Cindy's Creative Imagination

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.