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Confessions

Sing Confessions

Read the best #sing confession stories


(m/18) It's really embarrassing for me to tell you this. When I was in 8th grade, I pooped in my pants. I was in school that day, just before class started; couldn't make it to the toilet and all of the brown glory landed in my pants and underwear. It stank horrible and I tried to get rid of all the shit on my ass and in my pants, but somehow I just thought 'fuck it' and went with it. I think it didn't take more than 2 minutes for the others to notice the smell. It was just HORRIBLE. Every time they tried to find out where the stench came from I tried distracting them and stuff. But in 3rd period the worst thing happened. I went up to the board and because I was sitting on my ass the whole time, the shit got through my pants and there was one hell of a stain on my ass.Throughout school I was known as shitter from then on. It made my life miserable. I want to confess that I am one lazy bastard and had I just cleaned myself up that day I wouldn't have to go through hell.


#confessions   #shit   #pants   #embarrassing  


Embarrassing story. When I was 19 I was hooking up with a girl at a house party in college. She was 18, chubby, and samoan so she was very thick. She was even taller than me. Her thighs and ass were thick but felt firm. Her lips were big and I just imagined them giving me head. We were in somebodies bedroom and we went on the floor instead of the bed for some reason. We started just making out. Felt amazing. I just felt up on her boobs and ass. She was grinding on me with cloths on and I just came. I couldn’t help it I tried but it was so hot I just finished in my pants. I didn’t want her to know so I begged her to let me eat her out. She wanted sex but I was able to convince her to let me give her head. For 10 minutes I just licked her and ate her out. Tasted her and finally she finished in my mouth. I was happy because she was apologizing saying she tried to hold off so we could fuck but I made her cum. Luckily we met up a few weeks later and had sex but even then I only lasted like 40 seconds before cumming inside her awkwardly. Haven’t seen her in years or spoken to her but she turned me into a bbw lover.


#sex   #embarrassing   #head   #throwback   #story   #funny   #sexy  


Me and my girlfriend are 20 and recently we were on a break. It only lasted a week before we got back together. But during that week one night she drove an hour with her friend to smoke with this guy and she said she tongue kissed the guy for a minute. But that’s all she did. I was shocked but a little turned on deep down. I forgave her because I assumed it was just an emotional decision and I gave her a second chance since technically it was during our break. She met the guy because her friend used to fuck him and he apparently has a huge dick. So knowing my girlfriend drove an hour to get high with him and then gave him her tongue is kinda hot. If she sucked his cock or fucked him I would have wanted to cum to the idea.


#hot   #sex   #cuck   #cuckhold   #kissing  


I am a married man in my 50s and have been crossdressing since my teens in secret. Last year my wife caught me and ended our sex, exiling me to the guest bedroom. Late at night now I surf porn and craigslist. I recently hooked up with another married guy in his 50s, dressed in a slip and bra and sucked his cock. It was my first time but OMG I loved it. When he held my head and shot his load on my mouth I got so excited I leaked a little cum. He just texted me to come by and wants me to wear his wife's clothes. I am so excited.


#crossdresser   #crossdressing   #sissy  


I am 23 years old and incontinent.


#embarrassing   #bladder   #weak   #incontinent  


So one night me and my boyfriend were going at it really hard and he is always asking me if he can try new things with me I am reluctant sometimes but this time I said ok we decided to record on camara our first homemade porn jejeje . So he wanted to try my ass for anal he got the lube and made sure everything was nice and wet before he started fingering my butt to make it more comfortable he did that for a couple minutes before he slowly slid his dick in my ass and started thrusting. We were both laying on our sides at this point and he decided he wanted to switch positions with him behind me while I lay over a pillow so we move around and before he goes to put his dick back inside me he decides he wants to give me a rim job right when he goes to lick my ass I farted and I couldn't stop it because my but was stretched a little still from him fucking me it was the most embarrassing thing of my life thats ever happened during sex


#sex   #shy   #ass   #embarrassing  


My name is Barry and my embarrassing confession is that I have a constant craving to suck cocks. I will suck as many as possible and I never get tired of it. It is like an ex-girlfriend of mine (I am not gay) put a spell on me that makes me want to suck cock constantly. My friend Sara says I have a sever case of the "non-stop gobble cocks." Of course, she thinks it is funny and calls me "blowjob Barry" or "cock-gobbling cumslut." I can't stop and it is so embarrassing!


#cock   #barry   #embarrassing   #sex  


I'm a 65 year old bisexual male who loves to cross-dress. I've been doing this now for seven years. Wearing women's clothing just feels so good to me. When I get up in the morning, I can't wait to get my entire body shaved completely smooth, put on makeup and do my nails. Next comes my thong, corset, push-up bra, hip and butt pads, garter belt and nylons. Since I've been taking phytoestrogen supplements the whole time, my boobs have grown to fit snugly into a 42C bra. My boobs are really nice. Guys go crazy for them. I began using breast forms to augment my appearance, but I don't need them anymore to get a nice effect. I really love my boobs and fondle them as often as possible. Next comes a silky slip to drape over my torso, followed by a sexy dress with its hemline falling just above my knees. The neckline of my dress must plunge low enough to expose my cleavage. My legs have received many compliments on their shape, so I always wear a fashionable pair of heels to bolster their appearance. Earrings, necklace, bracelet and a nice wig complete the look.

My wardrobe is extensive. I have dozens of dresses, skirts, blouses, shoes. outerwear and accessories. Wigs of all shades and lengths are available to me as well. No matter how much I have, I can't resist the urge to buy more. Its definitely an obsession. When I'm fully dressed and see myself in the mirror, I nearly come to climax. OMG, how I wish I could be a woman. I'm so jealous of those who are.

Being bisexual, I crave having sex other men. As a younger man, it was relatively easy to hook up for same sex experiences. However, as I aged, it became harder to arrange such trysts. Becoming a crossdresser definitely increased my chances for success. I discovered that many men love "chicks with dicks". It opened up a whole new world for me. As soon as I began appearing in drag, I became much more desirable. My date requests grew immensely. I could pick and choose which ones to accept.

One thing I've always fantasized about was being a prostitute. How lucky women are that they can do this. I could never understand why more ladies don't participate in that occupation. I fantasized about it so much, I decided to try my luck as a crossdressing escort. Websites for escort service advertising are all over the internet. I offered my services on as many of them as I could. I really didn't know if I'd get any responses. To my surprise, the replies were overwhelming.

It was so easy to find men who wanted to have sex with me. There were several women as well. I've lost count of how many men I've sold my body to, but it has to be at least several hundred. Age range also surprised me. The youngest man I did told me he was 18, and I'm not sure if he really was . He looked no more than 16 and didn't have a car. I asked to see his ID, but he declined to show me anything. I probably shouldn't have had sex with him, but the opportunity was too irresistible. The oldest guy was in his 70's and the rest were part of every age group in between.

So far, I've made tens of thousands of dollars over the years as a part-time prostitute. I know its not the right thing to do, but I just can't stop. I've tried to quit many times. I love the work so much the idea of quitting is to depressing. I can't keep doing this forever. What am I going to do?


#prostitution   #crossdressing   #bisexuality  


Yesterday I finally decided to move out from my parent's house. I am 31 years old (going to turn 32 next monday) and I was always frightened to leave home to live in my own. I now live about 10 minutes away from home, in a small flat and I consider to buy me a cat or something because I feel very lonley. I miss my parents so much, it's awful. But I can't tell anymore because it would be too embarrassing. :(


#parents   #move   #house   #lonely   #awful   #embarrassing   #confess  


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  


I am man who likes to wear make up. Not in public but at home, alone. My girlfriend once asked me to put mascara on because of my "beautiful long lashes". I did and it looked amazing. Since then, when my girlfriend is at work and I am alone at home, I try different styles and make up tricks.
It's amazing how you easily it is to change your whole appearance. And I guess I can now put on make-up better than my girlfriend. :-)


#makeup   #boy   #lashes   #mascara   #amazing   #embarrassing   #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 have a secret that I find embarrassing to talk about and feel ashamed when I think about it but I get so aroused just thinking about it! From a young age I wet the bed and even now it occasionally happens but I believe this has caused me to develop a fetish for urination. I have tried to block it out but it's always in the back of my mind and I get really turned on when I'm home alone and desperate for the toilet. I've never been comfortable to talk about this but for some reason I don't mind sharing it with the world.
Is it normal to have these thoughts and urges to want to be humiliated and peed on? I'd just love to know how common it is and if people have been able to tell their partners and enjoy this fetish together? I don't want to feel like I should shy away from it any more. I feel so nervous writing this but in a weird way find it quite erotic that people will read it.
I'm also worried about my desire to put on women's underwear at the same time I need to pee. I want to share and hopefully find some answers and other people to talk to that share this sexual desire. Just for reference I'm a 27 year old male. I hope I'm not a complete freak of nature lol


#peeing   #pissing   #watersports   #goldenshower   #humiliation   #dominating   #pee   #piss   #urine   #strange  


I am 23 years old and last weeked was the first time I drank alcohol. I am still living with my parents and when they left for date night on Saturday I found their vodka stash. I was rather curious and drank quite a bit.When my parents came back home I was lying topless on our kitchen table, singing "I want to break free" from Queen.I will never touch alcohol again. 


#topless   #queen   #confession   #alcohol   #drunk   #vodka   #fun   #embarrassing  


Went into nursing for the money and because I didn't know what else to do with my life. Now six weeks into my first job, I'm already thinking about leaving. I've struggled with depression, insecurity, and suicidal thoughts for about 7 years, and this career has resurfaced all of those old emotions. Working alongside nurses with 20+ years of experience and new doctors that think they know everything under the sun has made me feel incompetent, ignorant, and foolish. Don't get me wrong, I want to excel and be the best person I can, but it's just been so tough, mentally and spiritually. I'm starting to feel broken down before I even get on my feet. :/


#depression   #greed   #suicide   #nursing   #medicine   #anxiety   #despair  


My girlfriend started dating this older black guy. We’re both 16 and in high school but this guy is in his 20s. I know of him because he apparently is in a gang and he would sell weed to a lot of my friends. My ex is white with long brown hair and pretty blue eyes. She has the perfect body and her lips are pink and soft. I get so jealous knowing she’s with him. She doesn’t even do drugs or drink. I think she is with him to piss her parents off. But she told me she didn’t really like him as a person but he was just a good kisser and would turn her on. I’ve seen them kiss. It’s so gross to me he sticks his tongue down her throat. And worst thing is he’s made her give him a bj and he’s had sex with her. She was a Virgin before him. Idk why she stays with him but he must’ve done something right in the bedroom to make her his toy. I wish I could have her back.


#ex   #girlfriend   #kissing   #kiss   #sex   #bj  


I am 14, I have a fairly flat chest and a bubble butt, and constantly get teased about it. One day, walking home from school, (my parents were out of town at the time, with a baby sitter watching me) I took a right to a shortcut in a wooded area, hoping it was quicker. I hadn't realized there were a group of girls (all older than me, bigger and more developed, too) had been waiting for me there, with a small gathering of other students of various ages (some younger, some similar ages to the girls and i) waiting to see what the girls would deem "my punishment." Two girls jumped out and grabbed me, one on each arm, and stripped off my backpack. "Welcome!" Another had said. "Today you will be punished!" "You're always such a posh bitch, pushing people around, flaunting your bubble butt, we decided to teach you a lesson!" She announced, with cheering and clapping from the crowd. I'd been wearing a school uniform white blouse, with a long navy blue skirt, pleated and high waisted. I wore black Mary Jane shoes and white tights with high waisted cotton granny panties with "diva" written all over them. Immediately, I was pinned down onto the forest floor on my back, and felt a tug on my skirt. "No!" I yelled, squirming. "Oh, would you rather do it yourself? Strip your little skirt and leggings off, you can keep the shoes if you want." One girl explained, taking out a camcorder and filming me, another girl ready to take pictures. I relented, "Fine." Thinking that was all I'd have to strip off. The two girls holding me down released me, glancing at me with a warning look not to run. I stood up, with the crowd lookin at me with anticipation. I began to unzip the side of my skirt, slipping out of it and handing it over to a waiting hand. Blushing tremendously, I stepped out of my shoes and hesitated with the edge of my leggings. "Do they HAVE to come off?" I asked. "Yep, now hurry, show us your panties." The girl responded. Finally, I pulled them off, stepping out of those as well, humiliated with my diva panties on show, bunched up around my hips. I pulled them all the way up in order to cover myself more, the waistband going halfway up my back and almost to the edge of my small breasts. Everyone was watching, laughing and snapping pictures. I was ordered to put my hand on my head and twirl around, showing off my panties. "Now take off your blouse for us, you'll do it or these pictures will be everywhere." The lead girl warned. Slowly, i unbuttoned my blouse and took that off as well. "And the bra! We know you barely have breasts anyway." I unclasped my bra from behind and let it drop, allowing it to be taken with the rest of my clothes. Again I was made to twirl around for everyone to see the high waisted panties. I was allowed to keep my shoes still. I only had my undies and shoes left. "Think those undies could go any higher, diva?" A girl had asked. "No, I don't think so..." I replied, confused. Suddenly, I was pinned to the floor face-first, with girls holding my arms above me, spread apart, and my legs spread apart too. "These are snug on your butt, huh?" The lead girl teased, playing with the waistband, groping my ass to further humiliate me. Then she pulled the waistband up, giving me a wedgie and exposing my bubble butt to the chilly wind. She gave two small tugs, then pulled up my underwear a bit more all around, so they weren't bunched up. She gave my butt a playful smack and allowed me to get up. "Don't pick your underwear." Then she took more pictures, directing me to hold my waistband up, so it would look like I gave myself the wedgie, taking more pictures. "You're free to go now." "Can I have my stuff back?" "No, you ungrateful brat. And don't pick your wedgie! I wanna see you walk home with your ads hanging out. You have undies and shoes, you can walk home." "No, please! Don't make me walk home like this!!" "Would you rather do it naked?" She offered. I sighed, "No..." "And we'll be right behind you! So don't think you can cover yourself and pick your wedgie!" "Wait, one more thing before you go! Say you love being in a wedgie and wear only undies and shoes! And smile for the camera!" "I love wedgies and wearing embarrassing undies and shoes, it's my favorite outfit." I said, begrudgingly. I ended up having cars honk and people come up to me to take pictures, slap my ass, or hoot as I passed by on my way home. I made it home, where my babysitter laughed at me and forced me to stay in my undies and only allowed me to wear undies and shoes for the rest of the time my parents were gone, following the girl's instructions given to them. They laughed at my humiliation and gave me wedgies too.


#wedgies   #wedgie   #embarrassing   #humiliating   #embarrassment   #humiliation   #diva   #panties   #undies  


I mixed up my depressants with my laxative and I now have to go to the toilet every few minutes, it's terrible! :(
Please release me from this! :(


#depressants   #laxative   #toilet   #terrible   #confession   #embarrassing  


Have you ever posed nude? Would you? I had a set of pictures done for my now-husband as a gift.

I was nervous at first, but I relaxed and enjoyed it very much. And he is a very happy man. I would do it again.


#posing   #nude   #pictures   #naked   #photography  


I use two numbers. I'm on a whole new level of being a single 29 year old male(virgin).

Average looks. 6 feet tall. A little plummy.

Always being friendzoned.

I chat with these two numbers pretending to be a couple.

There. I've said it.


#depressed   #single   #alone  



Pray and roll the dice for #sing

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