A story from our late 20’s. My girlfriend is very distraught after a long phonecall about work. Someone badly messed up and Lina had to mend some broken relations. Seeing her sulking and brooding, I suggest we have lunch in a cosy little lunchroom nearby.

She accepts with some hesitation but at least appreciates my concern.

The lunchroom is nice and quiet. The waitress comes to take our order and spontaneously calls us "such a nice couple".

My girlfriend’s cheeks flush with a sudden warmth, and she quickly turns and looks at the waitress. She tries to give off a friendly smile but it comes off more like a quick, embarrassed look. "Oh! Thank you...", she stammers, visibly unsure of how to

It's a beautiful ceremony, the marriage of my co-worker Brian and his girlfriend Julia. We're in the late 1980's before mobile phones became normal. I'm sitting towards the back of the wedding hall, next to a woman I don't know. This wedding is a three phase event. After the ceremony the bride and groom will dine with close friends and relatives. In the evening there will be a party including a less select group of guests. Some of the people around us, seated towards the back, will go home after this ceremony, some will take care of their own meal and rejoin the festivities later in the party hall. The woman next to me and I both belong to the latter category.

Since it's a long drive home

Part1: https://www.reddit.com/r/sexstories/s/Heardq4th3

Having dinner

The warm evening breeze cools me down as the sun sets over the parking lot where Hadley and I agreed to meet tonight. Hadley, an old classmate from ten years ago, and I ran into each other earlier in the day just before my appointment at a clinic. We had a pleasant albeit short encounter and agreed on a dinner date tonight to catch up. Long ago, she had a crush on me and only when it was too late, did I realise my budding but not yet bloomed feelings for her.

The atmosphere between us now, ten years having passed, is filled with a feeling of tension and anticip

Leisurely browsing, looking around the department store I enter one of the elevators when I hear my name being called behind me. I look around to discover, to my great surprise, it's Hadley, an old high-school classmate I haven't seen for some ten years. She waves and squeezes her way through the crowd of customers, “how nice to see you, imagine running into you after such a long time, how are you?”. She looks positively radiant.

I remember how she had a crush on me, with me too inexperienced and dense to even notice, let alone reciprocate. “Do you have time for a cup of coffee?” Hadley asks, “I'd love to talk and catch up”

In the store’s coffee corner on the top floor we find an empty ta

Many years ago.

On my regular Monday morning 10-km walk before starting the WFH day, I quietly walk along in the park, holding a water bottle in my hand. It's already getting warm this early. A runner dressed in a tight-fitting striped running set comes up from behind me, grabs the water bottle from my hand in passing, drinks without stopping and splashes some water in her face, then tosses the bottle onto the grass next to the path. When I reach the empty bottle, I pick it up, store it away and wave at the runner, now across the field, continuing her excercise run.

This routine, on Monday and Friday mornings, gradually developed over the past months. It started when, on my usual quiet wa

After graduating from high school, in the summer holiday before starting university, just before turning 19, I manage to squeeze in a short sightseeing holiday. This consists of a Monday to Friday bustrip visiting several historical sites and cities in southern Germany. We leave early Monday morning and it turns out almost all passengers are elderly couples. The only singles on this trip are myself and a woman about twice my age so I prepare for a quiet, educational week.

The luxury bus has double seating on both sides of the aisle, the trip is fully booked and all couples sit together so the single woman and I end up sitting next to each other. She introduces herself as Kimberly, usually

Returning to my hotel room, I feel slightly tired. The 50th wedding anniversary of my parents was a pleasant gathering of family and old acquaintances. The buffet was excellent, followed by a party that lasted most of the evening. Some relatives and close friends are staying the night in the hotel.

I'm in the elevator together with the twin daughters of a good friend of my mothers. Last time I saw them they were mere girls who now, in their late 20’s, have grown into gorgeous mature women, still as totally indistinguishable identical twins as when they were younger. We already talked during the party and both Annabelle and Savannah told me, as always was their habit, to simply call them ‘An

“Excuse me sir,” I wake up from the cleaning lady softly tapping my shoulder, “will you please wake up, sir?”. I look around me and realise I'm waking up in the train travelling from work to my home, the only passenger left, in a dimly lit train carriage that's not moving. There's no one here but myself and this cleaning lady. “What happened, what am I doing here?”.

“Well sir, I don't know what happened, but you're sleeping in a train carriage that's parked for the night in a rail yard. You should have woken up at the last station, and the conductor should have made sure this train was empty. I'm supposed to clean, not to babysit lost and found passengers”. In her blunt briefness she tells

The doorbell rings. It's early in the morning when my co-worker Hazel picks me up. She's from a different department and it was no more than a coincidence we had to visit a seminar some weeks ago. Apparently we did something right so now we have to visit a similar event, this one spanning two days which means an overnight stay in a hotel. Hazel picked up a company car and greets me with a hug and a shy smile, "ready to go? No second thoughts?". I can understand her apprehension. Hazel is almost ten years older than me, recently divorced, very shy and unobtrusive. Last time she was rather flirty but neither me nor my girlfriend had any problem with that; on the contrary. As far as we are conc

The doorbell rings. It's early in the morning when my co-worker Hazel picks me up. She's from a different department and it was no more than a coincidence we had to visit a seminar some weeks ago. Apparently we did something right so now we have to visit a similar event, this one spanning two days which means an overnight stay in a hotel. Hazel picked up a company car and greets me with a hug and a shy smile, "ready to go? No second thoughts?". I can understand her apprehension. Hazel is almost ten years older than me, recently divorced, very shy and unobtrusive. Last time she was rather flirty but neither me nor my girlfriend had any problem with that; on the contrary. As far as we are conc

Part 1: https://www.reddit.com/r/sexstories/s/WhAMkg2vH4

Jennifer, a co-worker from a different department at my office, looks at me with a radiant smile. It's Sunday morning, she's wide awake and decided to wake me up with a surprise. In part 1 and 2 she and I came from a Friday night party at the office and due to bad weather and some silly behaviour she got stranded at my place. Yesterday we spent most of the day getting to know each other better after discovering we both harboured a crush for each other.

Today we plan to go to the nearby History Museum. She's no longer stranded since train services have resumed but asked to stay over the weekend. We both slept like a log until Jennifer

A story from our late 20's. My coworker Hazel (F, mid/late 30's) and I(M) have to go to a seminar for work. We're from different departments so we don't work together every day. I know that Hazel is recently divorced and very shy. Due to a planning mistake we have to travel together in a company car with which she picks me up from home in the early morning. We say goodbye to my girlfriend and drive off. My girlfriend met Hazel recently at a company social which included partners. When I introduced my girlfriend to Hazel they exchanged a few words and we didn't see much of her the rest of that event. My girlfriend later remarked that she got the impression Hazel might have been a little flirt

Part 1: https://www.reddit.com/r/sexstories/s/WhAMkg2vH4

Jennifer, a co-worker from a different department at my office, and I are having lunch in my kitchen. We have just enjoyed a somewhat odd but very pleasant sexy Saturday morning. Due to heavy snow, train services have been suspended and Jennifer can't travel home, although for now she doesn't want to anyway. It's still snowing outside but less than earlier in the day.

As recounted in part one, she got stranded here because she has a crush on me and, in a somewhat intoxicated state, decided to act on it in a very silly, awkward way. Her odd, kinky behaviour reminded me of my first longtime girlfriend who also liked to pull crazy, kink

The woman sitting next to me on the train dozes off. Its late in the evening and we had a dinner party at work. A group of co-workers went home travelling part of the way together and we're the last two remaining on this train. I have to go to the final stop on this line and Jennifer, a co-worker from a different department I only knew from a distance before tonight, told me she's going to see a guy she's been having a crush on since quite a while. In her slightly intoxicated condition she decided to go to him tonight and declare her crush to him. He doesn't know she's coming but she's convinced he will respond well to her action. She would never dare do this when sober but somehow got it in

A story from a couple of years ago.

"I think we're getting somewhere", Jason (M early 60's) smiles at me (M late 50's) and his wife Sonja (F late 50's) nods in agreement. "We both like you so far. The lunch appointment went fine, all technicalities like STI/STD tests are fully OK and we seem to agree on boundaries and sexual preferences". I met Jason and Sonja through mutual friends. They're looking for an extra male to spice up their sexlife and some friends thought we might make a good match. I still have my reservations, but I'm always ready to try something new.

Jason continues: "As far as the 'dressed' part goes we all seem to be on the same page. I feel fine with making the next ste