Regrets?

Sexual regrets - never having a threesome with two tall hung tops, never had a super thick cock fuck me and never had a bunch of men cum all over my face!

I think you could have stopped at the "tops" part, we get the idea
 
Getting in touch with my “bi/curious”
Side earlier. Before I got married.

I spent years as an OTR truck driver and I’m sure had plenty of chances to be with men. But thought of it as bad. Now I’ve been married 14 years and have 4 kids. That opportunity is gone.
 
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I regret all the times I've been given signs from a woman that I could have sex with her but was too oblivious to realize it until it was too late.

I've certainly missed signs that women were into me. I'm married now and my wife had a much better idea of who her competition were than I ever did.

But who knows how things would have been different? Had I been more aware and ended up married to someone else how would she compare with my wife? Everyone is different and we can often never be sure if the road we didn't take would have worked out better or worse.
 
I'm sure I have many but what is most springing to mind at this moment is loaning money to certain people without collateral, stopping weight lifting for several years and not competing in mma. I hypotheticlly still could but my realistic window of opportunity to be something legitimate in the sport has basically passed by. I'd just be competing to say I did if I went after it at this point.
 
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Threesome with a friend which was his idea. He liked this guy and they'd discussed doing a threesome. I feel a certain way about threesomes when it involves someone that someone really has feelings for. Not everyone can just accept the moment for what it is. I was invited and the guy that my friend was feeling was enjoying me a little too much and ejaculated while I was engaging with him. My friend didn't take this too well because he'd never made this guy cum from oral which is what I'd managed to do. Nothing was said while he was there but once he left I had to put up with my friends nagging and microaggressions. Our friendship suffered as a result. I mean I could have given the guy a subpar blowjob but that's not my style. I worship all cocks that have the benefit of entering my mouth so I did what I do best and made his toes curl and his eyes roll back into the back of his head. He couldn't help it and before I knew it he had a firm grasp on my head and wouldn't let go. My friend stood at the foot looking horrified at what had just occurred. Needless to say that was the end of their burgeoning relationship and it was the end of our friendship.
 
Sadly I have a few regrets, all sex related as I'm 44 now & looking back there were at least 6 different guys I have known throughout my life, all good looking & nice. I've wondered over the years what could have or would have happened if I'd had the confidence to say something. I had a friend that I've mentioned who was a closet case, but he was also fearless which I'm aware doesn't make much sense, although I guess he had a good gaydar & was able to pick up on a guys sexuality. Whenever we hooked up I always knew we were going to hook up, on the occasions if was oblivious he would just come out & asked me for sex or a blowjob.
 
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Sadly I have a few regrets, all sex related as I'm 44 now & looking back there were at least 6 different guys I have known throughout my life, all good looking & nice. I've wondered over the years what could have or would have happened if I'd had the confidence to say something. I had a friend that I've mentioned who was a closet case, but he was also fearless which I'm aware doesn't make much sense, although I guess he had a good gaydar & was able to pick up on a guys sexuality. Whenever we hooked up I always knew we were going to hook up, on the occasions if was oblivious he would just come out & asked me for sex or a blowjob.
Feel same way wish I would been more brave I just to scared
 
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Regrets, I've had a few...

I regret that I've never sucked a cock and, at this point, most likely never will.

I regret that over many years of marriage, I have grown sexually and embraced my kinky side, but my wife has done neither.

What are your regrets?
Not being close enough to you so you could suck my cock and get rid if your regret.
 
I regret not coming out sooner. It was a massive step in my life and I did lose quite a few friends because of it, but if I had came out sooner then I wouldn't have wasted any more time on those people anyway. It also might have meant that I could slut out in my younger years too as I'm much more relationship focused now
 
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That I didn't go to the doctor to have a lump on my lower back checked after I picked up a very heavy log and trudged it over to the truck and threw it in the bed. That's when I first blew the disc. I didn't feel pain, just a weird sensation that developed into a third "funny bone". Three years later I was having emergency back surgery just hours aways from a life of wearing diapers to my grave. My right leg had already gone dead for a couple months before the surgery.

My life has never been the same. I should have just gone to the fucking doctor......
 
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That I didn't go to the doctor to have a lump on my lower back checked after I picked up a very heavy log and trudged it over to the truck and threw it in the bed. That's when I first blew the disc. I didn't feel pain, just a weird sensation that developed into a third "funny bone". Three years later I was having emergency back surgery just hours aways from a life of wearing diapers to my grave. My right leg had already gone dead for a couple months before the surgery.

My life has never been the same. I should have just gone to the fucking doctor......
So sorry here this I have back problems it painful things wish you best on things .
 
Sometimes I begin starting sex and becoming very active.. all I could think of was sex ..sex and more sex .. find someone to fuck me and when was. Going to do it and how often..

I think if I wasn’t such a sex addict I probably would have done other stuff
 
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I have had a few regrets, but they're all in the past, and dwelling is unproductive.

I wish I hadn't stuck to labels before I was 19. Being straight was drilled into me from the get go. It took a tryst with another guy in college to make me realize how fluid sexual orientation can be.

I made the same mistake twice marrying women. The first one did not care for sex. The second cared too much and had more sex than I did.

My final regret is that when it was first introduced someone offered me 100 Bitcoin for $100. I didn't feel like gambling at the time.
 
Back in 80s, homophobia was rampant as was the stigma of AIDS. So never explored my male curiosity side. Want to try sucking dick, even asked two of my closest friends, but they politely turned me down, too straight really, the whole “if you were a girl, we’d be married” bit. My self, happily married to a woman with 2 wonderful kids, but spouse not interested in sex. I married the first girl I had a long term relationship with. She had multiple relationships so feels sex isn’t that important. Well, she got the good catch. I was too young to know how to speak up for myself, always putting other people’s needs before my own, then resenting that I didn’t get what I want when I asked, at least that way my perception. Now at 50, the past few years have been truly enlightening as I stumbled onto the spiritual path. So I am better now, following Buddhism principles. But it is hard to let go of the craving for sucking a dick… 😂 I say to myself if I can just do it once, to some hot young guy I fantasized about in the past, the jock who just needed some help to get off, I think I could be a lot more satisfied. Truly something off the bucket list. I dunno… missed chances, window is closing. Regret….