Confessions tagged with 'sister'.

#5970

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My sister has always been a big girl ever since she was young – call it conditioning but she also struggled with food over the course of many years so when she hit puberty she was already quite chunky and kids are so cruel about weight.

One day we were playing games in my room and talking and she started getting really down and depressed because a boy told her she was too fat to kiss and she hated herself and her body. It was really awful stuff. Being a good brother I was saying the usual things to try and get her out of this way of thinking because although she was plus size, she was also pretty and was such a lovely person, but she wouldn’t hear any of it. Throughout the course of the evening, she was still on this subject of never having kissed anyone and she’d die alone not knowing what it felt like and that I was the only boy who ever talked to her nicely, and I said jokingly that I’d kiss her if she would just shut up for a minute and let me play this level.

She went silent for a minute and then quietly said “ok, I’d be ok with that”. I mean at first I completely dismissed it, but looking at her I could tell that she really was serious, and she looked so sad that I just thought a quick kiss would be ok, so I leaned in to her and our lips met – briefly – but they were soft and warm and tasted really good so we kissed for like 5 seconds with mouths closed before we pulled back. She was smiling like mad and turned bright red and it felt so good to be able to make her feel better. So I said something like “ok so now you can tell people you’ve been kissed” and went back to playing the game.

So like fast-forward to the next afternoon and we’re playing Mario Kart together and getting quite competitive about it and I said 5 bucks on the next game and she said “ok but if I win you have to kiss me again” and blushed. So we played – I won, and she was so disappointed that I felt bad. I told her that it was a one time thing and that brothers and sisters shouldn’t practice kissing on each other. She started crying again ands saying that she must have done it wrong and she wouldn’t tell anyone and didn’t it feel good and the more she said the less I resisted until we kissed again, first just on the lips but when she opened her mouth I followed. It did feel good, the fact that she was my sister just sort of fell away at that moment. We made out until dinner, and then again in her room before bed.

From then on, making out was a regular thing for us at home and as usual with making out, our hands wandered. The first time she reached down my pants was pretty special. I resisted at first but she just whispered ‘please just let me’ over and over again. I mean my dick is very average but it was the first she’d seen, so she was fascinated by it. I told her what felt good. “Can I kiss it” she asked and I told her she could do anything at all with it. That night my sister gave me my first blowjob. She started off just with the whole thing in her mouth sucking like a lollypop, but quickly figured out what I liked. I told her that I was going to cum and she should stop but she batted my hand away.

It took about a month for us to go from first kiss to losing our virginities to each other. We waited until mom and dad were out of town for a night after I had stolen a few condoms from his and moms bedside drawers. Obviously we’d been fully naked together before then but not in mom and dads bed. We were both so nervous and checking everything was good between us. As she spread her legs I guided myself inside her and we both shivered as she took me fully. It was actually quite romantic I suppose as we made love, but because she was bigger I kept sliding out of her so I suggested she go on all fours, which was much better. I came before she did, carefully pulling out of her and cleaning up the bit of blood she had left, and we cuddled. She said she was so glad we had lost to each other, that she wanted it to happen with me and that she felt like a woman more than she ever had before, which was so sweet.

So I’m not saying I have a magic dick, but Katie changed that night – she became a bit more confident in herself around school and started to not take any shit from her bullies. Over time her grades improved and she started to work out. She lost over 70lbs over two years, got curvy rather than obese, met a decent man and had two kids. We stopped having sex when she got serious with her now husband, neither of us felt right about doing it behind his back but we still used to make out from time to time.

So that’s my confession. I’m not ashamed of it because despite the taboo, I feel that it really helped my sister get some confidence in herself.

#5912

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hi guys, me at 32(m). ı have a hot wife. and she has 3 years more young sister. lets call she kate. kate wear short shorts when is summer. and sometimes ı was see her ass's cheeks. because her legs pull to himself while she seat. ı said my wife her this situation. she said ok she will be making right. because she knows how much ı horny. ı wanted fuck kate and my wife same time. ı masturbated like this. next day we went pool. kate and my wife wear bikini. ı was looking every time kate's ass and tits. ı got erected. we will going to club when is night. two sisters dressed sexy and they under my wings. we start soft dancing and drinking whisky. we got some drunk. club is lit. everybody acting like crazy. then my wife started twerking to my dick. and kate near by us. she was seeing like whore her sister. by the way ı was pounding and touching my wife 's ass while looking kate's eyes. my wife got crazy and she take doggy style and we acting like fucking. kate was looking us and she laughing every time. ı hold Kate's waist looking her eyes and pounding my wife. my god what a night. ı was so horny. then music show is done we went to hotel. we was always laughing on the street. we all sleeping same room. everyone has relax. we jumped to bed for sleep. ı knew ı will fuck my hot wife. she was taking off clothes. and she put my cock her wet pussy. ı started fucking my wife in same room. kate, me and my wife. kate was listening music with headphone. she doesn't see us. but ı know she knew what we did. ı was moaning while her sister fuck. ı said my wife "kate near by us, and ı fucking her sister, this is horny you. you like group sex,threesome. lets do doggy style like at club. she get super horny. and ı pounding like dog her curvy fat ass. kate still don't sleep. we was watching kate.and my fingers in my wife's mouth like dick she was sucking my finger. ı kept looking kate's ass and came like this. it was too hot too strong. after the day my wife never speak about this. ı already know her liked it. when kate visit to our home my wife being more horny. ı still wanna fuck kate and my wife. kate's has booty ass. like my wife. my wife already knows ı love ass. ı see kate bra's and panties on our dirty basket in every time. she's so relax, as if she know what did.

#5900

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one day we were going to visit for grandma. me(15) and my sister (17) sitting on the back seat. my sister wanted to sleep and she put her head on my leg. her head was turning around on my penis. ı was getting an erection.i was embarrassed but i like it. i couldn't look my sister. then she seats again. i'm shocked. i wasn't know what i should it. my erect dick seems on shorts. i couldn't hide it. she touched my dick for a second then she secretly and rapidly kissed me. by the way my hand on seat. her ass seated on my hand for a second. ı squeezed her ass. ı get so horny. then we smilled. she kept look my dick. after the day we sleeping same room ı started masturbate. she knew what ı did. and she asked what you doing? ı said nothing. she get some angry, and ı stopped myself. she never come me again like that. that's our secret, sister. now she 30.

#5773

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I like to be naked when I’m home alone. My sister came home when I had the music loud and caught me. She didn’t say much and hurried a way. Later I asked if she would say anything.. She said she wouldn’t. A few days later even tho I knew she was home I left my room naked.. When she saw me I just said you’ve seen me before. lol. After some convincing she said she would try it. Now she likes being naked.we do everything nude. I can’t help having a constant hard on.

#5752

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I was 16 and my little sister was 13, she used to always wear boots shorts around the house and she had small tits so she never had a bra on. She would drive me crazy how she would bend over and her shorts would ride up her ass. She had to know I would stare at her. My parents went out for their anniversary one night and we stayed home. I was high watching a adult comedy that showed tits so I was already horny. My sister came in the room with her boots shorts on being a tease. She knew i was high and kept asking and begging me to get her high. I finally gave in and got her high, she started acting goofy and starting playing around so I held her down and poked her sides because she's ticklish. She was squirming around and my had slid across her nipple. She looked up at me and we made eye contact for a few seconds and I couldnt help myself I grab on her tits as I slid my other hand down her shorts and started playing with her before I made her suck my dick until I came in her mouth

#5724

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When i was 14 years my sister was 10 years old my mom worked 2 jobs so she had to work double shifts at a local restaurant and a clothing manufacturer my 70 year old grandmother would usually watch us and care for us while my mom worked although she was not so attentive… me and my sister would normally take showers together from toddlers it was normal to us but when i realized my grandma wasn’t really watching us is when i really took advantage at first i would just grab my sisters ass and pussy not aggressively but more so romantically ha. Then one day at school my friend with a iphone showed me a porn video THIS CHANGED MY LIFE i was thinking about doing those things to my sister the whole day while in school it was driving me crazy i wanted to get the chance to experience those things myself

Later i had got home and i had almost forget what my friend showed me up until shower time… i waited for my grandma to leave, she would usually hear us call her when we were done so i knew i could take my time i asked my sister if she wanted to play a new game i told her to stand up and close her eyes so i could tickle her and make her laugh then i licked her tight little hairless pussy she didn’t laugh but she instinctively put her body on my face i was in nirvana my dick was about to explode i felt so much euphoria and lust so I stopped myself and stood up i asked my sister to turn around and she didn’t dare question me she simply looked me in the eyes and turned around with her little sexy ass touching my hard dick i tried to put it in her ass first but it was a struggle so i tried putting it in the same spot i was sticking my tongue into and i cannot describe this feeling ever with words my penis glided into my lil sis’s vagina she let out a small yelp as i entered her but told me “this is really fun” with a little slutty look in her eyes i started fucking my sister like a porn star and i ejaculated inside my sister i still think about this every now and then and wonder if it ruined me or was the best thing to ever happen

#5721

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When i was 11 my sister got her first serious boyfriend brandon. She was 14 and really only got together with this guy because he was 16 and could drive her places. Her room was next to mine and i could always hear them going at it - which ill admit - i liked, and got me curious enough to start watching porn and touching myself. Eventually i started noticing a few pairs of my panties going missing and i thought my sister was stealing them until one pair turned up under my bed all crusty and covered in i wasnt sure what. I showed them to her and asked what she did to my underwear. She was shocked at first but quickly she explained to me that brandon must think im sexy because he does that to her panties as well. I turned bright red in embarassment because id never been shown interest by a guy before. She told me she would wash them and bring them back to me. The next time he came over she called me into her room and she pulled out my crusty panties and confronted him. He owned up to it and apologized but she didnt want an apology, she wanted him to fuck me while she watched. I was really scared at first but the porn i had been watching made me prepared for what to expect. Before i knew it she had me pinned down with her bare ass in my face while he wrecked my virgin pussy. It didnt take long before i felt him shoot his warm load into me and to my surprise my sister got right to sucking the load out of my pussy and she used her tongue on my clit to make me have my first real orgasm. After this i became their own personal sex toy. If they told me to come into the room, i went. They told me to strip, i stripped. Any position, any hole they wanted from me and i gave it right up.

One night our parents were away and my sister said she was bringing some friends over for a little party. I didnt really want a bunch of strangers in the house overnight but i went along with her and told her i wouldnt tell mom and dad. I didnt know who she had invited but when they showed up i realized they were all just her brandons friends. They drank for a few hours and started getting pretty rowdy when brandon spoke up and said something ill never forget. It froze me dead in my tracks. He asked "who wants to take the first turn on the young slut?". I realized then why they didnt invite any girls over to hangout, because they already knew they were getting pussy at the end of the night. Brandon grabbed me and pulled me into my bedroom and held me down while one of his friends pulled my clothes off. There wasnt much i could do as there were 6 guys and my sister was already passed out drunk in the other room. If one of them was waiting his turn for me i would notice him leave and my sisters bed would start shaking next door. She wasnt concious enough to push them off so they didnt need to hold her down. I dont remember how long it lasted or how many dicks went in and out of all my holes. I just remember crying on the bed while they all got dressed and left. Brandon told me i was a good whore and that was all i was ever going to be, how nobody would love a whore who had been used up by 6 guys when they were just 11. I went to check on my sister and found her completley covered in cum, she dumped brandon after that night but i believed what he said for a long time.

I became the school whore and most guys who wanted some could easily get it. One time when i was 15 i saw a group of 3 probably 12 or 13 year old boys hanging out in the park and since there was nobody around i showed them my boobs and them touch me all over. I took the 3 of them into the wooded area and sucked all their little dicks until they came. By the time i was 17 i had fucked over 50 guys, the oldest being my 47 year old gym teacher, stereotype, i know but he was super hot. In college i got ran through by every frat on campus (gangbang) and would estimate with the amount of cock i took in those gangbangs i had been fucked by close to 200 guys. Then one day in my last semester i met a guy a few years older that loved how much of a whore i was. He treated me good and encouraged me to have lots of sex, mostly in front of him. Weve been married 2 years now and he often pimps me out to his friends and coworkers. Ive lost track of how many guys have used my pussy by now but its gotta be closing in on 300.