relieve his boredom. John had still not told me much about himself but he’d succeeded in making me horny, and a bit reckless. I had been talking up what I would love to try and didn’t want to back down now. I agreed to come over and meet him.

I found the hotel, one of those ex-country house hotels; very up market and not easy to find. As I drove down the drive, I felt my heart rate increase as I contemplated what may be about to happen; I’d only ever kissed one guy before and was nervous about how far John would expect me to go.

As I stepped out of my car and approached the front door, it opened a crack. I pushed my way in through the storm doors and before me stood John; late 40’s, a little shorter than me and stocky. He was in a suit, complete with a smart looking tie. John stepped towards me and stepped straight into a firm kiss.

I was still drinking in the posh surroundings, and John, and found myself slightly overwhelmed. Before I regained my composure, John had led me through the lobby and through a door. I stepped into the fanciest bedroom I’ve ever been in and John half closed the door, explaining that he needed to listen out for the phone at reception.

John stepped to the side of the four poster bed and sat on the side; I stood, half in the room and frozen. John told me to come closer while he removed his tie and suit jacket. As I stepped in front of him, John removed his suit trousers and folded them and placed his clothes carefully on the bed.

John stood in front of me in his shirt, boxers and socks; I suddenly realised how real this was, that I was about to see another guys cock in the flesh for the first time. John told me to “come here” and I stepped forward. John kissed me again, hungrily and manly; I felt consumed by John’s mouth and hands. John had grasped my ass through my jeans and squeezed firmly. John pulled my t-shirt over my head and gently pushed down on my shoulders.

I’d watched plenty of porn and always fantasized about being the beautiful girl desired and sluttish pleasing a guy. I knew what John wanted and slowly sank to my knees. I saw Johns shirt and then before me was a pair of boxers clearly hiding an erection. I looked up at John and then back at his boxers and reached out and grabbed his waistband. I pulled his boxers down and John’s semi erect cock bounced into view in front of my face.
I paused, taking in the sight of another man’s cock and John took hold of it; pulling his foreskin back. John placed his other hand on the back of my head and I found my head moving towards John’s cock. I opened my mouth and found my mouth full. My senses were assaulted by the taste of cock and an insistent thrust into my mouth.

I reached up and grasped John’s cock to gain some control and started to suck my first cock. After a few minutes, I started to develop a rhythm and began to enjoy the taste of this hard 6 inch cock which I had my lips wrapped around. Suddenly I felt my head pulled from this cock and I was returned to my feet. The suddenness had my head spinning.

John unbuttoned my jeans and ran his hands down inside and over my butt, pushing my jeans and boxers down. I stepped out of my clothes and stood naked in front of John. “On all fours”, and I responded. I turned round and dropped to my knees; I bent forward and found myself naked, on all fours on a hotel bedroom floor. I started to realize the position I was in, and how natural it had come.
I told John the lube and condom were in my jeans, which he’d asked me to bring as he had none at work. I looked up and saw the half open door and could sense the corridor and lobby beyond, anyone could have walked in to see me sucking eagerly; I felt a dirty thrill run through me.

I sensed John kneel behind me and he slapped my ass. As I felt the sting on my as cheek I felt cold drizzle of lube on my ass and a finger work it into my ass. My cock was hard and hanging untouched beneath me; I was feeling assaulted by the situation, overwhelmed by the firsts and the thought of what John was about to do.

John said nothing but I heard him open the condom packet and lube his cock. I looked up at the door and had a sudden thought that someone may walk in. As I finished this thought, I felt a hand grasp my hip and a cold pressure against my exposed ass. John slowly eased forward and I felt his cock enter my ass. John grabbed my other hip and pulled me onto his cock. I felt every inch enter my ass and then his balls come to rest against mine. I reached round and felt John’s belly against my ass.

John pulled back and started to fuck my ass, harder and faster. Slapping my ass, I had difficultly staying on all fours and I sank face first into the carpet. With my ass arched, John took a firm grip and rode my ass. I ended up face first on the floor with my cock pinned against me. John straddled my legs and fucked harder and faster; his breath came faster and louder. Suddenly John, with his hands on my back and shoulders, thrust his cock balls deep into me and cry />
I lay there, pinned under John and with his cock in me. John stood up and his cock pulled out of my ass; leaving it stretched, sore and I started to try to take in all the sensations of my first suck and fuck. As John headed to the bathroom, I felt a warmth ooze from my ass; I immediately thought I’d bled at being stretched. I reached back and felt the liquid coming from my ass and I realized John had just ridden my bareback and dumped his cum in my ass.

I lay there; used, fucked and ridden as John’s cum oozed from my ass over my balls. I thought I’d be furious, as I’d been clear about wanting safe fun; yet it only added to my feeling of having been slutily used and ridden by this man. I felt turned on and horny; and went to the bathroom. I sat on the toilet and as John’s cum dropped from my asshole, I wanked myself to an intense orgasm.

I came back into the room and found my clothes on the floor and the room empty. John had returned to work, I have served my use and it was time to leave. As I drove back down the drive, my ass sore and with John’s cum still inside me; I realized that the entire experience had turned me on more than I had ever been before… but I wanted another taste of that cock.

story by: S Doyle



Tags: first time job/place-of-work bi-sexual virginity anal true story gay oral sex sex story

Author: S Doyle



Related sex stories:

  • Anal sex story

    I felt my whole nervous system ignite and tingles slammed through my body as the cum spurted out of my cock deep inside Diane’s sweet ass. She came again as she felt the hot lava of cum fill the deep ending of her well-fucked ass. It was my turn to host our mates’ card night. Once a month we got together ordered pizza wine and beer and hung out and watched the game played cards and had a good boys...

  • Taking in my brothers adopted daughter

    We had finally reached the pinnacle of our lives when we finally had the 2 kids out of the house and off to their own careers. Being married for 20 years had afforded us the chance to raise two successful children and allowed us to become the ?empty nesters? that we have looked forward to. Peace and quiet along with starting to regain the one on one relationship that temporarily took the backseat to fulfill our obligations to family. Don't...

  • Wifes first mfm, what a night

    It started out as a night out with plans to meet a guy we have been talking with for a while, and did the night go so very well. we have done the fmf and the fmfm but she had been nervous to try the mfm, so we met him at a local club and had some drinks and some laughs and she had a few feels from him as the night progressed, and i could tell she was enjoying...

  • Sex, drugs, and an unexpected threesome

    A few years ago I was dating a very lovely young lady, for the sake of this story we will call her Hailey. Hailey was my ex-girlfriend's best friend, and we had been good friends throughout my relationship with my ex, but when that relationship ended Hailey swooped in and claimed me for her own. I wasn't complaining, Hailey was 5'2", 95lbs with 28H breasts and the tightest, tiniest pussy I've ever experienced. She was a goddess, and little did...

  • Hard persuading my wife

    I have always had a fanticy to see my wife with another man, but she would not have any of this. Said I was sick and preverse. We had a good marrage, but over the years, we needed some sparks, I had tried everything I knew, but no cigar. A new masage parlor opened up in town, one of those upscale expensive types. Sauna, jacusie, Roman outfit kind of place. Not my cup of tea, but my wife enjoyed it...

My best sex story ever

Justine’s introduction to Sir Cy

First Date

First time sex with Bubbles

The First Time Doesn’t Have to Be the Last

Leave a Reply

Your email address will not be published.