What's the most embarrassing, sex related, thing that's happened to you?!

Picked a gal up in a bar in 1976. We had way way too much to drink. We get naked. This gals bush is dense and massive. Pubic hair from her ass. Tried to lick her pussy but hair was so dense and I was so drunk I couldn't find her labia. She says " Fuck me!" I hoist her legs up and put my dick between her legs and hoped it would find its way. She says "What are you doing?" I then realized the head of my dick was in her butt! That was so embarrassing. She finally guided my dick to her pussy and we had a gay old time.

 

Years ago, I tried talking my wife into a morning BJ. The house was full of relatives and kids. They were all downstairs in the great room. She didn't give me one...thankfully. When I went downstairs, I noticed that the baby monitor was on...

 

:-0

 

Definitely having had erectile disfunction a few times, with both my now ex-girlfriend as well as with a few guys, has been my most embarrassing sexual thing that's happened to me. I've always taken pride in my erections, lasting for a long time, my 7.5 inches, and being a very passionate lover.

The first time it happened was with a guy just before I met my last girlfriend, when I was 54. We met online, but then in person he turned me off, but we still had sex. The foreplay was all hot, and I had an erection throughout, but when it came to putting the condom on and fucking him, I lost the erection. Then there were a couple of times with that girlfriend a couple of years into our very rocky relationship (with her breaking up with me many times) when I had ED with not being able to get it up or keep it up to fuck her. Near the end of those three years, when she just wanted to be friends with benefits so that she could date other guys, I could no longer cum while fucking her without imagining I was fucking another guy's ass. So a few months later I did the final break up, just before Covid hit.

I was then so excited about finally being free to have sex with guys again, and maybe even fall in love, but the lockdowns happened. The first guy I finally got together with wanted to fuck, only the second time I would have such a wonderful opportunity (the first time I had intercourse with a guy was in 2013 and was the greatest sexual experience of my life). I was hard doing all of our long foreplay, but then struggled to get the condom on (because of my very slippery saliva drenched hands that had been fingerfucking his hole to prepare for my cock), and lost my erection, and wasn't able to get it back. We tried the next week, but then I was so self-conscious about the ED that I again couldn't keep my cock hard enough to penetrate his asshole. God, I was so embarrassed, and sad for him.

There were multiple get-togethers with guys for oral only after that. But then this past July again (now 62) I had the opportunity to fuck a man, this time in one of my biggest fantasies, in a bareback MMM threesome, with close married friends of mine. The plan was for my one buddy and I to spitroast his bottom-only husband, constantly switching places between one of our cocks going into the husband's mouth and one going into the husband's ass, back-and-forth, taking turns in switching holes. But I couldn't get my cock up in order to penetrate the husband's asshole, yet again. In fact, this time I couldn't even cum that night.

I haven't gotten together with a guy since. But I don't like this. I think I've made up my mind to go to my family doctor and ask for one of the blue pills, something which my psychiatrist is encouraging me to do. I don't know whether Viagra or Cialis is for me to try, but I don't want to go through this kind of embarrassment again, not to mention this inability to do my favourite thing in the universe, having my cock deeply buried inside another man's ass, making love with him.

 

You've had a lot to deal with in the last few year and to deal with. I hope your life will improve for yourself in the very near future and wish you all the best.

You have explained your situation here. As you have done that, you can achecive anything. I wish you all the best for you and for your future.

 

Had a very unfortunate incident where I cum in my jeans and lace panties yesterday while out after my other half showing my some sexy outfits she was trying on in Ann summers, condom or rubber undies next time we go shopping there

 

Its was during the summer 4 years ago my wife and I attended a Lighthouse event for Dad's group he belonged too. My we sat are table i decided to play with my wife's pussy I slowly ran my hand up her skirt rubbing her pussy through her panties. Then as I was doing it I can feel her getting wet and she slowly pushes my hand away. Then I slide my hand back up her skirt again. Now I feel spread her legs open a bit I started sliding her panties off to the side and push my finger into her. I knew she was getting aroused. At the point I was pulling her panties then she nonchalantly thats them off. While we're sitting there no one is really attention to us. I went into my pocket book and pulled out a pack of gummie bears and started shoving them into her pussy. after emptying a little bag of Gummie Bears into her pussy. Im telling her how i plan to suck them out of her when we get home. 10 minutes goes by she grabs my arm and whispers to me there melting in her pussy. As we're walking away from the event. We get stopped by some of her dad's friends. As she is standing a few of the Gummie Bears started running down her legs. My wife gets a horrifying look on her face she realized people are noticing the dye marks running down her legs from the Gummie Bears. When we get the car she's trying to clean herself. While she is doing it about 20 little bears pouring down her legs. People are looking at her like what's going on. Needless to say ee got into the car quickly got out of there before people knew about it.

 

:-O…ha! ha!

 

Erectile dysfunction wasn't an issue for me until my 30s and it's never bothered me much when it happens. But good golly, in college and my 20s, ejaculating too quickly or prematurely made me want to crawl into a ball and die. The last time it left me absolutely mortified was about 10 years ago, masturbating in front of a girlfriend and I came super quick and she kept talking about how quick it was. She was saying it as if it was really neat and interesting to see someone cum so quickly. But of course she knew that's a vulnerable thing for a guy and was 100% aware she was throwing it in my face and really rubbing it in. She was... How should I put this? An asshole.

 

I had problems getting hard with a lifestyle playmate, and when it happens to you for the first time, it can really get inside your head and you start doubting yourself, it's not fun....

 

Wearing a tight enough bathing suit in my younger days, erection very obvious at the beach so I either used a towel, sat in a way to hide it
GF had a sister who liked staring at it. It aggravated the self consciousness.

 

I am so sorry that happened to you. I agree with you, premature ejaculation is always an embarrassing thing, and not something that your partners ever like, even if they're kind about it. It's happened to me a number of times when I was younger, and I absolutely hated it, not just the embarrassing aspect of it, and not being able to truly satisfy my partners, but also not having being able to enjoy a much longer sex session, both giving and receiving pleasure. Now I have the opposite problem, with both women and men. I don't know if it's because of the excessive masturbation for hours and hours in each session that I've done for so many decades, or just my age at 63, but I now have trouble cumming, or it takes a super long time. If my partner is really trying hard to make me orgasm, which is part of the gift you give to a partner (and I'm not talking about the semen, but giving you an orgasm), it is especially embarrassing.

 

Thank you so very much @Joe90, that is so very kind of you to say. I appreciate it. ❤️

 

We were smoking some really good weed and a friend of mine and I were having a 3some with one of the local "party girls" We were really high and every touch felt almost electric to me. After getting sufficiently aroused and all hot and sweaty, my friend slipped his cock in her mouth and when I went to slide my cock in her pussy I came before I could ever get it in her. I ended up squirting my cum all over her belly. After some laughs and plenty of embarrassment, my friend and I switched positions. He fucked her and I got her to suck me hard again so I could take my turn fucking her.!!

 

Not too bad, you got your second chance

 

When I get high it's nearly impossible for me to ejaculate. I'll orgasm over and over but shoot a load? It's almost embarrassing that it takes me so long to.

 

Certain strains of weed have a tendency to make my nerves hypersensitive, especially in my erogenous zones!!!

 

I had a very embarrassing situation once, where a good female friend and co-worker and myself sat in her room and chatted for a couple of hours. By the end of our chat it was obvious to both of us that something was about to happen. She got her togs off and so did I, then I asked her about birth control and she told me she was safe. So I lined up, slid it in, and immediately came in and on her pussy. Then just as quickly lost my erection! Doh!!

I was so embarrassed, and I think she was too, although she tried to make light of it, but we never did it again, ever. She met and married another bloke who started work with us soon after, and as far as I know they're still happily married, nearly 50 years later.

 

:-(

 

Should be ok for GF sister to see and no need to hide an erection.
I know what you mean my girlfriend got me a speedo and my bulge was apparent without an erection, never felt comfortable on public beach.