Mine is saying no when i could have had a threesome with my neighbour and her bf.
What's your biggest ever sexual regret?
- Thread starter nikopv6
- Start date
Maybe my regret is not doing it more 🙈
My God, how ignorant! It's my greatest desire to have an Asian woman in my bed. Here in Portugal, I can't fulfill that wish.
I didnt start cuckolding much sooner. With my first wife it took 5 years before i start to share her for 7 years. But my second marriage it took 7 months before i start to share her and still till now. I should started right away.
1. I was 20 working a summer job. It was apparent one of the female supervisors had a thing for me. I was dumber than Sheldon Cooper. She would stroke my back, hold my hand absentmindedly, bend over to grab boxes in her tight jeans. She was american/italian and had the tits and ass to go with it. One afternoon after delivering boxes, she says, lets go to Disneyland for the rest of the day. I was a cash poor student and said NO because I thought I would have to pay for both of us.
I wish I could find her today. Even if she were now al old granny, I would ask her for that 2nd chance This was almost 40 years ago.
2. Guy my wife was dating came over to stay with us a few days. Wife was going to indulge me by having sex on the ...... sofa as I pretended to go to bed in the bedroom. Problem is, we had been drinking and I fell asleep while they fucked like crazy.
3. Wife's sister has been and continues to be a bigger slut than my wife. Married the wrong sister!
4. My stepson's ...... i-n l-a-w not too shabby and has flirted with me. She would hug me tight for any excuse such as a New year hug or birthday, etc. One time she came in the room and no one else home. I gave her the cold shoulder. duuuhhh!! And she has 2 lovers besides her oblivous husband!
I wish I could find her today. Even if she were now al old granny, I would ask her for that 2nd chance This was almost 40 years ago.
2. Guy my wife was dating came over to stay with us a few days. Wife was going to indulge me by having sex on the ...... sofa as I pretended to go to bed in the bedroom. Problem is, we had been drinking and I fell asleep while they fucked like crazy.
3. Wife's sister has been and continues to be a bigger slut than my wife. Married the wrong sister!
4. My stepson's ...... i-n l-a-w not too shabby and has flirted with me. She would hug me tight for any excuse such as a New year hug or birthday, etc. One time she came in the room and no one else home. I gave her the cold shoulder. duuuhhh!! And she has 2 lovers besides her oblivous husband!
5. A bi-guy invited me to a circle jerk to take place over lunchtime at a nearby hotel. I had an inquisitive boss/owner at the time and couldnt come up with an excuse to get out of the office for a couple of hours. I was really curious to know what it would feel like to be in a hotel room with a bunch of guys with their cocks out. I think guys were supposed to come and go during their lunch hour so the room may have a lot of concurrence or not.
I also suspect a lot like me on the low down. I had no idea if everyone just takes their pants off while still in their office shirt, or totally nude? I was ready to be nude. Also wasnt sure if it was limited to jerking off whomever you saw needed partner, or was it proper etiquette to suck?
What about anal? Would anyone ask me if they could fuck me in the ass?
So many unanswered questions. I did get to go to 2 ganbangs. I had alot of free time those years until wife moved up. Now its impossible. Good news is that she is a latina hotwife and I get my weekly creampies. I hope our president realizes that latinas are a contribution to the sexual perversions of this country
Mmmm I can’t believe I posted this 🙈
Went to a private spa during the day on vacation and found out it was a clothing optional,but not a lot of people there. We had a couple drinks and decided to get naked and it make us nervous but excited. After we were nude in the pool, there were young men that started coming in until there were 20+ around and in the pool with us! My wife is sweet, religious,43 and built very good with big butt ,big boobs ,tiny waist and long straight blonde hair, she was getting lots of attention. Lots of the guys starting coming up to us offering drinks,very strong,but delicious,and were very nice and felt more relaxed.she got out of the pool and laid nude on a lounger in front of everyone. After a while we went inside and seen tvs playing porno,rooms,no doors,with sex chairs ,swings,and beds,so she wanted to try a chair and I strapped her in since no one was around,got really turned on being naked and having her strapped and spread with so many guys just outside the door,so I started licking and teasing her,playing with her till she was horny, then started having sex with her even though I could see an occasional guy walk by,then before I finished there were about 10 guys in the room watching me fucking her,naked stroking within a foot of us. My wife was smiling,and not minding all the attention,soon we stopped and left,but I regretted just backing up and letting some of the young men take a turn with her
We went for a long walk that ended in a pub beer garden. We met a couple here on a mini break. They quickly turned the conversation to sex. They said the holiday let theyd rented had a huge copper bath with vlaw legs on. My wife popped to the loo at this point. The lady had huge tits and great curves. She took her phone out and showed me nudes of them both before telling me theyre swingers and theyd love us to come join them in the bath. Her bloke had a huge cock. She added when the couples finish she wants my wife. I showed them my wife naked but put my phone away when my wife returned. The lady repeated what she said to me but my wife played it down. I know i couldve convinced my wife if id tried and i will regret this forever.
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