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138 stories  ·  3 listens

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Unexpected Reunion with High School Classmates
Back when I was in high school, there were 2 young ladies that would make comments about me all the time. Today they would call it bullying. I just would smile and say nothing back. They were both

Posted by a straight man

By jlmmm

Unexpected Reunion at the Grocery Store
About 10 years ago I met a woman on a site . I fucked her 5 times that summer. She loved anal. Never sucked, ever she said that hole was only her husband's. Then she moved. she never said

Posted by a straight man

By jlmmm

Unexpected Connection from Local Chat Room
Back when there was local chat rooms, I started talking with a 40ish old woman. I was 42. The conversation turned sexual. She asked me to come over. I drove to her house. When she came to the door ,

Posted by a straight man

By jlmmm

Flirting and Secrets in the Workplace
I worked for a company that took care of communications in businesses. One very large company was growing and constantly needed our work. I was there almost everyday for 3 years. My contacts in the

Posted by a straight man

By jlmmm

An Unexpected Connection with My Neighbors
I hated living in an apartment. That is until I figured out I had two very beautiful women living next door. The apartments were more like town homes. We all had separate entrances. There also was a

Posted by a straight man

By jlmmm

An Unexpected Friendship Evolves Into More
I've been friends with a young lady for about 15 years. I've always been more of a older brother and at times father figure with her. She's been single for the whole time. She gets her

Posted by a straight man

By jlmmm

Unexpected Connection in the Office After Hours
I have had to work the last few months with a younger woman. I'm in my 60s. She's 42. If I wasn't close to retiring , I would have quit. She has shown zero communications skills. She

Posted by a straight man

By jlmmm

Unexpected Connections at the Festival Committee
I belong to a group that puts on a festival every year. I'm in my 60s. There's two young ladies who have been on the committee with me for a few years. They are both in their mid 30s. One

Posted by a straight man

By jlmmm

A Flirty Reunion at the Art Festival
I'm a 60+ man, I set up at art festivals and vend. There was a young lady in charge of setting up vendors at one. For 8 years I did this event, with her in charge. We would talk, she's

Posted by a straight man

By jlmmm

Unexpected Flirtation at the Gift Store
I owned a gift store with my wife.We had about 12 employees. My wife worked mostly days. I had another business , but would work weekends and a night now and then in an attempt to keep labor costs

Posted by a straight man

By jlmmm

An Unexpected Night Out with My Wife
I went to a stingers party with my wife. She's got a very outgoing personality. Also some huge tits . She also when aroused gets her nipples to turn hard and stick out. A good half an inch.

Posted by a straight man

By jlmmm

Unexpected Connection at the Auction House
I was 45, I answered an ad for a 23 year old . When I got to her house and she opened the door, I smiled. This was a young girl who worked at an auction house that I went to often. We had many times

Posted by a straight man

By jlmmm

An Unexpected Reunion at a Family Celebration
I'm a 62 year old woman. I'm still in decent shape. I have 42DD breasts. I've always known how to use them to my advantage. I was at my daughter's house celebrating my

Posted by a straight woman

By jlmmm

Unexpected Connections at an Apartment Party
I had been living in an apartment with a room mate for about two years. It was a two level unit with bedrooms and bathroom upstairs. We had been good tenants never causing problems and paid our rent

Posted by a straight man

By jlmmm

An Unexpected Family Reunion Turns Intimate
Part 2 As my husband's father stepped into the room. I almost came right there. He looked so much like his son. And after 10 years I missed him even more. The bulge in his pants told me he was

Posted by a straight woman

By jlmmm

An Unexpected Reunion at a Business Trip
I'm a 44 year old woman. I have kept myself in shape, taken care if the things I needed to in life. I can pass for being early. 30's. My breasts are firm and hard. My ass a little flat.

Posted by a straight woman

By jlmmm

An Unexpected Reunion with an Old Friend
I'm a married 56 year old woman. 5'10, 132, 36C breast. I keep myself in shape I have long blonde hair. And don't look my age. My husband 67, he was great in bed. But he had a stroke

Posted by a straight woman

By jlmmm

A Surprising Reunion at the Hotel
I met a woman 25 years ago on line. We had a date. Went back to her house. Made out, lots of touching. She had nice perky tits. A cute ass. We were getting into it, Then she stopped me and said I

Posted by a straight man

By jlmmm

Unexpected Encounters: A Neighborly Connection
I'm in my mid 60's. I've lived next door to a family for about 6 years now. Younger couple with kids. Her mother lives in the lower part of the house. She's attractive , nice

Posted by a straight man

By jlmmm

An Unexpected Connection in the Office
I was doing contract work for a major company. Technically I was self employed , but for two years I never worked anywhere else. My contact that handed out work was a young girl . She was beautiful,

Posted by a straight man

By jlmmm