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I tried to finger her but the angle was awkward so we kinda laid down. I fingered her for a couple min but before she got off she got up and pushed me back.

She gave me head, which was awesome although I was super hammered and everything is a bit blurry. Before we could go further we got to my house.

She freaked the fuck out the next day and called and made me promise to never tell her son and said it was fun but could never happen again.

I went to bed at 2ish. She came home, showered and went bed at like 3ish. Nothing really happened but she made pancakes in the morning and we never spoke of it.

I slept with the mother of a high school kid I coached. I was only 21 at the time, he was We had gone to the same high school and I was mentoring him, as well as recruiting him to play at the same college as me once he graduated.

I would consider him a friend because I saw a lot of myself in him, and he was mature for his age. He invited me over for a bbq, I stayed for awhile talking to his mother to discuss university plans.

Eventually, the son decided to go to sleep early, he said he was tired from two a day practices. I stayed to talk to his mother, she was very thankful for all I had done and was filling my stomach with food and drinks.

We both got drunk, one thing led to another and she took me up to her bedroom. About 5 minutes into it, I caught a glimpse of a picture hanging above the bed, which was of her son.

As I lost focus from having sex, distracted, I ended up smashing my skull into the headboard of the bed.

It hurt, a lot. I stopped for a moment to realize that I was bleeding all over the place, in a panic, I yelled and asked her where the washroom was.

I ran outside to the hallway naked, I guess the son had heard all the commotion and came outside. We ran into each other right outside the bedroom, locked eyes, sighed and went back into his room.

He stopped talking to me at practices and eventually decommited from my university. I still feel bad to this day.

A mom of a girl from a group of friends. We were in our late twenties. Struck up a convo with a lady there who was also not feeling it.

Then my house. Then I was in bed with a 40 plus lady and it was great. Next morning she thanks me for a great night and makes it clear it was a one nighter and leaves.

Fast forward to a big summer party at the house of the girl I mentioned earlier. Halfway through the night her mom comes home with a few friends to party with us.

Daughter hates her newly divorced moms habits and loses it. She comes at me fists flying, I take a couple weak shots to the face before another girl grabs her and they start a screaming match, about me and her mom fucking.

Like I purposely fucked her mom to embarrass her. Messy night. I left with friends and they all thought it was too funny. I walked away with a great story.

The girl and her mom had a falling out triggered by that night and the daughter moved to Toronto shortly after that with her dad. The mom, now with nothing holding her back, became a cougar on the prowl for a few years and eventually settled down with a cool dude about 15 yrs younger than her.

The daughter and I now message each other once in a while. I kept it a secret for years until he poisoned me. I ended up getting him back by having a cookie made to break the news that I had sex with her.

She asked me to fix her computer as it was being slow. A common occurrence among my friends and family as I was pretty computer savvy back when I was younger.

Opened up Internet Explorer and she had about 11 toolbars and instantly I knew what the problem was. I made a joke about visiting shady porn sites and she just let out a nervous chuckle and we went about the task.

Somewhere along the line I downloaded something to clean the malware and was trying to find her download folder so I opened up a few folders and there it was.

Large thumbnails of her nude. I get curiously aroused and open up a couple and bask in their glory. Suddenly I can feel something strange and glance behind me and there she was.

Like a ninja. Felt like she was there just smiling nervously for hours but it was probably a few seconds. She took a peek into the kitchen from her bedroom door and came back over.

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I lived farthest from the bar area so was dropped off last, besides friends mom who rented the limo. We had been a bit touchy feely even before we were alone but she turned it up a lot.

We opened some champagne and did a toast and she sat next to me and kind of threw her leg over me. We flirted for a bit then bam, we kissed.

We made out for a bit and she straddled me. She got topless and I played with her boobs for a while. I tried to finger her but the angle was awkward so we kinda laid down.

I fingered her for a couple min but before she got off she got up and pushed me back. She gave me head, which was awesome although I was super hammered and everything is a bit blurry.

Before we could go further we got to my house. She freaked the fuck out the next day and called and made me promise to never tell her son and said it was fun but could never happen again.

I went to bed at 2ish. She came home, showered and went bed at like 3ish. Nothing really happened but she made pancakes in the morning and we never spoke of it.

I slept with the mother of a high school kid I coached. I was only 21 at the time, he was We had gone to the same high school and I was mentoring him, as well as recruiting him to play at the same college as me once he graduated.

I would consider him a friend because I saw a lot of myself in him, and he was mature for his age. He invited me over for a bbq, I stayed for awhile talking to his mother to discuss university plans.

Eventually, the son decided to go to sleep early, he said he was tired from two a day practices. I stayed to talk to his mother, she was very thankful for all I had done and was filling my stomach with food and drinks.

We both got drunk, one thing led to another and she took me up to her bedroom. About 5 minutes into it, I caught a glimpse of a picture hanging above the bed, which was of her son.

As I lost focus from having sex, distracted, I ended up smashing my skull into the headboard of the bed. It hurt, a lot. I stopped for a moment to realize that I was bleeding all over the place, in a panic, I yelled and asked her where the washroom was.

I ran outside to the hallway naked, I guess the son had heard all the commotion and came outside. We ran into each other right outside the bedroom, locked eyes, sighed and went back into his room.

He stopped talking to me at practices and eventually decommited from my university. I still feel bad to this day.

A mom of a girl from a group of friends. We were in our late twenties. Struck up a convo with a lady there who was also not feeling it.

Then my house. Then I was in bed with a 40 plus lady and it was great. Next morning she thanks me for a great night and makes it clear it was a one nighter and leaves.

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