Sexual Regrets: Do you have any?

SensualAlchemy

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They say - "Life is short". Yet we live with regrets in our day to day lives. I wonder if Litizens have any sexual regrets.

a. Have you regretted not exploring something?

b. Have you regretted doing something?

Feel free to share..

I will start with mine.

I have only had sex once in my 39 years of life on earth:(. Yes, I feel embarrassed sometimes.I stayed committed to a long distance relationship which did not go anywhere.

My regret is not letting myself explore the joy of physical intimacy more. I chose to "wait" for my twinflame/soulmate. I should not have had a very traditional outlook to intimacy. Also I should not have been such a overthinker.

So what is yours?
 
a. Not really. I chose to wait (I mean, comparatively speaking, I was 22), and knowing me, especially the younger version of me, it was probably the right choice, emotionally.

b. I've done a good amount since my younger days, which helps balance out the missed opportunities from the past. And no, not regretted any of it. I feel fortunate to have met some very kind people in my life.
 
Oh l have a few sexual regrets, my first time to get personal with a girl ended up at the local football pitch.
After well me on top and shaking my body, I lost my key in the grass.
 
They say - "Life is short". Yet we live with regrets in our day to day lives. I wonder if Litizens have any sexual regrets.

a. Have you regretted not exploring something?

b. Have you regretted doing something?

Feel free to share..

I will start with mine.

I have only had sex once in my 39 years of life on earth:(. Yes, I feel embarrassed sometimes.I stayed committed to a long distance relationship which did not go anywhere.

My regret is not letting myself explore the joy of physical intimacy more. I chose to "wait" for my twinflame/soulmate. I should not have had a very traditional outlook to intimacy. Also I should not have been such a overthinker.

So what is yours?
a. not having sex with a Pygmy or an exceptionally tall woman.
b. regretted being taught by a Detroit prostitute how to have sex.
c. regretted having to allow myself to learn about the pleasures of sex, through incestual couplings with my sibs
 
a. Not really. I chose to wait (I mean, comparatively speaking, I was 22), and knowing me, especially the younger version of me, it was probably the right choice, emotionally.

b. I've done a good amount since my younger days, which helps balance out the missed opportunities from the past. And no, not regretted any of it. I feel fortunate to have met some very kind people in my life.
Thanks for sharing, fletchx.

I really like your take on this subject. This line is the most admirable - "I feel fortunate to have met some very kind people in my life."
 
I have a handful of women I regret *not* being intimate with, or not being more intimate with. It's a shame, but life goes on.

I have some regrets with some of the women I've been physically involved with, but at the end of the day it doesn't affect me in the slightest. I occasionally think, "oh, that was dumb", but that's the extent.
 
I have more than one sexual regret and they are all around missed opportunities. With 20-20 hindsight, I missed the signs or was too shy to go for it. Ah to have the knowledge and experience of a lifetime back when I was 20.
Thanks for sharing, Stargazer. That is exactly what I suffered from when I was growing up. Not the dearth of opportunities but was too shy to go for it. I was trying to be the traditional "good boy".:unsure:
 
Yes, but only over things I’ve done, not things I haven’t.

If it wasn’t right for me at the time I’m not going to regret passing on anything.
 
I try to not regret things, as everything that has happened in life has made us the people we are. It might be that doing something or not doing something meant that something good didn't happen. If that makes sense.

However, with 20-20 hindsight; a friend gave me a lift back to Poly, having said that she didn't want to go home to her nursing accomodation and be alone. Super-naive me got her to drop me off near my place and went home alone. I had a real crush on her but didn't believe that she could be interested in me. Always been a missed opportunity in my mind.

My (now deceased) ex sister-in-law and I had a very flirty relationship, on several occasions she made it very clear that sex was available. I don't really regret turing her down, as I know that she would have told my ex wife, but I sometimes wonder how good she was in bed.

As to things I wish I hadn't done;
I met up with a woman that I had been chatting to online. TBH I didn't really feel the spark but she was really, really up for sex. So we went back to my place and she stayed the night, before I drove her home the next day. Over the next few months she would text me stating that she was feeling horny but, coward that I am, I didn't reply. I should have been far more honest and at least replied saying that I didn't feel that I should.

I was going out with a woman, but it had become more of a FWB relationship as we never seemed to go out - just spend our time together in bed. She arranged a weekend away for a weekend that I had already told her I was busy with my son - he had bought tickets for a rock festival. Basically we argued and broke up by text, she then wouldn't answer my calls, I'm sure I could have handled this better.
 
I regret not taking a woman friend of mine up on an offer for sex because I thought she was too drunk to remember anything......
 
Almost twenty years ago purely by chance I discovered my attraction to transgender women and my desire to be a bottom. It took me more than a decade to come to terms with those desires and finally act on them. I really regret not pushing myself sooner. Of course if I had I would probably not be with my girlfriend so I guess it worked out for the best.
 
I went through a rough break up in college and was swimming in self doubt. An older girl in our circle of friends took the matter into her hands and flat out seduced me on her sofa after a party. A week later I was knocking on her apartment door, and we barely made it inside before we were copulating on the floor, all while her roommate kept asking if she was "ok" because she was being very vocal.
We stayed friends but lost touch when I moved away. I know it was mercy, but it shook me out of my 'feeling sorry for myself' fog. I don't think she expected more, but I still regret never thanking her, even though we both scratched the itch.
 
I got married and I have children. Since a couple of years I dicovered that I like to be a slave, to be a sissy and I like to suck cocks. My wife is disgusted about slavery and BDSM. So I never (openly) do such tings.
Sometimes, I dream that I had dicovered that before. Maybe I would be a sissy obeying to a master or a mistress right now, doing whatever he or she wants, even prostitute...
 
a. not having sex with a Pygmy or an exceptionally tall woman.
b. regretted being taught by a Detroit prostitute how to have sex.
c. regretted having to allow myself to learn about the pleasures of sex, through incestual couplings with my sibs
Thanks for the courage to share your regrets, oneblueeye..
Quite an eyeopener. Life is so fleeting and the things we could have or no have had.
 
Most of my regrets are missed opportunities. Looking back I really wish I had just gone with it.
My most memorable missed opportunity was years ago when I was dating a very sexual young lady. We had some wonderful times. We had a date planned and I was running late. I called and asked her to meet me at my house. When I got home she was waiting for me. I told her I needed to take a shower and asked her to pick out what she wanted me to wear. When I finished my shower I went to see what she had laid out for me to wear. There were no clothes laid out, so I decided to play with her a bit. I walked in to the kitchen, naked, and found her talking on the phone. Her eyes opened so wide it was funny. She hung up and asked what I was doing. I told her that since she hadn't picked anything for me to wear, this must be how you want me to be tonight. She said "you're crazy." then she got this huge grin on her face, picked up her purse, took me by the arm and led me to the front door. When we got to the door, I balked and said I couldn't do it. We went dancing as planned and she stayed with me that night.
The next morning, I asked her what she would have done with her naked man, if I hadn't backed down. She said "I guess you'll never know." I was never able to get an answer.
 
Since getting into the lifestyle later in life we regret not starting sooner,but better late than never.
 
I have a handful of women I regret *not* being intimate with, or not being more intimate with. It's a shame, but life goes on.

I have some regrets with some of the women I've been physically involved with, but at the end of the day it doesn't affect me in the slightest. I occasionally think, "oh, that was dumb", but that's the extent.
I really like your attitude MacGuffin. I think at the end of the day, life is all about experiences - some good/some bad. To understand, what matters and to move forward. This is something I really should practice.
 
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