When Sex Is Totally Unexpected

It’s usually the man who makes the first move but every once in a while a woman comes along out of nowhere and wants to get fucked. I’ve mentioned some of these true connections in other stories but here’s a bit more detail.

I’m going to gloss over some of the background to keep this post from getting any longer than it is already. But one of the craziest ones involved a women who was working for me on a late evening project and she asked for a ride home. Her regular ride had come down sick and left early. By the time we got everything put away it was 11 PM. Now I had never had any kind of connection with this gal, who was about 24 and very attractive. So I really wasn’t expecting anything to happen. She directed me on a back road to her house that ran through some cornfields and at one point asked me to pull into dark lane and stop.

That was my first clue that this wasn’t a simple ride home. I proceeded to give the young lass what she was looking for.

Then a month or so later, I was at the same venue where we had a Friday evening VIP party. There I was introduced to a young man who was a bit of a local celebrity along with his 18-year old girlfriend. Who was extremely cute. I briefly talked to her. Nothing flirty or the least bit suggestive.

Then on Saturday my company staged a huge event and I didn’t get back to my motel until about 2 AM the next morning.  Then about 10 AM as I was preparing for the long drive home, the motel room phone rang. It was the cute 18-year-old who said she needed to stop by and talk to me about something. I thought this was a bit strange but also suspected that something might be up.

She arrived about 15 minutes later, came into my room, pulled the drapes shut, put a “Do Not Disturb” tag on the door, closed the door and locked it. She then pushed me onto the bed and fell on top of me.

She had a beautiful head of long blonde hair and as she fell on me all that hair cascaded over my face and head. For whatever reason, it was an incredibly erotic moment, one that I will never forget for as long as I live.

We fucked twice and she wanted to go again but I was wiped out. Saturday had been a super stressful day for me and I only had a few hours sleep. She left and hadn’t been gone for more than a couple of minutes when the phone rang again. It was the cornfield girl who somehow knew where I was staying and she wanted to come and see me.

At that point I had zero interest in any more sex but she insisted, so I finally said ok but I told her she couldn’t stay long as I really had to get on the road.

To make a long story short, once she got there, she would not be denied and I also ended up fucking her twice. I  actually never saw her again but did hookup with the 18-year old a couple more times.

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One of the strangest was my wife and I and two other couples used to get together for dinner after every Redskins home game. We all had season tickets. Some of the other couples invited their friends who also had friends. We ended up with six or seven couples and the steak house we went to put us in a private room.

One of the women was extremely attractive. She and my wife hit it off but I rarely had an opportunity to talk with her. Although she probably caught me eye-fucking her a few times. My wife had flown to Europe to visit family and I was home alone for a couple of weeks.

My doorbell rang and it was the Redskin fan. I told her my wife was out of town, assuming that’s who she came to see. She said she was aware that my wife was gone and that she had stopped by to see if I needed some company. She thought I might be lonely. The lightbulb went on over my head and I realized I was about to get laid.

We had a great hot and heavy session but sadly it was a one-time thing. At subsequent dinner get-togethers she would look at me with a know-it-all grin but nothing was ever mentioned.

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Going way back, I was just out of high school. A bud and I were in a café when this cute girl sat down next to me. I knew who she was but had never spoken to her. I also knew she had a reputation. After some conversation she explained that she was meeting a friend but would be available to meet me the next night. I had no idea that a possible meeting was even on the table but I was all in.

She gave me her address. She told me to drive by at 9 PM and honk my horn twice. Then drive to the next intersection and drive back. I followed her instructions the next night and there she stood, barefoot with a shift style dress. She got in my car and directed me down a country road to an overgrown lane that dead-ended about a quarter mile off the main road. There was an abandoned fire tower there. The dress came off and she was totally naked. No bra and no panties. We fucked and she was obviously quite practiced at it. I did take her out on what might be considered an actual date a week or so later. We ended up at the fire tower for more fucking. But that was it. I figured she was probably fucking all hands and I didn’t need to be a part of that group.

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For a short time I worked as a contract employee as a designer for a company doing a lot of government work. The place had a super-hot receptionist. I tried flirting with her but she gave me the coldest shoulder you could ever imagine. I thought she was a stuck-up bitch and avoided her as much as possible.

One time during a break, I was talking to two fellow employees about a race car I had, and I mentioned that I was renting a garage directly across the street from a well-known landmark and that I was usually there every evening working on my car. The receptionist was within earshot but I didn’t think anything about it or realize she was listening.

About two nights later I’m at the garage and she shows up in short shorts (known as hotpants back then) and a halter top showing off a rocking bod. I was totally shocked to see her but immediately assumed the only reason for her showing up was she wanted to get fucked. I showed her my car but she wasn’t interested. She asked if there was someplace we could go and be alone.

She was a terrific sex partner. She was engaged to be married but was holding out sleeping with her fiancée until they were married. But used me to scratch an itch until she tied the knot. We got together four or five times after that and it was just nonstop sex. Then she got married and no more pussy for me. At least not from her.

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I was at an event out of town and the local promoter had arranged a VIP dinner in a private room at a great restaurant. I was fortunate enough to get invited and lucked out and was seated next to a nationally known spokesmodel who worked for a major company. I had seen her on TV numerous times and also in magazines. She was super good-looking and was only 22. I was 32.

As the dinner wound down she handed me a business card with the name of her motel (same one I was at) and her room number written on it. She told me to be there at 11:30 PM sharp.

She had a roommate who was sound asleep in the adjacent bed. The spokesmodel fucked my brains out and gave me some great tips on the best way to eat pussy. As far as I know the roommate never woke up, although we made no attempt to be quiet. I saw her a number of times after that but it was difficult because she was always travelling. Then I met a gal who became my second wife and I didn’t see the spokesmodel after that.

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I was a newly elected member of the homeowner’s association of a private community where I lived. It was four men and one attractive woman. She had a very pretty face but was slightly overweight. The first time I ever met her was at our first association meeting which was held at one of the men’s home. After business was over we sat around having a few drinks and watching a Dodgers playoff game.

She sat next to me on a sofa and was complaining about how her husband was on tour all the time. He was the leader of a fairly well-known musical group. After quite a bit of conversation she leaned close to me and whispered, “Let’s go someplace and fuck.” I just about crapped my jeans. It was literally the last thing I ever expected to hear from her.

After the meeting broke up, we went to her place and did the deed. The thing that blew my mind was nobody had ever gone down on her and she had never sucked a cock. Her husband was the only man she had ever had sex with and he had serious hangups about oral sex, giving or receiving. It was very obvious that she was quite inexperienced despite the fact that she had been married over ten years.

I fucked her once after that but she was a neighbor and way too close to home, plus she wasn’t that good in the sack. But our hookup was good for her because it gave her a taste of what she had been missing and a few months later she divorced her husband. She had a housewarming party at a new place she bought after the divorce and my wife and I were invited. This was maybe a year after the last time I had seen her. She had trimmed down and had professional hair and makeup. I hardly recognized her. She looked damn good.

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Looking back over these experiences I have to admit that each time it happened, it was quite a shock. I know in today’s world it’s not uncommon for a woman to be the aggressor. Back when all of my experiences happened, it was almost unheard of. And I want to make it clear that none of these women, other than the girl I knew from high school,  were round heel sluts. They were all pretty much normal women who luckily picked me out to give them what they were looking for. Which was a hard cock and some real attention.

And why they picked me is also a mystery. Back in the day I was only 5’8” tall and weighed about 155. Not what every girl’s dreamboat looked like. However, I was considered nice looking. One magazine article described me as “a handsome youngster.”

Personally, I think I probably came across as non-threatening and an ok guy. It can be risky for a woman to approach a stranger for sex. I guess I was viewed as somebody who they were comfortable with.

These are all totally true experiences.

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