Anonymous Confessions

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Do you have a secret from your past that you've been dying to share?

This category is all about unburdening yourself of the confessions you've kept hidden since childhood. Share your tales of mischief, rebellion, and discovery. Whether it's a forbidden crush on a teacher, a prank gone wrong, or a stolen kiss with a childhood friend, this category will take you back to the innocent and rebellious days of youth.

- Childhood Confessions -
Bi-Sexual Male / 30

Friend And His Mom

So for me growing up, I had 1 super close best friend. Since I was like 6. I came from a single parent home my mom worked 2 jobs, so I very often stayed at my friend's. His mother was also a single parent, but they were way more well off than my mom. She wasn't shy about being open about almost anything. She was about 5'5, thin, nice round ass, and small b cup tits. She was on the more nerdy side shorter brown hair and glasses. She would often encourage us when we were home to just be in our underwear. She was often in a white tank top and panties. It wasn't uncommon to see her hard nipples poking thru her top. Well me and my friend just thought it was on the normal side and we were kids didn't think much of it. As we got older and started learning about our body's and women it started becoming a turn on for us. At this point I was 13 and my friend was 12. We would often masterbate together, we did play with each other tried things and what not. Well about 6 months later it was the middle of summer break for us. Me and my friend had been out riding our bikes, and just generally doing boy stuff. We decided to come back home. We came in the side door to his house like we normally did, but this time to our surprise when we walked in the living room we saw his mom facing away from us, riding a dildo. Me and my friend got so hard, we quickly took our pants off and started jerking. His mom was moaning very loudly, you could hear how wet she was. Occasionally letting out some dirty talk. She kept going until she let out a loud "oh fuck" next thing that happened she squirted so hard all over the floor and the dildo. After she squirted she kept going until she had this massive orgasm, squirting for a second time, and then laying face down on the floor. At this point me and my friend had came twice just watching. We decided to pull our pants back up and go back outside for fear of being seen. Well about 3 weeks goes by, me and my friend jerked alot thinking of his mom cumming and her naked body. It was a Friday night probably around 1 am, and we hear loud moans coming from his mom's room. We go to inspect. This time when we peak in his mom on her bed humping a pillow. We watched and jerked again watching her getting off. Then we went back to his room. The next morning when we got up around 9 am we decided to go wake his mom up for breakfast, so this time without any thinking of what we have seen before we walk right in to her room in our underwear. Well when we did we got another surprise, she was in doggie with a plug in her ass and was rubbing her pussy. Me and my friend became hard instantly. His mom noticed and stopped. She was in shock her nipples were rock hard and she had a clap on one of them. She started to try and explain what she was doing, but decided to just tell us the truth. She noticed we were still hard as a rock and had us sit with her on the bed. She started asking us what we knew about sex and masterbating. We told her the truth, and we told her that we had seen her a couple times masterbating and we masterbated to her. Her eyes lit up. She then told us we should get naked and show her how we masterbate. We agreed and started showing her. She started rubbing herself to us watching her. Then she asked if she could help. She took both our cocks and started jerking them. She told us to let her knew when we were about to cum. We did and she stopped. Then she told us to feel her and started rubbing her. Then fingering her, sucking on her nipples. She then moaned out she was about to cum and told us to keep going. She had big creamy orgasm. She asked if we wanted to taste and we said yes. We took turns tasting her creamy pussy. Then she said it was our turn she had us get off the bed and stand on the floor. She got on her knees and started sucking us. Taking turns between sucking and jerking. We didn't last long and both of us came in her mouth. She swallowed it and looked pleased. After that she got up and asked us to shower with her. We agreed. When we got in the shower she let loose on us. She got in doggie and told us to take turns fucking her. We happily agree. Her tight wet pussy felt so good she squirted a couple times then told us to cum in her.

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# 64794 - by Madyray61
    • - Childhood Confessions -
    Bi-Sexual Male / 40

    The First Time I Sucked Cock

    I was 15 skipping school with my friend, we had taken a bottle of liquor from his Dad and we hid in the woods by a lake. After drinking a bunch we started playing truth or dare which started out innocent enough then halfway into the game went to daring me to run and jump in the lake naked which I did I dared him the same. After we both jumped in the lake naked we ran back to the woods laughing and never put our clothes on. We drank another shot and i dared me to jerk off for a minute after he did he dared me to let him slap his cock on my lips. After he slapped 8 inch cock on my lips I dared him to jerk me off which lead to him daring me to suck his cock. That was the first of many times I would suck his cock and the beginning of my secret craving to suck cock. I am a straight male other than every so often I like to suck some cock and get a facial

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    # 64772 - by Jack
    - Childhood Confessions -
    Straight Male / 40

    I Started Very Young .

    I had my first orgasm with cum when i was 7 . An older boy masturbated me . He got me to masturbate him . I liked to get him to make me cum . Even one day when he wanted me to use my mouth on his cock . I did it knowing if i did he would make me cum with his hand . I watched the girls at school doing handstands against a wall . It was a competition to see who could stay up the longest . They all had to wear school uniform cotton dresses and white knickers . The knickers in those days were loose . More like boxer shorts . When they had their feet up on the wall . The dresses always fell down over their face . Exposing their knickers and their belly . If i was lucky i could see down the knicker leg . Getting a look at their pussy . This always got me arroused and i went in to the toilet to masturbate . I had an older female cousin who was 10 . We played together . One day when i was 8 we were in my dads garden shed . We played house in there . She wanted to see my cock . I told her i would show her if she showed me her pussy . I took my shorts off and she took her knickers off . She was always wearing dresses . She lifted her dress to show me . She asked if i wanted to touch her . But only if i let her touch me . We sat on the floor touching each other . I got my erection when she was touching me . She was fascinated watching my cock grow and get hard . I told her that if i stroked it . Stuff would come out of it . She wanted to see . So i masturbated . The next time we were playing and touching each other she wanted to do i for me . I lay on my back with her kneeling next to me masturbating me . I had my hand up her dress feeling her pussy . It was wet and i rubbed it . She was making what i can only describe as sounds of enjoyment . She made me cum so i stopped rubbing her . She wanted me to keep doing it . When i had wiped the cum off my belly . I sarted to rub her pussy again . This time she did not want me to stop . I was enjoying rubbing her . After about 5 minutes she was moaning loud . I knew she was enjoying it . I did not know she was having an orgasm . The next time we were playing houses . I rubbed her pussy . She wanted me to put my cock in her pussy . I tried with her lying down but it would not go in . She got on her knees with her elbows on the floor . This time it slipped in and i fucked her . It only took minutes for me to cum . It was much better than mastubation . One time she asked me to lick her pussy . I did it and enjoyed it . She had an orgasm . After this she always wanted me to lick her . She always let me fuck her . As we got older we still found places to have sex . When i was 11 and at the senior school . In the school holidays when my mum and dad were at work . She came round and we had sex in my bed . I always pulled out when i wanted to cum . At first she still masturbated me . But it changed to her giving me blow jobs . When i was 16 and she was 18 . I bought my first condoms . We continued to have sex even when i had a girlfriend and she had boyfriends . After we both got married we found time to have sex . Lots of times it was in the woods or in my car . It only stopped when i was 28 . She and her husband moved away for his work .

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    # 64771 - by Pietro
    • - Childhood Confessions -
    Straight Male / 20

    My Young Cousin .

    i was 15 and my female cousin was 12 . When she could she always wanted to be with me . She asked me about girlfriends she even asked about sex . I told her the truth . I had sex with one of my girlfriends . One day when my parents were at work and she was in my house . She wanted me to tell her more about my experiences with girls . How old was i the first time i touched a girl . Did i like it . How old was the first girl that i had sex with . When i told her she was 12 . She said oh the same age as me . She asked me if i found her pretty . She was so i told her yes . She asked me if i would kiss her . I kissed her . After this she wanted the toilet . When she came back she had taken her dress off . She was wearing her knickers and a bra . Really she did not need a bra . She was flirting with me . She was getting me arroused . She sat on my knee . Kissing me . I had an erection . She must have been able to feel it . She was wriggling her bum on my lap . She was my cousin , she was too young . But i could not resist her . I took her bra off and kissed her nipples . Then i got her to stand up . I pulled her knickers down and fingered her . When i tried to push my fingers in her pussy she was wet . I took her up to my room . And i undressed . We got on the bed . When she opened her legs i fucked her . She was tight and i had to push hard to get in to her . She let out a scream and i was in . I fucked her cumming in her pussy . When i pulled out there was blood on my cock . I had not thought about her being a virgin . From then any time we could we fucked . I made her cum using my tongue and my fingers . We still have sex . But i use a condom .

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    # 64763 - by Greg
    - Childhood Confessions -
    Bi-Sexual Male / 55

    Early Warmth

    As a child I was a frequent masturbator. I played with my little penis several times a day, loving the wonderful feeling . At night I would pull the pillow under the sheets and wank myself to sleep cuddling the soft material into my crotch. I think I was sexually precocious.

    We lived in the country, near some woods, next door to another family. We were good friends with them, and the kids would visit each other regularly to play and chat. The father was a really nice guy, tall and heavy built, always joking and making everyone laugh. He was very interested in me, making me feel special. If we were alone he would put an arm round my shoulders and give me a hug. I enjoyed this and never tried to stop him or pull away. The families would walk together in the local woods and enjoyed the outdoors. When I was about 12 we started walking together on our own. He would tell me about woodland things, about plants and the wildlife. He took the opportunity to hug me more frequently, now that we were on our own. These walks became a normal thing, no-one made any comment about it, he was a very trusted part of the family. After a while, as we walked, his hugging became holding, his arm would stay round me and would drop to my waist from time to time. I never pulled away from him, and his expectation of compliance with this intimacy grew over time. I noticed that I was exciting him because of the bulge in his trousers. My curiosity and fascination made my little penis hard, which he must have noticed. He started asking me about masturbation, how often I liked doing it. I confessed to my constant addiction and how I wasn't able to stop it. I remember the next episode very clearly. He took me into some cover and cuddled me against him, his hand on my bottom as he made me rub against him. I climaxed intensely. He was kissing me and telling me what a lovely boy I was. He undid his pants and underpants and showed me his hard cock. It looked enormous compared with my little thing, very thick with a big well defined knob and prominent veins. His balls were big heavy and hairy. He took my hand and put it on this massive thing. It felt so warm and hard. I played with it, feeling it and exploring that lovely big knob. Of course the inevitable happened, and he started to cum with jerking and groaning, cum squirting and pouring out of the deep cum slit. Some of his warm spunk trickled down over my young hand. After some time he recovered. I wanted to climax again. I took down my pants and masturbated vigorously. After a while we recovered our senses. He used his hanky to wipe the cum off my hand. We walked home in silence.

    After that shocking episode the effect on me was shattering. All I could think about was that huge cock and the squirting cum. I wanted to do it again. I masturbated even more vigorously remembering every detail of that life changing event. After that our walks involved the most intimate sex. He would play with me, I would play with him and make him cum, not just once. One day I was enjoying the sight and smell of his heavenly cock when he put his hand behind my head and gently lowered my face towards his cock, pressing his big knob against my lips. I took it into my mouth and started to fondle the contours of that wonderful thing. He was out of his mind with pleasure and the spunk hit the back of my throat making me gag. I pulled his cock out of my mouth and the rest of his slippery cream squirted over my face and mouth.

    I was his sex toy. Every time we were alone I sucked him and he fondled my bottom, his fingers finding my sensitive anus. I knew what he wanted, my tight young bottom round his hot hard cock. The rest of the story another time!!

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    # 64736 - by Alphagemini
    • - Childhood Confessions -
    Straight Male / 20

    Getting To Know Pat Again

    We had not seen each other for 4 years . Then one day in the school holidays . I was on the bus going home after visiting our city centre . I was upstairs on the bus . Looking out of the window . When someone sat next to me . I kept looking out of the window and not looking at them . A voice said . Thats it ignore me . When i looked it was Pat . We had been sweethearts when we were very young . Aged 11 we had gone to different schools and did not see each other . For the next half hour we talked about old times . Pats stop was before mine . When she stood up to get off the bus . I thought i would not be seeing her again . She turned to me and asked if i wanted to go to her home for a coffee . I wanted to arrange to see more of her . So i said that would be nice . I got off with her . As we walked to her house i asked her about her parents . She told me they were botth at work . When we were in the house . She made us both a coffee . We sat together on the couch and talked . She asked me if i had missed her . I told her i had . I often thought about her . It was like something was missing from my life . She told me that it had been the same for her . She had missed me . We talked about being sweethearts and the things we got up to . Innocent kids showing each other our bodies . We laughed about our childish fumbling . She asked if i had fancied her when we were younger . I told her i had and i still did . She admitted that she still fancied me . We held each other and kissed . We vowed to keep seeing each other . When i was leaving to go home . We arranged to meet the next day to go for a walk . When we met up she wanted to walk like we did when we were 11 . Going across the fields to the old ruined hall . We walked and talked . When we reached the old hall . We were the only ones there . We leaned against a low wall and talked . Talk led to kissing . Pat wanted to go in to the overgrown garden to find some grass to sit on . We started by sitting . Then we lay down . We kissed . Kissing made me feel horny . I put my hand on her knee . Still kissing i slowly moved it up her thigh . She let me do it . When i got to her panties she opened her legs . I put my hand on the inside of her thigh . To get it in the leg of her panties . Touching her pussy . I pulled her panties down and fingered her . I looked at her pussy . It was a lot different to when i had last seen it when we were 11 . It had lips and it was hairy . It was beautiful . I was wearing shorts . Pat unfastened them Letting my cock out . I go down to lick her pussy . Soon she was asking me not to stop . She was having an orgasm . When her orgasm had finished i tried to get my cock in her pussy . I kept missing . I was excited and fumbling . Pat helped me . When i was in her pussy . She told me to pull out and not to cum in her pussy . I fucked her and when i wanted to cum i pulled out . Pat told me to lay on my back . To let her wank me . I knew that my house would be empty the following day . With both my parents out at work . I told Pat to come round if she could . She turned up at 10-00 the next morning . We kissed then we went to my bedroom . In there we both undressed . When i saw Pat naked she was perfect . I hugged her and told her how i felt abou her . We had sex . We had sex every chance we got . I asked her to be my girlfriend . From that day i cycled to see her in the week . We met at weekends . We found places to have sex . When i was confident enough . I bought condoms . The feeling the first time i could cum in her pussy was amazing . Feeling her warm pussy surrounding my cock . When we can we still have sex .

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    # 64720 - by Rob
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