Sexual Disappointments

Travler99921

Really Really Experienced
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Oct 19, 2017
Posts
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Have you ever highly anticipated a sexual act only to be disappointed when you actually performed it? There have been two for me.

For the first 50 years of my life I was straight. I was a virgin until I was 21. I greatly enjoyed making out, masturbation, felatio, and cunnilingus. When I finally had penis in vagina sex the intimacy was wonderful, but the intensity of my orgasm was not equal to those I had other ways. I liked doing it, and wanted to do it again (and again), but nonetheless the intensity of my orgasms were never that great.

At about 50 I started having gay desires. I was very fortunate in that my wife was OK with me exploring the desires. As expected I liked having a man suck me. I was somewhat surprised how much I liked sucking a man. However, I found 69 with a man to be much less satisfying than I thought it would be.

Have you had sexual disappointments?
 
The only one I can think of was the first blow job from my wife. She was fairly inexperienced, having sucked cock only a few times in college. Her first time with me wasn't good, but it didn't take long for her to get really good.
 
They're were several times when I was involved in the lifestyle when I was so ready to fuck a guy and he couldn't perform. I think the build up and excitement adds up to too much pressure for some guys.

There was another time my husband and I were with another couple in the same room and he was fucking the wife and the other husband just wanted to watch. He half hearted diddled me, but it was clear he mostly just wanted to cuck.
 
Only one I can recall clearly was being in a hotel I'd gone to with a woman specifically for sex. The room neighbours played the game and we could hear them fucking through the wall in the morning, I was naturally hard and turned on by it and ready to make plenty of noise of our own but she was like meh, too early for me, let's listen to the radio instead.

I wanked myself off. I mean what else could you do?
 
I had a flirtatious relationship with a coworker when I was in the Air Force. She was beautiful, tall, had massive breasts, and I looked forward with great anticipation to the day when we would finally have sex. After a couple of months of flirting and occasionally making out, I ended up alone with her at her apartment after work and a few drinks. Soon thereafter, we were naked and in her bed. I was really into eating pussy at the time, and had been really looking forward to eating hers. After a few minutes of sucking on her very large nipples, I went downtown. Her pussy smelled terrible. I can't even describe the smell - it wasn't body odor - it was more of a foul chemical stench. I gutted it out for as long as I could, which was not very long, and focused mostly on her large clit while fingering her. We were lovers for several months and part of our foreplay after that first time was bathing together. Even after a thorough cleaning, that smell was still present, although never as bad as that first time.
 
Same thing happened to me about the smell! I was finally with someone I really admired, and had a good rapport with, or so I thought. When we finally got together, his breath smelled, and so did his body! I satisfied myself by spraying him with deodorant.......what else could I do. The sex was really good, except for the penetration itself... ED, I guess. Apart from that when I was younger I always found myself finishing myself off in the bathroom after sex with hubby! Life isn't perfect! lol.
 
I hadn't had a blowjob since 2007. No kidding. March of 2021 I met someone online who wanted to hook up and bragged about her oral skills, telling me she'd sucked "over a hundred dicks" in her life. I was really, really excited and when the big night arrived she was awful at it. She wouldn't let me cum in her mouth and I was ok with that. But when she grabbed my dick and finished me off I came into her hand and she freaked out because she had semen on her skin. Things didn't get any better after that.

So, my ONE blowjob since 2007 was very disappointing.
 
In last year of University, I spent months trying to get this one gorgeous woman to go out with me.
We started dating and the sex was so incredibly disappointing. We just didn’t click.
It feels silly to say this but when I think about it all years later I’m still hit by a wave of disappointment lol
 
The mind is so good at imagining amazing sex. Reality can lag behind.

I have a couple of great blowjobs. I've had way more bad ones. It's mostly about the woman not really wanting to suck cock, doing it 'for the guy'. If she's not into it, neither am I.

And a number of women I've been with have been the 'just lay there' type. Again, I think they may be doing it for a reason other than their own pleasure.

And some women who I lusted for forever turned out to just not be very sexual. Gorgeous and sexy does not equal sexually-driven.
 
I guess another one is that my wife, who I love dearly and would never leave just over sex, was quite kinky when we first met but her libido has not kept pace with mine for various reasons. But our relationship is great so sex seems less important.

The best sex I ever had and probably ever will, was with somebody whose life was a mess and whose emotions were chaotic. I got some incredible sexual, pretty much porn film level experiences with her because she really knew how to suck and ride my cock, but it didn't last long and ended very toxic due to our totally different priorities and needs.
 
"Crazy in bed = Crazy in Life" is one of those immutable truths....the converse is true as illustrated by your experience above....I've had it happen a lot to me too.
I guess another one is that my wife, who I love dearly and would never leave just over sex, was quite kinky when we first met but her libido has not kept pace with mine for various reasons. But our relationship is great so sex seems less important.

The best sex I ever had and probably ever will, was with somebody whose life was a mess and whose emotions were chaotic. I got some incredible sexual, pretty much porn film level experiences with her because she really knew how to suck and ride my cock, but it didn't last long and ended very toxic due to our totally different priorities and needs.
 
I dated a woman many years ago, who eventually introduced me to my future and now ex-wife. This woman was pretty great in every way. But she would never go on the pill, and we both hated using condoms, so I always had to pull out when I came. Which should have been fine. But I found that my orgasm would die right as I was jerking off on her stomach and pussy. Like, I ejaculated, but it didn't feel that great. Don't know why. The times I was able to cum inside her (right after her period), I exploded in great pleasure. So I just had to really savor those occasions.
 
This might be a shock, but my first and second (MFF) threesomes were not as Earth-shattering as I’d imagined. To date, I still haven't had another.
 
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'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 practically fell asleep just reading that.
 
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’m sorry we married the same guy
 
hey should have done a threesome, maybe that would have livened him up!

Then again, maybe not!
 
Have you ever highly anticipated a sexual act only to be disappointed when you actually performed it? There have been two for me.

For the first 50 years of my life I was straight. I was a virgin until I was 21. I greatly enjoyed making out, masturbation, felatio, and cunnilingus. When I finally had penis in vagina sex the intimacy was wonderful, but the intensity of my orgasm was not equal to those I had other ways. I liked doing it, and wanted to do it again (and again), but nonetheless the intensity of my orgasms were never that great.

At about 50 I started having gay desires. I was very fortunate in that my wife was OK with me exploring the desires. As expected I liked having a man suck me. I was somewhat surprised how much I liked sucking a man. However, I found 69 with a man to be much less satisfying than I thought it would be.

Have you had sexual disappointments?
I am not a fan of 69's. I don't like to have my attention divided between what my mouth is doing and what my partner is doing to me.

I am also afraid if my orgasm is amazing that I will inadvertently bite his cock.
 
I hadn't had a blowjob since 2007. No kidding. March of 2021 I met someone online who wanted to hook up and bragged about her oral skills, telling me she'd sucked "over a hundred dicks" in her life. I was really, really excited and when the big night arrived she was awful at it. She wouldn't let me cum in her mouth and I was ok with that. But when she grabbed my dick and finished me off I came into her hand and she freaked out because she had semen on her skin. Things didn't get any better after that.

So, my ONE blowjob since 2007 was very disappointing.
100 guys put up with her not swallowing or getting cum on her skin?
I call bullshit!
 
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 don’t know whether to laugh or cry but fuck that was perfection.
 
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