Also, I met this really good looking guy a party one night. He was hot as could be. I went out on a few dates with him and I really liked the guy.
He took me back to his place and we started making out. We went to his bedroom and he took off all my clothes and started eating my pussy. He was great at it and I couldn't wait for him to fuck me. He stood up and started taking off his clothes. I was excited to see what I was going to get to play with. I decided to help him out. I got on my knee's in front of him and started pulling down his boxers. I was going to suck his cock into my mouth as soon as it popped free.
I was never so disappointed. This guy was hung like field mouse. One of the smallest dicks I've ever seen. I didn't want to hurt his feelings so i sucked it for a while and was able to get the whole thing in my mouth with ease. He was only about 4 inches and no bigger around than a roll of quarters. He put on a condom and started fucking me. I didn't really enjoy it much but I acted like I did and let him have fun.
He fucked me for about a half hour and I could barely feel him in me. When he came, I felt his cum shooting in my pussy and I knew something was wrong. He pulled out and there was no condom on his cock. He was so small that it came off inside me. I tried to push it out but it wouldn't come. The only thing that did come out was his cum and it was dripping out. He used his fingers to try and get it and I used mine but no luck.
He ended up getting a spoon and I fished it out.
What a waste. A good looking guy with a cock that looked like it belonged on a 10 year old boy.
He called me for about a week but I put him off. There was no way that I was going to go through that again.
I can deal with average but I never want to fuck a little dick again.

 

I was scared and nervous and we both had to sit through a long embarrassing lecture about sex from my grandparents. They never told my parents but for about a year my grandmother would bring it up and remind me that I was too young to be having sex. I guess in that year, I must have gotten 10 lectures about sex from her and each time it was very awkward.

 

Long story short, was giving a guy head and leaned up unexpectedly and gave him a bloody nose. Haha. It was horrible at the time, but later he broke my heart, so the jerk deserved it.

 

my sister walked in on me butt naked with my legs spread, two of my naked girlfrends licking my pussy and ass...

sounds like a guys dream but she literally just left... had some explaining to do as she didn't even know i was bi!

 

Fucking an ex doggie. Pulled out a little to far and ended up in her ass. She doesn't do anal. She jumped up and ran around the room screaming at me. I told her it was her fault cause she must have been relaxed enough for it to go in. I couldn't stop laughing . She cut me off for a week till I apoligized. Now that I Look back I fell bad cause I'm can't imagine how bad it hurt

 

caught by elder sister

 

i've queefed twice; it's so embarrassing!

 

Another bad time was when I was right about to cum.. middle of hot heavy sex and my girl's got her face under a pillow to keep the noise from getting loud cause my apartment manager is a jerk and lived under me. I was getting all fast and she was being filthy when the bedcovers slid and I fell out of her and off the bed. I hit my head on my dresser (an old surplus Army dresser) and knocked myself out cold for five minutes.

 

one mans most embarrassing moment is another mans biggest accomplishment!
lol

 

A girl did this thing during a handjob one time.

Instead of pulling the skin of the dick up and using the skin the run up and down the shaft, she grabbed it at the top and started doing something that I can only describe as trying to force my dick back into my body. As if that weren't bad enough, she nicked me with a nail and I started bleeding. I'm all for being subtle about not liking something in the bedroom, but I had to finally just tell her to stop. There is only so much abuse I can take.

 

She took a shit on my legs as she was cumming "dang ur Cum is warm,did you squirt?" ..."Aw shit"

 

Two things, different results.

When I was sixteen, I was parking with my girlfriend at the time. We were naked in my mom's car, fucking like there was no tomorrow. Just as I pulled out and came on her belly, a cop showed his flashlight through the window. He made us get dressed and show him ID, but since neither of us was breaking curfew, he let us go.

She barely kissed me for a month.

I was on vacation with my girlfriend about two years ago. We were staying in a hotel, and had gone back to the room in the middle of the day, I think to use the bathroom or drop off things we had bought. We didn't lock the door, since neither of us planned for anything to happen at that particular moment, but, well, we were a horny pair. The chambermaid walked in on us.

We got some good laughs out of that one, and it had NO adverse effect on our fun activities.

 

Worst thing Eh?? Hmmm????

Well to the best of my recollect two things really stand out from the get go, OK # 1 thing is my date and I were at the point where we were finally comfortable with each other and neither one of us were shy about our nudity around the other one, We were well on our way to being awell adjusted new couple and as we twisted and rolled around the bed as we made love I followed her lead and began eagerly to worship her vagina with my mouth and pushed my tongue into her sweetness as far as I humanly could and it was going so well she was at the mercy of my mouth and without any warning I first got a metalic taste in mouth then in an instant I found myself covered in blood and not just a little either I was saturated in her period blood. Well now lets see, OK # 2 I was at home all alone for the weekend first time I'd had the place to myself with out her kids running in and out slamming every damned door they went through. As well as the first time I was able to lay on the couch without hearing her whiny voice bitching about how hard SHE works while at her job, or the second subject she starts right off with when she enters the livingroom, My lack of regard for her kids welfare and their basic rights for the freedom from exposure to my socially unacceptable practice of covering my naked body with but a mere t-shirt and a pair of boxers. Shame on me! Well any way's our house guest was still here and totally cool with staying out of my beezwax. so about 9:30 that next morning I woke up still on the couch and I rubbed my eyes and turned to see some body had their gaze fixed on the tent I had pitched in my boxers with the morning wood and I just casually mentioned that they should pass a law stating that morning wood should never under any circumstances be wasted. and without any warning I heard a voice say baby I'm on the job. I was completely shocked when I found my cock getting sucked by a friend of hers, not mine, who was this stranger? but then again who am I to question the will of God. What else could it be ??? Now I was getting really close to blowing the biggest best nut ever I was in la la land this cocksucker was an expert at felatio I was laid back and I had my eyes closed and I heard a voice say WTF IS GOING ON HERE?? How long have the two of you been running around behind my back? You Asshole! Very bad situation, #1 my ol lady just walked in as I'm blowing a huge load causes I'm getting my Cock sucked . I was Neck deep and way up shit creek without a paddle , or a damned canoe! And worse still # 2 That blowjob was being given me by one of her best friends and unfortunately My long time live in girlfriend just dumped me without hesitation only just because her best friend was another guy! I'd have to say that was hands down the worst thing that ever happenned to me durring sex, No not the fact that I let some guy I didn't even know suck my cock, Hell no! More like That Nagging bitch just dumped me because somebody else was doing what she absolutely refused to even consider diong, EVER.

 

lol, harsh, and funny

 

LOL! I was listening to music while reading this topic but whats fucked up is right before I read this the random playlist played '20 Fingers' - "Short Dick Man"

 

Worst thing by far was with my wife some years back. We were going at it nice and hard and I popped out of her pussy. I had a good rhythm going to I just slammed it back home.


Well, either my aim wasn't as true as I thought or she shifted her hips because I went balls deep...in her ass...dry.


We were both in a world of pain....

 

OH...MY...GOD. That part of the body is right up there with the Achilles' tendon, the skin between the toes, and the area under the fingernails as one of the most cringe-inducing parts of the body to injure. Oh god, I'm still shuddering thinking about that.

 

Poop !

I was eating my (then) GF and had a finger in her asshole. When I pulled it out a turd came with it, right in front of my face.

 

Once, when I was 17, I was having sex with a really hot girl in the back seat of a car, and just when we were both getting really close, the owner of the car showed up and got all bent out of shape.... What an asshole... Guess we should have walked the extra two blocks to MY car.. Oh well...

 

My gf was giving me a blowjob at my house before a party, when my friend outside who was testing his speakers blasted the music and it scared the shit out of us. She bit my dick so hard I think I almost pissed blood. Totally lost the mood...