Jenna Makes Her Move - Family babysitter takes charge.
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Crazyhorsesghost
Jul 27, 2008, 12:43:21 AM7/27/08
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BACKGROUND
Jenna has been our babysitter for many years. When my wife and I first
moved into the neighborhood from out of town, we had a 6-month-old
baby boy. Recognizing the importance of reconnecting as adults now and
again, without having to keep a careful eye or ear on the baby, we
wasted no time trying to find someone who could baby-sit. We struck
gold almost immediately.
Our next door neighbors told us about the Stewart family, who lived
down the street. Krista Stewart had babysat for their children, who
were much older, and they knew that Krista's younger sister, Jenna,
was just entering the babysitter market. At the time, Jenna was only
fifteen years old. Her youth made us uncomfortable, but we decided to
call her anyway on our neighbor's recommendation.
What a great move! On the phone, Jenna presented herself very well.
She was well-spoken, polite, and generally seemed quite mature. And
she was just as impressive in person. We arranged for Jenna to baby-
sit for a few hours in the afternoon while my wife was home, just to
keep an eye on her and see how she handled the baby. It did not take
long for us to conclude that she was completely responsible and
capable. Thus began a successful babysitting relationship.
Over the past several years, my wife and I welcomed a baby girl, so
that we now have two children ages five and two. Jenna is still our
primary babysitter, even though, at the age of 19, she now attends a
community college across town. As you might expect, she is almost like
one of the family at this point.
Although I am happily married and almost forty myself, I cannot help
but wistfully admire how Jenna has grown into a beautiful young woman.
She has long, dirty blonde hair, large brown eyes, healthy, blemish-
free skin, and an athlete's physique. Her breasts are slightly smaller
than average, but seem to sit high on her chest. And her legs… oh, her
legs!! … they are long, smooth, toned, and muscular. Not body-builder
muscular, but clearly strong enough that it's easy to imagine them
tightly wrapped around my waist. I never expected to find them there,
but it was a common fantasy.
In short, Jenna was one hot chick, and it was such a pleasure seeing
her every few weeks. I never openly ogled her, but I couldn't resist
occasional glances to her chest or legs when neither she nor my wife
was looking. These images were quickly locked in a secret memory
compartment in my brain, accessed whenever I was masturbating. I admit
that once or twice the images slipped to the front of my consciousness
while having sex with my wife. Those always led to the most powerful
orgasms, which more than made up for the modicum of guilt I felt.
It never occurred to me that Jenna may have noticed my stealing
glances, nor that she might find me attractive as well.
ONE FRIDAY NIGHT
Two weeks ago, on a Friday night, Jenna babysat for us. My wife and I
went to dinner and a movie, returning around 10:30 p.m. Jenna happened
to mention her plans to go to Foxwoods casino the next day, and that
somehow led to a conversation about the best route to get there. I was
confident that one route was best, but my wife was certain that a
different approach would get them there sooner. Before long, my wife
was seated at the computer pulling up Yahoo Maps in a vain attempt to
prove herself right.
Jenna and I stood behind her, side-by-side, as my wife clicked away on
the keyboard. Jenna's hand rested on my back as she leaned over
slightly to see the computer screen. I felt Jenna's hand caress up and
down my back – over my shirt – as we both watched the computer screen
and continued debating the best driving directions. Although this was
unusual, it was not necessarily inappropriate or threatening, so I
didn't acknowledge it and just enjoyed the feeling of her hand lightly
exploring my back.
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As the map and directions appeared on the screen, Jenna and I both
leaned in closer. As we did so, Jenna's hand traveled down my back to
the bottom of my untucked shirt, and then I felt her fingers slip
underneath to touch my bare lower back. Okay, this was probably
inappropriate, but I wasn't sure what to make of it. I looked over at
her in surprise, but Jenna was not paying attention to me. Her eyes
were fixed on the computer screen, and she was commenting on the
directions that appeared there. But her hand and fingers moved higher
beneath my shirt, her fingernails lightly scraping up and around my
back.
Her touch made my whole body shiver, but my wife, still sitting in
front of us, did not notice. However, I could tell my reaction brought
a smile to Jenna's face, and seemed to embolden her. Her hand and
fingers continued their exploration of my back, alternating between
her palm, fingertips, and finger nails. It felt absolutely wonderful,
not to mention erotic as hell. My wife was about to give up, conceding
that my driving recommendation might be better after all, when Jenna
suggested she try another website just to make sure. Jumping at the
chance to salvage her pride, my wife continued to tap away at the
computer.
The extra time allowed Jenna to continue rubbing and tickling my back
beneath my shirt. At the same time, she leaned into me so that our
sides and hips were pressing up against each other. That gave her
enough room to reach around me further, so that her fingers could wrap
around my side and just barely reach my sensitive nipple. She flicked
her finger tips and finger nails across my right nipple, all the while
looking directly at the screen and maintaining a steady flow of
mindless chatter. My cock was rock-hard by this time, but I managed to
stay quiet, trying desperately to control the impulse to flinch and
groan as she played with my nipple beneath my shirt, squeezing and
pinching it relentlessly.
Time hovered until the second website reconfirmed my directions and my
wife slid the chair back to get up. Jenna and I stood upright to give
her room, and Jenna removed her hand from beneath my shirt, rested it
on my buttocks just long enough to give them a squeeze, and then
separated herself.
She looked at me and smiled broadly. Thanking us both for the
directions, she said goodbye and headed out to her car. She carried
her smile with her out of the house, while I hid my raging hard-on
from my wife.
YESTERDAY EVENING
The next time Jenna came over to baby-sit was just last night. When I
opened the door, I was immediately struck by her outfit, which seemed
more revealing than is typical for her. She wore a low-cut T-shirt,
very short shorts, and flip flops. My eyes involuntarily traveled down
her gorgeous legs as I burned the image into my memory for future use.
Man, is she hot!
I welcomed Jenna into the house. "Sarah is still upstairs getting
ready, with the kids, so it'll be a few minutes," I explained as I
reclaimed my seat in the large easy chair in the family room. "Make
yourself comfortable." I picked up the magazine and flipped to the
article I had been reading. Jenna stood nearby, looking across the
room towards the stairs and listening.
"How was Foxwoods?" I asked.
"Oh, it was just okay," she answered. "I think it would have been more
fun if there weren't so many people smoking all over the place."
I nodded in agreement. "Did you gamble? Make any money?"
"I played slots for a little while, but not too long. A bunch of guys
were hanging around me, making stupid comments and coming on to me.
Made it pretty hard to enjoy the game." I didn't know how to respond
to that, so I just grunted and turned my attention back to the
magazine.
Jenna stepped in front of me, slipped her right foot out of her flip
flip, and placed her bare foot on the chair cushion, right between my
legs. "Do you think I have nice legs?" she asked in an innocent tone.
I immediately sat bolt upright, quickly placing the magazine down on
the armrest. My expression must have registered my surprise and
discomfort, but it did nothing to dissuade Jenna from her seductive
behavior. Did she even know how forward she was, or was it really just
an innocent, well-intentioned question?
That question was answered right away. "So, what do you think? Do I
have nice legs?" As she spoke, Jenna slid her foot forward until her
toes lightly grazed the crotch of my cotton pants, and she glanced
back over toward the stairs.
"Uhhhhh. Yes, Jenna, your legs are beautiful." I responded truthfully,
trying to push myself deeper into the chair to keep distance between
her foot any my growing erection.
"I think a lot of guys like my legs. People seem to stare at them all
the time. Sort of like you do sometimes, Andy." She pushed her foot
forward slightly and wiggled her toes. I could definitely feel the
movement against my covered prick, and my hands shot out to grab her
calf and push her leg away.
"Jenna, what are you doing?! We can't—"
"What's the matter? Am I making you uncomfortable?" Her eyes shone
brightly and her face broke into a broad smile. Without warning, she
tightened her leg muscles and pushed forward against my unconvincing
resistance, pressing the ball of her foot firmly against my dick. I
groaned deeply and threw my head back, eyes tightly shut.
She rotated her foot around so that it was rubbing all over my shaft,
alternating between the ball of her foot and her toes. I still gripped
her calf, but now leaned forward a bit and pulled her leg closer to
me, enjoying the feel of her firm muscles beneath my fingers, and
lifting my hips to meet her foot. It felt absolutely incredible!!
Push, wiggle, rub, rub, rub, rub, rub. I rocked forward to increase
the pressure, and she picked up the pace. My arms now hugged her leg,
my cheek rested against her knee. Rub rub rub rub rub. I moaned and
groaned as bolts of pleasure shot through me.
And then we both heard my wife and kids coming down the stairs. Jenna
rubbed just a few moments longer, and then quickly pulled her foot
away, returned it to the flip-flop, and stepped away. I whipped the
magazine in front of me, covering my engorged, throbbing dick.
When I had recovered enough, I got up and my wife and I left the
house. What a night!
LAST NIGHT
It was hard to concentrate on anything that night. Jenna, whom I've
known for years as a sweet, young, innocent (and admittedly gorgeous)
kid was making serious moves on me. While the little head in my pants
was eager to plunge into her dripping pussy while her legs tightly
gripped me, the more rationale head on my shoulders wanted to keep a
safe distance between us. I've got a good marriage, and I didn't want
to fuck it up.
So it was with mixed feelings that I wondered what fate had in store
for me as I pulled the car into the garage and shut off the engine.
Sarah and I went inside the house and found Jenna stretched out
comfortably on the sofa watching TV. She confirmed that the evening
had gone smoothly and the kids were asleep.
I handed Jenna some money with a quick "thanks" and then abruptly went
upstairs, leaving my wife to say goodbye and lock up the house. Phew.
Escaped that one.
A few minutes later, my wife called upstairs to me. "Honey, can you
please drive Jenna home? Her car won't start." Pause. Heart
palpitations. Sweat. Gulp. "Honey? Did you hear me?" Uh oh. I went
back downstairs, trying to figure out how to handle this turn of
events. But there was no way out, since I knew my wife really didn't
want to go herself.
Jenna was across the room, talking hurriedly but softly into her cell
phone. She snapped it closed, apologized for the inconvenience, and
thanked me in advance for my help.
"Thanks, honey," sighed my wife as Jenna and I headed out the door. I
glanced over at Jenna, who was smiling coyly to herself.
We climbed into my car, backed out of the garage and down the
driveway, and hit the road. Jenna looked cute as hell sitting there in
the passenger's seat, seatbelt pressing between he breasts and shorts
only barely covering her smooth legs.
We didn't talk at first. Then Jenna looked over at me and said, "Did
you have a nice time tonight?"
"Yes, thank you. We went out with friends we haven't seen in a long
time, so it was fun to catch up." I kept driving, my eyes fixed on the
road.
"Did you have fun earlier too, before you went out?" she asked,
scooting a little closer to me.
I paused. "Jenna—"
"It's just that you seemed to really enjoy it," she interrupted,
sliding her left hand over to rest against the side of my leg.
I gulped, but kept my eyes on the road. "Jenna," I continued, "we
really can't—"
She slid her hand up on my thigh, used her right hand to unbuckle her
seatbelt, and scurried across the seat so that she was pressed up
against me.
I flinched, swallowed hard, and opened my mouth to speak again, but
didn't get the chance.
"Shhhhhhh… I just want to feel it again, just while we're driving."
Jenna squeezed my thigh with her left hand, and reached her right hand
across and placed it on my crotch. She traced her fingers up and down,
finding my dick's position beneath my pants, and then cupped her
fingers around its expanding width and squeezed. I shuttered and
moaned quietly as she manipulated me. She alternately rubbed and
squeezed on top of my pants, while resting her head against my
shoulder.
We were about half way there, and Jenna picked up the pace a bit,
rubbing faster and with greater pressure, and using her left hand –
still on my thigh – to pull my leg toward her slightly.
I concentrated on staying on the road, occasionally grunting in guilty
pleasure. Jenna concentrated on tormenting me as much as possible.
"You just keep driving," she said as her hands moved up to my belt and
opened it. I moaned loader, but said nothing. Drive drive drive. She
unbuttoned my pants, and then slowly pulled down the zipper. She then
spread open the flaps of my pants and placed her hand back on my rigid
dick, on top of just my underpants now. Her rubbing and squeezing
continued. At the same time, she moved her other hand down the inside
of my bare thigh and slipped her fingers beneath the leg band of my
briefs, where she found and tickled my scrotum and balls.
I was beside myself with excitement. Her seduction was bringing me
close to orgasm, but I was not yet entirely relieved of my senses.
Summoning up all my inner strength, and emboldened by our arrival to
her dorm building, I pulled her hands away and breathlessly told her
we couldn't go any further. I zipped and rebuckled my pants, but my
rigid cock and involuntary body twitches made it clear to Jenna that I
was deeply conflicted.
"Oh, but I need you to come inside for a minute," Jenna insisted. Hah!
I wasn't about to fall for that one! She saw the look of determined
skepticism on my face, put her hands on her hips, and explained
mockingly, "Not for that, Andy. I just need you to fix something. It
should be quick." I looked at her suspiciously, but she seemed genuine
enough. I nodded and we went inside.
Jenna opened the door to her dorm room, and I immediately noticed a
young, dark-haired, bespectacled beauty lying on the bed on her
stomach, swinging her feet in the air as she read a book. "Oh, Hi,
Trish," Jenna said as we walked in. "Andy, this is my roommate, Trish.
Trish, Andy." Trish smiled broadly and gave me a perky "Hi!" as she
lay her book down on the bed and lifted herself off the bed.
I glanced around the room. Fairly large for a dorm room, but I knew
this was an old building that had been refurbished. It had some
unusual features, including a high ceiling, two tall windows, and a
support column near the door.
Trish moved towards me, her right hand extended. Gee, I didn't expect
any formality, but I stepped towards her and extended my hand as well.
Jenna moved with me, along my left side. I reached Trish and our hands
came together in a friendly shake just next to the support column.
That's when they out-maneuvered me. With great precision and deftness,
Trish pulled my hand behind the support column while Jenna suddenly
grabbed my left hand and pulled it back as well, forcing me to stumble
a few steps and to the side. In the same motion, Trish then snapped
the handcuffs (which I now know she had been hiding in her left hand)
onto both my wrists. I found myself standing, facing Trish's bed, with
both hands locked behind my back around the column. How many times had
they practiced this move??!!
The girls jumped up-and-down in triumph, laughing and high-fiving each
other.
"Very funny, ladies!" I said in my most authoritative tone. "Come on,
let me out of here."
The girls stopped celebrating and surmised me carefully. Trish then
walked up so that she was standing directly in front of me. She
reached to the top of my shirt and began to unbutton it. "Sorry, Andy.
I'm afraid you can't leave until Jenna has some fun with you. You see,
she's been talking about you all year, and I'm afraid there's only one
way I can get her to shut up about you." Her fingers expertly
unfastened the buttons down my shirt. When she reached the last one,
she forcefully spread the sides apart and over my shoulders, revealing
my chest and stomach. She looked my in the eyes and moved her
fingernails up and down my chest, over my nipples and around my sides.
"We've been planning this all week, you know." Her fingers continued
to dance over me, and I twitched and shuddered involuntarily. Trish
never took her eyes off me. She just kept tickling and rubbing me.
"Don't worry, Andy. I think you'll have a little bit of fun too."
It's then that I noticed Jenna had changed into a light cotton
bathrobe and had moved in front of me, beside Trish. She reached up,
and I had four hands roaming over me. Pinching my nipples. Tickling my
sides. Squeezing my chest muscles. "I think he's ready for you," Trish
said. She leaned into me and wrapped her lips around my right nipple,
sucking it strongly, while four hands continued to dance over me.
I strained against the handcuffs, arched my back, and moaned as they
assaulted me. Trish released her oral grip on my nipple and moved
behind me. She reached around and continuing to rub, tickle, and pinch
me. Jenna looked up at me, her smile stretching from ear to ear, and
moved in to take Trish's spot. She kissed and licked me, tongue
twirling, while her hands gradually made their way lower. After
crossing my lower stomach, Jenna's fingers reached my belt and quickly
unfastened it. Trish's hands came down to help as well, and in a
matter of moments, my pants and underpants were being pushed all the
way down to the floor, my cock springing forward into the open air.
Jenna kissed her way down my front, following the path of her hands,
until she reached my throbbing dick. She grabbed it roughly at the
base and simultaneously sank her mouth over it. I groaned deeply and
arched my back against the column while her wet lips and tight grip
started to work me. In and out, in and out, in and out. Trish, still
standing behind me, had moved her hands back up to my chest and
returned to pinching my nipples. I groaned even louder, and started to
buck my hips forward to meet Jenna's rhythm. I could feel a powerful
orgasm welling up, and I was well beyond the point of trying to stop
the girls.
But Jenna could sense that I was close. With a loud smacking noise,
she released my dick entirely and stood up to face me. Her hands
loosened the strap around her waist and her robe fell open, revealing
her breasts, tight abdomen, and shaved pussy to my disbelieving gaze.
She pressed her body against me and kissed me tenderly on the neck. I
could feel her hard nipples and warm thighs against me. She moved her
hands to my shoulders and pushed me down.
Willingly, I allowed my knees to bend so that I slid down the column.
When my lips reached her breasts, I paused my descent and eagerly took
her nipple into my mouth. Jenna gasped and purred, wrapped her hands
around my head, and pushed my face into her breasts. My tongue danced
over her nipple as I sucked and lightly nibbled. Jenna's moans
increased, but she moved her hands back to my shoulders and continued
pushing me lower. I sank all the way down to the floor, stretching my
legs out in front of me. Jenna straddled me and moved her hips towards
my face. I gave her pussy the same treatment that her nipple had
enjoyed. I couldn't believe how wet she was, but her musky odor only
inflamed my passions more. I licked and sucked, darting my tongue into
her folds and around her swollen button. Again, Jenna grabbed my head
and pushed my face into her, rolling and bucking her hips to maximize
her pleasure, and moaning uncontrollably.
Trish, by this time, had moved back around to her bed and watched us
carefully. I noticed that her legs were spread, her hand was buried
into her shorts, and her fingers appeared to be moving rapidly over
her private areas.
Jenna pulled herself away from me and bent her knees so that she was
sitting on my thighs. Her face glowing, she reached down and grabbed
my dick, pumping it several times. I twitched and groaned and shook my
head, but no words came out. Gazing dreamily into my eyes, she shifted
up and forward so that she was poised directly over me. "I really hope
you're not too mad about all this, Andy," she said sweetly as she
impaled herself on my steaming rod. I gasped as her warmth enveloped
me.
Jenna pushed down, twisting and rotating her hips, until my full
length was submerged into her. She purred, eyes shut, as she started
to slowly gyrate. I strained against the handcuffs, lifting my hips as
best I could. Jenna opened her eyes, her hips still rotating subtly,
her cunt well lubricated, and warned, "Okay, Andy. Are you ready for a
ride?"
I looked at her, unable to speak. She tightened her grip on my
shoulders, and started to bounce madly on top of me, exercising all
her youthful energy. She relentlessly pounded up and down, sweat
forming on her neck, breasts, and legs, as she continued her
jackhammer action.
Trish was feverishly masturbating on the bed as she enjoyed the scene
playing out right in front of her.
I couldn't hold it much longer. Jenna continued fucking me at a wild
pace. I grunted and groaned uncontrollably. My dick was pistoning
inside her as she raised and dropped her body with incredible speed
and power. "Uh uh uh uh uh uh uh…"
My orgasm welled up inside me and exploded across all my senses.
"Aaarrrrgggghhhhhhh!!!!!!" I yelled, as spurt after spurt of hot
liquid shot up inside her. She continued pounding me until she too
screamed in orgasmic release, digging her fingernails into my
shoulders and throwing her head back.
Trish came at the same time, lifting her hips off the bed, her fingers
madly working her clitoris.
After we had all settled down, the girls released the handcuffs.
Without talking, or even looking at them, I got dressed and left the
room. The drive home seemed much longer than it actually was. What
have I done?
As I walked into the house, Sarah greeted me and kissed me deeply on
the lips. "Thanks for taking Jenna home, tonight, honey. I really
wasn't in the mood. Was everything okay, though? You were gone a long
time."
"Everything was fine. She just needed me to fix something in her dorm
room," I sputtered. Then I went upstairs to shower before bed.
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Jenna has been our babysitter for many years. When my wife and I first
moved into the neighborhood from out of town, we had a 6-month-old
baby boy. Recognizing the importance of reconnecting as adults now and
again, without having to keep a careful eye or ear on the baby, we
wasted no time trying to find someone who could baby-sit. We struck
gold almost immediately.
Our next door neighbors told us about the Stewart family, who lived
down the street. Krista Stewart had babysat for their children, who
were much older, and they knew that Krista's younger sister, Jenna,
was just entering the babysitter market. At the time, Jenna was only
fifteen years old. Her youth made us uncomfortable, but we decided to
call her anyway on our neighbor's recommendation.
What a great move! On the phone, Jenna presented herself very well.
She was well-spoken, polite, and generally seemed quite mature. And
she was just as impressive in person. We arranged for Jenna to baby-
sit for a few hours in the afternoon while my wife was home, just to
keep an eye on her and see how she handled the baby. It did not take
long for us to conclude that she was completely responsible and
capable. Thus began a successful babysitting relationship.
Over the past several years, my wife and I welcomed a baby girl, so
that we now have two children ages five and two. Jenna is still our
primary babysitter, even though, at the age of 19, she now attends a
community college across town. As you might expect, she is almost like
one of the family at this point.
Although I am happily married and almost forty myself, I cannot help
but wistfully admire how Jenna has grown into a beautiful young woman.
She has long, dirty blonde hair, large brown eyes, healthy, blemish-
free skin, and an athlete's physique. Her breasts are slightly smaller
than average, but seem to sit high on her chest. And her legs… oh, her
legs!! … they are long, smooth, toned, and muscular. Not body-builder
muscular, but clearly strong enough that it's easy to imagine them
tightly wrapped around my waist. I never expected to find them there,
but it was a common fantasy.
In short, Jenna was one hot chick, and it was such a pleasure seeing
her every few weeks. I never openly ogled her, but I couldn't resist
occasional glances to her chest or legs when neither she nor my wife
was looking. These images were quickly locked in a secret memory
compartment in my brain, accessed whenever I was masturbating. I admit
that once or twice the images slipped to the front of my consciousness
while having sex with my wife. Those always led to the most powerful
orgasms, which more than made up for the modicum of guilt I felt.
It never occurred to me that Jenna may have noticed my stealing
glances, nor that she might find me attractive as well.
ONE FRIDAY NIGHT
Two weeks ago, on a Friday night, Jenna babysat for us. My wife and I
went to dinner and a movie, returning around 10:30 p.m. Jenna happened
to mention her plans to go to Foxwoods casino the next day, and that
somehow led to a conversation about the best route to get there. I was
confident that one route was best, but my wife was certain that a
different approach would get them there sooner. Before long, my wife
was seated at the computer pulling up Yahoo Maps in a vain attempt to
prove herself right.
Jenna and I stood behind her, side-by-side, as my wife clicked away on
the keyboard. Jenna's hand rested on my back as she leaned over
slightly to see the computer screen. I felt Jenna's hand caress up and
down my back – over my shirt – as we both watched the computer screen
and continued debating the best driving directions. Although this was
unusual, it was not necessarily inappropriate or threatening, so I
didn't acknowledge it and just enjoyed the feeling of her hand lightly
exploring my back.
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As the map and directions appeared on the screen, Jenna and I both
leaned in closer. As we did so, Jenna's hand traveled down my back to
the bottom of my untucked shirt, and then I felt her fingers slip
underneath to touch my bare lower back. Okay, this was probably
inappropriate, but I wasn't sure what to make of it. I looked over at
her in surprise, but Jenna was not paying attention to me. Her eyes
were fixed on the computer screen, and she was commenting on the
directions that appeared there. But her hand and fingers moved higher
beneath my shirt, her fingernails lightly scraping up and around my
back.
Her touch made my whole body shiver, but my wife, still sitting in
front of us, did not notice. However, I could tell my reaction brought
a smile to Jenna's face, and seemed to embolden her. Her hand and
fingers continued their exploration of my back, alternating between
her palm, fingertips, and finger nails. It felt absolutely wonderful,
not to mention erotic as hell. My wife was about to give up, conceding
that my driving recommendation might be better after all, when Jenna
suggested she try another website just to make sure. Jumping at the
chance to salvage her pride, my wife continued to tap away at the
computer.
The extra time allowed Jenna to continue rubbing and tickling my back
beneath my shirt. At the same time, she leaned into me so that our
sides and hips were pressing up against each other. That gave her
enough room to reach around me further, so that her fingers could wrap
around my side and just barely reach my sensitive nipple. She flicked
her finger tips and finger nails across my right nipple, all the while
looking directly at the screen and maintaining a steady flow of
mindless chatter. My cock was rock-hard by this time, but I managed to
stay quiet, trying desperately to control the impulse to flinch and
groan as she played with my nipple beneath my shirt, squeezing and
pinching it relentlessly.
Time hovered until the second website reconfirmed my directions and my
wife slid the chair back to get up. Jenna and I stood upright to give
her room, and Jenna removed her hand from beneath my shirt, rested it
on my buttocks just long enough to give them a squeeze, and then
separated herself.
She looked at me and smiled broadly. Thanking us both for the
directions, she said goodbye and headed out to her car. She carried
her smile with her out of the house, while I hid my raging hard-on
from my wife.
YESTERDAY EVENING
The next time Jenna came over to baby-sit was just last night. When I
opened the door, I was immediately struck by her outfit, which seemed
more revealing than is typical for her. She wore a low-cut T-shirt,
very short shorts, and flip flops. My eyes involuntarily traveled down
her gorgeous legs as I burned the image into my memory for future use.
Man, is she hot!
I welcomed Jenna into the house. "Sarah is still upstairs getting
ready, with the kids, so it'll be a few minutes," I explained as I
reclaimed my seat in the large easy chair in the family room. "Make
yourself comfortable." I picked up the magazine and flipped to the
article I had been reading. Jenna stood nearby, looking across the
room towards the stairs and listening.
"How was Foxwoods?" I asked.
"Oh, it was just okay," she answered. "I think it would have been more
fun if there weren't so many people smoking all over the place."
I nodded in agreement. "Did you gamble? Make any money?"
"I played slots for a little while, but not too long. A bunch of guys
were hanging around me, making stupid comments and coming on to me.
Made it pretty hard to enjoy the game." I didn't know how to respond
to that, so I just grunted and turned my attention back to the
magazine.
Jenna stepped in front of me, slipped her right foot out of her flip
flip, and placed her bare foot on the chair cushion, right between my
legs. "Do you think I have nice legs?" she asked in an innocent tone.
I immediately sat bolt upright, quickly placing the magazine down on
the armrest. My expression must have registered my surprise and
discomfort, but it did nothing to dissuade Jenna from her seductive
behavior. Did she even know how forward she was, or was it really just
an innocent, well-intentioned question?
That question was answered right away. "So, what do you think? Do I
have nice legs?" As she spoke, Jenna slid her foot forward until her
toes lightly grazed the crotch of my cotton pants, and she glanced
back over toward the stairs.
"Uhhhhh. Yes, Jenna, your legs are beautiful." I responded truthfully,
trying to push myself deeper into the chair to keep distance between
her foot any my growing erection.
"I think a lot of guys like my legs. People seem to stare at them all
the time. Sort of like you do sometimes, Andy." She pushed her foot
forward slightly and wiggled her toes. I could definitely feel the
movement against my covered prick, and my hands shot out to grab her
calf and push her leg away.
"Jenna, what are you doing?! We can't—"
"What's the matter? Am I making you uncomfortable?" Her eyes shone
brightly and her face broke into a broad smile. Without warning, she
tightened her leg muscles and pushed forward against my unconvincing
resistance, pressing the ball of her foot firmly against my dick. I
groaned deeply and threw my head back, eyes tightly shut.
She rotated her foot around so that it was rubbing all over my shaft,
alternating between the ball of her foot and her toes. I still gripped
her calf, but now leaned forward a bit and pulled her leg closer to
me, enjoying the feel of her firm muscles beneath my fingers, and
lifting my hips to meet her foot. It felt absolutely incredible!!
Push, wiggle, rub, rub, rub, rub, rub. I rocked forward to increase
the pressure, and she picked up the pace. My arms now hugged her leg,
my cheek rested against her knee. Rub rub rub rub rub. I moaned and
groaned as bolts of pleasure shot through me.
And then we both heard my wife and kids coming down the stairs. Jenna
rubbed just a few moments longer, and then quickly pulled her foot
away, returned it to the flip-flop, and stepped away. I whipped the
magazine in front of me, covering my engorged, throbbing dick.
When I had recovered enough, I got up and my wife and I left the
house. What a night!
LAST NIGHT
It was hard to concentrate on anything that night. Jenna, whom I've
known for years as a sweet, young, innocent (and admittedly gorgeous)
kid was making serious moves on me. While the little head in my pants
was eager to plunge into her dripping pussy while her legs tightly
gripped me, the more rationale head on my shoulders wanted to keep a
safe distance between us. I've got a good marriage, and I didn't want
to fuck it up.
So it was with mixed feelings that I wondered what fate had in store
for me as I pulled the car into the garage and shut off the engine.
Sarah and I went inside the house and found Jenna stretched out
comfortably on the sofa watching TV. She confirmed that the evening
had gone smoothly and the kids were asleep.
I handed Jenna some money with a quick "thanks" and then abruptly went
upstairs, leaving my wife to say goodbye and lock up the house. Phew.
Escaped that one.
A few minutes later, my wife called upstairs to me. "Honey, can you
please drive Jenna home? Her car won't start." Pause. Heart
palpitations. Sweat. Gulp. "Honey? Did you hear me?" Uh oh. I went
back downstairs, trying to figure out how to handle this turn of
events. But there was no way out, since I knew my wife really didn't
want to go herself.
Jenna was across the room, talking hurriedly but softly into her cell
phone. She snapped it closed, apologized for the inconvenience, and
thanked me in advance for my help.
"Thanks, honey," sighed my wife as Jenna and I headed out the door. I
glanced over at Jenna, who was smiling coyly to herself.
We climbed into my car, backed out of the garage and down the
driveway, and hit the road. Jenna looked cute as hell sitting there in
the passenger's seat, seatbelt pressing between he breasts and shorts
only barely covering her smooth legs.
We didn't talk at first. Then Jenna looked over at me and said, "Did
you have a nice time tonight?"
"Yes, thank you. We went out with friends we haven't seen in a long
time, so it was fun to catch up." I kept driving, my eyes fixed on the
road.
"Did you have fun earlier too, before you went out?" she asked,
scooting a little closer to me.
I paused. "Jenna—"
"It's just that you seemed to really enjoy it," she interrupted,
sliding her left hand over to rest against the side of my leg.
I gulped, but kept my eyes on the road. "Jenna," I continued, "we
really can't—"
She slid her hand up on my thigh, used her right hand to unbuckle her
seatbelt, and scurried across the seat so that she was pressed up
against me.
I flinched, swallowed hard, and opened my mouth to speak again, but
didn't get the chance.
"Shhhhhhh… I just want to feel it again, just while we're driving."
Jenna squeezed my thigh with her left hand, and reached her right hand
across and placed it on my crotch. She traced her fingers up and down,
finding my dick's position beneath my pants, and then cupped her
fingers around its expanding width and squeezed. I shuttered and
moaned quietly as she manipulated me. She alternately rubbed and
squeezed on top of my pants, while resting her head against my
shoulder.
We were about half way there, and Jenna picked up the pace a bit,
rubbing faster and with greater pressure, and using her left hand –
still on my thigh – to pull my leg toward her slightly.
I concentrated on staying on the road, occasionally grunting in guilty
pleasure. Jenna concentrated on tormenting me as much as possible.
"You just keep driving," she said as her hands moved up to my belt and
opened it. I moaned loader, but said nothing. Drive drive drive. She
unbuttoned my pants, and then slowly pulled down the zipper. She then
spread open the flaps of my pants and placed her hand back on my rigid
dick, on top of just my underpants now. Her rubbing and squeezing
continued. At the same time, she moved her other hand down the inside
of my bare thigh and slipped her fingers beneath the leg band of my
briefs, where she found and tickled my scrotum and balls.
I was beside myself with excitement. Her seduction was bringing me
close to orgasm, but I was not yet entirely relieved of my senses.
Summoning up all my inner strength, and emboldened by our arrival to
her dorm building, I pulled her hands away and breathlessly told her
we couldn't go any further. I zipped and rebuckled my pants, but my
rigid cock and involuntary body twitches made it clear to Jenna that I
was deeply conflicted.
"Oh, but I need you to come inside for a minute," Jenna insisted. Hah!
I wasn't about to fall for that one! She saw the look of determined
skepticism on my face, put her hands on her hips, and explained
mockingly, "Not for that, Andy. I just need you to fix something. It
should be quick." I looked at her suspiciously, but she seemed genuine
enough. I nodded and we went inside.
Jenna opened the door to her dorm room, and I immediately noticed a
young, dark-haired, bespectacled beauty lying on the bed on her
stomach, swinging her feet in the air as she read a book. "Oh, Hi,
Trish," Jenna said as we walked in. "Andy, this is my roommate, Trish.
Trish, Andy." Trish smiled broadly and gave me a perky "Hi!" as she
lay her book down on the bed and lifted herself off the bed.
I glanced around the room. Fairly large for a dorm room, but I knew
this was an old building that had been refurbished. It had some
unusual features, including a high ceiling, two tall windows, and a
support column near the door.
Trish moved towards me, her right hand extended. Gee, I didn't expect
any formality, but I stepped towards her and extended my hand as well.
Jenna moved with me, along my left side. I reached Trish and our hands
came together in a friendly shake just next to the support column.
That's when they out-maneuvered me. With great precision and deftness,
Trish pulled my hand behind the support column while Jenna suddenly
grabbed my left hand and pulled it back as well, forcing me to stumble
a few steps and to the side. In the same motion, Trish then snapped
the handcuffs (which I now know she had been hiding in her left hand)
onto both my wrists. I found myself standing, facing Trish's bed, with
both hands locked behind my back around the column. How many times had
they practiced this move??!!
The girls jumped up-and-down in triumph, laughing and high-fiving each
other.
"Very funny, ladies!" I said in my most authoritative tone. "Come on,
let me out of here."
The girls stopped celebrating and surmised me carefully. Trish then
walked up so that she was standing directly in front of me. She
reached to the top of my shirt and began to unbutton it. "Sorry, Andy.
I'm afraid you can't leave until Jenna has some fun with you. You see,
she's been talking about you all year, and I'm afraid there's only one
way I can get her to shut up about you." Her fingers expertly
unfastened the buttons down my shirt. When she reached the last one,
she forcefully spread the sides apart and over my shoulders, revealing
my chest and stomach. She looked my in the eyes and moved her
fingernails up and down my chest, over my nipples and around my sides.
"We've been planning this all week, you know." Her fingers continued
to dance over me, and I twitched and shuddered involuntarily. Trish
never took her eyes off me. She just kept tickling and rubbing me.
"Don't worry, Andy. I think you'll have a little bit of fun too."
It's then that I noticed Jenna had changed into a light cotton
bathrobe and had moved in front of me, beside Trish. She reached up,
and I had four hands roaming over me. Pinching my nipples. Tickling my
sides. Squeezing my chest muscles. "I think he's ready for you," Trish
said. She leaned into me and wrapped her lips around my right nipple,
sucking it strongly, while four hands continued to dance over me.
I strained against the handcuffs, arched my back, and moaned as they
assaulted me. Trish released her oral grip on my nipple and moved
behind me. She reached around and continuing to rub, tickle, and pinch
me. Jenna looked up at me, her smile stretching from ear to ear, and
moved in to take Trish's spot. She kissed and licked me, tongue
twirling, while her hands gradually made their way lower. After
crossing my lower stomach, Jenna's fingers reached my belt and quickly
unfastened it. Trish's hands came down to help as well, and in a
matter of moments, my pants and underpants were being pushed all the
way down to the floor, my cock springing forward into the open air.
Jenna kissed her way down my front, following the path of her hands,
until she reached my throbbing dick. She grabbed it roughly at the
base and simultaneously sank her mouth over it. I groaned deeply and
arched my back against the column while her wet lips and tight grip
started to work me. In and out, in and out, in and out. Trish, still
standing behind me, had moved her hands back up to my chest and
returned to pinching my nipples. I groaned even louder, and started to
buck my hips forward to meet Jenna's rhythm. I could feel a powerful
orgasm welling up, and I was well beyond the point of trying to stop
the girls.
But Jenna could sense that I was close. With a loud smacking noise,
she released my dick entirely and stood up to face me. Her hands
loosened the strap around her waist and her robe fell open, revealing
her breasts, tight abdomen, and shaved pussy to my disbelieving gaze.
She pressed her body against me and kissed me tenderly on the neck. I
could feel her hard nipples and warm thighs against me. She moved her
hands to my shoulders and pushed me down.
Willingly, I allowed my knees to bend so that I slid down the column.
When my lips reached her breasts, I paused my descent and eagerly took
her nipple into my mouth. Jenna gasped and purred, wrapped her hands
around my head, and pushed my face into her breasts. My tongue danced
over her nipple as I sucked and lightly nibbled. Jenna's moans
increased, but she moved her hands back to my shoulders and continued
pushing me lower. I sank all the way down to the floor, stretching my
legs out in front of me. Jenna straddled me and moved her hips towards
my face. I gave her pussy the same treatment that her nipple had
enjoyed. I couldn't believe how wet she was, but her musky odor only
inflamed my passions more. I licked and sucked, darting my tongue into
her folds and around her swollen button. Again, Jenna grabbed my head
and pushed my face into her, rolling and bucking her hips to maximize
her pleasure, and moaning uncontrollably.
Trish, by this time, had moved back around to her bed and watched us
carefully. I noticed that her legs were spread, her hand was buried
into her shorts, and her fingers appeared to be moving rapidly over
her private areas.
Jenna pulled herself away from me and bent her knees so that she was
sitting on my thighs. Her face glowing, she reached down and grabbed
my dick, pumping it several times. I twitched and groaned and shook my
head, but no words came out. Gazing dreamily into my eyes, she shifted
up and forward so that she was poised directly over me. "I really hope
you're not too mad about all this, Andy," she said sweetly as she
impaled herself on my steaming rod. I gasped as her warmth enveloped
me.
Jenna pushed down, twisting and rotating her hips, until my full
length was submerged into her. She purred, eyes shut, as she started
to slowly gyrate. I strained against the handcuffs, lifting my hips as
best I could. Jenna opened her eyes, her hips still rotating subtly,
her cunt well lubricated, and warned, "Okay, Andy. Are you ready for a
ride?"
I looked at her, unable to speak. She tightened her grip on my
shoulders, and started to bounce madly on top of me, exercising all
her youthful energy. She relentlessly pounded up and down, sweat
forming on her neck, breasts, and legs, as she continued her
jackhammer action.
Trish was feverishly masturbating on the bed as she enjoyed the scene
playing out right in front of her.
I couldn't hold it much longer. Jenna continued fucking me at a wild
pace. I grunted and groaned uncontrollably. My dick was pistoning
inside her as she raised and dropped her body with incredible speed
and power. "Uh uh uh uh uh uh uh…"
My orgasm welled up inside me and exploded across all my senses.
"Aaarrrrgggghhhhhhh!!!!!!" I yelled, as spurt after spurt of hot
liquid shot up inside her. She continued pounding me until she too
screamed in orgasmic release, digging her fingernails into my
shoulders and throwing her head back.
Trish came at the same time, lifting her hips off the bed, her fingers
madly working her clitoris.
After we had all settled down, the girls released the handcuffs.
Without talking, or even looking at them, I got dressed and left the
room. The drive home seemed much longer than it actually was. What
have I done?
As I walked into the house, Sarah greeted me and kissed me deeply on
the lips. "Thanks for taking Jenna home, tonight, honey. I really
wasn't in the mood. Was everything okay, though? You were gone a long
time."
"Everything was fine. She just needed me to fix something in her dorm
room," I sputtered. Then I went upstairs to shower before bed.
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