Whats the worst sexual experience you've ever had? WEEKLY DISCUSSION THREAD

chilumibrainrot · 2022-10-22T02:34:33+00:00

one time a dude asked me to use him like a toilet, and then told me his detailed fantasies of wanting a woman to shit in his mouth. i stopped talking to him after that.

chilumibrainrot · 2022-10-22T02:31:39+00:00

i met this dude off of ig after knowing him for a bit to hang out, dumb idea i know. anyways we kissed and were flirting and shit (that was my first kiss) and then he took me behind this shed/bathroom thingy and shoved my head down. kind of traumatizing first sexual experience

HazyMemory7 · 2022-10-21T11:20:55+00:00

Asked a girl to stop during a bj because it was so bad. I didn't tell her that, but it was bad.

OutrageousCamp3 · 2022-10-21T03:40:47+00:00

It’s scary to me people are oversharing sexual assaults in here. I’m sorry but that is not a sexual experience that is a crime. This isn’t that subject and I pray to God no one is counting that as sexual encounters. It doesn’t matter if your body reacted or your sexual appetites changed. That’s a crime.

K1ngOfClubs · 2022-10-20T23:46:53+00:00

The only sexual encounter I ever walked away from. She had all sorts of weird ass rules:

“Don’t pull my panties off. Pull them to the side.”

“Don’t take my bra off.”

“Go slower.”

I got up and left.

2022-10-20T21:16:19+00:00

Lost it at 21 with a friend overseas. Initially, I was extremely excited.

However, everything was so awkward and weird. Penetration was hard for me and she was bored out of her mind. She didn't want to kiss me on the lips. I felt so bummed out by that. I had low stamina.

Eye opening.

SwimmingTheme3736 · 2022-10-20T05:04:27+00:00

Raped vaginally and anally

2022-10-20T02:50:27+00:00

Two attempted SAs before I was 18 so I’m not sure I really want to try the sex this again even though these happened in the context of not even being involved with these two separate people in anyway sexually

AnonPinkLady · 2022-10-20T00:31:03+00:00

Cat fish they showed up easily 200 pounds heavier than the guy in his photo pressured me and I got scared and caved, with a tiny dick because it was so buried in fat folds, breathed like he was fucking dying and lasted 2 minutes, then went a vomited in my bathroom from the strain it had aparently put on him, and left. Tried to pay me to do it again but no amount of money would ever make me do it again

Illustrious-Line-996 · 2022-10-19T16:11:32+00:00

a man i loved asked if he could have anal sex with me and i said no and then he had painful anal sex with me while i was screaming and crying.

2022-10-19T01:56:59+00:00

Rape. Anything I consented to I wouldn’t consider “bad,” because I chose to have sex with that person. Sex is something to discuss and give feedback to your partner. If you can’t do that, I don’t think you should be having sex with them.

gymbro718NYC · 2022-10-18T02:15:36+00:00

Every time a girl refuses anal is pretty bad for me. After having experienced ass to mouth, everything pales in comparison.

RegTextoffender · 2022-10-17T17:22:48+00:00

Sex for the second time with the girl I lost my virginity to.

In the middle of it she starts crying and I'm confused as hell and she says "I had an abortion when I was 16 and I don't think god will let me have babies after that".

Funny thing too is this woman (19) was cheating on the abortion boyfriend at home, with a guy at her college who was cheating on his gf, who found out and made them stop seeing each other and I was the rebound from the college cheating boyfriend. She was the definition of awalt too. I was pretty young looking at 19, and she dumped me for "the type of guy she always wanted". I was falling for her despite a lot of red flags (found out about the cheating stuff later) and dear god did I dodge a bullet.

fickerjackson · 2022-10-17T16:07:00+00:00

One guy licking all over my whole face once during foreplay. Like slobber. Then he wanted me to do the same to him. So weird and gross imo. Never encountered anyone else like him before or since.

Playful_Attempt_822 · 2022-10-17T10:41:56+00:00

I was with a class mate and we were naked and making out, but I had told him beforehand, that I wanted to wait and get to know him better before we did the real thing. I guess I had been feeling kind of uncomfortable around him before. He kissed my neck, which was nice, but he did that so as to trick me to get into a certain position. Then he would just pop inside of me - surprise! I said „don’t!“. He held on to me though and then came after five seconds. It was super weird and, now that I think of it years later, might as well be called rape. I broke up with him after that.

Dolphin_Moon · 2022-10-17T06:45:43+00:00

Went to a tinder hookup house when i was 19. He had a lazy eye. I felt bad so I had sex with him anyways. In at his at 4:10pm out of his house at 4:38pm. Weirdest sex ever. Midday too. He tried choking me and said “do you like that” and i said “no” lmfaooooo

His dick was HUGE and it was too much to handle as a 19 year old. No idea what i was doing. I couldn’t even get wet i was that turned off

Another dude when i was 19, he came too quickly into the condom and pretended he was hard and kept going. He still wanted to see me after which was odd

My ex boyfriend farted while I was giving him a BJ

Willow-girl · 2022-10-17T01:19:29+00:00

I was 15, getting busy with a boy from school in his room when his mom came home unexpectedly. She knew EXACTLY what was going on, too! He held the door shut while I hastily threw my clothes on in the closet, then he went out to deal with his screaming mom while I ran out the back, jumped on my 10-speed bike and sped away!

Not my finest moment. I stuck to grown-ass men with their own apartments ever after ...

2022-10-16T23:15:27+00:00

Didn't give him head because his balls stank, tried to stay in the mood but really wasn't, and he went in dry! Awful. Really, really awful, -10000/10 and the relationship pretty much ended there (him not me because I was a terribly weak person)

Reasonable-Pea-2772 · 2022-10-16T22:12:13+00:00

Couldn't get hard.

Another time I was in a young lady without any protection and she says I wants 9 babies please give me a baby. That wasn't the dirty talk I wanted lol.

neetykeeno · 2022-10-16T20:52:09+00:00

Ex husband. Doggy. He loses his erection and tells me it is because he sees I have poop around my arsehole. I run off to the bathroom to clean myself...no matter what I do I can not make a poo smudge on toilet paper. Run back to bedroom with toilet paper in hand ask him to show or tell me where the poop was...at this stage I am feeling paranoid like do I ever wipe my bum properly if he saw poop and I can't get it?

He refuses to help and says I often have poop around my bunghole and it is my problem not his.

Cue months of paranoia and excessive cleansing, hours of mirrors.

He was lying of course. He'd been cheating on me and I assume he lost his erection due to feelings associated with that and felt he needed to blame me.

I still hate him, thirty years later. I am glad he cried when I left.

smallstarseeker · 2022-10-16T20:31:21+00:00

Sex with my therapist.

We are banging and she wanted to say something dirty so she said "I want to be your mom".

Instant de-erection.

abaxeron · 2022-10-16T19:34:08+00:00

Putting aside everything that "crossed the line",

having sex in a forest without a tent.

Biting insects can smell you. Both.

therealcosmicnebula · 2022-10-16T15:06:02+00:00

I haven't had really bad sexual experiences although there's been some fairly red pilling and icky/funny ones.

I had a girl from Tinder at my apartment. She tells me she's a virgin and wants to wait. Very weird situation. Ended up going down on her and cumming on her tits. Didn't hear from her afterwards. She then posts on Facebook about her new boyfriend a week later.

Another time I fucked a girl and afterwards she pulls out her phone and shows me all the orbiter guys talking to her. One of the guys sent her a good morning text just after I'd smashed.

Had drunk sex with a girl with the messiest apartment I've ever seen. Food and drink everywhere, make up and clothes all over the bedroom floor. Had sex on a mattress which probably hadn't been changed in a long time. Wake up the next morning sober and get out ASAP. Had the longest shower ever and tossed away my clothes immediately.

I got blackout drunk with my friends on holiday and somehow get back to the hotel. My ex girlfriend is waiting for me and wants to blow me. I oblige. Mid blowjob I projectile vomit on the floor.

purplish_possum · 2022-10-16T15:04:45+00:00

First place: I had sex with a woman who was a 40-year-old virgin. That got me a stalker for the next decade.

Runner-up: A high school GF was giving me my first handjob. While she's doing so she tells me that she "does this" for her uncle (i.e. the 50-something guy she lives with because she got taken away from her mom).

DrinkItInMan11 · 2022-10-16T11:50:03+00:00

I went down on a girl and she farted in my face

dbz19_kai · 2022-10-16T05:40:00+00:00

Never had one that I'd consider negative.

EulenWatcher · 2022-10-16T04:50:32+00:00

Bruised bladder and another time allergy to lubricant. Ugh

AndyBrown65 · 2022-10-16T04:27:22+00:00

Apart from being molested by an older lady when I was 10..

So, 18, out at the club, met a nice girl, or what I thought was a nice girl. Get back to her house (she was living with her parents still as was I) and we fool around in the living room, then take it to her bedroom. Still goofing round in between gagging on the horrendous smell in her room, but I didn't say anything.

Looks like we are about to do the deed, I am half in the bed and half out searching for a condom in my jeans (mid 1980s AIDS paranoia) and I sense she is up and about in the dark. I am on the bed rolling on the plastic and she is putting something inside her (don't know what)

before I know she is back in bed after pumping something and she, moaning and groaning, starts kissing me again, me on my back, her on top. I hear her tummy rumble and suddenly she stands up and shits all over me.

Turns out she was a scat freak and had given herself an enema. I jump out of bed and there is shit everywhere.. I mean everywhere. Bits of corn in my chest hair and I am dry reaching. She is rubbing all her scat over her boobs and face in what could be described as a sexy, seductive move. I think I may have vomited, but I grabbed my clothes and ran naked out the house, probably leaving shit footprints as I go.

Find a house a few streets away and hose myself down in the front lawn, rescue what clothes I can and then walk bare foot and half naked about 3 kms home to what was a well deserved shower. Clothes into bin. Never went to club again.

Ohms2North · 2022-10-16T01:30:15+00:00

First date with a girl at a cafe. She mentions that she has t had sex in two years and the last two guys she had sex with couldn’t stay hard. I offered to remedy the situation and she was keen. I couldn’t stay hard

Ohms2North · 2022-10-16T01:25:06+00:00

She had 32 teeth and I felt every single one of them

social_mule · 2022-10-15T22:09:25+00:00

I think I've answered a similar question but it was quite a while ago. But I'll gladly share again as it's therapeutic.

I was a 21 year old soldier stationed at Ft Bragg, North Carolina in the early 90s. I went to a club off post in the nearby city of Fayetteville and met this older woman. I don't know how old she was but I'd guess late 20s or early 30s.

We drank, we danced and I took her home. She lived in a trailer park with an older man who had an oxygen tank for his breathing. If I had a lick of sense I would have left immediately but I was drunk and my dingaling was hard as a rock so I let the little head do the thinking.

After telling me her depressing life story we went back to her room and got down to business. That's when the mask came off and she started really telling me about her life. Her childhood and upbringing. Lots of uncomfortable traumatic shit that my 21 year old brain wasn't prepared to hear. She's telling me this shit while we're fucking.

And to make matters worse her geriatric roommate came in and told me to get out of his trailer or he was going to call the cops. I got dressed as quickly as I could and got the fuck out of there. I didn't even bust a nut.

And from that day until I stopped dating altogether I've avoided women who showed even the slightest hint of mental instability like the fucking plague. I know, I know...crazy women are supposed to have the best pussy. That may be the case but I was perfectly content to have slightly above average sex with only the sanest of sane women from that point forward. That crazy bitch scarred me for life.

Playful_Attempt_822 · 2022-10-15T21:50:14+00:00

Furthest my experience goes is kissing but...

The first and only time I've gotten tongue involved was when a guy I was seeing just kind of stuck it in my mouth without warning.

I was just thinking "haha...okay, so we're doing this I guess." Then it keeps going and going and I'm completely still and thinking "he's gonna quit it any moment now right?" And then when it became apparent he wasn't going anywhere unless I stopped it myself I pulled away.

He kept going for kisses again and the first time I went along hoping he wouldn't put his tongue in this time (he did). And then when he went for it again my voice basically broke telling him I didn't want to again. He got kinda cold with me but gave me a softer kiss on the lips (like I had actually wanted to start with) before we parted ways.

For those with really good memory this is the gym bro who insulted my values and called me a freak after months of praising me for not being easy like those other college girls. It hurt at the time but I have him to thank for the indifference if not outright amusement I now feel when people have anything negative to say about me. Once you've been burned like that by someone you trusted everything else is just a joke in comparison.

CimZim · 2022-10-15T21:08:38+00:00

Strangely not the first time or second time my FWB and I did anal, it was the 5th time. I still am not sure what happened. We use enough lube, it wasn't in a weird position, I was prepared for it, etc. Just for whatever reason it was fine for the first 30 seconds and then suddenly very much not fine.

At all.

As in, stop everything immediately and remove thyself.

I bled a very tiny bit and was sore for the next 2 days. Hasn't happened again since, so no fucking idea what the hell went wrong. But that's my only bad consensual sexual experience in my life.

For nonconsenual, it's difficult to pick one instance. Seven years of weekly CSA via my stepfather was all terrible, but I don't really count any of that as "sexual experience".

2022-10-15T20:02:26+00:00

My worst experience didn’t get sexual (thankfully), it was basically a girl I started talking to on bumble who wanted me to come to her place. I wanted to meet somewhere public but she insisted. Long story short it was super awkward, I wasnt attracted to her in person (mostly cause she was a couch potato and didnt look like her pictures) and she kept trying to get me to lay in her bed with her even though it was clear I really didn’t want to.

Edit: somehow I didn’t consider the time I was sexually assaulted in middle school, but I guess that would actually be the worst one.

toasterchild · 2022-10-15T19:38:17+00:00

Number one... first date sexual assault. He wouldn't let go of me in the car even after my pleading because he just had to prove to me he was good at sex. Didn't care that i was crying. I jumped out of the car and ran away from my house. He chased me down the street and pinned me to a tree. There was no sex but it got violent. He actually thought we'd have a second date.

Two. It was ok wed had a handdul of dates and had friends in common. He disappeared for a few weeks so i wrote him off. He came back maybe 8 weeks later and wouldn't take no for an answer stalked me for months. Then i found out he had been in jail for stalking someone else. I moved but he found me online 6 years later and was clearly still looking for me.

bunnakay · 2022-10-15T19:18:57+00:00

Assaulted when I was 12.

hungrychick404 · 2022-10-15T19:14:32+00:00

TW SA? I don’t usually talk about stuff like this online so let me know if I can do better about this

I’ve had a guy trying to finger my anus during vaginal sex without asking. Thankfully, I was able to grab his hand before he actually got anything in. I’ve talked to my friends who are women about this, and things like non consensual choking, spanking, and other sex acts like the one I described are tried without asking a lot in some of their sexual interaction. It’s sad. Just a reminder, CONSENT TO ONE SEXUAL ACT DOES NOT EQUAL CONSENT TO OTHERS! Unless you’re going to hold someone’s hand during missionary, you gotta ask.

Novadina · 2022-10-15T19:12:43+00:00

I’d say the time a guy drugged me and tried to rape me, and almost succeeded. Luckily I didn’t drink enough of the drug or something, and was able to get control of my body back when he was on top of me and scream for help.

spinky_bum9451 · 2022-10-15T19:04:42+00:00

Past weekend my buddy Cazz and I met this very cute girl at the autumn festival. She was with a mixed friend group, all pretty attractive, nursing their white claws and whatever crap and giggling at all manner of silly things. I was surprised to notice they were all wearing wristbands for alcohol. Cazz got to talking to them and clowning like he often does.

She was just about 5', blonde, big butt. That's enough for me. Decided to take her home that night, Cazz had already got drunk and wandered off.

We didn't talk much. The alcohol had already worn off by the time we got there. Slammed her into the bed, lifted up her skirt. She was wearing panties so I tore them off with one hand.

It looked like an inside-out meat puppet with hair. I asked her hold on a sec, are you a virgin? Bitch said no. Pissed me off. Started talking some shit about how she doesn't normally do this outside of a committed relatinship or some shit. I said "yeah shut up bitch". She just giggled nervously.

All this talking got her gargantuan snatch all wet. I didn't want to touch it so I slapped it a few times, like a skeptical housecat might initially swat at another new contraption from the pet store. But instead of reigning her back, she roared with delight.

The landlord was going to hear and I hadn't paid the rent in 3 months, so I sprung into action. Pinched her nose between my index finger and thumb lifted her head and just shoved it in. [to be continued]

TermAggravating8043 · 2022-10-15T18:56:21+00:00

Aside from raped at 15

It was the first time with the guy I’d been seeing for a few weeks, I don’t know if he was trying to show off by lifting me in all these weird positions but I couldnt’t really enjoy it, but the condom got stuck inside me and we had to stop to get it out, fortunately he had another one so we tried once more only for it to happen again, i was mortified, we managed to make it work but there was no way I was gonna finish after that.

The same guy a few months later, (official relationship) sex together is great, any chance we get we’re at it, he comes around to mine when everybody’s out. My dog has always been very close to me and generally hangs about in my room with me, we tried to get her out but she wasn’t having it, so we tried to do the deed and just ignore her. She’s a small dog, so it wasn’t noticed when she managed to squeeze herself between me and my bfs legs and started to lick his balls. He freaked out naturally and we had to stop, the next time he brought a butchers off cut for her so she would chew it in the garden and give us peace.

SmarmyPapsmears · 2022-10-15T18:05:45+00:00

A girl who bragged about her sexual conquests and was way too sexually forward & aggressive with me. I was young and just didn't realize I had the ick. I tried to push through it and ended up going soft while fooling around with her and gave up.

2manyltrnmoths · 2022-10-15T17:59:56+00:00

Rape (2 others so far and this thread is only an hour old 😞).

Other than that, a guy so fat (low end obese bmi) neither of us could see past his gut so we could aim it in (some guys don't even need to look, they just have honing ability lol). So I reached down to manually do it and he came immediately in my hand. Just cringe and awkward there was no chemistry.

Second, guy had a true micro, he didn't warn me. I'd never seen anyone so small, maybe 2 inches erect. He also came instantly. Again no chemistry- if there's chemistry I'll overlook imperfections- but it was just awful.

Sufficient_Flow9712 · 2022-10-15T17:58:53+00:00

Rubbed outside my knickers (not in the area he should be rubbing) for <2mins and then went to grab the condom.

I said no, I'm not ready - we haven't even had foreplay yet? He disagreed, saying that was foreplay. Then we had an argument and I went home.

Other guy was a work colleague I really fancied. There was no chemistry, he wanted wierd yet inoffence things done to him (like rub his nipples whilst he wanked?) I faked an O then went to sleep.

I woke up and kept picturing myself slamming my head in the door. Things were so awkward after that that I left my job.

Younger, inexperienced guy who was like this: https://youtu.be/60THXYuwLhI

howdoiw0rkthisthing · 2022-10-15T17:49:17+00:00

We smoked before we hooked up and I absolutely starfished and dissociated. I’d never smoked weed before and didn’t realize that it made me prone to anxiety and panic attacks (yeah I know, indica, sativa, blah blah). I finally viscerally understood what it meant to have words stuck in my throat.

And then I never had casual sex again.

howdoiw0rkthisthing · 2022-10-15T17:44:32+00:00

Answering on behalf of my husband:

He tried to hook up with a girl in college but couldn’t get it up because she was too fat.

gymbro718NYC · 2022-10-15T17:44:24+00:00

My first blow job, the girl used her teeth. I only found out when I went to the bathroom to pee and saw the marks. Having never had a blow job I thought that might actually be normal but once I spoke to my friends who has gotten laid and had bjs before; they dissuaded me from the notion that this is in any way normal.

Lift_and_Lurk · 2022-10-15T17:18:18+00:00

“we can try anal without lube!” She changed her mind about that quickly. It was way worse experience for her than me. Still feel bad tho.

baresquad · 2022-10-15T17:07:32+00:00

Bumble hookup seemed inexperienced, was a terrible kisser, and couldn’t really take it. It was the most awkward shit ever, neither of us enjoyed it.

She also lived next door to my building and I was always scared I’d run into her but I never seen her again after that night.

BrummieAMN19 · 2022-10-15T17:01:14+00:00

This virgin I banged a few months ago, I don’t really want to lambast her too much because she was a virgin and I usually don’t like/sleep with virgins but she was a 8.5 so exceptions applied but from head to the positions she was beyond awful and I don’t think she’ll ever become half competent honestly with experience. Immediately after sex on text I told her we can’t see each other again.

_demidevil_ · 2022-10-15T16:53:09+00:00

Aside from rape

I dated one guy for 8 weeks before we had sex. He was quite shy and nervous. Eventually we went back to his and he had a micro peen which only lasted less than a minute. I couldn’t feel it inside me. He was also super bony. That’s the last guy I ever slept with, 7 years ago. I felt really bad for him but I wasn’t looking for a serious relationship just sex and so it was pointless continuing to see him.

MasterTeacher123 · 2022-10-15T16:31:35+00:00

I had to spit on her back because I could finish. Only time I faked an O

Katatonicsnake · 2022-10-15T16:18:17+00:00

A guy I thought was my friend invited me over and gave me a speech on why he should be my first instead of his friend I was interested in.

Sofia_sticated91 · 2022-10-15T16:09:30+00:00

She got food poisoning in the middle of it. Almost vomited on me

jackedsoon · 2022-10-15T16:07:34+00:00

‘I dont suck dick’

Lysa_Bell · 2022-10-15T16:01:41+00:00

Rape

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Title	Whats the worst sexual experience you've ever had? WEEKLY DISCUSSION THREAD
Author	[deleted]
Upvotes	13
Comments	207
Date	October 15, 2022 4:00 PM UTC (1 year ago)
Subreddit	Posted in /r/PurplePillDebate
Original Link	https://old.reddit.com/r/PurplePillDebate/comments/y4rj61/whats_the_worst_sexual_experience_youve_ever_had/
Archive Link	https://theredarchive.com/r/PurplePillDebate/whats-the-worst-sexual-experience-youve-ever-had.1135539 https://theredarchive.com/post/1135539