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When I (31M) was 22, I was the young stud for a married woman (55) - and I still think about it.. often.
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To be quite honest with you, it was the best summer of my life. At least, the most fun. I was coaching a youth baseball team, traveling with them on the weekends. This lead me to staying out late with some of the parents on our trips, having drinks, shooting the breeze, that kind of thing.

It got to the point where a few of the parents would still call me on our off weekends to go out. I guess novelty of buying Coach a drink, and feeling like you may be earning your kid some extra play time was somewhat in play.

On one such night, I was at our local watering hole with two of the dads from the team. We were watching games, talking about how well Timmy played last week. We had probably had a few too many, and karaoke was being treated like our lives were on the line.

One of the dads turns to me and says he will be back. He gestures towards a booth at the far corner, and tells me he’s taking one of those ladies home tonight. I laugh, as he usually talked like this but then only stayed out beside me on a barstool. But this time was different. He scooped up his drink and off he went.

I finished my drink and before I pay my tab, I see him motioning for me to come over and join them. Oh, what the hell? I make my way over to the group in the corner.

I notice that the booth is made up of 3 women, and the dad from my team. He is on one side of the booth with his arm around one of the women, with the other two ladies sitting across from them. I pull a chair up to the end of the table.

I am immediately introduced as coach of his son’s baseball team. And that is met with “how old are you?!” “You don’t look old enough to be a coach!” type of comments. We share some pleasantries and laughs, and the woman seated nearest me announces she has to get home. She picks up her coat, drains her glass, allows the customary ‘nice to meet you both,’ and off into the night she goes.

I see that we may be here a while yet, so I occupy the recently vacated seat in the booth. It is only now that I get a good look at my booth mate. Wow. I do a double take and try to play it off.

We enjoy a few more drinks, before my parent-friend and his lady say they’re also going to be leaving. Look at him. He did it.

I have been enjoying conversation with my new friend, and elect to stay. I make the move to sit across from her and she puts her hand on my leg under the table. Maybe I’ll just stay right here.

At first, it was an ‘oh, you!’ playful kind of touch. But she lingered. The next thing I know, her hand is easing its way up my thigh, working towards the inside of my legs. I can feel my pants start to tighten.

Now I’m not the smartest man there ever was, but I know enough to know when to make my move. I get up and extend my hand, she takes it.

We head outside, and on our way out the door she says “I think I have had too much to drink. Do you mind to drive me home?” Of course. I open her passenger door and help her in, and then I climb into the driver side. She takes my phone and puts her address into the GPS system. “Just in case I miss a turn.”

We start to make the 15 minute drive to her house, when she puts her hand back on my leg. I look at her, and she smiles coyly at me. She subtly bites her lip, and undoes my belt. The next thing I know her head is in my lap, my cock in her mouth.

I can’t make it to her house fast enough. I need her. I tell her, and she raises up long enough to tell me that we can go to her office instead, it’s right down the road. I know where the building is, so I change course.

She slides her key into the door, and we go in. She works in a hospital and her office is on the top floor. We sneak along the hallway into the stairwell. She starts to tease me behind the closed doors. Flashing me, playful dancing with her thumbs in her waistline.

We finally make it to her office and she opens up the door. She quickly locks the door and hurriedly closes the blinds to her glass windows that look into the hallway as she makes her way to her desk. She tells me to sit down on the desk, and I do as she asks while she takes her top off.

She drops to her knees and proceeds to pick up right where she left off. Only now, she’s much more enthusiastic. She’s making noises, talking to me.

I switch places with her and take care of her before inserting myself. We passionately fuck for the next hour or so. I pounded her on her desk. She rode me while I sat in her chair. I had her against the wall.

When it was over, we drove back to get my car at the bar. I have her my number and assumed I wouldn’t hear from her, essentially ending our courtship in a night of fireworks. And I would have been fine with that.

A week goes by and I get a text from a number I don’t recognize. I open it up, and it is a naked picture of her. A two word text attached - “you free?”

We have another afternoon all to ourselves, this time I did make it over to her house. But she led me in through the back. I thought that was odd. Until I saw her nightstand and dresser, covered in family photos. I ask if she is recently divorced and she tells me ‘not yet.’ She describes how she has been living in a dead bedroom, passion and intensity had been missing for years.

That wasn’t the only thing I saw in those photos though. A girl I knew from high school. Well, sort of. She was a senior when I was a freshman. So if you’re doing the math, her daughter was older than me, the man she had just called over to her house for a bootycall, by 3 years. I was young and full of cum, so none of this made any difference to me. It added to it, if anything.

That was my only trip to her house. But it was far from the last time we got together.

She would call me on a random night, ask me to go to the bar with her. We would have a few drinks, drive to a secluded spot and fuck in one of our vehicles. She would call me to meet her at the movies, and she would blow me in the back row.

My favorite came a little later. Her husband had a boat. A boat that he had not used in some time. She asked if I had a license, I did and told her such. That started a week of making our own entertainment on the open water. The first time I met her to go on the boat, it was like something from a movie. I had just cracked a beer and sat down in the captains chair when she says to me, “oh no, it looks like I left my bathing suit at home.” Talk about setting the mood.

This has been going on 9 years ago now. But it is still my favorite scenario when it is time to release a lot of built up tension. If you’re reading this, D, safe to say you left an impression.

Thanks for reading.

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3 weeks ago