Worst Sexual Experience?

[7inchglory]

Thought it would be funny to talk about and I'm sure a lot of us could relate.

I'll go first.

It was the first time getting my clothes off with a girl, and she had been with many guys before me. She couldn't wait to see what I was packing, and was so turned on when she saw it (I was the biggest she had been with at that time). It was a lot of heavy petting but as soon as she got the condom on to take me all the way to home plate. I came too early and was halted from that experience for a good 2 weeks haha.

And there was this other time a girl that couldn't give head tried it on me and I got too much teeth. She got way better at it later on... but I felt like a dogs chew toy after that one encounter

 

[hardcollege4]

In college, I hooked up with this girl and she had just, and i mean just had breast reduction surgery. She took my hand and ran it across her stitches so she could show me I couldn't fuck her rough because it would hurt. That I understood but I did not need to feel the stitches.

 

[atldude6969]

I once was on a date with a girl and we got frisky when we were driving. She unzipped while I was at full attention and took of a chunk of skin for the AtlDude junior. Nothing like a high blood pressure bleeder on the end of your cock. Every time I got hard it hurt for a month because it would reopen. We still tried to screw. Not good.

 

[freckledvixen]

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.

 

[Thebee123]

Blowin chunks

On my senior prom my date tried to give me a BJ, but she gagged and threw up all over me.........

 

[PhxPlay4n6]

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.

Owwwww...I've had the same thing happen, in a much more sensitive place. With nails that belonged to a woman.

 

[Thebee123]

try buffing

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.

Guys,

This is straight up, sound advice. Don't scratch a clit, labia (or anus).

Yours,

Mr. Rounded Nails

 

[freckledvixen]

Owwwww...I've had the same thing happen, in a much more sensitive place. With nails that belonged to a woman.

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


Let's agree that anything "down there" is pretty fucking sensitive! for both sexes!

 

[Seamus44]

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


Let's agree that anything "down there" is pretty fucking sensitive!

Probably thought it was like one of those scratch and sniff samplers.

 

[7inchglory]

On my senior prom my date tried to give me a BJ, but she gagged and threw up all over me.........

Hahaha I've never had that happen *knock on wood*

 

[7inchglory]

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.

LOL it's funny you mention that. I legitimately have a nail clipper and file beside me every time I use the computer because I've heard of those stories. That and I'll have my wing girl take care of my hands after a week of working out

 

[Asian_Flower]

Without going into detail it involved a very horny girl with an intense desire for a good hard fucking (me), a very hot guy in a pub with a great body and a good personality, taking him back to my place only to discover that 1) he had a really small dick 2) didnt know how to use it (or his fingers or tongue for that matter) and 3) he couldnt control his climax, cumming wayyyyyy to soon for my liking.

Frustration with a capital F!!

 

[digittwitch]

A threesome with a couple. I was flattered to be their first, but less then flattered when we shared a joint that, it turned out, was also their first. 10 minutes of sexy, followed by a half hour of giggle fits before I walked out.

 

[BongoGal]

It was dark and I was drunk and I wound up having (admittedly good) sex with the roommate of the guy I thought I was having sex with. I didn't figure out my mistake until the next day. To make matters worse, the roommate was a friend of mine and also the fiance of my best friend. I felt completely sick with guilt over it and made him swear to never telling a soul.

 

[gunforhire]

Either one or two experiences with a cumaphobe. She liked to fuck but was way too squeamish about fluids. So she was never going to be anything more than a convenience fuck.

The one time I fucked her without a condom, I agreed to pull out. Of course she was horrified when she was splattered with my load. (She never looked better IMO)

She didn't mind giving blowjobs, just didn't like finishing. Which was OK, because I love fucking and prolonging the experience anyway. The one time I did cum in her mouth, she freaked out of course.

Good riddance. Hopefully for man kind's sake, she's gotten over it.

 

[rockharddrummer]

It was a great night of sexual foreplay with lots of mutual oral sex and a lot of fucking. Unfortunately I did too much drinking and after cuming twice I could not get hard enough to get inside my wife's ass the one and only time we tried ass fucking.

 

[lighterman75]

Toss up between two
First we were getting a bit vigorous, and a whacked my head on the wall. The lady underneath me started laughing. Lots. Bit of a deflating experience.
Second was getting a massive cramp in my calf. Such intense pain wasn't pleasurable. The lady riding me wasn't very sympathetic. I've never wanted to cum so quickly.

 

[7inchglory]

Toss up between two
First we were getting a bit vigorous, and a whacked my head on the wall. The lady underneath me started laughing. Lots. Bit of a deflating experience.
Second was getting a massive cramp in my calf. Such intense pain wasn't pleasurable. The lady riding me wasn't very sympathetic. I've never wanted to cum so quickly.

haha sounds rough! I had a girl ride me cowgirl and push down on my ribs for support. That was not fun at all!

 

[ladyinthelabcoa]

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.

 

[kluvsc]

I guess i t would be finally getting to hook up with this totally hot guy that just got me wet thinking about fucking him and when it finally happened he ended up cumming after about 2 minutes of a hand job! He was like, um, thanks and got up and left! I was totally ready for the fuck of my life and he just left after a 2 minute hand job, he didnt even finger me or get my clothes off!

 

[fredrock]

college

Hooked up with a chick at my house party..went back to her dorm...all girls dorm..
Half way thru it she changed her mind...I dont know if she got scared....or had a boyfriend...or what...but I got to my car with a hard on and condom....
Lol...I did get some with a differant chick later....
Fredrock

 

[D1984]

Drunken Lesbian

I was having drinks with a friend I thought was strictly a lesbian, next thing I know I woke up on a bed alone and naked.

Slowly the night came back to me. I could remember her basically attacking me, ripping off my clothes and what not. I could also remember the sex was horrible. I was way to drunk to perform very well. I could get hard, but I got nowhere close to cumming.

Later she said she liked to check in every now and then to make sure she was still a lesbian. LOL.

This happened again a few months later with similar results. I always wanted to have sex with her sober so I could remember it, but it was never to be.

We have lost track of each other and I am now married.

 

[JoeyKicks]

I ran into a high school ex at a bar in college. Hadn't seen each other in years. We were enjoying each other's company and making out. We decided that since we did it all in high school except have sex, that we should do it tonight. So, we go back to my place, she goes down on me, gets me super hard, I eat her out and she cums and begs for me to stick it in. I start sliding in, she moans and then says "Wait. Stop. I can't do this. I am seeing another guy, and a professor and a friend at another university. I can't juggle four cocks." I immediately pulled out, she gave ne one last quick suck, kissed me, threw her clothes on and left. A terrible blue ball experience!

 

[7inchglory]

I guess i t would be finally getting to hook up with this totally hot guy that just got me wet thinking about fucking him and when it finally happened he ended up cumming after about 2 minutes of a hand job! He was like, um, thanks and got up and left! I was totally ready for the fuck of my life and he just left after a 2 minute hand job, he didnt even finger me or get my clothes off!

wow, selfish. The first time that happened to me, I made sure she had multiple orgasms after -- in fact, it was her first time orgasming and she was afraid she was going to pee

 

[sata85]

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.