Worst sexual experience

[Phoenix555]

:


Phoenix

I am assuming you are referring to my post, and it sure was a fall. However, oral is still one of my favorite to perform. I get as much pleasure giving as I think the lady does receiving . I was not discouraged .

~Chuck~

Nice of you.

 

[Trombonus]

My first time. We were both virgins, and didn't know what we were doing. I didn't realize how big I was, so when it came time to taking care of business I couldn't get inside her. We couldn't figure out what to do, so finally she ended up globbing a bunch of lotion on it, and it went in, but we couldn't switch positions because if we did I couldn't get back inside her, so we had to do all that malarky all over again. It was a mess, and I was sore and exhausted. I didn't even cum.

 

[VaBoy]

After reading all these stories I am not to sure I can come close, but...

I was visiting a gf whos cousin was getting married in NJ. Well I drive up and ended up staying in a room with her, her brother, and his gf, no wild story there, although he did joke about hearing us the next day. Anyway, we are in the hot tub fooling around when she decides to start fondling me. Well things progress and then she moves suits aside and starts to slide down on me. I am occasionally looking around cause this tub was in the center of a four story open area inside the hotel. Well once we get into a nice lil rythem, I happen to look up and on the third floor, there is her Dad, looking straight at us. Now we were just holding each other, but lil man almost went completely limp, but gf convinced me otherwise and Dad walked away.

 

[bgr]

15 years after I lost my virginity I got the chance to be with the old Gf that stole it. She always had a special place in my heart and I wanted to show her
how much I had learned over the years. So we have sex, using all of my best moves, which we both enjoyed, parting we said we would have to do it again sometime soon. Well a couple of days later I have this god awful itch that turned out to be crabs......dirty little slut it erased all of the fond memories I had of her.

 

[Damariscotta]

The girl I was dating back in '87. She was a virgin, I might as well have been, I was so inexperienced. We tried to have sex and it was too painful and awkward, so we gave up.

 

[desired_tempest]

the neighbor boy...i would hear all these wonderful things about having neighbors to fuck...there should be a sign on his door...DO NOT FUCK ME...im not being shrewd or anything but his dick was so small i didnt feel anything...he didnt go down on me...he didnt finger me...he did nothing for me...i went down on him...i let him fuck me...i faked my moans to boost his ego...some moans werent fake...like when he did bottom out sometimes...but he was too short to do it all the time...when he told me he was big i was ecstatic...then when he pulled his "lil" guy out i was disappointed...wanted to ask where the rest of him was...he told me he learned some tricks...if he did...where were they?...im not that experienced...but i fuck myself better than he fucked me...

 

[siddhartha757]

One time, after me and my GF had gone without sex for a long time. When we did she was very tense and very tight. We were taking our time, going very slow, easing my cock very slowly and suddenly some animal instinct took over and I uncontrollably slammed my cock all the way home. She had a very shallow pussy(mind to, but thats another story), and I slammed against her cervix. Needless to say we stopped right there, and as it turned out I gave her some pretty bad bruising on her cervix. On the bright side she did make me kiss it better many, many times...

 

[artistgonewyld]

I met this girl at a party one night when I was 16 or so. My best friend and I had gone to this shindig at another friend's house and I met this little blonde chick. I'd actually met her a few times before, but just in passing. Anyway, after a couple hours, this girl invites me, my friend, and this other girl back over to her place. She says she has beer and tequila and that we should play drinking games. We all say yes. After we were at her place for 30 minutes or so everyone ended up in the living room playing truth or dare. The blonde girl was near me and the other two were on a loveseat. Oh yeah, we were all pretty tipsy. We'd been playing for a while and I dared this girl to get naked, so on her turn she dared me to walk over to her, pick her up and carry her to the bed for sex. All of this sounds good, but wait. So I do as requested. I carry her to the bed and she takes my clothes off. We played for about 20 minutes 'til she just grabbed me and said, "fuck me." I obliged. About ten minutes into it, her body started to convulse and shake and she came quite wildly. All of this made me pretty damn happy. BUT... As soon as she came she stopped moving, looked up at me, and told me, "I am done--you can get off now."

I thought she was kidding. But she wasn't. Instead she pushed me off of her and asked me to go in the other room. I asked her why and she said she felt guilty because she had a serious boyfriend and she was 2 months pregnant with thier kid. I was pissed and amazed at the same time.

Needless to say, I didn't cum and me and my friends just left and went back to the party. I did see that girl again a few years later and she said she was sorry, but it sucked.

 

[Sniper 1]

My first time (age 19) was a disaster. I was with a non-english speaking prostitute in a brothel in Tunis. I didn't know what I was doing and was just laying on top of her, humping away as best I could. When I was about to cum I wasn't sure what I was supposed to do, pull out or cum inside her. I pulled out and ejacualted onto the bed. She was furious and started yelling at me (I didn't understand a word). She then wiped up the bed and then walked over to the door and yelled something to the guys in the hallway waiting their turn, all of whom burst out laughing.

It was humiliating to say the least.

 

[artistgonewyld]

My first time (age 19) was a disaster. I was with a non-english speaking prostitute in a brothel in Tunis. I didn't know what I was doing and was just laying on top of her, humping away as best I could. When I was about to cum I wasn't sure what I was supposed to do, pull out or cum inside her. I pulled out and ejacualted onto the bed. She was furious and started yelling at me (I didn't understand a word). She then wiped up the bed and then walked over to the door and yelled something to the guys in the hallway waiting their turn, all of whom burst out laughing.

It was humiliating to say the least.

Did you ever go back? What did she look like?

 

[sereneone4u]

Losing my virginity. My boyfriend kept wanting to, curiousity got the best of me and I finally succumbed. It fucking hurt bad, he just jammed it in there, could feel it rip...I cried out and he kept jamming and then pulled out and came on me...blood and semen...yuck.....

Didn't ever want to do it again...he did, said it would get better (He was a virgin too), but I felt that since he lied about it being so damn awesome the first go around...it was not going to happen again EVER. I broke up with him.

 

[artistgonewyld]

Losing my virginity. My boyfriend kept wanting to, curiousity got the best of me and I finally succumbed. It fucking hurt bad, he just jammed it in there, could feel it rip...I cried out and he kept jamming and then pulled out and came on me...blood and semen...yuck.....

Didn't ever want to do it again...he did, said it would get better (He was a virgin too), but I felt that since he lied about it being so damn awesome the first go around...it was not going to happen again EVER. I broke up with him.

How old were you? How long did you wait to try again?

I think most of us have less than exciting stories about losing our virginity, but sometimes there is that nice, "It was wonderful" story that makes me personally wonder, "Why not me?" I'm not saying mine was truly horrible but it wasn't wonderful. However, I never wanted to stop. LOL.

 

[vwnut]

Here's my worst-

My first year of college I was having sex with a girl I had just started dating. We were at her and her Mom's place. The sex was going good, then we switched positions to her being on top. Big Mistake. After about her 3rd bounce she lost her balance and fell off of me and the bed. I heard and felt a sharp "Snap!" and my cock hurt like hell, then started tingling. It immediately got really swollen on one side. She didn't have a driver's license and I had been drinking a bit, so we had to wake up her mom to take us to the ER! Long story short, I ended up nearly rupturing the spongy tube in the left side of my cock, and for the next 3 weeks I had to ice down any erection immediately to prevent further damage and let it heal. Imagine that- having to carry an icepack along with your school books, and after the first 2 weeks and being sex crazed, even the sight of a girl in a tight shirt would lead to me having to rush out of class with my bag to sit in the restroom and ice down.

 

[ROM]

Hmmm.... where to begin?

Losing my virginity way too young and being completely convinced for the next EIGHT years that sex always hurt the woman....

Trying to 69 with a woman who's nether regions smell like a mixture of ass and cat food.

My frigid ex-wife that would lay there like a corpse with her eyes shut and "take one for the team".

but I think the winner has to be:

My girlfriend moved 800 miles away, and we were kind of serious - so I would drive to see her once every other month or so. Usually ended up as a weekend-long marathon sex session. Well - one saturday afternoon in a motel room we've been going at it for 14 straight hours, and I haven't slept in 48 hours.... I fell asleep while she was on top of me doing the "reverse cowgirl" position. She got a little excited about it, and began bobbing up and down on my cock as fast as she could. She slipped, and started to fall off the bed so she put a hand down to support her weight (and she wasn't thin, not by a long shot) and put her hand right on my left knee. This hyperextended my knee (bent it backwards) and I woke up screaming. She fell off the bed, and kicked me in the head in the process...which made me fall off the bed. As I fell, I hit my head on the little table next to the bed and cut my scalp.
She got mad at me, and claimed that I didn't love her anymore. So, there I was with a knee bent about 20 degrees the wrong direction, a bleeding head, and a crying girlfriend that I had to console....
...instead I popped my knee back the way it was supposed to be, packed my stuff and left. We broke up before I made another trip.