Confessions tagged with 'sister'.

#3022

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I must say that, I’m blessed with a very thin cock. He’s not short, he’s 17 cm long but looking to my friends when we shower after sports or when we do our circle jerks as all teenage boys do, mine is very slim. Almost only the half of the other boys. My grandma, with who I could talk about anything and who I told it, had looked at it and said, it has the thickness of an early teenage boy but the length of an adult. I have been 15, when I fort he first time showed it to a girl. We had been at the cinema and on the way back we made a Stop on a bench in our park. We kissed a lot and she accepted my Hand under her shirt. And she tou-ched my cock outside my pants. I opened my fly and took „him“ out. The first she said was, thats thin! OK, I knew already. But then she said something, I will never forget. She told me, that it’s the ideal Cherrybreaker. Even because it’s so thin. The length is good fort he girl to feel it deep inside her and the thinness is good for not hurting so much. That evening I „only“ got a blowjob from her but 2 weeks later she invited me to her home and she had me take her little sisters virginity (of course the sister wanted it too!). It seems to be true, the little girl, from the look still more kid than adult, only felt a very quick pain, then only fun and joy.

#2986

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my sister is 3yrs older, we started fooling around when i was around 8yrs old, and when i was around 13yrs old, we fucked a few times.

we grew up, when i was around 22yrs old, she met this guy, and shortly after the guy and his 10yr old daughter moved in with my sister.

i didn't like the fact the guy moved into her house and not the other way around, until my sister laughed as she said he has a hot daughter.

my sister invited me over for dinner so I can met them, the guy's daughter is a stone cold knock-out, and i could not take my eyes off her perfect little butt.

she has a small frame with blonde hair, blue eyes, with a perfect little body, and the roundest little bubble butt i've seen on a preteen.

my attention was mostly on her, chatting with her, joking around with her, and she really was digging me.

in the conversation it came up that i always go fishing, the guy's daughter says she always wanted to go fishing but he would not take her.

my sister jumps in saying i should take her fishing tomorrow which was saturday and it was set, i was going to take her fishing.

that night i had to jackoff a few times thinking of fucking that little girl and got very little sleep that night, even jacked off a couple times in the morning.

so i wear a pair of of thin loose fitting shorts planing on maybe flashing her to see how she reacts and go from there.

i get over there to pick her up and she comes out in a pair of spandex shorts and a rather tight top, i could not believe what i was seeing.

we get to a secluded fishing spot, get setup, and i get behind her to show her how to cast.

i crouched down a little so my cock was lived up to her little butt, i was starting to get hard just thinking of my cock touching her butt.

as i'm showing her i'm softly rubbing my cock in the crack of her sweet little butt, she then said she can feel that. and i play dumb asking feel what?

she said that she can feel that i have a big dick, i was like ummm huh, and she pushes her butt harder into my almost hard cock saying it feels big.

so i say yeah i have a rather big one, she bends over putting the fishing rod down, and turns around facing me then says okay let's see it.

again i'm like ummmm huh? she says well come on, let's see it, show it to me.

fuck i pulled the front of my shorts down and my 8" cock flopped out fully hard and she says damn Karen (my sister) was right, you do have a big one.

again i'm like ummmm what? she say oh be quite, drops down to her knees, and takes a hold of my cock, then i watch as she starts sucking me.

all i could think was oh fuck, this beautiful little girl was sucking my cock, and she takes my cock out of her mouth saying you want to do me don't you.

i asked her has she ever had sex before, she says yes her dad fucks her but his dick is not this big, she pauses, and says i have to do her in the butt.

again i'm like ummmm what?

she said that i have to do her butt so she don't get pregnant, i told her that i can't get a woman pregnant, and now she's like ummm what.

i told her that i squirt but it won't make a baby and she said okay in an almost excited voice.

yeah as i'm licking her little bald pussy that has a slight tinge of pee, i could tell her pussy had been well fucked, and i got up on top of her.

eased my cock into her tight little pussy a she moaned, i slow fucked her with just half my cock, then i started going deeper, and deeper.

her pussy was so fucking tight around my cock, i started fucking her harder, she moaning loudly, and i start drilling her little hairless pussy.

then i shove my cock in her little body almost all the way as the first blast of cum floods her pussy, she let out a scream, and I pull back.

i then shoved my cock in her again, she screams, and the second blast of cum floods her little body.

after i finished filling her with cum, i pulled my cock out of her gaping bald pussy, and as my cum pours from her hole she said oh fuck is you dick big.

i said oh you'll get used to it, she smiled at me saying oh i'm sure i will.

we fucked 4 more times that day before i took her home.

when we got there, her dad was gone to work, my sister asked if she enjoyed herself, and she said yeah i did, you're right he has a really big dick.

my niece ran off to put her things away, my sister asked well did you enjoy yourself and all i said was thank you.

my sister told me the only reason she let this guy move in because she knew he was fucking his daughter and thought of me.

she told me she liked the guy, but wished he had a bigger dick, and i said well if you want a big cock, then pulled down the front of my shorts.

I fucked my sister right on the dinning room table and my niece sat in one of the chairs watching us.

now i fuck my niece all the time and fuck my sister when she wants a big cock to drill her pussy.

#2927

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I was 16 when my sister, 19 caught me jerking off. I didn't notice her at first but had one hand on my cock and the other cupping my balls when I looked up and saw her in the doorway. "Oh fuck" I said and covered up. She laughed and walked over to me. "You know Dave, mom and dad are gone for the evening and my cunt is itching." She uncovered me and my hard cock was staring at her. "Man you got a big cock" she said. I didn't have anything to compare it to so I didn't know if it was big or not. I was a bit nervous and my cock started to shrivel a little when she reached out and grabbed it. She crawled on the bed between my legs and said "Here. Let me help you out." She bent over and started to suck me. Oh fuck it felt good. It wasn't 30 seconds and I let go. I didn't know I was supposed to warn her but she really didn't seem to mind much. She took it all in her mouth and even kept sucking after I was spent.

I tried to apologize to her but she just put her finger up to my lips to hush me. She kept sucking until I was hard again. It took about five minutes. I usually stop after I cum but this was on a whole new level. When my cock was rock hard again she got off the bed and stripped. Her tits were perfect and I could she shaved her pussy. "Now little brother, you're gonna get your cherry popped. I wasn't sure what that meant but found out when she straddled me and plunged her cunt down onto my cock. "Oh fuck" she said. "You have the biggest cock I've ever seen." She started to gyrate and bounce up and down. Then she grabbed a nipple in each hand and pulled. It hurt for a few seconds then it was like a bolt of lightning went from my nipples to my cock. She collapsed as I started cumming. She was now laying on top ov me and shoved her tongue in my mouth. I came hard but it wasn't nearly a full load. She kept fucking me until I finally shriveled up enough to pop out of her. She continued to kiss me for another minute or so then rolled off of me.

We laid there for a few minutes and she sat up. "Don't worry stud, nobody will ever know. But I have to say, with a cock like yours I'll let you fuck me any time you want." She then got up and walked out of the room. I was flabbergasted. I had to lay there and think about it. I knew mom and dad would be gone for the weekend so I thought about what to do. When I woke up in the morning I decided to test her words. I walked into her room. She was asleep. I crawled under the covers and felt that she was naked. I reached around and started to play with her tits. After a couple of minutes she rolled over. She was awake and asked if I wanted to fuck her. When I told her I did she said I had to lubricate her first. I asked how to do that and she said I had to eat her.

I didn't know what she meant but with her instructions I managed to eat her pussy for the next half hour. When she had me nibble on her clit for a time she screamed she was cumming and I tasted it. Then she said if I could I was okay to fuck her. My cock was hard and I hadn't even touched it. I quickly scooted up and lifted her legs. I shoved my big cock inside her. I fucked her until I came twice. It took over half an hour and when I finally pulled out she was crying. I asked what was wrong and she said nothing and pulled me down to her. I was still inside her and we hugged until we both fell asleep. She woke up before me and we were able to talk about it for a bit. She made sure that I would never tell anybody and I agreed. We became as close as two people could get that weekend and have been close ever since.

I've been married for seven years now and still fuck my sister whenever I get the chance. My wife has no clue and as long as we're discreet she never will. I'm so blessed to have a woman I love at home and another woman who gives me the best sex of my life in my sister. Like I said, what a fucking slut she is but I love her anyway.

#2906

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Growing up I had quite a normal life, my mum and my dad were still together and living happily. They ended up having 3 children, my older sister, me and my younger sister. After my younger sister was born, my dad "left to go get some milk", I dont think he could handle 3 kids. Right now I'm 16, my older sister is 18 and my younger sister is 12. A few years after my dad left, when I was about 6 or 7, my mum shouted for me and my sister to come upstairs, which we did. When we both walked in she was lying on her bed, fully naked, breastfeeding our younger sister. In a panic we both ran out, but she demanded for us to come back in. Worried incase we got in trouble, we both walked in. She told us to lock the door, which my sister did, but I couldnt stop staring at her pussy. I've never considered my mum attractive, but I couldnt take my eyes off of it. My mum noticed this and started to finger herself in front of me, this is my first memory of a boner. She told both me and my sister to take our clothes off of each other, and when we did, she told only me to put my sisters clothes on. I was so confused at the time but still did it, I kind of liked being bossed around. She told me to come over in front of her. As soon as I got there she grabbed my head and pushed it into her pussy, told me to lick it and smell it, and I did, and I loved it. She held me there for a few minutes, and I noticed something warm, it was her pissing in my mouth. It tasted bad but I didnt want to get in trouble so I kept licking. I noticed she had my older sister sucking on her other tit. She let go of my head and were told we could leave. My mum started walking around nude and getting us to bathe together. Eventually me and my sister were walking around nude and copying what we did with our mum. I would suck on her nipples and lick her pussy as she peed in my mouth. My mum caught on to what we were doing and invited us to sleep in her bed tonight. I remember her putting something on to watch as we layed in bed, there was a girl on all fours. Except I noticed, it wasnt a girl, it was a guy wearing girls clothes. A group of women came along, these all wearing strap ons, big ones too, atleast 10 inches and 4 inches in width. The "girl" was fucked senseless for an hour and all I thought was, I wish I was that guy. My mum got up and threw me some used panties. They were wet and had a blood stain on the front, but I still put them on. My mum opened a draw, only to pull out a dildo and a strap on, she told me to shove the dildo up my ass. I had no idea what the dildo was until she handed me it, and well I tried, I wanted to copy the guy on the TV, but I couldn't get it in. My mum took it back off of me, only to start shoving it violently up her pussy. She pulled it back out and started to suck on it, my sister was watching, she looked confused. I asked about it and she had no clue she could stick anything up there, she started trying to put her own fingers up until my mum told her to stop. She handed me back the dildo, and I sat on it, only for it to slide up my asshole. It was really painful, to the point I was almost crying, but I think my mam enjoyed watching it. I sat in pain for a bit, while I noticed my mum was putting the on the strap on. My mum faced my sister and pushed her down on the bed. She told me to watch as she positioned it right in front of her entrance. She pushed it in and my sister let out a yelp. She kept telling her it hurts, but she continued and eventually, she stopped saying it hurts and she seemed to enjoy it. I also stopped feeling the pain in my ass, and would try to go up and down, it was quite hard at first. My mum pulled out of her, some blood came out with it, and she moved on to me. She pulled out the dildo, it really suprised me but as it passed my sphincter it felt great. She started fucking me with her strap on, she was quick and aggressive, and I liked it. While she did she pulled on my hair, I loved being used by her. She told my sister to bend over infront of me, her ass was in my face. My mum pushed my head into her ass, telling me to lick it. My sister obviously hadn't wiped correctly, since it tasted really bad, but I also kinda enjoyed it. I think the constant moans we were all making woke up our little sister, who was sleeping in her cot. This queued us to stop. My mum pulled out and I gave my sister a few more licks. However it turns out it wasnt over. She had an idea that involved my 2 year old sister. She placed her head at my penis, that was still hard and she started sucking, I guess she thought it was a nipple. She kept doing this until I orgasmed, I obviously couldn't cum as I was too young. My mum then actually breast fed her and I took the other nipple as my sister fingered my ass. As we grew up this would happen more often, we all grew to be nudist and very sex open. My mum realised she could keep my behaviour in check as well as my grades high if she offered to fuck me with her big strap on as a reward. She would still end up doing it regardless anyways. If she didn't, she raised both of my sisters to be dominant and I'd let them fuck me. I liked it when my older sister fucked me since she had a horse cock strap on and a pink one that was covered in rubber spikes. They felt great.

When my younger sister turned 8, I got the pleasure of taking her virginity. On her birthday, we let her be the one in control of everything, and well it turns out my younger sister is really kinky. I was tied to the bed, unable to move, she made both my mum and my sister shit in their pants and leave them on. My sister kept giving me little scratches and bites, usually biting my nipples. She drew blood from a few scratches but it was alright. She let my sister and mum take off their panties and left them on the floor. She demanded that I let them sit on my face as I eat their asses out. I didnt really want to taste their shit but i still did it anyway. I havent really mentioned but my sisters and mum are quite chubby. They let their full weight on my face and I proceeded to lick the shit off of both their asses. While doing this my sister pulled out my cock which is currently hard as nails. She opened up her lips and slid down my cock, I popped her cherry and had her moaning and screaming for the first few minutes. After we finished I was the "toilet for the day" I wouldnt eat their shit but let them all piss in my mouth.

Sometimes when I really need to be fucked, I like to get in bed with my sister or my mum, play with them while they're asleep, let them wake up and "punish me". At these points they're really aggressive when it comes to fucking me, sometimes I get fucked in my ass while getting throat fucked. Sometimes they just piss on me. Sometimes I'll just be walking around my house and they'll come along, push me down and fuck me right then and there. I regularly make out and fuck my younger sister, or she fucks me. We tend to sleep together since I really like her kinkyness. I guess I'm also into the fact shes pretty dirty as in unhygienic. Shes doesnt shave very often as well as showering. But I kinda like the fact that she stinks and is always sweaty. I enjoy licking the sweat and burying myself in her pubes and armpit hair I like the piss and shit stained panties which she likes to shove in my mouth.

On my 16th birthday, I was taken to a nudist resort for a few days, I enjoyed getting fucked by my family. One day we went in public, my mum used her strapon on my ass and started fucking me really hard. It caught the attention of a few people. Some were disgusted but some stood around and watched, the majority were women. Some wanted to try me, and I let them, my mum loaned me her strap on (They wouldnt have known it was my mum) and I got fucked by two other women, one was quite slow but strong and rough, while the other one was really fast and aggressive. I think I enjoyed being watched by a crowd, especially knowing their were kids nearby, but for some reason nobody seemed to care about that. I think a little girl noticed but that was it. We left that day and in the car journey back, I let both my younger and older sister fuck me and use me, if they needed the toilet, that's what I was there for.

This is still a regular thing, I'm probably gonna try getting fucked by my older sister tonight.

#2887

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So I'm at a family reunion with my girlfriend and her family. She had a sister on her dad's side who doesn't really come around but this time she was there. I've always had a thing for her sister because she's sexy as hell, thick, and keeps to herself. Plus I always got along with her better than I did with my gf. So anyway at the family reunion I ran into her and we talked for a lil bit. Then she smiled at me and walked away. So later on that day it was dark outside and we was finishing up. I was sitting on the bench eating barbeque and then she sat dead across from me while my gf sat next to me. My gf reached for my dick and started playing with it under the bench and her sister noticed what she was doing because of my face expression. She started giggling while drinking her hug juice and kept making eye contact with me. So my gf stopped after about 5 minutes and then her sister went under the table after dropping her fork. I felt a hand touch my dick and when looked it was her. I looked around to make sure nobody seen and let her do it cuz shit I liked her. I adjusted myself and then since pulled my dick out just a little bit. She put her mouth on it and sucked it for about 30 seconds and I seen my gf coming back my way so we stopped. After that I headed to the restroom and then her sister did the same. We ended up meeting behind the building and told each other how we've always liked one another which I didn't know she liked me til then or else I would've been smashed. But anyway so we made out and went into the bathroom and I lifted her on the wall after I pulled my shorts down. I slid in and stroked her shit really good and she was tight as hell. I then grabbed her ass and started pounding away and she squirted on me. Then she bent over on the rail and I hit from the back and after pumping for a fat minute I nutted on her ass. We cleaned up and left but not at the same time. Then I met back up with my gf and we left. Her sister comes around sometimes and we still fuck occasionally.

#2878

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I met this woman for a blind date, she had a daughter, Heather who was 7yrs, I have two boys, Dillon who is 16yrs, and Jacob who is 14yrs old. Her and I fucked that night, and then that started a sexual relationship. The kids got along great, my boys watched over her like bothers, and we wanted to move in together. The house I owned only was a two bedroom, I wanted to wait until I sold my house, and she said she would move in until I sold the house, and then Heather could just bunk with the boys. That was perfect because I'm a total perv, my two boys and I have all played before a couple times, just sucking each other off. So I know exactly how it's going to play out with Heather bunking with my two boys, then Kim (my gf) was a total freak in bed, and it made me wonder, does she not see how a 7yr old girl bunking with two boys going through puberty would end up?

So they move in, everything is fine, then one night I caught them, Jacob was laying on his bed, Heather was bending over next to the bed sucking him, and Dillon was behind her just drilling her. As I watched this scene, the only sound Heather was making was slurping sounds, and light mmmmmm sounds. I walked in just as Dillon started filling her pussy, I paused as I opened my robe grabbing my hardening cock, as Dillon pulled out I touched him on the shoulder, and he jumped sky high, I almost started laughing. I put my finger over my mouth telling him to be quite, just then Heather went to stand up so I stepped behind her quickly putting my hand on her back, and Dillon says; "No stay there Heather, I'm not done". I look at her gaping hairless pussy dripping Dillon's cum, with my cock still in hand, I line it up to her little hole, and push my cock into her. She grunted, then looked back, I put my finger over my mouth again, she smiled at me, and simply went back to sucking Jacob's dick. I pulled back a little and shoved my cock into her pussy, she gasped as she went forward putting both hands on the bed to stop herself, and she looked back saying; "wow you have a big one"! I simply want; "shhhhhh", pulled back a little and pushed my cock back into her, she again grunted. Then I started slow fucking her cum filled preteen pussy, her little pussy was so fucking tight on my cock, but my cock easily slid in and out of her now gaping pussy hole, and in no time I started filling her with cum.

As time went on, a few times a week I'd sneak into the kids room and fuck Heather's little pussy. This went on a few months, then one day I caught Dillon fucking Kim (my gf), she freaked out apologizing, begging me to forgive her, and I say; "How would you feel if you caught me fucking Heather and what would you do"? She answers; "as long as you're not forcing her or hurting her, Dillon wanted to, I didn't hurt him or make him do anything". I say; "Well since I'd never know if you two are fucking or not, then I guess it's okay, (looking at Dillon), you can fuck her anytime you want, (looking back to Kim), so I think the kids should sleep with us tonight and let's get everything in the open". Kim looked at me funny and said; "Okay". As we was going to bed that night I told both boys to play with Kim and I'll play with Heather. I'm not sure what Kim said to Heather, but when we got into the bedroom, Heather stripped and got on the bed spreading her legs. I looked over at Kim, she was looking at me, then she smiled at me, and I couldn't get my cloths off fast enough. I get between Heather's legs and started licking her little bald pussy. After 10 minutes or so I felt the bed rocking, I looked up and Dillon was on top of Kim fucking her, Kim is looking at me still smiling. I get up on my knees between Heather's legs, line my cock up to her little pussy, and look back at Kim, she whispers; "Fuck her baby". I started working my cock into Heather's preteen pussy, since Heather was already used to my cock, I started shoving my cock all the way inside Heather's little body, and as I'm looking at Heather's bald pussy taking my cock I hear Kim almost yell; "Oh fuck yes, fuck our baby's little pussy"! I then heard Dillon moaning as he filled Kim's pussy with cum I started drilling Heather's pussy and I started filling Heather's pussy with seed just as Jacob was pumping his cum in Kim's mouth. After we all laid there a while laughing, joking around with each other, Heather then rolled over, started licking my cock, and says; "I like yours in me, it's bigger", I replied; "So you like big cock huh"? Heather chuckles then said; "Yep, because I can feel you squirt your juice in me" and Kim looks at me then said; "Oh fuck is that hot and makes my pussy tingle".

I fucked Heather more than I fucked Kim, within a couple months Kim was pregnant, by who we don't know because Dillon, Jacob, and myself would creampie Kim's pussy every time we fucked her. Kim had a girl, her name is Sabrina, and it was not long before Kim wanted me to cum on Sabrina's baby pussy so she could lick it off as she fingered herself. Heather was pregnant at 13 and had a little boy we named Thomas. I was able to start fucking Sabrina when she was around 5, at this point Kim started getting into huge dildos, and she'd watch me fuck Sabrina as she smashed her cunt with a monster dildo. Kim would lay with her gaping cunt open, then Dillon, Jacob, and I would jack off then cum in Kim's pussy, and then Kim would take one of them monster dildo shoving our cum deep in her womb.

#2840

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When I was 6-8 years old my mom would babysit a classmate of mine named Jesse. Babysit is a loose term, really my mom would be home for us after-school and would be gone all evening until about 10 minutes before Jesse's mom would pick him up. It was just me, Jesse and my little sister in the apartment most evenings for hours alone.

As boys will do, we some how ended up with our dicks out, comparing. What started as show and tell, quickly became touching, stroking and eventually sucking. We found my father's penthouse and hustler mags and just copied what we saw. We were both very small, both uncut and both ridiculously hard for boys that age. We kept it up for months.

Jesse would always ask if my sister could play with us too. I usually said no as my sister and I had some light play at this point and I was both embarassed that she would tell Jesse that she and I had already been touching and tasting and he might tell someone, and worried that adding another person to mine and my sister's play would increase the likelihood of someone saying something and us all getting in trouble and the play stopping.

On the few occasions I would get my sister to play with us and mimic the things we'd seen in hustlers and penthouse magazines, it was fun. No penetration, only hands, mouths and rubbing up against. Usually though it was just Jesse and I playing with each other, while my sister was in the livingroom.

Jesse and I eventually fell out of touch after my mom stopped babysitting him. My sister and I continued to play with each other, a lot until she I was about 12. We tried actual penetrative sex a couple times, but couldn't figure out the mechanics of it at that age. My sister and I aren't super close, but we're cool. No one ever found out about me and Jesse, or me and my sister.