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Anal Virgins (Heterosexual)

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For guys who have never fucked a woman's ass but want to, and for girls who never been fucked in the ass but want to try it. The intention is that no one is experienced here and we all learn with each other.Go ahead and post videos/pictures of people losing their rear virginity if you want. But the point of the group is to hopefully meet someone who wants to try it for themselves with you.

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5
Anonymous
@confessions
22 Feb 2021 4:59PM
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I want to suck this gorgeous cock so fucking bad, and then I want him to pound me with it and make me moan like a girl who is losing her virginity. My ass would be his any time he wants it. I would let him fuck me however long, however hard, and however deep he wants to, and in every position he could possibly think of. The only favor I would ask is for him to pull out right when he's about to orgasm so that he can shove it in my mouth and feed me his cum.

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Anonymous
@random
28 Apr 2025 11:18AM
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One of my 2025 resolutions was to lose my virginity. And that’s going to shit. Any advice?

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Anonymous
@confessions
12 Mar 2013 10:41PM
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I wish to confess i'm a young Aussie male who really wants to lose my virginity to a guy. I wanna be taken by someone who knows what they're doing and can take charge.
So i auction my ass to you. To win, send me a pic of your cock and what you wanna do to me (and your location obviously). The winner gets me tonight.

Plus six one four zero zero four two two five zero eight

Good luck ;D

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Blackdaddy8888
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@requests
03 Feb 2025 10:12AM
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I’m a traveling black man who is actually seeking a BBW couple living in , near the Enfield Connecticut/ Conn, Mass state line.

im hoping to find a non jealous laid back, beer drinking, weed smoking cuckold husband, boyfriend or master who is actually interested, looking for a black man to teach , train his slut wife’s, slave female or willing adult female family member how to lose/ control her gag reflex, let a black dick take your throat virginity and breath away.

or a wife/ slave female who wants to show off to her husband/ master on how good she can get face fucked, into puke blowjobs & deep throat breath play with a black man.

Dm me if you have a wife who needs/wants to become a sloppy, messy throat pig/ throat slave and receives no mercy skull fyck training and practice.

Ready to faint. Puke ? 

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dan9395
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@requests
07 Jun 2012 9:23PM
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wanna lose my virginity im male and seeking female in UK in Birmingham or west midlands

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Anonymous
@confessions
08 Jun 2017 9:29PM
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I have wanted to post my confession for a while, but have never had the balls to do it. I found this site on my dads PC and I know he likes to read confessions. I think he may guess this is me but I am going to take the chance. I am even going to use my real name just to add to the risk, I know you will all say I want to get caught and maybe I do I still don't know myself.
I am Kelly and I am 20 years old, I am very blonde and also very short only 4 foot 10 inches tall, I am slim but my breasts are small too, almost nothing really but I have learned to live with it and yes I would like bigger but unless I win the lotto that isn't going to happen. I have always been quite shy and did not lose my virginity until I was 18 and it was not the best time I have ever had, but that is not my confession.
My confession starts around a month ago, and it all started very innocent. I was visiting my friend Karen, I met her last year at work and over time we became good friends. She is older than me 34 but unlike me she is very outgoing, she would drag me out to clubs and she acted more like my age than I did, she is married and her husband Mark is very easy going and let her do pretty much anything she wanted. Anyway getting back to my confession I was at her house and we were having a few glasses of wine, well more like a few bottles. She started talking about sex and she knew my sex life was very limited but this time she just kept talking and asked if I wanted to see some naked pictures of Mark, I went very red and she didn't wait for me to answer, she pulled out a box full of pictures not just of him but also of her. She laughed and told me not to be shy, she handed me some pictures of Mark, he was naked and his cock was hard and my god it was big. She handed me more and some were him shooting cum and the more I looked the wetter I was getting. She showed me pictures of him fucking her and then of him fucking another woman, that got me thinking and I asked who she was, she told me she was an old school friend and then the next picture Karen was sucking her nipples. Now I had thought about sex with other women before, what girl hasn't? but even with the internet I had never really looked at pictures of girls doing it. As I looked at more, I was really getting wet. Now what happened next I can't tell you if it was an accident or not, but Karen stood up and spilt her wine right over my top and skirt, she said I should get out of them and she would put them in the washing machine, before I could say anything she had pulled my top over my head, I didn't resist and stood up and took my skirt off, all I was wearing after that was a pair of very un sexy panties, no bra because my breasts are so small. Karen came back in and she was naked, it was then it dawned on me that she had spilt the wine to get me naked. She said it was so warm anyway and asked if I minded the nudity, I shook my head and took a big drink of wine. She saw my panties were wet and she smiled and said I was over dressed. I stood up and pulled them off before I had time to think about it. She said wow, she say I was not shaved just trimmed. She asked If I wanted to see a video of Mark and her, it was about now I knew where this was going. She put the DVD on and right away I saw her sucking his monster cock, and as we watched I saw her fingers go to her pussy and then it cut away to Mark fucking another girl, this time the girl was around my age and his cock was in her ass, I couldn't look away, I noticed my had had gone to my own pussy and was gently rubbing my clit. As I watched Karen put her hand on my thigh, I froze and I don't know why but I moved my hand away and she put her hand in its place. I sat back and she pushed my legs open, from that time on I was in her power, she pushed her finger in and it was soon replaced by her mouth, I have no idea how long she was licking me but her tongue was doing magic things to me, then it hit me my first ever orgasm done by someone else and it was a big one and it just kept coming. When it stopped she moved up and kissed me, a full on kiss my hand went to her pussy and my finger slid deep in, I just knew what to do, it was like something had clicked in my head. We kissed and touched fir a while and then came up for air. She asked if I was OK? all I did was nod and smile. We drank a little more and I was so relaxed I never heard Mark come in, He laughed when he saw us and said to Karen that she had managed to seduce me then. Karen jumped up kissed him and started to undress him. In under a minuet he was naked and I saw that monster cock for real. He was semi hard and she led him over to me and took my hand and put it on his cock, it was so thick my small hand couldn't go all the way round. Karen told me to turn over and get on my knees on the couch, she opened my legs and I felt his cock at my pussy then it went in, my god even though I was very wet he really had to push and it hurt a little, he pushed it all the way in and slowly at first started to fuck me, i felt a finger at my ass and then Karen's started to lick my ass as he fucked me. He got a little faster and Karen stopped licking and stuck a finger in my ass, I have no idea how long it lasted but he exploded in my pussy and I fell forward on the couch feeling exhausted. We played around licking and sucking for a while and I must have fallen asleep because I woke the next morning still naked on the couch with Karen next to me. I had no idea where my clothes were, I got up and went to the kitchen to get a drink. I found my clothes washed dried and folded, I dressed and left a note for Karen

I got home and my dad asked me where I had been and why I had not called I told him where I had been and he was happy that I was safe. I wonder if he will read this :)

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tommychamp
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@random
15 Apr 2018 2:09PM
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Ok, I don’t know if it’s already been asked, but does anyone know where to go online now when your looking fo nsa sex now that Craigslist is shut down? It did work for me once with an incredible FWB that I had for a while. I don’t care which sex, I go both ways, been looking to lose my anal virginity. I’m in Maryland by the way.

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Anonymous
@random
21 Apr 2025 12:17AM
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Why is losing my virginity so hard (m). I used to think that older woman or a good percentage of them really liked younger (18) guys like me.

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Anonymous
@funny
24 Feb 2014 7:14PM
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A guy and a girl are lying in a room after just having sex. The girl lays on her side of the bed and rests. The guy goes to his side of the bed and says to himself, "Man, oh Man I finally did it! I'm no longer a virgin." The girl overhears him talking to himself and asks, "Are you saying you lost your virginity to me?" "Well," the guy explains, "I always wanted to wait until I was with the woman I love to lose my virginity." Astounded, the girl replies,"So you really love me?" "Oh God no!", the guy says."I just got sick of waiting."

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xDuckSick
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@random
27 Feb 2017 1:49PM
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Bernard's Cock

This is the confessional story of how Bernard was able to fuck whoever he wanted in class.

Bernard was timid and shy, and his thin body reflected this. However, as is often the case with such a person, he was the horniest of fuckers. Losing his virginity permeated his thoughts throughout every minute of his waking life, and when he slept, well, needless to say all his dreams had a common theme. Every morning Bernard awoke to the disappointment that the cunt he thought he'd finally been penetrating, was just another dream, and that in fact all he had achieved in doing was to make his pyjamas wet and sticky about the groin area again.

Eighteen and the closest he'd been to fucking was in his dreams. However, an unearthly gift was about to change all this.


The first time it happened, Bernard was in Math class. Sitting absentmindedly as ever, Bernard would alternate his gaze between the clock on the wall, and the view out the window. The girls were playing volleyball in the playground. He would try not to stare at them for too long, firstly so that he wasn't caught, and secondly so that he wouldn't get an erection in class. Every time one of the girls would jump to shoot, he would narrow his vision at their vest covered breasts, some were larger than others, but all gave him equal delight.

Turning his attention back to his text book, Bernard couldn't help but notice the pink thong of the girl in the desk in front of his. She was Jessica Riley, and she was the prettiest of things. Seeing her thong from behind, Bernard couldn't help but imagine what the front would look like, how she would look with nothing but the thong on, with her long brunette hair resting on her naked shoulders. How he would love to pull her thong to oneside and taste her fresh pussy, how her body would writhe under the influence of his tongue up her cunt. Bernard's breaths begin to become shorter when all at once his thoughts were suddenly broken.

Mrs Adams was standing over his desk. "Distracted by something again Bernard?", she enquired in harsh tones.
"No Mrs, sorry Mrs", fell the words out of his embarrassed red face.

Leaning forward, Mrs Adams continued to lecture Bernard on the importance of remaining focused in class and studying well. However it fell on dead ears, Bernard had already been distracted by her low cut top, draping off her shoulders, exposing first her collar bones, then her well defined cleavage. Bernard tried to retain eye contact with Mrs Adams, tried to look as if he was paying attention to her words. It was too dificult. He Intermittently nodded to simulate agreement with what she was saying, however this was merely an excuse to catch a glimpse down her blouse.

Seeing the top of her black lace bra, remembering the sight of Jessica's pink thong. Imagining Mrs Adams and Jessica naked together, rubbing each others bodies, kissing each others lips. Picturing them on their knees under his desk, pulling down his trousers, seeing their astonished faces as he reveals his gigantic cock (it wasn't). Bernard could no longer suppress the feeling in his boxers, a bead of sweat rolled down his face, and his cock all of a sudden was erect.

As instantaneously as Bernard's cock was hard, Mrs Adams speech wash frozen. He looked up awaiting the next sentence but it didn't come. He looked around, no one was moving. He looked out the window, the girls had stopped playing volleyball, frozen like statues in their sporting poses. Finally he looked back at the clock on the wall, it ticked no longer. In total shock, Bernard rose from his seat. Shaking like a leaf he reached out to touch Mrs Adams' arm. It was warm and soft, she remained totally motionless and unaffected.

The distress evident on Bernard's face slowly faded as his parted lips transformed into a wry grin. The realisation time was frozen and his cock was rock solid made Bernard overwhelmed with a strange blend of fear and joy. Building in confidence, he reached for Mrs Adams' tits, the first non-maternal pair he'd ever felt. He squeezed them with delight. In the blink of an eye he had removed her blouse, and then - not without difficulty - removed that seductive lace bra, dropped it to the floor, and almost awe struck eye-balled her large exposed tits. Those grand orbs of desire, framed and enhanced by a thin waist and slender shoulders. Bernard was beside himself.

Removing his own top, Bernard moved closer to Mrs Adams. He threw his arms around her waist tightly to feel her naked torso against his. He tasted her lips, slid his hands down her trousers and groped her firm ass cheeks. After feeling her tongue with his own one, he moved down to kiss her neck, in doing so he saw it again - over Mrs Adams' shoulder - the pink thong of Jessica Riley.

How had he forgotten about Jessy, sitting there, bent forward, frozen. He stepped away from Mrs Adam's body, approached Jessica's desk. She sat there with the end of a pencil in her mouth. How innocent she looked clearly deliberating on one of the problems from class. Bernard was transfixed by her pretty frozen face, by her soft lips teasing the end of that pencil, he couldn't resist any longer. Her head was at a perfect height, he turned it towards his crotch and dropped his trousers. He ripped off his boxers and manually opened her mouth, then - slowly yet purposefully - buried his throbbing cock in her gob. He felt her wet tongue before the back of her mouth.

His heart beating like a drum, Bernard lost all self-control. Taking hold of her head with both hands, Bernard begin thrusting in and out of her mouth. The silence in the room was broken by the sound of squelching and of Bernard's balls ricocheting off her chin. Jessica's mouth became ever fuller with spit and bile as she began to gag on Bernards cock which gave him a shock. He took his cock out her mouth to see if she had awoken. She hadn't, but moreover, she was more beautiful than ever. Frozen in time with saliva hanging between her mouth and his cock, her eye make-up a mess.

Bernard lifted Jessica out of her chair. Fortunately she stood of her own accord. Starting from the top down, Bernard unbuttoned her shirt one by one. She didn't wear a bra, and her perky budding tits were a sight to behold. Small, unassuming, fucking perfect. Her body was just as Bernard had imagined. Petite as anything, slightly tanned, soft, delicate, ripe.

Bernard continued to strip both his mannequinesque beauties completely bear. He looked around the room at all the other frozen faces, but with little inspection was sure he already had the two finest women in the room stripped naked, ready at his disposal. He pushed Mrs Adam's onto his desk face up, and positioned her body so that her head dangled off the end. With some effort and plenty of huffing and puffing, he lifted Jessica's body on top of Mrs Adams' the other way around and on all fours, so that her hairless pussy rested right above Mrs' Adams' upside down face.

Bernard stood back and admired his perfect fucking creation. Proudly he stood up to it, kissed Jessica's pretty little ass cheek (for it looked so sweet), then angled his cock down towards Mrs Adams' mouth. He secured the two bodies in place with his hands, and begin to pummel her mouth like a rabid dog fucks their favourite toy.

Once again the room was full of the sound of gagging. This time Mrs Adams' mouth squelching whilst spit spluttered out all over her face. Bernard stopped fucking her face for a moment, again admiring his creation and the mess he'd made of it.

Using his hand, he cupped up some of the saliva from his cock and Mrs Adams' messy face, and dribbled it over Jessica's ass. Bernard returned his cock to Mrs Adam's throat, burying his whole length in there as far is he could go, holding it there for a few seconds so to lube up his cock. He pulled it out again, took a firm grip of Jessica's hips, and with some force required, squeezed his cock into her asshole.

Her asshole, tight as it was, gradually parted, expended, and engulfed the head of Bernard's cock. He slid inch after inch, deeper and deeper into her shitter, and as he reached maximum penetration, she wimpered.

Again Bernard feared she had awoken. He reached forward and turned her head to face him. It was still motionless, yet now it bore an expression of discomfort. Still angling her face towards him, Bernard removed all but the head of his cock from her ass. Staring deeply into her eyes (still beautifully framed by her messed up makeup), he slammed his cock hard up her ass to the sound of flesh slapping flesh and another whimper. Certainly she was still frozen in time, but to Bernard' delight, she quietly whimpered as he continued to pound her ass.

After a few minutes of fucking Jessica's pretty little ass, he removed his cock, and spat onto her barely gaping hole. It slid over her asshole, down the ravine between her red ass cheeks towards her pussy, before dripping on Mrs Adams' face. The sight of this excited Bernard immensely, and joyfully he returned his ass stenching cock to Mrs Adams' throat.

He pounded away gleefully, alternating between the teachers gob and the students asshole, the messier Mrs Adams' face became, and the more Jessica whimpered, the more Bernard became excited. Frantically he fucked both of them until he felt a contortion in his stomach. Uncontrollably, as if possessed, he stretched Jessica's ass cheeks wide apart, found her drenched wet cunt with the head of his cock, plunged the whole thing in, and instantly erupted. With a demonic grunt, the likes of which Bernard did not know he could produce, Bernard was finished.


So that's the story of how Bernard lost his virginity (if you can call it that). After cumming (and taking a moment to watch his cum spew out of Jessica's pussy onto Mrs Adams' face) he quickly cleaned and dressed the pair, and soon as his cock was soft again, the clock ticked again. Needless to say Jessica and Mrs Adams' were might confused as to why their makeup had suddenly became a mess, why Jessica's ass was sore, and why Mrs Adams' had lost her voice. However it remained an unsolved mystery.

From that day onwards, whenever Bernard got an erection, time froze. Might this gift turn out to be a curse for our timid Bernard. Who knows? All Bernard knows, is that he had the best fucking experience of his life, one that he couldn't have even dreamed off without his magic cock.

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Anonymous
@confessions
26 Mar 2014 6:32PM
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i confess that groping and cumming on sleeping girls really turns me on. the first time i ever did it i was in middle school on vacation with a friends family. it was me and my best friend and his two older sisters sharing a hotel room. the girls took the two beds and me and my friend both slept on the floor. the girls were both older, one was 15 one was 17. i woke up at like 6 in the morning and everyone else was sleeping, walked over to one of the beds where his 17 yr old sister was sleeping on her back. i grabbed her tits through her tshirt while she was still snoring and was immediately turned on by how wonderful it felt. it was my first time groping a real tit. bolstered by my new confidence after pulling this off i moved over to the other bed where the 15 yr old sister was sleeping on her stomach. i pulled the covers off of her slowly and begin grabbing her ass through the cotton pj bottoms she was wearing. i even tried to pull her pants down so i could see her bare ass but right as i began to see the creamy color of her untanned ass, she begin to stir and i felt my heart jump up in my throat as i immeditely hit the deck and dropped to the hotel room floor. i lay still for 5 minutes, barely breathing until i heard her begin to breathe heavily again as she fell back to sleep. after almost getting caught i decided that was enough for that day and continued on as if nothing had happened. years later after having multiple girlfriends and losing my virginity, another oppertunity presented itself. when i was 16 i was at a party in highschool on a friends parents boat docked in the harbor. one of the hottest girls in our grade had passed out in one of the cabins after drinking too much and i knew right away i would have to sneak away from the rest of the party on deck to head down below to feel her up. i felt down her t shirt and was instantly incredibly hard from the combination of how hot this girl was and how wrong what i was doing was. her tits were pretty great, small but perky, but her ass was her best feature by far. i got too horny, and too confident that i wouldnt get caught, and while groping her ass i decided to try to pull her pants down to see her in just a thong. she woke up and immediately knew something was wrong. i panicked..told her that the cops were upstairs on the boat busting up the party and she needed to stay quiet. then i ran out of the room and went back on deck and tried to pretend like nothing happened. 5 minutes later another girl at the party came upstairs and demanded that i leave, and announced to everybody that the girl i had been groping was bawling her eyes out in the cabin below deck claiming that i tried to rape her. now i never had any intention of penetrating this girl but how could they know that. i realized i was in way over my head as a party full of people were looking at me like a rapist. i told them she mustve been dreaming, it wasnt true, i just went down to check on her and shook her awake to make sure she was still responsive and that was it. half of my friends believed me and the other half didnt, it was to this day one of the worst nights of my life, and going to school the next day was even worse. there were some nicknames and snickering behind my back about me groping girls and i wasnt allowed to go to parties where this girl was already at, but i got over it and time moved on. that experienced stop me from feeling up girls who passed out in my bed in college because i was in a new town with new people and was afraid that if i got caught again i would get the same reputation out here and i certainly didnt want that. after i got out of college and moved back to my home city, i had girls who i was pretty close friends with, passing out in my bed pretty often because me and my buddy had a party house and people over drinking every weekend. these girls would pass out in my bed after a night of drinking and when i finally quit partying i would jump in bed with them. the three best sleeping girl incidents of my life occurred in my room of that house, with three seperate and equally attractive girls. one of which had just gotten out of a 2 year relationship with a good friend of mine. but that confession will have to wait till my next post.

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Anonymous
@chicks
21 Oct 2011 12:18PM
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Girl loses her virginity by boyfriend and he films it with spy cam http://imagetwist.com/s0t0chbvp3mx/TLRimw1319216700.jpg.html

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