ITT: Embaressing/shameful sex stories the type of shit that you wont even admit to anyone in real life

ITT: Embaressing/shameful sex stories the type of shit that you wont even admit to anyone in real life.

Ill start.

>be me
>be 17, virgin
>seeing this girl for about a month now (summer of 2014)
>16, mexican, chubby, overall 5/10
>we are naked in her bed as we usually are on weekdays while her mom is at work
>get crazy horny and start rubbing my dick against her pussy
>she want it the dick b0ss
>decide to give it to her
>whip out a condom ;) and put it on
>get in missionary position lol
>put dick in and cum instantly
>dont tell her nothing for a couple seconds
>she is patiently waiting my next move
>tell her i am not ready for sex yet and that we should wait
>i flicc her bean and get a succ then leave

here is another one of me with the same girl

>girl and i have stopped seeing each other so frequently after 1st incident but still pick her up to hang out whenever I can
>take her to park one day in the middle of the night after grabbing some tacocabana.com
>we are in my car doing 69 to each other
>she is so fucking warm and wet
>want to get some pussi action
>tell her to get up on my dicc
>she says ok put on condom
>sorry dont got any
>she gets on anyways
>i pump her literally twice
>IMCUMMINg BITCH GET OFF!!!!
>she says "thats it?"
>i nod and say yeah
>people start walking towards us so we get our clothes on and drive off

third and last one with the same mexican girl

>parents out of town for funeral
>decide to have party
>invite friends from school but no one shows up except bro and girl i know it was lame as fuck and im a loser
>bro leaves
>girl asks if she can sleepover i say sure ok
>we get into my bed and start messing around
>tell her no one will be home tonight just us
> she says lets smoke weed and have crazy loud sex
>she lights up a joint and gets naked and in doggy position in less than 60 secs
>stick my dick in and smoke at the same time
>fuck it hurts in this position for some reason i think shes dry
>keep going even though it sucks
>3 minutes in it starts getting better
>fuck it actually feels good now
>fuck ima cuuuuuuu....
>too late cum in her pussy
>high as fuck and realized i just came in some mexican girls pussi
>that baby dont look like me mindset sets in
>start freaking out bad
>have anxiety attack
>cry
>almost faint
>girl goes home and doesnt speak to me for weeks
>she finally hit me up weeks later saying "im not pregnant bye lol"

>be me 13
>dating 7/10 with 9/10 ass
>bitch wants the D
>have small dick at this point... Puberty hadn't hit its stride late bloomer
>tell her I got cheated on in last relationship and am not ready for that shit yet
> date for six months never do anythig cause I'm a pussy
>ten years later and she's easily a 9/10 with an amazing ass
>can't get her now cause I'm a cuck lord faggot

*want to an hero thinking about it*

>>we are naked in her bed as we usually are on weekdays while her mom is at work
Yeah no.

>be me
>limp
>manage to cum on girl stomach
>not even 5 minutes
>"sorry"
>"it's fine"
>put shorts back on
>walk away in shame

Can't get hard without getting all super rough and shit with the girl I'm fucking

>be me
>fuck her in the missionary position
>I think shes super hot, we're on mdma, speed weed and whatnot, I don't remember
>cum in 2 minutes
>say sorry, she accepts it
>few days later she gives me acid
>I never had acid before, what an angel

God bless her and her kid.

>be me 18 virgin fag
>drunk af autism in corner with friends
>hot babe and dyke friend come over and starts talking
>autism kicks in
>she doesn't mind
>grab drinks again
>lose girls
>find girls
>dyke friend tells me the other girl is her lesbian lover
>go away to get drinks
>ugly friend comes and grabs me
>takes me back to her place
>too drunk to figure this shit out
>try to eat pussy end up with the ass
> no condoms but she has some
>"youre the first guy i've had user"
>too ugly to cum during sex
>decides to give me some head
>still cant finish
>goes to grab another condom
>hot friend comes to check out commotion
>"hi hot friend. how's your night"
>she eyes and walks away
>diamonds
>other girl is pissed and tries to ride me
>she sucks at this, cant finish
>after an hour of this, stumble back home
>friends smell ass on me
>think im gay and jokes for rest of freshman yr

>be me,16
>1st gf
>making out on her bed
>she starts humping my leg and moaning a bit
>position her over my dick
>dry humping the shit out of her
>starts kissing down my chest
>gets to my pants and pulls my dick out
>starts kissing my cock
>gives me a pretty nice bj for around 10 minutes
>feel the nut coming
>takes me out of her mouth and starts beating my meat
>its a god awful handjob
>desire to nut leaves my sack
>start getting soft its so bad
>she flips out
>tell her it isnt her, etc
>end up making out again
>dont even let her try the handy again
>blows me
>hold her head down
>nut in her mouth


I havent been into handjobs since then. Why would I let her do something I can do so much better?

People calling people gay or pushing people in a gay corner by sorrounding them with gay shit and gay style should be shot.

>be me
>call my girl over
>comes over fast
>lay her on her side
>start pinching her tits
>gets hard
>starts licking me off
>oh shit oh shi-
>fuck
>I'm about to blow
>jiz all over face
>Looks at me with lifeless fish eyes
>I'm sorry susy
>give her a treat and throw her her favorite ball
>mfw I disapoint my dog

>be 15
>14 yr/old indian girl asks me to the TWIRP dance
>go because why not
>dance, she grinds on me and keeps leaning in close to my face.
>afterwards we end up just hanging out with our different groups of friends
>for homecoming I ask her this time, as well as another girl I know
>go to homecoming with two dates
>dance between two girls
>indian girl eventually steals me away when a mosh pit starts
>we talk on the main stairs outside the gymnasium.
>decide to lose our virginities together
>I feel a bit conflicted about statutory rape
>turn 16
>she's still 14
>she comes over to my house and we shower together
>I'm very nervous and I don't touch her much
>We get out and go to the bed
>I struggle with the condom but finally get it on
>She's nervous too so I lick her pussy for a bit
>I penetrate her and it hurts for her
>I feel really bad but she tells me to keep going
>My dick was too big for her so I stop and keep saying sorry
>She sucks my dick and forces me to cum
>I feel really guilty
>We never actually kissed - so I had sex before my first kiss
>We avoid each other afterwards feeling really awkward about the whole thing
>Haven't talked to her since.

>be me 19
>college
>drunk af at a party havent had sex in 6 months
>been flirting with this 9/10 girl for about 3 weeks
>tonight is the night
>start making out with her
>bring her to my room after the party
>tfw im about to fucka smokeshow
>lights off
>start making out on my bed
>clothes off
>I try to go down on her she doesnt let me for some reason
>tfw Im a fucking god at eating puss
>she tells me to wear a condom
>condoms wtf
>put condom on
>takes me 10min to fucking stick it in
>finally its in
>fuck her for like 30 seconds
>pull out, cum
>I dont think she can tell that i came, tell her condom came off
>get a new one
>dick is already hard as a motherfucker
>fuck her missionary for like 5 min
>cum again
>pass out
>she left before i woke up the next morning

>Mexican grill
>tacocabana.com
>sa fag

what high school did you go to?

>Be me
>Am 14 y/o virgin
>In science class
>There's this girl who sits at my table
>6/10 at best
>thought she was kinda cute at the time
>Kinda turned on by her
>It's winter
>I'm wearing jeans and a hoodie
>Last class of the day
>For whatever reason the idea pop in my head
>I'm gonna rub one out, right here in class
>Pull arms into jacket as if I'm cold
>Shove my hand down my jeans
>Rub one out right in the middle of class
>feslsgoodman.jpg
>Shoot my load into my jeans
>2 mins until bells for end of school
>Wait until bell rings
>Go to bathroom and wash hands
>I decide to leave sticky mess in my jeans
>Ride bus home
>Change out of clothes
>Feel ashamed

Did this twice during eighth grade for whatever reason. Never told anyone out of shame. Anyone have a similar story? Or is it just me?

I was the exact opposite of you

>be me
>gf and I have sex
>first time for the both of us
>couldn't finish bc I masturbate too much
>Sex goes on for about 2 hours
>fake orgasm bc it was getting awkward
>quickly dispose condom so she doesn't see that nothing was in it
>So thats how I lost my virginity

>finished college doing the college thing, getting laid on the reg.
>all summer keep going with fatties on tinder
>med school finally starts, no nuts for months
>finally about 4-5 months since last getting laid, a tinder fatty calls me up and asks if she can stay the night with me
whythefucknot.jpg
>in addition to the fact that i drove a total of 4 hours (1 hr each way, and she can't drive) don't even get da succ she did so well

onto the actual story

>finally get the dick inside, literally made it 8 thrusts with a condom on.
>however, i'm ready to go again real soon, maybe a full 2 minutes this time.
>take a little break, go about 5 minutes on attempt 3
>while it happens, my roomate snuck in her purse she left in the livign room and got her name to look up her pictures
>showed them all around the class
>now i'm the 2-pump-chub-chump over shitty rounds of sex that required hours of me driving (in addition to the time i spent wooing this girl originally)

not really that awful, but i was still pretty pissed about the nickname

If I remember correctly I did that once, too, but interestingly the respect for me rose after that

we definitely were some fucked up generation

fucking detective overhere

i went to jefferson

> mfw i have masturbated in the bathroom of almost every restaurant i have ever been to with my family

damn. Im glad to say Ive never fucked a fatty. I almost did once, but thankfully I got the whiskey dick, so I couldnt get it up.

>be me, 18
>in bed with boyfriend, 19
>really wanted summadat vitamin D
>finally get on top to ride him
>takes 45 seconds
>"Oh it's alright, user. Let me know when you're ready for round two."
>waits for over an hour only to find out he has a cut or some shit on his dick he didn't tell me about earlier
>no round 2 because of cut

Seriously fuck me lol. I have a pretty low sex drive usually so that time was really a waste.

After that i never really told anyone that i had sex with her and my friends still think i am a virgin i guess thats less shameful than the truth i think. but after a while of living a lie it started to become true. for about a year and a half after that i got no pussy at all. I was desperate, ready to kill myself for my virgins in heaven. So i started looking

>be me 18
>no female contact for almost 2 years
>start browsing craigslist trying to see if theres any decent girls who want to hang out and go to the mall or something
>just a bunch of older fat women
>start browsing casual encounters
>cucks, degenerates, almost all posts by women are bots
>say fuck it and post an ad saying i am virgin and want someone to teach me shit
>half black half black lady replies
>fuck i hate niggers
>she says she will get lots of booze and a hotel room if i come through
>honestly was just really desperate at this point and some alcohol sounded nice
>agree to meet up with her
>enter late 40's woman, taller than me, 20 lbs overweight, smelled like garlic, pretty nice and not a serial killer 4/10 overall
>drive to booze store and get shitload of vodka
>drive to hotel and start drinking while watching infomercials
>tell that bitch to take her clothes off
>ok u too
>i get neked
>she starts succing me but uses a lot of teeth and it fuckin hurts
>i stop her and start putting on a condom instead
>she says she cant have babies anymore blah blah no diseases dont need condom whatever
>but shes half nigger and i dont want half aids
>put it inside and start fucking her
>god im so drunk
>start pretending shes kim k
>fucc her good for like 5 mins
>oh shit gonna cum
>take off condom and nut on her hairy old pussy
>realization sets in
>im nutting on a black old ladies craigslist pussy in a motel room
>lol wtf am i doing how did my life get to this
>decide to take shower then walk home
>bitch follows me into the shower and cleans me up
>tells me she wants round two

nother sa fag here. graduated from churchill.

>o god
>backs up againsgt me and starts slamming her big ass on my cock
>ok just one more
>starts fucking me like crazy in shower asks me to call her grandma
>start moaning grandma yes your pussy feels so good
>it did to be honest
>too good i didnt even notice i forgot condom
>fuck i have aids now
>decide fuck it if i have aids im gonna die with a bang
>cum in her raw is literally the best thing i ever felt
>cum dripping out of her saggy ass
>says she wants to cuddle and have pillow talk
>pretty drunk so ok
>after a while of talking she falls asleep
>time to go
>steal her money, vodka, and some motel stuff
>next day she emails me saying she knows i stole from her but that is okay with her and that she wants to meet up again
>never talk to her again, never speak of it to anyone at all

I mean because some dude noticed it and started laughing.

In our yearbook there were tons of passages saying that I was the number one pornodealer and whatnot.

Here's another story:
>meet cute but not hot or beautiful chick at some outdoor pool
>meet with her a few times
>I meet her for about a month
>in that time
>two of her rabbits died
>her gerbil dies
>we watch the fast and the furious, I try to get her to fuck with me, was on MDMA, she was a clean and good girl
>next day paul walker is dead
>I still do not understand what happened, 4 souls dead because I slept over at hers on emma, but who cares, I certainy do not anymore.
>finally get to fuck her at my parents house
>I fuck her in the living room as my parents were out somewhere
>she acts like she's never fucked before, I'm kinda sad to have put in so much effort
>bust a nut in about 5 minutes
>kinda embarrassed, but she was sooo tight, unimaginable
>her name is anne, which mean 'mom' in turkish
>turks live under the flat I banged her
>their kid always shouts annee when he wants his mom
>see anne once again, kinda run away from her and act like I didn't see her

I have no idea what I did, I jsut wanted to fuck.
I feel violated by her, tbh.

Also my mom oftentimes sits where we fucked, which is even more disgusting.

i almost always encounter churchill fags on Sup Forums

>ITT: Embaressing/shameful sex stories the type of shit that you wont even admit to anyone in real life.
It's like you know me.

>Be me
>Be 14
>Be super loner, on the computer all the time
>Discover chatrooms
>Back when hot girls were actually girls
>Talk to one
>She's on the east coast
>Like 9 or 10 there
>Get turned on because why not
>Get her turned on
>Start sharing webcams
>She ends up stripping because why not
>Pull out my cock and show her video
>It's like 7 oclock here
>Grandmother is making dinner in the kitchen
>Grandfather is literally 10 feet away in the same room
>Luckily too busy and has his back to me
>He never noticed

Looking back, I realize two things:
1) I'm an exhibitionist
2) I am insanely lucky the FBI used to be incompetent

what's embarassing about that?

Im surprised how many sa people are on Sup Forums
posted my ex on a thread before and within the hour someone recognized her lol

>mfw ive masturbated in the bathroom of almost every family members house ive ever been to

>be me
>15
>second gf I've ever had
>3 weeks into dating
>both virgind
>6/10 with a 9/10 ass
>upstairs in my room
>making out
>gets intense
>a lot of dry humping
>starts squeezing her ass
>some clothes eventually come off
>start fingering her while making out with her
>get like really intense with the fingering
>stop after a while because I was too beta to go any further
>we break up not long after
>realize I was probably terrible at fingering her
>realize she wasn't prepared to go to third base
>still friends with her to this day
>still regret doing those things
>I'm a bitch

>mfw I can't spell virgins

Nice, I got rid of it.

Now I can fuck whores in peace.
Just need a job beforehand, but now I feel freed from my dumb sins.

We played Jefferson and kicked your ass lol

fucking bitch

i fucked moot once

???

Fuck I have a similar story except that I was 16 and my father was on the clinch 10 feet away from me sleeping.
ugh I will never tell anyone irl about that.

Thanks. Also nice dubs

>Be me
>15 now
>Spending a lot of time in chatrooms
>Meet the love of my life
>Seriously, no other bitch can possibly be as great as she is
>Profess my love in a multiparagraph essay of a letter stating how great we would be together
>Never hear from her again

A few months go by
>Meet this other girl who is fanfuckingtastic
>Seriously, no other bitch can possibly be as great as she is
>Profess my love for her in a longass email at like 2 in the morning
>Never hear from her again

>Goes on for 5 fucking years

God damn younger me was a fucking idiot.

yes i know. churchill is better than jefferson in every way. hotter grills. better sports teams. higher rate of graduates.

I think that's actually the definition of autism. Like not trying to be an edgelord here, I seriously think that's the best possible example of autism.

...

From Corpus

my sister put a hidden camera in her room because she suspected i was reading her diary. In fact, she caught me jacking off on her bed with her panties on my face.

Still havent lived that down with her

>be me
>just turned 17
>the "love of my life" recently broke up with me
>teenangst.exe
>mope around for a while, end up taking some classes at local community college while still in high school for unrelated reasons
>meet a guy there in passing
>we exchange small talk, he's in the military, cool
>within a week he offers to take me to lunch
>sorry dude, i'm not 18 so-- "doesn't matter, it's just lunch"
>i'm stupid+was hungry so i accept
>we get in his car and start driving
>almost immediately he puts his hand on my thigh and starts rubbing
>wat.jpg
>im really fucking hungry so I don't say anything
>his hand gets more adventurous and gets higher and higher up
>he parks in an obcsured area and raises his hand up to my chest
>normally in this situation i would have bailed long ago but 1. It was kinda my fetish 2. hormones and emotions were everywhere at the time
>respond positively back and get more intense
>end up sucking his dick in a denny's parking lot
>he drives me home
>find out after the fact that he was 24
>fucker never bought me lunch

Possibly. Maybe. Not likely. I was socially functional...but only around guys and chicks that my dick didn't want to fuck (so ugly ones who didn't show boobs). But around chicks I wanted to bang? I got one-itis fucking hard.

The only solace I take from that pitiful existence is that I can see how far I've come.

Double dubs don't lie

get revenge by putting a hidden camera in her room

>December 14 1998
>Cold San Francisco evening
>the night was dark blue, the moon was rising
>a Christmas wind was blowing, the smell of the trees was refreshing
>my hair flew about as me and my girlfriend sat in the brisk stands as we watched our scarlet warriors take the gridiron
>the opponent was a tough Detroit lions team
>the bright lights were upon our hereos as the took off with the win in the cold night game
>the duration of the game, my date huddle closer than the team to my body to warm her self
>the feelings in my chest were more than enough to make me sweat
>the deafening cheers of the crowd were falling on my deaf ears, all I heard was her, with her cute, high pitched voice
>our team had won 35-13, the lions were completely BTFO, my heart was afast with Love, angst and pride
>she leaned in and kissed me on my cheek and said "I need about tree fitty"
>it was about that time I noticed she was 60 feet tall and was a dinosaur from the Paleolithic era

tough since we live in different states...this happened back when we were still under the same roof

The stories and information posted here are artistic works of fiction and falsehood.
Only a fool would take anything posted here as fact.

ha ha funny post & picture! mind if i save the pic?

>be 20
>girl of my dreams
>know her since highschool
>havn't talked to her in years
>meet up one night for movies and a drive
>everything was great had much fun
>end up after some driving and smoking weed at my place
>outside sitting on car trunk
>flirting talking and smoking more
>tired as fuck its late
>then we start kissing/making out
>sucked her tits and then we went back seat
>she took off her pants
>she went to blow me abit
>I ate her out/dirty talk
>making her cum, tellling me im a tease and sh'es meet her match
>so tired and high
>all I wanted was to be friends and start a relationship, really like her
>couldn't get it up. so high and tired 4am
>kiss, talk
>she left we chatted abit after
>don't talk to her anymore
>said no condom was fine, later found out she wants a kid
>tfw when I would have givin her one maybe idk
>pic related

all I was expecting was a movie and a hug

her tits looks damn good. she also looks batshit crazy though.

Similar story OP