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Hard Compilations

10,551 Uploads · 1,125 Members · 1 Forum Posts · 832,996 Visitors
Compilations of Cum in mouth, first anal, tight anal, tiny teen ass, painful, painal, anal pain, nubile, innocent, crying, virgin, small.

Painful Anal Vidoes

447 Uploads · 815 Members · 7 Forum Posts · 1,119,429 Visitors
The whimper,cry and even scream when a fat cock painfully stretches their tight, tender asses. Please upload only ANAL PAIN vidoes.

I ♥ Hardcore

3,478 Uploads · 882 Members · 5 Forum Posts · 331,906 Visitors
This group its for hardcore sex lovers,all kind its wellcome,rought,anal,criying,prolapses,sluts,extreme sex,gaging,puke.... No animals or less than 18.Extreme for me its like pocoyo for a vietnam soldier,try to make me cry!!

Board Posts

11
Judaskolej
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@confessions
14 Jan 2026 5:12PM
• 702 views • 1 attachment
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Part 2 to story       https://mlos.pika777.eu.org/VA17A062


The doctor pulled out empty injection from my asshole. He put on new latex glove and drowned ot in bucket with lube.Insert one finger in my ass and immediately inserted the other one. It's starting to hurt a little. After a while he added a third finger and it started to hurt a lot and I started crying again. 

He came closer to me and said "Why are you crying ? We don't even started yet. You said that you have never been anal penetrated before. We're going to change that now." He pulled his fingers out of me and walked away.

I noticed him unlocking a cabinet in the back of the room. When he opened the door on cabinet, I focused my eyes through my tears and saw so many different dildos and nozzles. There were also many fucking big ones.

I was so scared that I felt my heart in my throat. He came back with some big bucket.

The nurse brought a stand with a water bag. She placed it next to the chair and started filling it with cleaning water.The doctor pulled out the 12" colon nozzle and put lube on it. 
At the beginning it's 1" in diameter and comes it up to 1.4" and last 4" insertable is 2" in diameter and then there is a stop where the hoses are.
He slowly started to push it into my body. After about 6 inch it stopped, even though he pushed hard. I was screaming through gag as it hurts. 

He pulled out and the nurse handed him a plastic stick. He inserted it into me and started circling it to find out where my large intestine continued. 

Then he started to insert the hose back in, but this time hard. He pulled it in and out until he got it all the way to the 2" diameter. He looked at nurse and then pushed it in hard until the end. She handed him the hose to plug it in and start the enema.

I felt water flow in my belly, it was unpleasant and painful. I was screaming and crying and shaking with myself trying to free myself.

When the water bag is completely empty and 2,5L in my colon. The doctor pulled out 12" nozzle and immediately put inflatable plug in my ass and started pumping. 

He stood up and said "You will be like this for five minutes. Then I'll pull out the plug and you'll dump it all into the bucket". The nurse massaged my stomach the whole time. It was terribly painful.

After I let it all out, the doctor came with a bigger and longer hose, and happily said "Let's have another round". My anal was inside out.

He linked all his fingers together and pushed them hard into my ass tried to get his whole fist in there. I cried the whole time. It was really really painful.

After this the doctor pulled out another one. "This is 40 inches of anal wrecking" I went to cry my eyes out after this message. The nurse said to doctor "She's skinny. She can't take it all". Doctor said her back "I will make her fit it all in"

Part 3 comming soon...

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Anonymous
@confessions
19 Oct 2017 9:41PM
• 1,659 views • 1 attachment
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I confess I want some one to anal fuck my wife until she's cries! Maybe even let me choke her out while you stretch her asshole! She likes me to let go right as she loosing consciousness, then she cums so hard while shaking!

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Anonymous
@confessions
14 Dec 2013 12:42PM
• 6,240 views • 2 attachments
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I confess...


Last not during a heated sex session with my gf I think I may have rap*d her. I have been begging her for anal and she has been refusing over and over. Just this week I have been making progress and getting a finger in there. The other day I even managed to get the head of my dick into her asshole until she started crying so I backed off and gave up. She teases me so much with this! We go out to the bars and when we get home she is all drunk and shit and starts saying "fuck me in my slutty asshole" and stuff like that, but when I try she starts crying and I have to stop.

Well last night we went out and got a little too drunk and again the same scenario happened and she started teasing the fuck out of me about giving it to her in her butt. I was very horny and intoxicated so I just said fuck it and rammed it into her ass. She screamed and starting crying like she always does, but this time I just wasn't having it! I had a raging boner and pushed it in and fucked the hell out of her ass until I blew a huge load right up her butt.


I do feel bad that I made her cry and she was in obvious pain, but it felt so good at the same time. I can't say that I regret this because it was so awesome and I want to do it again. I guess I just wanted to admit what happened somewhere and I can't really talk to my friends about this. Yes I know this was wrong and I should have stopped, but I couldn't help myself.

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Anonymous
@confessions
22 Aug 2016 9:12PM
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I confess that a friend only hooked up with and married his current wife because I used to fuck around with her and told him after we had hooked up the nightbefore that she loved anal and that when I said I was cumming she whipped around and sucked me off and swallowed, instant ass to mouth as soon as cum was mentioned. Two days later he asked her out lol. She used to moan and cry out "so deep" as I slammed her tight pussy and asshole. Wonder if he ever thinks about that lol.

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@chicks
18 Nov 2012 6:40PM
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I made her cry by her first anal sex

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@requests
07 Oct 2025 10:23PM
• 358 views • 4 attachments
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Degrade me and tell me how you'd fuck a dirty cumslut like me. My breasts are sensitive, anal makes me cry and scream, I have a lot of sexual trauma from my cousin and uncle, NC and r@pe are both turn ons for me - I want to know that men would take me for just for my body, given the chance, not caring for me as a woman or even a human being.

Not looking to meet up, just like hearing what you'd do if you had me. Go wild and tell me what fantasies my milf body stirs in your loins. How would you r@pe me and make me your toy for the night?

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@requests
27 Dec 2012 2:14PM
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There was this video a while ago with short clips of various anal fuckings and one of them caught my attention, there was a blond girl taking a HUGE bbc in her ass and crying and another one was holding her, she had a schoolgirl outfit. I cannot find that video anymore does anyone know where that was from?

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13
Anonymous
@random
18 Oct 2015 11:01PM
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So a couple months ago, I, a 35 y/o male, fucked a blonde, 20 something college girl. Lemme tell you, there's nothing quite like it.

I was on vacation for a few weeks, I work as a general contractor and make good money, been with this company for a bit over a decade. I've never been one to take vacation days just because the days I have off are good enough and I enjoy my job, but I decided why not go to a resort? So I went to a resort in Hawaii and managed to do some stuff I've never been able to, mainly spearfishing and surfing. Been single for about 6 years, so I've got no strings attached.

I met this girl at the bar, she was with some friends of hers drinking next to me. She had dirty blonde hair, nice figure, great tits, and an extremely cute face. She must've been about 5 foot 1. I wish I could remember her name but I was a bit drunk and it all happened so fast, I think her name was Alexandra or Andrea, I know it started with an A.

Anyways, she had come down with her friends to enjoy the last few weeks of summer before college starts again. From the way she spoke I could tell she was from New England, maybe Connecticut. I asked her where she was going and she said Yale Medical School, she wanted to be a doctor. Damn, hot and smart.

Eventually we started flirting a bit, drank more, and danced a bit. Long story short, she eventually came up to my room. Now is the good stuff.

When we entered she immediately demanded I give her a bubble bath. It was weird, but whatevs, so we went to the tub, undressed, she put her hair in a bun since she didn't want it wet, and I gave her a bath, soaped her up and scrubbed her good, and even joined her in the tub. She pleasured me a bit, giving me some strokes with her hands, and even gave me a bit of a footjob, which is heaven for a guy who loves feet like me.

After we finished and got dried off, she jumped on the bed, took her hair out of the bun, and laid down all sexy and shit. I could tell she was experienced with this. Good, so am I.

So, I laid down next to her, kissing her and running my tongue on her face and neck. She loved it. Soon, she was laying her head on my chest, licking it, and clutching my cock like a handle while I stuck my fingers in her clit with one hand and fondled her tits with the other. Good foreplay like that is hard to come by, and she played well.

Eventually we got tired of that and I ordered her to start giving me a BJ. She started giggling and said that she's never been ordered around before and that she kind of likes it. She did as she was told and sucked on my dick like a lolipop, but she didn't forget about my balls either, she rubbed and licked them good as well. She then laid on her back and ordered me to do the same to her, so I gave her clit a nice licking. Her pussy juices were like nectar, very pleasing to the tongue I must say.

Once that was finished, I sat up and began reaching for a condom, but she grabbed by hand and told me she wanted to feel me raw (without one). I told her that if I went into her raw I wouldn't want to come out and she said so be it, that she knows her menstruation clock well and ovulated already, plus she has morning after pills with her. So I pushed my cock into her.

Her face contained so many emotions. Shock, pleasure, pain, etc. It was unreal. I began fucking her slowly at first, then started faster and faster until I was certain that I was causing her just as much pain as I was pleasure, but she loved it. She began clutching me for dear life and moaning like crazy. It was funny hearing her, it went "ooohhh....ohh-OOOOH!!! AAIGH!!!....oh god....AAAAAAOOOHHH!!!". I myself was roaring like an animal. I grabbed her by the hair and ordered her to look in my eyes, which she did. I asked her who her daddy was and she yelled "YOU'RE MY DADDY!!!" She then started kissing me and held on to my lips, so her moans were all muffled. Nice sound that is. I love submissive girls.

Then we reached our climaxes and I came inside her. I didn't want to, but I told her very clearly that I would if she didn't want me wearing a condom. She just started laughing and told me she liked having a part of me inside her. Besides, she said, the risks of her getting pregnant are very low given the time of the month, and she has birth control anyways. I just laughed, shook my head, and grabbed her foot and playfully bit it.

She then demanded more. More of what, I asked. I thrashed her pussy like mad, what more? She told me to think. I knew what she wanted. So I grabbed her by the neck, told her she was a bad girl, then grabbed her body and flipped her on her belly, positioning my dick near her ass. She hunched over doggy style and said "be gentle". Knowing the risks of anal, I said of course, and pushed into her.

Her ass held my dick like a damn vice for a few minutes before relaxing down, after which I began thrusting. I made sure to go slow and not rush, and she seemed compliant with that. It was a good feeling, but after going slow for so long it started getting a bit boring. Her moans were different, like they were experiencing something new and unfamiliar and were getting a sense of whether she liked it or not. Eventually, she said "faster". So I went faster. "no, faster", she said. I told her I didn't want to put her in the hospital. She said that if pleasuring myself meant putting her in the hospital, so be it. She said that right now, I was her master and she was my slave. Damn son.

So I fucked her more roughly and faster. As fast as I did her pussy, fast enough to where I was making her moan loudly and I was getting fun out of it. She was moaning like a little puppy. Anal's a funny way of fucking, it feels a bit weird but can be good in it's own way if you practice enough. I eventually came in her ass, then grabbed her by the hair and kissed her neck. She held up well, said she never tried anal before and liked the feeling. I told her that's what a prostate exam feels like and she laughed.

We were tired out of our minds and laid down together under the covers. She held me tightly like a teddy bear and played footsie with me while I had my arm around her. There's nothing like that feeling of snuggling with a hot girl nude like that. She asked if she could spend the night. I said of course, and we fell asleep like that.

When I awoke she was gone, but she left a note saying thanks for the good time. I also saw she left a lipstick kiss right on my stomach. I hope she does well that girl. I wish I had kept in touch with her, she would make a great girlfriend, maybe even a wife someday. Oh well, what's done is done, no sense crying about it.

So, waddya think? This is it btw, I'm not gonna hold the story for ransom just for some up votes from you guys.

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Judaskolej
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@confessions
18 Feb 2026 12:18PM
• 502 views • 1 attachment
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Part 1        https://mlos.pika777.eu.org/VA17A062


Part 2        https://mlos.pika777.eu.org/V11351CB


Part 3 of gyno story


The doctor was seriously waiting for my ass to get tighter. He said that my anus is turned inside ouf after fisting and it wouldn't be fun.
After about 5-10 minutes, when I had calmed down a bit, he came and said "I finished my coffee, now we can start".
He put his gloves back on and started lubricating that 40"inch colon tube that starting with 1" diameter and gradually increases to 3" in diameter with two 3,5" retaining balls before end.

The doctor started pushing that thing in my asshole. The first few inches weren't that painful, but after about 10 inches the pain started to increase sharply. I started screaming through the gag and started shedding tears. He didn't care, he just kept pushing deeper and deeper.

About 15 inches from the end, he couldn't push it any deeper. I kept crying and snot flowing when I was in pain.

 He was pulling out and pushing deeper inside little by little. It got bigger and deeper in my body and it hurt more and more. It was probably a soundproof room because it was impossible for anyone to hear my crying and screaming.

When he thrust the entire 40 inches into me, including the larger 3.5" ball part, nurse connected it to the hose from the water bag.She turned it on and my stomach started to get bigger as my anus filled with water. He slowly pulled colon tube out of me. 

When he pulled it out of me, he quickly thrust 9" long huge 4" diameter butt plug in. He couldn't push the end in anymore, so he pushed with all his strength to get it in. It was an extreme pain, that I could feel my pelvis expanding.

I cried so much that my whole body was shaking. I was so tied up that it was impossible to get out of that chair. 

After a while, they pulled plug out of my anal and told me to empty it all into a bucket.

The doctor said we're going to finish but he still wants to try the new DP fucking machine with "horse" dildos. The nurse brought the machine in and spread the lubricant all over dildos.
The doctor came in and stuck one in my ass and the other in my vagina. Set machine to 30min with full insertion. It was really painful in both holes, but I felt a pleasant sensation in my vagina a little, but still it hurts a lot.

After 30 minutes, both huge dildos were pumped fake cum in my holes. Doctor pulled out dildos from my pussy and ass. Cum started to flow out of both holes. I was relieved that it was all over.

He looked at my tearful and sobbing face with a gag in my mouth for a moment and then said "One last time". He put all 5 fingers together and shoved his hand into my ass with all his strength. I started screaming and moving around with my whole body (not much because I was strapped to gyno chair)

When he finished fisting my asshole, he quickly pulled out his hand. It hurt terribly but at the same time I felt relieved. My ass was turned inside out. 


He shoved a tampon the size of a penis up my ass after the hole was a little tighter and then gave me a diaper. It was so humiliating.When the doctor finished his work, he told the nurse to "clean up and untie her" and he sat down at the table. He began writing papers evaluating the performance of experiment.

When she untied me, I wiped away the tears and snot, that were both all over my face after this 4 hours hell. I didn't say a word, I just kept sobbing and crying. After this "experiment" of theirs, I was almost unable to walk. When they saw me, they gave me crutches and helped me get into the taxi that they called. Thanked me and waved at me. When I got home, I was glad it was over.

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@confessions
15 Mar 2012 3:51PM
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i had anal sex with a girl for the first time today felt amazing for me and she cryed for most of i... i loved it

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@requests
21 Nov 2012 3:29AM
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I need help finding a video. It's of a (British?) Schoolgirl getting spanked while crying, then it's followed by anal sex which is called snogging in the video. Hope you can help me find it as I saw it once & haven't been able to find it since.

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