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1
Anonymous
@confessions
16 Dec 2021 4:41AM
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Due to some silly immature mistakes I made when I was younger I spent between the ages of 19 and 49 incarcerated. Before I was locked up I was a complete virgin, I never had the opportunity of being with a woman. In prison I finally lost my virginity and had heaps of sex with guys in there. Every time I was with a guy I was always thinking of some chick I’d wish I was with. 
Fast forward to now I am 50 and out on the streets, I am very much attracted to women but having a hard time meeting them. Most don’t seem interested in an ex con like me. I wouldn’t call myself gay as I’m only wanting chicks and in prison it was just about getting a load off or helping one of the other guys do the same. 

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2
Anonymous
@confessions
26 Jan 2013 8:19PM
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I confess I want to have my gay virginity taken and fucked in my ass by a nice big cock. Any takers near South Florida?

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Anonymous
@random
22 Nov 2011 7:33AM
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Last night, was outside in a dark park. First time at 3rd base. So I've got 3 fingers up a fat teens cunt, she's squirming away and I did get her to cum.

But I wasn't hard or turned on by the experiance. I kept thinking of another girl.

Am I Gay or just nervous? It was cold I was quite numb, she had her hair pulled back and I kept thinking she looked like a guy I knew. Really put me off but I kept looking down thinking she's not a guy she's got a pussy just fuck it already and lose your virginity.

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9
Anonymous
@confessions
04 Jan 2022 8:16AM
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So I started embracing my bi fantasies about three months ago, watching a ton of gay and trans porn. I'm a little shy, so I had not sought out being with a guy or trans. However, I have had a really filthy fantasy of going to one of our local porn stores and having some fun in the video booths and theater. I was hesitant until recently, when a conversation I had with another bi guy got me so horny I said "Fuck it, let's do this." Last night, I got up my nerve, slid on some a little too tight pants with no underwear and went to my local joint.

I've been in before just to jerk off to movies, but I was here for a different reason this times. I went to the desk and got about $20 in tokens and proceeded to the back where the booths are located. These are decent size booths that have holes big enough to allow comfortable access to cock and balls, as well as ass. Several guys were hanging around outside the booths, and other booths were occupied. None of the guys were what I would call very attractive, but that was fine because I'm not either. I made eye contact with several, then went into a booth, popped in my money, and immediately got naked. I felt so dirty and elated, just couldn't wait for the action to start.

It didn't take long. A stubby, fat cock appeared in the hole, nice big balls. I touched it, loving the feel in my hand. The guy stuck his hand in and fondled me as well. He whispered for me to turn around, and then he groped my ass, sliding a finger into my crack. It was fucking amazing for a guy who had only used a small dildo back there before. The desire to suck him overcame me. I dropped to my knees and started licking his cock and balls before taking his whole cock in my mouth. I was in heaven. I sucked him hard, slobbering all over his dick. I must have sucked his cock for 5 minutes, enjoying the feeling in my mouth. Then he whispered he was cumming. I kept licking and waited for the shot. When it came, it surprised me at how hard in hit my throat, and I nearly gagged. But I chugged a nice load. I have tasted my own cum, so I was prepared for the saltiness, and it was SO FUCKING GOOD. He pulled out, then whispered if I wanted some. Never one to turn down a blowjob, I stuck my cock through the hole. He was all over it, sloppily licking my balls before throating my cock. His technique was damn good, his tongue wrapping around my dick. It was the best BJ I have ever had. I moaned and shot my load down his throat within a couple of minutes. He whispered thanks and was quickly out the door.

I didn''t have to wait long for more fun. I learned not to lock the booth door if you were interested in a more ... personal ... experience. Just as I was finished cumming in the strange mouth, I heard the door open behind me. I turned to see a guy who appeared to be in his mid 50s. He was rubbing his bulging pants, looking at my ass. I knew what he wanted, and I was ready. I pulled away from the hole and started rubbing his bulge. I turned my back to him in away I could still rub him but give him access to my fat ass. He groped the hell out of me, grabbing my cheeks and sticking a finger up my hole. I writhed with pleasure, then begged him to fuck me. He unzipped and dropped his pants to reveal what had to be at least a 7" cock. I smiled devilishly, then got on my knees in that filthy room. I have never felt more like a fucking slut. He got down behind me, no condom, and licked my asshole, spitting in it. He spit several times on his cock, then slid in my tight ass. A small amount of pain shortly turned to absolute euphoria. I WAS GETTING FUCKED! He was slow at first, then sped up. I could feel his balls smacking my cheeks as he buried himself all the way in my man pussy. I groaned as softly as possible, loving every inch of his dick. He seemed to pound me for hours, though it was probably only about 10 minutes. I heard his breathing get faster, and I knew I was about to be bred. He got to the breaking point, stopped stroking, and with an audible "Oh fuck baby" he blew a huge load up my no longer virgin asshole. It filled my bowels, all warm and sticky. I was on cloud 9, so euphoric. He stayed in me until he got limp, then he pulled out and wiped the remaining cum on his cock on my ass cheeks. I immediately wiped this up with my hand and licked it all off, loving his jizz. He whispered thanks baby and told me how good a fuck I was, then left. I stayed in that position for a few seconds, loving how slutty I felt and reflecting how in the space of 15 minutes I had given my first blowjob, received my first from a guy, and gotten fucked for the first time. I felt filthy and happy..

The story is getting long, so to keep it short, I actually got fucked one more time that evening, taking a short cock from a fat guy. It wasn't quite as good as it was a little shorter than the first guy, but it still felt good, and he shot an even bigger load. This time, as it leaked out my ass, he fed some of it to me. Yum. I also got to give three more BJs and swallowed one small load and two large ones that nearly choked me. So my tally for the night: four loads of cum in my stomach plus the remnants of two more; two cocks in my ass that left two fucking huge loads; one very happy fucking slut.

I'm not done with this place. I'm going back this weekend. I think I may have also worked up the nerve to meet guys one on one. I'm looking into Grindr and other apps/sites that offer hookups. I just want to be as filthy and slutty as possible.

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8
Anonymous
@confessions
21 Apr 2020 9:32PM
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When I was 20 I was in a public restroom in a subway station in Boston. I had used this restroom a few times and knew it was popular with guys looking for blowjobs and more. I had never done any thing with a guy before but I was curious. I had just recently broke up with my girlfriend and I hadnt had any sex in in two weeks. I walked in and stood at one of the 4 urinals. A guy came in he looks about 40 yo and walks to the last urinal and starts pissing. He finishes pissing then I see him shaking it then he starts stroking it. I looked at him and he was stroking it showing me his length. Not jerking but just stroking it slowly. I stood there watching him. He motioned for me to show him mine. I stepped a little away and turned and showed him my cock. I was stroking my cock slowly like he was. Suddenly a black guy about 30 yo walks in and stands next to me at the urinal. He looks at me and then the other guy and doesnt say anything. The other guy zips up and hurries out. I turn towards the urinal like im still pissing. And he unzips and starts pissing. He keeps looking at me and not saying a word. I look down and I see his cock. Its about 8inches and thick. Hes just standing there not doing anything and Im staring at his cock. I look up at him and then back at his cock and he backs away from the urinal about a half step. I dont know why but I reached over and felt his cock. He immediatly grabbed my wrist then showed me a badge really quick. He said he works for the T undercover unit. Give me your ID he says. I take my license out and give it to him. He looks at it and puts it in his pocket. He says I was under arrest for open and gross lewdness. He says we are going to the precinct office and to follow him and dont resist. Im scared to death. I dont know what to think. As we are walking out he sats dont even try to run because I got your ass. We walk out if the mens room and he says follow me and we head off down the stairs that lead to the inbound commuter train platform. I ask him where are we going and he says the office is this way. We are walking down the platform heading all the way towards the other end. Theres not one person on the platform. He keeps looking at me and looking across to the other side of the tracks. Then he asks me, do you do this often? I said no Im not gay. I just made a mistake. He says thats right you did. I ask where is the office and he says we need to go this way and out the other end of the station. We turn into another exit and we walk up the first landing about 5 steps. Then he grabs me by my arm really tight and he says. Your going to jail. I look at him and Im scared. Then he says. Ill give you a break. Im like omg thanks. And he stops me and says if You do one thing. Whats that I ask? And he begins to unbuckle his pants. I say I cant do that. He says oh yes you can and you will. He has his cock out now and he grabs my head and says im not fucking around here. Do it! I meekly move my head down towards his cock and I slowly open my mouth. He pushes forward and his cock is in my mouth. Suck it! he says. I begin giving him a blowjob sucking his cock. Its my first time. Im standing but bent over and he reaches around and starts rubbing my ass. Keep going you're doing great he says. Suck my big black cock. Im choking every now and then as he keeps pushing my head down forcing more of his cock down my throat. I gag and pull away but he shoves it right back in. I can taste his precum. Its very salty. He then reaches under and unbuttons my jeans and starts pulling my pants down. I try to fight it but hes much to strong for me. He bends my arm behind my back and says do what I say or else. Im terrified now. I have my jeans and briefs down by my ankles and he spins me around and pushes me towards the wall. Grab the rail he says. I grab the hand rail. Now bend over. I pause and he says it again only this time he punches me in my side. I gasp and try to catch my breath. I bend over and he gets behind me and rubs his huge cock up my ass crack. He then spits in his hand and smears it in my ass. Youre gonna love this boy he says. Then I feel him pressing his cock at my hole. Please don't I whimper and he slowly pushes it in a little at a time and he begins to rock back and forth. Moving a little faster pushing his cock deeper in my virgin ass. Thats it boy take it. Is this what you wanted? No I replied. Yes it is. You love it. You love my big black cock in your little white boy ass. He starts going faster really pushing in deeper and harder. He starts going faster and Im trying not to scream and then his body tenses and he grunts as he shoots his cum inside me. He holds his cock in my ass until he finishes cumming. Then he pulls his cock out. Its all slimy with his cum. He takes out some napkins and wipes his cock off. He takes my licrnse back out of his jacket and looks at it and he says, Danny ****** I know where you live so its safe to say we are all squared up. He hands me my ID. And he says now get the fuck out of here and dont ket me catch tu ou here sgain. Now go. Now! I pull up my pants and I run up the stairs as fast as I can I exit the station and I begin walking down the street very quickly. I can feel his cum leaking from my ass. I can as ddf ire you I never went back there.

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-1
Anonymous
@confessions
27 Jul 2023 7:57AM
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I'm a straight 25 yr old guy who was curious about having sex with another guy, and so I did, a few times. It's not my thing, but I regret losing my anal virginity now. If I'm honest with girls about it they'll consider me gay and no longer interested. I just don't like to lie about things like this because it always comes out in the end.

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3
Anonymous
@confessions
08 Jun 2025 7:48PM
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I am born male.
I truly feel alone and afraid.
Mid 50's and still anytime there is interest in me I am placed in the same two boxes be it any gender or how one wishes to be seen.

Females so far lean to me being alpha/Dom or beta/sub and in all cases told I am to provide for them in all ways.

Males are kinda the same.

Trans are same except for one person who I wish did get the job and move here (it was talking about the area I live in that in time included watching tv on the phone together and as close as one can that way).
We had so much in common and she got and was fine with how being white and not around many people told her I feared messing up not knowing if I had learned any bad ways of being or thinking by years of growing up with all that goes on in the south. She laughed and said already I so kind that she assumed If I did anything it would be small and a simple goof and she would guide me as I was a keeper. If we had got together, she said she was who she wanted to be and would not change. We were open and just blunt. She was a woman with a dick that worked. I was so sweet it did not matter how when we did share our self with each other the way we did. She wanted me to be at ease and we would figure it out. She did ask me to consider all the ways we could. We talked about it. It would have worked as we both (for the pleasure of the other) wanted slow foreplay,kissing,touching,masturbation,oral,anal finger and toying and anal both ways.
She would help me get clean and said she knew how to treat her man and keep him very happy. She wanted me to let her care for me and please me in any way I ever had dreamed and new ways we found. She could hear on the phone my breath and voice sound like my heart was pounding.
We knew what we looked like and at the paper she worked at I could verify the pic she sent was her :)

With her there was no alpha/beta/Dom/sub... That was what we both found so great about what was going on with us. We would guide each other and she was upfront that she was a giving person wanting to give me pleasure and make me happy. She told me to be open as she never would be like others had I told her of....

I told her I wanted to please her too. I was a giving lover and if it was ok then at any time I may feel the urge to cuddle, hold, want to touch her and fondle her and just melt away doing that. I also did not fear just out of the blue giving oral and swallowing or sharing a kiss if that was ok. She was the same and told me we would be little bunny rabbits cuddling alot then.

She told me their would be times she would want to watch me as I gave anal and she wanted me to only do it in ways it felt the best for me and cum freely, she take care of everything. With her and how she was I told her I wanted her to do the same. Being equal and not into all the who takes from who and all that, we were free to do anything we felt be it for us or the other or together....
That is so hard to find and why I wish someone had not just change their mind and give the job to someone else... (being local I could keep up with what was going on at the paper and it seemed odd how it all went to someone who in the end got fired...
She would have been great there and in my life...

I guess the point is inside I have emotions and love not shown like males in porn and what many seem to want.
I find I am like many vids and pics of females who love each other and show it with care and much warmth but no domination or degrading for ones pleasure.

After so many years of being told my place would be this and that, She was of same soul as I am.

She had to go far west of even where she was to get the same better job. I was happy for her but still dream of what so far no one else is.....

I keep it to myself as It has been made clear from others idea of who I should be that I would be used or hurt. I wait for someone who is like her and also like her, finds interest in the same things I think of that I favor here. People have truly had hate just because I am pansexual or in short, If shown love and cared for as I dream then I can love anyone as long as they have real love for me.

I have wrote before how I respect all who respects others and truly care and their actions back that up.
I wrote how with all the harm in the world being done to others that I do not understand why so much open hate is shown to others here when that type of "play" should be between them and who wants it and not someone they do not even know....

I wrote that as it seems nothing I say is defended or supported who ever it is about and how truly nice I mean it about the pic or vid or post...
When a stranger just blocks you and you never have said a thing or they write you with hate and degrading words or attack your posts the same way it just makes someone like me so afraid and I just leave everyone alone keeping out of their way...

Please do not take this next part in a bad way. It is based on a real post and what I would think if it could be trusted.

A gay father has a son who is afraid of people like I am and seem to have been beat and so on at a young age as I did by others my age in school.

Seems they all have much in common with me so that would have been a good start.

I am over 50, the son is over 40, the father and his husband are early 60s.
The son is a full vers. ad the father is a vers top and his husband is a vers top.
They have the means and wish to find someone with much in common with their son who is very giving and they do not want taken advantage of....

The son and they talked... He is ok if the person they find becomes in bond married to him and them.
The son is not huge and that is fine with me. He has the same issue as no one is freely full vers and giving but not a sub.

His size with my help WOULD make me cum anal only. He is 3". And yes I would want to please him too and find what makes him cum from anal only.

That is just anal... All other ways above with the transgender I spoke of I think he would like too.

What the son talked about to them is if they could love that person as he did then chances are his size would not be an issue (as I said it would not for me)...

I would if real love be open to a real loving bond with all of them.
The father was a virgin when married his wife and then divorced and got the son. The only other IS his husband he is with now and they all are clean (and think of it, They would not risk their son or them self so it makes sense they wish someone who would not and has not taken risks or cheat as an option for all of them).

To have three people who care and love you and take care of you as they listed is like a family but also allows deeper connections and bonds.

In that setting, I could be as dirty as my inner desires dream.
They do not seem to do anything with the son so I assume I could be with the son or when them. The son can watch of that is what they want or what ever.
If I am in the middle and that's ok then I have no issues with what is ok with them all.

They say they and their son in private are more feminine than males and hope the other is also.

In that setting for sure of giving to each other, A few dreams I have some nights I would like to try.

One is they fondle and kiss me all over, play and suck my nipples. They slowly anal play till I am slick and ready on my own. They slowly penetrate me little bits at a time. When all is smooth they make love till they get to their edge and then swap.
I would like them to do this as long as they can and see how many times they can make me orgasm from anal only.
When we all are about given out, I want them to orgasm in me and we cuddle.

Another is I am in the middle giving anal and getting it.
Many ways that can go.
If the one giving cums then they swap.
I edge for my pleasure as they swap till I cum.

Another is before anal, we enjoy oral many times till we all have given to each other.
Then if they are still turned on by my desires, They swap one giving oral as one gives anal.
When I cum the one swallows and sucks hard as I tell the one giving anal to take me.
After they cum, swap places.

There are times it would be nice for any of them to fine me, show me their clean hole, suck me hard and tell me to take them.

If they are ok with their son and my lover being there, Then I have a special idea :)

My lover and I 69...
As we nurse on the others cock, the others give me anal swapping and we do that as long as we can as many times we can cum as we can.

It is funny I am not ever going out and doing all I dream... But I hope someone who is like minded and loves in ways as I do sees this and will do anything to care for and love me for all I am to and for them for all they do and give to me.

Well... That's all for now... If you are someone who hides and wishes for me as I am like you, Well, Keep looking here as you can find me if you will give and do anything for me. Hire a PI or what ever :)
Just be ready to prove your not like what I have run into on my own so far.... I look and try but domination is all they want to do to me or make me a slave....

It is not that I can not be sexual and be that like crazy... I just will not be ab_used ( I can not believe the bot banned the way I used that word. Soon all will be banned sadly), harmed, degraded ,placed at risk or used.

To real loving souls who would move the world for me, protect me, care for all of me, wish to make me happy and content forever..... My mind opens to much more than many. No harm or such.... But I will only say this... A woman is not the only being who can be attracted to a being whose loyal and will protect with all they are and show real love. As long as it is with love and care, So much is open to dream.....

If this draws hate, that backs what I have said. I have done nothing to anyone.

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