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3
Anonymous
@confessions
16 Sep 2007 8:39PM
• 1,281 views • 0 attachments
[ − ] thread [ 12 replies ]

When I was younger I was in a relationship with a girl I met and lived with I was studying. She turned out to be a psycho and a massive drain on me. I couldn't get away, I was too worried about what she'd do to herself if I left and I had no choice but to stick around.

Over the next few years women I met at parties, workmates etc. All showed an interest in me. One of my workmates made a pretty clear offer to go back to her place after work to get it on but I turned her down.

After a few years I'd just had enough and decided to leave and I thought 'fuck her'. I still feel guilty about being attracted to people other than her but I really regret not fucking all of the gorgeous women who threw themselves at me! What the fuck is wrong with me?!

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Anonymous
@confessions
25 Oct 2024 2:48AM
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I lost my virginity to my husband, the night he proposed to me. I was 21 at the time.

Since we are both from a small town, in rural area, this wasn't so unexpected, but he was surprised, in a good way, since I had a bf for over a year before him, and they kind of knew each other, since it is a very small town.

Never cheated on him, afterwards, but maybe I should (I never will), since our sex life has been almost dead for years (thus I am here).

A few times, when he was drunk, he would ask me about my ex, commenting how he thought we were in a serious relationship, hinting at my virginity, and I saw him smirking at him, when we would meet, in a way, like, "I know you did nothing for over a year, you fucking loser".

The truth is, we did everything except vaginal sex, but I mean everything. At that time, I figured, for some strange reason, that I will marry him, eventually, and that I had to save myself for the day he proposes. Sex without penetration (except for a few times he convinced me to anal play), was far more satisfying than anything I ever experienced with my husband. He sees me as this perfect, pure wife, who never saw a penis before his, yet I sucked my bf's cock for hundreds of times, before we met.

Now, I am sorry that I never had real sex with him, since I know, it would be magical, so I linger in my thoughts, and fantasies, regretting my life choices.

I know this isn't much, but it is pure. Hope you won't judge me for withholding the truth from my husband, but I just felt this to be the right way.

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6
Anonymous
@confessions
12 Oct 2025 4:01AM
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I never thought that I will get to have a cuckold experience, as a bull, especially since I am neither young, nor endowed, but it happened.

She is my, lets say friend, I have known for over 20 years. I had a serious crush on her in our 20's, but she was too good for me back then, and that is fair, even now, she is way out of my league. But, in our 30's, we became FWB, but not on a regular basis, only when she would feel it, so, sometimes, 10 times in a month, and sometimes once or twice a year. I was her spare, I got that, but I didn't mind.

She got in a serious relationship some five years ago, and we kind of stopped seeing each other, in any capacity, and, well, it had to happen at some point, so I didn't give it much thought. But, maybe a month ago, she called me, to grab a cup of coffee, and well, I thought here we go again, but no, it was awkward, it seemed like she was with holding something from me, and when I asked her if she would come to my place, she said no, and rushed off. Two days later, the exact same coffee date...

I was puzzled, so I did something we agreed never to do, I started texting her. It took some time, a few days, and I guess it was easier for her to tell me over text, than eye to eye. She mentioned her fiance, is into cuckolding. I understood, immediately, what was up, so I was the one to encourage it, so the three of us met, at dinner.

He looked like he is about to faint, and he looked like someone who would love to see his woman fucked by another man - a total fucking wimp. She was talking, how they thought of it, how it would be easier with someone she feels comfortable with, etc. I was the one lightening the mood, joking, and she joined me, but when we parted ways, I thought, no way in hell this is happening, he looked like he regretted thinking of it. Two days later, she called, and set up a date night at their place.

The look, size and location of his place, answered all of my questions on why she is engaged to him.

I thought it would be awkward, but as soon as me and her started kissing, it was like he wasn't even there. They didn't ask for a condom, and I didn't bring one, hoping that we can do raw, and we did. He didn't jerk off, he just watched, fully dressed. It was amazing, better than it ever was, she came, loudly, and in the end, we did it in the pile driver position, and when I was about to cum, I pulled out, and did something I did many times before, with her, came all over her pussy, because, she has the fattest pussy lips I ever saw.

I was still tossing the last drops out of my cock, when he got up, almost ran up to us, I pulled back, thinking, he is about to hit me, but no, he got on his knees, and started licking my cum off of her pussy.

I am far from a moral idol, but that felt sick, so I got into the shower.

We are meeting again, next weekend, when he gets back from his work trip. I feel conflicted, but I guess that my cock will do my thinking, like it always did, and that I will continue this ordeal, even though, I felt pretty pathetic after that night, me, the guy who always thought sex is everything. I think I found my boundary, but I want to see if I can push through it.

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Anonymous
@confessions
11 Aug 2007 12:35PM
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[ − ] thread [ 7 replies ]

I have fucked both my wife's little sisters. One just a few times, and one I was fucking for over a year (both were adults). She found out about the one, but not the other. The worst part is I don't regret it, or really feel that bad about it, and I know I'd do it again if the opportunity comes up.

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13
Anonymous
@confessions
22 Oct 2014 10:00PM
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So this is where we confess stuff I guess. I'm a closeted bisexual guy and since I was in my early teens I had always wanted to suck some cock. I never did anything about it cause I was worried people would find out and I'd be labeled as gay. But after years I couldn't take it anymore so I found out there's an adult bookstore an hour from me with a viewing arcade. I had read stories about what happens there so I went to try my luck. I got lost twice on my way there but I finally found it. It took me a good 20 mins to work up the courage to actually go in but I finally did. There were a lot of booths in there and a bunch of guys just walking around. I had no idea what to do.i finally went into a booth and but a dollar in and watched a little bit of porn. Once my time ran out I had a hard on and stepped out to see if I could find someone. When I was about to leave this 60 something year old man came in an sensed what I wanted to do. He signals me and asks me if he can join me in a booth, I just nod cause I'm so nervous. We walk in close the door and just on instinct I get on my knees awhile he undoes his pants. He had a thin 5 inch dick and I just went with it. All nervousness went away I just started sucking and licking. I ran my tounge up and down his shaft and started sucking his balls I was amazed at how easy it came to me. He asked me if I wanted to go to his house I shook no cause I was too scared, I wish I had said yes still regret it. Anyway I kept sucking for a couple more minutes when someone knocked on the door. I had never been in adult bookstore so I just assumed it was someone going around making sure nothing was happening so I got so scared and said I have to go. It makes me sad I didn't get to make him cum. It took me a year to work up the courage to go back but that second time I was bolder. By this time they had glory holes cut into some booths. I went into one and soon after a guy walked in and started watching a movie and jacking off. I knelt down and was looking at him I finally whispered can I suck it. He quickly got up and I had this 7 inch black cock. I started bobbing on it. Gagging as I tried to deep throat it. I don't know if he warned me or not but in a couple minutes I feel him blow his load down my throat while I had him deep in my mouth. He then quickly left but a minute later and old m an came and started quickly jacking off then he saw me near the hole and stuck his small cock in. I was in there for 15 minutes before he left cause I guess he couldn't cum. Afterwards I quickly left and drove home with the taste of cock and cum in my mouth

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5
Anonymous
@confessions
25 Aug 2024 5:16PM
• 1,234 views • 3 attachments
[ − ] thread [ 13 replies ]

Girlfriend regrets sucking another man's cock

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Anonymous
@chicks
13 Feb 2026 5:29PM
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Anyone ever regret having a friend fuck their wife/gf? Want to have someone experience mine so bad cuz she’s so sexy I’m but afraid of the repercussions..

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Anonymous
@random
05 Nov 2024 8:50PM
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For those of you who let a friend fuck your wife/gf have you come to regret it eventually?

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Anonymous
@confessions
21 May 2025 6:09PM
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Any guys on here regretted letting their wife fuck other men? Or a group of men..

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Anonymous
@confessions
14 Aug 2022 11:23PM
• 627 views • 1 attachment
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I have a fetish for other men’s wives. I’m fairly attractive and have a way with women, but nothing turns me on more than fucking another man’s wife. My count so far is 17 out 26. Im getting better tho. I feel confident I can fuck any wife I want. Most of them I cream pie with no regrets

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-1
Anonymous
@confessions
02 Jan 2025 1:03AM
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I put 5 mL of semen in my co-Ed’s beverage.  I regret not filling her consumption of my cum

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Anonymous
@confessions
19 Sep 2007 11:21PM
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I have posted a few videos and pictures of myself masturbating on this website, I usually post them when I get really horny because the thrill of someone recognizing me on this site gets me off, and I even occasionally masturbate to myself in the videos. The only thing is that every time I cum and remember what I put on this site I feel really regretful because I posted anonymously and I can't remove it. Oh well.

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bk348
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@guys
03 Jun 2015 5:50AM
• 694 views • 1 attachment
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Hi I wanted to share some pics for any girls that are interested. Here's the thing, almost all guys just post their dick do some super standard dirty talking and honestly, I am doing this because you girls desperately need a real guy that will talk to you like a human being. Tell me when you get to know someone and your actually into them that it doesn't make the whole situation million times better. Seriously, I can't guarantee I'll like everyone but you will not regret stepping into the erotic and honestly romantic:

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Anonymous
@chicks
08 Jun 2024 6:40AM
• 497 views • 1 attachment
[ − ] thread [ 3 replies ]

Thread of nudes you’ve lost: 
women of nudes you had and either lost or deleted. Only to regret it. 
here’s one of my regrets

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Anonymous
@confessions
27 Mar 2025 9:29AM
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I have been having sex with my “friends” daughter. I don’t feel bad or have any regrets. She is a complete smoke show. There is a large age gap but we are both adults. 
i was married for the better part of 20 years. Once the divorce was finalized i explored my bisexual side which I still love. However, when Tanya and I reconnected after all the years I missed her growing up. We actually hit it off immediately on the romantic side.
ive always liked younger women, however this is the youngest I’ve gone. She is 5’2”, extremely petite. Maybe 90 pounds at most. Long legs and blond hair with green eyes. Her breasts are so small they are sexy as fuck. A large A cup at most.
we don’t have any other plans to get into a serious relationship. It’s basically hot sex and friendship. With no strings attached. I could see it being worse if I was closer with her mom but time has away way of separating people. 
What’s your opinion on this?  

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Anonymous
@confessions
13 Oct 2012 12:45AM
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I confess that a Vietnamese business associate asked me several times he would give me $40,000 to marry her niece for a green card. She said if you fall in love that's great if not then it's just a business transaction (her niece is 23).

I was dating a girl I thought I would marry and politely declined her offers. Not more than seven months later my stupid fucking bitch girlfriend decides she no longer wants to be together.

By that time the Vietnamese lady had found someone that took her up on her offer and married her niece with a nice $40,000 check.

I really regret not accepting that offer as I would have been able to buy nice used Porsche 911.

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Anonymous
@confessions
26 May 2024 4:57PM
• 656 views • 1 attachment
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My daughter bought a bicycle, and every Saturday morning she asked me if I wanted to accompany her on a ride, this time I decided to go and... I regret not having accompanied her other times

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Anonymous
@confessions
06 Mar 2013 6:26AM
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I'm here to make a confession and that's it. Great videos on here by the way.

When I was younger, my bro and I played with 2 of our cousins. It was a one time thing for me, but my bro kept on playing around with 1 of them for years.

Not sure how the first time happened. honestly I can't remember it at all. Me and my bro eventually started playing with each other.

This continued for years. Then one day he told his therapist. Then they notified my parents. It's the one topic we never discuss. Me and my bro talk and my parents don't treat us differently at all.
Shit's fuckin weird ay?

Anyways, full of regret. I'm not gay - I don't watch gay porn, never have in my life. I watch straight porn, sometimes lesbian, and only fool around with girls. My bro is the one dude I did stuff with and it's disgusting.

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Anonymous
@random
23 Jun 2024 12:24PM
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For six or seven years I've been obsessed with fucking an older women I've never even met. She's 59 and I'm 32. My friend and I were drunk in like 2016 or 2017 and he asked if I wanted to see his aunt in porn online.


He showed me old VHS that his aunt made with her ex husband. Hours worth that is still online. He regretted it the next morning and asked me to forget he showed me. I don't even stay in contact with him but I see his aunt on my computer screen all the time. 


I've jacked off to her at least once a month and would have tried to meet her but she is hours and hours away in the middle of nowhere near the Canadian border. 

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sckWKVG92vVYWB
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@requests
20 Nov 2013 7:02PM
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Hey guys, I once saw a video that I totally regret to not have saved it. There was a girl in the tub giving herself an enema‎ with the shower head. She then kind of turns up side down and feces are flying around. She proceeds to repeat this some times.
She was rather skinny and definitely no professional. If i remember correctly her boyfriend was filming it, and apparently he was involved in a longer version that I never saw myself :(
The camera was steady most of the time, giving a good overview of the bathtub.

Anyone by chance knows this video?

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Anonymous
@chicks
01 Apr 2024 4:47AM
• 26 views • 1 attachment
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Make me regret to be born as a fat Asian pig

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FunWithYou
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@random
06 Feb 2013 7:07AM
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upload deleted

You know when an asshole has been used. Check these chicks proudly showing their altered holes.
Do you think they'll ever regret it?

gallery here:
http://mlos.pika777.eu.org/G09BFB5D

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@random
09 Oct 2016 11:22PM
• 1,707 views • 5 attachments
[ − ] thread [ 5 replies ]

Dumping some pictures of an ex coworker I used to fuck, didn't know she was married. I thought it was pretty funny when her husband found out since I still fucked her for another 2 months after that. My only regret is not getting better pictures of her.

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Anonymous
@confessions
01 Feb 2026 5:45AM
• 187 views • 0 attachments
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I am a long time swinger, entered the lifestyle with my ex wife, and when we went our separate ways, I knew everyone at the local scene, so I kept visiting parties single, being the only one in the circle with such privilege.

Now, anyone who has been into the lifestyle, knows that some nights are underwhelming, that after a while one gets used to lots of things, and, nothing feels special, and you get in those periods in which you evade parties, try to live a normal life, but you always come back.

Now, just before the holidays, we had a new arrival, a very good looking couple in their 30s. Now, she was the star of the show, tall, very, very beautiful, and I tried to calm my excitement, because 9 out of 10 newcomers either just visit once, snoop around and run for their lives, or get into action once, and later regret it, never to be seen again.

Boy, they are different. From the start, he openly gave off cuckold vibes, talking non stop about it during chit chat, and on their first night, they went in one of the rooms with one other couple, and there was action, serious one.

And they were back after the holidays, again getting it on with the same couple, and I said to myself, well, I gotta find my way in.

Since both times they were in the "do not disturb room", I thought it would take some time to get in on the action, but no, Friday night, they came for the third time, and they acted like they have been here for years, talking to everyone, having fun, when she started asking women if they would lend her their husbands.

There were four couples, besides them and me, one declined, others did not, and there we were, four of us, in a room with her and her husband. He decided to watch, as we took her ANY WAY POSSIBLE!!! It was amazing, and it lasted for so long. I have been in all three of her holes, and since condom is the rule, in the end I took it off and nutted on her.

The best thing about all this, was the fact, that she enjoyed it so much, and that he looked like he enjoyed it even more, which made the whole thing insanely hot.

Can't wait for the next party, which is set in two weeks, and I just hope they will come back in the same mood.

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Anonymous
@confessions
25 Feb 2014 12:47AM
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I confess that after breaking up with an ex-gf, I uploaded all our private videos on internet. Her brother and friends saw the video posted on all mayor free porn websites and the word spread out. even her mother saw a video of her sucking my cock and getting rough anal sent by somebody who wanted her family to know. she was graduating from college back in 2007 she had just turned 18 so her videos went viral. There was not many amateur porn online back then. She moved abroad to study even there people recognized her. I still se many of her videos and pictures being reposted everywhere even today. Its good to know that her life was not ruined by a sex tape as many of you people think it it should. Sex is not a tabu anymore in our society. She gets all the attention and is smart enough to carry on. Me on the other side haven't been able forget her and still jerk off to our videos. My advise to anyone wanting to do the same is to go ahead and do it theres nothing wrong besides exposing yourself as a prick and her as the slut she is.

I don't regret it.

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Anonymous
@confessions
28 Oct 2024 3:27AM
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I had sex with my ex, after I got married.

We weren't together for a long time, and, heck, I am not even sure he saw us as "being together", but more of a hook up scheme.

I liked him a lot, but a lot. He had a gf at the time, but I was so drawn to him, that I used my cousin, who he knew, to drop him hints how I am interested in him. As soon as he broke up with her, he spared no time, and was all over me, inviting me to go out.

We had sex on the first date, and I guess, since I was young and naive, that I was being opened, modern, hip girl, but I guess he read that as if I am easy, and our "relationship" was nothing more than occasional dates with hook ups afterwards, until he hit on my cousin (the one I used as a hint spreader). She declined him, so I broke it off, realizing what I was for him, what probably any woman is to him.

Many years have passed since then, I never got that crazy "in love", or had such a big crush on anyone after him. I reasoned that I have just "grown up", matured in a way. So I got married, to a nice guy, and life kept going. My marriage was, and still is good, regarding many things, but our sex life was never anything special, and I knew that when marrying him. Some men, just, do not have a high libido, and that was obvious even when we were dating, but again, I have "grown", and realized, that sex isn't everything.

It isn't, but it matters. So, when I came to a conclusion that I am on my own, regarding this, I started playing with myself, doing naughty things, visiting places like this one, all in an effort not to give in, and do something stupid, just for sex.

I didn't think of him, when being playful with myself, but I did think of the kind of sex we had, passionate, raw, spontaneous. So, when I saw his name on the list of invites, to a work event I was hosting, coming in from out of town, I felt nervousness in my stomach.

Casually, like I didn't mean it, I went on a coffee with my cousin, and asked her if she knows anything about him. She blushed, and confessed, since so much time has passed, that after we broke up, she did, in the end, have an affair with him, but lost contact afterwards. She heard that he got married, and that is it.

I applauded myself, how I have, maturely decided back then, pushing away a fuck boy, adamant to present myself in the best way possible, so he will be jealous, when he sees me.

Only, it was the other way around. Twenty years later, he was still radiating charm, all around. When he saw me, across the room, he just nodded, and turned his head. I was fuming!!!

So I came to him, eager to impress, only to end up in his room, on my back.

The next morning, I felt like the stupidest woman that ever lived, and the worst feeling of all was, how great it felt that night. Thankful for him not cumming inside me, since, if he wanted, or even if he asked me, I would say yes, yes to everything.

Some time has passed since then, he never tried to reach out to me, again, my fears of ruining my marriage with this have passed, only thing that's left is a remorse, better yet, two lines of it.

I regret cheating on my husband, and the other is, that I am sad that, I will never have such great sex, again.

But, I keep saying to myself, sex isn't everything.

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Anonymous
@confessions
05 Oct 2023 12:47AM
• 1,378 views • 1 attachment
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I've just turned 40 and think it's time to confess a 20+ year old sin.
My mom met a really nice guy when I was just a teenager and they got married. He was really nice and really good looking and 11 years younger than my mom. Over the years as my interest in boys increased, I began to get a crush on him and eventually began fantasizing about having sex with him. When I was 19, my mom had to spend 2 months setting up a new company office in Seattle and only came home every other weekend during that time. I had already been flirting with and teasing my stepdad, and decided this was the time to see how far I could take it. One night I came home from work and took a shower and deliberately forgot to get a towel. I stepped into the hallway and went to the linen closet which was in full view of the loungeroom where he was watching tv. He asked what I was doing and I said I forgot a towel. He said I should have yelled out and he would have brought me one. I cheekily asked if he would have dried me off too and he turned beet red. I put on a long t shirt and a skimpy pair of panties and joined him on the couch. Asking if I could put my feet over his lap, he agreed and as I stretched my legs out I made sure I "accidentally" kicked his groin, then sitting up quickly apologized and reached out as if by reflex and cupped his cock quickly, then drew away and apologized again. I could tell he was uncomfortable, and with small subtle movements of my legs I gradually felt him hardening. After a while his hardening became obvious and he asked me to sit up, so I lifted my knees to my chest, giving him full view of my barely covered crotch, then spun round into a sitting position. After seeing my crotch his cock was tenting and I decided it was now or never, so I looked at him and asked if he needed help with that and quickly added, mom will never know. He hesitated then said we couldn't and I replied that I wanted to and reached over and began rubbing his cock.
Within 2 minutes his cock was inside me and he pumped into me so fast and hard that he was ready to cum in a few short minutes. He asked if he was ok to cum in me and I said yes, and he poured his cum into my pussy. Almost immediately he began to regret what we had done and said we could never do it again.
About a year later, he and my mom went seperate ways as she moved to Seattle and within days he knocked on my door. My boyfriend answered the door and my ex stepdad came in and made some small talk, obviously wishing my bf was not there. I told him to come by and take me for coffee the next morning. When he arrived, I dragged him inside and we fucked for hours. He asked about my bf and I said I fucked around on him all the time and he had no clue about any of it.
And so led to a 2 year affair behind my bf's and eventual husband's back.

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@random
19 Jan 2014 8:06AM
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So how do you talk about incest with friends and lovers?

Yeah, it's awkward. It's weird. It's socially unacceptable. But the fact is, my sister and I did a lot of incest. At first, it was because we had a perv ass babysitter who liked to watch really wrong shit. Then we moved to another city and as we were entering puberty... that's just something you did, right? Like watching TV or whatever. Then we - ok, me mostly - got old enough to have some idea what this sex stuff was. I dunno, a few close close friends know what happened, but... how do you tell people that you fucked your sister, you know it was wrong, but that you dont regret it and its who you are?

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@confessions
11 Apr 2012 9:39PM
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Got to distance myself from this world emotionally, or else i will crack. Leave all love, desire and lusty thoughts behind. Wish i could just pluck some brain wire off and be away with these burdening feelings.
Too many a little girl, that i've known and loved to imagine them running through the dandelion meadows, are now all grown up, married, completely different persons, doing who-knows-what with who-knows-who... while i remain that shy, awkward boy. I don't feel jealousy, just having lots of regret, and hatred for fleeting time. Clothes get old, notebooks lost, burned, ripped, trees are felled, and with them memories fade.
That world i created in my head has no princesses anymore, and it crumbles, leaving only darkness and silence. How i wish i could experience being special to someone, for once.

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17 Dec 2023 12:05PM
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I am a white American guy but grew up in Japan (long story as to why) and so I speak/read/write fluent Japanese, went to school with Japanese students, etc., and I have to say Japanese girls are the biggest fucking sluts on Earth, especially if you're a white guy WHO SPEAKS JAPANESE. I know many white guys who go to Japan to get girls and have no luck, but that is because they don't speak ANY Japanese and most Japanese people (guys or girls) don't speak English or other languages. In senior high school, I was able to fuck most of the girls in the school, take the virgnity of most of the girls I fucked, and had like 10 baby mommas. I had to leave the country to avoid getting in trouble and I'm back in America again, but damn I do not regret it at all, those were the best years of my life and I feel bad for guys who never had the chance to live like this.

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3d ago
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That face when you regret not staying with the slim-dicked fella:

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11 Sep 2014 10:55PM
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I confess that I don't feel bad at all what I did to these sisters. I knew them in high school and I found them rather attractive and sexy. Fast forward a few years and I find out that there are nudes of these girls on the internet. Being the upstanding pervert I am, I felt that these beautiful naked Russian bodies must be shown to the world and I posted them all over the internet along with many other people. They ended up on pinkmeth and it turns me on to no end that there are others jerking it to these girls and imagining fucking them and ravaging all their holes. I feel like I ruined their lives, and I don't regret doing what I did one bit.

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27 Jul 2016 6:46AM
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I have made a bad mistake and I am now filled with regret for doing it. I wish to correct this mistake


while I have many bad habits that also need addressing at this stage paying for this sin is my number one priority

send me a message if you can help me

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17 Apr 2017 12:21PM
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Part9.1: It stays in the family (1)


Part1: http://mlos.pika777.eu.org/VA8BDBBF
Part2: http://mlos.pika777.eu.org/VDA1A9DB
Part3: http://mlos.pika777.eu.org/VDF3D844
Part4: http://mlos.pika777.eu.org/VF9F9A88
Part5: http://mlos.pika777.eu.org/V8538BC7
Part6: http://mlos.pika777.eu.org/VA86BDD4
Part7.1: http://mlos.pika777.eu.org/V136D601
Part7.2: http://mlos.pika777.eu.org/VF285529
Part7.3: http://mlos.pika777.eu.org/VBB2A1F7
Part8: http://mlos.pika777.eu.org/V214664A

Every year on christmas, me, Jim and Anna would celebrate together. It had become a ritual over the years of our friendship. We would meet on christmas eve, either in their house or mine, eat christmas cookies, sing christmas songs, give presents to each other, eat dinner and then go to bed.
One year though, Anna's family would come to visit. First, Anna wasnt too excited, since her parents basically invited themselves. But as christmas came closer she liked the idea more and more. She hadnt celebrated christmas with her family in years. Anna has two younger sisters, 4 and 8 years younger than her. I think that year Anna had turned 27, so her sisters were 23 (Haley) and 19 (Patricia, called Patty). I hadnt met any of her family before, but still Anna wanted her sisters to sleep at my place, since Jim and her only had one guest room. I was a little worried, but Anna told me that they would behave and anyway they would only come to me for sleeping, also I wouldnt regret it she said with a wink. So I agreed. Still, I was nervous when the 23rd came. Her parents arrived in the evening and dinner was planned for all together, including me. I arrived early and helped Anna and Jim cooking and so on. When Jim was away for a minute I said to Anna "You know, you owe me one since I let your sisters sleep at my place right?" A: "Yes I know. And I also can imagine what you want". She winked and grabbed my cock in my pants. I got hard. Anna let me go and Jim came back in the kitchen. We chatted for a bit before the doorbell rang. Annas dad was about as tall as me. Well tended beard, friendly look on his face. He hugged his daughter tightly and even lifted her off her feet. Anna's mother was almost as tall as her, so just short of 6 ft, and also looked just like an 50 year old version of Anna. They both wore cardigans and blouses (different colors though) so they looked even more alike. She gave Anna a kiss on the cheek and hugged her as well. The dad had already greeted Jim and now came to me. He gave me a hug as well. We joked about how we were both equally tall and then he told me in his youth he had about the same hair as I did. Next Annas mom reached me and hugged me as well. Her boobs definitely were c cups as well. Then I looked up and saw Annas sisters. They were whispering with Anna and looking in Jims and then in my direction. I looked at Jim and he said "they are probably asking if I proposed to Anna yet..." I grinned and said "Maybe you should then..." J: "I will... in time..."
Anna and her sisters looked very much alike, but Patty had darker (still blonde) hair and more voluptuous lips and a broader face (just a little bit) and just as big tits as her sister. Haley had higher cheek bones, giving her a more aristocratic look. She also wore glasses, even though I later learned that she had no need for them. Her boobs were smaller, but fitting her overall look so well that I would argue that bigger tits would look worse on her. Patty and Haley wore christmas sweaters giving them an innocent and shy appearance. They both gave me a sweet smile and a hug as greeting. When they all went to the dining room with Jim, Anna waited and pulled me close. A: "They asked me if you were the handsome man they would share a house with over the next nights." Me: "So? I guess you dont want me to fuck them?" She laughed and said "Keep your dick in your pants, dont make a move on them. They wont make a move on their own." Me: "But what if they do?" A: "Then you are a lucky man. They both dont have boyfriends right now." Then she gave me a slap on the shoulder and laughed, we went to the dining room as well.
The evening passed quickly, I learned that both Annas sisters were studying, Haley chemistry and Patty worked towards a medical degree. I was the center of attention for a long time, since they all knew each other but not me. They didnt ask me about my lovelife though, thankfully. When dinner ended we moved to the living room to drink some wine. Jim, Anna and her parents sat on the L shaped couch while Patty Haley and me were sitting on a normal couch. Patty and Haley didnt drink too much, but were tired soon, so we ended the evening. We still had to take Patties and Haleys stuff to my house. When their dad offered help they declined, saying I would help them and so I did. I said good night to Jim Anna and her parents and we left for my house. On the way there, the two sisters were giggling and whispering. Then Haley came up to me and asked "So... do you have a girlfriend?" I shook my head "nope. havent had for a while now..." She nodded and said "I havent had a boyfriend in a year." When we arrived at my house, Haley asked:"Isnt it lonely in such a big house sometimes?" Me: "yeah, but I can always come over to Anna and Jim, so its fine." Patty then joined the conversation: "How did you get to know our sister?" So I told them how Jim and I were room mates and that Anna came to visit from time to time. I then brought all their stuff to their room. When I was about to leave the room Patty asked: "Do you think Anna looks good?" I froze. Did they suspect anything? Me: "There is no denying that she looks good. But I mostly like her for her personality. She is a very good friend." As I left the room, Haley followed me and asked "Can I have your phone number? Just in case of an emergency or if I forget something here tomorrow." I nodded, trying not to grin, and gave her my phone number. I told her I would get some towels for them, went to the bathroom and returned to their bed room. The door was left a bit open so I overheard them talking.

P: "Pleaaase, give me the number."
H: "You can ask him yourself when he is coming back!"
P: "Okay okay... I will..."

I then knocked on the door. Both of them said "come in" at the same time. I smiled and opened the door. Me: "here are your towels. If you want to shower, the big bathroom is right besides my bedroom. I will brush my teeth there but then you got it all to yourselves. Need anything else?" As I asked this I looked at Patty. She hesitated then said: "Can I have your number?" Me: "Sure, Haley already got it, she can give it to you." Patty smiled and I left. I brushed my teeth and went to bed, leaving the door open so I would hear them if they yell my name. I heard footsteps. Then the shower. Then a toothbrush. Footsteps away from the bathroom. Then footsteps to the bathroom. Toothbrush. Bathroom door. But no steps. I was pretty sure, one of them was standing in front of my door. So I turned on the light and made sure not to look to the door. I got up, just in my boxers. The idea of being watched turned me on, so my cock got half erect. I scratched my balls, getting my dick a bit harder. Then I took off my boxers and put them to my dirty laundry and went back to bed, turned off the light. After a few moments I heard the floor squeak. Whoever watched me, left. Soon I fell asleep. The next morning I woke early. i put on boxers and a t-shirt and went to the kitchen to drink a glass of water. While I was drinking, Haley got out of the bedroom, wrapped in a towel. I said good morning before she saw me. I startled her and she almost dropped her towel. H: "Oh hey, I thought I was the first one awake." She stared at my boxers for a split second, I acted like I didnt see. Me:"No problem, are you taking a shower now?" She nodded and held onto her towel. Me: "Have fun then." She left for the bathroom, halfway there her towel dropped a little so I had a nice look at her back and ass before she rushed into the bathroom. While she was showering I got a text from Anna: "Why did Patty just ask me if I ever saw you naked?"
Me: "Haley spied on me yesterday. I took of my boxers and slept naked. She saw me do it."
A: "Well I guess you are keeping word. Anything else I should know?"
Me:"Haley half-dropped her towel on the way to the shower."
A: "You are damn lucky."
Me:"Thanks :D"

When Patty came out of the room, she wore a white shirt (not see through but you could guess...) with seemingly no bra under and shorts. When she saw me, she said "Hi.." and came up to me. Just when she was close enough to have a conversation and I had a good look at her, she turned around said "I forgot something in the bedroom..." and bolted back. When she came back she wore a bra and a different shirt, also jeans. Her head was red as a tomato, the situation seemed to be awkward for her. She had her phone with her and wrote something. At that moment I recieved a text... from her... saying:"Hi". I looked at it and said "It works nicely. How are you?" P: "I'm fine thanks." We chatted for a bit before Haley came from the shower. Patty went back to the room as well. I followed her after she was inside and listened. Haley told Patty that she almost lost her towel. Patty claimed that was on purpose. Then Patty talked about her walking out in just shirt and shorts but then going back. I left my position and made breakfast. Soon after Haley and Patty left to have breakfast with Anna, Jim and their parents.
I texted Anna: "Can you come to me after the breakfast? Alone? I still have the desert for today in my fridge and we could talk for 5 minutes."
Talk for 5 minutes. Well... Anna came over half an hour later. When I tried to tell her everything that happend this morning Anna stopped me and said: "I already know. We are sisters, you know? We share that kind of information" and laughed. We went into the kitchen and Anna got on her knees. She pulled down my pants while saying: "So my sisters turned you on huh? Thats why you want to fuck right now?" I nodded "How else am I going to keep word?" Anna grinned and pulled down my boxers "take this as an early christmas present." She sucked me for a while, using her tongue to lick of all precum. Then I lifted her on the kitchen table. A: "Fuck me like you would fuck my sister." So I did. I got close to her, kissed her and started humping her slowly. I put one hand on her throat, kept kissing her passionately and started fucking her harder and harder until I felt her orgasm. I was close too, so I pulled out. Juice was dripping from her pussy. She laid on her back, her head over the edge of the table so I could throatfuck her. I shot my load right in her throat, while she was gagging on my cock. After we cleaned ourselves up and let some fresh air in, we took the desert to Annas house. Annas sisters looked a bit frightened, when Anna told Jim that it took so long because we had to talk.
Then Anna went to her sisters and I could see them relax, while I talked to Jim and told him, that the girls were nice enough.

End of Part 9.1

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10 Mar 2013 9:54PM
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I'm a college guy, with a girlfriend, but I'm a bit of a voyeur. My girlfriend shares a 4 bedroom apartment with three other girls, one of them I find ridiculously more attractive than the others. One day I slept over at my girlfriends apartment, and she had class, so she let me sleep in, and when I woke up, I heard one of the showers running, it turned out I was alone at the apartment with the hot roommate, who was currently in the shower. I helped myself into her room first, and looked through her phone, which to my pleasant surprise I found a picture of her in a bra, no nudes though, which I then sent to myself. Her bathroom door was open a crack, so I peeked in to make sure she was actually in the shower, and she was, so I crept in. I used my phone camera like a periscope, and held it up above where the shower curtain rod was, and caught a glimpse of the most heavenly, perky little B cup tits I've ever seen, in that moment I wanted to just rip open the curtain and fuck her right there, but I didn't, and she tossed her head back to wash her hair, her eyes were closed luckily so I moved my phone away and left the room, I deeply regret not having had the presence of mind to have taken a picture. I plan to pursue her further in this kind of way, possibly sleep invasions if the opportunity presents itself.

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@chicks
27 Oct 2023 10:17AM
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Think she regrets letting a 62 stick his dick in her mouth? The look in her eyes 

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@confessions
12 Jun 2014 9:03PM
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Can't stop thinking about you, about how much i miss living with that pretty little butt showering every day at my shower, living with me, seeing you getting fucked by SO MANY guys, but always pretending to be so saint, so perfect at lunch. Just without knowing that we were going to be drifted away, i started taping you while you were dressing in the bathroom and i don't fucking regret about it! My only regret is not doing it before; taping you from every fucking angle in every fucking angle.

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@random
02 Feb 2016 9:35PM
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This is my EX... I always regretted not having a gangbang on her. Tell me what you would do to her, anything goes guys

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22 Oct 2024 6:10PM
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Oh sure training is a blast and sometimes I want to hurry and race to the end. However I have regretted such impatience in the past. Training should always be pushing them to improve yet also be obtainable.as there boundaries shrink. Pain threshold grows you can inch the line further and further. Eventually a complete submissive is produced. Make no mistake this has more to do with trust and connection than anything else. Connections needed to feel comfortable doing what is or was considered taboo. Trust without it the journey can't even start cultivate these and make your mission learning all you can about who they are. Eventually through the correct and honest approach you will get your desired sub. After all it is in a subs nature to seek your approval and to please.

IT$N0TG00D0M!N@T!0N
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@confessions
25 Sep 2019 4:04AM
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Aa confessions go, this one, I don't know, but here I am to get it off my chest. I'm a 49 married gay guy in a threeway relationship with a neighbour who lives down the hall. And who share my love to give bj's. Though I've been told that I'm great at it, the truth is that as long as they cum, I honestly don't care.
Fortunately for me, my husband and I are swingers, but as he's 60, age unfortunately has done a number on him and so he's not the same guy who used to fuck me senseless anymore. Shit, even the Cialis doesn't work the same.
That is why he suggested we become swingers. But herein lies the problem, as we got more and more into the lifestyle, I realised that as much as I love my husband, he's simply not enough. I'm not sure if trying poppers is good for my hubby, in the long run.
Threesomes/foursomes/rgies/gangbangs, you name it and we've done it. So no regrets there, but I am shocked by my own hunger.
My husband keep telling me to just do what I want, whenever I want and with whomever I want but how can I do that, when what I want is to fuck and suck as much as I can.
I know that sounds like a fantasy, but as I am on the dosh, time is the one thing that I've got plenty of.
I love it, but I don't know how good this vice of mine primarily, is in the long term.

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@confessions
24 Nov 2015 1:58AM
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so over the weekend i went to a friends party. my friends sister was there and she had some friends over. we all were drinking and my friends sister and i were flirting all night. so as everyone and we are talking in the kitchen and she sits on my lap. at this point people are leaving or sleeping. i start getting handsy and start kissing her. we end up going outside to my car and fuck.

she is like 5'2, guatemalan, small tits cute ass shaved everywhere.

all of this wouldnt be a problem except for two things: 1) its my friends sister (not really concerned about that, kind of funny actually) 2) i just celebrated my 4 year anniversary with my gf. we are long distance so thats why she wasnt around.

basically after, i had no regrets really, just want to fuck her again. i feel horrible for this though because im not feeling super guilty about it all.

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@confessions
14 Dec 2013 12:42PM
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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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02 May 2024 12:43PM
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Only ever popped off premature once. Never had a wet dream, which I kinda regret. Never came in my pants.

I had a friend who did though, while we were watching an old Swedish Erotica clip at a bachelor party back in the day. Back then you still needed a screen and a projector. Pat had never had a real girlfriend, had never gotten a handful, not sure he’d even kissed a girl. The movie was on and we were all shouting at it like we knew what we were talking about. Sticks in my mind that it was an old Seka loop (this was the early 80s) and she was about to get it in the ass. Just as the heavily-mustachioed ‘hero’, parted the posterior of his equally hairy companion, you heard Pat say, “Oh no. Oh no. Oh no! Fuck!” and off he rushed. We teased him unmercifully, although we were no doubt hard as stone as well.

It started out as an easy day. Kansas in the summer. Hot in the morning. Hottest in the afternoon. Hot all night. I finished mowing the lawn and was walking down the to gas station for a ‘pop’. There were girls and young women laying out on a couple of lawns taking advantage of the morning sun. To a youngster like me, it was like viewing heaven and I was hard all the way to the pop machine and back. But you’d better believe I took the same route home.

The swimming pool opened at 1 and I spent the day at the pool. More swimsuits and sun-tanned flesh. Bikinis. One pieces. Lifeguards. Our regular lifeguard was a beauty named Julie and she had this light pink bikini that I could describe to you still. It was almost transparent enough for you to believe that it was. To this day though, I’m sure I could describe her patch to you, so maybe it was more transparent than I remember. Fuck. Hard off and on all afternoon and all the way home on my bicycle.

Home in time for dinner. No time to jerk off. Talk about a build-up. Looking back at it now, if I knew then what I know now, I would have assumed that if I came at that moment, I’d be completely dehydrated.

That evening I had to work at the concession stand at the local ball diamond. Softball double-header. There were usually of couple younger people, like me, and a couple of older people. That evening one of the teachers from the local elementary school was on. Mrs. Barker. We used to sit up in my buddy’s old treehouse and watch her sunbathe on her deck, which she thought was invisible to the rest of the world, so she sunbathed naked. She didn’t know about the treehouse. Man. Every time I brushed against her that evening, and it wasn’t always an accident, I was hard. Being as old as I am now, I wish it was still that easy.

I was so amped-up and so miserably horny that I rushed out before we were done cleaning up. Fumbled some excuse about not feeling well and bolted.

There was this little bathhouse just past the outfield, but the man was locking it up so I ran over the bridge over the creek and started through the trees to head up the hill to this little shelter, an old, stone, WPA-built picnic shelter thats table was long since gone. I knew that all it would take was a few strokes and I’d be fine.

My cock was banging up against my belly and I could feel each step in my balls as I ran. I was picturing Julie without her bikini and Mrs. Barker without her shorts and t-shirt. I was picturing those young women on the lawn asking me to join them. I was picturing all kinds of things as I rounded the corner into that picnic shelter and dropped my shorts.

And there, like a live-action porno movie, three feet from me, was a guy I knew from the local mechanic shop where my folks had always taken their car to be serviced.

I can still picture it. Like me, his shorts were down. Kneeling in front of him was Tina, someone I knew a little but we didn’t run with the same crowd so I didn’t know her well. She was a mousey, quiet type, lean and angular, with a bookworm’s reputation and who had never gone to school dances when we were in the same school.

She was wearing cut off denim shorts, flip flops, and a softball jersey. The jersey was unbuttoned and pulled back and I could see the curve of her breasts. I could also see Junior’s calloused, mechanic’s fingers were tangled in her hair and it was obvious that his cock was in her mouth to the root. Her hands were wrapped around his waist and were clutching at his ass.

He looked up and grunted, “What the fuck? Hey! Val! Hey!”

The one of her eyes that I could see met mine and she went down a little further on what must have been a very hard cock. I didn’t actually see her grin but I’ve always felt like she did.

And then, like my friend Pat, I stuttered, “Oh shit, oh shit, oh shit!”

I can’t begin to tell you how much I came. I didn’t touch myself and no one touched me. But I came all the same. Long, ropey streams of which I can still picture. I hit her softball jersey, her hair, his hand, her face, his leg, and the tops of her thighs.

“WHAT THE FUCK!”

Bobbing down quick, I grabbed the waistbands of my shorts and underpants and yanking them up over my still dripping, still hard cock, I muttered, “Oh hey! Hey, Junior. Tina. Sorry!” And I ran.

That night at home, in bed, with the lights out, I came again. And again the next day. That night I made a call.

“Hello?”

“Hi. Is Tina there?”

“Yeah, Tiiiiiiiiina! Get your ass over here! Phone’s for you!”

“Hello?”

“Hey, Tina, it’s Val, I was wondering . . . “

“No. I’m not busy tonight. Whatcha got in mind?”

“Ummmmm, maybe we could . . . “

“Sure. Pick me up at 8?”

“I . . . “

She’d already hung up.

I rolled my old Ford up to her house a few minutes early and she was already on the porch. Dressed exactly the same as last night. Might even have been the same softball jersey.

“Hey, Val!”

“Hey.

“Junior’s pretty pissed at you. You know why, right?”

“Because I came on his hand?”

“Because you came on his hand. And his shorts. And his leg. And then you ran off.”

“What were you doing with Junior, anyway?”

“He has a nice dick.”

“He’s twice your age.”

“He has a nice dick.”

“I didn’t know you were into that.”

“Into what? Sex? Older guys? Dick? I like dick and it likes me.”

“I guess I just didn’t know.”

“I keep my head down and my mouth shut. That’s how bad reputations get started.”

I laughed. “You do NOT keep your mouth shut!”

“And you’ll know exactly how much I don’t, as long as you keep yours shut. Deal?”

“Deal.”

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@confessions
18 May 2022 9:54AM
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10 years ago today..

I recently turned 21. I went to a casino for the first time. I played some slots and eventually sat down for blackjack and an older turkish muslim man sat next to me. Friendly guy. Drunk. Bought drinks for the table. After some time, he offered me 5k in chips to fuck my ass if I went back to his room with him. I took the offer. 5k was more money than I ever had by that point. I think my bank account had like 100$ in it or some poverty level amount like that.

We went to his room, I washed up. He did not. He smelled of body odor. I told him to wash his dick. He left. Came back and his dick still smelled. I bent over, I slathered so much lube on my asshole. I covered his cock in lube.

There I was, bent over. Exposed. This stranger is staring into my asshole, lusting over it. I have second thoughts but it's too late. This is my own fault. Ass in the air, a disgusting turkish man mounted over me. Selling my asshole for 5k. He came trying to fit his cock in my ass. No fingers, no trying to work it it. He went for it full on. I don't think he got the head in fully. I remember feeling a cold splash that quickly felt warmer on my ass cheeks and lower back. I went to clean up in the bathroom. He lied down and said we'll try again when I come back.

Took a few minutes, thinking it over. What have I done? Regrets throughout my body. I came back out. He's snoring. I stole his watch, had the chips in my pocket, and left.

Cashed out the 5k chips and bought my first car. I drove that for about 6.5 years after that. I traded the watch for a BBQ some guy was selling online.

I think about that experience almost every day for the past 10 years. Some times I feel shame. Some times I feel proud. Some times I hope for it to happen again.

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@confessions
06 Jul 2021 12:05AM
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Today i was at the beach. I had to pee. There was a line of portapotties, the first one I opened had a pile of shit on the toilet seat. I decided against that one. I went into the second one, it was still very disgusting. I didn't want to touch it, so i impulsively pissed on the floor of it. It was kind of nice, I don't regret that.

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@confessions
22 May 2025 1:56PM
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I confess I regret never fucking my classmates in college. They still dominate my wanking sessions to this day. Thinking about this because one of them, I'll call her V, is a sex worker and fills her instagram with slutty pictures of herself. I remember when she was a shy goth chick in one of my classes. If I had known how kinky she was, I would have made a move.

Then there was S, a nerdy petite butterface who was always coming to me for help on projects. I made a move on her but she didn't want to have anything to do with me. Now I wish I had pursued her more and at least slipped my hand down her pants.

Finally there's C, a nerdy chubby lesbian. We didn't interact nearly enough but I learned that she's into tentacles and all kinds of other kinky shit.

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07 Feb 2012 12:36PM
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I have a feeling I might regret this. I am a 55 year old guy that thinks ML is the greatest thing in the world. It has opened my eyes up to a lot of things. I have always wanted to have some younger women (bi, gay or whatever) with strap-ons use me in a group situation. I would be willing to be their stap-on toy for as long as they wanted me. Near Atlanta. Post an email address in a reply if interested.

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