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Confessions

Taboo Confessions

Read the best #taboo confession stories


I'm a 28 year male. I honestly can't tell you why I'm writing any of this aside from the fact that I still think about what happened years ago and still want to do it again, unshamefully.
I was 12-14 at the time when all this happened and when I found out that masturbation was awesome. I loved finding myself and feeling something that was "forbidden" in my household. I come from a large family, lots of siblings and lots of reglion in the house, and it was difficult as the youngest son to find the time to sneak away and have a go with myself. But, one of my friends, a year younger than me that I met at church...go figure..., were hanging out playing video games and making jokes about everything under the sun. I can't remember who instigated it but, one of us mentioned how cool it would be to feel 'better' when we did what we do when no one is looking. Before we know it, we are playing with each other and trying to 'feel better'. We started by watching each other while we masturbating at first, it was a thrill and made us feel way better. Then we figured we would try with our mouths. It was the best feeling I had ever felt up till that point. Having someone else do the work and feel even more ecstasy than if I did it myself. One day, while at church, we found that the back part of one of the buildings with multiple classrooms was totally vacant and all the lights were out. We figured, why not? So we played around and took turns. When I "got there" he pulled back and got really mad because he thought I peed in his mouth.... I hadn't... it was the first time I had actually ejaculated. At the time I was excited and happy that I was maturing, but also scared because I loved the way it felt and how dangerous it was to do such a thing in a house of worship! Lol. We continued this for a few years, slowly developing into young men and having girlfriends, But we always had that to ourselves, our "feel better" time.
One day, he came over and as usual, we played video games and watched movies we loved. Of course, everyone goes to bed and it's just us, up late, talking, and he says,"You wanna try something different?" To which I got excited but confused. What could we do that we haven't done? He goes and gets a towel, some shampoo, and says,"Let's try something." Before I knew it, he was on his stomach with the towel under him and started putting shampoo between where his thighs met (gooch/taint). He says,"Just don't put it in me. Just through to legs, ok?" I cautiously kneel and, rockhard, place my manhood right where the shampoo was. It felt amazing... I came in less than 5 mins. I felt so amazing, it was rediculous. He said,"Was it good?" To which I responded,"Dude...amazing! You gotta try it!" I took his position, lathered up, and was ready. Same thing. He came really fast and we had a laugh at how we beat the "system" as teenagers lol.
Once again, this went on for a while, and were loving the fact that we had a way to make ourselves feel good and it still didn't break too many rules. After a few times of doing this we got together on the fateful night when we found out it could feel even better. We had the house to ourselves and he gave me the look. I go and grab a towel and some lotion, some kinds of shampoo made it burn sometimes, and came back to the room. We discuss who would go first and I lost the game of rock-scissors-paper, so I assumed the position. He asked if he could try something. I, hesitantly say yes, and he goes for my hole. Scared, excited, frighten, and invigorated, he slowly put it in. It burned a little but it felt strangely good. He pumped a few times and pulled out. I quickly, and as silently as I could, said,"You didn't come in me, did you?" He didnt. He was just as scared as I was and came on my ass. I was still invigorated and excited, he took the position. I wasn't planning on trying it at first cause I didn't want to hurt him but he insisted. So, I slowly put it in and it was the mouth times a million. As I am about to come 10 mins or so later, he says, weezing, "Do it, just do it in me." I did. It was the craziest and best feeling I had ever felt. I couldn't move. I just laid there throbbing inside him. We got up and cleaned ourselves. We didn't do this ever again after that. Not because we didn't want to, but because we became step brothers shortly after....
We don't see each other often, mainly holidays and family events. Neither of us mention it or even talk about it. I still wish I had that connection though. It's strange when you trust someone that much to not tell anyone about your secret dealings and recreational fun, but it still is a great memory, even if it's weird as all hell. Totally taboo yet, secretly, still an amazing life experience.


#sex   #taboo   #young   #stupid   #fun  


I have a taboo crush. I fantasize about her when i masturbate.


#taboo   #sex   #masturbation  


I'm am 16 and addicted to playing with older men online I want in person


#taboo  


I've been sleeping with my aunts best friend regularly since I was 15. I'm now 26 and she is 36 and married with 3 kids. we still find time for eachother. as much as I feel bad about it I can't quit her. there is something about an older woman that keeps you coming back. my aunt would be very upset if she knew as well


#adultery   #cheat   #aunt   #sex   #taboo  


I am 17 and I have a boyfriend but I love doing freaky stuff with girls .. Ever since I was like 8 if I got close with my friends we would play with eachothers clits and rub them, and even with some of my cousins . I remember I had a friend in 4th grade and I went to her house and her mom made us do stuff and she made me get naked with my friends brother and take a bath and I liked it a lot . And freshman year I ate my best friends pussy and we scissored and loved it , we both came for each other and it felt so good rubbing them together . Her mom walked in and she didn’t even care and I think it’s hella hot cuz I want her mom to do it with us . Me and my two best friends all play freaky games and it leads to us scissoring, rubbing each other, making out , licking each others pussies and all that! We are all super tight and have the wettesttt pussiest ! I love being a slut and playing freaky games.


#freakythings   #taboo   #scissor   #sneaky   #family  


I’m a sissy middle and really want a mommy or babysitter to take advantage of me.


#ageplay   #taboo  


My aunt want flirting with me the other day, I'm 16 , she's 28, and I remember she called me in her room and she had these tight yoga pants on, and I grabbed her ass, and we fucked, ever since then me have done it, almost got caught by my mom, but we still fuck


#incest   #taboo  


A couple of years ago I accidentally sent one of my uncles a naked photo of myself and when I had realised it was too late. All I could do was wait for him to reply or call, hoping that he didn't say anything about it to anyone else, especially my mother who is his younger sister. Now my mother knows what I'm like, I have shown her a few of my not so raunchy pics and she was ok about the one's I showed her, the photo I sent my uncle was another thing. I thought my uncle would think I'm a total slut after seeing me completely naked with my legs wide open and pussie on display. I was really surprised when he finally messaged me and I explained to him that I didn't mean to send it to him. I was so embarrassed but he told me not to be because he actually liked the photo. He said he promised never to say anything about it to anyone else, especially my mother if I shared a few more photos with him. I was really surprised and shocked to hear that from him and said no. He said that because he had already seen me naked i shouldn't be ashamed of letting him see more of my photos, eventually I agreed sending him some more just because he promised never to mention it ever again and keep it between the two of us only. When I sent him a couple more of my photos he told me that he actually was excited when I messaged him and looked at the photos, he loved them. Strangely still is the fact that I got excited at hearing that he loved them. I never thought I'd ever be comfortable about letting him see me completely naked with my legs wide open in my life, but I was. As long as he was enjoying my photos, I was more than happy to share more with him. Since then we have messaged each other once or twice a week and I have shared more than over100 photos of myself doing all sorts of things, including using sex toys like dildos and vegetables. Family functions are awkward but I still send him a photo or two whenever I have more taken of me. I think that I probably enjoy it more than what he does these days to be honest 🤗. I'll keep on shared my photos with him until the day he either tells me he doesn't want to see any more or the day he passes away.

altogether.


#photos   #nude   #uncle   #taboo  


On a fairly regular basis I stand on my back porch next to my sons girlfriend while we both smoke a cigarette. Almost every time I am wearing pajama bottoms and have my cock hanging out for her to see. I'm pretty certain she has seen it but hasn't said anything.
I also chatted with her online (pretending to be someone else) and traded pics. I sent her pics of my cock and she liked it.
Recently I took a pair of her panties when she wasn't here. I plan to send her a pic of my bulging hard on in her panties. Then after I chm in them I will wait for a chance to slip them back in with her clean clothes.


#taboo   #flashing  


when my mother in law and her husband would go out on cruises and vacation my wife and I would watch over their home. I always had a strong attraction to my mother in law and constantly fantasized about me and her. whenever my wife was at work and I was off earlier is stop by their empty house and rummage through stuff but mostly her underwear drawer. I'd grab a good pair or sometimes there were some dirty ones in the laundry I could sniff. I'd sit in the bathroom and masturbate while either sniffing her panties or using them to stroke myself. no one ever suspected anything. my crowning achievement was when my wife and her dad went to the store to get dinner stuff and my mother in law thought I had gone as well so she got undressed and changed in her room and I managed to record it through the 1 inch gap in the door way. sometimes I think she would welcome my sex with open arms just by the way she looks at me and touches me. one day I'll make a subtle move and see what happens.


#masturbation   #adultery   #taboo  


I recently moved back to my momther's, temporarily. Over the course of this week I am beginning to suspect my mothers husband of fucking my 18 year old sister


#taboo  


I have a blood addiction. Im absolutely addicted. I have a body intolerance to fibers in plants so i can only eat meats. That is what started my addiction. At the age of 9 i got my first long nose bleed. I drank all of the blood, it was savory, delicious. At age 14 i got my period, it was horrible. I drank the blood there too. It was savory, delicious, and disgustingly taboo. And i love it. I am 23 now, for nine years i have been ingesting all of the blood that has ever exited my body, but ive discovered something. It keeps me young. I dont have acne anymore. My skin heals thrice as fast. Im happier. The more blood i ingest, the healthier i get.


#blood   #taboo   #disgust  


I have seen naked pictures of my step daughter. Now I fantasize and get off to her every time she and her dad are out of the house.


#taboo   #bi  


What I am about to tell you is true. I am only writing it because after reading so many similar stories, I feel compelled to share my secrets.

My oldest sister came home from college a different person than when she left for school. It had been a year already. When she left she was a skinny girl who never dressed in a way that attracted attention. I am 3 years younger than her. By the time she graduated high school and left for college, I was in to girls, but never looked at her as a "girl". She was just my big sister.
The day she came home was a bit of a shock to me. My parents as well I think. She had on tight shorts and a flimsy top that made anyone who could see her notice that her tits were larger and she wasn't wearing a bra.
When she got out of the car we were all standing in the front yard excited to see her. She jumped out of the drivers seat and ran to hug my mom. As she bound forward it was impossible to not notice her bouncing boobs. I remember feeling guilty for noticing this right off the bat. After hugging my parents it was my turn for an enthusiastic hug, she whipped around and grabbed me close, pulling me into her embrace. It seems silly saying it now, but as I look back, all I remember was seeing these bra less boobs coming straight at me. The guilt was still there but at my age, even if it was my sisters boobs, having those beautiful pillows pressed against me was a dream come true.
I remember being sent to get her bags from the car as my family all went inside. I was still thinking of boobs or something because now I only remember that I must have brought them in. That entire night we all talked and listened to her stories of college. We ate dinner at our old seating arrangements. Everyone in their place like we used to do every night. All through the meal I forced myself not to glance at her, but every time she got up for something, a drink or whatever, I couldn't help it. It wasn't just her boobs that got bigger, it was her ass as well. She had gained some weight and was no longer the skinny girl she used to be. She had filled out perfectly in every way. That night after dinner she went to take a shower. My mom and I were watching TV. I remember listening to the show, but thinking wow... What's wrong with me. She is my sister, what am I doing looking at her that way. Of course I was imagining her all soapy and wet.
The next couple of days went by with me trying not to let her see me sneaking peeks and acting like the good brother. I was getting her drinks, and being more of a servant to her than I should have. I couldn't help it. I just wanted to be close. Soon that first weekend came to an end with a pleasant surprise. It was Monday morning and my parents had gone to work. Brenda woke me up by pouncing on the bed saying get up lazy boy, we're going to the pier. When she landed on me, she landed straight on top of my morning wood. Instinctively I sat straight up and pushing her off a bit. She rolled off laughing saying hurry up, and as she leaned over getting up I could see straight down her top. She pulled her shirt closed saying hey... No peeking, your my brother.
As I look back now, I see that this minor exchange is what led to several weeks of the summer teasing game we started to play. She would catch me sneaking peeks and call me a perv but then ask if I liked what I saw. At some point I finally just said it out loud.. Yes and I wish I could see more! She said you wish and called me a perv again. But soon after she provided me my wish. She would intentionally lean over so I could see he tits, or prance in a bathing suit so I could drool over her. We never did anything sexual but even to this day she calls me her favorite perv.


#sister   #brother   #taboo  


My story happened when I was 17yrs old. (I am now 24) I was in a great relationship with my high-school sweetheart in our second year together and we had been sexually active for almost a full year by this time. However being a teenage boy, I was extremely horny every 10mins haha and that is what led to the activities in this confession. I was raised by my grandparents, they raised me to have respect, good morals, and a good work ethic so I'm usually a pretty good guy. Everyone has secrets though, and I have a big one! The summer of my 17th birthday my uncle and his girlfriend and their 3 kids had to move in with my grandparents and myself. My uncle drank a lot and cheated on his girlfriend (she was basically my aunt)constantly but they stayed together for the kids. One night I was being a typical teenager and I was jerking away to some porn movies in my bedroom when I heard my aunt go into the upstairs bathroom. Our farm house was nice but old and still had old fashioned key holes on every door. So with my dick still hard I peeked into the door and watched my aunt strip her clothes off. My aunt was not a super h, ot model, her face was not the pretty but cute, but her body was very nice with d-cup breasts and a shapely ass to go with her surprisingly flat stomach she looked good for a mother of 3. After seeing her naked I ran back to my room and came instantly! The next night my uncle was out at the bar and my grandparents were out visiting family so it was just my aunt the 3 kids and myself in the house. The kids were fast asleep and my aunt was in the computer room playing some games I was once again in my room jacking off. I couldn't stop thinking about my aunt's body, so I decided to go talk to her. My family is very laid back and open and we joke a lot so my aunt was used to me being a goof I like making people laugh and joked around a lot so it wasn't too out of place when I walked into the computer room and told her to hurry up I need the computer to watch porn, she laughed and told me ide have to find another way. I thought this was my chance to test the waters so I replied saying "if you wont let me use the computer then at least give me a hand!" followed with a laugh. She laughed again and just replied "you're sick!" I teased her a little more jokingly then decided not to cross the line and went to bed. A few days later we were alone again same scenario. I went in the computer room and started teasing again this time I eventually said "you could at least give your favorite nephew a blowjob" with a laugh. She said " yeah right!! You have a girlfriend I'm sure you get head all the time!" I lied and with a seriousness in my voice told her that it had been a few months since I had gotten anything from my girlfriend, but she just giggled and said "I'm sure you will live" I was wearing gym shorts and by this time from flirting with my "aunt" I had a raging hard on that I had kept hidden by sitting behind her. I bravely stood up and walked beside her showing the bulge in my thin shorts saying " I'm not so sure I can make it much longer look at what I'm dealing with!" While pointing at my 7inch throbbing boner. "Oh my god!!!" She yelled turning her head away "get outta here with that thing!" She said with a giggle. By this time her giggling had let me know she wasn't to uncomfortable with the situation so I continued flirting and no longer hiding my erection from her. After a few minutes of making sure I could get away with this I said " this thing will not go away just feel it!!" While I quickly grabbed her hand and placed it on my bulge, she pushed me away but not before she gave it a small squeeze, I knew I was getting somewhere. I eventually started to massage her shoulders saying that if she let me watch porn ide give her the best back massage ever and blah blah blah just keeping the mood on the flirty side. She then asked me " are you gonna go get rid of that thing in your pants or what?" So I walked beside her again and pulled out my now semi-hard dick and showed it to her and said that I was starting to lose it just feel. To my surprise she grabbed my hanging dick with her warm hand and simply said " still feels kinda hard" then turned her attention back to the computer screen. That was all I needed! I asked her to do it again and she sighed "only for a minute" the grabbed my shaft and began to stroke my half-hard dick until I became once again rock hard the whole time keeping her eyes on the computer screen. When she stopped she said "no more that's all you get". " Awh come on!" I said "how about a quick blowjob??" Then again to my surprise she grabbed my cock and put it in her hot mouth all while still playing her stupid game after a couple minutes she paused the game, stood up and sat me down on the chair. She dropped her pajama shorts turned her back to me and lowered herself onto my raging 7inch dick and furiously rode me asking if that's what I wanted she bounced up and down hard slapping my balls against her clit I reached around and up her shirt to feel her amazing breasts as she was now grinding back and forth on my cock she stared rubbing her clit and soon let out a series of moans and sighs. Then she said it was safe she was fixed and wanted me to cum in her pussy so after a few more minutes I emptied my swollen balls into my aunt's soaking wet pussy for the first time. After that night we had several more events like that over the years. Random blowjobs, quick fucks, and lots of touchy feely moments just out of sighy of family members. It been about two years since the last time we did anything but I will never forget the exciting, taboo feeling I had when we messed around I have never told anybody about this so this is my first time confessing my story. Thanks for reading!


#sex   #family   #taboo   #fetish   #adventurous  


My first sexual experience was with one of my aunts. She’s never been married and to this day has always acted as if nothing happened. Even though she’s now 73 years old, I still fantasize about her daily and would leave my wife to be with her again if she asked.


#aunt   #lust   #taboo  


I secretly log into my mothers computer and go into her nude pictures and send them to my email, i have been doing this for almost two years now( im 24 and my mom is 44). when i have problems getting off i go to my email and i start to masturbate . its the taboo that really turns me on, but i would never touch my mother in that way. the worst part is that ive been married for four years and sometimes feel bad.


#taboo   #mom   #ashamed  


I have an older sister that I don’t see that often. But when I was younger we were kind of close. We talk on the phone about once a month and I know it’s wrong but I sometimes jack off while we are on the phone. I have never cum while doing it and I don’t even know why I do it, I am not attracted to her.


#sister   #taboo   #masturbation  


I got hi on meth with my 19 year old stepson a few years back. We went driving around and decided to stop and get a hotel room for the night. He put a porn channel on and the next thing I know we both were naked on the bed. I don't know if it was the combination of the porn and the meth, but It was the dirtiest I have ever acted in bed. I regret it because he has tried several times since then, mostly because he must think I'm a whore by the things we did.


#meth   #sex   #taboo  


I sell coke with a good friend of mine and for that reason we were always together or at his house etc. His younger sister who at the time this happened was 14 going on 15 and nothing short of stunning. I couldn't say it but my god she was hot. My friend always swore he'd never let her touch it. So one night he's not there for an hour or so and she's heading to a party with her bf who was nearly 18. Naturally she wants to seems cool and asks for some coke I say no. Then she starts acting flirty and touches me and I last a grand total of 40 seconds before I've got her pinned against a wall fingering her and sucking her tongue. I carry her upstairs and throw her petite body on the bad and reveal my throbbing cock to which she gasped only making it harder. I took my huge bag of coke and tipped it the length of my coke and handed her a metal snorter and she did it like a pro. Nothing sexier than a hot girl sniffing off your cock. I then preceded to give a girl the most consistently hard and fast fuck I've ever managed. I ended by mercilessly pounding her for near enough 10 mins and blew inside her and then she just sighed and collapsed onto the bed


#drugs   #sex   #taboo  



Pray and roll the dice for #taboo

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