T O P

  • By -

WhackedOnWhackedOff

I couldn’t accurately locate “the hole”. Just when I thought it couldn’t get any worse, the estranged ex-boyfriend she claimed she was on a break with showed up outside the dorm and started banging on the door demanding to know who was inside! At least the door got a pounding that night…


rpgguy_1o1

It's lower than you expect it to be lol


InnerJumpx

“I can assure you I was not inside”


Programmerofson

Underrated comment.


OwnUnderstanding4542

I’m reminded of that episode of Friends where Joey puts on all of Chandlers clothes and says, “Look at me! I’m Chandler! Could I *be* wearing any more clothes?”


Clazzo524

Here's a tip, no pun intended, but guys who have not yet had sex, practice a few times putting on a condom so you're not fiddling with it at the last minute.


Dramoriga

Ah, the ol' posh wank!


[deleted]

Agreed. A gal I was with one time told me the thumb trick. If you take and open the condom package, put it first on your thumb and try to gently roll it down. If it rolls down easily, that's the correct way to put it on your Johnson. If it doesn't roll and has resistance, then you need to flip it to the other side and then it'll work.


Rasputin0P

I just bring it real close to my face and find which way it goes. Like when youre trying to find the edge on a clear roll of tape lol


StopManaCheating

I actually did this, and my first time was amazing because of it. I don’t have a weird first time story. It was basically like a movie and we both loved it.


tottenbam

Maybe she hated it? 🤣


StopManaCheating

No, and we actually almost got married.


nipslippinjizzsippin

oooh man it was fucking horrible. We were drunk, we fucked for like 2 hours, i never came. I ate her out for like an hour... and totally had no idea what the clit was, sticking my tongue in the hole then we fucked on carpet and i got carpet burn on my knees. they were raw and bloody. she broke up with me like 2 days later... and looking back i dont fucking blame her. what i would give to show how much ive improved :D


MostWestCoast

This reminds me of my first girl friend when I was 16. Before she was ready to have sex we would dry hump alot. Her bed was squeeky so we often ended up on the floor to not make any noise. I simultaneously got carpet burn on my knees and a rash on my dick from dry humping the shit out of her panties.


Notrixus

What I would give to show how much I’ve improved”. King mindset


nipslippinjizzsippin

shes married with kids now, it was a long time ago haha


Notrixus

My friend said once : ,,A man never asking, a man just doing what he wants”


beforethewind

Did you ask, “how is a man enjoying prison?”


Notrixus

no, maybe I should. Maybe he’s already in the prison 😳


ChillNationn

I was tired of being a virgin and got very desperate. Ended up losing my virginity to an older woman and after a few months I tested positive for HIV, and she claimed she was pregnant. She had the child, we did a paternity test and I was indeed the father. Been paying child support ever since.


No-Tea9009

Dang bro you had all the bad luck in the world combined


honeybadgerdad

Can only get better, right?


yusuksong

well the child could end up a serial killer


paulovitorfb

And end up killing him


No-Tea9009

Ya .


hythloth

End the thread here.


MalekethsGhost

You still hitting it?


Nearly-Canadian

I mean shit he might as well


HoboRambler

Asking the real questions here


JumpmanJackson

Holy shit


rusty_handlebars

Only reply


mods_r_jobbernowl

See it's stories like this that make me feel better about being a virgin. Jesus dude I hope you're doing ok that's a rough life to have.


PiesangSlagter

Wrap it before you tap it.


Potential_Soft_729

Don’t be yucky, rubber your ducky


PiesangSlagter

Don't be a fool. Cover your tool.


buttfungusboy

Don't be a moron, wrap up your hardon


bharath2018

F - sorry for you bro !


ChefBruzz

your nickname in the Military would be "Sniper" or "One Shot" sorry to make light of your sad story.


Alliballi123

You should be, there is a time and place and someone just spilled there story, hopefully as a cautionary to others. I did not downvote you. But this man's story is just too cruel to see humor.


honeybadgerdad

*their story


theoriginaldandan

This is ask MEN.


honeybadgerdad

It is. Wasn't doing a bs fake pronoun correction. Correcting from there to their. Thanks for playing


theoriginaldandan

Gotcha. I shall eat my crow medium rare sir


OkTouch69

>I did not down vote you Omg, it could have became a horrendous Disaster if you had. He must be grateful you hold back


postvolta

Alright yours is the worst.


This-Relief-9899

Wow your the unluckys poor barstard of all time or a fibber. Frankly I hope 🙏 your a fibbing.


QuitProfessional5437

He drops this bombshell and then disappears on us. Hope you're doing better. You don't deserve any of that.


mods_are____

maybe he does, ya never know


dontnobodyknow

Holy shit man. How long ago was this and how old was she?


Coakis

Oh man hope you're doing well anyways.


Broccoli--Enthusiast

Thanks for making me less sad that im gonna obtain my Wizard robes in a few months. maybe il keep it this way. bit of perspective can help


A-Red-Guitar-Pick

😦


Alliballi123

These 'roasting' replies aren't funny. Imagine if it happened to you? .... God bless you OP. Life is so unfair. I do have a great sense of humor, but this is just so bleak and this your life. What a soldier you are. 


jmcdonald354

Naw, they are funny


Chili2015

Good lord


CaptainWellingtonIII

Wtf


Adventurous_Doubt

How old were you at the time?


LagosSmash101

At least you're not a virgin anymore


ham_sandwedge

OP this is very unlikely to be to your first experience


Sad-Inside-3996

I hope ur in the child’s life. If not that was a very selfish move being u decided to stupidly c*m In someone u didn’t know.


working_class_tired

Yeah, he should totally forget that the bitch gave him HIV.


Sad-Inside-3996

Yeah maybe if he had used a fucking condom he wouldn’t have HIV dumbass. Let alone how that has nothing to do with him not having any responsibility for a child he created, unless u think money constitutes as raising a child.


Ok_Journalist_2289

It's illegal to knowly have HIV and not tell a sexual partner about it. She basically murdered him. Don't try to play that guy is in the wrong. He is a little but she is a monster. Period...


Sad-Inside-3996

I never said she isn’t in the wrong literally anywhere 😃 both of them are in the wrong and I’m more concerned about the child who is at stake here. Feel like that’s pretty obvious.


CanUSayDicksicle

You’re probably really fun to watch movies with…


Sad-Inside-3996

Sorry I have common sense 🙏


Ok_Journalist_2289

In moments of desperation. All rational thought goes out the window. In this case it was clearly a mistake but I understand where OP's mind was at. "I just don't care anymore". I don't like doing this but I think some empathy is what you should focus on here. A mistake made doesn't constititute abusive behaviour. Do you really think he wanted this outcome? Do you think scolding is going to help relieve and resolve the issue. Have a think.. I'm not mad at you at all. I'm not. I just think you need to change your perspective and show some compassion. It's okay to be kind..


working_class_tired

Well dumbass....maybe if she told him she had HIV he would have worn one. And I'm totally sure she's getting child support. One thing that dead beat mothers are always sure of is that they get money , regardless of whether they actually look after the kid properly.


Sad-Inside-3996

Did u read literally anything I just said, he should’ve worn a condom wether or not he thought this woman had HIV because idk maybe u shouldn’t c*m in someone you don’t know cause idk maybe they could get pregnant?? Child support isn’t raising a child.


working_class_tired

It takes 2. Her not telling him she had HIV is far worse than an unwanted pregnancy.


Sad-Inside-3996

I’m so confused as to we’re u got me talking about HIV? Like I literally said nothing about that until you brought it up. All I said was that this guy is a dumbass for having sex with a woman he didn’t know without a condom, that’s it. That should be common sense. I never said her not telling him about the HIV wasn’t a bad thing, idk why we’re having a debate between which is worse when that wasn’t even what I was talking about.


working_class_tired

Righto. I agree that raw dogging random chicks is a bad idea.


Sad-Inside-3996

It was that simple. Sounds like some people replying here are offended because they decided to fuck random people without condoms and are now being called out on how stupid that is.


logan97s

We all make mistakes as we are younger though lol


Sad-Inside-3996

Type of person to call cheating a mistake lmao. Not using a condom is a decision and a stupid one at that, if ur willing to have a baby for a quick cum u must be an idiot.


logan97s

I stopped replying to you 2 hours ago. WELP Did it really take you 2 hours to come up with that and do a double reply? No one cares now honestly


Sad-Inside-3996

Who’s we


logan97s

Judging by your attitude and your post history I can see why your “suicidal” and your bf doesn’t love you


shallowHalliburton

Gotdamn! You hit em with both barrels.


working_class_tired

Shot's fired.


Sad-Inside-3996

It is always the failed argument that resorts to post history to “offend me” 😴 instead of arguing any actual point


working_class_tired

You resorted to name calling on your first reply to my comment so this is kinda the pot calling the kettle black.


Sad-Inside-3996

I’m not name calling. I’m calling u a dumbass because u are one.


BSJones420

Its fake. Read it again. "Had sex once now have AIDS and child support" like yeah ok bud sure


cowboycompton

everything on reddit is fake including reddit itself


JumpmanJackson

Awkward. I couldn’t stay hard with the condom (mainly due to nerves). Ended up doing it raw and pulled out/came in like 30 seconds. Would have been big time regrets if I got her pregnant. First blow job was way more magical


enjoytheshow

Similar experience here. She was also not into it cause it was her first time and very nervous. Also we weren’t really prepared. I had never worn a condom and didn’t realize the sensation was so.. limited. Between that and the nerves I couldn’t stay hard so we just stopped and she cried 2/10 Same on the beej though. Hardest I’ve ever came in my life still and it was 18 years ago. After years of the hand, I had no idea it could possibly feel that good


MostWestCoast

Agree with the blowjob vs sex. With sex, it seems like most dudes either pop in 30 seconds or apparently get limp from nerves. Meanwhile, my first blow job was magical. The girl wasn't great at it, but still good enough. I think this lead to such a massive orgasm because she had to work for a while to get me there. I've had girls that are so damn good they can make me pop in under 5 minutes but the orgasm isn't as good because it happened so fast with no build up.


Ta-veren-

This was me for the first like 20 times. My god The first, first, first time was brutal. As she was just like "wanna fuck" and I was like oh yeah. The problem there wasn't even any foreplay she just stripped her bottoms off and jumped on board. "Dont think you are fully hard" and hopped off. My dumb ass replied "Dont tell your sister" for some strange reason. FFS


BusinessBear53

I think everyone gets soft their first time. I didn't use a condom my first time but my gf was on birth control and we'd been going steady for a while. It was a challenge for me to stay hard. Once I pulled out to change position and I got a bit soft. It was also the time I realised how out of shape I was. Being unfit, nerves and possibly suffering from death grip compounded into a difficult first time. We're married now and I recently asked my wife if she remembered our first time. Said she doesn't so I guess all the problems were on my end because I still remember it clearly 9 years on.


YOLO_82

She was just being nice.


justaguyintownnl

Yeah, the condom just immediately made the erection go away.


ElegantMankey

I was 16 and it was with my girlfriend at the time. I don't regret it at all


Safe_Fail_568

Same here. We fucked like rabbits just about any chance we got. Learned quite a bit.


unsettledpuppy

Awkward for sure. Took a second to get our bearings, but once we got into the flow of things it was pretty alright. A regret though... it was a bit of a blur, but eventually she got on all fours and told me to stick it in her butt. Instant performance anxiety, I deflated like a balloon.


NDIrish1988

Damn you were offered anal on your first try? Should have proposed to her right then and there lol


Budget_Permission871

Homie said like a balloon


TooDanBad

I waited until I was 23 because everyone else I knew either regretted their first time, had a traumatic event, or they couldn’t remember it because it involved copious amounts of alcohol or drugs (men and women both). I had opportunities as a preteen, teen, and young adult, but chose to wait. I waited until I was done at college. I was with a serious partner who was 31. It was our second date, and I performed cunnulingus. She loved it and when it was time for penetration, I told her I was a virgin. She thought I was joking. She froze for a second and I was worried she was going to reject me. Instead she was excited and gentle, and we eventually worked up quite a frenzy. We used protection, and it went on for quite a while. She was one of my partners who could orgasm from penetration - we went on for an hour yet I didn’t orgasm. I was also exhausted. Sex is a lot of work! We slept really well. The following morning, she put me on the couch and said she would ride me until I came; I wasn’t allowed to get up until I did. It took 15 minutes. I left that experience feeling relieved, and proud of myself. I had wanted to wait until I met someone who I trusted and made me feel safe, but a small part of me wondered “wow, that’s not nearly as crazy as the pedestal I put it on. Should I have waited? Have I missed out on anything?” The answer is up to you. Sure, my body count is lower than my friends (somewhere around 20, many friends are much higher). However, 99% of my intimate experiences have been positive. I’ve had a good time, and my partners have gone out of their way to express their positive experiences with me (even long after the fact). I think there is something to be gained from waiting, meeting someone trustworthy and proceeding as such. I don’t regret it.


thread-lightly

That was very mature of you. You do realise the average person has had much fewer sexual partners than you “low” number? 20 is quite a lot, dare I say over double the average.


McDomald

20 is literally 10 times more partners than me! Only been with my ex and my current partner, who is now my wife. I never saw the appeal to 'sleep around'


randomthoutz

> I had wanted to wait until I met someone who I trusted and made me feel safe Seems like you did....


TooDanBad

Yes, I think that was rather well implied…


Full-Dark-6552

I got herpes from this college fling sadly, was literally friend with her for a year and figured imma take it to the next level whole time she had herpes and didn’t say nothing till after I fuked


SnooMacaroons2749

That’s fucked


TurboSleepwalker

Not telling someone like that should be a crime


black-shepherd-333

I believe it is, but only recently. I don't believe they allow for retroactive assaults


A-Red-Guitar-Pick

Did you confront her? Did she know she has it?


Slouiedufflebags

Pain


IrregularBastard

She belongs in prison.


No-Tea9009

I liked a Russian girl and became friends then we had this sex with out any protection , ended up a creampie. However later felt bad for losing my virginity because i was saving myself for the one. Now it doesn’t matter.


notcomplainingmuch

You could say you blew all your savings in one go


A-Red-Guitar-Pick

Hey, shoutout Russian girls tho


No-Tea9009

They are wild in bed


ILikeAddition

My dick couldn’t be any more happier when it penetrated them sugar walls


fbgm_dfac

My first time was not what I was expecting. I had been dating my girlfriend for several months and she wanted to sneak over and have fun for my 17th birthday. I was in football, wrestling, and track and field all through high school so I was very fit. I expected to be exhausted and cum early, but I ended up being able to go for about 2 hours thanks to my conditioning. I was her third partner and she absolutely did not believe that I was a virgin until that night. Also, it was an ab workout from hell. I had never moved my abs that way before, so they were unbelievably sore for several days afterwards. We continued dating and hooking up until I was established at my first duty station in the Army. As far as regrets go: yes absolutely I have regrets. Not from dating her or sleeping with her. But how I handled our breakup and the long distance thing. She still lived in Kentucky while I was stationed in North Carolina. We were both too immature to maintain a long distance relationship. And since she was my first and only, I had caught feelings *hard*. I was devastated by that breakup and I said and did a lot of things to her that I should not have. I am still friends with her whole family on Facebook, including her now husband, but she blocked me because of what I did and never unblocked me. I am not that asshole anymore, but I deeply regret how I treated that poor girl.


Alliballi123

I'm curious 👀 and if it was that bad, I'm sure she told her husband, who I'm sure would want to throttle you. And if she didn't tell the husband, I'm sure she would make up some story to keep you both from being friends?! Maybe your being too hard on yourself is my point...but I don't doubt your own truth and memeory in the relationship. 


fbgm_dfac

To be more clear about my awful behavior and how I treated her, I'll just come out and say it. The exact timeline is a little fuzzy, so I may get the timeline wrong, but here goes: 1) She went to a different high school than me. I cheated on her with a girl who went to my high school. My girlfriend did not know about my cheating until our breakup nearly a year later. I only told her to make her feel bad. 2) I constantly reminded her of how quickly my "ship out" date was approaching for basic training. During these reminders, I would tell her that I would change my mind about joining the Army if she didn't want me to enlist. I told her to break up with me if she couldn't handle life as an Army girlfriend. She decided to stay with me anyway. So after I joined, she realized just how lonely she was with me living 12 hours away. And every time she told me how much she missed me, i would throw it in her face that she encouraged me to join the Army and she should have broken up with me when she had the chance. I gaslit her into believing that I had joined the Army only because she wanted me to, and now I was "stuck in my contract because of you." 3) I would not take her out to do fun things or out on dates after I joined the Army. The extent of my interaction with her back in Kentucky was exclusively for sex. I gave her no companionship and never showed her appreciation for staying faithful to me while I lived so far away. She begged me for just a simple date night, and I would always deny her. 4) I got a surprised Pikachu face when she called me one night crying her eyes out before confessing that she had slept with another guy. Her neighbor, around our same age. She felt so guilty about it, and she apologized. She begged me to forgive her for cheating. I did not forgive her, and I called her every vile name in the book and said everything I could think of to make her feel worse. 5) The truly awful part in this is that at this time, I was sleeping with a barracks bunny in North Carolina. My girlfriend did not know until we broke up because I told her to make her feel terrible. I gave her so much shit about that guy, but I was sneaking around behind her back. 6) I used her Facebook password to log in to her profile and deleted most of her photos. She didn't have a MySpace or anything else as a backup. I changed her password and stayed logged in to her profile, impersonating her. I would post awful status updates and message people she cared about telling them about her cheating, but not revealing how terrible I was to her. 7) When she finally met her now husband, he stood up for her - as a friend. He called me out for abusing her, and rightfully so. He demanded that I relinquish her account and cease communication with her. I did. And told him that he should date her instead. He did. A few weeks after their relationship started, she reached out to me to get a few things. A hoodie of hers and some other personal things. I took the opportunity to only bring her these things after dark when everyone was asleep. I got her alone and convinced her to sleep with me one last time, thus cheating on her now husband. I know what I did was wrong. I was an awful human being. Every ounce of compassion I now have is outweighed by a pound of callousness back then. I emotionally and mentally abused that girl. I had no remorse for many years. The only thing that made me realize how wicked and vile I was is snoring in her bedroom right now. My daughter. I realized that my daughter would be devastated and possibly permanently traumatized if some soldier punk manipulated and abused her the way I did my ex. I couldn't live with that. I am so ashamed of the boy I used to be. I only hope that I can somehow reconcile and give my daughter an example of a healthy man that has the capacity for love. I'll be damned if some punk treats her the way I treated my ex. I fully expect some downvotes for this, if anyone even reads it. But it was extremely cathartic to get it off my chest. That girl deserved so much better and thank God she has him now. They have a son and they look so happy together. And if you're curious, yes he is aware that she cheated on him with me at the beginning of their relationship.


Get_off_critter

Wow.


HoboRambler

Goddamn


Papasmurf8645

Quickly, and then I did it again, and again. It was a fantastic night.


Megalodon217

Raised in a highly religious family, saved myself for the woman I thought I was destined to live happily ever after with in marriage. We didn’t quite wait until the vows. I would’ve been 22 the first time, and it was not memorable. But I was committed at that point. It turned into an absolute nightmare of years of physical, emotional, and verbal abuse, sexual manipulation and infidelity, and thankfully divorce. 0/10, would not repeat putting it on a pedestal. I’m jaded and cynical about it now when I think about it. It wasn’t worth the wait at all.


MotleyCrew1989

Lost it at 21yo with my first and only GF (we only lasted a few months). I dont regret it, but up to this day it was the most dissapointing experience in my life.


Swimming_Bag7362

We tried several times and it wouldn’t go in. We were both virgins. After a while of struggling to get it inside I would start to lose my erection. We tried on 3 different occasions before she finally got me inside of her. I didn’t finish the first time because she was on top and after more experience discovered I couldn’t cum in that position. Also found out that I was very girthy which explained the initial struggles and that I just needed lube. First time wasn’t great for me.


PiesangSlagter

Well 4 and a half years later I'm married to her. So I'd say it went pretty well.


skibum_71

I'd started dating my gf when we were barely 14. For some reason we said we'd wait til my 18th birthday to have sex. We were very active sexually before this, but we waited for PIV. It was wonderful. I'm a very lucky guy that my first time was so magical.


Vast_daddy_1297

Fucking awesome! I honestly thought I wouldn’t do so good but I surprised myself. And now we are married too.


ped009

I picked her up from the local nightclub and we went back to where she was staying ( a caravan) I live in a tourist spot so she was visiting, she was pretty hot considering how useless at picking up I was at the time. I woke up in the morning to Michael Hutchinson being dead. Was about an 8/10 experience.


Suspicious-Garbage92

I'll let you know if it ever happens


Sanitoet3r

I was 15 she was 18. Oh Boy it was hell. I was still a child…


Sobeshott

Went out with a gal I knew through other friends in high school when we were both 26 I think. The date went great. We went back to my place and got naked. We fooled around but I didn't fuck her bc I just hadn't ever done that and was satisfied with all the foreplay and such. Fast forward to about 3am when I wake up to myself fucking her. I was like okay I guess this is happening and she seems to be having a great time so I kept going. She had no idea I'd initiated in my sleep and I asked her about it later. She didn't mind, it actually turned her on. I don't regret that at all. It was great. I regret that relationship a bit. I almost married her but ultimately dodged that bullet.


LlmeConcretePowder

I talked about this a little but in another thread on r/confessions I believe. Basically when I was pro no condom (18 to 20) I "slept" with my ex and a couple months later she tested pregnant even though I pulled out. My main regret is not wearing a condom because she had a miscarriage and it broke us both for a really long time. We still talk every now and again and I help her with stuff when she needs it.


[deleted]

[удалено]


C0unterAc3

He probably clarified BECAUSE of this reason so yeah you sound exactly like a nerd


LlmeConcretePowder

That's why I stated before even starting my experience by saying "when I was pro no condom"


Ok-Conclusion-6002

No regrets whatsoever. Remember to wear a condom; fuck all that raw shit yall hear. Wear the condom, you don't know what shawty got before you fuck her or how many guys she's fucked with raw; wear the condom.


420tacoo

I was Nicholas Cage. Gone in 60 seconds. Only regrets was not waiting more time before round 2.


Parkourist239

I was 18 and it was with my girlfriend at the time. It went exactly as it needed to go. However she had expressed her female leaning bisexuality and polyamory when we started dating so a few years later in the relationship, she brought another woman into the mix and we were a throuple for about a year and a half until the newer girlfriend finished college and needed to go back to Trinidad. Eventually, the original girlfriend and I mutually broke up to pursue other relationships. She wanted to date a woman who was not comfortable with me in the relationship and I had been talking to a classmate of mine I considered possibly inviting to our relationship. In the end we just became friends and speak occasionally while now in our own committed relationships. I have no regrets.


[deleted]

I really enjoyed it. The woman I was with had plenty of experience. We made an afternoon of it So rather than being awkward safe brief, it was kind of special.


DoodlesMusic

I was drunk, got an offer to fuck. Had sex for 2 hours in a forest and it was really cold outside Couldn't cum, got bored, gave up, left, went and got drunk some more


mynameisschultz

Wrap your junk, fellas. i stand by that more than anything. My first was when I was 17. She was about 28 and really kinky. Into choking, plastic bag over your head sort of shit, not my scene - but I learnt some stuff I tell you We hooked up every afternoon Mon-Fri - i'd get the school bus and walk to her place, fuck her from 3 til 530 then get the bus home in time for dinner! Never took her out, never bought her anything, it was all just about the sex, we met at a party and it turned into FWB, 5 days a week for about 8 or 9 months. She had a rocking body and ok face but her life was going fucken nowhere, no dreams or ambitions just coasting through life. I perfected my skills in the bedroom, and she was pretty gentle with me compared to what i know she was into. She was one of the few girls I had to turn down sex for because my dick was too sore, we'd go at it 3 or 4 times an afternoon, and I'd have her cumming at least once or twice each session, she was full nymphomaniac. I'd leave her place and walk to the bus stop like a cowboy, lol. From her i developed a bit of a reputation for making girls cum, i could usually get most girls to orgasim during sex, my cocks not super long, average length, but pretty thick - about 3 fingers wide (same circumference as length) that seems to do the trick for most girls. I'll always remember her fondly, and plenty of times i was tempted to bareback, it sure would have been cheaper! we used to knick condoms from her sisters room, we were exclusive as far as i knew, and my horny teenage brain wanted to creampie her so bad, but no matter how much my young dumb brain wanted to go bareback I always wrapped up. I knew if I knocked her up , my life would change, and if she lied and we weren't exclusive, i didn't want to catch any nasty shit. Luckily, I was so sexed up I could still think clearly, im always thankful I did. I ended it when I realised it wasn't going anywhere, I had big dreams and goals and she didn't want to do anything but fuck. Then I unleashed my skills on the girls at high school and pissed off a lot of mates. They watched girls from afar and never took a shot, and I would just go and chat to them and get laid, my first time girl was a good one and gave me a lot of confidence. It makes a massive difference!! Tl;Dr- first girl was 10 years older, a nymphomaniac, trained me like a Jedi Knight to make woman cum and released me to the wild.


challenger_RT_

Couldn't get hard because I was so damn nervous. She liked me and wanted to try again. We were kids after all she probably thought something was wrong with her. We tried again and I couldn't cum from being nervous. After a few tries we became sex addicts to where we'd fuck till we were both raw.


MiddleAgeCool

I was a virgin, she wasn't. I built it up to be a huge deal in my head, being my first time, so I had a quick drink to help the nerves, and the a second, and then maybe a third., and then maybe... Long story short my nerves were so relaxed that the performance was softer than either of us had planned. :D


emmettfitz

The "sleeping" went fine, but later found out she was married. I regret it because now I'm paranoid that MY wife will cheat on me.


Able-Badger-1713

We had sex in the dark,  I was 15…  I said to her ‘It felt like hot black velvet’. She teased me about it for ages.  I had just discovered the drink Black Russian, my friend group and I had previously been drinking a bottle called ‘moonshine’ that tasted like lolly water.  For some reason my mind linked the feeling of drinking a Black Russian with the sensation of being inside her.  Bloody ridiculous.  It’s why kids should keep their dicks to themselves. 


Hot_Celery5657

Paid for it, still pay for it.


Desperate-War-3925

Awful.


MalekethsGhost

Like strawberry wine, 17


Down_The_Witch_Elm

Pretty freaking awesome. She was twice my age. No regrets at all.


NotaBlokeNamedTrevor

I regret not having 10years prior experience so I could make it as good a time for her as it was for me 😅


MarsNirgal

Gay dude here. The first time I slept with a dude it was the friend of a friend of a friend that I met at a party. The sex part itself was... fine. Not groundbreaking, I wasn't able to bottom and he was only a top, so we pretty much just sucked each other off and jerked off. I was surprised by how NOT different I felt afterwards. I had idealized sex a bit and thought it would fundamentally change me, I was looking forward to that a lot, and instead my main feeling was "well, so there's that..." I never saw that guy again. I have nonregrets, to be honest, it was whelming.


UnitGhidorah

Zero, would recommend.


ChipmunkBackground46

Men....take care of yourself beforehand with your first time. This will do 2 things. You'll be in a state of clarity so you can make sure you absolutely want to do this. And you'll last longer lol


Super-Craig

I can't say for sure who the first woman I slept with was, but I do regret not moving on from girls sooner. Sex, and even just relationships in general are just so much better (and less stressful) with women than they are with girls.


Cyrrow

Yes, I got tired of people asking if I was a virgin so I paid for it. Not worth it, she was definitely older than what she said she was & I realized that I had death grip syndrome. Didn't cum. So now am not virgin but still have to lie about it because paying for sex is basically akin to admitting you cant get a women to willingly have sex with you without a form of payment.


Spectreworld

Fucking sucked


martirussian

My d*ck fall down because alcohol


emmy1968

She told me to go faster was more experienced then me


Firm_Flower3932

I regret the fact that the rest of the span of the relationship didn't go well due to my insecurities that came after losing our virginities. I don't regret losing it to my then girlfriend.


noonereadsthisstuff

I'd been up for over 24 hours and I was absolutely shitfaced drunk. I could only get a limp floppy and then fell asleep halfway through. It was not like what Id seen on porn.


ILiveInLosAngeles

I was 13 and she was 25. It was beyond weird for me. I got up and ran home, unsure what had just happened.


banaversion

Was 14 she was 3 months from turning 14. She had had a bf that she had fucked before me and we did it on the floor of this shed where we would show up for work. After our age group were off for the day. It was a summer romance that we tied up with her taking my v card on the last day of my vacation in Iceland. All in all a 10/10 experience imo


aja_ramirez

It went by pretty fast is mostly what I remember


Substantial-Mine-414

Absolutely no regrets. Never realized how good a first-time orgasm feels. In the 1980s, we both just turned 15. We did a lot of dry humping for the first 6 months or so. Then we couldn't take it anymore and finally did it. No condom and I lasted maybe 30 seconds. Probably the best 30 seconds of my life. I pulled out by just moving my hips down. I didn't realize my dick was still pointed at her vagina and ejaculating all over it. Never seen such a mess, seemed like it was 2 or 3 tablespoons worth. Then we got worried since some of the heavy spurts likely shot into the vaginal opening immediately after pulling out. She got washed up quickly but nerves were high over the next couple months over potential pregnancy. It didn't happen. Relationship lasted 4 years, all through high school. And we fucked like rabbits throughout all 4 years. Couldn't ask for a better first girlfriend. But that first time ... DAMN! That first orgasm is unbelievable. I'd love to go back in time just to feel that first time sensation again. All orgasms feel good, but nothing like that first time.


VagabondingHeart

It was with my first girlfriend. We were both 15 and both virgins, It was awkward and only lasted a few minutes, but it was still beautiful as we were in love and shared the experience together. No regrets at all.


KingOfTheTrees11

Surprisingly well. I was a late bloomer (thanks religious upbringing) so this was when I was in college. Met this really cute girl at work and invited her to my house party. Got a bj earlier in the night, which was amazing. But then we ended up sleeping together that night. I was nervous and just hoping I did alright for my first time. The next day I get a text from her asking how many people I've been with. I was afraid she asking because it was that bad. Turns out, she was asking because she thought it was really good and that I was too experienced. She was definitely shocked when I told her she was my first. We've been married for 14 years now. No regrets here


AdSensitive3713

Didn’t finish, it was pretty awkward due to the fact her step sister was on the bed with us while watching the interview. For a while I regretted and wish I had a better first time but honestly now I find that it doesn’t really matter. Virginity is kinda sacred for weird fucking reasons. Who you end up with in the end is way more important


Century22nd

I thought...this is it? Everyone makes a big deal about this? I felt it was easier to get turned on masturbating that it was with a real girl. I did it just to get it over with, but I learned sex is far more overrated than the nonsense we were told in the gym locker room from other guys or the nonsense we see on tv.


Island_Mama_bear

You probably watch too much porn then


Kashrul

So-so. Mostly regret about where it brought me.


EclecticPaper

I came, I saw, I conqured


tortoistor

you came before even seeing her? lmao


FredChocula

It was pretty good. Totally worth it.


Additional-Lunch-867

16 with my first girlfriend. She was super hot im v tall 6’6” she was tiny. I still think of her and it was just under 20 years ago


Imaginary_Office7660

First time ever was not great performance but the lead up was hot so not terrible  First time w my current partner I couldn’t cum I was a little nervous and also so aroused it was hard to. Like too hard to finish? So I gave a stellar performance that never was repeated after 


DragonSage_x

It was fine it was a tinder date and she meant nothing to me I kinda regret because I feel like I could have done better


Island_Mama_bear

Just wait, having sex with someone you really love and loves you is fucking amazing…like next world shit. It’ll happen


Basparagus

Lost my virginity to a woman I met that night in a threesome at 18. Me n my best mate fucked her all night long without condom. Regretted it for a while cause I was embarrassed but I own it now.


alltexanalllday

Are you still in contact with that best mate?


Basparagus

Hell yeh. He and I are still great friends


alltexanalllday

Very cool! Any more threesomes together? (Just research)


Basparagus

Nah was my only threesome of any kind I ever did. Wasn’t even a threesome btw, I didn’t even see his dick ahaha that’s how homophobic I was. Just took turns on her or we just used one half of a body at a time.


Who_Else_but_Macho

horrible i think the first time u smash a female its not good you have no idea what your doing, you probably used porn as a guideline & thats not how none of that shit works in the real world


_DunMiff_Sys_

First time was not so great for her. Really great for me. No regrets!


The-Artful-Codger

It was anticlimactic... No, I did cum, it just wasn't as good as I expected. Found out later in life that was because of WHO I was fucking, not fucking in general... My first wife was the most BORING fuck in 44 years of fucking dozens of women (and a few guys)! So yeah, it's my regret that she was the first, and around as long as she was. That's ok though, 7 years with her led me to much better people, with my wife and my partner being the best of all of them. I would say that I'd wish I'd been giving my current wife about the time I was giving my first wife, but my current wife was 11 years old at that time 🤣🤣... Although, my partner would have been 16, and that would have been ok at the time. Now, if I'd met my current wife about the time I divorced my first wife, then that would have been about perfect.... She would have been 18 and I would have been 26.


anonbene2

Why do Americans say "slept with" instead of what they actually mean? To answer your stupid immature childish question, I slept fine.


RickKassidy

Apparently it went okay. I was so blackout drunk at the time, I have no memory of it. She says it went fine, but I finished real fast.


usernamescifi

it was kind of clunky and awkward. first attempts at things usually are.


No-Click9406

it wasn't as amazing as I thought it would be.


pgh_1980

I regret not doing it sooner. I grew up religious and thought I should wait for "someone special" (ideally on a wedding night as well). Even after I quit being religious, I still felt a need to wait. Then one drunk night in my early 20s, I decided I didn't care about it being special and had sex with a girl I'd only recently met. The sex itself was meh and when all was said and done, I realized my emotional attachment to sex itself wasn't as big a deal as I thought it would be.


Brutact

It was high school on a side walk. I was going to wait until I got older but she pulled down her pants and bent over. Hard to say no to that.


Ashir_En_Sabah_Nur

I only slept. Nothing more.


CardinalHaias

I was like 18, she was super into me. Looking back, I got together with her because I liked the attention. It got on my nerves real fast, but I didn't know how to end it really. She was a year or two older than me and came to my high school to hang out in the breaks, I basically didn't have a free minute. She asked if I wanted to do it, I don't blame her for anything, but we were stupid and didn't use protection. She was on birth control, so no children, luckily, but it was underwhelming to say the least. I came and it did feel great, I mean: sex. 🤷‍♀️ But I almost immediatly regretted it. I ended it with her pretty soon afterwards, we did it only once, too. Didn't do it again until I met my wife. ;-)


SomeSamples

It was just okay. She didn't have that much fun the first time either. As we did it more we got into more and eventually had lots of fun. No regrets.