Confessions tagged with 'sister'.

#6036

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At 13, I started something taboo I didn’t know I would turn into much more. It all started in the pool with my Mom and my Sister.

We had a private backyard pool and I wanted to go skinny dipping. Soon my Sister followed suit, or lack there of, while my Mother was hesitant and remained reserved.

We swam for the rest of the afternoon like always.

The next day, we went to edge of our pool and dropped our suits before jumping in. When I came up to slick my hair back, I saw my Mom drop her top.

Her big boobs rested much lower on her without the support of her wired bikini top and I noticed she was nipping out.

I suddenly found myself growing hard seeing my Mother’s sexy big boobs; much more so than my Sisters.

My Mom started to walk down the steps of the pool when my Sister questioned my Mom about her bikini bottoms.

My Mom hesitated at first, but then felt compelled to square up with us before getting in.

My Mom unsnapped the sides of her bikini and let them drop off her as she walked into the pool.

I swam down by my Mom to get her bottoms and sneaked in a peek at her lowers seeing a completely bald pussy.

I came up in front of her to hand them to her and she told me, “Well, thank you sweetie, but you may as well throw them away… I won’t be wearing them any longer.”

After swimming for a while my Mom said, “Well, I guess I should lay out to start evening out these tan lines.”

My Mom laid in the sun and then asked for some lotion so she wouldn’t burn. My Sister went to hand her the bottle when my Mom said, “Why don’t you let your brother do it.”

I straddled my Mom as I rubbed the lotion on her shoulders and the her back. I kept going as my Mom stayed quiet. I started lower on her and still, she stayed quiet.

I worked some lotion onto my Mother’s butt as my Sister watched on.

I rested back up on my Mom’s hips and butt as I leaned over her to smell the lotion I just put all over her.

I knew she could feel my hard on I had for her but all she did was thank me for caressing her.

My hard cock began to bead up some precum so I lubed her crotch up with my cock and noticed she wasn’t stopping me.

Before my Sister knew better, I found myself trying to enter my Mom as I started pressing her with the head of my slick wet cock.

I slipped my throbbing shaft into her balls deep as I heard my Sister whisper, “Oh, my God…” when she realized I would be fuck my Mom from behind at the side of the pool.

My Mom whispered, “Your Brother is fucking me, his own Mother, and you’re going to watch him do it… just please don’t stop him… let him do it… it’s what he wants… so just let him fuck me…”

I continued taking my Mom as my Sister watched on in disbelief; I could see it on her face…

After a couple of minutes of in’s and out’s in my Mom, I couldn’t take it anymore… I was getting ready to blow it in her.

My Mom knew I was getting close and stayed quiet. I thought if she didn’t want me to cum in her she would have warned me by now, but all quiet with my Mom.

Suddenly, I began to grumble and grunt as I launched shot after shot of my hot cum as deep into my Mom as I possibly could as I pressed her from behind with all of my might.

I felt like I was trying to get my Mom pregnant even though I didn’t want to.

My Mom, with clenched teeth, encouraged me to finish cuming in her as hard as I could as she told me, “That’s it baby, bring it home… fill your Mother with all of that hot young boy cum, baby!”

I kneeled behind her and pumped her full of everything I could before reluctantly pulling out of her.

My Sister asked to see our Mother/Son cream pie load I just left in her.

I sat back to recover as I heard my Sister say, “Oh my God… you really did it… you fucked your own Mother…”

#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