What was your most disappointing sexual encounter

You should have made him eat your pussy first

 

Used to work with a girl and flirted with you. She'd ask me if I was having a good day. I would tell her that it was only OK but nothing a good blowjob wouldn't take care of. She would laugh and tell me not to hold my breath and not to give up hope AND if she ever gave me one, it would be the best I've ever had. Life takes you in different directions and we lost touch. Landed in CA for a conference and ran across her during the event. Standard line but the response was "well, maybe I can fix that tonight". Nice supper. Went back to her room. Finally got her clothes off and she got me on my back. Worst blowjob I ever got. She spent most of the time licking around it. Under my balls for like 10 minutes. Even my knees, my thighs, my arms. Almost everywhere except my cock. When she did suck my dick, it was only the head and then only for a second before the teasing resumed. I tried to direct her head over it once or twice but she wouldn't take the hint. And then the constant talking. Weird talk like how she was going to suck my cock until it turned purple. WTF. Purple? I finally started to stroke it myself while she was doing whatever she thought was great teasing and her response was to make myself cum because "only you know how you like it honey". Which at that point, was true because she clearly had no idea. She did put her lips over the head when I let go and she did swallow it all so she gets credit for that. I never expect a girl to swallow if she doesn't want to but I do like it swallowed. I don't think I ever got my shaft in her mouth more that maybe 2 inches. The only redeeming value to being with her was the she was soaking wet after the blowjob and fun to go down on and she also had multiple climaxes from mouth and finger. Still, I went right back to my room, fearful that if I stayed she would wake me up with more teasing. Nice girl. Sexy. Kind of fun. Bad in bed.

 

She sounds ok to me I’ve had way worse

 

I was in the Philippines in Olongapo City in ‘71 and heading back to the main gate of the base and stopped in the Orchid Club and my buddy Brian was sitting at a table with a girl so I sat down and talked with them and someone hollered the shore patrol are coming because it was almost midnight curfew time so Brian’s girlfriend grabs his arm and another girl grabs my arm and we went through the side door into the Orchid Hotel and got two rooms and we get in the room and get our clothes off and she has dinky tits and just a few hairs on her pussy and probably weighs 85 pounds and I get my dick in and can barely feel anything, her pussy felt huge but I pumped away for a few minutes and she says did you cum yet ? so I said not yet pulled out and fell asleep and woke up a few hours later with a hard on and stuck my dick in her pussy it was was so loose but I was able to ejaculate in it got cleaned up an dressed and then Brian knocked on the door and said he didn’t have any money left and the girl needed milk for her kid so I told him all I had was ten pesos , about two bucks and the two girls agreed to split it and Brian and I headed back to the ship and that was not a good piece of ass guaranteed

 

When my ex and I first met she was like a porn star and would try just about anything. Sadly, in the end, any sex with her was disappointing.

 

Two one night stands when I was young and inexperienced. The first wasn't that attractive.......just available. The second was really cute. Both I came to quickly and felt embarrased afterwards.

 

It happens, but could you not go again, with a short break. That's the bad and good of being young and I in fact have cum while just attempting to penetrate a hot wet vagina. The good news is for being able to go again and yet again, with much better results.

 

The first we were both drunk. Second one she needed to get home to her fiancé.

 

When I was young, dumb and full of the cum that exited the dick way too early I would always jack off before going out. As the years went by and had an unexpected hook up I'd always lick on it first then fuck it but if I felt I was going to cum way too quickly I would exit and lick some more till it backed off. It works very well.

 

Sounds like a plan.

 

I jerked off before the first date with my now wife. We had sex twice that night. She later commented she was happy that could last that long. She came 3 times in round one, and twice in round two. I never told her about jerking off in my shower before our date. Best night ever!

 

I was dating a woman between marriages and during our third date she agreed to give me a blow job. She had no clue what she was doing, it was the worst excuse for a blow job I ever experienced. She just sucked on the head of my cock and as I tried to work it into her mouth she pulled back. I ended up asking her to stop and pulled my pants back up. We never had a forth date, I need a woman who knows how to suck cock.

 

I've never heard of a bad blow job. Must be nice to be so particular. She could suck on my cock head all day long if she wanted and could make me cum that way also.

 

"Most disappointing sexual ..." ? After 36 yrs married to the woman who before then used to fuck me like a rabbit? Too many to list for this small a space. Sad but true.

 

It seems that for most women, their Libido is subjected to imminent death at some time or the other. Kinda of ironic too, since they stay equipped for it and with most men, that's not the case for later, if not sooner and even though they seem to never lose interest.

 

It has to be my first time, it was also her first time and being so sexually excited I cum too quickly and it was a little bit painful for her. Like so many peoples first time it was embarrassing and awkward and not what I expected.

 

Yes, it's one of nature's little jokes on us higher-evolved hominids. Another is how most males even into middle-age wake up with some form of erection, while for most females that's the very last thing on their mind.

 

My first time lol I went out camping with my then gf we set up the tent and sat and talked for most of the night then we started kissing and touching each other so we go naked and basically I put it in pulled it out and came I was so embarrassed

 

This is going to sound bad but my current partner. I’ve given him everything he wanted including a 3sum but sex just isn’t doing it for me anymore. It’s like he just has sex with me so he can get a release and he ALWAYS finishes just as I start to feel an orgasm build then BOOM he turns over and goes to sleep. It’s getting to the point where I’m remembering the nonstop sex I used to have with my ex and i miss it! So bad. I honestly just want him to pay more attention to me for once before he finishes

 

Try talking it over. But if there's not much response, you might need to consider bailing out.