REGRETS

So this is for men or women. Anything you ever regretted like a hot slut u could have fucked but never got the chance.. maybe you were the slut in hs or college and the reputation was not as fun as you thought it would be . I know i have a few from getting a chance to have a hot bsdm session with a sluty friend in college but I had a gf who I thought I was in love with so I passed it up. Also like 2 years into my marriage I found myself in a cuckold relationship but I was young and kinda jealous so I didn't appreciate what I had. Also didn't know what a cuck was lol. I try to get her to talk about it now but says it was a mistake back then and won't say much about it.

So what regrets do any of you have?
 
So this is for men or women. Anything you ever regretted like a hot slut u could have fucked but never got the chance.. maybe you were the slut in hs or college and the reputation was not as fun as you thought it would be . I know i have a few from getting a chance to have a hot bsdm session with a sluty friend in college but I had a gf who I thought I was in love with so I passed it up. Also like 2 years into my marriage I found myself in a cuckold relationship but I was young and kinda jealous so I didn't appreciate what I had. Also didn't know what a cuck was lol. I try to get her to talk about it now but says it was a mistake back then and won't say much about it.

So what regrets do any of you have?

So this is for men or women. Anything you ever regretted like a hot slut u could have fucked but never got the chance.. maybe you were the slut in hs or college and the reputation was not as fun as you thought it would be . I know i have a few from getting a chance to have a hot bsdm session with a sluty friend in college but I had a gf who I thought I was in love with so I passed it up. Also like 2 years into my marriage I found myself in a cuckold relationship but I was young and kinda jealous so I didn't appreciate what I had. Also didn't know what a cuck was lol. I try to get her to talk about it now but says it was a mistake back then and won't say much about it.

So what regrets do any of you have?
This is such a good subject for me because I have lots of regrets. These days any couples in the hotwife/ cuckold lifestyle have it made, you are so lucky.

Back in the 70s, 80s and 90s we didn't have the Internet, hence, no social media. These days, there are so many sites where like minded couples are able to communicate with each other and make arrangements to meet.

Also, we didn't have sex clubs, there were rumours of wife swapping parties, but they were only rumours, Hannah and I never found any.

Despite this, there were plenty of horny men, both married and single, who frequented the pubs and dance halls specifically to seek out women. I know this because my three buddies and myself went out every Sunday night with the same purpose.

Unfortunately, there weren't many women like Hannah. It was difficult finding a woman who was open for a one night stand so, my, conquests were few and far between. Whereas, Hannah was getting fucked whenever she wanted.

My biggest regret is not being able to become involved with Hannah when she was being fucked. Apart from the fact I was too shy to get naked with another man, if Hannah suggested to her date that she would like to take him home for a mfm threesome, he would most likely run a mile.

These days would be oh so different for us. We could talk to like minded couples via social media and meet up for fun. I would love to see Hannah being spit roasted or gangbanged or both. I could easily find a bull or bulls who would be happy to service her.

Hannah has done all of these things so I've really missed out. Even so, there were two occasions when I was lucky enough to watch her getting fucked.
 
I regret marrying my second wife. Before her, I had all the pussy I wanted, married and single. All under 30.
 

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many regrets;

not getting a v yg and v compliant girl that i was fucking during my first marriage to do more than i did. i had her fucked by 12 men, but so wish i had taken her dgging and had more things happen to her

not haing more men use my ex and current wifes. It never is enough

not doing more risky things with my current wife in barrs and hotels....hiring her out maybe? All kinds of ideas that we did not get to do with kid
 
I have a definite, and rather unique regret:

Some years back, on text-based adult BDSM worlds/chat spaces, I met a midwestern housewife in her 40s. Hot talk turned to hot text-based play, turned to phonesex, turned to her being my submissive slave and owning what her pussy did in real life.

She had never had any other cock besides her husband's, and the plan was for me to travel to her to fuck the pussy I owned and be the first new dick ever in her life.

Sadly, back then I didn't have the money or vacation time from a crappy job to get away to do it. Although in hindsight, I probably COULD have if I just really really REALLY tried. Regrets are always like that, you look back and think "I COULD have done that, right?"
 
I have a definite, and rather unique regret:

Some years back, on text-based adult BDSM worlds/chat spaces, I met a midwestern housewife in her 40s. Hot talk turned to hot text-based play, turned to phonesex, turned to her being my submissive slave and owning what her pussy did in real life.

She had never had any other cock besides her husband's, and the plan was for me to travel to her to fuck the pussy I owned and be the first new dick ever in her life.

Sadly, back then I didn't have the money or vacation time from a crappy job to get away to do it. Although in hindsight, I probably COULD have if I just really really REALLY tried. Regrets are always like that, you look back and think "I COULD have done that, right?"
I so agree. Ment many online sluts and even phone sex sluts. If I'd been a lil bolder I'd have had 2 of em for sure
 
Where do I start. I have so many regrets, so many missed opportunities that I didn't recognise at the time or wouldn't consider at the time.
My main regrets are.
As I wrote in my very 1st thread on this site, Sharon. My First Cuckold Experience, I had the chance at the tender age of 18 to get into the sharing and swinging lifestyle but let jealousy and bullshit male issues hold me back.
I watched a friend fuck my girlfriend and I fucked his, but basically because I blew in his girlfriend too early I had to watch him fuck mine, and my god did he fuck her good, I hated it and made sure it never happened again. What an idiot.
Then I was totally unaware of how submissive my 1st wife was until I caught her fucking my friend and then got educated by him about her.
I have wrote about this somewhere but basically I caught them fucking. At first neither of them knew I caught them until I confronted my friend and he educated me about how my wife would do whatever was asked of her and he then colluded with me to prove the point by bringing in other guys to fuck her. She never knew and still doesn't know I caught her and arranged her group fucking session and that I actually watched it.
This particular event started to fuel my eventual turn into this lifestyle but I do regret my initial ignorance of my wife's submissiveness that could've and should've got me into the lifestyle much earlier and then my failure to take real advantage of it after I discovered it. But I did allow my friend to keep fucking her and always knew when it was happening.
 
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I should have kept my relationship with my current wife (pics on here) to vixen/stud.

Backstory, I was newly divorced from my first wife, many years ago. I knew my current wife (2nd) from kids sports for many years. She was married. Then I became single. She started hitting on me....next thing you know she is booking a room for us 1-2 times per month. She called me her "stud". This went on a few years until emotions got the best of both of us....she found out I was banging other chicks. Then wanted me all
For herself.

So, ... here we are many years later married. ....and now I am trying to get her to reverse the roles of me, which she is reluctant. Meaning, I become the stag as she finds her "Stud". However, so far she likes to go to parties and show off and that is all. I am still the "stud" she selects at the end of these parties.
 
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This is such a good subject for me because I have lots of regrets. These days any couples in the hotwife/ cuckold lifestyle have it made, you are so lucky.

Back in the 70s, 80s and 90s we didn't have the Internet, hence, no social media. These days, there are so many sites where like minded couples are able to communicate with each other and make arrangements to meet.

Also, we didn't have sex clubs, there were rumours of wife swapping parties, but they were only rumours, Hannah and I never found any.

Despite this, there were plenty of horny men, both married and single, who frequented the pubs and dance halls specifically to seek out women. I know this because my three buddies and myself went out every Sunday night with the same purpose.

Unfortunately, there weren't many women like Hannah. It was difficult finding a woman who was open for a one night stand so, my, conquests were few and far between. Whereas, Hannah was getting fucked whenever she wanted.

My biggest regret is not being able to become involved with Hannah when she was being fucked. Apart from the fact I was too shy to get naked with another man, if Hannah suggested to her date that she would like to take him home for a mfm threesome, he would most likely run a mile.

These days would be oh so different for us. We could talk to like minded couples via social media and meet up for fun. I would love to see Hannah being spit roasted or gangbanged or both. I could easily find a bull or bulls who would be happy to service her.

Hannah has done all of these things so I've really missed out. Even so, there were two occasions when I was lucky enough to watch her getting fucked.
I have similar thoughts. I came of age in the late 60s and 70s. Things that turn me on today, like cuckolding/wife-sharing and bi-sex were never talked about. I was brought up to reject these activities. I entertained some thoughts of these activities, but never really accepted them let alone pursue their realization. The internet changed all that. I found others with similar desires and exchanged ideas with them. Amateur porn showed me how others enjoyed the desires that I suppressed. I could even meet people in real life through the internet. Unfortunately, I was into the senior portion of my life when the internet appeared. I know that my life would have been so much more satisfying had the internet existed when I was young. This is especially true concerning my first marriage. I was in a cuckold marriage and could not accept it because of my upbringing. Today with alternative lifestyles shown on the internet, I would fully immerse myself in the cuckold/wife-sharing and bi-sex lifestyles.

Another factor is geography. My youngest years were in a medium-sized industrial city. Not much available in terms of alternative lifestyles. Had I lived in a more cosmopolitan area, like I do today (SoCal), sex clubs and swinging would have been more readily available.
 
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Where do I start. I have so many regrets, so many missed opportunities that I didn't recognise at the time or wouldn't consider at the time.
My main regrets are.
As I wrote in my very 1st thread on this site, Sharon. My First Cuckold Experience, I had the chance at the tender age of 18 to get into the sharing and swinging lifestyle but let jealousy and bullshit male issues hold me back.
I watched a friend fuck my girlfriend and I fucked his, but basically because I blew in his girlfriend too early I had to watch him fuck mine, and my god did he fuck her good, I hated it and made sure it never happened again. What an idiot.
Then I was totally unaware of how submissive my 1st wife was until I caught her fucking my friend and then got educated by him about her.
I have wrote about this somewhere but basically I caught them fucking. At first neither of them knew I caught them until I confronted my friend and he educated me about how my wife would do whatever was asked of her and he then colluded with me to prove the point by bringing in other guys to fuck her. She never knew and still doesn't know I caught her and arranged her group fucking session and that I actually watched it.
This particular event started to fuel my eventual turn into this lifestyle but I do regret my initial ignorance of my wife's submissiveness that could've and should've got me into the lifestyle much earlier and then my failure to take real advantage of it after I discovered it. But I did allow my friend to keep fucking her and always knew when it was happening.
My regrets are similar, although not exactly the same. At least you had a friend who educated you about your wife and helped you into the lifestyle. I never had such a friend, to my great regret.
 
Mine is I was too jealous early in my marriage when my wife was wild and ready to all day every day. She was used to going out and guys hitting on her all the time. She always could have her pick of guys!

Now I want her to have a 3 some of fuck someone and she’s hesitant now.
 
There have been a few opportunities in my life that I now know I would regret to the point of cutting my DICK of had I gone thru with it. Luckily I passed on them, and it is still attached. LOLLOL
But perusing these postings over the years, some of you guys must be cockless!! Some of the women I see on here that guys have actually POSTED photos and videos of them having sex with are sickening. I have a hard time they even think about it a second time, much less post something that PROVES they touched the hogs!! LOL

CW
 
My regrets are similar, although not exactly the same. At least you had a friend who educated you about your wife and helped you into the lifestyle. I never had such a friend, to my great regret.
Yes but that friend was originally fucking my wife behind my back and had taken advantage of my wife's inability to resist.
Only when I confronted him did he confess. He helped me out of fear I would tell his wife.
I'd like to know your story and DM me if you'd like a more detailed account of hiw it played out.