Unexpected one night stand

[Madisonn3]

Technically a two night stand, but I think it counts lol.
I was relatively new in my job, but I was given the chance to go to a conference/expo. It was a 3 day event and included a hotel stay. I was one of very few women there, since I work in a male dominated industry. So the women there kind of grouped together.
After the first day, I had some drinks at the hotel bad with one of the women I had met at the conference. I got a bit tipsy, I do tend to get a bit flirty when I drink. She responded to my flirting, one thing led to another. And we ended up in my room and spent the night together. And we more or less repeated the process the next night.

 

[Chatty_Cheeky_Monkey]

These are all wonderful stories! I was reminded of a time many years ago when I was working in pubs (bars) and I gave a patron home at the end of the night as she was stranded in the city late at night. I have a problem saying no even though it would add an hour of driving for me yet get home. She was young and very attractive, as was her sporty boyfriend. Though I was only a few years older, both were waaaay out of my league, like model material. We were always making jokes at the bar about how they should be underwear catalogue models.

Anyway.. As we were about to get to their house she asked me to pull over a block away and proceeded to make out with me in the car for about half an hour. I clearly remember her freeing her gorgeous young full breasts for me to fondle and when she was done she patted my hard-on and said thanks and to drop her out front. Said something about getting back at her boyfriend for flirting with someone else and hoped I didn't mind.

Mind? OMG I loved every time they came into the pub after that. She would find a way to flash me a cheeky smile.

 

[Chatty_Cheeky_Monkey]

Technically a two night stand, but I think it counts lol.
I was relatively new in my job, but I was given the chance to go to a conference/expo. It was a 3 day event and included a hotel stay. I was one of very few women there, since I work in a male dominated industry. So the women there kind of grouped together.
After the first day, I had some drinks at the hotel bad with one of the women I had met at the conference. I got a bit tipsy, I do tend to get a bit flirty when I drink. She responded to my flirting, one thing led to another. And we ended up in my room and spent the night together. And we more or less repeated the process the next night.

Oh my word. I have been on many of those types of conferences and never found that sort of encounter. Well done

 

[ChaosEmbraced]

Technically a two night stand, but I think it counts lol.
I was relatively new in my job, but I was given the chance to go to a conference/expo. It was a 3 day event and included a hotel stay. I was one of very few women there, since I work in a male dominated industry. So the women there kind of grouped together.
After the first day, I had some drinks at the hotel bad with one of the women I had met at the conference. I got a bit tipsy, I do tend to get a bit flirty when I drink. She responded to my flirting, one thing led to another. And we ended up in my room and spent the night together. And we more or less repeated the process the next night.

I need to find those kinds of conferences with this type of after party.

 

[Jon1959]

At a conference and husband was supposed to join me Fri night. He decided he needed to work late and would come up Saturday morning. Well I was horny and a few drinks while chatting with a guy led to him walking me back to my room. I was thinking maybe a little making out but I ended up on my back having a nice orgasm. When I felt him stiffen and groan, I knew what was coming. We had not used a condom and I was not on birth control since hubby had been snipped. I had to worry for a couple of weeks but no harm, no foul.

Mmm so hot

 

[Madisonn3]

I need to find those kinds of conferences with this type of after party.

It wasn't an after party really. We were both staying at the same hotel. Most people at the conference was. And just had a couple of drinks at the bar. Pretty typical at conferences in my experience. Not that I've been to that many. The alternative was stewing in my room until morning.

 

[ChaosEmbraced]

It wasn't an after party really. We were both staying at the same hotel. Most people at the conference was. And just had a couple of drinks at the bar. Pretty typical at conferences in my experience. Not that I've been to that many. The alternative was stewing in my room until morning.

I have been to several conferences every year for the last decade. My evenings always end at the bar. Seems like I need to step up my game!

 

[Madisonn3]

I have been to several conferences every year for the last decade. My evenings always end at the bar. Seems like I need to step up my game!

lol I have been to a couple since that first one too. And that was the only time anything happened. The evening ends at the bar for me too

 

[ChaosEmbraced]

lol I have been to a couple since that first one too. And that was the only time anything happened. The evening ends at the bar for me too

Perhaps we should make a pact that should our paths ever cross at a conference, the night doesn’t fizzle over cheap drinks.

 

[Madisonn3]

Perhaps we should make a pact that should our paths ever cross at a conference, the night doesn’t fizzle over cheap drinks.

lol I'm no longer single, so my one night stand days are over

 

[Chatty_Cheeky_Monkey]

lol I'm no longer single, so my one night stand days are over

Same here. Why I love the memories. I take them to bed with me

 

[imustadmit]

Met a gal at the race track I was racing at and she was taken by my accent. She looked me up on Facebook, PM'd me and invited me around. I took her up on it and we did the deed - apparently Aussie accents turn some American ladies on. She was only a year older than my son.

My wife LOVES an Aussie accent. She'd likely be down to fuck you

 

[nottee_1]

My first time having sex with a man was a one nighter/ FFM.

 

[Chatty_Cheeky_Monkey]

My wife LOVES an Aussie accent. She'd likely be down to fuck you

Happy to host her down under

 

[TheLateNightFantasy]

My 1st and only one nighter was with a woman twice my age. Neither of us went out looking that night but she invited me back as the sitter needed to be off the clock.

As much fun as that was with it being one off the most exciting nights of my sexual life, I decided it's not my style and haven't met anorher woman who has inspired me to change that.

 

[liqueur]

The one one-night stand that stands out in my mind far above all others is also one of my most precious memories. I'm not sure I want to share it. strange, how much emotion and— dare I say it?— love can be invested in one night, in a person you'd never met before and likely never will again.

 

[ChaosEmbraced]

lol I'm no longer single, so my one night stand days are over

Lucky guy!

 

[MrMannson]

It was my husbands fault. Leaving me horny and in a hotel room by myself.

He’s a very lucky man. Based on how you keep yourself busy, if I were your husband, I’d leave you alone and horny too

 

[DoctorHelen]

You may have met someone on the train, sat next to someone on a plane, been introduced at a wedding or a funeral, connected at an office meeting or a family event. The thing is you weren't looking for a sexual partner, but before you knew it, you were back at his, or hers, or somewhere else, fucking away merrily.

Anyone?

Here's one of mine.

In August 1980 when I was in my mid-20s, I took up a position as a Technical Advisor to the Government of a small Caribbean nation that had recently gained its independence from the UK. During my first few days on the island I stayed in a tiny beachside hotel before moving into my rented house. On my second day in the hotel the island was hit a dancing blow by Hurricane Allen, one of the fiercest tropical storms ever in that part of the world. That evening as the winds intensified, myself and the two other guests sat in the small resident's lounge chatting and happily drinking rum punches with the lady owner who seemed to run the place pretty much on her own. She was a mature woman probably in her late 40s originally from Trinidad. With her coffee coloured skin and dark eyes she looked distinctly South Asian. She had a lovely smile and a voluptuous figure and to my eyes was a very attractive lady.

Around 9pm the electricity went out and I retired to my darkened bedroom overlooking the beach and for the next hour or so, gazed out at the stormy seas as the winds battered the palm trees and beachfront buildings. It was pretty scary for someone more used to British weather conditions. Just as I was about to undress and retire for the night there was a knock at the door which I answered to find the hotel owner standing there quite distressed. She tearfully told me she was terrified of the storm and didn't want to be on her own. I invited her in and tried to comfort her by giving her a hug. Before I knew it we were kissing and cuddling on the bed and she was giving me her life story.

Long story short, we spent the night together. It was my first sexual encounter with a black girl - though more would follow during my two years on the island. For me the experience was exquisite. Her dark skin was hot and silky smooth under her loose clothing and it wasn't long before we were naked. I really wanted to fuck but neither of us had condoms, and we didn't want to risk unprotected intercourse. Instead we kissed passionately and enjoyed delicious foreplay and oral sex during which we both enjoyed orgasms. With no air conditioning in the room our bodies became slick with perspiration and our cum. That hot, sticky hotel bed during a tropical storm was probably the most memorable place I've ever had sex. Before drifting off to sleep after hours of intense pleasure and fun, I cuddled in closely behind her, and while gently fingering her slippery vagina and clitoris, my cock rubbed along between the cheeks of her plump arse. It wasn't long before I ejaculated profusely over her bum and upper thighs adding more cum to the already messy bed.

When I awoke next morning, the wind had abated and she was gone from my bed. The electricity was still off when I went down to the dining room and breakfast was basically fruit and juice served by the owner. We smiled to each other knowingly and that was it - the end of a short torrid adventure. When I returned to my room after work that evening, the bed was freshly made with clean sheets and there was a wee note on my pillow with the simple message "Thank you xx".

A few days later I moved out to my rented house and though I saw her around the island a few times after that, we never spoke about our night together. The memories still linger with me though, 45 years later!

A lovely story. I’m guessing St Lucia or Dominica?

 

[mark_j]

The only 'one night stand' I had was when I lost my virginity.

Basically, I went to a party and my friend's X, whom he'd broken up with a few months earlier, showed up at said party. Eventually, we ended up testing out the springs and seats in my truck. Never saw her again after that.

 

[cadman7777]

I was a DJ in a disco in the mid 70's....one night stands happened all the time. My favorite was when a girl handed me a request "How soon can you play Wild Cherry......on the other side it said "How soon can you fuck me"........I miss the good ole days

 

[henharrier]

A lovely story. I’m guessing St Lucia or Dominica?

Close Helen. Next island to the south. St Vincent.

 

[DoctorHelen]

Of course, I should have guessed. I spent part of my honeymoon there around 35 years ago. We stayed for a glorious week on Young Island which I’m sure you will know. Two newly qualified doctors having the time of their lives. Sex, sunshine and rum punch! What’s not to like?

 

[DoctorHelen]

My one and only “one night stand” wasn’t particularly enjoyable.
Shortly after my divorce 12 years ago I spent a weekend in London with some female colleagues from my hospital. A nice hotel, art galleries, shopping, a West End show and a few laughs in good company.
After dinner on our last night we sat in the hotel bar having a few cocktails and a right old giggle. Sitting nearby were several men also enjoying their night out. After a bit of banter between the two groups, we invited them to join us. The drinks continued to flow and one guy in particular seemed to take a shine to me. Tall and good looking, probably in his mid 30s, he was chatty, charming and sexy. As the evening drew to a close, I discreetly gave him my room number and suggested we could continue to get to know each other upstairs later. After all I was single again and fancied a bit of intimacy with a fit looking bloke.
Sure enough, shortly after we’d all retired upstairs to our rooms he appeared at my door and I invited him in. Bear in mind that I was a 53 year old woman who’d never been sexually promiscuous, and had never been with another man during 25 years of marriage so I probably wasn’t being entirely sensible inviting a stranger to my bedroom.
After a brief hug and a sloppy kiss on the mouth, he moved his hands under my skirt and up into my knickers to squeeze my bare arse before easing me down onto the bed. After deftly removing my tights and panties, he unzipped himself rolled a condom onto his penis, parted my legs and raised my ankles onto his shoulders before attempting to plunge his cock into me. No kisses, no romantic whispers, no foreplay, no oral (which I really like!) - it was all a bit too sudden for me particularly as I was struggling with post menopausal issues and vaginal dryness. I urged him to slow down but he pressed on and painfully penetrated me. After a few vigorous thrusts, he pulled out, whipped off the condom and sprayed my tummy with his semen. For me it seemed more like a scenario from a porn move, than a discreet, intimate encounter between two consenting adults. Afterwards he apologised for lasting less than a minute explaining that I’d aroused him too much. He then confidently announced that he would soon be ready for more. No chance. I told him in no uncertain terms that I’d had enough and I needed to sleep so off he went reluctantly to his own room. I never saw him again.
This unhappy encounter combined with my stressful working life and some other issues resulted in a form of Female Sexual Dysfunction (FSD) and a wariness of becoming involved in sexual activity with anyone else. Little wonder I was pretty much celibate for the next 10 years.
Fortunately that period in my life has passed and since retirement two years ago I’ve been sexually involved with 2 patient and considerate lovers.

 

[TheLateNightFantasy]

My one and only “one night stand” wasn’t particularly enjoyable.
Shortly after my divorce 12 years ago I spent a weekend in London with some female colleagues from my hospital. A nice hotel, art galleries, shopping, a West End show and a few laughs in good company.
After dinner on our last night we sat in the hotel bar having a few cocktails and a right old giggle. Sitting nearby were several men also enjoying their night out. After a bit of banter between the two groups, we invited them to join us. The drinks continued to flow and one guy in particular seemed to take a shine to me. Tall and good looking, probably in his mid 30s, he was chatty, charming and sexy. As the evening drew to a close, I discreetly gave him my room number and suggested we could continue to get to know each other upstairs later. After all I was single again and fancied a bit of intimacy with a fit looking bloke.
Sure enough, shortly after we’d all retired upstairs to our rooms he appeared at my door and I invited him in. Bear in mind that I was a 53 year old woman who’d never been sexually promiscuous, and had never been with another man during 25 years of marriage so I probably wasn’t being entirely sensible inviting a stranger to my bedroom.
After a brief hug and a sloppy kiss on the mouth, he moved his hands under my skirt and up into my knickers to squeeze my bare arse before easing me down onto the bed. After deftly removing my tights and panties, he unzipped himself rolled a condom onto his penis, parted my legs and raised my ankles onto his shoulders before attempting to plunge his cock into me. No kisses, no romantic whispers, no foreplay, no oral (which I really like!) - it was all a bit too sudden for me particularly as I was struggling with post menopausal issues and vaginal dryness. I urged him to slow down but he pressed on and painfully penetrated me. After a few vigorous thrusts, he pulled out, whipped off the condom and sprayed my tummy with his semen. For me it seemed more like a scenario from a porn move, than a discreet, intimate encounter between two consenting adults. Afterwards he apologised for lasting less than a minute explaining that I’d aroused him too much. He then confidently announced that he would soon be ready for more. No chance. I told him in no uncertain terms that I’d had enough and I needed to sleep so off he went reluctantly to his own room. I never saw him again.
This unhappy encounter combined with my stressful working life and some other issues resulted in a form of Female Sexual Dysfunction (FSD) and a wariness of becoming involved in sexual activity with anyone else. Little wonder I was pretty much celibate for the next 10 years.
Fortunately that period in my life has passed and since retirement two years ago I’ve been sexually involved with 2 patient and considerate lovers.

Thanks for sharing. I think you have confirmed why sex with a stranger in a hotel is just a fantasy and not something I have done in over 30yrs.

Besides, is removing the codom and spraying your abdomen the polite etiquette for such an encounter? It's not in my head.