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It all started one summer afternoon. I had just gotten out of the shower. I
wrapped the towel around my waste and walked across the hall to my room. I
slammed the door shut and threw my towel over the back of my desk chair. I
pop-up appeared on my monitor informing me that I got a new message. I sat down
to quickly check my mail, but I realized ten minutes later that I was still
sitting there in the nude.
Just as I stood up to walk over to my dresser, there was a knock at the door.
ÂHey Jack, are you descent? asked a female voice. It was my older sister,
Tiffany. She was home from college for the summer. She didnÂt have a job, so she
just hung around all day long. Granted I didnÂt have a job either, but I was
still had one year left of high school.
ÂCome in, I shouted.
She screamed when she saw me standing there in the nude, my hands on my hips,
and my 8 inch cock proudly on display. ÂI thought you said you were descent,Â
she screamed as she covered her eyes.
ÂI thought IÂd let you be the judge of that, I said with a smirk. She slammed
the door as she left and I fell to the ground laughing. I got up and wiped the
tears from my eyes. It had been awhile since I laughed that hard. I changed into
a pair of gym shorts and a tee and then sent my buddy an email letting him know
what happened, heÂd get a kick out of this.
I must have been surfing the internet for at least an hour when there was
another knock on the door. ÂCome in, I shouted once again. The door opened much
more slowly this time. ÂCome in, I said again.
Tiffany finally poked her head in, ÂThank god your descent this time.Â
ÂWhat you didnÂt like what you saw? I asked with a smile.
Tiffany sighed before crossing the room to sit down on my bed. ÂLook, I
understand youÂre at an age where youÂre getting interested in girls, and IÂm
flattered. To be perfectly honest, I think youÂre very handsome and IÂd
understand if you walked in on me. But donÂt worry so much about girls. YouÂll
meet the right girl when the time is right; donÂt try to force loosing your
virginity. If it makes you feel any better, Nick and I havenÂt been physical
yet; weÂre waiting for marriage. After finishing her rehearsed speech, Tiffany
got off the bed and walked towards me. She placed her hand on my shoulder and
squeezed gently. She smiled and then left the room, closing the door behind her.
I sat there dumbfounded. I was glad she didnÂt wait for a response. I had
expected her to be grossed out by seeing me in the nude. I had never in a
million years expected her to react like that. And how was she still a virgin?
ItÂs not like she was ugly, quite the contrary actually.
I sat down at the computer and without thinking, found myself searching
through my pictures profile. It didnÂt take long for me to find the pictures
from a beach party we had a couple weeks ago. I scanned through the pictures of
my sister in her tiny black bikini. She had smooth tan skin that was just
beautiful. My eyes studied every inch of her body. I stopped scanning the
pictures when I reached one of just her upper half. She had a large smile and
her hair was blowing in the wind, but that is not what I was staring at. Her
breasts had to be at least a C cup and they were practically bursting out of her
top. I reached down and started stroking my cock. She was so gorgeous.
My cock shot out cum and made a mess all over the front of my shorts. Great,
now IÂll need another shower. Yea, that wouldnÂt seem odd, two showers, two
hours apart. I used the towel hanging off the back of my chair to clean up and
then threw it in the hamper. I made a mental note to do the laundry tonight.
I shouldÂve felt bad for just masturbating over my sister, but I didnÂt. It was
weird. I had never thought of her like that before. Actually, my thoughts were
that it was a shame that such a beautiful college girl was still a virgin. Hell,
I lost my virginity to a girl not even half as gorgeous as Tiffany my freshman
year of high school. That day I made a mental decision that if her boyfriend,
Nick, wasnÂt man enough to take TiffanyÂs virginity, then IÂll have to be the
man to do it.
The next morning I felt my heart pounding with excitement when I heard the
shower water turn on. I tried to concentrate on the video game I was playing,
but my eyes kept glancing towards my bedroom door every 15 seconds. The door was
wide open and my sister would have to walk by to reach her room. My cock was
hard at just the thought of catching her in the nude.
I nearly jumped out of my chair when I heard the water turn off. It was nearly
time. I felt nervous and got that aching feeling in my stomach. Come on, Jack,
you can do this. SheÂs no different than any other girl youÂve been with.
I heard the bathroom door open and moments later my sister quickly walked
passed my door wearing nothing but a pink towel. I took a long deep breath. O.K.
Jack, you can do this.
She screamed as I barged into her room. ÂJack, what the hell? You scared half to
death.Â
ÂHey, I replied coolly, ÂYou said youÂd understand. My mind scrambled to
record every second. She had an absolutely gorgeous body. Her legs were tanned
and smooth, her pussy was trimmed, her wet hair clinging to her perky breasts. I
wanted her right then and there.
ÂWell, she said after nearly a minute of me silently staring at her. I
didnÂt reply. I just smirked and closed the door. I then leaned back against it
and folded my arms. I was going to enjoy this show. ÂWhatever, she said before
turning her back to me to face her dresser. Tiffany had a nice ass, too. I hated
flat asses. She had a nice bubble butt. I wanted to reach out and grab it, but I
remained stationary at my post. She quickly pulled out a pair of panties from
her dresser and slid them on. They fit snug against her ass.
Next she put on her bra while keeping her back to me. She then bent over to get
her jean shorts out the bottom drawer. I wanted to run up and slap that fine
ass, but again I resisted the urge to approach her. ItÂd be too much too
quickly.
She finally turned to face me after sliding on a snug green T-shirt. ÂSo I guess
weÂre even now? I didnÂt respond, I just smirked at her and left.
The rest of the day was uneventful, but the next morning I walked in on my
sister again. This time I was more casual rather than barging in. ÂGood morning
princess.Â
She turned and smiled. ÂOh hey. She slowly reached up and grabbed the knot that
was holding the towel on her body. ÂI guess you liked what you saw last time.Â
She pulled at the towel and let it drop to the floor. This time she gave me a
good minute to take in her naked body before turning her back to me to access
her dresser.
Half an hour later, I was in the shower and still thinking about her gorgeous
naked body. That image would last in my head for a long time. I couldnÂt help
but play with myself while in there.
After cleaning up the mess I made in the shower, I wrapped the towel around my
waist and headed for my room. I closed the door, dropped my towel and not ten
seconds later the door swung back open. I turned and my sisterÂs jaw dropped
when she saw me. I was much harder and bigger this time. ÂCan I help you?Â
ÂWell itÂs not exactly fair if you keep watching me, but I donÂt get anything in
return. We both smiled and shared a moment, but nothing more happened that
morning. She just watched me change, but I could see in her eyes that she wanted
me. ThatÂs why that night I took things to the next level.
I waited until she went to bed that night, and then I waited an extra hour
just to be sure she was asleep. I slowly sneaked into her room. It was dark, but
her curtains were open so I could make out objects in the moonlight. I silently
walked over to her bed. She was lying on her back. I sat down on the bed beside
her. I reached out and put my hand on her stomach and gently rubbed. She stirred
and opened her eyes, but before she could say anything I bent down and kissed
her.
We made out for a good 30 minutes, but all we did was kiss, maybe a little bit
of tongue. I sat up and said, ÂWell that was fun, and then I got up and left.
The next morning I greeted my sister in the hallway when she got out of the
shower. I gave her a slap on the ass as she walked past me. She shrieked and
scooted off into her room. I followed her in to see her drop towel.
She walked over to her dresser and pulled out two pairs of panties. ÂWhat do you
think the red or black?Â
ÂThe black.Â
She slipped them on and then flipped her hair and struck a pose. ÂWhat do you
think?Â
ÂI donÂt know, maybe you should go with the red instead.Â
ÂFine. She dropped her panties and I got another eyeful of her trimmed pussy.
ÂBetter? she asked once the red ones were on.
ÂYou know what, the black ones really were better.Â
She crumpled the black ones into a ball and threw them at me. ÂYou like them so
much, then you wear them.Â
ÂOh kinky, I replied.
She laughed. She then put on a lacy matching braw that snuggly held her C cup
breasts. It pushed them up slightly too and I just wanted to stick my face
in-between them. She then put on a pair of kaki short shorts. The final touch of
the outfit, she put on a white dress shirt and slowly buttoned it up. ÂOk shows
over, she said once she finished the last button.
ÂYouÂre just impatient cause you want me to shower so your show can start.Â
ÂYou know me so well.Â
I walked to my room after my shower. I dropped my towel and waited for my sister
to barge in. I found myself just standing there waiting. I was so disappointed.
I was thinking about walking over there naked when she finally came in. ÂI was
starting to think you werenÂt going to come.Â
She didnÂt answer me. Instead she just walked right up to me and kissed me
passionately. I kissed her back, our tongues met. She reached down and grabbed
my cock, stroking it with her hands. I put my arms around her waist. She had a
nice hourglass figure. I slipped my hands underneath her shirt; the skin on her
back was smooth. It felt so good. I moved my hands around to her stomach, and
then up to her chest. I cupped her firm breasts.
She then broke away from the kiss. ÂI canÂt do this, she said and ran out of
the room. I stood there dumbfounded. ÂDamn it, I thought. I was so close. This
sucks.
Her car was gone by the time I finished changing, and she didnÂt get back until
late, close to 1am. I of course was still, still thinking about what had
happened. I wondered if I had blown my chance, if I did too much too quickly.
No, she still wants me.
Like the night before I waited until she went to bed before sneaking into her
room. I climbed into bed with her. She was lying on her back again. I got on top
of her and started kissing her. She kissed me back, her hands rubbing up and
down my body. We rolled around. I touched her thighs, slowly moving my hands up
her body. My hands slid under her oversized night shirt and up to her breasts.
She wasnÂt wearing a bra and this time she didnÂt stop me from fondling her
breasts.
I took her shirt off so she was down to just her panties. She took off mine and
then unbuckled my pants. She slid my shorts and boxers off and then grabbed a
hold of my throbbing cock.
I kissed her neck and then moved down to lick her breasts. She moaned, and
hearing her moan made me so excited. She then started kissing my neck and chest.
I put my hands on her shoulders and pushed her further down to my crotch. She
licked my cock twice before putting her mouth around it. She sucked me off until
I came in her mouth.
The next morning I woke up to find mom, dad and my sister in the kitchen. ÂWhy
arenÂt you guys at work? I asked.
ÂDonÂt tell my you forgot, mom replied.
ÂWhat?Â
ÂWeÂre leaving tonight to visit the state college. You want to check out the
places before you start applying, donÂt you?Â
ÂYea, I guess. Damn, I thought. Now IÂll have to wait three days until the next
time I get to have more fun with Tiffany.
ÂHey, can I come? Tiffany asked. ÂIÂd like to see the campus. I never visited
that school when I was applying.Â
ÂWe only booked two hotel rooms, so you two would have to share a room, mom
said.
ÂOh great, I said sarcastically.
ÂShut up, Tiffany said and punched me playfully in the arm. ÂDonÂt worry, IÂll
take the couch. WouldnÂt want to upset your beauty sleep.Â
I packed in under an hour and then it was a six hour drive. I found myself kept
glancing at my sisterÂs legs on the ride up. She was wearing a mini skirt and it
was riding up. I was hard for practically the whole car ride up.
We ate dinner on campus before retiring to our rooms for the night. Tiffany and
I said good night to mom and dad and then headed to our room. She threw her arms
around me and gave me a big kiss the second we were alone n our room. ÂGod IÂve
been waiting to do that for a long time.Â
I picked her up and threw her on the bed. ÂThat mini skirt is so hot on you.Â
ÂYea I thought youÂd like it. She spread her legs showing me the black panties
she wore underneath. She reached down and started rubbing herself. I crawled
towards her. My hands ran up her thighs to her ass. I squeezed it, grabbing hold
of her panties in the process and then yanking them off. I spread her legs
further, her skirt rode up. I bent down and started licking her moist pussy. She
moaned so loudly that the neighboring rooms had to have heard her. It was a good
thing we were down the hall from our parents and not in the next room over.
After I finished eating her out, she returned the favor and sucked my cock. It
felt so good, I closed my eyes and tried to enjoy the moment for as long as
possible, but it wasnÂt long before I exploded into her mouth. Cum dripped from
her mouth as she looked up at me.
We fell asleep in each others arms that night.
The next day Tiffany left the group to go off on her own, I longed to join her.
I couldnÂt focus during the open house presentations, and especially not after
we passed the Health Services office on the campus tour. They had a basket of
free condoms and I made sure to grab one when no one was looking.
That night I returned to the room to find Tiffany waiting for me on the bed. She
was wearing nothing but a black thong. My jaw hit the floor. I almost came right
then and there. I had never seen such a beautiful sight.
ÂYou like? I picked it up today.Â
ÂOh I love it. I hope you like what I picked out today, I pulled the condom out
of my pocket. We kissed passionately. Before I knew it we were on the bed
together. She ripped my clothes off of me. I put the condom on while she took
her thong off. I penetrated my sisterÂs pussy; it was so intense. Going in and
out, slowly at first, but we picked up speed, going faster and faster. Tiffany
was moaning so loudly that whole hotel must have heard her.
I collapsed beside her after my cock exploded with passion. She leaned in and
kissed me. I had the hugest grin on my face, for I had accomplished my goal of
taking my sisterÂs virginity in under a week.
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