Unexpected one night stand

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?
I loved my time there. I used to hang out at the Harbour Lights bar just opposite Young Island and Friday/Saturday nights were after spent at the nearby Aquatic Club.
 
In my early twenties I was heavily into bicycle touring. I'd even ride to work. There was a woman I was very attracted to, ten or twelve years older than me and she and her husband were interested in getting bikes and being more active, perhaps doing some local tours. So she sked me if I would assist her and her husband in purchsing a couple of good bikes.
Afterward, they did some local riding and both of them dropped some weight and they were very happy. I invited them to a local tour and they accepted, but insisted that after the tour I go back to their place for dinner. As a thank you.
We went and they had a good time, though we didn't ride together, and I went back to their place. We showered and I changed into some loose clothing and we had a nice dinner. Afterward he suggested we watch a VHS movie they had rented.
We were only ten minutes into it when he suddenly got up, claimed to be tired and went to bed. After just a few minutes she moved over on the couch and laid her head on my thigh, looking up at me. She lifted her blouse and revealed her breasts with a sly smile.
We had incredibly vigorous couch sex and there's no way the husband wasn't aware, as she was anything but quiet. No condoms, she'd had her tubes tied after their two children were born, who were at their grandparents. She kissed me goodnght and told me it was a one-time thing.
The next day at work it was busines as usual with the exception of her sexy smile.
 
The two one-nighters I had were the two times I had sex with zero emotion, affection, or love for the woman. It was just sex for both of us. And neither was good for me.

But I'll tell you a story.
There was a girl who was on the fringe of my close male friend group. Let's call her Mary. The four of us guys always lusted after her, but she had this monster boyfriend in her hometown. Nobody wanted to cross him. But she would come to every party and card game and was funny as well as pretty. For more than two years that was how it was.

Then one day we were planning how a group of us would get from campus to a party at the house of my former girlfriend. Mary was going with me and the guys. Here's the unexpected part. But before we left, she told me she wasn't going out with the monster any more. We kissed most of the rest of that night. And close to fifty years later, we're still kissing.
 
I had stepped outside our office holiday party and was chatting with a colleague who I had just met. I told him that I was engaged, and a female voice came from behind me, "Oh, thats too bad." We talked and funnily enough it was a travel agent who I had actually emailed with for trips. Hour later we were naked in her apartment. I drove home the next morning across Houston with one contact lens, it was in a glass and I could not find the other. Not sure when I took them out.
 
The two one-nighters I had were the two times I had sex with zero emotion, affection, or love for the woman. It was just sex for both of us. And neither was good for me.

But I'll tell you a story.
There was a girl who was on the fringe of my close male friend group. Let's call her Mary. The four of us guys always lusted after her, but she had this monster boyfriend in her hometown. Nobody wanted to cross him. But she would come to every party and card game and was funny as well as pretty. For more than two years that was how it was.

Then one day we were planning how a group of us would get from campus to a party at the house of my former girlfriend. Mary was going with me and the guys. Here's the unexpected part. But before we left, she told me she wasn't going out with the monster any more. We kissed most of the rest of that night. And close to fifty years later, we're still kissing.
What? I hope you got into her pants during all that kissing.
 
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.
@DoctorHelen thanks is for sharing this painful experience. Another stark reminder that men have to be patient. No wonderful beautiful wife and lady like you are Leary and weary of these young men. I am glad you’ve found good lovers again including your ex husband again.
 
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