Sexual Disappointments

[TheF1x3r]

I’ve done a few mfm , no male contact . Sometimes the guy joins in, sometimes he just watches . A good time was had by all

I've never tried that actually, I mean how does it work when you're both working at the same time? Surely one of you will be catching teeth?

 

[Capecodguy2023]

I've never tried that actually, I mean how does it work when you're both working at the same time? Surely one of you will be catching teeth?

Usually opposite ends of the lady .

 

[Wonderer67]

As I always say... if we were meant to have threesomes then we'd have two dicks, I've never spoken to someone who's threesome didn't feature someone getting blown off.... not in the good way....

I’ve talked to people here, who have done this with no problems. I think it’s all in the chemistry and attitude.

I sometimes think too much!

 

[friendlyoldman]

I was 50 when I got prostate cancer and needed surgery. Loss of sexual abilities is a major risk of such an operation, so the last day before I went into hospital we knew it might be our last chance to fuck, so we did. Or better, we tried. I did not get really hard, she stimulated with her hand but that hurt, finally blew me but the orgasm did not cheer me up at all. Big disappointment for both. I was fortunate that all sexual abilities fully recovered (except that I don't have a prostate anymore so I don't produce cum. Mostly that is very convenient, sometimes I really miss the mess.)

 

[Jess0224]

A couple months after my divorce, my ex and I were talking and drinking and getting sentimental and wound up having sex “for old time sake” or something, and it was awful. He couldn’t perform, he got emotional, and the whole thing was a disaster. Don’t have sex with your ex!

 

[Jess0224]

I'm going with "every sexual experience ever" with my ex-husband. I'm not being mean. He was just... not particularly creative and didn't let me be creative and I feel like we just kind of laid there a lot.
Him: Is it in?
Me: Does it feel like it's in?
Him: Everything is so wet, I really don't know.
Me: Check with your hand. That's my asshole.
Him: Sorry.
Me: You can keep going...
Him: Ew. Wait, that's your bush.
Me: I waxed this morning. That's YOUR bush. But thanks for noticing.
Him: ... yeah it's in.
Me: ...
Him: ...
Me: Are you gonna like, move or something?
Him: I was kinda hoping you'd do that.
Me: Have you ever tried to ride a dick while being fully laid-upon by the owner of said dick?
Him: You can't wiggle your pelvis or something?
Me: What fictional muscles do you think I have? Just fuck me already. Or at least pull my hair.
Him: ... but like, I'm really comfortable.
Me: Hey. Is it still wet down there?
Him: Let me check... yeah, yeah still wet.
Me: Pfft. I don't fucking know why.

I hate that you had to deal with that, but that’s still a hilarious story

 

[haventdonethat]

Don’t have sex with your ex!

IRL it can be awful!
I try and limit sex with my ex's to memories of the good times; yes, there were some, during a masturbation session

 

[TheF1x3r]

IRL it can be awful!
I try and limit sex with my ex's to memories of the good times; yes, there were some, during a masturbation session

Oh yeah... oh man...

Those moments when you get the post orgasmic clarity are the worst when they are there....

Masturbation... well my exs have helped me write some of my best stories

 

[jaF0]

Yeah well, none of that works when the memories are terrible.

Sometimes you can edit or embellish the memories a bit, but not always.

 

[Luv2bnaked4u]

Sex on a beach. One tiny speck of sand can ruin the whole moment. Best to just bend over and have him come from behind.

 

[Baldo_bearded]

When I lost my virginity, she just kinda... Laid there. Like, I thought sex would be great and amazing, and I had already experienced some oral, but this was just so much worse.

 

[CuttingEdge]

I went on a date with a very nice lady, someone I had known in the past but not in any sexual way, just small-town life.

We had the perfect date; a nice restaurant, and a nice conversation that just flowed with us having a lot in common. We were both dealing with a lot of life frustrations that we could understand that few other people could. We even went to a bar afterwards for desert and when people found out it was our first date, they cheered and talked about how perfect we were as a couple and how great the sex would inevitably be. But she had just had some surgery on her womb though, and I knew from the start that was out, and I was fine with that. We both did not need that, we just needed to pick ourselves up, and get out into the world again.

We are still friends, but we never dated after that one PERFECT date. We just had too much in common, and were better off as friends. In this weird way it is a disappointment on many fronts, and yet perfect too. It was just this strange PERFECT first date, and yet in knowing the relationship would never work out. A strange sense of being glad we had that one date, but disappointed that it could not have worked out.

 

[Syzoth]

The first time I did anal on my wife was fairly disappointing. We didn't know what we were doing, and it was painful for both of us. We tried it again after doing some research together, and the 2nd time I came in her ass so gloriously that it felt like the floor was disappearing beneath me.

 

[Burlx]

It was with another woman, the fantasy was better than the reality.

 

[Capecodguy2023]

The first time I did anal on my wife was fairly disappointing. We didn't know what we were doing, and it was painful for both of us. We tried it again after doing some research together, and the 2nd time I came in her ass so gloriously that it felt like the floor was disappearing beneath me.

more lubricant usually fixes the issue

 

[hulmule]

Sexless marriage. Bigest Sexual disappoint you'll ever have....

 

[lit_ch3]

Wife and I at a Holiday Party. Years ago. Mutual female friend came up and started chatting. Blah, blah. More girl talk than anything, so I start zoning out.

"So we broke up and that's why I'm here alone tonight."
"Aww, sorry to hear that. Are you doing ok?"
"Well, I miss the sex. I really like sex!"

My sex-talk radar alerts start clanging in my head. I turn back to their conversation. "Hey! We like sex too! We should all get together sometime!"
We all laughed. A couple quick comments. More laughs.

And then the sexual tension hit. It got quiet. And our friend started visually undressing my wife, pausing at her ample tits, which made my wife's nipples get hard and make their appearance known to each of us.

Now nervous laughter. Not sure how the tension was broken, but it was. The party went on. Back at home, my wife said "You'd love that, wouldn't you?"

I played dumb. "What?"
"Don't give me that. You know. You've probably had a hard-on since."
"I just made a funny comment."
"Maybe, but she was interested."
"I'd love to be on my back, one of you two on my cock, the other on my face."
"Dream on. Ain't happening with me."

 

[vibes]

"Dream on. Ain't happening with me."

Yet her nipples hardened, you said

 

[lit_ch3]

Yet her nipples hardened, you said

Don't think I didn't point that out to her!

 

[vibes]

Don't think I didn't point that out to her!

I can imagine ... it's slippery ... you said "years ago" so I guess the situation has not presented itself again

 

[lit_ch3]

I can imagine ... it's slippery ... you said "years ago" so I guess the situation has not presented itself again

Not even close. But for *years* after, there was a thing - hard to describe, never acted upon - btwn that woman and myself. My wife knew it, saw it and commented on it. Ran into her a few weeks ago and she's all about her grandkids now.

 

[vibes]

she's all about her grandkids now

Too bad ... most definitely not Lit material

 

[lit_ch3]

Too bad ... most definitely not Lit material

Yeah....shame about that....

 

[Cernunnos69]

Soon after we started full swap meetings with other couples, we met a couple through a swingers website that we were very interested in. After the events of our first encounter, we had initiated a policy of no playing on the first date. So we met this couple over dinner and drinks, got along great with them, and looked forward to seeing them again. Well, that turned out to be a problem. Took us about a year to set up a play date. Swinging can be hard when you have kids at home, and both of us had them. We kept in touch and made several attempts, but things always fell through for one reason or another.
About a year later the stars aligned and we finally got together. The other husband and my wife went upstairs first, while the other wife and I stayed downstairs and made a round of cocktails for everyone. We kissed and touched each other while I made cocktails, and by the time we got upstairs the other two were on the bed fully engaged. The other wife and I got undressed and took the spare mattress on the floor. I went down on here and licked her to an orgasm, and then she went down on me. That's where things went wrong. Getting oral from her was like sticking my cock in a garbage disposal. She could not keep her teeth out of the way. I ended that quickly, we fucked and had a great time. But that blow job was among the worst ever. Later, I took a good look at her and realized the problem. She had a very small mouth. My cock is average size, but it was still too large for her tiny mouth. We got together with them several times after that, but never again did I stick my cock in her mouth.

I like teeth on my cock, and balls, much better than a mushy blowjob!! Any women on here who give toothy blowjobs??

 

[Capecodguy2023]

I like teeth on my cock, and balls, much better than a mushy blowjob!! Any women on here who give toothy blowjobs??

I once got a bj from a female doctor, it was so
painful I almost made her stop. My cock was ripped up like if i fucked a cheese grinder