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Confessions

Out Confessions

Read the best #out confession stories


Several months ago I met this guy online. We are both males, both married and in our late 40's. He put feelers out there as a feminine guy, wanted someone to meet while crossdressed and he wanted to be sub to a dom man. I'd not had any strange pussy or ass in over 20 years but was interested. We talked exchanged pictures and he started showing me pictures of his fat wife with huge titties and ass. He would even write my name on her while she was nude and take pictures to send me. I had some old pics of my wife and showed them to him.
We met, and started a fem/masculine get together in which he would dress and I would fuck him and dom him. He wouldn't suck cock though. I finally made him do it and he got mad and I finally got him back to meeting me. He had been fucked by 4 guys before me, I'd parade him around and call him slut, cunt, and other names. I would even open the drapes in the hotel/motel rooms so that people would see this chubby older woman getting banged in her butt through the window. They didn't know I was fucking a guys ass. I always started the session by making him stand up and stick my finger up his butt and make him walk around the suite, opening drapes, windows anything I wanted. He got really sub and I even more dom and I would make him do things to his wife, and take pictures to send me. She dommed him in real life (not sex life) even making him wear cotton panties all the time usually in pink, pastels, and white. So he wouldn't mess them up she made him wear a panty liner or a full pad, just as she did everyday. Sometimes she would make him wear a bra as he had cubby manboobs. Even when they first started fucking she refused to let him stick his cock in her mouth, or in her ass. So I told him he should take his wife and force the bitch to take cum up her ass or mouth. His cock had gotten to where he could barely get it up (usually with injections) so I wrote a story about her being passed out and my fucking her.
He started experimenting with her drinking and slipping in a sleeping pill. She would pass out and he took pics of him dildoing her cunt and sticking his limp cock on her lips. At his suggestion I waited till I got word from him that she was passed out and went to his house. I played with her for a while, ate her pussy out, let him play with my nipples, then I laid on top of her and she automatically spread her legs. Instead of fucking her then I just put my cock into her sopping pussy and got it really wet, then laid him down in his girly clothes next to his wife and fucked him right next to her, in the bed the two of them shared.
After that I made him do some kinky shit, and got my cock hard again, then fucked his wife while he placed my cock at her entrance. I shot a load up her slit all the while sucking, mashing and bruising her tits. I kissed hickies on her neck, and stuck the business end of a wine bottle up her loose cunt after I was done. I made him make me dinner, while dressed in his nightie with stockings and heels. Then told him it was time her virgin asshole got fucked by a real man. We went up to the bedroom and rolled her fat ass over, I made him grease her up with some lube she had and I got on top of her while she was lying face down on the bed. I put my cock into her, and reminded him that this was the position in which I first fucked him. After having shot two loads already, it took me about 45 minutes to cum up her virgin ass. It was certainly tight, I think she was indeed a virgin, but after a 45 minute reaming with a pretty thick 7 inch cock, and her being passed out, it was gaping open bigger than a quarter.
He started to panic wondering how he was going to explain the cum in her cunt and ass. I didn't give a shit and instead jacked him off all over her face and tits. I then told him that her cunt was way too loose for her to only be fucked by his scrawny little cock. She was having an affair. I then told him the best way for him to not be accused of fucking her while she was asleep would be to suck all my cum from her cunt and her ass, and lick his off her face and tits. Then I left. I don't know what he did, but it worked out.
I fucked her about 12 times that way, and finally he told her that he liked being fucked and dressing up and she liked the idea of him being a "woman" too. So he had permission to get dressed and fucked in front of her. I went and fucked him several times, then going off with her to the store, or out to eat (using his credit card each time) then I'd go back and get off again. She made him start sucking my cock to orgasm many times, and eventually she let me fuck her in front of him. She took my cock up her cunt, her mouth, her ass, she even did ass2mouth in front of her husband. I even made him clean my shitty cock with his mouth after it was in his wifes ass.
It's a very rewarding relationship, but we still like to get her drunk and passed out so I can abuse her cunt and ass and bruise those big tits of hers. She just laughs about it now.


#mm   #mf   #mmf   #drunk   #sissy   #crossdress  


Dear confession community, I'd like to confess that I don't want to kiss my boyfriend anymore. Not because I don't like him or anything but he's got very bad breath and it's really disgusting to get near his mouth.
I know I should tell him but I just don't want him to get mad or embarrassed. It's something very personal and I don't want to insult him. So I decided just to stop kissing him as long as it takes until he finds out wants going on...


#bad   #breath   #mouth   #boyfriend   #insult   #disgusting   #confession  


At 20 I had a full on makeout session with a 15 year old. She is thick and has juicy thoughts and a big ass. She’s a little ghetto but in a hot way. We met at a party and she said she was 18. I didn’t think much. We were in my car and she was on top of me. We were feeling eachother and it was super hot. Her tongue was so sexy. But when we exchanged imstagrams I looked her up the next day and her bio said 15. I never reached out to her. Kinda spooked me. She’s a super hoe from what I saw. I figured she wouldn’t care if I reached out. Even though it was hot and she was super sexy I am not looking to get in trouble 😂


#kissing   #hot   #makeout   #party  


I’m a 14 year old Male, And i’m pretty sure that I’m ‘Heteromantic Homosexual.’ Meaning that I like to date girls, but like to have sex with men. I have crush on a girl, but whenever I masturbate I do it to Gay Porn. I’m not really afraid to come out, because I’m pretty sure that Most of my family (except my brother) will be supportive. I don’t really know what the next step is to do, I just don’t feel comfortable coming out at all yet, even though my family will accept me. I don’t know what the step I should take is.


#lgbt   #masturbation   #confused  


I still can't fully forgive my dad for the way he acted when I came out, it still haunts me and I try to act like nothing is wrong, this is killing me.


#lgbt   #gwlg   #gwkg   #outnow  


It was 1st Jan 2021 i was partying with my friends in a pub and just ended up making out with a random guy whom I had met 10mins ago like wtf😩
Bt tbh the fuck was good enough😂


#stranger  


I dated 100’s of beautiful women when I was young. I’m still paying for it. If a pretty woman smiles at me now I immediately walk off. You never stop paying for the sins of your youth. I used to love all the attention. Now I regret it.


#youth   #dating  


I was alone, kicked out of my parent's house, and on the street at 16 with a backpack of some old clothes and had spent my last dollar on a bit of food, two days before. I hadn't slept in days, I was too afraid of lying there and having men possibly molest or rape me. I kept moving, and could barely walk anymore. I was at my wits end. Then a man in his mid 20's to 30's started talking to me on a park bench. He was very smooth talking, and the way he did it I didn't mind. He offered me $25 if I gave him a blowjob. I knew that I could get some food, get cleaned up a bit, and possibly get into a shelter if I acted early enough.

I went to his apartment with him, not knowing how risky that was, and gave him his blowjob, he gave me the $ 25. I asked if I could get something to eat and maybe use his toilet and shower. He told me it was OK. When he heard the shower turn off, he came into the bathroom, and took my clothes to wash. He told me to come out when I was dry. I used his blowdryer, and felt wonderfully clean, but I realized he had my clothes and I was now naked in a strange mans apartment. I walked out crying. He asked why and I let it all go, that I thought he might murder me or something. He showed me my clothes in the washer, and I settled down a bit. He told me to lie down in his bed and I knew what was coming. He stripped and fucked me, I just laid there with no reaction, I guess I figured getting raped or fucked was better than a beating or getting murdered. He then moved my clothes to the dryer, I was still naked, his cum was starting to gradually leak out of me. He wouldn't let me wipe it up, I had to wait with it slowly messing all over my lips, then a bit down my thigh. He just watched it while we sat on the couch in front of the television. He bent me over the kitchen table and fucked me one more time, then folded all my clothes, put them back in the backpack, and kept 1 set out for me to dress in. I dressed and left, and before I did he gave me two $ 20 bills, one for each time he fucked me. He made it very clear it was payment for the sex. He made me thank him and explicitly mention that I took $20 for each time he fucked me. I couldn't say "had sex" I had to say I got fucked for money.

I got into a shelter, and have managed to stay there and get fed pretty decently over time. A few times a week the guy would stroll around the park across from his apartment and would find me. He would pay me $ 20 to let him fuck me, and I got to use his toilet and shower most of the time. He reduced it to $ 10 when he wanted to come using my mouth. I tried once to ask for more, thinking I could hold out on him, instead he reached into my blouse with no bra and grabbed my C cups and dragged me by my tits to his bed. He would bruise my tits, but never like this, he was actually dragging me on the floor while I was crying, he held my tits so hard between his fingers. In the bedroom he threw me down on the floor, reached up under my short skirt and ripped my panties off and fucked me for no money at all, called me names, called me a prostitute, and said how he thought street whores were the worst kind of human beings. He then kicked me out, literally kicking me all the way down the hall and in the elevator and to the street. I didn't get any money and still got fucked and my tits were hurting terribly, I had bruises from his kicking me all over my thighs, butt, stomach, crotch, even my back and arms.

After that he went away on vacation for three weeks, and I ran out of money, so I let a few of the street guys, and 1 of the monitors at the shelter have sex with me for some food. The monitor spread word, and pretty soon I had all tree evening monitors fucking me, but I always knew I would have a spot in the shelter. The rich guy came back and I could add him to my money, he reduced what he paid me but didn't beat me anymore. So I was still getting about $50 to $80 a week fucking or sucking him, and one time he dressed me up like a catholic school girl and let one of his business friends fuck me several times. That was the first time a guy stuck his cock inside my butt. I did get paid though. $ 10 for every time I got fucked, and $20 for the two times his friend did it in my butt.

Eventually, I got cleaned up, and bought some better clothes, and turned a few tricks on the street without the pimps getting wise to me. Then I got enough money where I could go to work for an agency. I did that and was making some nice money, got a low end apartment, opened a bank account, and made enough to go to college and grad school. Now I have my own place, a graduate degree and work in R&D at a big pharmaceutical company.

I had to fuck for money for over 8 years to get here. From $ 20 a fuck to $ 500 a fuck and way more. Now I'm finally clear of it all and have a great six figure job, and not a man in site. I don't want one either, I have been fucked for men's pleasure enough. My parents wanted to get back in touch now that I had an education and good job, I pretended that was what I wanted as well. I went to my younger brothers birthday party at their house, with all the in-laws there, siblings and my parents. I pulled up in my BMW, everyone raving about me and how good I looked. Then I broke it down to them all, that when they kicked me out of the house, I was starving and had to let a stranger fuck me for $ 20 as the only way I survived. I had to let three ugly, fat motherfuckers fuck me all they wanted just to keep my place at the shelter, all the while still selling my pussy and mouth, and eventually ass for $20 or a sandwich. I looked so good, after 8 years of selling my body and prostituting myself because they made me survive anyway I could. Then I put on my fur, and walked out to my BMW and drove away. My brother and one of my sisters calls me every once in a while and really understands. I don't care about anyone who doesn't.


#homeless  


I’m 27 years old gay guy …
Never been in relationship …
I consider myself a bottom …
But only had sex 3 times …


#gay   #out   #man   #sex   #anal  


I met this guy in an anime app. At first we dont really have the intention to have feelings for each other but it happend and we just accepeted it. We're not offcially a couple yet because we felt like we have to get to know more about each other for a year so were just waitimg for us to reach a year then were offcial. That was our deal but that doesnt exclude us from doing things what normal couples do. Of course, we go on dates, and our families know about each other. Here's what we did one time he came to my house, (disclaimer: we havent had sex yet) it was my aunt's birthday, we're all at the yard having a good time eating and partying. It was a bit late and we both got bored. Mya partner and I went inside the house, knowing that no one is gonna come in for a while, we went inside the bathroom and made out. I dont know why, but im really obessesed when he kiss me hard. I like it when our tongue touches each other. We made out for a while and my surprise he lifted my shirt and bra and starts sucking my nipple. He covered my mouth with his hand so no one would hear us if someone would come inside the house. When we sensed that they might get in eventually, he stopped and kissed me again. It wasnt a quickie but we both enjoyed it.


#obsession   #bathroom  


I am gay and I have fantasized about guys in my school but I’m too scared to come out cause I am from a religious background and am scared of being disowned



It was a big party night and I was running late, got to a friends bash around 11pm. All the guys were taking turns with this girl they had in a bedroom upstairs. She was really drunk and half passed out. She was letting any guy do anything to her they wanted. They said she'd gotten so out of it around 10 and had been getting fucked ever since. They pushed me up the stairs, I figure I was probably going to be the 8th guy and who knows how many times the other 8 had fucked her. She was passed out when I got into the dark room, by the light of my phone I saw the messy pussy but wanted some sex anyway. I plunged into her and she roused a little, but just grunts really, all the guys came in the room and turned on the light as I was cumming. I just shot a load up my own sisters cunt. She is a year older than me and I just fucked her.


#incest   #gangbang  


I am a dentist and I need to confess my frustration with my patients. When I opened my practice I was full of hope and tought I could help all my patients in keeping their teeth healthy.Oh boy, was I wrong. I can talk till I am blue in the face. There are many idiots who do not brush their teeths for months on end, who do not show up to their appointments and who complain about their teeth rotting or falling out. They expect me to do miracles when they show up 4 years later, they teeth full of cavities. But the worst of all are the parents who do not show their children how to brush their teeth. I had children in my practice, around 12 years old, mouth full with dental fillings. How can parents be so irresponsible? Those kids probably will have to start liking soup and smoothies, because they won't be able to eat solid food for much longer. I am disappointed in today's society......


#disappointed   #society   #confess   #dentist   #mouth   #teeth   #tooth   #kids   #parents   #practice  


I met a guy back in the 80's and we used to fuck and it was so fun. His name was Francisco and he was SO cute, 20 years old with a baby face and a nice body. He smelled good and his skin was so smooth. I used to love to suck his dick and feel him inside me. I haven't seen him in years, I've been married, divorced had different jobs. We did meet up a few times later, but he was changed- I think he was struggling with debt and family problems and he came off as sort of cold a bit smug. I could tell something was troubling him but we never discussed it. Now I wished we had. I've had all sorts of lovers, boyfriends, etc. But Francisco Flores was special, NO ONE has ever made me feel that way. My pussy used to ache for days after he fucked me, and now my heart aches. Maybe the closet I've ever come to loving someone I was involved with just for the sex.


#memories   #youth   #loss   #love  


I’m a 21 year old white guy and I madeout with a 16 year old black girl. Long story short I met her at a park and we got In my car and began kissing. It was pretty cloudy out so no one was around but us. I’ve never done anything with a black girl but her tits were huge and she had big juicy lips. We kissed and it was amazing. Tongue sucking lip biting titty grabbing. I drove her home after a bit of that and I expected to have sex after. She said she is with her parents and she is 16. I was a bit shocked and when I said I was 21 she just got excited and said she can pull older guys. I have her number and I think about her coming over. I know she’s younger but she was the best kisser I’ve ever seen and even though she was a little thicker she was sexy.


#hot   #kissing   #makeout   #ebony   #blackgirl  


Chicks with dicks are so cute. I wish more of them wanted to keep it. Im really good at rubbing mine. I want to share my skill. And try giving a blow job.


#transgender   #blowjob   #handjob  


I used to be EXTREMELY lazy, it got to the point where I would just sit at home and play World of Warcraft all day. I finally told myself to grow some fucking balls and began to change my life around, nowadays I love to run, workout and wake up early. My diet also consists of only the healthiest foods so to all of you out there who are lazy, Never give up your dreams.


#wow   #lazy   #workout   #healthy  


Me and my cousin were both 15 and on holiday with our parents, and we went down to this deserted beach.. He was watching me as I put on my sun lotion, and so I asked him to put some on my back. As he did, my bikini top must have come undone because when I turned over, I found myself completely topless. His face was a picture and I could see that he had such a massive hard-on that he had almost come out of his swimming trunks.
I said to him, haven't you ever seen a girl's tits before, but he just gaped at me. Then I did something really bad, and I reached out and touched his cock. Almost immediately, he made a sort of groaning sound and a stream of jism shot up way up into the air. Wow, I hadn't ever imagined having such an effect on a boy.
I've never seen anyone so embarrassed and to begin with I didn't know whether to feel sorry for him or to burst out laughing. Really though the whole thing had made me feel incredibly horny, and I slid my hand inside my bikini bottom and started to rub at my clit. It was so exciting having him watching me that soon my entire body began to spasm in what must have been the most intense cum I'd ever had. In fact I was still shaking two or three minutes afterwards!
We were too scared to have sex, but every day, we went down to the beach and masturbated together. This was a long time ago, but I can still remember what wonderful orgasms we had. In fact, often when I'm alone I still get myself off just thinking about them.


#masturbation   #voyeur   #outdoor  


I have a lust. It grows stronger every day and it keeps bugging me.

The endless routine of life is eating me from the inside. Work, Social Life, Family.., It all feels. Well it feels staged. I wanna run away really bad. Leave everything behind i have and go AWOL to a place nobody can find me. A quiet place to die. A deep dark forrest or mountain far away from civilization.

I pass the airport on my way to work every day. Every day i think about booking a flight without return. Dissapearing on a so called "vacation" I would hurt everybody i know. They will look for me. But they wouldnt know i dont want to be found


#routine   #lust   #depressed  


When I was about 15 I started fooling around with my boyfriend's kid brother. My boyfriend went to visit relatives for the summer and the kid brother and I started hanging around a lot. Then somehow it became sexual. He was cute, he looked like Kili in The Hobbit films-long black hair and really athletic- He was 13/14 and he started doing it everywhere we could. His house- when his mom was out, down by the railroad tracks- he went down on me for like a hour. We went swimming and hiking one day and did it in a tree. My boyfriend found out a long time after and just sorta shrugged and said something about his brother being a horny little fuck. He sure was! Both of us were!


#fun   #sneaky   #outdoors  



Pray and roll the dice for #out

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