Category: MILF Sex Stories

A couple years ago I was on a business trip and missing my wife. I decided to take a suggestive picture (me in my boxer briefs, clearly with a bulge and just the tip sticking out the top) and send it to my wife. We don’t usually sext but I figured she’d appreciate knowing I was thinking of her.

It was late, I was tired, and barely paying attention. I accidentally sent it to her sister instead of her. I didn’t even realize my mistake until a few minutes later when she responded with a simple “wtf??”

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I know it’s a bit strange, but I have a bit of a kink for seeing my wife get inebriated. Every time we go out, I always encourage her to keep drinking.

Last night, she ordered wine by the bottle at her favorite restaurant, and she probably had about 6 glasses of red. Slowly but surely, her cheeks flushed, her eyes glazed over, and she just sat there staring into space with that dumb, crooked grin on her face. She soon starts getting more loud and vulgar, and she’s hiccuping, burping and spitting all over her words. Eventually, she starts reaching under the table for my groin as she leans into me to steady herself in her chair. She’s whispering dirty thoughts right in my face (and way too loudly), and she just stinks of Cabernet Sauvignon. That’s my queue to take her home.

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My wife is amazing. She gets horny when high and she offered me a blowjob and then got on her knees in front of the couch.

I asked if I could look at porn on my phone while she sucked on my cock and she said of course. A few minutes in she said “look at the stuff you’re afraid to show me you jack off too” (fuuuuck!)

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I was a senior in HS and one my of my classes was business. Their was a program for that class I won’t say the name because it’s well known and it basically furthered your experience in business and leadership. The people in the program get to compete against other students for money and prizes in different states. We flew to another state for competition their was about 12 of us total. We all had got our own hotel room it was really fancy. Skip forward a day later it was time for competition and I placed 3rd. We all headed back to the hotel and my teacher asked me to come to her room so I could read and sign some papers.

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Every summer my Mom plays softball. Every year they had to replace a few players, because one or two ended up pregnant or moved. In the league she played in, each team was all female. Their team members had to come from their own neighborhood. I always went to all of her games mainly because I enjoy watching the women. The Ladies that were on my mom’s team were all married.

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This a true story happened a couple of years back. My wife and I had gone to stay with another couple for the weekend, Chloe and Mark (names changed obviously).

They are long term friends, my wife went to school with Chloe and both couples have been together nearly 10 years. We have spent quite a few weekends with them in the past at our place and theirs, which typically have involved a lot of drinking and hitting the town but nothing more.

This time was no different, we went out for a few drinks early evening, everyone being quite tipsy as we decided to go back to their place for more drinks and a dip in their newly installed hot tub.

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This happened 10 years ago, but I still think about it regularly.

Out of high school I worked at a pizza joint nearby to help pay for school. It was a fun, low stakes gig.

After 6 months at the job, I notice a new employee on most of my shifts. At 33, Kristen is the oldest employee there. She is 5’6” with a rockin, thick body. Her chest was gorgeous and her ass was an hour glass.

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Our relationship started rocky, to say the least. I am in my 40’s, somewhat vanilla, strong-willed and no one’s whore. Ben was 20 years younger, a man of few words and very confident. You would think that combination would be boring, though as time went along, it became bewitchingly enticing. I wear my emotions out in front and on my sleeve and Ben sits back and watches me; watches me squirm and often with a smirk on his face when I have to apologize. I think he loves that passion I have and that I cannot control it. Speaking of control, Ben always had a feeling with most strong, determined women, that they really desire to be controlled because always being in control is tiring. I can attest; it is very tiring.

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