In my younger days I would regularly attend conferences for my industry. Somewhat for the knowledge building, somewhat for the networking, but definitely for the simple fact that every night attendees got their drink on and their freak on.
Luckily for me, my industry has a fairly high female population so I have plenty of sex stories from these days. Some aren’t worth the time to tell, some I’m sworn to secrecy on, and others still will live forever in my spank bank.
My favourite story though is Mary.
It was in my first year travelling around attending conferences, and my game left a lot to be desired, so even among young, drunk, horny women I was striking just as often as I scored. It’s not that I’m ugly – I’ve been told I’m fairly good looking, and I take very good care of my body – but when you’re competing against men in the field with names and prestige, you really need to sell yourself. I know that’s dating reality flipped on it’s head, but when the choice is between an older, good looking gentleman who can put your name in the right place, as well as make you scream ‘Daddy’, or the young stud who can do nothing for your career and might be a dud lay, women were picking the career booster every time.
At this particular conference Mary was one of the speakers. From the moment I first saw her at the podium something about her just screamed ‘MILF’. She was in her late 40’s and still a very good looking woman. I could just tell she would be one of those women who would be just as sexy as she aged – Google search for Helen Mirren in a bikini at 60 and you’ll know what I’m talking about. She wore almost standard business attire, very well tailored, with a white blouse, showing the correct amount of skin for a professional situation. There was something about it though that I couldn’t put my finger on. Whether it was the way the seems sat, or something else entirely, but I could tell that she was hiding a pair of large breasts, and a Pixar-mum level dump-truck of a behind.
I spent her entire talk in a state of semi-arousal as I in vain tried to listen to her talk, rather than fantasize about her on her knees sucking my cock with her full lips.
Throughout the rest of the day I kept catching glances of her around the place, but never in a situation where I could approach her.
Until that is the after-party that night.
It was late and I’d completely struck out again, sitting at the bar wondering if I wanted to check out what pay-per-view porn my room had, or fall back on the trusted stash I kept on a USB stick (so it wouldn’t be found on my work laptop).
That’s when Mary came up to buy herself a drink, and I took my chance.
“Hi, I’m Bob, I caught your talk today and thought it was very insightful. Can I buy you a drink and ask you some questions”
“Hi Bob” she replied, then looked me up and down “I think I remember you, 3rd row back to the left of the stage.”I smiled and nodded
“I also remember the way you were looking at me. Do you really want to talk about my speech or are you more interested in finding out the truth of the rumours that I’m a cougar who will suck a young stud like you dry? Because if it’s the latter, I’ll gladly let you buy me that drink.”
I almost choked on my drink.
“Honestly, I’ve never heard that until now. But if you’ll let me I can prove to you that if even you did suck this young stud dry, I’d still have enough left in the tank to fuck you until you screamed my name.”
“In that case follow me.”
I followed that dump-truck arse, my cock already painfully hard, through a door marked ‘Conference Speakers & Personnel only’ down a hall and to a small room. Judging by the mini fridge and the couch I guessed it was a private green room for the speakers to relax in away from us plebs.
Mary took off her jacket and threw it on the couch “Lock the door, then come here.”
Seeing her tits almost bursting out of the white blouse confirmed my earlier suspicions, and I quickly locked the door behind me before walking over to her.
“Take off your shirt”
I threw it on the couch
“Now your pants – leave your underwear on”
I soon stood there in just my cotton boxers, my hard cock making a painfully large tent in the front.
One by one Mary slowly undid the buttons on her blouse until at last it was open and I got my first proper look at her amazing tits. They were barely constrained by a sexy white lace bra, large round and full. I could see her nipples poking through, tiny pinpricks on the massive volume of her breasts, hard as stone.
She dropped to her knees before me and looked up at me. As her eyes pierced me, her hands slowly came up and stroked my cock through my boxers.
“Mmmm, nice and thick, just the way I like it. Can you imagine how good this is going to feel down the back of my throat.”My own throat was dry “Fuck you look so sexy”
Mary smiled and her hands reached into my boxers, slowly grabbing the girth of my cock, stroking it ever so slowly. With great care she pulled it free, letting my boxers slide to my ankles, then she sat back on her knees, stroking my cock slowly.
Keeping her eyes locked to mine, she slowly leaned forward, putting the tip of my cock against her full lips. She started sucking just the head ever so slowly as her hand stroked my cock and I was in blissful heaven. My cock is the average 6 inches in length, but I’ve been told is definitely thicker than average and has given more than a few of my partners a moment of pause about sucking on it – but not Mary. I watched as she stretched her lips around the head, sealing them around it’s base. She was going so slowly I could feel her tongue teasing around the head, before she pulled back off, her hand never losing time stroking on my shaft. I’d been in her mouth less than 20 secs and it was already the best blowjob I’d ever received. Watching her full dick-sucking lips stretch around my head again, taking slightly more in this time took everything I had not to blow into her mouth. I think she could tell too as her eyes sparkled as if laughing at me. I was able to hold it together, as ever so slowly, stroke by stroke, she took more of my cock into her mouth, until finally her lips were pursed around the base of it. I’ve had partners give up trying to get even half my length in their mouth due to it’s girth, but Mary was so experienced she could fit my entire width down her throat!
The sensation was so great I couldn’t hold on any longer and I started to unload stream after stream of cum down her throat while I stood there moaning.
Mary took it all without any issues, swallowing as I came and came and came.
When I was quite finished, she slowly pulled back and cleaned my cock slowly with her mouth.
I looked down at her, my cock still standing strong between us “Holy fuck that was amazing.”
She smiled “I know. Now there was a little something about making me scream your name.” and she unzipped her business skirt, dropping it to the ground.
My cock gave a little jolt as she wasn’t wearing any underwear and I got a good look at her bush. I don’t know what it is, but I’ve always loved a good untamed bush over all the neatly trimmed Brazilian bullshit woman are into now days, and Mary’s was driving me wild.
I picked her up and sat her on the couch, before diving into that glorious bushy muff.
Giving head is my favourite sex act. I know that’s a little weird with all the things I could do and get my rocks off at the same time, but I think that’s the point. I can spend almost forever on my knees eating pussy, making my partner have orgasm after orgasm and it blows their freaking minds. Even if I’m having a bad night otherwise, and end up being a 2 pump chump, they’re still so happy in their after multi orgasmic glow that I’m still a stud. Plus when you blow their minds that well, they always want to go that extra mile to return the favour.
Needless to say even at that young age, I was an experienced cunnilinguist so Mary was soon dripping wet and moaning from my tongue.
In one of the few times in my life where my cock has overruled my tongue, I stood before giving Mary even one orgasm. I lifted her off the couch, and turned her around bending her over. I still remember that arse to this day. It was thicc before thicc was a thing, so round and full it begged to be slapped.
First though, I lined up my think cock at her dripping wet entrance and slowly applied pressure.
Mary was so wet that I slid right in, and her hot pussy enveloped me. I gasped in surprise, not only have I never been able to get in first stroke – it always take a little stretching to get there – but her pussy felt so hot wrapped around me.
“Oh fuck” we both cried in pleasure as I bottomed out inside her.
Gripping Mary’s hips I started to fuck her long and slow, making sure we had a good rhythm before going any faster.
Mary’s first orgasm ripped through her before we were even going at pace, her head back as she moaned deeply, her whole body shaking. Her pussy gripped my cock, which just made me go faster.
With both hands on her hips I was fucking her hard and fast, cock plunging in and out of her dripping pussy. Mary’s hands were on the back of the couch, propping her up and allowing her to push back hard onto my cock with each thrust.
I slapped her arse and she moaned loudly in pleasure “Fuck”
I slapped it again “Fuck, oh fuck that’s good”
I sapped it a third time “Fuck, oh fuck, oh fuuuucccckkkkkk” as Mary’s second orgasm started to rip through less than a minute after her first.
My balls began to fill but I was still building slowly to my orgasm after Mary’s oral attentions, so I keep fucking her nice and hard as she shook her way through her orgasm.
I considered slowing down, making this last, but I’d boasted that she’d scream my name, so I kept up the pace and reached forward. I took one of Mary’s breasts in each hand, massaging as I continued humping her hard and fast from behind. Her bra was making it hard to find what I was after, so with one hand I undid the clasp at the back freeing them. Now free of material my fingers could easily find her nipples. They were tiny but rock hard and I started twisting them slowly as I continued fucking her from behind.
“Oh fuck Bob” Mary moaned “I’m gonna cum again if you keep doing that.”“I said you’d scream my name remember.”
“Fuck, then pinch them harder you fucking stud.”
I twerked them well beyond what I’d consider painful, but Mary loved it.
“Oh fucking yes Boooooobbbbbb” she screamed as her 3rd orgasm in as many minutes hit.
As Mary’s orgasm subsided, I could feel my orgasm was now fast building at this new angle.
“Oh fuck I’m gonna cum soon” I said
“Fucking fill me up you young stud, just don’t fucking stop.”
Stopping was the last thing I wanted, so I kept tweaking her nipples and fucking her hard as I built to my own orgasm. I could hear Mary was close again, so as I got past the point of no return I started twerking her nipples hard like before. Mary’s orgasm hit in time with mine, her pussy contractions milking the cum out of my cock as we both moaned and screamed in pleasure.
Both of us hot and sweaty, we collapsed on the couch, my cock still twitching and my cum slowly leaking out of Mary’s destroyed pussy.
“You weren’t lying” Mary said “Holy fuck that was good.”
I just grinned like an idiot, sucking in big breaths of air trying to recover from the hardest 5 mins of fucking in my entire life.
The night didn’t end there, with Mary and I going up to her room to fuck in just about every conceivable position. It also marked a turning point in my luck with the ladies at these conferences.
Women talk, and Mary couldn’t help but gush about how good my young thick cock was to all her cougar friends. The rumours of my studliness even spread to the women more my own age to the point I was never without a willing partner. A few conferences later I also had my only Devil’s threesome with Mary and her husband as we spit roasted her on our cocks all night.
But all of those are stories for another time.
Source: reddit.com/r/eroticliterature/comments/nx89aj/the_conference_mf
Well written!
I enjoyed this! Well done !!