Worst Sexual Experience?

First girl I ever did it with; she just lay there, stiff as a board, and tensed up whenever I tried to touch her boobs/behind. I eventually had to ask whether she actually wanted to or not, and she said "... yes." Stuck it in and got it over with quite quickly, then we never saw each other again.

rough times... star fish are my worst nightmare. I once was with a girl who was amazing with oral because she was so into it. But when it came to sex, she was so quiet. At first I thought it was me, but after taking her to climax a few times, I knew that wasn't the case. It was a real bummer
 
I was 19 and he was 18, and it was one of those things where you think you're gonna die a virgin...so you settle for the nearest guy who in my case was ugly and short lol. The first time we did it, he didn't even know anything but sticking it in. He lay there above me, not moving, not doing anything. I finally had to say, "Move back and forth". Needless to say, he was tiny down there, did not know what he was doing, and never did learn in the whole eight months we dated. I had to tell him what to do, I talked dirty, I even tried to get him to watch porn to help him get an idea- but alas it didn't work. I once asked him to talk dirty...that just ended in him talking about dirt and not saying anything hot. The sad thing is he was serious lol. I swear he was secretly gay.

Or there was the time he decided we needed to try it in the shower. I was taller than him by about 6 inches. After his attempts to reach me with his pathetic vienna sausage (vienna sausage is being TOO generous), he told me to wait a minute. He ran out bare-assed through the apartment and came back with a green water jug (the camping type) to stand on. I laughed so hard I fell out of the shower. To this day, I can't look at one of those without cracking up.
 
I was 19 and he was 18, and it was one of those things where you think you're gonna die a virgin...so you settle for the nearest guy who in my case was ugly and short lol. The first time we did it, he didn't even know anything but sticking it in. He lay there above me, not moving, not doing anything. I finally had to say, "Move back and forth". Needless to say, he was tiny down there, did not know what he was doing, and never did learn in the whole eight months we dated. I had to tell him what to do, I talked dirty, I even tried to get him to watch porn to help him get an idea- but alas it didn't work. I once asked him to talk dirty...that just ended in him talking about dirt and not saying anything hot. The sad thing is he was serious lol. I swear he was secretly gay.

Or there was the time he decided we needed to try it in the shower. I was taller than him by about 6 inches. After his attempts to reach me with his pathetic vienna sausage (vienna sausage is being TOO generous), he told me to wait a minute. He ran out bare-assed through the apartment and came back with a green water jug (the camping type) to stand on. I laughed so hard I fell out of the shower. To this day, I can't look at one of those without cracking up.

Wow, that's unfortunate. You would think that a guy all people would know that you need to thrust back and forward to have sex haha.
 
This isn't a terrible 'worst', but I still shake my head at the thought of the guy who ejaculated while still wearing his tighty-whities. I laughed at first because I thought he was joking.
 
I was 19 and he was 18, and it was one of those things where you think you're gonna die a virgin...so you settle for the nearest guy who in my case was ugly and short lol. The first time we did it, he didn't even know anything but sticking it in. He lay there above me, not moving, not doing anything. I finally had to say, "Move back and forth". Needless to say, he was tiny down there, did not know what he was doing, and never did learn in the whole eight months we dated. I had to tell him what to do, I talked dirty, I even tried to get him to watch porn to help him get an idea- but alas it didn't work. I once asked him to talk dirty...that just ended in him talking about dirt and not saying anything hot. The sad thing is he was serious lol. I swear he was secretly gay.

Or there was the time he decided we needed to try it in the shower. I was taller than him by about 6 inches. After his attempts to reach me with his pathetic vienna sausage (vienna sausage is being TOO generous), he told me to wait a minute. He ran out bare-assed through the apartment and came back with a green water jug (the camping type) to stand on. I laughed so hard I fell out of the shower. To this day, I can't look at one of those without cracking up.



Am I the only one who kinda feels bad for this guy? Short, ugly, small-dicked, can't fuck.....
The story is a little entertaining, but man... this is an actual human being. Makes me a little more thankful and grateful that I ain't to bad-looking....
 
Am I the only one who kinda feels bad for this guy? Short, ugly, small-dicked, can't fuck.....
The story is a little entertaining, but man... this is an actual human being. Makes me a little more thankful and grateful that I ain't to bad-looking....

well he can't do anything about his stature, in either places... that's really up to a genetic lottery. I only found the part funny where he had to be told to thrust haha.
 
This guy I was talking too on yahoo for months. He seemed really nice, so I agreed to meet him at this diner a few miles away. We talked for a while and went out to his car. I was gonna blow him as we drove a few blocks to a motel but when I went down on him, his cock smelled like old cheese and vinegar. It was so gross! I got out of the car and walked away, he was pissed.
 
This guy I was talking too on yahoo for months. He seemed really nice, so I agreed to meet him at this diner a few miles away. We talked for a while and went out to his car. I was gonna blow him as we drove a few blocks to a motel but when I went down on him, his cock smelled like old cheese and vinegar. It was so gross! I got out of the car and walked away, he was pissed.

That'l teach him to clean his cock
 
My worst sexual experience(s) was with someone who just had no tact at all. The first time we were getting down to doing some stuff, it was getting quite hot with kissing and heavy petting and then he just went out of the blue "CAN I LICK YOU?". I can't describe the way he said it but it was instant turn off just because of the manner. Just blunt and didnt fit the really great mood we had going. Anyway, we eventually ended up as a couple (why oh why) and one night was THE night. Going great again, amazing mood, chilled, so turned on, and then "can I put it in yet?". Just WTF man. That doesn't sound bad at all because I can't convey the exact way he said it but it really was!

Oh and I've also had the obligatory painful spunk in the eye. That would be THE worst!
 
Met an older guy at a bar when I was outta town for work. We went back to his hotel. I guess I was too drunk or didn't care to check but I didn't realize just how old he was and he couldn't keep "it" up.
 
The worst was the unsatisfying sex that wouldn't end. Generally sex with this guy was not fantastic to begin with (ah, the things we put up with when we are young and fancy ourselves in love! XD), well, frankly was down right boring most of the time. One night he had too much to drink and instead of him being unable to get hard he was unable to cum. It literally went on for ages and begin to get painful since I had long ceased to be aroused and was dry after a time. Longest night ever. I think I finally just pushed him off and said he was on his own.

This describes many years of my former marriage .... long, boring, mundane .... he drank a lot so was often in a state where he was unable to cum ... that can really hurt a woman's self-esteem to think you can never get your husband off (not to mention it wasn't pleasurable for me at all!)

I am remarried and never feel that way with my husband now! :cattail:
 
worst

Um I would have to say right after I graduated high school. Hooked up with my then best friend's ex and it went from bad to worse. Its like that Garth Brooks song, "With the dance we both stumbled/and the buttons we fumbled..." It was awkard as hell. Anyway to make a long depressing story a little shorter, we did it and when I went to call her the next day the phone number did not even work. *Sigh*
 
Um I would have to say right after I graduated high school. Hooked up with my then best friend's ex and it went from bad to worse. Its like that Garth Brooks song, "With the dance we both stumbled/and the buttons we fumbled..." It was awkard as hell. Anyway to make a long depressing story a little shorter, we did it and when I went to call her the next day the phone number did not even work. *Sigh*


Awe. Beck-e-Pooh. *Kiss* That happens hun to the best of us.
(I'd better be careful. There is a list of women who will get mad at me).
 
Oh I have a good one.

The first time a guy tried to finger me- his nails weren't trimmed...

I think that says enough.
Oh jeez, I had that too. I think he actually cut me. Bled for like 10 minutes. I just looked down and his hand was right red, still partially inside me.

At least he had the decency to care about me after.
 
Mine was my first time. I knew what I wanted to do but she just wasn't into it though she said she wanted to have sex. It was so fumbly and mechanical. Fortunately it has never been bad since.
 
1st time i was very drunk, didnt' know what i was doing, didn't feel anything


2nd time i was very nervous, didn't know what i was doing, didn't feel anything.



i have yet to try a 3rd time, if it ever happens again.
 
As a teenager, the days when I guy would throw his cock inside anyone with a cunt, I got my worst experience.

It was broad daylight, underneath an underpass I had a girl, she was pale and heavy with ginger hair. I was fucking away until I looked down to watch my cock go in and out, then when I first saw ginger pubic hair it hit me like a truck.

I was never the same again, honestly.

No disrespect to any overweight gingers.
 
Met an older guy at a bar when I was outta town for work. We went back to his hotel. I guess I was too drunk or didn't care to check but I didn't realize just how old he was and he couldn't keep "it" up.

Oh man, I think everyone can relate to that haha. Beer goggles make for some of best morning after stories!
 
Much more sensitive? What's more sensitive than a woman's clit? We have every nerve ending a penis has packed into that little tiny organ! lol

Oh, more!!!

I forget the actual numbers, but a clitoris has many times more nerve endings than the head of a penis.
 
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