My Playboy Sister (Part 1)

We arrived at the airport at around 10:10. My sister was supposed to be flying in from Lass Vegas at 11:00, so, reluctantly i drove to the airport with my dad to greet her. My sister was only one year older than me, but i was much bigger. As we waited patiently at the terminal i began to think back about my sister.

My sister, Bailey, and i have had a good relationship almost all my life. I haven’t seen her in 2 years because of some family issues with my dad, but they had them resolved i thought. My sister was a 17 year old with the body of a porn star. She was only 4’11,but she had the body to make up for it. She had perfect size 36C tits that gave me a boner almost every time she showed cleavage. Her ass was perfect to say the least and her figure was to die for. I have dreamt about having her for myself for years, but that was just a fantasy that, in my mind, would never happen.

I watched her get off the plane and i was stunned. She was wearing a blue workout sweater and some booty shorts that made my cock wake right up. She immediately embraced me in a hug and i could feel her breasts squeezing against my chest. She hugged my dad and we talked and caught up as we walked back to the car. The whole time we talked I couldn’t help but start at her chest. Her breast were bulging up, bugging for me to take them out, i thought about how good they would feel but eventual it passed.

When we got home i went straight to my room and relived myself from the car ride. After wards i went down stairs and plopped down on the couch next to my sis. “How you doing’ little brother?” she asked as we where watching t. v. “So during the car ride i noticed u looking down my shirt a couple of times, what was that about?” She startled me and i was a little stunned that i had been bought. I simply replied “Well I’m a guy, all boobs turn me on, even if there yours sis.” After that moment of awkwardness, we left it alone.

About ten minuets after our little talk i heard my dad in the door, just getting home from the store. We all bullshitting about random crap for a couple hours and finally it was time for dinner. My sister said she was going to change first and disappeared for about 10 minuets. When she came down i was instantly hard.

She was wearing a low cut top that practical showed her boobs to the world and some cotton short. I even saw my dad glance over wide eyed. So needless to say i was glancing at her tits the whole time. About 5 minuets in she caught me in the act and when my dad wasn’t looking she shook them back and forth. I was a little surprised but i thought she was just teasing me, which she did quite often.

A little later my dad said the phrase i told him time and time again not to bring up. “So we need to talk about the issues we’ve been having Bailey” She immediately looked down and i shot my dad the “shut the fuck up” look but i knew he wouldn’t. I said “yea I’m not getting involved in this” and went up to my room. Moments later i heard some yelling from both parties, and some crying from Bailey. Then i heard her run upstairs franticly crying. I let out a long sigh and knew i had to go comfort her in SOME way shape or form. After my dad had left for his midnight shift at work, i went over to my sisters door and knocked softly.

I heard no answer, just some shuffling. I knocked again and said “Hey Bailey its me, open up” I hear some more shuffling and then the lock on the door pop open and she appeared and told me to come in. She asked if dad had left yet and i said yea. Then i asked her if she was ok. I Saw her eyes start to water and she put her head on my chest and started to cry. I hugged her for a while and then kissed he forehead, then her cheek. Then she lifted her head up and gave me a peck on the lips. This surprised me so i sat there and looked into her beautiful blue eyes. Then her and i leaned in and gave each other a passionate kiss for what seemed like forever. She put her head back on my chest and i heard her mutter “I’ve wanted you for a while baby brother.” Then i felt her lay me back and climb on top of me.

She then gave me another passion filled kiss as we lay there. I moved my hands slowly down her back and as she didn’t protest put them firmly on her ass. As i did this and started to squeeze i felt her hand move down and pull my shirt over my head. I immediately responded by pulling off what little shirt she had on. There they were her perfect, creamy, white breast dangling in my face. She was wearing a lace bra that was almost see through. the then reached behind her and took it off and dropped it to the floor. Her pretty pink nipples were small but they looked so delicious.

“Do you want to feel them?” she asked. Immediately i grabbed her breasts and started fondling them running my hands all over them, kneeing them, in every aspect of the word. I felt her nipples get fin under my strong touch. She let out a small moan as i popped one into my mouth. I was licking her nipple like it was my food source and she was moaning loader than before. Then she moved down and pulled off my boxers and my pants in one quick movement. i felt her hand tighten around the shaft of my cock and slowly jerk back and forth.

I was in heaven. My sister was jacking me off, what more could i ask for? Then i felt her breath on the tip of my head right before she popped it into her mouth. Her mouth was so warm and i could feel her tung doing circles around my dick as she bobbed up and down. I was within seconds of cumin before she stood up and slowly slid her shorts down her thighs exposing her beautiful ass and pretty shaved pussy.

She climbed on top of me and started kissing me again. I asked “Have you ever done this before?” “no” she answer you sure you want to lose your virginity to ME?” “I love you little brother, more than anyone else in the world, i have wanted this for a long time” Those word sent shivers down my spine. “I love you to Bailey, and I’ve wanted this so badly for so long” With that i felt her grip my cock and slowly glide it in to her soaking wet pussy.

Then she let out a sharp squeal of pain. I knew she had been hurt, so i told her to let me, and i promised to be very gentle. I slowly slid my cock in to her tight pussy. She let out another squeal when i hit her hymen. “This may hurt a lot, are u sure u  want me to” “I NEED you inside me baby brother, i need you to stick our cock all the way in your big sister. With that I gave a thrust and took my sisters virginity. She let out a pan full yell and collapsed on top of me.

I softly kissed he lips telling her everything was alright. After she had gotten used to me being in her she slowly started rocking her hips back and forth. Once i heard her moans i was sure i wouldn’t hurt her, and started meeting her thrusts with mine. I picked up the pace and sooner than later she was jumping on my dick saying “OH fuck my little tight ass pussy baby brother…. fuck your big sister harder, harder, faster.” I could feel my orgasm building, i knew i had only a few more minuets before i would explode.

I hear my sisters breathing get very heavy and she was almost screaming now. She muttered between breathes “Oh my fucking god, i think I’m going to cum. Make your big sister cum baby brother, OH  AH FUCK!! I felt her pussy walls contract and it spent me over the edge i let out, “I have to cum, I’m pulling out.” Before i could finish my sentence Bailey yelled “NO don’t stop i need your fucking come in side me as i cum. Oh” Right as she said it i blasted my hot load deep into my big sisters pussy.

She collapsed on me and we both started panting, i felt me go limp inside of her and we Oh there and kissed for  a while. I had just had sex for the first time with my sister. This thought turned me on so much. I was the luckiest brother ever and i let her know that. After we cuddles for a bit i felt myself drift off to sleep while holding my older sister naked in my arms.

I awoke the next morning and ran to my room and got changed before my dad got home. Bailey was already up and i gave her a playfully slap on the ass as i walked by, i was her smile a seductive smile and then my dad came through the front door. “Hey you two bad news” he said. “I have to go to a meeting and will be gone for about 4 days, i leave tomorrow.” My sister and i both exchanged glances and sexy smiles. We both knew the next 4 days were going to be the best of our young lives.