This is an adult read event that took place in my life. If you are not 18 years of age, please leave now.
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Hello! Thanks for choosing my story. I hope you enjoy your reading. I have been reading members wonderful experiences and fictional stories here for quite some time now. I finally decided to write my first of many experiences here and share it with all of you. I have had sexual encounters with two members of my family, my sister and my mom. Neither of the two knew I was having sex with the other, even till this day and I think it is better this way.
This story is the beginning of a wonderful relationship that happened between my sister and me. It sparked a whole bunch of great events between us and still to the present day. All the events are true with slight modification.
I will start with the first time I had "fun" with my older sister. There has been other occasions since and continuing to the present day and will write about them in due time. Sex with my mom did not come till later after my sister got married, which was a little late in her life according to my parents. I will get to those stories out to you later on.
First Time With Sis.
When my sister and me were still living at home with our parents in our large 4 level, 5 bedroom house. I used to try and get a glimpse at Holly whenever I could. Our family was pretty liberal back then, we didn't always close our bedroom doors when changing or closing the bathroom door when showering, walking naked from bathroom to bedroom, stuff like that. Let me tell you, it was not easy for a horny guy like me growing up seeing two women walking about almost naked at times.
I have always had the hots for my sister Holly. We were really close growing up (still are). She is 10 years older than me. She was a really sexy and horny woman, still is now at 53. When I first took notice of her she had a body to die for, 5'9" tall with just the right curves and these wonderful 36C tits, a nice rounded ass, just the right shape and size, long shapely legs and the most well trimmed bush.
I used to wait for here to come home from work and go upstairs to change. I would hide in a spot where I could peek around the corner and watch her change. I would get as hard as a bar of steel. When she would finish changing and would go downstairs I would run up to my room for a quick jerk off session. This went on for quite a while, shower peeks, bedroom peeks and in the summer months seeing her in a bikini around the pool.
A few years went by. I was now 18 years old and my sister was 28. It was December 31rst, New Years Eve. My parents and some of there friends, along with me, my sister and her fiance were all going out to celebrate the New Year. My parents and their friends went ahead of us. My job at the local fast food joint had me scheduled to close up that night and I would not be out of there till about 9:00pm.
My parents asked Holly if she could stay behind and pick me up from work to get me home so I could get ready for the party. She agreed and said she would tell her fiancΓ© to just meet us there.
With all things said and done, Holly picked me up and rushed us home so we could get ready. We were both crossing paths, bumping into one another running in and out of the bathroom from our bedrooms trying to get ready in a hurry. You'd think with such a large house we lived in we would have two bathrooms on our floor of 4 rooms. No, we had only one bathroom on our floor. God forbid if we touched yet went into our parents on suite bathroom. Holly had showered before picking me up. I went to my room, got undressed and was walking down the hall towards the bathroom when I glanced into my sister's room and saw her sitting on the corner of her bed. My jaw dropped as I stopped dead in my tracks, like hitting a brick wall. I could not take my eyes off of my sister. There she was, naked, her tits out in the open, putting on her pantyhose. You know, the type you don't wear panties with. One leg up on the bed and the other on the floor, causing her to expose her pussy, what a sexy sight! She stood up to pull the part up over her hips to her waist and looked up at me, stared for a second and said in a sly tone "like what you see kiddo?"
I was an idiot because all I said, as if in slow motion, was "Aaaaaaaa... Ya" and walked off with my hard on to the bathroom.
I hopped into the shower took in the feel of the water and started soaping up. I lathered up pretty well especially my dick as I started stroking it furiously with the thought of my sister's tits and pussy racing through my mind. I have never seen them that close. I came, shooting cum on the shower walls. I rinsed off, shut off the water and reached for my towel.
I had my towel over my head while I stepped out of the shower and started drying off my head not realizing Holly was there doing her hair and makeup. When I pulled the towel down to dry the rest of me I saw Holly looking at me with a shocked look on her face that quickly changed to a devilish look.
"Did you rinse off the shower?" she said. I looked at her with a grin.
"Wouldn't be funny, for you, if mom found your cum in there." She added
I looked back at the shower as she walked off to her room. All the while I was naked in front of her. I blow dried my hair shaved what hair I had on my face, brushed my teeth and the whole time thinking that my sister was there looking at me, at my cock not to mention the fresh image of her pussy in my mind. I finished up, went to my room and got dressed.
We left to go meet our parents. While driving we shared some small talk. She had her dress up enough so it would not touch the floor of her car. I couldn't help notice my sister's legs as she drove. She looked at me and said "Quit staring silly, your acting like a virgin"
I looked away and down, clenching my hands together and said in an embarrassed tone "I am sis... sorry". Holly looked at me in an angry yet concerned way and said "DON'T BE SORRY!" Then she toned down saying "You're a great brother, kiddo. I didn't mean to hurt your feelings. I just didn't think you haven't been with a girl yet."
I responded with "I'm not very popular with the girls"
Holly sighed; put her hand on my leg in a comforting way saying "It will come, give it time"
The rest of the ride was pretty quiet except for some more small talk. Finally, we got there. While looking for parking spot we saw her fiancΓ© Dan parked sitting in his car waiting for us, we waved as we passed him and ended up parking at the complete other end of the parking lot. Before we got out of the car my sister asks out of the blue in a curious way "Is that why you're always peeking at me, is it curiosity?"
"No... Yes... No" I could only answer.
I never thought my sister knew I was stealing looks.
"Well which is it kiddo?" she asks nicely. Since she knew, I might as well confess. "Well it's like, not curiosity... not curiosity about sex... but... more like curiosity... about... you... I think you're really... Aaa... hot"
She sat back against her door in aw "You risk getting caught by mom and dad just to see me... like... to really SEE ME naked... WOW! I just thought you were looking like me as an object, like you do at the girls in your dirty magazine." I was a little shocked as to how she knew about the magazine I hid in my room.
"I... I'm...flattered... I don't know what to say." She said with a huge smile. Just then her fiancΓ© Dan knocked on her window. As we got out of Holly's car he kissed her hello and asked "Is everything okay"
Holly quickly replied "Everything is fine. I just found out your future brother in law has a crush on some hot chick."
"I see, maybe you should let her know how you feel about her" Dan added while patting me on the back as we all walked to the reception hall.
Little did he know I already did. We got in, checked our coats, found our table. It was close to the front where my parents and their friends were sitting. It was getting close to 11:00pm. As we sat down our meals that the waiters were holding for us arrived. We ate as we watched people dancing and partying it up waiting for midnight. After eating I was wondering around the hall laughing at the drunken people and checking out the women and ogling over some of their attires, trying to get peeks at cleavage and legs. I ended up by the bar near the back of the hall and started talking to some guy when Holly saw me on her way to the washrooms.
"Hey stud, do you want to dance? " She asked.