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 ï>¿Justin by SoCalAshley

   Overcoming her Catholic guilt, Ashley loses her virginity.

   Hello and welcome to my first story for Literotica.  I plan to write
stories based on my college experiences.  But before I went to college I
lost my virginity to Justin.

   I would like to give a huge thank you to my editor gapster7.  I welcome
your ratings, comments and suggestions.  Please leave then here or send me
a message.  Thank you for reading and I hope other stories can follow.

   To know who I am today, I have to start in September 2012.  That is when
I went away to college.  I had just turned 18 the previous April and this
was my first time away from home.  All week I was trying to figure out what
to take and what to leave behind.  I ended up taking three suitcases full
of clothes, one suitcase will all my shoes and 3 boxes of stuff I could not
part with.

   I woke up early that day, knowing my life was about to change.  I got
out of bed, took off the t-shirt that I had slept in and looked into my
bedroom mirror.  I saw someone who was scared but also very excited for a
new adventure.  In the mirror, the naked reflection was of a teenager who
was 5'7", 120 lbs with long black hair and hazel eyes.  I had European
features that came from my Italian father and Portuguese mother.  I took a
closer look and saw my 32C chest.  I placed my hands on my breasts and
lightly stroked my swollen nipples.  Turning around I saw a medium round
butt that I've been told is my best feature.  I was lost deep in thought
when I heard my mom yell, "Ashley, are you dressed yet?  Breakfast is
ready."

   I came down the stairs and my dad was reading the morning paper.  Yes,
my dad was a Luddite.  He was the only person in the neighborhood who still
got a print subscription.  My mom, as usual, was making sure the eggs were
perfect and the toast did not burn.  We were financially blessed and my mom
had been a stay-at-home mom since my older brother had been born.

   Mom served breakfast at the kitchen table and we sat eating quietly.  I
knew my mom and dad were remembering two years ago when they drove my older
brother to college and now they were taking me.  They were going to be
empty nesters and, although my dad was ready to have his wife to himself,
I'm sure my mom was going to have a hard time finding out what the next
phase of her life was going to be.  Breakfast was done and while my mom
cleaned up my dad started packing the car.  He took a look at everything I
was planning to take and said, "Good lord, I hope all your things fit into
our SUV".  I rolled my eyes and went back to my room for one last look.

   Well, this is it.  We got in the SUV and as I was getting into the back
seat my dad took out a stack of Beatles CD's and picked Sgt Pepper.  My mom
closed her eyes and I knew she would be asleep before we got onto the
freeway.  I was accepted to a college that was a 3 hour drive from our home
and I was glad I had this time to reflect.  I closed my eyes and started
thinking back on my life up to this point in time.

   Both my parents are devout Catholics so religion had always been part of
life.  Although I've always gone to public schools, catechism and receiving
the sacraments was mandatory.  As I grew older I started to question my
religious teachings and by the time I turned 16 I began to rebel and do
things behind my parents back.  Going out on dates was one of those things.
My Catholic guilt was still strong, so most dates ended by the boy being
very frustrated and me having feelings I did not quite understand.  By the
time I turned 18 in early April of my senior year those feelings became
overwhelming.  By then I was having fantasies about what I would do once I
turned 18.  So when my first real boyfriend, Justin, asked me to the senior
prom, I gladly accepted hoping that we would do more than just dance.

   Justin and I started getting serious in the middle of our senior year of
high school.  He was 6 months older than me and we had similar backgrounds.
I've known him since middle school and always thought he was very cute.  By
our senior year he was over 6 feet tall and had a very athletic body.  He
was the starting forward for our varsity basketball team.  I knew he had
previous girlfriends who were older than him and early on he told me one of
them took his virginity right after he turned 18.  The fact that he was
more experienced than me, made him even more attractive.

   I love birthdays because my mom always made them special.  My 18th was
no exception.  Mom knew how much I liked Justin and said it was okay for me
to go on a date with him for my birthday.  It was the first time Justin and
I went out with the full blessings of my parents.

   Justin picked a very fancy Italian restaurant.  It felt nice to get
dressed up, so I wore a silk blouse and a short pleated skirt.  The
restaurant was perfect for the occasion.  It had only 10 tables and the
waiter spent time making sure our water glasses were filled.  Justin told
them ahead of time it was my birthday so the tiramisu birthday cake was
complementary, along with most of the staff singing happy birthday.

   After our superb meal ended instead of bringing me home and ending the
date, Justin drove us to a quiet secluded place to park.  We started by
just talking, but then he leaned in and gave me this wonderful kiss.  At
first the kiss was soft with our lips just touching.  Our eyes were closed
and our hands were on each other's shoulder.  Eventually the kiss
intensified as our lips parted and our tongues began probing.  Making out
in a car is always awkward, but we didn't care.  Justin broke the kiss and
brought his lips to my neck.  I leaned back took hold of his head, and
guided him back towards my mouth.  Determined to go beyond just kissing,
Justin moved his hand under my blouse and began rubbing my tits over my
bra. In the past Justin would never get far, but tonight I was feeling
daring.  I reached back and unclasped my bra and Justin brought his hand
under the bra.  As we kissed Justin began caressing my breasts and my
nipples hardened by his touch.  This is the farthest I been with a boy and
those feelings of guilt started creeping in.

   I suppressed those feeling and continued to kiss Justin while allowing
him to touch my breasts in a way they never had been touched before.  It
felt so nice to be touched.  I took a peek at Justin's pants and I saw that
it was also turning him on.  Eventually his other hand started wandering
down over my blouse and back up under my skirt and towards my panties.  I
knew what Justin wanted, but I also knew this is not how I wanted to lose
my virginity.  I took Justin's hand and pressed it against my vulva and I
began to rub Justin's cock over his slacks.  He looked at me not quite
understanding and I said, "I'm not ready for more than this." By way of
accepting how the night would turn out he opened his legs and allowed me to
stroke him over his pants.  He was very hard and I knew it would not take
long for him to come.  His breathing quickened as I rubbed harder.  He
closed his eyes and he said, "Oh Shit," and I could feel wetness under my
touch.  He took his hand away from my panties and I could also feel wetness
inside me.  We both just sat there quietly.  We were at a new place in our
relationship and both of us knew that it would not stop there.

   Justin dropped me off at our front door and drove away.  I was hoping I
did not look too flustered as I walked into the house.  My mom was watching
Dancing with the Stars and she barely looked up.  I rushed upstairs to my
room knowing what I needed to do.  I took off my blouse and skirt, unhooked
my bra and got on the bed.  I wanted this to last so I kept my panties on
and I let my mind wander.  I thought about how Justin touched my breasts
and how good his kiss felt.  Just thinking about this sent tingles down my
spine.  I took off my panties and I began to massage my vaginal opening.  I
slowly inserted my finger into my pussy.  By this point I was so wet that I
easily was able to move my fingers in a circular motion.  My other hand
went to my breast and I softly touched my nipple.  I increased the speed
and pressure and that feeling of nirvana began to build.  I brought my hand
from my breast down to my clitoris.  I began by stroking my clit through
the hood.  I formed a V with my fingers and started sliding up and down the
sides of the shaft.  With one hand on my clit and the other deep in my
vagina, I began to breathe hard and then this intense tingling pleasure
started in my clitoris.  Immediately it spread (somehow slowly and all at
once) through my whole body, down to my toes and to my fingertips.  I
brought by hand to cover my mouth and I let out a muffled cry.

   I woke up the following morning knowing that the senior prom was only
three weeks away, but those three weeks crawled.  I tried concentrating on
my classes, but all I could think of was how Justin and I could be together
once the prom was over.  With the help of my closest girlfriend I began
trying to convince my parents I was staying with her after the prom. 
Finally my mom said it was okay and I hoped it would all would work out.

   The morning of the senior prom finally arrived.  I spent most of the day
in anticipation.  By late afternoon it was time to get ready.  I wanted to
take a long shower so I could take care of something I had wanted to do for
a long time.  I wanted to be completely shaved for Justin.  After I
finished shaving in the shower I got out, and still naked, I applied
moisturizer all over my skin and paid special attention to my bare pussy.

   On my bed my dress for the evening was laid out.  It was a BCBG
floor-length pleated gown that was light blue.  I opened up my dresser
bottom drawer and took out a Victoria's Secret floral lace thong panty and
a smooth strapless bra.  I took careful care to make sure my makeup was
just right.  Then I got dressed and I was now ready to face my parents.  My
dad did a double take as I walked down the stairs.  Good thing he had no
idea what I was wearing underneath my dress.  But it was the look on my
mom's face that said it all.  She was looking at her daughter and knew
whatever influence she had on me, was a thing of the past.

   Justin and his basketball buddies arranged for a limo to take a group us
to a local restaurant and then to the prom.  The limo pulled up and Justin
came to the door wearing a Calvin Klein rented tuxedo.  Of course mom and
dad embarrassed me by taking lots of pictures while Justin pinned the
corsage on me and walked me to the limo.

   The restaurant and most of that evening is now just a fuzzy memory.  I
do remember slow dancing with Justin to Kelly Clarkson's, "A Moment Like
This".  We started by just dancing close together, but by the middle of the
song we were holding each other tight to the point that we were grinding on
each other.  Justin's hands traveled down my back and he pressed me tight
against him.  I could feel him grow and by the end of the song he had a
full erection and my thong panties were soaked.  After the song was over we
somehow made it back to our table and waited until it was time to leave the
prom.

   The limo once again arrived to take us home.  With my parents thinking I
was spending the night with one of my best friend, Justin and I knew that
when the limo got to Justin's house we both were going to get out.  He
lived in a very fancy neighborhood where most homes had a pool.  I met
Justin's parents before and I knew that they never stayed up late.  So
Justin and I very quietly went through a side gate into the back yard.  By
the pool there was a changing room just large enough to hold a couch.

   Once inside, Justin took off his jacket and we both kicked off our
shoes. We sat on the couch and made small-talk.  But soon both of us were
lost in deep thoughts that were too raw to be said out loud.  Suddenly
Justin leaned over and started kissing me.  As we kissed Justin's hands
started fumbling with the dress, but I was impatient to wait for him to
figure it out.  I stood up from the couch and just looked at Justin.  I was
nervous, but determined.  Standing before him I slowly slipped out of my
dress and tossed it on the couch next to where Justin was sitting.  There I
was, standing just wearing a strapless bra and a thong that barely covered
my pussy.  I reached around my back and unclasped my bra and tossed it next
to my dress.  Justin was paralyzed looking at me.  First his eyes met mine
and them they traveled to my breasts and down past my thong, down my legs
and finally to the toenails I had painted that night.

   I came back to the couch kneeling on Justin's lap with my legs on either
side of him.  I leaned into him and we started kissing again.  While we
kissed he used his hands to first tease up one nipple before moving to the
other.  Then he broke away from my lips, bent down to my breasts and took
my breast into his mouth.  With his tongue he began flicking the nipple
making it even harder.  I brought one hand over his head and arched my head
back enjoying the pleasure of his touch.  I moved my other hand from behind
his back to the top of his thigh and slid it up until I felt the hard shape
of his rigid cock under his pants.  Continuing the movement, I surrounded
the shape of the shaft with my fingers watching it grow thicker and longer.

   Justin moaned into my breast indicating the powerful rush of pleasure
I'd unleashed with that single stroke.  His hands then started moving away
from my breasts, down my stomach and over my thong, stroking me gently.  It
was now my turn to moan.

   I knew we were at a point of no return.  I had been wanting this moment
for some time, but I still felt this uncertainty.  The one thing that there
was no uncertainty about was that Justin needed a condom.  I looked into
his eyes and said, "You brought condoms, right?" He looked back, eyes wide
and said "In the jacket pocket." He reached over for his coat and took one
out.

   That out of the way, I slid off his lap and started unbuckling his belt.
I guess it was his turn to be impatient because he got up and took off his
shirt and socks and dropped his pants.  He just had on his boxer shorts
that were tented and I had only my thong.  We looked at each other and I
said, "At the same time, okay?" He slipped off his boxers and I tossed my
thong.  We were both naked together for the first time.

   Justin just stared at my pussy.  Maybe he was surprised to find me
lacking pubic hair.  Maybe he was fascinated with the smooth flesh of the
mound.  It did not take him long to recover, because soon he was gliding
his hand several times across it before rolling his finger up to my clit
and massaging it gently.  All I could do was stand there with my eyes
closed, breathing in and out.

   I opened my eyes and stared at Justin's erection.  Maybe doing that
wasn't such a good idea because as I got my first clear look at his length
and width, I momentarily panicked.  To rub it under his pants was one
thing. To see it for the first time was altogether different.  Surely it
wasn't meant to be this big.  Surely it was too long and too thick to fit
inside me.  Justin must have noticed, because he smiled at me and said,
"I'll go slowly, I promise."

   Justin took my hand and led me back to the couch so I was lying on my
back staring up at him.  He opened the condom package and slipped it on his
hard cock.  That task completed, he got on top of me and kissed back up my
stomach, across each breast and settled down again by holding me in a
passionate embrace and penetrating my mouth deeply with his tongue as his
fingers started rubbing my pussy.  He moved his hands over my vulva testing
my readiness for him.  He didn't have to worry.  The nervousness and
uncertainty gave way to this tingling feeling between my legs.  I was more
than ready for Justin to enter me.

   He moved my hips forward so his cock was directly over my pussy.  He
lowered himself just enough so that he was located firmly at my opening,
but still not inside.  He looked into my eyes, and said, "Is this okay?"
All I could do was nod.  Then he brought a little weight down upon me,
penetrating my pussy lips and sliding into me.  I felt some initial
resistance and pain.  Yes, I was lubricated enough.  Yes I was aroused. 
But my body was taking some time to adjust.  Justin, sensing that, took it
easy.  He started to slide up and down, going a little deeper until the
resistance and pain came back again; then he slowed down.  He continued
doing this, each time letting my body become more accepting of this new and
unfamiliar sensation.

   I was now enjoying his hard cock between my legs still feeling a little
discomfort, but no pain.  I was now concentrating on the feelings that I
felt when I masturbated.  It begins deep inside and starts by spreading all
over my body.  It was turning into a pulsing sensation coming from the
thrusts of his hard erection.  I was so close to coming, but then I heard
Justin cry, "Oh, Ashley, Oh God, Ashley!" and I felt him climax, spraying
his seed into his condom.  His body involuntarily drove into me, suddenly
penetrating me deeper than ever before.  That penetration caused my juices
to flow and I felt pleasure rippling through me.  To Justin's credit he did
not pull out.  He continued to move, faster now.  He kept watching my face,
knowing I was near.  Justin reached down and with his fingers he began
playing with my clit.  At the same time he kept pumping up and down. 
Although he was not as hard he still felt amazing inside me.  That is when
it happened.  I let out this loud moan and the strongest and most beautiful
orgasm I had ever experienced overtook me.  Justin then stopped and we held
each other tight as our breathing slowed down.  As we both started to
relax, he slipped out of my pussy and he lay next to me on the couch.  As
we held each other, we both fell into this deep, deep sleep.

   I don't know how much time had passed, but I heard "Ashley, Ashley wake
up." I opened my eyes, completely disorientated.  I looked up and saw my
mom.  She was staring at me.  I panicked forgetting where I was.  But then
I heard Magical Mystery Tour on the CD player and remembered I was in the
back seat of my parent's car, going off to college.  I looked at my mom and
asked, "Are we there yet?"