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Confessions

Sister Confessions

Read the best #sister confession stories


I have a Hot ass sister and more than once I have masturbated to sexy pics of her I took while on holidays. Problem is though she found out on day and decided to punish me. She stripped to her bra and panties and demanded I masturbate and cum on her. I struggled at first but then she got more involved because "I was taking too long". She decided to do it herself by jerking me and sucking me. Eventually I came all over her tits and face to which she said that "I was now her bitch" and "I will fucking play with you however I want". It was so embarassing but it worked out in the end.


#sister   #bitch   #facial  


I'm 53, male, and married now for nearly 30 years. No children.

I grew up in a strict religious home. Sex was reserved for married people and I still believe this to this day. I had in my teens what I would consider with my limited experience, a normal libido. Erections with the slightest stimulation: vibration of the school bus, brushing up against a girl, bikini clad tv characters, and all manner of stimulus, and I would have a raging hardon. By 13 or 14, I can't remember, I started masturbating in the shower initially. It gradually increased in frequency all through my teens and early 20s until I finally got married at 23. We were both virgins and very naive. I knew before I married my wife that she had been physically and emotionally abused by her step father who, by the way, was only 12 years older than her. He never raped her, but fondled her breasts and made advances towards her. He even bored a hole through the bathroom wall to spy on her and her sisters. When they discovered the peep hole, they plugged it as best they could and told their mother, but if fell on deaf ears. She couldn't believe he would do such a thing. He did worse to the other 2 girls than my wife, but apparently she was affected more than her sisters.

After we were married for a year, what little sex there was in the marriage ended abruptly. Penetration became painful for her and after many doctors visits, the diagnosis was vulvar vestibulitis. We tried all manner of "cures" for years. Spent thousands of dollars on attempts to "fix" her problems. To no avail. I gradually returned to my old habits and eventually added porn to the addiction. Work, public restrooms, driving down the road in my car, were all opportunities to jackoff. She didn't work much, just the odd part-time job here and there, so I had little to no time at home alone, so I masturbated whenever I had the opportunity.

Over the years, I had a couple opportunities to be unfaithful with other women. About 5 years into our marriage my wife was out of town for about 3 months taking care of her grandfather. Her younger sister and her daughter were moving across several states. Their route took them through our area, so they decided to stop at my house and stay the night before continuing their move. My grandmother lived next door to me, so I stayed with her while my sister-in-law and her daughter stayed at my house. This was all with my wife's knowledge. I had the perfect opportunity to have sex with her and no one would have known. After she left, I masturbated what felt like non-stop for days thinking of her. She has the best looking ass of the 3 sisters. She's also the only physically fit of the 3. How I wanted to fuck the hell out of her before she left. As she was backing out of the drive to leave, I noticed she left something in the bedroom. Some piece of clothing or something. I ran outside and flagged her down. When I handed her the object, whatever it was, she had a somewhat puzzled look on her face. Did she want me to invite her back inside? I don't know, but I had my suspicions. She told my wife years later that I was a better man than my wife knew. We both looked at each other and had that look of acknowledgement. During the same time period, my aunt, who lived across the road from me took in a renter. She was gorgeous! Auburn hair, killer body, beautiful face and wild as they come. I never made a move. Next came my wife's best friend. This was the closest I ever came to cheating physically. She moved in with us, but we were very careful about never being together without my wife around. I came home once to find my wife gone and her friend was laying out in the sun right outside my bedroom window. I watched her from the window and jacked off, more than once, don't remember. To this day, I still think she chose that spot intentionally to tease me. She fained a muscle cramp once to try to get me to give her a massage. I resisted. I watched her drive out of our driveway when she left later that same day only to see here angrily cussing and shaking her head. She eventually got married and moved out. I traveled for work for about a decade. Never took advantage of the opportunity. Always looking, but never touched another woman. I just never got up the courage to cross the line.

When my wife turned 43, a "miracle" happened. Her pain went away and we enjoyed about 5 years of what I believe was a normal sex life. We had intercourse 3 or 4 sometimes more times a week. Then just as quickly as it came, it went away. The pain was back and then she had a nervous breakdown. Can't work, won't leave the house except for doctors visits, sits on the couch and watches tv and plays video games. She's 52.

Should I have left 25 years ago? Sometimes I think so. I went right back to jacking off and the porn obsession has gotten worse. It takes more and more deviant videos to get me off. How I wish I could go back in time. Would I still marry this woman? I really don't know. I just feel worthless, angry, frustrated, and hopeless. I feel as though my life has been a waste as far as my marriage goes. Neither one of us is happy, but it's not for lack of trying. I hope one day this all ends up being worthwhile.


#frustrated   #horney   #regret   #guilty   #conscience   #sisterinlaw   #bestfriend  


My (still) wife and I are about the be divorced. We separated a year ago and are living in different apartments and stuff. It's not long until we are finally officially divorced.
3 weeks ago, I went out with a buddy of mine. We went to a bar for some drinks. I met (almost ex) my sister in law there. She is a beautiful, young and confident woman. We started talking, danced, drank some beers and eventually ended up at my place.
I am not sure if what we did is right. We are dating now. On the one hand, it is ok because me and my wife are not together anymore and about to be divorced. On the other hand, she is my sister in law, so that's a big no no....


#sil   #sisterinlaw   #wife   #divorce   #divorced   #sex   #relationship   #dating   #bar   #drinking   #alcohol  


I'm 18 and gf is 17. We both go to school and work so not much time for us. When timing permitted I would go and wait for her at her home. Ater a few months I ended up in a heavy sexual relationship with her 14 yo sister. She was always there and we grew to know each other. She is so much finer in so many ways that I am in love and don't know what to do. My gf and I were going to move off to college together but now I just want to fuck and have great sex with her sister and cannot tell her what is going on. Her sister insists we need to be open and honest or she will tell mom and her sister. I'm Chicken Little headed for trouble.


#horny   #fuck   #sex   #nervous   #hot   #sexy   #young   #tight  


After a substantial windfall my parents decided to take early retirement. They had looked into becoming foster parents and asked me how I felt about it. I didn't mind along as it wasn't a baby. After they went through the process they were asked to take care of a 16yr od girl. We both hit it off right away and were always together. My parents went away for the weekend leaving us at home. We were having a pizza and watching a movie when she turned off the tv and said I think I should tell you why I was u for foster. After our ongoing chat about it she asked if I thought she was pretty. I said defo I wouldn't turn you down. She stood up and undressed and said good I want to fuck you. We started to have sex whenever we had a chance.


#fostersister  


Well my brother ended up in jail and I been hanging out his wife already played with her tits she’s touched my dick we spun as fuck I’m bout to fuck her and don’t feel bad bout it because she gets treated like shit.


#drugs   #sex  


I get a hard-on when I see my sisters naked. When the notice, they think its funny but I cannot control it. Sometimes when it gets hard, I cannot stop rubbing it.


#horny   #hardon   #sister   #rubbing  


At the birthday party of my little sister (it was her 7th birthday) I put vodka into the bowle so the kids get funnier.


#alcohol   #vodka   #birthday   #party   #sister   #bowle   #kids   #funny  


I am a 22 year old white male. I enjoy flashing my cock to anyone who is willing to look over. I am trying to tell my story on this website. This is a great website.

So, this segment has happened multiple times but I will only tell you about one, the other times happened exactly like this but just more then once. So, when my sister was in her room and I was in mine, but we were getting ready or she was going to go downstairs soon. I would drop my pants, either to take a shower or change, but instead of going straight to the shower or other clothes. I would openly jack off in my door way so my sister had no way of missing it while she walked down the stair. That are right next to my room's door. I would be standing there with my cock in hand and stroking fast, waiting for her to come out and look right in my room at my cock. She never disappointed. It was always a thrill for her to see me jerking off in my room.


#sister   #incest   #flashing   #cock  


When I was 14 one of my friends had a sleepover for him and his sister's birthday (they were twins) and me and a couple friends went over to his house, it was pretty much what you'd expect; food, sex talk, truth or dare - the usual, his sister did the same type of thing. After everyone was asleep I went to the bathroom and considered jerking off (I hadn't for a week) but decided not to. To getback to his room I had to go past his sister's room and for whatever reason I opened the door and looked in and they were all asleep; I don't know what came over me but I pulled my cock out and started slowly jerking off, I sped up and before I know it I was furiously masturbating to the sight of my best friend's twin sister laying half-naked in her bed. I creeped over to her bed and silently started stroking again, all my pent up hot cum shot out of my rock solid cock and went all over her face, some even went into her mouth.
I walked into my friend's room and saw that he had a hard on, which made me hard even though I just came, I shook him to check if he was awake and he wasn't, for the second time that night I was filled with a primal desire and jerked off again and came over HIS face, the next morning neither twin said anything about it, but I'm pretty sure they know.


#cum   #twins   #sleepover   #sleep   #asleep  


I haven't told this to anyone, but when I was 15 my first sex was homosexual anal. I fucked my boy cousins ass one night while staying at his house overnight, he was 15 also. The next day we went to the basement behind some shelves. He had his pants down and bent over the back of an old couch, with Vaseline on his butt and a jar of it in my hand I was going to lube up my cock and them use my receptive cum bucket again. He was wanting it as bad as I wanted to give it. We got so involved we didn't hear his sister (14) come down stairs with some laundry. She came back and asked what we were doing, and he stood bolt upright pulled up his tidy whiteys then his jeans and walked out. I was there with a jar of Vaseline in my hand and a hard 7" thin cock sticking straight out.
Oh, were you guys doing what we all used to do when we were little? she asked. I replied yes. From the time we were about 9 till 11 all three of us, plus one neighbor girl formed a club and used to get naked and play with each other. My cousin used to do strips for me and her brother in her bedroom if no one was around. She would let us rub our little cocks against her butt, even trying to insert them, I fingered her pussy and it got real wet before she chickened out and left me hanging, but once she started developing tits and pussy hair she stopped it all. We tried and tried to get her to at least show us her tits and hairy pussy but she wouldn't.
Don't tell my brother how much hair I have or anything, and you can only stick it in my butt, don't you dare stick it in me in my front, she insisted. Then she bent down and told me to rub some of the Vaseline on her butt. I did, then put some on my cock and fucked her up her ass.
My first and second fuck, were my cousins, a brother and sister, both anal. I continued to fuck them both for about 3 years. Her, only anal and eventually oral and her brother only anal. I did manage to suck his cock to completion about 5 times during that time though. Finally; one time when I took her on a date, we went to our normal motel, and I held her down while I ate her pussy, she loved it. About a month later I was eating her, and spread her legs, pinched her D cup tits and holding her down stuck my cock into her pussy. I finally got my first piece of pussy. Dark, hairy pussy that bled a lot. I always heard it only bled a little when breaking her hymen, but from eating her out the hymen was pretty thick. It bled for about 3 days actually, didn't stop until I fucked her a few more times. She hated that I forced her to fuck and stopped seeing me for a while. Then came back and I had a nice steady piece of pussy, ass, and mouth, plus her brothers ass.


#bi   #anal   #cousins  


On night after fucking my wife I made some coffee for us , I noticed a blob of cum hanging from my dick and on the spur of the moment wiped my dick in my wife's cup. With the creamer we use I found no trace of it in the cup and my wife did not notice it at all.

My sister in-law often visits and whenever I get the opportunity I but a load of cum in her coffee cup, Most of her friends have drank my cum and never noticed a thing.

I get to wank often now and i make sure we do not run out of coffee creamer.


#fuck   #wank   #fetish  


Im currently in an 2 year relationship and im 20 years old. but I always had a crush on my best friends sister. but now im studying in the same town as the sister and my girlfriend is far away. I am constantly thinking of cheating. but also that makes me feel so bad. because I really enjoy being with both of them. Ive known my gf for almost 5 years now and im still in love with her. but im feeling a bit left out i wanted her te be more dependent on me. but i can still be myself and feel really good when im wih her. But when i went to party with the sister she is so nice and funny. I actually did all the things i wanted to with my gf to her. i gave her my coat, i carried her to our bikes, i drove her to her home, made sure she was in bed ok. but i feel really guilty of having these thoughts of cheating. what should i do?


#relationship   #cheating   #girlfriend  


I was walking home from work night and I passed by my sister's house and heard her screaming at someone to stop so I quietly opened her door (which I have a key to btw) and saw her getting beat by her boyfriend, I then came behind him threw him on the ground and I started punching him he took out a pocket knife and stabbed my leg. My sister started to dial 911 but he punched her out and broke her phone. I took the knife out of my leg and slit his neck. I called 911 and they placed me in a holding cell. They told me they're gonna keep me here for 25 years unless someone pays my bail. Three days later my bail was paid I figured it was one of my friends but when I got home my sister was on my couch holding a welcome home sign. She hugged me and we invited family over and had a party.


#murder   #protecting   #sister   #abuse   #jail  


My husband's sister just ate my pussy and wow. I have had lesbian fantasies for years but knew I would never act on them. It's just the thought of something new. Thinking a woman knows what a woman likes. The exploring and being explored by another woman can get me wet and imagining while masturbating. I am only curious but also somewhat confused. I just want to know what it feels like.
Well we just moved and my married sister-inlaw came for a week to help out. We get along great and there was some flirting but I thought nothing of it even though she got a bit frisky at times. One morning I was making coffee when she entered wrapped in a towel. She was watching me and complimenting me and my looks. I was feeling a bit nervous and turned on at the same time. I turned and looked into her eyes. They were saying they wanted to eat my pussy. I leaned in and kissed her cheek. She immediately began to kiss me and dropped her towel. I was caressing her hot curvy body and we were off to exploring and probing one another for most the day, allowing just enough time to shower and start dinner before my husband got home from work. The rest of the week were able to get some work done while having fun. She returned home leaving me to wonder if I will crave just her or will it be her and her husband in a threesome? The thought of eating her with her husbands huge dick deep inside my wet pussy is hot. No one has ever eaten my pussy the way she did.


#pussy   #eat   #lick   #suck   #touch   #orgasm   #first   #only   #lesbian  


I have a sister-in-law, my wife's sister. I've been eyeing on her even before i got married. She's 21 this year, has a B-cup i supposed, firm and just enough for me to grab. She always wear this sports bra which i think in kinda hot. I would always sniff her bra and panties when she puts it the basket in the toilet after a bath. I would hang it on a hangar and pretends that she's in front of me, would jerk off to it while sniffing her panties, i love the smell especially after she sweats, i would also have my hp with her photos on 1 hand and her panties on the other. Would always find a chance to peep on her when she's having a bath, she wouldn't lock the door and would leave a teeny meeny space just enough for me to peep through. And the thing is she's wearing a headscarf, which is for me very sexy. Love her brown sportbras and white sportbras. Once i checked her photo gallery in her phone and found some revealing photos in her bra and panties, what else should i do? Send it to my phone of course. And the rest is history.


#fetish   #bras   #panties  


The best sex i ever had was with my brother-in-law. We made each other O so many times it was incredible. He's the only man I ever met that could keep going and going even after his O and this was before viagra.


#sex   #hot   #cheating   #affair  


My idiot sister in law got drunk at a party in June at her other sisters up in Pennsylvania. We were staying there for the weekend too for their daughters high school graduation and was flirting with her husband all night telling him that she was "gonna get you tonight!" when they went to bed later.
She got so drunk that she went in the wrong guestroom and gave me a blowjob,I had laid down because my back hurt and I was tired from the long drive, before she passed out drunk.
She's pretty, slim but is a drunk and at 33 she is starting to look older from all the boozing most likely.
She was calling me "Bill", her husbands name, and gave a helluva blowjob I have to admit.
I came in her mouth.
I didn't fuck her because she passed out but I probably would've if she'd stayed awake.
I doubt she even remembers giving the blowjob she was so drunk.
I never told my wife.


#adultery   #stupidity   #oral   #blowjob  


I feel like this is a...light confession compared to some confessions, but I feel like confessing it anyway. I just started liking my best friend's sister who's a year younger than me. I'm pretty sure my best friend wouldn't like it because... I don't know... He like overreacts to stuff and is protective. But she's so HOT... like physically and emotionally. She honestly has a personality just like mine... and she's hot. She's also sexual... which turns me on too. And she's been flirting with me too. She like gets near me and comes where I go and laughs at my jokes... like even the stupid ones. Should I try to get with her even though my friend probs wouldn't like it and think it's weird. I bet he would get used to it.


#crush   #sister   #friend  


I confess I had sex with my wife's younger sister. Now I cannot stop.


#confess   #sister   #sex  



Pray and roll the dice for #sister

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