|
This story is about how I lost my virginity. At the
time I was 18, 6' tall, about 190 pounds, with brown hair, dark brown
eyes, and a dark tan. I was in pretty good shape. I spent most of my
summers working on a farm. So I had a nice body, and although I'm not the
biggest guy down there, I have every bit of 8 inches. Most of my size
there comes from the thickness of my penis.
Now some people think that my first time is a little nasty, but I
disagree. I lost my virginity to a 50-year-old woman. Jessica, we'll call
her Jessica, is my boss's wife. I spent a lot time after school doing odd
jobs for Jessica. When things slowed down at work, my boss sent me to do
yard work or make small repairs at his house. Jessica was always there
helping me out. If I was working in the yard, she would bring me something
to drink. Or if I was working in the house, she would make me a snack.
Jessica is 50, but she could easily pass for 40, and if she dress up a
little maybe mid-30s. She's about 5'6", 140 pounds, 34-c, with short brown
hair(her hair barely comes to the back of her neck), and blue eyes. He
breast are still firm, they sag just slightly, but that could be expected
for her age. She has smooth perfect legs, and a round little ass.
There were a lot of times I would watch her while I worked. Whenever I saw
her bend over I would imagine myself grabbing her hips, and rubbing her
round ass. She mostly went around the house in a white t-shirt and sweat
pants. She never wore a bra, I know this because whenever she worked in
the yard, I could see her nipples pressing through the thin cotton shirt.
She would always flirt with me. I never thought much of it. I just saw it
as a woman being nice to a young man that worked for her. I knew her and
her husband were having problems with the marriage. My boss had been
caught with another woman a few years back. And I could tell by the way he
talked about her that they hardly ever had sex. She would mostly joke with
me about things. Tease me about girls, tell me how cute I was, or ask me
why I didn't have a girlfriend. I just brushed all this off as friendly
chatter.
One day after school I was sent to her house to do some work. It was
nothing unusual. I did a little yard work, and was organizing things in
the garage when she came out and asked me if I would hang a shower curtain
for her. This wasn't unusual either. She often asked me to do simple
things around the house for her. When we got to the bathroom I could see
why she asked for my help, the curtain rod was way to high for her to
reach. So I replaced it for her.
After I finished she thank me, and turned to clean up her mess. As she
bent over to reach for the curtain wrapper I got a perfect view of her
ass. I couldn't help but stare. As she stood up she caught me in the
corner of her eye, watching her. I quickly looked away. "I'm sorry," I
stuttered. "It's ok...," she said. "Can't imagine why you'd look though."
"Well, you still look pretty good to be 50," I answered. "Ohh so your
saying I'm old?" She smiled back. "No I was just...saying how you're still
in really good shape." "Well thanks," she said. She looked down for a
while as I straighted the shower curtain. "Yeah know Stanley, I thought a
handsome guy like you would be staring at a girl a lot younger than me,"
she said.
"Well I.." I started. " How often do you stare at me?" She asked.
"Truthfully? Just about everyday." I told her. "Oh, is it mostly my
behind?" She asked. "Mostly..."I said casually. "Well, to be honest, I've
stared at you a few times too," she told me. "And to be truthful Stanley,
if it wasn't for the trouble with affairs, I'd try more then just staring
at a guy like you."
Trouble with affairs? I asked myself, what was she talking about? "Oh, I
understand, you can't hardly trust anyone with stuff like that." I
answered. She moved a little closer to me, "Can I trust you, Stanley?"
"Yes..." I answered. "Whenever you stare at me," She moved face to face
with me, "Do you ever wanna touch me?" I nodded my head. "Do you wanna
touch me now?" She asked.
"Y-yes..." I answered.
She lifted her arms, and put them on my shoulders, "Go ahead." she told
me. I slowly wrapped my arms around her and started rubbing her hips, I
quickly made my way down to her ass. I rubbed and stroked her ass,
squeezing it in my hands.
After a few seconds she started to kiss me, press her tongue into my
mouth, and pulling me closer to her with her hands. As our bodies pressed
together I could feel my hard-on press into her stomach. "Oh my, a little
excited aren't we?" she asked, "Why don't you sit down."
I quickly made my way to the toilet and sat down. Once I sat down she
stood over me and began to unbutton my pants. First she slide off my
jeans, I lifted my hips helping her pull them off. She started at the
bulge in my briefs, then she quickly pulled them off. My dick slapped up
against my stomach, as she let out a slight gasp. "My god, that is the
prettiest cock I've ever seen." She told me. "Really?" I asked. "Oh yeah,
it's longer than my husband's, and it is a LOT thicker!" She answered.
She grabbed it and slowly started stroking it. My sexual experiences
didn't go beyond making out. So it was taking everything I had not to
explode. She make a few strokes, as my hips started to raise. "Oh," she
giggled. "You like that? How about this sweetie."
She knelt between my legs and took my cock in her mouth. I could feel her
tongue circling my dick as her fingers rubbed my balls. Before long her
head was bobbing up and down my length. Before long I blew my load into
her mouth. I felt her lips tighten as I spewed. She sucked hard until she
had swallowed most of my jizz. As she looked up I apologized for cumming
so quickly, and in her mouth. "Its ok hon, I understand." She told me. "Do
you feel up for some more." "That depends," I told her, "What did you have
in mind?" I asked.
She stood and began to finger herself. She motioned for me to lie in the
floor on the bathroom rug. As I laid down I watched her as she stood over
me, rubbing herself. I felt my dick stir as it started to get hard again.
She moved down, slide off her sweats, and straddled my waist. "Do you
wanna fuck me?" She asked. "Yes," I moaned.
She slowly moved down over me, taking all of my dick into her pussy. As
she slowly took me in she started to moan loader and loader.
"God you are so wide!! You are stretching my pussy so much!! God I want
you!" She braced her hands on the floor above my shoulders and started
riding my dick. I reached up above and started to rub my hands over her
waist, ass, and breast. Her pussy felt incredible, with every thrust I
could feel her tighten around my dick.
Before long I stared raising my hips with her thrust, matching her rhythm.
"That's it, fuck me Stanley! Fuck me.....Oh God you are thick! Just like
that just like that....Oh god baby, yes! more... fuck me oh god." I
started to stroke her breast moving my hands over her chest. "Oh god,
pinch my nipples, pinch them....Yes!! God that feels sooo good!.....More!
oh I'm gonna cum, I'm gonna cum, Cum in my pussy Stanley...Fill me up! Cum
in me!!"
At least I blew my load into her. I felt her tighten around me, as she
explode. Her back arched back, as she grinded her pelvis into my dick.
"Mmm, Stanley, you are better then I expected." She smiled at me.
She was great, and we did things together a few other times. I learned a
lot from her. |
|
|
