Worst sex you've ever had

craigplayer69

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I had a friend with benefits. I really liked him. He was smart and serious, but also goofy and fun. Very easy on the eyes, a great kisser. He was in fantastic shape, especially given his sedentary job (chemist) and his bizarre hobby (entomology). We would hang out, play video games take pictures, jabber on about whatever. At some point we'd get handsy and adult sutuations would ensue. The first time we let it escalate to intercourse, I was fairly excited because everything else had been so skillful, especially oral sex. I just wanted to feel his erection all the way inside me, and I had hyped myself up imagining him pushing into me as I had blown him earlier. But he never made it. Halfway into initial penetration, he ejaculated. To his credit, he immediately fingered me to climax. But I wanted him to fuck me. We fooled around some more that morning and that was that. We had one more encounter where we tried to have sex. As he teased me just a little with his erection pressing against my vulva he whispered in my ear, "God, I wanted this from the second I first saw you." As he pressed harder to enter, again he came. That time he immediately went down on me until I came too. We hooked up lots of times but we never tried intercourse again. I wanted to. I figured he must be able to get all the way in at least once. I was willing to keep at it because everything else was good, he was great company, he lived close, and he never left me hanging. But I guess he was too embarassed and afraid to come so quickly again.

A few years later I changed my mind about him. He moved out of town, but invited me to visit any time. I had to be in his part of the state for a few days, and wanted to crash with him because that would be waaay more fun than staying with the elderly relatives I wanted to visit. He said he met someone and they lived together. I was happy for him, and said they could both come to coffee, drinks or dinner with me sometime. Since then, he has made so many sexual overtures, invited me to his hotel every time he travels to my state for business. I congratulated him when I saw his engagement announcement on FaceBook. I figured maybe we could go back to being friends now that he will marry. A few weeks later she went out of town. He called to see if I would let him send for me so we could have one last playdate. You fuckin' kidding me?

How are you going to be the kind of premature ejaculator who can't even get to one full penetration AND can't be faithful? I was so tempted to introduce myself to her and share our texting history and Facebook messages. I just blocked him.


As a man, I'm embarrassed for my fellow brother . Women are to be respected , as are men, and the exploration is the best part of sharing with one another . IMO
 

craigplayer69

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I dated a good-ole farm boy, and he didn't want to have sex after seeing my prominent clitoris. Made me cry after. Good thing most guys like a noticeable clitoris.

Don't take offense if I call you darlin' . Darlin', any man who's frightened by a nice size clit isn't worth your time . It's his loss and there are SO many men, and women, who would love the opportunity to explore every inch of your body . Put me at the head of the line!
 

Ann_bbw

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Don't take offense if I call you darlin' . Darlin', any man who's frightened by a nice size clit isn't worth your time . It's his loss and there are SO many men, and women, who would love the opportunity to explore every inch of your body . Put me at the head of the line!
Thanks hun. Makes me feel better.. Wonderful
 

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My worst was with a younger, very inexperienced guy. The lack of experience wasn't the problem, but more so how shy he was and the trouble i had getting him to do anything. I was literally having to move his hands, telling him where to touch, what to lick and so forth. After a few attempts and more stroking his ego than cock, it just wasn't worth the effort anymore, i knew i could do better on my own.
 

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Great thread :D

By the way, even if my wife wasn't great in several other aspects, I'd marry her for the clit alone! :p meaty clits preee-sent!! Lol they're the best.

I'd hate to be one of my insensitive fellow male posters telling their own tales after being informed, repeatedly, not to do so, so I hope this anecdote is forgiven since it's the experience of a female AND it has to do with clit sizes lol

My wife's first lady experience was a "get together" with this other couple and the lady had a pretty small clit so after, my wife asked me "wtf, they come that small? I'm not even sure of what I was licking!" Lol

Just thought it was interesting
 
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Tattooed Goddess

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Great thread :D

By the way, even if my wife wasn't great in several other aspects, I'd marry her for the clit alone! :p meaty clits preee-sent!! Lol they're the best.

I'd hate to be one of my insensitive fellow male posters telling their own tales after being informed, repeatedly, not to do so, so I hope this anecdote is forgiven since it's the experience of a female AND it has to do with clit sizes lol

My wife's first lady experience was a "get together" with this other couple and the lady had a pretty small clit so after, my wife asked me "wtf, they come that small? I'm not even sure of what I was licking!" Lol

Just thought it was interesting

Did you read the original post? I asked for WOMEN to share their stories.
 

craigplayer69

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Geez...let it go.....who cares if it's a woman or a man who replies? As long as they have a story to tell.....i.e.

My worst? Hard to determine THE worst. I've been a free sexing guy for a long time.....women and men.....anyway, the first one that cums to mind is the time I hooked up with a TS in Grand Rapids MI, she was sooo sexy.......great tits, ass, lips and could kiss so well! Went to my place...kissing and playing the whole way.....wouldn't let me in her panties....should have known then....got to my place, getting heavy...she's giving me a bj....I'm feeling her tits, sucking them....work down to her panties.....yep....found a cock......didn't stop us or me.....stroked her, sucked her, fucked her.....she did the same to me....except the fucking part....never had done anything like this before except for a few hand jobs with a few guys....anyway.....came and came and omg! So Good!!!

Why was it the worst? When I woke, she was gone and so was my wallet. Did see her a few years later....we talked, calmly....she said she didn't regret what she did and would do it again....so we did.....

But this time I stayed awake till she left.

No BS, true story.
 

Tattooed Goddess

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Geez...let it go.....who cares if it's a woman or a man who replies? As long as they have a story to tell.....i.e.

My worst? Hard to determine THE worst. I've been a free sexing guy for a long time.....women and men.....anyway, the first one that cums to mind is the time I hooked up with a TS in Grand Rapids MI, she was sooo sexy.......great tits, ass, lips and could kiss so well! Went to my place...kissing and playing the whole way.....wouldn't let me in her panties....should have known then....got to my place, getting heavy...she's giving me a bj....I'm feeling her tits, sucking them....work down to her panties.....yep....found a cock......didn't stop us or me.....stroked her, sucked her, fucked her.....she did the same to me....except the fucking part....never had done anything like this before except for a few hand jobs with a few guys....anyway.....came and came and omg! So Good!!!

Why was it the worst? When I woke, she was gone and so was my wallet. Did see her a few years later....we talked, calmly....she said she didn't regret what she did and would do it again....so we did.....

But this time I stayed awake till she left.

No BS, true story.

When I specified I wanted women's stories on a women's issue subforum, I expected guys to be respectful and not try to put their stories here. I didn't even read your post because I don't want to read men's experiences or I would have posted it elsewhere. Have some respect for the original intent of the thread maker. Otherwise you are an inconsiderate asshole.

There is already a thread like this on Sex with a large penis forum for men to respond to.
 

Tattooed Goddess

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This is not only going to be an entertaining thread but also an educational one. Men will learn some basic sex techniques by seeing what we don't like.

LADIES please share your stories.

That's my original post. See where it says LADIES?
 
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950483

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Geez...let it go.....who cares if it's a woman or a man who replies? As long as they have a story to tell.....i.e.

The person who started the thread cares. She specified that she wanted to hear women's stories.
I also care who replies, especially as your little story completely misses the point of the thread. I would have preferred to hear the story from the other person's perspective. All you are doing is reminiscing about fun times you had in the olden days, and boo-hooing about having your wallet taken, which is irrelevant. I suspect that the other party is probably the person who has the bad sex story to tell.

Do your shitposting elsewhere.
 
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950483

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Okay, well this isn't the absolute worst, but because I have that kind of sense of humour it is funny in hindsight, but made me twice as gay as I was at the time.
I was very young, and was living independently a couple of years before any of my peer group. One night I had a boy stay over, we were both fairly inexperienced and nervous, although I think he was more nervous. The sex was so boring and mechanical, and seemed to go on forever. And did I mention it was boring? During sex he told this joke:

"I'm like British Rail; I do come eventually."

Everyone I knew thought that I was having a fantastic time, with no parents to answer to. Most of them were so jealous. I just carried on letting them believe that. I went out of my way to avoid ever seeing him again.
 

BetterFuture

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During sex he told this joke:

"I'm like British Rail; I do come eventually."
May not have been funny for you at the time... but that did just made me laugh! Thanks @swoon for sharing!