One Night Stands : The good the bad and the ugly

[Smallchange4]

With the exception of one wife (now ex) and a couple of long(ish) term relationships the mass majority of my sexual relations have been one nighters some by circumstance some by choice some unconsummated etc etc Some have been great Some had mixed reviews Some were awkward or calamitous Some ended what may have blossomed into a longer term relationship At least the aforementioned scenarios have all featured in my history. One such assignation happened when I was in my early 20s. I asked a lovely Greek girl out and she accepted. I had been going to get my hair cut or trimmed at the men's salon where she worked for at least 6 months. I occasionally got her attending me by chance then I noticed she seemed to chose to do my hair voluntarily. We chatted and flirted a bit every time. I loved it when she washed my hair as her most lovely breasts were very close to my face and she always wore a blouse with at least a few buttons undone. I wanted to put my face in between them but kept my decorum even though I thought she might just be taunting me on purpose. Anyway we went on a date dinner and drinks it went well enough I thought I had a chance for a second date. To my amazement she invited me back to her flat after I hailed her a taxi. I thought a peck on the cheek and a possibility of another outing would be a win but it looked like I hit a homerun. All Good!!!! Perhaps not. We got to her place. She made us a couple of drinks. We smoked a spliff. We fell into kissing and clothes on foreplay on her living room carpet. The clothes started to come off and we shifted into more vigorous foreplay. Then oops she stroked my cock once too often and it was game over. Now some girls will forgive you and give you another chance maybe even the same night some don't take it as well. Some are polite before they send you on your way some not so. She was not a happy camper at all. I cannot recall the exact words that came out of her mouth but she made it very clear that I was a complete disappointment to her and That me and my pathetic little dick should get the fuck out of her house. I did. I never went to that salon again but I did cross paths with her again at a house party after a Deep Purple concert. She came over to me and apologised and said she didn't know why she freaked out so badly. Fortunately subsequent one nighters were an improvement at the very least.

 

[I_am_done]

one nighters are nice when you see your wife or gf doing it in front of you can you enjoying that

 

[Smallchange4]

one nighters are nice when you see your wife or gf doing it in front of you can you enjoying that

The one nighters you speak of are definitely high on the list of the best I have had. If anyone told me in my teens and twenties I would get off on watching another guy fuck my wife or girlfriend I would utterly deny that as being a possibility.

 

[liqueur]

Seems like the original idea of the thread was pretty interesting, and we've already got about a thousand million threads running on cuckoldry and cheating and the like. Don't get me wrong, I love that stuff, but I'm going to try to pull this one back to the original, because I don't think we've got anything else like that running:

That Greek girl sounds hot. Could have been an opportunity lost for the start of SPH or similar. Ahh, the opportunities lost! Youth is wasted on the young.

i can say without a shadow of a doubt that the worst night of my life, sexually speaking, and the best were both one night stands.

The worst was just a couple of years after High School. And I don't mean to say there was anything terrible about it—i guess for a lot of guys at that age, it would have been a "normal" night of sex, but I'd already had some some experiences that had given me some pretty high expectations of what sex could be like. This wasn't it. I knew her slightly through a friend. She was horny and drunk, and he dropped her off where I was staying at the time (summer job, live-in). In fact maybe he waited outside, I can't remember how else she would have gotten home. She came in, I was alone, we smoked a joint, and we fucked. I was so not into it, and she was pretty loose besides, I was barely able to cum— and this is a 20 year old man we're talking about, who could normally cum 5 times a night! I remember her saying when we were done, "sex is so great when you're stoned, isn't it?" I just murmured something that might have sounded like assent, and then walked her out to the car. I don't remember her name. I don't think I even kissed her good-by. It sometimes makes me sad even now to remember.

The best was when I was in my late 40s... I don't even know how to describe it. It was magical. Full moon, a bottle of wine, a fine meal... A beautiful woman, recently separated from an abusive husband, newly and wonderfully excited about life's possibilities, No, I don't know how to do it justice. I wrote a poem about it, once, but I don't think this is the place to post it.

Suffice it to say that I learned that it's possible to fall in love with someone in one night, knowing full well you'll probably never see them again, and to be all right with that. There are just a few memories that are indelibly printed into my memory banks, that I will remember to the day I die, and probably be remembering on my death bed, if I have the time. This is definitely one of them.

 

[Suburbia]

My worst was when I was about 25 and in the Army. I was out at a club and there was a cute little blonde in overalls. She had a Reese Witherspoon vibe and she did it for me. About an hour she flrted with me and I bought her a drink and we danced.

Then her friend came over and got her and I thought that was the end of it. An hour later she had the same flirty time with another guy or maybe two. I wasn't sure I decided that it was not going to be my night and I turned to drinking.

I had a fun time that night. Danced a lot and smiled a lot and got pretty drunk.

It came time for the bar to close out and she came over to me and asked me to go home with her. I hadn't spoken to her in hours. I was pretty drunk. Apparently she was flirting around picking the guy and she picked me. But I was the first guy she flirted with that night and it had been several hours and I was more than a little drunk.

As we went back to an apartment it became clear it was the apartment of the friend. We were on the fold out couch in the living room and we had to keep it quiet because the kids were asleep upstairs.

Well the whole weirdness of the situation and the fact that I had this roller coaster of her flirting me and then going and flirting with others and then coming back to me (was I the backup, if all else fails plan?) and then the clear situation that she was obviously married and the friend was helping her get revenge sex.

Needless to say I could never get better than a semi hard cock and it was a disappointing and weird night for us both.

The best one night stand was with my wife. It was so much fun (we lived in separate states) that we made plans to drive to meet again in two weeks. And pretty soon twice a month we met and had a great weekend. Twice a month became every weekend. Every weekend became moving in together. Moving in together became "hey, we got pregnant!"

Our relationship for a year was entirely based on great sex. We had to make a decision when we got pregnant and love came later. Now we are truly happy and in love have wonderful children and still have great sex!

The rest is history!

 

[Smallchange4]

Drugs, Alcohol and One Nighters

By far the most one night stands I have been involved in were spurred on by drinks and/or drugs . Sometimes they enhanced or aided and abetted the event, sometimes they were at least partially responsible for a crash and burn. I am sure many guys or gals have suffered a pass out before consummation experience. Either yourself or your one night fuck buddy conks out during the sex. I suffered one girl actually passing out while we were fucking. I didn't even notice until she reawakened and had a temporary freak out . She then seemed to focus and re engage for about 30 seconds before going comatose again. I attempted to relieve myself by masturbating but must have nodded off before getting off. I awoke after being gently shaken with the sun streaming into the room. The girl from the night before was standing beside the bed dressed in a bath robe. The look on her face was a mix of mystification and dismay. I don't recall her exact words but it was something like "Who are you? And what the fuck are you doing in my bed?" I mumbled something about her inviting me back to her place after we met at a music bar, quickly gathered my clothes, dressed and fled.

 

[liqueur]

The best one night stand was with my wife. . . !

Nice story about you and your wife. I think a great relationship based on mutual attraction and great sex is probably sounder than one based on "love at first sight," where the sex is an after-thought.

 

[PFWilly]

I never had a one night stand...

But my wife did, I was asleep when she and our good friend fucked/sucked until very early in the morning.

She’d had a difficult childhood, so her sex drive was a bit repressed. Thing’s didn’t change overnight, but that wild night of unabandoned sex did break down a few barriers for her. Which made us both happier.

And yes, I encouraged her adventure.

Just wish I’d not gone to sleep so early...lol.

 

[EdEc]

It wasn't a night. It was two hours while she could get away for her "lunch break". She's a married woman and we met on FetLife.com. I love her body. A nearly perfectly flat chest with fiercely erect nipples and a hairy mound. It was a very nice interlude. Unfortunately, she's a 45 minute airplane ride away from where I live, so I will only get to see her again when I return to the USA and have to spend an night in her city.

 

[Smallchange4]

Great Night but could have been more

One New Years a friend and I had just left a party and were wandering around looking for another one. A taxi pulled up beside us and a couple of foxy ladies asked us if we wanted to party. With no hesitation we jumped into the cab. They were both pretty fine but I had my eyes on the petite raven haired Ali McGraw replicant. They were on their way to an all night music bar and wanted company. We disembarked at the venue and partied on until dawn. "Ali" (I will call her that because I do not recall her name) asked me back to her place. My friend and the other girl headed off together to parts unknown. We flagged down a taxi and off we went to a very posh part of town. We got out in front of a quite luxurious looking apartment block. This place was 5 star. They had a concierge for fucksakes!!! I have no idea what floor we went to but her flat was way beyond my pay grade. I was a wee bit nervous because I was feeling extra pressure to impress. ( In had daydreamed about meeting a rich girl and be a kept man living in the fast lane ) I have to say that my lovemaking historically has always been a bit hit and miss so that didn't help. Fortunately the combo of alcohol and amphetamine in my system gave me enough Dutch courage to cast all that aside. Also Ali didn't mess about and she was on me like a Tigress before I even got my coat off. We both fell into a frenzy leaving a trail of clothing all the way to her bedroom. She was an unblemished lithe perfectly formed beauty. Everything in proportion. She looked like Ali McGraw dressed and that descr.iption suited her naked as well. The sex was furious more than languid. Like the doing the Charlston as opposed to the waltz . However due to the amphetamine in my blood my generally unreliable stamina did not end proceedings too soon. I was like Thor with his hammer as opposed to Peewee Herman. It was quite possibly one of my best performances ever . She actually had an orgasm! She told me she came 7 times! I have managed to give pleasure with fingers and tongue before but I rarely ever come close with my little cock. We both went into an exhausted sleep and I awoke sometime in the late afternoon a bit worse for wear but feeling like a king who may have found his. queen. Before I left she gave me a piece of paper with her phone number on it ( this was back in the eighties before the rise of the mobile) I went home . I had promised to call her in a couple of days to arrange to go on a proper date. Didn't happen. I searched all of the pockets of all the clothes Inwore that night. I searched my wallet. I tore my flat apart. I could not find her number. I didn't remember her first name and I am not sure I even got her last. I didn't know the address or flat # of her apartment. I knew what section of town it was in. I found the building but could not get past even the front door without a name. I kinda stalked the neighbourhood of and on in my spare time for a few weeks hoping to run into her but never saw her again. So was this one of the good one nighters? Definitely yes but I regret that it might have been so much more. Fucking Idiot! It's like hitting a home run but suffering a career ending injury before crossing home plate.

 

[AskMeVic]

Vegas, so very drunk

Was at a nightclub in Vegas with a bunch of buddies that had all come to town to party. We were doing the bottle service and getting really drunk.

I got approached by a British chick, not really my type but she had a rack that was on full display and was happy to have me ogling her girls while she chatted me up. She stuck around for a while, then offered to buy me a drink. I pointed to our bottles and said no need, but she insisted. 20 minutes later we were in a car service back to my hotel room. We were both wasted by this time and I'm pretty sure the driver got to see that rack out in the back seat on full display.

We were barely in my room before her dress was off and she was eagled on the bed begging me to lick her pussy.

I don't know how many times we fucked that night. Had to have been at least 5 or 6 times that I emptied myself on her. After the first time she got me hard again and then guided me into her ass. First and only woman who ever initiated anal I'd ever been with. She was insatiable.

Woke up sometime mid morning, sheets from the bed all over the floor and this naked Brit beside me. I had to clean up and get to the airport so we jumped into the shower together... seeing her in the daylight and being hungover, I recall thinking I never would have tried to pick her up sober, but the girl loved to fuck and suck, so I let her swallow me one last time before heading back to real life.

On the flight home it dawned on me neither one of us had asked for a name.

Vegas.

 

[Smallchange4]

Was at a nightclub in Vegas with a bunch of buddies that had all come to town to party. We were doing the bottle service and getting really drunk.

I got approached by a British chick, not really my type but she had a rack that was on full display and was happy to have me ogling her girls while she chatted me up. She stuck around for a while, then offered to buy me a drink. I pointed to our bottles and said no need, but she insisted. 20 minutes later we were in a car service back to my hotel room. We were both wasted by this time and I'm pretty sure the driver got to see that rack out in the back seat on full display.

We were barely in my room before her dress was off and she was eagled on the bed begging me to lick her pussy.

I don't know how many times we fucked that night. Had to have been at least 5 or 6 times that I emptied myself on her. After the first time she got me hard again and then guided me into her ass. First and only woman who ever initiated anal I'd ever been with. She was insatiable.

Woke up sometime mid morning, sheets from the bed all over the floor and this naked Brit beside me. I had to clean up and get to the airport so we jumped into the shower together... seeing her in the daylight and being hungover, I recall thinking I never would have tried to pick her up sober, but the girl loved to fuck and suck, so I let her swallow me one last time before heading back to real life.

On the flight home it dawned on me neither one of us had asked for a name.

Vegas.

It's funny how often either names just don't get mentioned or are unremembered. I guess that is not completely unsurprising as in my experience alcohol is a major player in these inhibition dropping one offs. There is a line from an old Country song " The girl's all get prettier at closing time" I have awoken with some who I may not have chosen otherwise (including the sober personality not just looks) but then again I have awoken with some and felt like I was in a James Bond movie. I also know that sometimes it was the woman who questioned her inebriated decision.

 

[secret_passion_1949]

Many years ago I had one off sexual encounters with three women I met online. The first was an overnighter, the second one of those slip-away-from-work-for-a-few hours-afternoon-delight, and the third a-rendezvous-in-the-back-of-her-van-at-the boat-launch thing.

All three were memorable in a great way:

1. First I got away with them. To this day my now long ago ex-wife has no idea they ever happened

2. All three women were married. There is something incredibly powerful about the realization that you are fucking some other man's wife, in effect stealing from him

3. I have not experienced so much as one instant of regret or guilt about having them. I would have eagerly had many more if I could have arranged them.

4. And on a lighter note, the first two gave me their panties as a souvenir.

 

[Floatingalong]

One nighters really are a roll of the dice to see what you're going to get. I've had some great ones where we go, have some fun, and then move on with our lives. Win win all around. I've had some where you actually make a connection and end up giving dating a try or become friends. I've also had some that were terrible in bed, lasted 30 seconds, thought they knew what they were doing but didn't, and others that swore they were in love with me.

My best one was with a guy named Stewart. I was unhappy in my relationship and he was as well and we were at a party with some friends. We went to the store to get some stuff and decided to pull into a parking lot and have some fun before going back. We actually ended up being friends and even taking a shot at dating and we're still pretty good friends to this day.

The worst one for me was this guy I worked with. He had this huge party and lots of drinking games and stuff going on. Him and I hooked up that night and had a great time in bed. The next day I found out he was married and his wife was pregnant and I can understand that to a point but he was saying that him and I should be together and he'd leave her for me. I couldn't leave that one fast enough.

 

[bob53]

I have has several over the years but the most memorable one was in SE Asia.
Went to dinner with people I was working with and a few friends of theirs came along.
Long story short I spent the night with a young lady and neither of us spoke a word of each others spoken language. Totally based on eye contact and body language.
It was a fascinating night being totally in the moment and very aware of all the little stuff that can't be said due to the spoken language barrier.

 

[liqueur]

I have has several over the years but the most memorable one was in SE Asia.
Went to dinner with people I was working with and a few friends of theirs came along.
Long story short I spent the night with a young lady and neither of us spoke a word of each others spoken language. Totally based on eye contact and body language.
It was a fascinating night being totally in the moment and very aware of all the little stuff that can't be said due to the spoken language barrier.

Do you write? Because written carefully, allowing yourself time and space to give plenty of attention to detail and emotion, this good be a truly wonderful short story.. And please let me know if you decide to go there.

 

[sazzyslut69]

One night stands can literally feel like the most exhilarating, filthy experience ever, or they can backfire spectacularly. Luckily I've mainly had the former but the latter is never fun in the morning

 

[liqueur]

One night stands can literally feel like the most exhilarating, filthy experience ever....

I just love how you phrased this

....or they can backfire spectacularly. Luckily I've mainly had the former but the latter is never fun in the morning

I had a friend who used to tell about his experiences in port when he was in the Navy— about waking up in the morning with an aching head and mouth full of rotten cotton, looking at the not-so-beautiful woman next to him, and hearing the clatter of breakfast being made on the other side of the bedroom door... Of wondering "Who is this person, and how did I get here?" And then gathering up his clothes and climbing out the bedroom window.

 

[bob53]

Do you write? Because written carefully, allowing yourself time and space to give plenty of attention to detail and emotion, this good be a truly wonderful short story.. And please let me know if you decide to go there.

I had not really thought about writing it up but I guess it would be an interesting read. I am tempted but it will be at least 6 months before I could even think about devoting the time.
I had a major medical issue back in May and am still recovering. Just trying to get my strength and stamina back to be able to do my normal work. I have been able to do a little work but mostly just phone consultations with my various customers. That does not pay anywhere near what I usually make but I keep them happy for when I am back up to the travel.

Thanks for the suggestion. It was a truly interesting experience that I will never forget. It really keeps you totally in the moment and focused on all the little stuff that is so easy to miss or ignore when there is a common spoken language.

 

[liqueur]

I had not really thought about writing it up but I guess it would be an interesting read. I am tempted but it will be at least 6 months before I could even think about devoting the time.
I had a major medical issue back in May and am still recovering. Just trying to get my strength and stamina back to be able to do my normal work. I have been able to do a little work but mostly just phone consultations with my various customers. That does not pay anywhere near what I usually make but I keep them happy for when I am back up to the travel.

Thanks for the suggestion. It was a truly interesting experience that I will never forget. It really keeps you totally in the moment and focused on all the little stuff that is so easy to miss or ignore when there is a common spoken language.

Cheerio, then. Here's to good healing

 

[Smallchange4]

A great deal of my one nighters occurred over a decade when I worked on and off as a roadie for a number of small venue rock bands. Most if not all of these one offs involved copious amounts of drugs and alcohol. My memories of many of them were mostly based on the fog of the morning after. My recollections of my entire one night stand history suggests that some were fantastically memorable, some were memorably more car crash than sleigh ride however the majority I have to admit were either based on the other persons memory or a case of who know's what happened. All and all a bit of a magical, tragical mystery tour.

 

[mjolnir_1]

Met a woman through a dating site and we would talk every day on the phone and we finally met up one night while I was visiting my son at college.

I was late by a good bit but she said she was going to be late then wound up being early which made things a bit more awkward I guess.

But we had dinner and I still had not checked in so I invited her along and she came up with me. She crashed on the bed and I was clear over on the other side and threw the TV on for her. I had been on the road for hours and my back needed a good stretch.

I knew I was not getting any this date, didn't really want to anyway. I thought she seemed like a nice woman let's take our time and figure this out.

So I just kind of look at her and we start making out a little and must have hit the right spots to kiss because babe takes my hand and shoves it in her panties down her crotch wanting to get off.

I'm all about following directions but this wasn't anywhere close to what I was expecting tonight. So I did what I know and took care of that for her and she's decided she wants to go home now. Left me high and dry no reciprocation no thank you no nothing. I got up washed my hands and face got myself together and took her back to her car. I was annoyed but I'm smarter than that. I was polite and friendly making sure she was okay to drive and proceeded to put her in her car and send her on her way.

In my head I'm thinking no way in hell am I wasting my time with you all the while the smile on my face and calm demeanor just asks her to text me when she got home safely.

She got home safely and I thanked her for a nice evening. Deleted her number after that, blocked it and blocked her from contacting me ever again.

 

[mjolnir_1]

Another backfire from back in the day ...

I was a young airman at my second tech school in Witchita Falls TX, way out in cowboy country when line dancing was all the rage and I couldn't be hating my surroundings more. I was a crew chief and our squadron building was maybe 300 guys to maybe 20 ladies.

I just hung out and played video games most of the time but one of the ladies took a shine to me something bad. Not sure why but hey your young get what you can get. So we meet up a couple of times and sneak out making out and just enjoying company etc.

So one day I notice my name on the CQ board and one of the Female DI's is looking for me since it's under her name. I'm on night shift classes so I sleep in until 10 or 11 am and just keep slipping through the cracks until this one Saturday morning there is a knock on the door. Shit it's a CQ runner. My luck has run out and my ass is done for. So I start chatting him up while I get dressed and walk downstairs. Hey ... Who exactly wants to see me ? DI ? And he is like no. I was like okay, now I'm really nervous. I was like is this person male or female, and he said female. Still had no clue. So get downstairs and look around the corner and holy shit my mouth about hit the floor. Ms Airman ditched her uniform for a crushed red velvet short skirt and matching red velvet shoes with bright fuck me now big man lipstick. All the guys were gawking and she comes and takes my hand and leads me off. In my head I'm thinking about overly covered insects in the wild that birds know not to eat because they taste bad. She proceeds to take me out and head to her room and wants to make out with me but I'm thinking to myself your fun and all but I am not putting out sweetie, I'm still a virgin and I planned on keeping it that way a bit longer. My buddy warned me about her and all I could think about was surprises I didn't want. So in the end had a nice day but she wound up with someone else. She got a shirt of mine as a consolation prize.

 

[littlecordelera]

I've kissed my fair share of frogs and finally learned my lesson. Now, unless I feel a very deep connection with a guy, I no longer do one night stands. In my opinion, quality always beats quantity, and these days I go to great lengths to engender the high level of quality I hope to achieve. It doesn't always work, but it does more often than not, and besides, the constant effort adds a lot of that delicious sexual tension.

 

[soflabbwlvr]

I have had more than my share of one night stands. During my 20s, it was virtually a lifestyle. One memorable event occurred during my senior year of college. My roommate and I were downing pitchers of cheap beer at a Friday happy hour when two women our age joined us. I'll say upfront that they were not beauty queens; rather, they were two hard partying women who had no trouble drinking with the boys and keeping up class for glass. Anyway, we finished off a pitcher of two with them and then invited them back to our house for some herbal refreshments.

At our place we had some beat up furniture, but those two preferred to sit on the floor. I don't know if it was by design, but the sitting arrangements allowed easy and frequent glimpses down their shirts and the back of their jeans. We laughed, played music and smoked a generous amount of our supply with them, but my roommate and I had plans for later that night and didn't need those two accompanying us further. So we invited them to the party we were hosting the following weekend and sent them on their way.

We cut days later they were entirely forgotten. Our party was in full swing, and guess who shows up at the door? Exactly. I let them in, and the blonde immediately attached herself to my arm. The brunette went off in seat h of my roommate.

Well, we drank and smoked and danced, and after an hour or so the blonde and I ended up in my bedroom. We undressed each other and explored each other's bodies. She gave me the best head I had ever experienced in my young lifetime, and I reciprocated by eating her to numerous orgasms, each louder than the previous one. We finally fucked in a variety of positions.

After catching my breath, I got dressed and told her as co-host I should rejoin the party. She could stay as long as she wanted, but I had to fulfill my responsibilities. The party was starting to wind down by that point, so I commenced picking up cups and other garbage. About a half hour later I look up and see the blonde wearing my bathrobe and heading for the keg. She smiled and waved at me, got herself a beer, and went back upstairs.

When the last guest left I returned to my room and found her naked beneath the blankets. I got into bed with her and we fucked until dawn. The next day I got up and showered. She joined me in the shower. I told her I had a great time, but I didn't have any food in the house so I was going to a local restaurant for breakfast. She followed me there, are breakfast with me, and then followed me home. She stayed the next night as well. Finally, on Monday morning I told her I had to go to class, and she needed to go home. She protested, but eventually left. She stopped by every night for the rest of the week, but I didn't let her stay. We smoked, drank and fucked, but I made her leave. After a week she got the hint and stopped coming over.