All In The Family

February 17th, 2010 in Lust by 17 Comments

“I’m so ambitious, I might hit two sisters” – Skateboard P

Two sisters at the same time is disgusting. It’s immoral, it’s incestuous, it’s just plain nasty. But two sisters, at different times, is just ’98 Jerry Springer, it’s an episode of Cheaters, it’s like hitting friends. Call it a sick fantasy, but I needed these two, just for the thrill of the chase. The thought of getting one to piss her sister off turned me on. It took a long time, but I made it happen, and I learned an important lesson: some shit just looks better in the store.

This all started with sister #1, Ash. I’m recalling from memory here, but I believe I met her at Fairlane mall about 4 years ago. We had a pretty good vibe, but the whole time I was kicking with her, I was trying to get at her cousin and her sister. Her cousin was fine, while her sister just had a lot of sex appeal. I wasn’t obvious with it though; I just flirted every now and again. It didn’t really make me any difference if I ever got on with them, but I played around with the idea mentally, of Ash riding me one day and her cousin coming in the room, throwing her off of me, and taking over. Ah well, never happened.

Eventually, I stopped talking to Ash, and like most women I dealt with from 02-05, they ended up getting knocked up. She gained a good 30 lbs and went from thick to….more than thick. Plus she picked up the ugly habits of cursing like a sailor, smoking weed, and drinking like a fish. It was a wrap. I still kept in contact with her cousin and sister through facebook though, but I never tried anything, I just spoke once in a while.

Her cousin wasn’t having it. She deaded any advances I ever shot her way. I grew tired of the rejection of even the simplest things and stopped talking to her. But her sister, Nique, she kind of just played it off. She has a man at the time, but she still flirted back every now and then. I tried getting her to come over about 20 times in 2 years, but she never did. One day though, I was out and about and she sent me a text out of nowhere and I told her to meet me up at the White Castle by my house.

The WC parking lot was BANGING. It’s directly across the street from a club so there were women everywhere. I was so busy trying to get numbers, I almost didn’t see her sitting in her car. I sat in her car, we talked for a minute, then we got in my car and….of course, I was sucking her breasts 5 minutes later. She told me to stop because she was on her period and she didn’t want to be worked up for nothing. I agreed. The next morning, I open up my phone to find some rather interesting picture messages from Nique, suggesting she was ready.

Nique and Ash live together now, so there was no way I could have sex with her over there. After a few times of trying to get at her without success, I deleted her number and kept it moving. It wasn’t until I was searching through my text on Google Voice for the word “star,” that I thought about her again. Even though her number was gone, I remembered the signature, so I just sent her a text to see what was up. To my surprise, she responded “you.” GREEN LIGHT.

It’s about 1 in the morning, I’m on my way to her house. Her sister, Ash, and her Ash’s boyfriend are downstairs on the couch, but they are so blowed, they barely payed me any attention. Just for good measure, I kept on my hood as we went up stairs.

She lived in a good area of Detroit, if there is a such a thing, but it doesn’t matter if you put a rat in an alley or a 5 star hotel, it’s still going to fuck everything up. That’s exactly what happened. How they managed to make such a beautiful home turn into the set of an episode of ‘Clean House‘, before the garage sale, is beyond me. Her room was at that stage where you can tell somebody’s GROWN ass needs their own house because they have way too much going on in there. You know when their room is an office, bedroom, living room, and kitchen. You get the picture.

So we’re laying in her bed, watching Sugar Hill, and I start to cuff her breasts in my hands. I run my fingers across her nipples to watch her physical reaction. Her nipples grew hard which led to me kissing them. I unsnapped her bra, pulled her wife beater over her head, and began kissing all over her chest. She grabbed my dick, went under the covers and licked the tip. She sucked, licked, and slobbed until I was so erect, my dick was jumping around uncontrollably. She reached back to a drawer and pulled out a Trojan Ultra-Thin condom. I looked at her crazy while she tried to roll down a condom that clearly wasn’t big enough. I grabbed a magnum out of my hoody’s front pocket, she rolled it down, and laid down on the bed.

As I slid in her, she started to move her body in a very weird way. It was almost like she was trying to dance on it. Not only did it look dumb, it completely threw off my rhythm. I finally got her to throw it back on beat when I was hitting it from the back. It seemed as if the whole house vibrated everytime I stroked her. I went with more thrust as she whispered “fuck me harder,” hitting it so hard that my nuts started to hurt from slapping up against her ass.

We must have gone through about 15 positions in 45 minutes, but something was still off, other than her awkward movements. While I sat there trying to figure out why I couldn’t bust a nut, she moaned out “choke me.” Ah, a smile hit my face, and I put my hand across her neck while I stroked her harder and faster than anytime prior to that. She rubbed her clit with her left hand and grabbed the sheets with the other. Perfect. Nuts.

I put my pants on and followed her downstairs, through the living room where her sister and her boyfriend laid knocked out. I honestly could have gone without ever having sex with her. I’ve had 5 better partners in the last two weeks, but ah well, it was just something to cross of my bucket list.

Have you ever had sex with siblings? Did you enjoy the mental part of it or was it something that just happened?

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Author: The Undresser

Black, Single, and Not Looking. Enjoys grilled salmon, cold glasses of water, and grocery shopping at Meijer. Likes women with nice ass to waist ratios, Reese Cups, and watching Real Time with Bill Maher. Dislikes cigarettes, littering, and disobedient children.

17 Comments

Vote -1 Vote +1QueenT

2/17/2010



No, only a hoe would do something like this…guys, can probably get away with this more but even then its suspect behavior. I would probably have done something like this is High School…in fact, I remember I was going with a guy and crushing on his brother..both were really cute and popular. Nothing ever became of it though..but, in my adult life I would never attempt this…although, I am not saying I wouldn’t fantasize about it……

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Vote -1 Vote +1Shawn Smith

2/17/2010



I’ve done sisters. The first one and I were in the army together. Met on assignment. Found out we were going to the same follow along unit and she let me stay with her before I deployed. While overseas she told me she had a sister and she would be staying with her. The first girl ended up replacing me for the deployment and when I got back I kicked it with the other sis. She was just coming out of a relationship and wanted to experiment sexually. We did everything she wanted and some I wanted and had a good time. Eventually the other found out and kicked us both out of her house.

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Vote -1 Vote +1Spokenword

2/17/2010



I see you did not comment on the other Kardashian post. You knew you were wrong and hopefully felt regret for the things you said.

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Vote -1 Vote +1The Undresser Reply:

regret what? lol. I stopped checking that post a long time ago.

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Vote -1 Vote +1Spokenword Reply:

Yeah right. I will let you think I believe that.

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Vote -1 Vote +1FEDS

2/17/2010



I see you’ve returned.

I’ve never smashed siblings but I’ve unknowingly smashed homies. The sex was wack with both.

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Vote -1 Vote +1The Undresser Reply:

I wouldn’t expect you to say anything else, lol.

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Vote -1 Vote +1Contagious

2/17/2010



Siblings, thats a hell no! Homies.. sadly yes! Actually im not so sad cuz the 1st was WACK and the 2nd was way too fine to pass up!! Definitely a notch on my belt that I can STILL brag about! HAHA lmfao @ me and my college hoe tendencies!

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Vote -1 Vote +1The Undresser Reply:

sit ur fast ass down somewhere girl.

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Vote -1 Vote +1ItsAmazing

2/17/2010



LOL Unfortunaly I have with brothers it was about 5 years apart, I was talking to 1 but always found the other one sexy. When I was dating #1 the other would always jock me……………The 1st one he had a freaking ashtma attack during sex(so I dont know if I should count that —lol) The second 1 was great exactly how i like it but come to find out he has a GF (plus 3 babies,)that he was living with at the time I didnt know I guess that is what I get

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Vote -1 Vote +1DidIt

2/18/2010



I did twins once. I dated one brother for a week or two than the other for a couple of months. I felt like a champ. Serious notch on my belt.

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Vote -1 Vote +1Hun E Dip

2/18/2010



This post was a turn on…funny tho, I have 2 friends that are sisters that live together with the SAME NAMES, I think ima ask some questions lol

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Vote -1 Vote +1Columbus Dating

2/19/2010



Never expect sex on a first date. If all you are after is sex, you have come to the immoral place for reading material. If you are looking for the girl of your ideas, there is not anything sexier than a patient man. You are easily gifted of waiting for the right woman.

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Vote -1 Vote +1Yaz

2/22/2010



yup. There was this guy I was dating, who had a way cuter, way nicer, younger brother. I used to play around and say I was going to do him, but it was always just a joke..wrong. His brother was fucking around, acting like an ass, and trying to play me like he had me under his thumb. So one day, when chilling with my boys, said boyfriend was not present, but brother was. I decided to fuck him. Revenge is sweet. lol Wasn’t as good as my ex, but I never let my ex know that.

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Vote -1 Vote +1The Undresser Reply:

yea, that was ultra grimey. Not much on your part, but on his brothers part. Who knows though, they may have an arrangement and it never mattered. You may think you got them….and they’re sitting back laughing at you. Seems like a win, win.

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Vote -1 Vote +1Yaz Reply:

Hmm who knows. They stopped talking for a while, but it could just be an act. Oh well. lol

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Vote -1 Vote +1Miracleon34th

2/23/2010



Yeah I have slept with two brothers before it was the worst move ever. I kicked it with this dude for a long time but it was more on a homeboy type tip. We played videogames together, played bball, worked out, clubbed together but nothing really went down except for an occasional smack on the ass here and there. So his younger brother came in town from school one weekend and I was having a Cougar moment and I changed his life. Well a few weeks later older brother confronts me about it – apparently he was under the impression that we were talking – so i did a sympathy fuck. He sucked.

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