What's your biggest ever sexual regret?

[CreamyBill]

Mine is saying no when my wife (girlfriend back then, 27ish years ago) asked if she could piss on me.

Mine never asked ,I asked. I just wanted to tock another of my bucket list.To be fair every now and then I will say keep drinking tonight ,and she knows what I require. Have went for a small funnel and it saves drips if you can't keep up with the flow. Things I regret not being able to talk her into swapping.
.

 

[2wheel]

Not sucking cock at an earlier age
My late wife not hotwifing earlier in our relationship

 

[IRsexlover]

My biggest regret is not realizing how much I like interracial when I was younger because I would love to be able to start life over again and find me a white woman who would fuck black guys for me wherever I wanted, whenever I wanted and as many as I wanted her to do. And possibly have mixed kids for me as well.

 

[Kenbcolley]

Not excepting my wife’s offer to bring her boyfriend to bed with us other than that we did most things in fact all my fantasies were fulfilled I only turned the offer down because I knew she liked privacy with him

 

[Kenbcolley]

thinking about it I also regret not fucking my cousin when we we teenagers we were we were both up for it but finished up her wanking me and I fingered her we were to frightened nobody knew we were so close she was really my first girlfriend

 

[SwingingChris]

thinking about it I also regret not fucking my cousin when we we teenagers we were we were both up for it but finished up her wanking me and I fingered her we were to frightened nobody knew we were so close she was really my first girlfriend

That's hot as fuck

 

[Kenbcolley]

That's hot as fuck

She was she was 16 I was a year older we were left alone at my parents one afternoon we had kissed before and touched each other and any chance we got we would play together from the time we were ten ish. We were sitting on the sofa chatting and cuddling she could see I was hard and kissed me we were soon all over each other she said do you want to make love to me I said desperately we had nothing on by then but without condoms and frightened of the consequences we finished up bringing each other to a orgasem we decided we had to stop being cousins we felt it would not be excepted so we drifted apart we still keep in touch we are both married and in our 70s the last time we met she told me she still loved me and regretted us splitting up and I agreed

 

[Cockduh]

Wife had her first BBC yesterday

Tell us about her experience.

 

[atb147]

My ex was petite and very sexy. Small but nice tits and great ass - the perfect sex toy. Almost every man not just liked her but definitely wanted to fuck her. She liked the sex very much and could take a dick in any hole. I regret that I should use this more as an entertainment for me and her. On a few occasions some man were flirting with her. I should encourage her to fuck them and watch that. She cheated a few times but told about that later. I cheated too.

 

[LoveCumSluts]

Mine is saying no when my wife (girlfriend back then, 27ish years ago) asked if she could piss on me.

Kinky slut. I love that. I admire a woman like that. I understand your regret, but you can make up for it now I guess.
If that's a kink my wife is into and loves to do, I would accommodate her for sure.
I'd love to reciprocate by pissing all over her too, especially in her mouth and all over her face.
Kinky shit is fun.

 

[LoveCumSluts]

He always wants it sucked after.

A cock needs to be cleaned after it's finished fucking and cumming. I much prefer a woman's mouth do it, but if that's what you like, I'm not judging. Each, there own. Enjoy what you enjoy doing.

 

[areuanaughtywife]

Oh my so many regrets.

-Not sucking cock as a teen.
-While dating my wife, she was my first, she asked me if I wanted to try sex with another woman. I should have said yes or at least suggested a couples swap.
-After trying to see how long my wife could go without sex, at the end of the second week she 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 I fucked her twice. I should have let her go out and get fucked.
-While waiting to pick up my wife from work, I was in an adult bookstore and a nice middle-aged couple wanted to play with me and I didn't. I wish I would have.
-Not fucking a divorced woman I worked with.

 

[JasminH]

Mine was waiting so long to try sex with black men.

 

[Hawkdoctor]

Never becoming swingers with my wife. We’re getting too old. Never watching my wife fucked by a bbc.

 

[Cockduh]

Never becoming swingers with my wife. We’re getting too old. Never watching my wife fucked by a bbc.

It's not too late to start swinging and for her to get fucked by a BBC.

 

[Hawkdoctor]

It's not too late to start swinging and for her to get fucked by a BBC.

She is 5’6” 160. Was 140 when we got married so 20 pounds heavier decades later. 38D and a thick bush trimmed on the sides for tanning. If we were swingers the other guy would get good fucking. I don’t have much stamina now so the other lady would get short changed! lol

 

[powerful11]

Never becoming swingers with my wife. We’re getting too old. Never watching my wife fucked by a bbc.

How old are you guys

 

[Hawkdoctor]

Upper 60’s

 

[tooshor]

My biggest regret is waiting until recently to start telling my buddy to nut inside wife. Out of respect for us he always pulled out. Not long ago he was taking wife out for a date and I told him to use her like he owned her and cum inside. When he dropped her off at home that nite she came inside a total mess amd could hardly walk. He used her real good. I kinda forgot about telling him to blow it inside until I went down on her and noticed she was soaking wet and had a salted pussy taste. I been hooked ever since and love the taste and smell of her pussy after it's been nutted in.

 

[MWMintoIR]

My girlfriend and I had just got back together(now wife) we had a foursome, and I came to fast(big surprise) and watched as she got with the girl and other guy...I didn't deal with it very well at all when we were done, I felt kinda blindsided as it was all idea(promoted by the other girl)

It was amazing to watch her lick, suck and get fucked by them.
I didn't have a sit down with her after and tell her I wanted us to have an open relationship...where we tell each other everything that happened if either one of us went out.
I worked on the road traveling 9 months a year, and had felt guilty about leaving her alone, when we all have needs.
After 31 years, she still won't add anyone to our playtime, male, female, black or white...even though I have given her a total free hall pass to bring anyone she wants into bed.