Kirk’s Encounter With jenny McCarthy

Kirk’s Encounter with Jenny McCarthy
by Kermit

I’m hoping this will be the first part of an ongoing series
revolving around Kirk. Just a quick warning, I tend to start my
stories slow. Either bear with me or skip ahead (believe me, I read
A LOT of stories too and know that sometimes you just wanna get to
the good stuff). Whatever your reading habits, any feedback is
appreciated. Please send all comments to

had been working long hours this week at Le Capitan. Over
a period of 3 months, Le Capitan had become the hottest restaurant
in Hollywood, drawing some the biggest stars around. Just this week
Kirk had run into Jim Carrey, Brad Pitt, and Johnny Deep. This is
not to say Kirk hadn’t seen his fare share of women. He had waited
tables for Sandra Bullock, Angie Everhart, and Claire Danes among
It had been hard to manage schoolwork and his job, as any
college student would attest to. This is especially true when your
major is biology. But Kirk loved to be around anything that had to
do with movies, and the restaurant was just a melting pot for movie
talent. He would occasionally stumble into conversations about
upcoming movies and TV projects. It was a great thrill to be around
the people behind the movies and television shows he loved.
As far as Kirk’s personal life went, it was nonexistent. He had
broken up with his girlfriend nearly 4 months ago and was still a
virgin. All the stories he had heard about college girls were lies –
at least at his college. His only satisfaction came from the women
who frequented the restaurant. He had made at least 4 trips to the
bathroom the night he waited on Salma Hayek. She had worn this
extremely low cut dress that night, showing off her perfect
cleavage. It took all his willpower to keep from mauling her shapely
breasts. The amount of beautiful women coming to restaurant was
extreme torture for a virgin, and Kirk wondered if a person could
die from masturbating as frequently as he did.

Tonight looked like another torturous night, but it would turn
out to be one of the most pleasurable evenings of young Kirk’s life.

Wednesdays were usually busy, and tonight was no exception.
Jerry Seinfeld’s party had been running all night, and Kirk was
having a hard time meeting the demand of Jerry’s guests. Fumbling
with a tray of beer, Kirk walked over to the kitchen and nearly
missed the vision sitting at a table in the corner. Luckily, Kirk’s
peripheral vision didn’t let him down. There, sitting with her
newlywed husband, was Jenny McCarthy.

Jenny had been one of the first girls that Kirk had really
gotten into. From her Playboy appearances to Singled Out, Jenny had
been a constant image in Kirk’s mind. Never mind the fact that she
could be a tad gross from time to time, Jenny was gorgeous. Kirk
remembered those first Playboy pictures he had seen of her in a
bathtub, rubbing soap all over her naked body. Of course, those
magazines had long been disposed of once Kirk had discovered a
certain talent common to all teenage boys.

Looking at her now had the same effect as those Playboy
pictures had had. Jenny, now with black hair, still had an
amazing figure. The tight leather suit she had on hugged her large
chest and toned legs. Instinctively, Kirk began to walk over to
Jenny table. Just at that moment the kitchen door swung open and
knocked Kirk to the ground, soaking him in beer. The whole
restaurant turned and saw the incident and, in classic Hollywood
fashion, all rose up out of their chairs and applauded. Jenny led
the cheers with a whistle and hoot. After a few moments of laughter
the rustle subsided and Kirk got to his feet and tried to salvage
some dignity. He proceeded into the kitchen to clean up and get his
next table. When he was assigned to Ms. McCarthy’s table, Kirk
begged to get another assignment. The last thing he wanted was to be
remembered as a blundering idiot. Of course his compassionate boss
declined his request and Kirk grabbed two menus and headed for the
table. As he walked out of the kitchen and toward Jenny’s table, he
noticed her husband had disappeared. Well, Kirk thought he was about
to find out just how much humiliation a person could endure.

“Good evening, Ma’am. Would you like to start with some appetizers
tonight?” Jenny snorted as she laughed. “What the hell is all this
Ma’am stuff. Did I age like 10 years since Scream 3 came out?
Anyways, I enjoyed the show you put on back there sporty. What’s
your name?” Somewhat dazed, he answered “Umm, Kirk.” “Well, my
name’s Jenny,” she responded. “I know, I’m a big fan,” Kirk said
enthusiastically. “Doesn’t look that way to me,” she said as she
moved her eyes down. Kirk then realized the hard-on he had and
couldn’t believe the embarrassment. Not only was Jenny making fun of
his clear infatuation with her, but she was also making fun of his
size (or lack thereof). Kirk was about to run away and escape this
situation when Jenny laughed and commented “Relax cutie, I’m just
having a little fun. You’re too jumpy.” She began to stare at him.
“Hmmm, I bet you’re a virgin. Yeah….that’s it! Ohhhh, pour baby,”
she said as she stroked his cheek. “I bet this dress isn’t helping
either,” Jenny remarked as she adjusted the top of her dress. Her
breasts jiggled as Jenny tugged at the tight leather. “Listen,” she
said, “how about meeting me later? I’ll slip you my hotel and room
number in the bill.” “What about your husband?” Kirk asked. “Oh
don’t worry about him,” Jenny
reassured. “He’s off to some show or something tonight after dinner.
Now, about that appetizer…”
It was excruciating to wait. Kirk could only imagine what Jenny had
in store for him. This was his fantasy come true. He couldn’t wait
to tear off her clothes and lick those hard nipples and rub the
treasure between her legs. He stared at Jenny’s table the whole
night, and boy did she have fun with that fact. Jenny knew she used
quite a bit of hand gestures when talking, and relished the fact
that Kirk was
watching her ample chest shake about. Jenny also squirmed in her
seat quite frequently, and the leather of her suit slid freely
against the leather seats. But to top it off, Jenny moved her hand
below the table away from her husband’s eyes and Kirk lost view of
her fingers as they slid into her pants. All Kirk wanted to do was
to run to the bathroom, but he knew that waiting would be far
Their dinner was over and Kirk rushed the bill to Jenny’s table. She
slapped her husband’s hand as he reached for the bill, and proceeded
to open her purse for a credit card. Kirk went to process the card
as Jenny got out some cash for a tip. “Alright, let’s go,” she said
as she and her husband got up and put their coats on. She laid the
cash on the table along with a small note that she had written
earlier while her husband was in the bathroom. Kirk ran over and
handed her the credit card. “Thanks for coming to Le Capitan,” said
Kirk. Jenny grabbed the card and smiled, “The food her sucks. Bye!”
Kirk laughed and watched the two leave. He went over to the table
and found the piece of
paper. “God,” he whispered as he read the note: “Hilton Rm 315
12:30. Don’t forget to spill more beer on yourself. I like my men
skanky.” This was too good to be true.

Kirk got to the hotel well before 12:30, and waited in the lobby
till it was time. He got to Jenny’s door and was about to knock when
someone grabbed him from behind. “BOO!” Jenny shouted. “Hahaha. God,
you’re so jumpy. Let’s get you inside.” She opened the door and Kirk
walked in. He admired the lush furniture and view that Jenny’s money
could afford. Jenny closed the door behind him and took off her
jacket. “Make
yourself comfy on the couch. I’m gonna get some wine.” Kirk took off
his jacket and sat on the couch. Kirk couldn’t believe it. He was
about to lose his virginity to one of the sexiest women in the
world. He couldn’t wait to see wait Jenny had in store for him.
Jenny returned with two glasses of wine. She looked so sexy in that
tight black leather. How could she breathe. “You’re old enough to
drink, right?” “I’m old enough for a lot of things,” Kirk replied.
“Ha! You’re a regular Casanova, aren’t you. Just what do you think
is going to happen tonight? Ya think you’re gonna get laid or
something?” Kirk began to tense up. Had he misread the entire

“I…uh….well…you said…”

“No, c’mon, tell me what you thought,” Jenny said.

“Well, I thought you meant…well…the way you, uh…”

“Will you just fuckin’ tell me what you thought was going to
happen!!” Jenny demanded.

“I thought we were going to have sex.”

“Oh really,” she said as she made herself more comfortable on the
couch. “What would you do to me?”

“What do you mean?”

“Oh, c’mon. What kind of things would you want to do to me?”


“It’s ok,” she smiled as she placed her hand on Kirk’s.

Kirk had to get used to Jenny’s teasing.

“Well, I would start by running my hands through your hair, even
though it’s black now.”

“Ouch! Continue.”

“I’d bring my lips to yours and part your mouth open with my tongue,

“Hold on,” Jenny laughed, “I can see you’ve thought this through.
Most guys would have said something like ‘well, I’d shove my fist up
your pussy’ or something like that.” She looked into his eyes in a
way that almost melted him. “You’re going to enjoy this Kirk. I

Jenny led Kirk to the bedroom and shoved him onto the bed. “What do
you find most attractive about me Kirk?” Jenny asked. “Your tits,”
Kirk answered quickly.

Jenny moved her hands up her leather suit and lifted her milky
globes for Kirk. “You mean my soft, bouncy, heaving breasts,” Jenny
said in a sultry voice as she juggled her breasts with her hands.
Her eyes looked straight at Kirk. Kirk smiled. This was DEFINTELY
not gross-out Jenny; this was the Playboy Jenny he knew and loved.
Jenny leaned forward and kissed Kirk. No girl had ever kissed him
like this. Her tongue was already deep in his month before her
bottom lip even touched his. She fell forward and lay on top of him
on the bed.
He could feel her warm body even through her clothing. He
wrapped his arms around her and pushed his own tongue into her
month, eliciting a soft moan from her. He moved his hands down her
back with slight reservation. She noticed the hesitation and broke
part of the kiss. She grabbed his right hand and used it slap her
right butt cheek hard. “Don’t be nervous!! I’m all yours tonight.
Have fun, dammit.” She then kissed him hard, and pressed her body
against his just as hard. After this, Kirk lost all reservation and
moved both hands down to her round ass. He squeezed her cheeks
through the leather.
Jenny got up and knelt over him. She moved her fingers to the
zipper at the top of her dress and slowly moved the zipper down. To
Kirk’s surprise she WAS wearing a bra underneath – a leather one at
that. Jenny was breathing heavily and the swells of her breasts were
aching to be released from their constraints. She again took Kirk’s
hand and placed it on her left breast. Kirk rubbed his fingers off
the flesh pouring over the top of her bra. He brought his other hand
up and proceeded to do the same with her right breast. The were so
warm and soft. Jenny let out a sigh, “that’s right. Be gentle. Enjoy
moment.” He moved his hands to the sides of her breasts and pushed
them up slightly. He could see her nipples pushing against her bra
and the tops of her areola peeking out from the top of the material.
Jenny reached behind her and undid the clasp of her bra. Kirk
removed the bra himself and gasped as he saw Jenny topless in front
of him. She arched her back and her breasts rose up, never sagging
the least bit. Her breasts were absolutely perfect, and her nipples
were exquisite. Kirk gently rubbed his fingers over every inch of
her breasts, lightly grazing her hard nipples. Jenny was going crazy
with the teasing (finally she’s getting a taste of her own medicine,
Kirk thought). Kirk couldn’t resist anymore and he grasped her
breasts firmly and lifted them up. “Ohhhh,” Jenny moaned. He
continued to knead and fondle her breasts as he moved in to kiss
her. Jenny was now under his control, exhibiting none of the force
she previously had. Kirk was the one pushing his tongue deep into
her mouth. Jenny finally managed to break the kiss and say, “Suck my
nipples.” Kirk eagerly complied, but was definitely not going to be
satisfied with just her nipples. No, he had imagined exactly how he
would do this from the first time he saw Jenny. With Jenny still
kneeling above him, Kirk began to kiss down her neck, and as he
reached the top of her breasts he began to lick down the side of her
right breast, dragging his tongue around the shapely curve. Jenny
again moaned as he did the same with her left side. He pushed her
tits together and kissed every inch of her melons. It was an
eternity before he finally pushed her nipple with his tongue and
then planted his lips squarely on them. He continued to knead and
lick her
chest. “You sure do like those, don’t you?” Jenny said. Kirk laughed
and pushed her onto the bed. He buried his face in her
cleavage. “Unnggggh. Yeah, play with my tits.” He again pushed her
breasts together, bringing the nipples close so her could lick them
together. “Ohhhh God, you’re so disciplined. My husband would be in
my pussy by now – no foreplay.” Kirk was loving every minute of
this. Jenny rolled over so that she again was on top of Kirk. She
tore off his shirt and bit his nipple. “Ouch! Hey, watch it!” Kirk
shouted. “Big baby,” Jenny laughed. She rolled her tongue down to
the top of his pants and grabbed at his belt buckle. She undid the
buckle and opened his fly. Kirk was so hard at this point, but that
was to be expected after having his way with Jenny McCarthy’s
breasts. Then Kirk suddenly remembered the incident at the
restaurant – about Jenny’s joke involving the size of his member.
Jenny pulled down his boxers and the nervousness he thought he was
rid of returned instantly. Kirk knew he was not hung; his cock was
about 5 inches – not even average. Jenny spoke up, “I bet you’re
thinking about that crack I made at the
restaurant. Believe me tiger, a guy who can make a slut like me go
crazy by just playing with my breasts is well on his way. Besides, I
think it’s cute.” Kirk’s laugh was cut short by Jenny’s hand on his
cock. She was lightly kissing the sides of it, while her hand was
nestled under his balls. She kept poking her tongue on his cock
head. “God Jenny.” She giggled and took his dick into her mouth.
Kirk was in heaven as he felt her tongue swirl around his shaft. She
continued to suck his dick, and Kirk didn’t know how much longer he
could hold out. She finally removed her lips from his cock as a
strand of spit and precum rested on her chin. She grabbed his dick
and began stroking, harder each time she brought her hand down.
“Jenny, I’m going to…….” “Don’t worry baby, we’ve got all night.”
With a final stroke Kirk let out a moan and shot a thick stream that
he thought would fall to the bed. Instead Jenny caught it in her
mouth, as she continued to pump him. He shot two more thick loads
onto her cheek and the side of her eye as the rest of his cum ran
along his shaft. Jenny let out a shout and said, “Wow, this little
guy has some life to him.” Kirk begged, “Please, enough with the
size jokes.” “Ok, ok.”
Jenny rubbed her face on Kirk chest, rubbing off the cum that
he had sprayed her with. She licked off the cum as Kirk looked at
her glistening face. The night was just getting started.

After Jenny had thoroughly licked Kirk’s cum off his own chest
she stood up on the bed and began to sway and gyrate like a
stripper. Her breasts bounced up and down as Jenny rubbed her hands
down her leather-clad thighs. Jenny undid her fly and peeled the
leather pants off her. Leave it to Jenny to wear a bra but not wear
panties. Kirk licked his lips as he looked at her neatly trimmed
pussy. Jenny turned to reveal her tight ass, spanking her left cheek
twice. “Come and get it stud.”

Kirk grabbed her by the hips and brought her down so that Jenny was
sitting on his face. He licked and kissed her soft butt cheeks, and
with a sudden rush of realization, pushed her off to the side.
“Jenny, you’re not going to fart of me, are you?” She laughed and
assured him, “I’ll try not to.” Kirk rolled Jenny onto her front and
moved his head to her ass. He laid his head on the soft cheeks.
“Taking a nap, are we?” Jenny remarked. With that Kirk grabbed a
handful of her flesh had firmly bit down. “AHHHH, shit! Screamed
Jenny. You’re sooo bad.” He laughed and saw the red mark he had left
on her cheek. He moved his tongue over the area to cool the
sensation. Kirk squeezed Jenny’s left ass cheek as he continued to
suck on her right. After a couple minutes of this he knelt up and
rubbed his hands down the back of Jenny’s legs. Jenny turned over
and he got a close up view of her tight pussy. “I don’t deserve
this,” Kirk thought to himself. As if reading his mind, Jenny
responded, “Like I said, I’m yours tonight.” Kirk rubbed his hands
along Jenny’s thighs, bringing the tip of his fingers up to her
pussy. Kirk knew Jenny was extremely horny at this point because her
pussy was completely soaked. Kirk rubbed his finger against her clit
and drove Jenny past the boiling point. Jenny grabbed Kirk by the
hair and shoved his face into her pussy. Kirk was caught off guard,
but quickly opened his mouth and licked any area within reach.

“Ohhhhhhh, baby, yeah, suck it.”

Kirk brought Jenny’s legs up to surround him with her scent. Kirk
lapped at her pussy with no abandon.

“Ahhhhhhhh, FUCK, FUUUUUUUUCCCCCCKKKK,” she screamed as she
orgasmed, driving Kirk’s face into her pussy to the point where he
could hardly breathe.

Kirk licked her pussy dry and brought his cum soaked face up from
Jenny’s pussy. He climbed up to her face and kissed her. Jenny
licked at every corner of his mouth, taking in her own juices.

Kirk and Jenny caught their breathe. Jenny finally spoke up, “Wait
right here…”

Jenny returned with a condom in her hand, tore it open in a matter
of seconds, and started to slip it on Kirk’s dick. It was pretty
snug, and Kirk guessed Jenny’s husband must not be that well hung
either. With the condom in place Jenny pushed Kirk down and mounted
him. She bounced up and down his shaft, moaning and panting. Every
inch of her breasts bounced and quivered with her movements. Kirk
shoved Jenny onto the bed and fucked her missionary style. Jenny
screamed as another violent orgasm hit her.


Kirk was near the brink too and wasn’t going to waste his cum inside
a condom. He quickly removed his cock from her and peeled off the
wet condom. He took his dick and placed it in between Jenny’s soft
mounds of titflesh. Jenny caught on and smiled.

“I knew you couldn’t lay off my breasts for that long.”

Kirk titty fucked Jenny, and Jenny made sure Kirk wouldn’t last that


Jenny pressed the sides of her breasts tightly around Kirk’s dick
and he shot his wad all over her massive chest. Jenny took his
softening dick in his mouth and sucked him dry. Jenny then lifted
her breasts to her mouth and licked them clean as well.

Jenny started “Well that was fun………..UNNNNNNGGGGGGHHH!!”

Jenny was cut off by three fingers entering her pussy. “God, I love
you!!” Jenny shouted. Kirk finger fucked Jenny until she came twice
more and they both lied there exhausted till the next morning.

Kirk awoke the next morning and looked at the woman next to him.
Jenny McCarthy, still asleep and quite naked, lied next to him. He
hadn’t dreamt last night. He had lost his virginity to the woman of
his dreams.

He looked at the time and remembered he had an early shift that
morning. He was confident that no other day at the restaurant would

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