Worst Sex You’ve Had

[CurvyMelanie88]

Everyone talks about the best sex you’ve had, so what’s the worst?

For me it was an MMF threesome when I was 17. A guy I was sleeping with and his mate, a night of lots of drinking, smoking weed and doing coke (my first experience of it). They also did some ketamine and MDMA. Started talking about threesomes and we all thought fuck it why not. Anyway, one of them couldn’t get past a semi no matter how much i sucked and wanked him off while the other came after about 30 seconds and couldn’t get it up again. Ended up finishing myself off when they left!

 

[SussexGuy47]

Being stood up
Has to be the worst
When Ur REALLY up for it

 

[JohnM]

Shared in Ask the Men before, but fits here as well:
Did once have a disappointing and painful encounter. In the heat of a drunken moment with an ex gf, I pulled her thong aside to get quick access. After enjoying a passionate few minutes it became quite painful as the lacy material was rubbing the side of my cock to the point I had to stop as it had broken the skin and I was bleeding a lot rather than cumming. gf thought it was hilarious, I didn’t see the funny side at that moment

 

[JohnM]

Everyone talks about the best sex you’ve had, so what’s the worst?

For me it was an MMF threesome when I was 17. A guy I was sleeping with and his mate, a night of lots of drinking, smoking weed and doing coke (my first experience of it). They also did some ketamine and MDMA. Started talking about threesomes and we all thought fuck it why not. Anyway, one of them couldn’t get past a semi no matter how much i sucked and wanked him off while the other came after about 30 seconds and couldn’t get it up again. Ended up finishing myself off when they left!

Hope you have had more enjoyable threes since!

 

[guyinleicester]

Mine was with a girl at Uni, she full on starfished and put no effort in at all XD

 

[alex4660]

Sucking off a guy, at his place. He was nervous and had clearly been drinking (Dutch courage?) Anyway ... I was under him on his bed, semi hard cock in my mouth, and he fell fast asleep - pinning me under him. No idea what to do. I eventually managed to get myself out and left him, still asleep. And before anyone suggests I give boring BJs - I've been sucking since my teens and been complimented many times as an expert. lol

 

[enolou]

Had a Lithuanian girl fly to meet me in Barcelona when I had a few days off there. ... she booked and paid for a hotel ... the deal being i paid for a meal and got her into the gig i was working on. .... no problem
Met her at the airport ...... we checked into the hotel and then went out to eat ..... all the way through she was flirting as she had online for the month or so before.
Got to back to the hotel and I was expecting her to jump my bones ...... it started getting passionate fully clothed on the bed ...... so i began to undress her ...... and she stopped me.
She got up, scrabbled around in her suitcase and disappeared into the bathroom ....... im thinking sexy surprise coming..... nahhhhhh how wrong i was ...... she came out 5 minutes later in a grey flannel night dress ... switched the light off ...... lay on the bed like a flacid lettuce and expected me to fuck her with the nighty still on..
as much as i tried to get her naked it wasnt happening ...... so if she was expecting a good rodgering all she got was a dry hump of her leg .

 

[Firefly]

Oh my goodness, i love this thread.
I apologize for laughing, know that I laugh with love.

SO So so much bad sex in the (my?) world.

So, there was an event that the man I believed I had made out with, believed we had had sex. Weeks after the fact he was going on about how amazing having sex had been. And I was like, when did we have sex? He recounted the evening as he remembered it. And I can assure you there was no sex. There was some lovely kissing, and touching on my part but he was as soft as a raw oyster and then he passed out. I'm pretty certain he had a good dream that he had failed to differentiate from reality. TLDR: whisky + male = raw oysters

 

[Firefly]

More bad sex: probably the youngest partner I've been with (youngest as in largest age gap where I was older)

First time was good, fun satisfying quickie in a bathroom sex.

Second time, he had become this like insecure mulling pile of childish incel uselessness. First, he was weirdly aggressive, verging on abusive. Then, he was like "Im going to finger you till you cum" and I was like, "ooo, I like being fingered till I cum"...and then almost instantly "K, you are going to have to stop fingering me like that, because that is never going to work." Which he didnt believe, until it was clear i wasnt going to cum.

Then when he finally seemed ready to "fuck my brains out" (His words, not mine) he came in world record speeds for premature ejaculation. He then crumbled into a puddle of self-pity and low confidence...which I had to like be nice to him. "It's hard when you are young. (probably a lie)" " Sex gets better with experience (also probably a lie)" "it has happened to most of the men I've been with (not a lie)" etc It took a solid hour for him to pull himself back together. Then he wanted try again. Literally one thrust and he was done.

 

[Firefly]

The reason I hate doggy so much:

Sex with a man shorter than me. Not the fittest guy, I guess. And it was probably worse as the long-term partner I had been with before him was like 6'3 eightman/ju jitsu fighter...ie could throw me around like a rag doll.
Anyway, my short friend after losing his erection during cowgirl, was all "get on your hands and knees" a little oral, then he proceeded to try to insert his semi...which took a fair bit of patience on my part. But because I am taller and particularly have longer legs, so I kind of had to scoot down enough for him to reach (think chihuahua going after a German shepherd) anyway...he finally gets in, starts to get a little blood flow...then proceeds to hump like a fucking metronome, 60 beats a minute. literally thump...thump...thump. Perfect rhythm...slow as fuck...you know, too slow to get his sack swinging or anything. And because we are in doggy I guess, I can't see him or reach him. He can't see my bored as fuck face. And he is full into the "you like that don't you" "Yeah, dirty little girl" "you like my big cock" "im going to make you cum so hard" thump ... thump... thump...

I was wondering at what point it would no longer be rude to just get up and leave.
And of course, when he came and wanted pillow talk and he was all clammy and out of breath. "That was amazing" "We should do this again" "did you cum?" And of course, I don't like to people about those sorts of things. So when I honestly said, "no and no thank you and no i didn't" apparently, I was the bitch.

(This one experience doesn't mean all shorter men are bad sex partners (far from it). It did basically ruin me for doggy though)

 

[CurvyMelanie88]

I did find sex with men who think they are auditioning for a porn film was actually pretty shit. A few experiences of this is when they start saying ‘you like that’ and ‘yeah you take my hard fucking cock’ and being called a bitch/slut/whore during sex I instantly get turned off.

On one occassion this happened I just let the guy carry on while I thought of someone else. After what seemed like an eternity he announced he was going to cum over my tits. The way he was grunting suggested this was going to be a lot. It wasn’t. It was probably the smallest amount of spunk I’ve ever had dropped on me. He didn’t even get anywhere near my tits! Whilst he lay there out of breath, telling me I was an amazing fuck whilst still feeling slightly confused as to why he shot so little, I got out my dildo and finished myself off. He must’ve thought he was getting round two and started wanking. Once I had cum I rolled over as I had tired myself out and even some 30 minutes later I could still feel him up against me wanking his flacid, soft cock against my lower back. He eventually gave up when he I realised I’d fallen asleep and had left by the time I woke up. I found a message from him saying ‘wow didn’t realise I had completely ruined you.’ I went to reply but instead messaged the guy I was thinking about during that shag asking if he wanted to come over (not for sex but if it happened, it happened) and he gave me the seeing to that I craved. That bloke is now my husband!

 

[VicBhouy]

Sucking off a guy, at his place. He was nervous and had clearly been drinking (Dutch courage?) Anyway ... I was under him on his bed, semi hard cock in my mouth, and he fell fast asleep - pinning me under him. No idea what to do. I eventually managed to get myself out and left him, still asleep. And before anyone suggests I give boring BJs - I've been sucking since my teens and been complimented many times as an expert. lol

I suspect that you give outstanding BJ’s… well done on honing your skills and keep on keeping on as you have a mighty talent.

 

[HonestSex]

That

More bad sex: probably the youngest partner I've been with (youngest as in largest age gap where I was older)

First time was good, fun satisfying quickie in a bathroom sex.

Second time, he had become this like insecure mulling pile of childish incel uselessness. First, he was weirdly aggressive, verging on abusive. Then, he was like "Im going to finger you till you cum" and I was like, "ooo, I like being fingered till I cum"...and then almost instantly "K, you are going to have to stop fingering me like that, because that is never going to work." Which he didnt believe, until it was clear i wasnt going to cum.

Then when he finally seemed ready to "fuck my brains out" (His words, not mine) he came in world record speeds for premature ejaculation. He then crumbled into a puddle of self-pity and low confidence...which I had to like be nice to him. "It's hard when you are young. (probably a lie)" " Sex gets better with experience (also probably a lie)" "it has happened to most of the men I've been with (not a lie)" etc It took a solid hour for him to pull himself back together. Then he wanted try again. Literally one thrust and he was done.

that's just sad. I could honestly do better it's that depressing

 

[Coastalmammal]

Right now ……..NOTHING…..!

 

[HonestSex]

That

More bad sex: probably the youngest partner I've been with (youngest as in largest age gap where I was older)

First time was good, fun satisfying quickie in a bathroom sex.

Second time, he had become this like insecure mulling pile of childish incel uselessness. First, he was weirdly aggressive, verging on abusive. Then, he was like "Im going to finger you till you cum" and I was like, "ooo, I like being fingered till I cum"...and then almost instantly "K, you are going to have to stop fingering me like that, because that is never going to work." Which he didnt believe, until it was clear i wasnt going to cum.

Then when he finally seemed ready to "fuck my brains out" (His words, not mine) he came in world record speeds for premature ejaculation. He then crumbled into a puddle of self-pity and low confidence...which I had to like be nice to him. "It's hard when you are young. (probably a lie)" " Sex gets better with experience (also probably a lie)" "it has happened to most of the men I've been with (not a lie)" etc It took a solid hour for him to pull himself back together. Then he wanted try again. Literally one thrust and he was done.

that's just sad. I could honestly do better it's that depressing

 

[HonestSex]

The reason I hate doggy so much:

Sex with a man shorter than me. Not the fittest guy, I guess. And it was probably worse as the long-term partner I had been with before him was like 6'3 eightman/ju jitsu fighter...ie could throw me around like a rag doll.
Anyway, my short friend after losing his erection during cowgirl, was all "get on your hands and knees" a little oral, then he proceeded to try to insert his semi...which took a fair bit of patience on my part. But because I am taller and particularly have longer legs, so I kind of had to scoot down enough for him to reach (think chihuahua going after a German shepherd) anyway...he finally gets in, starts to get a little blood flow...then proceeds to hump like a fucking metronome, 60 beats a minute. literally thump...thump...thump. Perfect rhythm...slow as fuck...you know, too slow to get his sack swinging or anything. And because we are in doggy I guess, I can't see him or reach him. He can't see my bored as fuck face. And he is full into the "you like that don't you" "Yeah, dirty little girl" "you like my big cock" "im going to make you cum so hard" thump ... thump... thump...

I was wondering at what point it would no longer be rude to just get up and leave.
And of course, when he came and wanted pillow talk and he was all clammy and out of breath. "That was amazing" "We should do this again" "did you cum?" And of course, I don't like to people about those sorts of things. So when I honestly said, "no and no thank you and no i didn't" apparently, I was the bitch.

(This one experience doesn't mean all shorter men are bad sex partners (far from it). It did basically ruin me for doggy though)

Yep a bad partner. Not your fault he was shit and his tool was a bit faulty

 

[AlisonT]

The worst sex I've ever had was with a date who kept trying to fold me in half. As in not just getting my legs behind my head, but holding me so that my back was bent forwards as far as it would go and chin was pressed right in to my chest with the back of my head against the bed. I'm probably not describing that very well. He was on top of me and I was worried that if he pushed down on me with too much force my neck would break or something.

I had to make him stop and then just finished him with my mouth so I could make my excuses and leave. You can be sure he didn't get another date.

 

[raceyjase]

Proverbial sack of spuds, gripped so tight you can't move with light off..everything it shouldn't be..Needless to say it only ever happened once..

 

[HonestSex]

The worst sex I've ever had was with a date who kept trying to fold me in half. As in not just getting my legs behind my head, but holding me so that my back was bent forwards as far as it would go and chin was pressed right in to my chest with the back of my head against the bed. I'm probably not describing that very well. He was on top of me and I was worried that if he pushed down on me with too much force my neck would break or something.

I had to make him stop and then just finished him with my mouth so I could make my excuses and leave. You can be sure he didn't get another date.

Christ. Honestly I'm a sex God compared to half of these lads. It's embarrassing

 

[AlisonT]

Christ. Honestly I'm a sex God compared to half of these lads. It's embarrassing

I think half the time it's from watching too much porn and getting crazy ideas from that.