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What's the hottest thing you should regret but don't?

I was in the house of a couple that we are great friends with. They were out of town and I needed to borrow something. He gave me code to get in the garage. So, having a huge panty fetish, I went and looked in her panty drawer. I spent about 30 minutes stroking with many different pairs of her panties. Even one pair that was on the bathroom floor. I came all over her bathroom counter, but I placed some of my cum in a pair of her white sexy panties. Every time we are with them, Iā€™m always wondering if she has those panties on.
 
I was a basketball star in th early 80's (no 3 point line then) and I made the mistake of helping a beautiful
woman fix an electric fence charger, well that wasn't all I fixed while I was at her house and she had the wettest
solid blonde whohaa I ever played with and or made love to. When I got to her house she had on a miniskirt
and nooooo panties, that only took about 10 minutes for me to get a noticeable boner of which she helped herself and
this went on for 3 years.She was my coaches wife..... yikes never told anyone EVER!
 
WendyTrilby said:
Summer before going off to college, my boyfriend Marty and I spent the night together at his friend Brendan's house. Brendan's family was out of town, so we were in his sister's bedroom. Brendan and his GF were in his parents' room. My BF had to leave super early as his family came to pick him up for a road trip to Maine. When they left, I got in the shower. Brendan came into the bathroom to pee. I was horny and opened the shower curtain so he could watch me lather up. When I started to clean my kitty, he got into the shower and did me violently from behind. I came hard. We dried off, no words. Brendan returned to the bed with his sleeping GF, and I went home.

I don't like cheating, but Goddamn, that was an amazing fuck. Fast, furious, and very wet. I don't regret it and often replay it in my mind. Brendan and I never spoke of it and never tried it again.
Click to expand...
So is Marty the guy you're currently with?
 
When I was living with my girlfriend's family, her sister would leave her dirty thong on the floor of the bathroom. I helped myself to many sniffs and jerkoff sessions with them. I think she did that to me on purpose. Now, that I'm older and have had a chance to reflect on things. She clearly had a crush on me. Oooh, what could have been. I often have fantasies about those sisters and me.
 
Oooh, the story above me from JordanJack just brought back an old memory.

When I was a college freshman, I could not go home for Thanksgiving, so I went to my roommate's house, which was near our college. I brought a basket of my dirty clothes to take advantage of the free laundry opportunity. I left the basket on top of the washing machine as it was in use. When I returned, I saw her dad in the laundry room sniffing my soiled panties. This was post-dinner, post-wine.

Now without a doubt, he was a totally Zaddy (zat dad I want to fuck) and seeing him inhale my wet scent caused me to soil the thong I was wearing.

I stepped back, made some noise to let him know I was there and then entered. He quickly unloaded the washer and then offered to help me load it. I then mentioned I wanted to wash the panties I was wearing. Since I was wearing a short skirt, so it was a simple move to reach under my skirt and pull down my panties. Needless to say, he was flustered but tried to be the cool dad and play it off like this happened all the time.

With him watching I took a deep inhale of my panties and held them over the top loading washer, about to drop them in the wash. But instead of dropping them in the water, put the soiled panties up to his face and let him inhale. I have no idea why, but at that age I liked to torment men. Especially older men.

After inhaling the panties, he reluctantly tossed them in the washer. As I walked out of the laundry room, I bent over to pick up some dryer sheets, making sure he got a glimpse of my bare ass.

He returned to the family room a while later and had so much trouble making eye contact with me. I admit I did contemplate at least giving him a handjob in the laundry room, but at that age I was more of a tease than a troublemaker.
 
WendyTrilby said:
Oooh, the story above me from JordanJack just brought back an old memory.

When I was a college freshman, I could not go home for Thanksgiving, so I went to my roommate's house, which was near our college. I brought a basket of my dirty clothes to take advantage of the free laundry opportunity. I left the basket on top of the washing machine as it was in use. When I returned, I saw her dad in the laundry room sniffing my soiled panties. This was post-dinner, post-wine.

Now without a doubt, he was a totally Zaddy (zat dad I want to fuck) and seeing him inhale my wet scent caused me to soil the thong I was wearing.

I stepped back, made some noise to let him know I was there and then entered. He quickly unloaded the washer and then offered to help me load it. I then mentioned I wanted to wash the panties I was wearing. Since I was wearing a short skirt, so it was a simple move to reach under my skirt and pull down my panties. Needless to say, he was flustered but tried to be the cool dad and play it off like this happened all the time.

With him watching I took a deep inhale of my panties and held them over the top loading washer, about to drop them in the wash. But instead of dropping them in the water, put the soiled panties up to his face and let him inhale. I have no idea why, but at that age I liked to torment men. Especially older men.

After inhaling the panties, he reluctantly tossed them in the washer. As I walked out of the laundry room, I bent over to pick up some dryer sheets, making sure he got a glimpse of my bare ass.

He returned to the family room a while later and had so much trouble making eye contact with me. I admit I did contemplate at least giving him a handjob in the laundry room, but at that age I was more of a tease than a troublemaker.
Click to expand...
Holy fuck that was hot! Thanks for the stiff rod now tenting my shorts :)
 
Got hot and heavy with my wifes sister to the point we ended up naked in bed together before we both realised what we were going to do and pulled ourselves away from that precipice.

We are still on great terms, she has kids as well and is happy. It's not something we have ever brought up in conversation or want to and its been 12 odd years now.

I don't regret a single moment of it....had we gone all the way though, who knows.
 
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