My first time
When I was a young man of 16 years my favorite uncle took it upon
himself to give me some free advice that I have never forgotten. "Andy",
he said, "Don't make the same mistake I did. When I was young like you I
was too fussy about women, so I didn't get to fuck as often as I would
have liked. Don't be ashamed to have sex with uglier women, don't be
ashamed if she's a little heavy. As long as she isn't filthy and dirty,
then go ahead and fuck her, regardless of what your friends think. I
regret being so picky, and now I'm too old to do anything about it!!"
Now granted he was pretty full of beer at the time, but I looked up to
him and really took what he said to heart. However, like him I was
really looking forward to having sex with all the "cool" girls who would
have me.
Fast forward a couple of years to my senior year in highschool. I was a
popular guy, and did okay with the ladies. Our English class was divided
into different study groups of four students each, and just my luck,
Darlene was in my group. Darlene wasn't very pretty. In fact, she was
very plain. Her folks were quite poor so she didn't dress very well, her
dirty blonde hair was straight and shaggy. She didn't seem to have much
of a personality either, but years of torment and teasing from her
fellow classmates probably had alot to do with her sour demeanour. Her
only redeeming qualities were that she had a pretty good body, but no
guy in my class would ever admit that to another, and she had fantastic
lips. Full, red, and pouty. But still....she was just plain Darlene.
Plain, ugly Darlene.
It happens that we had a project to do, and it was decided we should get
together on the weekend to decide what we were gonna do. Darlene offered
to have it at her place since it was more or less central to where the
rest of us lived. We agreed to meet there on Saturday afternoon. The
other guys in my group confided to me that there was no way they were
REALLY gonna go to her house, and suggested that I should ditch
too...but grades were too important to me, and I really didn't want to
hurt her feelings.
I pulled into her driveway, a long narrow lane that led to an old house
not visible from the main road. It was the first time I'd ever seen it,
and it was a good thing it was hidden. It was old looking, beat up with
shutters barely hanging on. The paint was peeling off..one window was
covered with see thru plastic, another one just with a garbage bag. As I
parked my car and got out, I met her mother who was lust leaving. She
was very pleasant and seemed happy that her daughter had a friend. She
told me Darlene was inside and that she would be away for the afternoon.
Just as she was getting into her car she hollered to me jokingly, "Now
you kids behave yourselves while I'm gone !!"...I laughed and said not
to worry...but inside I was thinking..."yeah..I don't think you have
much to worry about !!!"
I walked inside and found Darlene at the kitchen table with her books
out. The inside of the house was a stark contrast to the outside. While
the furnishings weren't expensive or fashionable, they were nice and
made the place feel very homey. But it didn't take long for my eyes to
divert back to Darlene. She stood up and offered me a Pepsi, which I
accepted. As she went to the fridge I could barely take my eyes off her.
She was wearing a pair of tight cut-off jean shorts, and a white
t-shirt, just as snug. I never realized how large her breasts were, but
I sure noticed how they bounced as she strode across the kitchen floor.
She opened the fridge and bent over to get the Pepsi from the bottom
shelf, and my eyes must have bulged out of my head when I noticed the
bottom of her ass cheeks sticking out ever so slightly from her shorts.
Suddenly, as if in a dream, my uncles words came flooding back to me. I
was getting aroused by this girl !!
She asked me to sit down, her voice snapping me out of my trance. God,
she was so homely, so plain...but I wanted to fuck her and I couldn't
get my mind off of it. But we hit the books, and for a while I managed
to concentrate on the task at hand. After a few hours we managed to get
alot accomplished so we decided to take a break. She refreshed my Pepsi
and invited me onto the back deck. We sat on the bench and talked small
talk, and I realized that Darlene was actually a nice girl, noone really
ever took the time to get to know her. By now it was about 5pm, but the
sun on the back porch was hot. Darlene's skin was glistening in the
heat, and her top was sticking to her body. Her full breasts were
teasing me, and I began to get aroused again. She was talking away...I
could hear her but I wasn't listening. We were sitting sideways on the
bench now, facing each other. My eyes darting from her eyes to her
breasts, to her crotch, and back again. I couldn't concentrate, and I
think she noticed, but she never let on that she did.
To this day I can't tell you what we talked about on that bench, but we
began to sit closer together, her leg touching mine. I was hard. I was
harder than I had ever been in my life. My cock was straining to get out
of my shorts, and I knew how visible it was. Darlene placed her hand on
my leg and leaned towards me, seemingly unsure of herself. I closed my
eyes and kissed her. A slow, soft kiss. She pulled back and looked at
me, but didn't say anything. Then she placed her hands behind my head
and came to me again, and we kissed hard and passionately. She began
rubbing my aching cock through my shorts, and I moaned in response. I
slid my arm underneath the back of her t-shirt and rubbed her back. She
lifted off my shirt, and kissed my chest, sucking on my nipples before
returning to my mouth. I moved my hand around to the front of her shirt
and felt her huge breasts through her bra. Then I went lower, massaging
her crotch. She felt so hot between her legs, and even through her tight
jean shorts I swear I could feel her wetness. Suddenly she got down on
her knees on the deck floor as I sat on the bench. She undid my shorts
and slid them down to my ankles, my cock springing out and almost
hitting her in the face. She took it in her hands and stroked it as she
buried her face into my balls, tonguing me, licking me...then she slowly
dragged her tongue up my shaft, looking into my eyes as she did. I
couldn't take my eyes off of her. I could tell I was about to get the
best blowjob of my life, and Darlene never looked better than she did
right now with my cock in her warm hands. She let some spit drop from
her gaping mouth onto my throbbing tool, and used it to moisten my
shaft. She continued stroking me, working it in, and then she poised her
lips at the top of my cock, teasing the head. She plunged down slowly
and I savoured every second. Inch by inch she took me into her mouth,
and I watched as nearly my entire seven inches disappeared. Then she
pressed her lips even tighter around me as she slid back up my shaft,
her hand firmly gripped around the base. She stroked me and told me how
beautiful my cock was...she looked into my eyes as she sucked me like
that some more. She slapped my meat against her cheeks, and then
devoured me again. She licked my shaft and massaged my balls, telling me
she wanted me to cum. I was getting pretty close to that point, but I
desperately wanted this to last. Darlene really knew how to suck a
cock...who knew? She stopped for a second and took her shirt off. She
had the biggest tits I had ever seen except for in dirty movies and
such. She unsnapped her bra and they spilled out. Her nipples were big
and hard. Her aureola were a deep pink color, the size of quarters. I
sat up so I could touch them. I squeezed them together, played with her
erect nipples, and begged for her to let me kiss them. But she told me
to sit back again and I was in no mood to argue. I laid back and she
brought her heavy breasts to my cock. She picked them up with her hands
and pulled them apart, placing my rigid cock between them, and then
squeezing them together. My dick was still wet from her sucking, and so
I began to move my hips, fucking her tits. Then she released my cock
from her breast's pillowy grip and continued sucking me. She only put
about two inches into her mouth, sucking the head very hard, and used
her hand to jerk me off. I began to moan as I could feel my balls
tighten. She moved her mouth to my balls, sucking them into her mouth as
she stroked me quickly, then suddenly she began probing my ass with her
tongue. It sent me over the edge. I announced I was going to
explode....She immediately returned to my cock, slamming her face into
me harder than ever, her hand wrapped around the base making circular
jerking motions. I yelled again that I was going to cum, but she didn't
relent. I exploded with a vengeance, it felt like the largest load I had
ever released, but she kept sucking me, jerking me. Wave after wave of
cum I spewed into her mouth, and finally I could see a thick gob of it
running out of her mouth down my shaft. It was too much for her to
swallow, but God love her, she tried. As my orgasm subsided she took her
mouth off my cock. I could see the stringy goo gathered in her mouth,
sticking to her teeth. She licked my tool clean, making sure to get the
stuff she didn't take in the first time. I felt as if I was in a
daze...I was sweating terribly even though I barely moved from the
bench. She kissed my cock and stroked it softly. She asked me if I
enjoyed that and I said I did...and I thanked my uncle to myself.
Darlene sat on the bench again beside me and we kissed. I could taste my
own salty cum mixed with her saliva. I stood up and in front of her, my
half hard cock swinging. She looked at me and smiled, and said she
wanted more of that. This time I knelt down on the patio, and unbuttoned
her tight shorts. She helped me lower them off her wide hips, and I slid
them completely off revealing a soaking wet pair of white panties that
did little to hide the fat hairy pussy underneath. I rubbed my hand over
her mound, and she moaned softly. I leaned forward and kissed her wet
panties, she was so wet, I could taste her sweet juices. I pushed her
panties to the side and slid a finger deep inside her. She gasped. I
began tonguing her clit, which was bigger than I expected. As I
alternated quick, light flicks of my tongue with slow, firm, dragging
movements I inserted another finger into her hot damp snatch. She was
moaning wildly, her hands placed firmly around my head holding it in
place. I looked up at her, and Darlene began to look beautiful to me. I
was seeing her in a totally different light. Sure she was not very
pretty, but having my face buried into her hot cunt seemed to have a
positive effect on her looks. I pulled back slightly and removed her
panties. She was so sopping wet that her thick pubes were matted in her
own juices. I sucked each little tuft of pussy-soaked pubic hair into my
mouth. Her pussy was fat. She had the fullest outer lips I have ever
seen, even to this day. Her clit protruded proudly, begging almost to be
sucked. Her inner lips peeked out from her pussy, visible even through
the thick brown bush that covered them. I used two fingers to open her
twat, and slowly licked inside, all around her labia, sucking each one
into my mouth before licking some more. I brought my other hand to my
mouth and licked it, and used it to rub her swollen clit. Darlene's grip
around my head tightened, "Eat my pussy !!", she hollered and pulled my
face into her hot crotch. I buried myself into her, soaking my face with
her juices. I stuck my tongue deep into her hole, probing around inside
her as my fingers continued playing with her clit. Then I used my
fingers to fuck her pussy as I dragged my tongue all around her clit,
occasionally sucking it into my mouth. She began to buck her hips a
little so I increased my intensity. I could feel her pussy tightening on
my fingers...I lapped on her pussy mercilessly, paying special attention
to her clit. She began to scream. I buried my face into her hot snatch
again, eager to taste her juices. I continued rubbing her clit with my
fingers, and she placed her hand on top of mine to help. "I'm cumming
!!, I'm fucking cumming !!", she screamed, and I could tell. Her pussy
tasted so good right now, and I lapped it like a dog.
I stood up with my cock in my hand. Without saying a word she laid down
on the bench, so I got on top of her and slid my thick tool into her
easily. I fucked her slowly, looking into her eyes. She wrapped her legs
around me and stuck her nails into my ass, pulling me into her. I began
to fuck her harder, and she met each thrust with one of her own, almost
lifting herself off of the bench. It wasn't the most comfortable place
to fuck, but I wasn't complaining. She was so hot, so wet, I could feel
her juices splash onto my balls as I began thrusting all of my cock into
her. Her eyes widened..."God you are so big !!", she moaned. I got up
onto my knees, placing one foot on the patio, and taking her legs in my
hands. I rolled her ass up slightly, and placed her legs on my
shoulders. Now we could watch as my cock slid into her hairy pussy. I
took my tool out of her snatch and rubbed it on her clit, then slid it
back into her. I got a good rhythm going now, fucking her slow and sure,
gradually getting harder and faster, my sagging balls swaying back and
forth occasionally banging against her soft ass. Darlene began to rub
her clit now, and it really turned me on to see a girl touching herself.
I could feel myself getting ready to cum again. I placed my hand on top
of hers and helped her rub her own pussy. She threw her head back,
biting her lower lip. She looked so good right now. She began playing
with her floppy breasts with her free hand, while furiously massaging
her pussy with the other. Her soft moans turned to screams as she began
to come again, and it sent me over the edge...I fucked her hard and
fast, and at the last second withdrew my cock from her wetness, just in
time to let the first stream of my hot cum shoot across her belly. She
grabbed my cock and jerked me off, my cum flying all over the place. She
milked every ounce of salty goo out of me and then rubbed the head of my
cock into her pubes. I sat back exhausted and watched as she gathered my
cum with her fingers on her stomach. She played with it, and even
brought some to her mouth to taste it. It wasn't until now that we heard
a car door slam on the other side of the house.
Faster than I ever thought possible I had my shorts and shirt back on.
Darlene was having a harder time. She found her shorts but not her
panties. She quickly jumped into her shorts, and then threw on her
t-shirt. But some of my sticky cum was still on her belly and the wet
spots were visible under her t-shirt. At almost the last second I kicked
her bra underneath the bench. Suddenly her mom came around the corner of
the house carrying a bag of charcoal. "Well, it looks like you kids got
alot of work done today." she said smiling. Darlene was frozen staring
at her panties which were on the other side of the bench.
"We decided to take a break, to get our heads clear." I responded,
trying to divert her mother's attention.
"Well you might as well stay for supper...you guys get the BBQ started
while I go have a shower.", she said as she went back into the house.
Darlene immediately dove for the panties and tucked them into her
pocket. The whole front of her shirt was stained with my cum.
"I think I should go get cleaned up a little too", she said with a sly
smile of relief.
"yeah...I think I'll just take off. But I'll get the BBQ going for your
mom"
We embraced each other and kissed softly, and then she ran into the
house. I got the BBQ going and was ready to leave when I remembered
something. I reached underneath the bench and got her bra. 36D. Gee, I
thought they would have been bigger. But it was still a nice memento I
thought to myself. And I went home.
Darlene and I went out for the rest of our senior year, and I didn't
care what anyone thought. Somehow having someone care about her made her
more beautiful, and she cared more about her appearance. We had some
wild sex, but I'll never forget the first time we did it on that bench.
I still have her bra tucked away in a shoebox hidden by some hockey
cards. This year is our ten year highschool reunion, and though we are
both married to different people now I'm looking forward to seeing her.
And I think it's time I gave her her bra back. Do you?
