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What's your biggest ever sexual regret?

  • Thread starterSwingingChris
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Zima said:
Great at least now you'll never have to wonder what you had missed out on and you can think that just maybe she has always had the same feelings about you too
Just had a hour with Libby on our own , yes she was upset I did not kiss her and we had a good play with each other so I have put one of my regrets right
 
I actually have two. First one would be not agreeing to being a blowbang slut for a group of 5-6 guys. Hubby and I had just became swingers around 2003 and one of the guys in the swingers club we were part of wanted me to be their slut at a hunting camp. They would all gather at the camp at various times throughout the year to hunt and play poker. The girl that had been their slut for a few years did not want to do it anymore so they were looking for a new girl to service them. I thought about it long and hard but since we were new to the lifestyle was really nervous.

Second regret was not having my bull’s baby years ago. Was actually pregnant with his baby but had a miscarriage. That wasn’t my fault but still regret not having his baby
 
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Not taking it further when my wife's mother flaunts her massive breasts. On a number of occasions she has deliberately walked topless in front of me after her shower when my wife has been out.
 
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RLyonheart said:
Not taking it further when my wife's mother flaunts her massive breasts. On a number of occasions she has deliberately walked topless in front of me after her shower when my wife has been out.
You'll never know unless you try but I'd at least mention something about it to her and see what her reaction is, you may very well get some nice nipple sucking in with her
 
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come on you horny, use me AD 581072341
boy do I regret this
dumb cuck hubby



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Not swinging and turning my wife into a married white *****. She loves to fuck at our age (60’s). She should be fucking and sucking other guys but is reluctant.
 
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I’m guessing she has regrets not getting to experience hung guys in her luscious pussy instead of my average sized to below average sized cock.
 
Hawkdoctor said:
Not swinging and turning my wife into a married white *****. She loves to fuck at our age (60’s). She should be fucking and sucking other guys but is reluctant.
Yep and I can guarentee there is nothing more exciting then watching someone else fuck your wife
 
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Zima said:
Yep and I can guarentee there is nothing more exciting then watching someone else fuck your wife
My dream fantasy and even better if he is a bbc.
 
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Zima said:
You'll never know unless you try but I'd at least mention something about it to her and see what her reaction is, you may very well get some nice nipple sucking in with her
I have joked with her and she just smiles.
 
RLyonheart said:
I have joked with her and she just smiles.
I’ve encouraged my wife too and get eyes rolling as well. She needs her pussy filled by another guy!
 
RLyonheart said:
Not taking it further when my wife's mother flaunts her massive breasts. On a number of occasions she has deliberately walked topless in front of me after her shower when my wife has been out.
Oh...this just reminds me of my own stupidity!
 
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My wife was regular fucked by two other guys in a 3some what i was not aware of in beginning.
When i met her she became my girlfriend and ofcourse i fucked her.
But ... she did not quit fucking these two other guys and fucked them behind my back.
I confronted her with it and she she was ashamed and did quit it.
So my regret is i accepted her excuse and accepted she did quit fucking them.
I should have encourige her to continou and made a even bigger slut of her.
 
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NLCuck said:
My wife was regular fucked by two other guys in a 3some what i was not aware of in beginning.
When i met her she became my girlfriend and ofcourse i fucked her.
But ... she did not quit fucking these two other guys and fucked them behind my back.
I confronted her with it and she she was ashamed and did quit it.
So my regret is i accepted her excuse and accepted she did quit fucking them.
I should have encourige her to continou and made a even bigger slut of her.
What a pity!
 
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Zima said:
You'll never know unless you try but I'd at least mention something about it to her and see what her reaction is, you may very well get some nice nipple sucking in with her
So I flirted a little and got her to pose a bit.



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RLyonheart said:
So I flirted a little and got her to pose a bit.



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Nice figure with a really cute ass
 
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I have three:
1. My wife was my first. I was 17 and she was a hot 25-year old and we fucked like rabbits. I was obviously not her first, second, third, fourth, fifth, etc. I recall fucking her nine times one day. Just couldn't get enough of her. When we got engaged years later, she asked me if I wanted to fuck someone else so that I'd be sure and not want to fuck someone else when we were married. I thought it was a test, so I said no she was all the woman I need. I should have said, "Well........that's a smart idea."
2. I was newly married and in love with my wife. Back then, I thought I outkicked my coverage getting her. I was working with a beautiful girl just out of college who was a former college cheerleader and was a Miss Pennsylvania contestant. She looked like a Dallas Cowboys cheerleader. We went to lunch together and one day while waiting to go through the drive through, her face was really close to mine. I paused and backed up. Dumb. This same woman invited me to her place on Christmas Eve which wouldn't have been easy to explain why I wasn't home for Christmas Eve, but had I known my marriage would have ended in a divorce......
3. After being married a few years, it seemed like I was always the one initiating sex. Not that she ever said no, but I thought it would be nice if she would initiate it once in a while. So I wanted to see how long she could go without it. It was going on two weeks and she finally said to me, "If you're not going to fuck me, I'll go out and find someone that will." I was so turned on hearing her talk like that I had to fuck her twice right then. I should have held off and had her go out and become the hot slut wife I later wanted so bad.
 
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Zima said:
Yep and I can guarentee there is nothing more exciting then watching someone else fuck your wife
Nothing more exciting in this world. Have watched my wife get fucked, used, and degraded so many times over the years and never gets old
 
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  • #100
Admitting I was bi to an gf at the time who mentioned the neighbors were gay and also saying to me “you have some nice lips. Good dick sucking lips”. I should’ve told her I was bi and seen if it went anywhere with the neighbor couple or a male friend of hers.
 

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