


Cindy's Creative Imagination

by walterio



Category: Mature
Published: 2010-11-14
Updated: 2011-01-21
Packaged: 2017-04-18 14:01:24
Chapters: 2
Publisher: literotica.com
Story URL: https://www.literotica.com/s/cindys-creative-imagination
Author URL:
https://www.literotica.com/stories/memberpage.php?uid=429765&page=submissions
Summary: <p>1. Older woman role plays with younger single guy.</p>
<p>2. The games continue with Jim and Cindy.</p>
Erotica Tags: Anal Sex, Cum Shots, Dress Up Fetish, Fantasy, Foreplay, Mature,
Multiple Orgasms, Oral Sex, Seduction, Vaginal Sex, Volcanic Orgasms
Average Rating: 4.52





TABLE OF CONTENTS


Cindy's Creative Imagination

Cindy's Creative Imagination Ch. 02




        Cindy's Creative Imagination


INTRODUCTION  
  
Cindy Marshall was a divorcee of six years now. At the age of 36 years she was
still an attractive woman with a nice figure. Her breasts were not large but
she was proud of her firm 34B bust. She had a narrow waist of 23 inches and
hips of 36 inches. She had a really nice ass that was very sensitive and she
loved to have Jim play with her bottom and even spank her occasionally. Cindy
had shoulder length brown hair and matching brown eyes. She stood at 5'5" tall
and weighed a very fit 115 pounds.  
  
Cindy was a very creative lover and Jim enjoyed having sex with her. She loved
to get dressed up in different outfits and act as if she was being seduced for
the very first time. She loved to role play and she would keep her outfits at
Jim's condo in the guest bedroom closet. Every once in a while she would buy a
new outfit and surprise Jim.  
  
Jim Carson at 24 years old was a good looking young man. He stood at 6'2" and
weighed a muscular 185. His hair was light brown and he had steel blue eyes.
He had played varsity sports in college and his body was chiseled. Jim was
experienced with girls as he had had sex with a number of them although he
found most of them to be teases and a pain in the ass. The girls he did fuck
liked his 7+ inch cock. It wasn't huge by any means but clearly above average
and it turned some of the girls on.  
  
Jim worked for a virtual office consulting firm which meant that he worked
from home when he wasn't at a client site. Jim met Cindy when he purchased the
condo as she was the on-site manager for the condo community. Jim and Cindy
were very discreet about their relationship which was easy to do since Jim
worked out of his home.  
  
HOW IT GOT STARTED  
  
Cindy was taken with the handsome young single man as she had not expected
someone so attractive to purchase a three bedroom condo. Jim had never even
thought about sex with an older woman and it wasn't on his mind when he met
Cindy either. One day Cindy came to Jim's condo to change the flood lights in
the vaulted ceiling. She was dressed in a summer smock that came down below
her knees. It was not a flattering dress and it did not reveal Cindy's charms
that were under it.  
  
Cindy was standing on the ladder when she asked Jim to hand her the flood
lights one at a time. Jim handed her a bulb and then stood by the ladder. As
Cindy stretched to replace the light her smock rode up on her legs baring her
shapely calf. Jim looked at her bare skin and suddenly felt a surge in his
loins. He stepped in a little closer and peeked under her skirt. He saw more
leg this time up to her thighs and he felt an erection form in his pants. Then
he acted as if he were holding the ladder and leaned in even more. This time
as he looked up her dress he could see all the way to her panties.  
  
Cindy turned to him and asked for another flood light as she handed him the
old one. Jim had to move carefully as his cock was hard and pressing against
the leg of his pants. Cindy didn't notice his hard-on at the time but she was
somewhat suspicious that Jim had been looking up her dress. She was a little
turned on that a young man would be interested in looking up her dress. This
time when she took the item from Jim, she asked him to hold the ladder and
then she stepped up one more rung. Jim leaned in and peeked up her dress and
he easily saw her legs and panties. He noticed her nice round ass encased by
the panties and his cock throbbed in his pants. This time when Cindy turned
back to him she saw the outline of the erection in his pants. She smiled to
herself as she was pleased that she could cause this young man to get an
erection. This game continued for quite some time before Cindy pushed it to
the next level.  
  
"Oh my I am so sorry! Look what I have done to you," Cindy said as she made
her descent down the ladder.  
  
Jim looked confused but then he realized she was talking about his erection
which was clearly visible in his pants.  
  
"I am so naughty letting you look up my dress. Only bad girls do that and they
get punished when they do such things. I made your thing hard because I was so
naughty," Cindy went on.  
  
Jim thought that this was really weird behavior. He wondered, "What did she
mean when she said she should be punished for her behavior."  
  
"If my daddy was here he would spank my bottom for being so naughty," Cindy
whimpered and then said, "You're not going to spank me, are you?"  
  
Jim realized that this was a game she played and he decided to go along and
see how far it would go. He was getting really excited now and his cock was
throbbing in his pants. He replied, "You have been a bad girl and I think that
you do need a spanking."  
  
"Oh no, please don't," she whimpered again and then curled up on Jim's sofa
and acted as if she was afraid to be punished.  
  
"Please don't, don't put me over your lap and spank me," she begged mockingly.  
  
Jim caught on that she was really giving him instructions rather than
protesting. He moved over to the sofa and sat in the middle as Cindy cowered
in the corner of the sofa. Jim was starting to like this game and he reached
for Cindy. He pulled her over his lap and her body pressed against his
erection.  
  
"Pleased don't flip my dress up and spank me," Cindy faked again but Jim did
just that.  
  
He flipped her dress up baring her legs and her panty covered ass. Jim stared
at her beautiful shapely legs and curvy butt. He then realized just how pretty
and shapely Cindy Marshall was. He ran his hands over her legs and panty
covered ass and then he spanked her lightly on her bottom.  
  
"Oh you mustn't take my panties down and spank me on my bare bottom," she
said.  
  
Again Jim did just that. He pulled her panties down to her knees and then he
admired her beautiful ass. He ran his hands over her smooth buns and squeezed
them gently. His cock was ready to explode and he was fearful that he would
cum in his pants if this went on much longer. Jim began to spank Cindy's bare
ass lightly and he liked watching her buttocks jiggle each time he slapped
them. Cindy made believe that she was in agony and she began to beg Jim to
stop. Although he had not slapped her ass hard enough to hurt her it was all
part of her game.  
  
"Oh please stop your hurting me. Please don't hit me anymore I will do what
you want. I will let you put your thing in my mouth," Cindy pleaded.  
  
Jim was in disbelief when he heard her. She wanted his cock in her mouth. She
was going to blow him. Jim couldn't move fast enough. He lifted Cindy off his
lap and reached for his belt and zipper. He pulled his pants down to his knees
and his rock hard 7+ inches bobbed in front of him. Cindy smiled when she saw
the impressive cock and she knelt in front of him. Jim grabbed her head and
pulled it toward his cock. Cindy willingly took the cock into her mouth and
within seconds she was deep throating him. No girl Jim had ever been with ever
took his entire length into her mouth but Cindy was handling his cock with
ease.  
  
Cindy was an accomplished cock sucker and Jim knew that he would not last long
at all. She bobbed her head up and down on his cock and ran her tongue around
the shaft. She reached down and handled his balls and tickled his perineum.
She had Jim on the verge of one of his biggest ejaculations ever. He could
feel the pressure in his scrotum and then it released through his cock. Jim
fired a barrage of cum into Cindy's mouth and he marveled at her as she stayed
with it and swallowed every drop. He knew it was one of his biggest discharges
ever but Cindy seemed undaunted by it as she sucked and milked his cock dry.
She nibbled on his cock head and let it pop out of her mouth with a loud
sound. She continued this until Jim couldn't stand the sensation any longer.
He was still hard however and Cindy wanted that youthful cock in her pussy.  
  
"Oh look what you've done. You shot your stuff in my mouth. Now behave
yourself and go away. Don't even think of putting your thing in my little
cunny," Cindy acted out her shame.  
  
But Jim knew that they weren't done and he pushed Cindy back on the floor and
crawled between her legs. He was surprised to see her pussy so well trimmed as
he always thought that older women had hairy pussies. He eased his cock into
her and it slipped in easily as Cindy's cunt was sopping wet. Cindy gasped as
his cock hit home and she wrapped her legs around Jim's torso. Jim pounded her
pussy with his rock hard cock and Cindy grunted and groaned every time his
cock went all the way into her womb.  
  
"Oh my, this is going to be a quick one!" Cindy gasped.  
  
Her body lifted off the floor with the intensity of her first orgasm. She held
Jim tight as her body shook violently and he felt her juices cover his cock.
Jim's pecker was swimming in Cindy's pussy but he continued to pound at her in
search of his second ejaculation. Cindy was extremely turned on and she felt
another orgasm building in her body as Jim raced toward his. She felt his body
tense up and then with one more thrust deep into her, Jim shot streams of cum
into her hot cunt. Cindy felt the ejaculation and it sent her over the edge
again. She dug her heels into Jim's back and held him tightly in her arms as
she climaxed again. Her body shook and she screamed out in ecstasy as she had
one of her most intense orgasms ever.  
  
The two of them held to each other and remained motionless on the floor for
several minutes. Jim thought about his situation as they both remained coupled
together still partially clothed. Cindy had not removed her dress only her
panties and Jim still had on his pants and underwear between his knees and
ankles. Jim eased his cock out of Cindy's cunt and he looked down at the
pretty woman. She smiled at him briefly and then went back to playing her
games.  
  
"Oh what have we done? I am so ashamed," Cindy said and then picked up her
panties and ran to the bathroom.  
  
Jim was unsure of what to do so he pulled up his underwear and pants. He
straightened himself up the best he could although he could still feel the
moisture from their lovemaking on his cock. Cindy eventually came out of the
bathroom and left the condo without saying a word. Jim thought about what
happened and he was really turned on by Cindy's behavior as it had gotten him
very excited.  
  
Cindy returned to her office and called maintenance to pick up the ladder at
Jim's condo. She was a little concerned that she may have pushed her little
game too far. She hoped that she hadn't scared him away. Jim had such a nice
cock and she knew that he probably could have cum at least two more times that
day. The next time she would have to be careful not to come on so strong. That
was the problem Cindy had with men; they thought that she was too kinky and
she scared them away.  
  
That night Jim lay in his bed and thought of Cindy. He hoped that she would
visit him again so that he could see her again. He thought of her oral skills
and the way they fucked. Jim got an erection reflecting on the afternoon sex
and he jerked off thinking of Cindy. He wished he had fucked her some more but
now it was just a memory. Jim jerked his cock faster as he approached his
release and then cum shot out of his cock and landed on his chest, abs and
pubes. He later fell asleep letting cum dry on his body.  
  
CINDY CALLS AGAIN  
  
The next day the phone rang and it was Cindy on the line. She asked if she
could come over that day and speak with him. Jim told her to come over and
then he had a quick breakfast. When she arrived she was wearing a much shorter
skirt than she had the previous day. Jim used every opportunity to look up her
skirt and this time she was not wearing panties. Cindy then began her game
again.  
  
"Are you looking up my skirt again? I shouldn't let you look up my skirt. My
daddy says not to let boys look up my skirt because they will want to put
their mouth on my cunny," Cindy play acted.  
  
"You're not wearing any panties Cindy," Jim said going along with her.  
  
"All my panties are soiled and I didn't have a clean pair to put on. But you
shouldn't be looking up my skirt either. You wouldn't know that I didn't have
panties on if you didn't look up my skirt," Cindy said acting shyly.  
  
"But Cindy you let me look up your skirt and now you should be punished," Jim
replied.  
  
"Oh please don't spank me again and don't even think that you can put your
mouth on my cunny," Cindy whimpered.  
  
Jim realized that she wanted him to eat her pussy first that day. He had eaten
pussy before and he liked doing it. Jim had Cindy stand up in front of him and
then he ran his hands up Cindy's legs and cupped her buttocks pulling her
toward his head. He pushed up her skirt and began eating her pussy. Cindy
grabbed his head and held it tightly to her quim as Jim dipped his tongue into
her and sought out her clit. Cindy was overwhelmed with desire and she came
quickly dousing Jim's face with her female nectar. Jim kept eating her until
she couldn't stand it any longer and collapsed in his arms. He carried her
into the bedroom.  
  
Jim placed her on the bed and then lowered his pants and underwear to his
knees. He crawled on the bed, pushed her skirt up and moved between her legs.
Jim eased his cock into her sopping wet cunt again and Cindy gasped as she had
the first time. They fucked like animals as they both raced toward their
orgasms. Jim was quick to fire and he let loose a barrage of cum into her
pussy. Cindy came again as soon as she felt cum bounce of the walls of her
vagina. They held each other tight as they rode out their intense orgasms.  
  
Jim then pulled out of her and placed Cindy over his lap. His pants and
underwear were down around his ankles and he was still wearing his shirt.
Cindy was still in her summer dress and Jim pulled it up exposing her ass.  
  
"You have been naughty again so I am going to give you a good spanking," Jim
teased as he ran his hands over her shapely ass.  
  
Jim spanked her again as he had done the previous day. He hit her lightly not
to hurt her but hard enough to make her buttocks jiggle. He would pause every
once in a while to run his hands over her shapely ass and then he would spank
her again. Jim felt his cock harden under Cindy's lap and she felt it too.  
  
Cindy faked that she was crying and that her buns were stinging. "Daddy always
put lotion on my bottom after he spanked me to soothe the pain."  
  
Jim looked around and spotted the lotion on his nightstand. He leaned over to
retrieve it holding Cindy on his lap as he did. Jim got the lotion and
squirted it all over Cindy's ass. Jim then massaged the lotion into Cindy's
buttocks. He took his time as he loved handling her beautiful ass. Jim's cock
was erect under Cindy and she could feel it poking into her pubes.  
  
"That feels so good on my sore bottom," cooed Cindy and then warned, "But you
mustn't stick your finger in my pooper. That would be so nasty."  
  
Jim realized that she wanted him to finger her asshole. He had never done that
before but the thought of it excited him. He squirted the lotion in the crack
of her ass and then pushed his index finger into her asshole. Cindy wiggled
her ass in reply and faked her response.  
  
"Oh that is so nasty. You shouldn't do that. You shouldn't move your finger in
and out of my pooper."  
  
Jim did just that as he finger fucked Cindy's asshole. Then he switched
fingers from his index finger to his middle finger and pushed it in as far as
it would go. Cindy wiggled her ass again and Jim was getting hotter by the
second. He decided that he wanted Cindy on all fours while he played with her
ass and finger fucked her. He pushed Cindy off his lap and told her to get on
all fours on the bed. Cindy did as she was told and she placed her head on the
bed turned to one side as she raised her shapely ass in the air.  
  
Jim knelt behind her and pushed his middle finger back into her ass and
resumed finger fucking her bung hole. He then switched back to his index
finger but at the same time he slipped his middle finger and ring finger into
her pussy. Now he sawed three fingers in and out of her as he fingered fucked
her asshole and pussy at the same time. Cindy loved the feeling of the three
fingers in her and she was pleased that Jim had thought to do it but she
wanted more.  
  
"Your fingers feel wonderfully nasty in my cunny and pooper but you can't put
your thing in my pooper. That would be dirty and wicked," Cindy said sounding
childish.  
  
Jim thought about her statement, "Gees, she asking me to fuck her in the ass."  
  
Jim had never fucked anyone in the ass before. He had heard in college that
some of his friends had butt-fucked their girlfriends but he had never done
that. Still the thought of the taboo act thrilled him and his cock was aching
it was so hard. He took more lotion and put it on his cock and then added
saliva to it making it nice and slick for Cindy's asshole. Jim had used lotion
and saliva when he masturbated so he knew how to make his cock slick. He them
removed his fingers from her pussy and asshole and lined up his cock with her
anus.  
  
Jim pushed his cock into her asshole and when the head cleared her sphincter
Cindy let out an audible gasp. The feeling was incredible for Jim as his rock
hard cock nestled into Cindy's snug warm sheath. He pushed his cock in all the
way and then pulled back so just the head remained in her ass. Jim fucked her
slowly as he wanted it to last forever. Cindy had her head turned to the side
on the bed and she had a dreamy expression of her face. She was obviously
enjoying the anal sex.  
  
Jim moved steadily and slowly in and out of Cindy's ass until he felt his
release building in his balls. Jim picked up the pace and thrust quicker and
harder into Cindy's ass. His body slapped against her buttocks causing them to
jiggle as he fucked her and the sight was erotic. He loved watching his cock
slide in and out of her shapely buns. Then his body stiffened and he thrust
all the way into her ass as his cum traveled from his scrotum through his cock
and shot into Cindy's ass. Jim felt stream after stream of cum shoot through
his cock and go deep into Cindy's rectum. Cindy loved the feeling of cum
coating her anal channel and filling her rectum. Jim had shot an enormous
amount of cum in her asshole and Cindy couldn't remember the last time she was
so full.  
  
Jim stayed in her ass for minutes as Cindy used her talented anal muscles to
milk his cock dry of any cum remaining in his shaft. Jim's cock began to
soften slightly and he let it slip from Cindy's asshole. He looked at her
dilated anus and it looked vulnerable as a little bit of cum trickled out of
it. Jim was then shocked when Cindy spun around and took his semi-erect cock
in her mouth and sucked it clean. He couldn't believe that she would take a
cock right from her ass into her mouth but the act excited him. Of course Jim
had no idea that Cindy douched her ass and pussy thoroughly before she visited
him.  
  
"My poor cunny needs attention right now," Cindy pleaded.  
  
Jim realized that they were still dressed. Cindy still had her dress on and he
still had on his shirt with his pants and underwear around his ankles. In all
the time they had fucked and sucked they had never been completely naked. Jim
now wanted to be naked and he wanted to see the rest of Cindy's body. He still
hadn't seen her tits yet.  
  
"Cindy I want to see you naked. Let's take all our clothes off," Jim ordered
rather than requested.  
  
"But what if someone comes in and catches us naked?" she whimpered as if a
little girl.  
  
"No one is coming in. Now do as you're told or I am going to spank your bottom
and put my thing in your pooper again," Jim replied playing the game.  
  
Cindy acted shy as she stood up and removed her dress and bra. Jim watched her
as he took off his own clothes. Cindy had a great figure and her tits were
perfect, not too big and nice and firm. Cindy lay back on the bed and she
opened her legs for Jim. He knew that she wanted him to eat her pussy again
and he was only to glad to comply. He slipped between her legs and she cuddled
his head in her hands and stroked his hair and he ate her pussy.  

Jim buried his tongue in Cindy's pussy shoving it in as if he was fucking her.
Cindy loved the action as he nibbled on her clit while he fingered her pussy.
Jim was really getting into the action particularly because of the way he had
Cindy squirming and tossing on the bed. Cindy moved her legs over Jim's
shoulders and pulled his head closer to her pussy. Jim held on to Cindy's
shapely buttocks and squeezed and fondled her firm ass cheeks as he ate her
pussy.  
  
"Oh, oh, yes oh, oh!" Cindy cried out.  
  
Jim continued to eat her pussy as he held her ass tightly in his hands. He
then moved his hands up to her tits and found her hard nipples. Jim massaged
her boobs and twirled her nipples in his fingertips as he continued to munch
on her pussy and clit. Cindy was tossing and thrusting her pussy into Jim's
face as she moaned and groaned in ecstasy. Jim decided to play with her
asshole again as he ate her pussy. He snuck one hand behind Cindy's bottom and
toyed with her asshole tickling the tight nether hole.  
  
"Oh are you going to put your finger in my pooper again?" Cindy sighed.  
  
Jim stuck his middle finger in Cindy's pussy and got it good and wet with her
juices. He then positioned it at Cindy's asshole and shoved it in. Cindy
gasped with the abrupt anal penetration but soon had Jim's finger buried in
her ass. Jim pumped his finger in and out of Cindy's ass as he continued to
maul her pussy with his mouth. Jim loved the feel of his finger in the warm
recess of Cindy's ass and he was sure that he could feel his cum in her hole.  
  
Cindy stiffened and gasped aloud as she came on Jim's face. Jim held on to her
with his finger still buried in her ass and his mouth glued to her cunt. He
felt the waves of orgasm rock Cindy's body and his face was flooded with her
cunt juice. Cindy kept humping his face until the last of her orgasms passed
and she flopped back on the bed. Jim slipped his finger from her ass and his
hands found her breasts again. He stroked her tits and nipples as he gently
licked her pussy dry of all her juices. Jim finished eating her and then sat
up kneeling between Cindy legs. Jim followed Cindy's eyes to his cock and then
he realized that he was hard again.  
  
Cindy smiled at him and said, "Oh look at you. Your thing is big and hard
again. Are you going to put your thing in my cunny again?"  
  
Jim leaned forward and aimed his cock at Cindy's pussy. He slid in easily to
the hilt and reveled in the warmth of her cunt. Jim began to pump his cock in
and out of Cindy's pussy as she wrapped her shapely legs around his back.
Cindy pulled him in with her legs and positioned herself so that her clit was
in constant contact with his cock. Jim began to pound Cindy's pussy and Cindy
humped her hips back at him just as hard. The two of them fucked each other
frantically breathing heavy and grunting and moaning. Cindy had another orgasm
but continued to fuck Jim toward his. Cindy lost count of her orgasms before
Jim finally filled her pussy with cum.  
  
Jim stiffened and then thrust into her each time he felt his cum ejaculate.
Cindy rocked with him and she clenched her cunt muscles squeezing every drop
of cum from his cock. Jim collapsed on her body as he felt the last surge of
cum leave his cock. Cindy held him tight as he relaxed his body. Jim had never
felt so good in his life. He had fucked other girls his age before but it was
never like this. He couldn't believe his good fortune in fucking a woman like
Cindy. It would change his opinion of older women forever.  
  
Jim and Cindy lay still in bed for a long time. Jim caressed Cindy's cute firm
tits and rolled her hard nipples in his fingers. Cindy ran her hand along
Jim's balls and cock and she soon had him hard again. Jim rolled over on her
and they fucked again until Cindy begged him to stop that she couldn't cum
anymore.  
  
"Oh please we have to give my poor cunny a rest," she pleaded.  
  
"Okay then I will just have to stick my thing back in your pooper," Jim
replied playing her game.  
  
Cindy rolled over and wiggled her ass for Jim. He got some more lotion and
lubed up his cock and her asshole once again. Then Jim rolled over on top of
Cindy and slid his cock into her ass once again. He fucked her slowly for
awhile and then he knelt up pulling Cindy with him so he could watch the anal
penetration. Jim fucked her ass slowly for a long time before he came with his
fourth load of the day. Jim buried his cock in Cindy's ass and held it there
as he ejaculated into her rectum. As before she used her anal muscles to milk
his cock dry and then Jim pulled his softening cock from her ass. He flopped
down on the bed as he was drained and exhausted.  
  
This time Cindy did not go down on him and take his cock in her mouth. She too
lay still face down on the bed. He looked down at Cindy and stared at her
gorgeous ass. It was hard for him to believe that he had fucked her ass not
once but twice that day. He noticed that traces of cum seemed to bubble up and
trickle out of her ass as she lay there. Jim patted her on her shapely
buttocks and said good-bye.  
  
"I have duty here this weekend. Are you available?" Cindy asked almost in a
whisper.  
  
"Yes I will keep the weekend open for you," Jim replied and then he smiled to
himself and thought, "This could be an interesting year."  
  
Later Jim and Cindy showered together and then dressed. They went out for
lunch and then Jim dropped her off at the property management office. Jim
returned to his condo and made the phone calls to his clients and home office.  
  
THE GAMES CONTINUE  
  
That weekend Cindy arrived at Jim's condo with an overnight bag. She went into
the guest bedroom to change and when she came out, Jim was momentarily stunned
as a girl with pig tails in a school uniform greeted him.  
  
"You must be Jim. My mother told me that you would be coming by today. She had
to go out for awhile," Cindy play acted.  
  
Jim took a close look at Cindy. She really looked hot in the uniform. She had
on saddle shoes with knee high white socks. The skirt was blue plaid that was
so short that it barely covered her ass and panties. She also wore a white
blouse with a blue string tie and a blue blazer. Jim felt his loins surge
again as he looked at the delectable Cindy.  
  
Jim couldn't believe how much younger she looked dressed like this. He thought
to himself this is one kinky lady. Cindy went about her play acting and as she
bent over her short skirt rode up and provided a glimpse of her white cotton
panties. Jim felt his cock harden in his pants.  
  
"And what is your name?" he asked almost laughing.  
  
"My name is Cindy too. I am named after my mother," she said in a sultry tone.  
  
Cindy bent over again and this time she blushed and then said, "Jim I saw you
looking under my skirt. That's not a nice thing to do. My mother told me that
you might try to look under my skirt. Now please don't do that again."  
  
Jim just shrugged his shoulders but he kept checking out Cindy's ass and then
he couldn't resist any longer. When she bent over slightly he reached out and
grabbed one ass cheek.  
  
"Oh you naughty boy," she squealed.  
  
Then Jim pinched her bottom again and again until she jumped away from him.
"Stop that this instant," Cindy said.  
  
"My mother told me that you might try to put your hand under my skirt."  
  
"Really and what else did she tell you?"  
  
"She said that you might try to take my panties off to."  
  
"And what else did she say?"  
  
"She told me that you might try to put your mouth on my innocent little
cunny."  
  
"I see anything else?"  
  
"And that you would try to put your finger in my cunny and in my pooper."  
  
"Is that all?'  
  
"No she said that you would try to put your thing in my mouth and my cunny and
my pooper."  
  
"Do you want me to do all those things to you?"  
  
"Oh no I am a good girl. I could never do those things."  
  
Jim was now tired of playing the game without some action so he moved toward
Cindy. She acted as if she tried to getaway but he caught her and forced her
to her knees. Jim pushed her over the sofa and then he flipped her skirt up
over her back. He rubbed her hot ass through the cotton panties and then he
pulled the panties down to her knees. He pushed his hand between her legs and
located her sopping wet pussy. Cindy groaned as she felt the desired contact.
Jim fingered her pussy from behind and then he took a moistened finger and
teased her anus with it.  
  
"Oh no not in my pooper, I have never had anything in there. Don't hurt me!"
Cindy exclaimed.  
  
Jim moistened his finger some more with her pussy juice and pushed it into her
asshole. He continued to moisten his finger with cunt juice and saliva as her
finger fucked both her cunt and ass at the same time. Cindy groaned with the
double penetration as she loved both holes being filled at the same time. Jim
looked at her with her skirt tossed over her back and he panties down around
her knees and he thought how erotic she looked bent over the sofa while he
fingered her.  
  
Jim then needed to free his cock so he unfastened his pants and shoved them
and his underwear down to his knees. Then he moved in behind Cindy and slid
his erect cock into her hot pussy. He continued to play with her ass and
finger her asshole as he fucked her doggy-style. It didn't take long for Jim
to cum as he was horny when she arrived and the play acting was a real turn
on. His body stiffened as he shot a barrage of cum deep into Cindy's womb.
Cindy had a mild orgasm just as she felt the semen spray her insides. She
loved the way he came there was always so much of it.  
  
Jim eventually pulled out of her and looked at her shapely ass and luscious
thighs. He rubbed his cock on her ass and trickles of remaining semen coated
her curvy bottom. Cindy turned around and she looked at his semi-hard cock.
She knew that he would be ready to go again in minutes but she wanted to play
act some more.  
  
"Oh what have you done? You put your thing in my cunny and your finger in my
pooper. And you shot your stuff into my poor cunny. I am not going to take
your thing in my mouth," Cindy said trying to sound upset.  
  
"I think you are going to take my thing in your mouth and clean it off and get
me nice and hard again. This time I will put it in your pooper," Jim said
firmly as he reached for Cindy.  
  
He took hold of her pigtails and gently pulled her head toward his cock. Cindy
acted as if she was being forced to suck his cock and that she had no choice.
Her mouth engulfed his cock and with in seconds Jim was receiving one of
Cindy's signature blow jobs. "God she was good," he thought to himself.  
  
Cindy's head bobbed up and down and her tongue swirled around his cock as he
held on to her pigtails. Then he had another idea so he reclined on his back
and had Cindy straddle him so they could eat each other. He pulled her panties
off her legs so that she could sit on his face. Cindy lowered her pussy to
Jim's mouth as she resumed sucking his cock. Jim stroked her luscious thighs
and caressed her curvy ass as he sucked on her clit. Cindy was going wild and
she knew that she was close to a massive orgasm.  
  
Cindy began throwing her hips violently as she reached her climax and Jim held
on to her curvy ass as he tried to keep his mouth fastened to her pussy. Her
juices gushed into Jim's mouth as she groaned on his cock. Cindy momentarily
stopped sucking Jim's cock until the intensity of her orgasm had passed.
Minutes after her orgasm, she resumed sucking Jim's cock and she stayed with
it until he ejaculated in her mouth. His second load was almost as voluminous
as his first and her mouth filled quickly with cum. Cindy swallowed every drop
and continued to suck on Jim's cock even after she had milked his cock dry.  
  
Cindy loved sucking Jim's cock and she knew that she could keep him hard given
his youthful recuperative powers. Jim lay still and enjoyed the feeling of his
cock in her sensuous mouth. Jim wanted to stay hard so he could take on
Cindy's ass next and she was doing a good job on his cock. When Jim felt he
was ready he gently pulled Cindy by her pigtails and she reluctantly removed
her mouth from his erect cock. Jim moved Cindy back over to the sofa and had
her lean over it as she had when he fucked her before.  
  
Cindy had anticipated being butt fucked again and she had lotion in her hand.
She handed it to Jim as she knew he was going to fuck her in the ass next. Jim
smiled at her as he took the lotion and greased up his cock. Then he went to
work on Cindy's ass and she couldn't resist playing the game some more.  
  
"Don't you dare try to put your thing in my pooper? You have already done too
many nasty things to me. My mother was right about you," she whimpered.  
  
Jim was getting a little tired of the game but he went along with her as he
prepared to fuck her in the ass. He put an ample amount of lotion in her ass
and fingered her ass and pussy at the same time which they both loved. Jim
stared at Cindy in this position as she was still dressed except for her
panties. She still had on the blue blazer, the white blouse and tie, the white
knee high socks and saddle shoes and her skirt was flipped up over her back.
Jim was still dressed as well and his pants and underwear were down around his
ankles. Cindy loved playing these games and keeping their clothes on made the
games seem realistic in a bizarre way.  
  
Satisfied that she was ready Jim pushed his cock into her ass. Cindy gasped at
the entry as Jim slid all the way in with one steady push. He began to fuck
her ass slowly and steadily as he had on other occasions. He had to admit to
himself that it was a turn on fucking her ass while she was dressed like a
school girl. He caressed her curvy bottom as he plowed into her ass and she
grunted each time he hit home. It took Jim awhile to cum a third time but he
savored every moment of being in her gorgeous ass. Finally he felt his orgasm
approach and he let loose in her rectum and streams of cum filled her bottom.
Cindy clenched and unclenched her anal muscles and milked every drop from his
cock.  
  
Jim stayed in her ass for as long as he could and then he watched as his cock
softened and slipped from her poop chute. Cum trickled out of her ass and ran
down her crack between her thighs. It was an erotic sight to see her dressed
like a school girl bent over a sofa with cum running out of her asshole. Jim
wiped his cock on the cheeks of her ass and Cindy cooed at the act. Jim then
took off his clothes and sat naked on the floor but Cindy remained in her
position for several minutes before she moved. She was still fantasizing that
she was a school girl in a private school that had just been fucked.  
  
Jim then moved over to Cindy as he was determined to see her naked and fuck
her once more before she left that day. He had Cindy stand up as he undressed
her. He first removed her saddle shoes and then her plaid skirt. He couldn't
believe how erotically sexy she looked still wearing the blazer, blouse, tie
and knee high socks while she was naked from the top of her socks to the
blazer. He felt a surge run through his loins as he looked at her. Then he
removed the blazer, tie and blouse. He looked at her again this time clad only
in her bra and knee high socks and that did it for him. His cock was erect
again. Jim then took off her bra but left the white knee high socks on her.  
  
This time he wanted to fuck her in bed so he directed her to go to the
bedroom. He followed her and watched as her fabulous ass moved side to side.
They went to his bedroom and Jim climbed between Cindy's legs and slipped his
cock into her pussy. He fucked her long and hard bringing her to multiple
orgasms. Cindy was just about to ask him to give her pussy a break when he
stiffened and shot his load into her womb. Jim's body stiffened as he
ejaculated and then collapsed on top of Cindy. After several minutes he rolled
to the side and lay along side of her. He reached over and playfully pinched
her nipples and caressed her tits. They were both done for the day and they
both knew it but Jim was in no hurry to get out of bed. Just then however
Cindy played the game again.  
  
"Oh what have you done to me? You did all the things my mother told me you
would try to do. You have to leave she will be home at any moment and I have
to get cleaned up so she doesn't find me like this," Cindy went on.  
  
She jumped out of bed and ran into the bathroom. Jim heard the shower running
and thought to join her but he was too tired. He would shower after she left.
Cindy came out of the bathroom and got dressed. She hung up the school girl
uniform in the guest bedroom. Then she went over to Jim, kissed him goodbye
and whispered, "I'll see you tomorrow.  
  
Jim remained in bed and turned the TV on. He stayed in bed watching the sports
and news channels for over an hour. Then he mustered up enough energy to
shower and dress. All the while he was wondering what Cindy had planned for
Sunday and future visits.  
  
_**NEXT CHAPTER**  
  
Cindy has more surprises for Jim on Sunday and in her future visits. Her
imagination is endless and Jim goes along with all the games and role
playing._




        Cindy's Creative Imagination Ch. 02


INTRODUCTION  
  
In chapter one you met Jim and Cindy and learned about Cindy's games and role
playing. She always acted innocent and behaved as if she was the one being
seduced. The first costume that Cindy wore was a private school girl uniform.
Cindy acted as the innocent school girl and Jim was incredibly turned on by
her looks and behavior. In this chapter Cindy will return with more surprises
for Jim.  
  
SUNDAY'S SURPRISE  
  
Cindy had left the school girl uniform in Jim's guest room closet and Jim
fully expected her to wear it again. Jim was surprised when Cindy arrived with
her overnight bag with a different outfit in it. Cindy changed clothes in the
guest bedroom and emerged dressed in a cheerleader outfit. Jim studied her
wearing the cotton sweater and the short pleated skirt. The uniform looked
very much like the USC outfit. Cindy went through the motions of a few cheers
and as she swirled her skirt rose and showed off her fine ass clad in red
panties. Jim felt his cock surge as he watched Cindy and thought of filling
her ass with his cock.  
  
"I shouldn't have come home with you. They will be looking for me at the dorm.
I should be going now," Cindy said beginning the games.  
  
"Nonsense, I'll take you home as soon as we are done," Jim replied in a
strained voice.  
  
"Done, what do you mean by that? What do you plan to do to me? Why are you
staring at my legs?" Cindy said.  
  
"Because you have beautiful legs and I am very interested in what is at the
end of those legs," Jim responded getting in to it.  
  
"Oh no, the other girls told me about boys like you. That you want to take off
our panties and play with our pussies," Cindy added acting concerned.  
  
"Well the other girls are right, so what do you say that we get started," Jim
said anxious to get at her ass.  
  
"I don't think so. I'm leaving," Cindy countered and then faked her departure.  
  
Cindy turned away from Jim and then pretended to stumble and fall. The short
skirt flipped up momentarily and Jim took in her curvy ass. Then Jim was on
the floor behind her and he flipped the skirt up over her back. He pressed his
hand on the small of her back holding her in place. Then with the other hand
he pulled her panties down to her knees baring her fabulous ass. He caressed
her beautiful buttocks and teased her nether hole with one finger. Jim was
anxious to get in her ass but he was careful to lube it first.  
  
"I don't think that you should be doing that. You shouldn't be sticking
anything in my pooper. What is that greasy stuff on your finger?" Cindy said
acting out the part.  
  
Jim pushed his shorts and briefs down to his knees and freed his raging
erection. He was hot and he was ready to take her ass again. "The greasy stuff
makes it easy for me to put my thing in your pooper," Jim replied in a raspy
voice.  
  
"Oh no, you shouldn't do that. Nothing should go in my pooper," Cindy
squealed.  
  
Jim was not to be denied and he couldn't wait any longer. He pushed his cock
into her well lubed ass and as usual it slid in easy. Jim was incredibly
excited and he knew at that moment that he was going to cum quickly. He also
knew however that he would be able to stay hard and fuck her ass a second time
without pulling out. Jim caressed her lovely cheeks as he plowed her ass and
took in her beauty. Cindy had her head on the floor turned to the side and she
had a look of lust in her eyes. Jim then felt his ejaculation rush through his
shaft and into her rectum. Cindy squealed when she felt the massive load fill
her poop chute.  
  
Jim never stopped moving as he continued to fuck her ass. Cindy could feel the
semen being pushed around by his shaft and it turned her on. Jim reached under
Cindy and slipped his hands under her sweater to find her braless tits. He
fondled her breasts and tweaked her nipples with one hand and then he diddled
her clit with the other. Cindy's cunt was dripping wet and Jim inserted three
fingers in her. He located her g-spot and worked Cindy through multiple
orgasms as he continued to ream her ass. They both were still clothed with
their pants and panties around their knees and it was an erotic sight. At that
moment Jim thought that sex just didn't get any better than that.  
  
Jim and Cindy then got in bed naked and Jim began eating her pussy. He ate
Cindy to one orgasm and then eased his cock in her pussy and fucked her
through multiple orgasms until he came again flooding her womb with his seed.
Jim loved the games they played and he enjoyed Cindy's creativity. Cindy and
Jim showered together and then they got dressed. Cindy left the cheerleader
outfit in Jim's guest bedroom closet and then she left the condo.  
  
CINDY'S CREATIVITY  
  
Over the next few months the dress up games continued with Cindy. She was
always coming up with a new outfit and a new role to play. Jim loved the role
playing as it made the sex very erotic and exciting. Each time Cindy would
think of a new role she would wear a new outfit and the outfit would end up in
Jim's guest bedroom closet. Some days Cindy would come over and select one of
the outfits she had worn in the past and change in the bedroom. Jim never knew
which outfit she would select to wear. Jim thought that if ever had a guest
stay overnight he would have to hide all the outfits that Cindy had left
there.  
  
There was the time that Cindy changed into a workout outfit. She wore a sport
halter top that showed off her firm abs with a spandex bottom that hugged her
curves. Her ass looked great in the spandex. Cindy faked going through some
exercise routines including leg kicks while she was on all fours. That did it
for Jim and he got on the floor with her and pulled her spandex down to just
below her buttocks. Jim then lubed Cindy's fine ass as she faked her protest.
Jim then slipped his cock into her ass and fucked her until he shot his load
deep into her rectum.  
  
One day Cindy came out of the bedroom wearing only a string bikini. She play
acted as if her good friend Jim put sunscreen on her by the pool. Cindy spread
out a blanket on the floor and lay face down on it. Jim stripped down to his
boxers and acted as if he was wearing swim trunks. Jim took the lotion and
applied it to Cindy's body. He began with her shoulders and her back. Cindy
untied the bikini top but she lay face down to conceal her breasts. Jim then
put lotion on her legs amidst her weak protest that she could do that. Jim
then moved his hands up to her ass and let his hands slip under the bikini
bottoms. Cindy acted as she was offended by his advances but it wasn't long
before Jin was sawing his finger in and out of Cindy's asshole. Satisfied that
she was well lubed, Jim pulled off her bikini bottoms and lifted Cindy to her
knees. Then he eased his cock into her anus and fucked her slowly until he
ejaculated in her bottom. As always they finished up in Jim's bed with Jim
making sure that Cindy had multiple orgasms.  
  
They also had sex in Jim's car parked in his garage with the door closed.
Cindy wore a poodle skirt with bobby sox and saddle shoes. It was a throw back
to her high school days. They were in the back seat with Cindy's face buried
in the seat and her ass stuck up in the air. Her poodle skirt was thrown over
her body covering everything but her face. Her panties were down to her knees
and Jim's pants and underwear were down to his knees. Jim fucked her ass in
the back seat of his car and it was a wild turn-on. Another time Cindy showed
up dressed like a guy. That time Jim pulled down her slacks and panties to her
knees despite Cindy's mock protests. Jim announced that girls who dressed up
like guys get fucked in the ass. So he fucked Cindy while she was fully
clothed with her slacks and panties around her knees.  
  
Then there was the time she dressed up like a girl scout selling cookies. That
was one of Jim's favorite episodes. Cindy ended up on the floor with her short
skirt thrown up over her back. Her panties were pulled down to her knees just
above the tan knee high socks. Jim fucked her ass royally that day staying in
Cindy's ass until he had ejaculated twice. As was the case with every visit,
Jim always took good care of Cindy's pussy after the anal sex. The Girl Scout
outfit was Jim's favorite and he had Cindy wear that one the most. His second
favorite was the school girl uniform as both these outfits fulfilled Jim's
fantasies.  
  
THE MASSAGE  
  
One Saturday Cindy played the role as an unsuspecting woman getting her very
first massage. Cindy brought a special sheet with her to place on the bed
along with a variety of massage oils to set the stage. Cindy played the shy
role and covered her body with a large towel and keeping her panties on. Then
she called to Jim and told him that she was ready.  
  
"Good morning Cindy, my name is Jim and I will be your masseuse today," Jim
said as if introducing himself for the first time.  
  
"Hello, this is new for me. It is my very first massage. My girlfriend told me
that I would feel good after having a massage," Cindy replied shyly.  
  
"I will do my best to make you feel good. Just relax now," Jim assured her as
he covered his hands with body oil.  
  
Then Cindy felt his strong hands on her shoulders and back as he went deep
into her body. Cindy just cooed as Jim rubbed her body all over from her head
to her ankles. Then he had Cindy turn over and she held the towel tightly to
her breasts as she did. She lay on her back with the large towel covering her
breasts and her panties as Jim worked on the front of her body. Cindy was
getting hotter and hotter as Jim's hand moved all over her and she felt her
loins stir and her pussy throb. He had led her up to that state by teasing her
many times as he massaged her inner thighs and allowing his hands to bush her
panty covered pussy.  
  
"Oh be careful my husband said not to let you too close to my privates," Cindy
cautioned.  
  
Jim laughed to himself when he realized that Cindy was going to play the role
of a married woman. Jim continued to massage her and let his hand brush
against her panty covered pussy several times. Jim could feel the dampness in
her panties and the heat from her pussy.  
  
"Cindy my dear it seems that your pussy is very wet. Would you like me to take
care of it for you?" Jim asked in a sexy voice.  
  
"I don't know. It's not right. I don't think that you should touch me there,"
Cindy gasped.  
  
Cindy was so aroused by then that she just closed her eyes. Jim pulled the
panties to one side of her vulva and stroked her outer lips. Cindy could feel
her juices flowing and she bolted when he touched her hooded clit. He stuck
one thick finger into her twat and with his other hand he tweaked her erect
clit under the towel. Cindy went bonkers and came immediately but Jim did not
stop and he brought her to multiple orgasms with his fingers.  
  
"Oh you made me cum. You shouldn't make me cum. What would my husband say if
he found out that you made me cum?" Cindy continued the game.  
  
"Well your husband isn't here and he doesn't have to know," Jim replied now
anxious to fuck her.  
  
Jim removed the towel from Cindy's body and without asking permission he
pulled her panties down and off of her legs. Cindy instinctively allowed her
thighs to part and exposed her dripping wet pussy. Jim smiled, leaned over and
ran his tongue up the length of her cunt. Cindy's body tingled and she
shivered with desire. Jim licked her a few more times and he had her close to
another orgasm when he stopped. Cindy reached for his head but he was out of
range and she was confused by his actions but she went along with him.  
  
Jim removed his tee shirt and shorts as he said to her, "Cindy it is time for
you to reciprocate as well."  
  
"But I don't do that, not even with my husband," Cindy protested mildly.  
  
"Well today you will do it that is if you want me to take care of your pussy,"
Jim told her.  
  
Jim moved back toward her and she spotted his erect cock. Jim lay on the bed
with her so that his cock was beside her face and his face was aligned with
her pussy. Cindy knew she was expected to take his cock in her mouth but she
faked her reluctance and restated that she had never done that before. Jim
guided his cock to her mouth and then he resumed eating her pussy. Cindy
adjusted to the thick cock in her mouth as she enjoyed Jim's skilled cunt
licking.  
  
At this point Jim was very sexually charged and he knew that he would cum
quickly. He did not warn Cindy that he was going to cum but just as she was
humping her hips into his face with her own orgasm, Jim ejaculated into her
mouth. Cindy was caught off guard with the first jolt of cum as it hit the
back of her throat. She no sooner swallowed the first load then another load
filled her mouth. This time Cindy swallowed but pulled her mouth off Jim's
cock. She stroked it and aimed it at her face. The third volley hit her in the
face and the fourth hit her neck and chest. Jim moved her head back to his
cock in a sign that he expected her to suck him dry. Cindy willingly opened
her mouth again and sucked on his cock until it softened in her mouth. Jim had
returned to eating her pussy and he brought her to another orgasm.  
  
Cindy faked her humiliation and anger at Jim for cumming in her mouth. "Oh
what have you done? You came in my mouth and all over my face. That was so
naughty."  
  
Jim moved around the bed and lifted her legs up to where her knees touched her
chest exposing her pussy and asshole. Jim began to lick her pussy once more
and Cindy offered another mock protest. He kept eating her toward another
orgasm and then he surprised her by running his tongue across her asshole. He
licked her from her asshole up over her pussy and then back again. Cindy acted
mortified but she was excited by having her ass licked. Jim would dip his
tongue into her pussy and into her asshole.  
  
"Oh you are so nasty. You are not to put your tongue in my pooper," Cindy
gasped.  
  
Jim then fastened his mouth on Cindy's twat as he slid a very oily finger into
her asshole. Cindy flinched with the intrusion of her ass. She told Jim that
she had never had anything in her ass and acted as if it were taboo. Jim
worked her pussy with his mouth and her asshole with his finger as Cindy
relished the anal invasion. Jim then pushed the thumb from the same hand
fingering her ass into her pussy and held her in a bowling like grip. He
continued to suck on her clit as he finger fucked her pussy and ass. Cindy was
going crazy and her head was rolling from side to side in ecstasy. Just before
Cindy came again Jim removed his finger, thumb and mouth. Cindy frantically
tried to get his mouth back to her pussy but Jim climbed back on the bed and
Cindy noticed that he was fully erect again. Jim knelt between her raised legs
and eased his thick cock into Cindy's pussy.  
  
Cindy squealed, "Oh no, you can't fuck me. I can't let you fuck me! Only my
husband has ever fucked me."  
  
"Let's see how this cock feels compared to your husband's," Jim said
continuing the game.  
  
She moaned as he filled her cunt. Jim rocked his body into her and kept his
cock in constant contact with her clit. Cindy was crazy with desire and she
was approaching a mind blowing orgasm. Cindy's body went rigid and then she
exploded as she was overcome with the intensity of her climax. Her body seemed
to go into convulsions and then slowed down until she finally collapsed.  
  
Jim pulled out of her and then rolled her over onto her stomach. He lifted her
by the hips until her ass was level with his cock. Jim slid his cock back into
her pussy and slowly fucked her doggy style. Cindy turned her head to one side
on the bed and stared into space as if she were in a trance. Out of the corner
of her eye she watched as his big cock sawed in and out of her. Jim raced
toward his orgasm and filled Cindy's pussy with cum. It was the first time in
awhile that he had cum twice before he fucked her ass.  
  
Jim pulled out of her pussy and got off the bed and Cindy flopped down on her
stomach. Jim smiled as she got on her stomach and then he looked at her
beautiful ass. He felt his cock stir as he thought about sliding his big cock
into her curvy ass again. Then Jim put an ample amount of oil on his hands and
began to massage Cindy's buttocks. Cindy relaxed as Jim massaged her ass.
Cindy was in a dreamy state when she felt Jim's hand slid into the crack of
her ass and a tingle ran through her body. Recognizing her pleasure, Jim
allowed his fingertip to brush her nether hole. Cindy's body twitched but not
in alarm but in excitement.  
  
Then she felt Jim's finger probe her anus once again and she remained still
and quiet as he had his way with her nether hole. Jim sensed her submissive
state and took it to the next step. He eased his finger into Cindy's ass
little by little until his finger was buried in her rectum. Cindy remained
still and allowed Jim to finger her asshole and she felt tingles run through
her body. Jim wormed his finger around in her ass and then he slowly removed
it. Jim still needed more time to recover form his two ejaculations.  
  
Cindy was in state of desire and ready to have her ass fucked when Jim rolled
her over on her back as he spoke, "Time to do the front now."  
  
Cindy had expected him to fuck her ass but she allowed herself to be turned
over and she closed her eyes as Jim's hands rubbed oil all over the front of
her body. He began with her shoulders and neck and then descended to her
breasts. Cindy's nipples were hard as rocks when Jim massaged her breasts and
rolled the extended nubs in his fingers. Then his hands moved lower to Cindy's
thighs skipping her hips and pubes. He massaged each leg separately lifting it
to his shoulder and rubbing it all the way to her pussy. His hands would
occasionally graze her cunt and Cindy would flinch in response. Once again she
was in a state of desire and she felt the need to orgasm.  
  
"Do you need to cum again Cindy?" Jim whispered to her.  
  
Cindy just closed her eyes and nodded yes. There were no mock protests this
time. He gently rubbed Cindy's pussy with the massage oil and sought out her
erect clit. Jim pushed two fingers into her pussy, rubbed her clit with his
thumb and located her G-spot with two fingers. Cindy covered her mouth with
her arm as an orgasm rocked her pretty body. She kept her eyes shut as her
body jerked and spasmed on Jim's fingers. Jim removed his fingers from Cindy's
pussy and brought them to his nose. He was pleased with her aroma. Jim's cock
was throbbing by then and now he was anxious to cum again but he wanted
Cindy's ass this time.  
  
Jim rolled her over so that she was face down on the bed again and then he
returned his attention to her ass. He kneaded her gorgeous ass cheeks and as
he massaged her ass he put an ample amount of oil on her asshole. Then Jim
began to probe her asshole first with one and then two fingers. Before long
his fingers were moving easily in and out of Cindy's thoroughly lubed asshole.
He lifted Cindy up by her hips until her ass was in the air as she rested her
head on the massage table. He removed his fingers and climbed up on the bed
with Cindy. He positioned the head of his cock at the entrance to her ass. As
he eased his cock into her bunghole he heard Cindy gasp and hold her breath.  
  
"Oh my, you are in my ass. I have never done this before. Please don't fuck me
there. Please not in my ass," Cindy acted.  
  
Jim was so hot that he shot his load sooner than expected when his cock was
fully embedded in Cindy's ass. Jim stayed hard however as he always did as he
knew that he could cum two, three and even four times without removing his
cock from a woman's asshole. He had cum three times already but he was
determined to cum a fourth time. Cindy felt the warm cum shoot into her rectum
and she loved how it felt strangely good. She liked the soothing feel it gave
her ravaged asshole and how she felt unbelievably full. Jim started to fuck
her with long deliberate strokes as he admired her beautiful ass accepting his
huge cock once again. Jim stroked her marvelous ass cheeks and told her how
good she looked in this position with his dick skewering her luscious ass.  

"You shot your stuff in my pooper. You shouldn't do that. It's nasty," Cindy
went on with her role playing.  
  
Jim fucked her ass for what seemed like an hour before felt his last orgasm
start down in his balls and rush up through his cock flooding Cindy's rectum
again. He came more than he expected and cum soon filled her asshole to
overflowing and backed up coating his cock and running down the inside of her
thighs. He kept slowly fucking her ass until his cock started to soften.
Cindy' ass involuntarily was milking his cock draining it of all his seed.
When Jim's cock slipped from her asshole with an audible pop, his cum shot out
and ran down the back of her legs and over her pussy. It looked like Cindy was
shooting cum out of her ass. She collapsed face down on the bed and Jim
stroked her buns lovingly as she lay quietly. Jim was drained and he knew he
had nothing left.  
  
The two of them remained in bed for a long time resting and recovering from
one of their most intense sexual encounters. Jim finally moved first and
headed for the shower. When he came out Cindy was asleep in the guest bed. He
let her sleep and got a beer for himself. Jim sat in his family room and
turned on the TV to see what sports were on. It was only 1:00 PM and the two
of them had fucked for hours. Cindy ended up sleeping for two hours and then
at 3:00 PM she drew a bath for herself.  
  
As the water was running Cindy asked Jim, "Do you mind if I crash here
tonight, I am exhausted?"  
  
"Not at all, you are welcome to stay. After your bath I'll throw a pizza in
for us and we can watch a movie," Jim offered.  
  
"Sounds wonderful," Cindy accepted and then she took her bath.  
  
SUNDAY NOT NECESSARILY A DAY OF REST  
  
On Saturday evening following her bath, Cindy and Jim shared a pizza and
watched a couple of movies. After the movies they were both still exhausted
from their sex marathon day so they went to bed early. They both slept soundly
in Jim's bed through the night. In the morning Jim was up first and looked at
the naked form of Cindy sleeping next to him. He was tempted to roll her over
and fuck her with his morning piss hard-on but then decided against it. He
decided instead to play his own game that morning so he quietly got out of bed
and went into the kitchen to make coffee and breakfast.  
  
When Jim heard Cindy stirring in his bedroom he acted as if he was a butler
bringing the lady of the manor breakfast in bed. Jim walked in the bedroom
naked carrying a tray of food. Cindy looked at him and smiled thinking how
thoughtful he was to do that. Cindy did not know what Jim was up to until he
spoke.  
  
"Good morning madam, I hope you slept well. I have brought your breakfast to
you. I hope you are pleased with what I prepared," Jim offered.  
  
Cindy picked up on the game and replied, "Thank you James, you may set the
tray down on the night table."  
  
"Yes madam, as you wish," Jim responded.  
  
Will there be any thing else madam?" Jim asked.  
  
"Yes James, draw me a bath," Cindy requested.  
  
Jim then ran a bath for Cindy and added bath beads to the hot water. Cindy ate
the pastries and drank the coffee and juice that Jim had prepared. Cindy then
entered the bathroom and Jim held her arm as she stepped into the tub. Cindy
settled into the bubbly warm water and sighed as her sank down.  
  
"Would you like me to wash your back today, madam?" Jim asked.  
  
"Yes James, please do but be careful. The last time you got too close to my
breasts and my cunny," Cindy replied getting into the game.  
  
"As you wish madam," Jim answered and then he washed her back.  
  
As Jim washed her back he let the sponge slide under her arms and brush
against the sides of her breasts. Cindy was getting turned on by the attention
and the game playing. "Now James look what you have done, look how hard my
nipples have got because you touched my breasts," Cindy mock scolded him.  
  
"My apologies madam but since your nipples are so hard and sticking out,
perhaps I should wash those as well," Jim said as he ran the sponge over
Cindy's tits and nipples.  
  
Cindy groaned and leaned back in the tub as Jim continued to wash her breasts.
The oily bath water felt good on her nipples and she closed her eyes to savor
the moment. Jim let the sponge go lower and then he washed her abs and thighs
under the water. Cindy groaned again as Jim came dangerously close to her
pussy.  
  
"Don't you dare wash my cunny, you have taken enough liberties with my body
James," Cindy rasped.  
  
However Jim ignored her and he continued to wash her pussy and inner thighs.
Cindy was sure that she would cum soon if she allowed him to keep washing her
cunt. Cindy closed her thighs tight and trapped the sponge between them. Jim
pulled the sponge from between her thighs and she felt it swipe her clit.
Cindy trembled in the tub and then she allowed herself to be moved forward.
Jim moved Cindy so she was leaning over slightly and then he returned to
washing her back except this time he washed her lower back and the top of her
buttocks.  
  
"Move forward madam and I will wash your bottom for you," Jim told her.  
  
Cindy got on her knees and leaned against the front of the tub. Jim ran the
sponge between the cheeks of her ass and all over her buttocks. Then Cindy
gasped when Jim inserted an oily finger into her anus. Cindy was overcome with
desire now and she did not protest as she normally would in role playing.  
  
Jim stood up and his stiff cock was throbbing. "Look what you have done to me
madam. It is only right that I now stick my thing in your popper," Jim
announced.  
  
Jim then got in the tub with Cindy and knelt behind her. He put some bath oil
on his cock and then eased it into her ass. Cindy groaned as the cock filled
her rectum once again and she pushed back to receive it all. They were both
incredibly turned on and it did not take long for Jim to cum and fill Cindy's
poop chute with another huge load. It was Jim's first of the day and he
flooded her ass. Cindy felt the substantial discharge shoot into her passage
and cooed as the warm liquid soothed her rectum.  
  
Cindy then leaned back into Jim who put his hands around her and played with
her tits, nipples and pussy. Cindy orgasmed just from Jim's fingers but she
still wanted more. They got out of the tub, dried off and returned to the bed.
Jim ate Cindy's pussy and fingered her g-spot bringing her off several more
times before he slipped his cock into her pussy. Jim fucked Cindy until she
couldn't cum anymore and she begged him to let her rest.  
  
However Jim was ready again so he rolled Cindy over on her stomach and pulled
her up on all fours. He scooped butter out of the dish on the breakfast tray
and spread it on his cock and pushed some into her anus. The soft butter made
an excellent lube and Jim's cock slide into Cindy's ass easily. Jim fucked her
slowly and watched his cock slide in and out of her beautiful ass. After
fucking her ass for about twenty minutes Jim felt his release build in his
balls. Then he ejaculated into Cindy a second time that morning and filled her
rectum again. Then they both collapsed face down on the bed but Jim rolled to
his side and pulled Cindy with him keeping his cock in Cindy's ass.  
  
Jim then whispered in Cindy's ear, "Will there be anything else this morning,
Madam?"  
  
"No James that was quite sufficient," Cindy replied softly.  
  
The two of them remained in bed for awhile longer and then they showered
separately and got dressed. Cindy had to get back home so they passed on
lunch. Cindy kissed Jim on the cheek and said good-bye. Jim made some more
coffee and got the Sunday paper. He relaxed in his family room drinking coffee
and reading the newspaper. Every so often his mind would drift to Cindy and he
would think about the games they played. They both enjoyed the role playing
and they always had incredible sex. However Jim had no idea what Cindy would
come up with next and he was not prepared for her next skit.  
  
SISTER CINDY  
  
Cindy showed up on a Saturday afternoon with a garment bag and a porn DVD. Jim
knew that she had a new outfit with her but she didn't change right away
keeping it a secret. Cindy put the porn movie in the DVD player and sat on the
sofa. Jim joined her on the sofa and he was surprised when the movie started.  
  
The movie took place at a convent and there were eight actors dressed as five
nuns and three priests. The women playing the nuns had very pretty faces but
their bodies were well concealed by the habits. The movie was French made and
the nun's habits were light blue and white. The first scene showed one nuns
with two of the priests. She was preparing something for them but before long
she had a cock in her mouth and one in her pussy. The priests just raised
their hassocks and their well endowed cocks were buried in the nun who just
had her habit pulled up over her waist. It wasn't long before the cock moved
from her pussy to her ass and then later she was double fucked with cocks in
her ass and pussy. The two priests pulled out when they ejaculated and came
all over her face. Then she sucked both cocks clean and the three of them
straightened their clothes and went about their duties.  
  
The next scene had two nuns with on priest. They were kneeling before him and
he was going through the motions of blessing them. Once he blessed them he
lifted up his hassock and displayed his big erect cock. The nuns took turns
sucking his cock and then he had them bend over the kneelers. He raised their
habits and displayed their bare shapely asses. Both actresses had great
looking asses. The priest fingered both nuns and lubricated their assholes.
Then he had the nuns face each other as they knelt on the kneelers. The habits
were removed and two beautiful shapely bodies were displayed. They both had
great natural tits, narrow waists, flat bellies and perfect asses. The priest
took turns fucking them both in the ass and as he did they kissed and caressed
each other tits. When the priest was ready to cum, the two nuns held his cock
between their lips and then he ejaculated. Then they both sucked his cock
clean and kissed each other. Once again they all got dressed and went about
their duties.  
  
"The next scene is my favorite," Cindy advised Jim.  
  
It was a different nun with the most endowed priest. She was spying on two
nuns who were involved in a torrid 69. As she was watching them the priest
came up behind her, took her hand and placed it on his erect cock. His hassock
was around his waist as she jerked him off while she watched the other
sisters. Then the priest lifted the nun's habit and she was wearing pantaloons
underneath. These pantaloons were slit down the back and the priest parted
them baring the nun's curvy ass. Her ass was perfectly shaped and just the
kind one reams about fucking. Her ass sticking through the pantaloons made for
a very erotic scene. The priest pushed his cock into her ass and fucked her as
she bent over looking through the keyhole at the other nuns. Jim thought that
it was one of the hottest porn scenes he had ever seen and he knew why Cindy
liked it. He also suspected that Cindy's outfit that day might resemble one of
the ones in the movie.  
  
Jim was a little disappointed that he didn't get to see more of the nun's body
but that was about to change. Minutes later the two other priests joined the
first priest and then the nun was tripled penetrated. Her habit and pantaloons
came off and Jim was impressed with her body. She handled the three large
cocks easily in her mouth, ass and pussy. The scene ended with the three
priests ejaculating on the nun's body. At this point Jim had a raging hard-on
and he was ready for action. Cindy stopped the movie and then she went into
the bedroom to change. When she returned she was wearing a nun's habit.  
  
Cindy acted as if she was tidying up the room and she bent over the coffee
table. Jim dropped his pants and walked up behind her copying what he had seen
in the movie. He took her hand and placed it on his cock. Cindy didn't turn
around but continued to act as if she was busy as she jerked Jim off. Then Jim
lifted the habit and saw the pantaloons. He thought he would cum at any second
the sight was so hot. Jim looked for the slit in the pantaloons and found it.
He parted the pantaloons and bared Cindy's shapely ass. Jim caressed her buns
and tickled her anus. He found her anus already lubed and ready for his cock.
He thought to stick it in her pussy first but Cindy stopped him.  
  
"Oh no Father Jim, you know I am still a virgin. You will have to use my
bottom if you wished to penetrate me," Cindy play acted.  
  
"Of course Sister Cindy, I forgot about your virginity. I will take your ass
as you wish," Jim replied.  
  
Jim then pushed his stiff cock into Cindy's ass and she moaned softly as it
slid in all the way. Jim fucked her slowly and caressed her lovely buttocks.
It was really quite erotic to be fucking her ass framed in the pantaloons. Jim
did not last long and he pulled his cock out and ejaculated all over her
buttocks. Cindy squealed with pleasure when she felt the warm cum land on her
buns. Jim then wiped his cock on her ass and spread the semen around on her
flesh. Cindy was excited beyond normal and she needed her pussy tended to. The
two of them went into Jim's bedroom and had great sex the rest of the
afternoon. It had been a very erotic session that led to an afternoon of raw
sex.  
  
Cindy left later that day but she took the nun outfit with her as she had
rented it for the day. Jim was drained by the time she left and he crashed on
his sofa with a stiff drink. The sessions between Jim and Cindy went on for
another 10 months and then for some reason Cindy left town and disappeared
from Jim's life. He held onto the outfits for awhile but when he started
having other women over to his place, he got rid of them. Jim was dating
several women whom he liked but every once in a while he would think of Cindy
and they games they played. He often wondered if she would ever come back into
his life and at times he wished she would. Jim never did hear from her again
but he never forgot the erotic times they had together.




End file.

