How Many Times Can 66 Go Into 38? Ch. 02

INTRODUCTION

In the last chapter you learned about Barb. I knew that our affair wouldn't last very long as I was 66 and she was 38. I was sure that she would tire of me or start dating someone her own age. But while we were seeing each other we enjoyed our time together. I had filled my prescription for Levitra and that kept Barb happy. One day she told me that she was seeing a guy from her office and that they were starting to get serious. She tried to find a graceful way to tell me that our affair was over. I told her that I knew that day would come and that I was fine with her decision. We continued to be friends and I did see her at the fitness center from time to time.

One day Barb told me that she was getting married. I told her that I was happy for her and I wished her well. Several weeks later I received an invitation to the wedding and the reception. I was pleased that Barb had invited me and I made sure to get her and her new husband a nice gift. The wedding day arrived and I attended the ceremony and reception. The reception was held in a local hotel ballroom so that those who traveled to the wedding could stay at the same hotel. Several other single people were invited and we all sat at the same table.

BARBARA'S SISTER MICHELLE

Barb was a beautiful bride and her husband was a good looking guy. As I looked at them I hoped that everything would work out this time for Barb as she had had such a bad first marriage. Barb's Maid of Honor was her younger sister by two years, a pretty blonde named Michelle. Michelle, who currently lived in Dallas, was married and had three children. Her husband and children had remained at home. Michelle was in excellent shape and she closely resembled the TV personality Leeza Gibbons.

After all the regular reception ceremonial stuff, the DJ began to play music to dance to. I had always been a good dancer as my former wife and I had taken ballroom dancing lessons. Before I retired we had attended many black tie functions and danced to all the music. At the reception I asked the single girls and women to dance and many of them complimented me on my dancing skills. I was having a great time dancing with the women. Then some of the married women, whose husbands didn't dance, asked me to dance with them. The DJ was good and he mixed in oldies, swing and current day music nicely.

When the wedding reception staple, Glenn Miller's "In the Mood" was played, I grabbed Barb and led her out to the dance floor. We had danced together before and we moved easily to the swing music. People gathered around and clapped in tune to the music as we danced and I twirled Barb around. Just as the song ended I spun her back into my arms and dipped her. The people watching clapped and yelled their appreciation and then Michelle approached us.

"Barb's not going to have anything left for her husband tonight if you keep working her that hard," Michelle said with a laugh as she purposely bumped into me.

Her firm thigh bumped right into my firm thigh and I knew it was intentional, "Are the relief column?" I asked jokingly.

"You bet I am," she replied as she moved into my arms.

The DJ spun another swing tune and Michelle and I danced together. She was a good dancer and even though swing wasn't her thing she followed my leads very well. Then the DJ switched to a couple of slow tunes and Michelle stayed with me. We danced and talked during the first song. First there were introductions and then we learned a little about each other. Michelle wanted to know how I knew Barb well enough to be invited to the wedding. I explained that we worked out at the same gym but I knew Michelle was thinking that there was more to it than that. During the second song Michelle moved close to me and out thighs touched during the entire song. I had taken a Levitra pill before the reception just in case I was to get lucky and it started to work. I got an erection and I knew that Michelle could feel it against her body. It seemed that she purposely rubbed her thigh into my erection and I wondered if she was just a big tease. During the third song Michelle nuzzled my neck and then she licked my ear.

"Is that really all you that I feel," she whispered.

"I'm afraid so," I whispered back.

"I have to see this," she whispered as she pressed her thigh into my erect cock. "Meet me on the third floor after the song," she added.

After the song I made my way out to the elevator and took it to the third floor. I waited there for Michelle and questioned my even being there. Michelle was married with a family and yet she was coming onto me, a guy thirty years her senior. I was about to change my mind when the elevator door opened and Michelle got off. She walked to her room and I followed her.

When we got inside the hotel room, Michelle turned toward me and French kissed me plunging her tongue in my mouth. She kissed me with enthusiasm and I steered her over toward the bed. I lowered the top of Michelle's formal dress to her waist and bared her small firm tits. Michelle had small breasts but she had hard little nipples that stuck out about an inch. I sucked on her nipples and she loved it.

Michelle called out to me as I was sucking her nipples. "If you want boobs I haven't got them."

I stopped sucking her nipples long enough to reply, "Don't worry I am a leg and ass man. I am not into big boobs."

Michelle was thrilled and she couldn't wait to get my cock in her pussy. I went back to sucking her nipples and then she flopped back on the bed. I lifted her dress and saw that she was wearing thigh high hose with elastic tops and light blue panties. I eased her panties down and off her shapely legs. Michelle had a good looking pussy with a little tuft of blonde hair above the opening. She was dripping wet when I slid my tongue across her labia and then worked it into her sweet passage. Michelle stiffened and came with a mild orgasm as I slipped my tongue in and searched for her hooded clit. Michelle screamed out loud when my tongue touched her clit. Then I pushed her legs further apart and spread her lips open with my fingers. Her erect clit was standing straight out and I bit it lightly with my teeth. Michelle jumped with pleasure and moaned loudly. I continued to lick and nibble her clit until she lost it and sprayed my face with her female love juice. Michelle tired to push me away but I held her hands firmly and pressed my tongue into her twat. Soon she was pleading out loud for me to stop that she couldn't take it any longer. I stood up and dropped my trousers and underwear to my knees as Michelle lay on the bed recuperating. Michelle looked at my hard cock as I approached her and I could see she was pleased.

"So you're the Maid of Honor," I said jokingly, mocking her infidelity

"Fuck you!" she snapped and then said, "Shut up and get that big cock in me."

I moved between her legs and slid my cock in her pussy. She was a little snugger than I thought she might be and I was happy that she could feel my cock on her vaginal walls. I started fucking her slowly but then I picked up the pace. Michelle fucked back at me throwing her pussy up at me as I plunged my cock deep in her hole. We were both fucking frantically now and she strained as she had another intense orgasm and she worked to keep her clit in contact with my cock. We started to move slower and regain our composure. We were dripping wet with perspiration.

Then I rolled Michelle over on her stomach and checked out her ass. She had lovely legs and a very pretty shapely ass. I lifted her by her hips and slipped my cock back into her pussy. I fucked her slowly as I massaged the globes of her beautiful ass. Michelle got turned on again and she rubbed her clit as I fucked her from behind. After another orgasm Michelle said she was done and collapsed face down on the bed. I pulled my cock from her and she rolled over on her back. I hadn't cum but that didn't concern me as this encounter was for Michelle not me.

"We should get back to the reception," she said.

"I agree," I said as I pulled up my underwear and pants.

My cock was still hard and I stuffed it into my underwear. Michelle smiled when she saw me do that. Then I fastened my pants and smoothed them out. I put my jacket back on and prepared to leave the room.

"Can I see you later? Will you come back after everyone leaves?" she asked.

"I'd love to," I replied and then left her in the room.

I returned to the reception and ran into Barb. "Have you seen my sister?" she asked.

"No, not since we danced. I had to use the men's room and I just got back," I replied.

"That girl, I wonder who she's got her hooks into now," Barb sighed.

"Something I should be aware of?" I questioned.

"No, just that she is not the most loyal wife. If she sets her sights on someone, she will go after them," Barb admitted.

Barb moved off and spoke with some other people. I danced a few more songs and then I noticed that Michelle returned. The rest of the reception I spent dancing, drinking and talking. People started to filter out and the crowd thinned. I was talking with this one guy who told me that the way I danced that I should go on a cruise. He said that the cruises were loaded with single women and they were always drawn to the guys who could dance.

"There is more pussy to be had on those cruises then anywhere," he blurted out.

He then gave me the name of a cruise line that he used. I had to think about it since I hadn't taken a cruise before. If what he said was true I would stock up on Levitra before hand. I decided at that moment that I would look into the cruise. By the time I finished speaking with that guy and I finished my drink almost everyone had left the reception. Barb and her new husband had already left for their honeymoon and Michelle was no where in sight. I left the ballroom and made my way up to Michelle's room. I was already thinking about her hot ass and if she was into anal sex. I planned to find out.

I knocked softly on the door to Michelle's room and she opened it up to let me in. She was already completely naked and she ran and jumped in bed. I took off my clothes and my cock was rock hard by the time I was totally naked. I went over to the bed and got in it with Michelle.

That evening I repeatedly fucked Michelle and ate her pussy until she had multiple orgasms and she was totally relaxed. Then I rolled her over and had her kneel on all fours on the bed. I used my fingers to lubricate her ass with the hotel supplied body lotion putting plenty of the slick substance in her asshole. She didn't object to my finger in her ass so I continued with the anal seduction. Michelle cooed as I fingered both her asshole and her pussy simultaneously. I placed my hand in the small of her back and pushed lightly so that Michelle arched her back and accentuated her curvy ass. I was so ready to fuck her ass my cock was harder than ever and throbbing in anticipation.

Michelle felt the thick head of my cock between her rounded buttocks and just outside her nether hole. I put an ample amount of lube on my cock and then added my saliva to it making it as slippery as possible. Once I was satisfied that my cock head was slick enough I introduced to the tight ring of Michelle's anus. Michelle looked back over her shoulder at me as she felt me pushing my cock against that intimate part of her body.

"Please go easy, be gentle. I don't usually do this," she told me.

I slowly pressed against her tight opening and noticed that Michelle was holding her breath. I told her to relax and breathe deeply as I continued pressing forward. Michelle felt the initial thrill of her sphincter being forced open by my thick cock and her first response was to try and avoid the anal invasion. I held her hips and I continued to push forward past her resisting body. Michelle's mouth gaped open and she grasped the bed sheets in both hands as my cock head cleared her sphincter and lodged in her anal channel. Michelle unintentionally flinched and caused more of my cock to slide inside. She cried out.

"Are you okay?" I asked.

Michelle nodded and then she once again reminded me to go slow. I gave her a few seconds to recover and then pressed forward again and her flower opened up for me. She just needed a few minutes to get used the unfamiliar sensation of being so full from behind. Michelle then unexpectedly responded as she accepted my cock in her ass. She pushed her butt back toward me and then moved forward. She did this for awhile and it seemed as if she were accepting and rejecting my cock at the same time. Finally my cock was buried to the hilt in her ass and we began moving together. I felt my balls slap against her pussy each time I thrust into her hot ass.

"Oh, this is so sexy. It feels so good but I feel dirty at the same time. If my sister could only see her Maid of Honor now," Michelle murmured.

I laughed to myself as I thought that Michelle should only know how many times her sister Barb was in the same position with my cock in her ass. Michelle's lust took over and she rolled her ass in tiny circles as she was consumed with the anal fuck. I looked down at her firm buttocks and I marveled at the way my thick shaft stretched her nether hole. I tried to imagine Michelle's parents and her sister Barb, standing on either side of Michelle watching as her asshole opened and contracted around my cock.

Michelle reached between her legs and into her puffy cunt. Her juice was oozing from it and she rubbed her stiff and aroused clit. I picked up the pace and began to fuck Michelle's ass with steady full thrusts. She gasped at the new almost unbearable sensation surging through her rectum. There was no pain now but just a glorious feeling of being stuffed with cock. She felt full and a little bloated but the pain had disappeared quickly and the bloated feeling was gone also. Michelle loved the taboo feeling of being filled with cock in her ass. The thought of this forbidden act along with her clitoral stimulation pushed Michelle closer to yet another climax.

I was trying to hold off my threatening ejaculation as Michelle's movements intensified with her pending orgasm. We were both perspiring and I held to Michelle's shapely buttocks as I slowed my pace slightly in an effort to slow my eruption. Michelle groaned loudly as her head dipped down to look between her legs and she pushed back in an effort to get more of my cock in her.

"Oh Walt, fuck me. Fuck me in my ass, it's so good so wicked, I love it," Michelle cried out.

Michelle was going wild with my cock in her ass and I had never seen anyone take to anal intercourse with such abandon. Michelle balanced herself on both hands as she thrust backward impaling her ass on my thick cock. I knew that I could not hold out much longer. I reached around with one hand and found Michelle's pussy and engorged clit. With the other hand I squeezed the rock hard nipples on her small tits. Her clit throbbed as it clamored for attention and her pussy clenched my fingers as it released her warm love juice. The points of her nipples were excited beyond desire and my cock was clamped in her well stuffed bottom.

Michelle was out of control as all she knew at this point was that she was being fucked up the ass with a very thick cock and it felt fantastic. She was on the verge of her most intense orgasm ever and she struggled frantically seeking her climax. A few more seconds of rubbing her stiff clit sent Michelle into a mind blowing orgasm. Her body stiffened and then spasmed out of control as she moaned loudly and struggled to breathe. The intensity of her climax was too much for me and I grunted as I shot cum into her forbidden tunnel. Michelle's eyes flew open in surprise as she felt my hot thick semen rush into her rectum and bowels. Her face was pure ecstasy as she turned to look at me as my cock continued to spurt its sticky fluid up into her.

"Give it to me, cum in my ass, oh I can feel it. it's so good so nasty," Michelle cooed as she was overcome with passion

Michelle fell forward on the bed as I continued to marvel at the beautiful ass that I had just fucked. As she lay before me she clenched and unclenched her ass muscles causing cum to ooze out of her asshole. It looked like a small spring as the semen intermittently bubbled up and trickled out of her ass between her ass cheeks and over her puffy pussy lips. I stayed hard and stroked my cock as the last tiny drops landed on her ass. I then realized that I was going to stay hard and I decided to try and fuck her ass again.

I told Michelle that I wanted to fuck her ass again and in an almost business like fashion she pushed her self back up on her knees. She turned her head to the side and smiled at me waiting for the second penetration. I pushed my still erect slippery cock into Michelle's now gooey asshole. Michelle felt her sphincter being stretched again but this time she enjoyed the sensation of her ass being filled with my thick cock. As I pushed inside her my spunk from the previous ejaculation was squelched almost obscenely with my cock. My previous deposit squeezed out around my shaft and oozed from Michelle's asshole running down between her buttocks and plopping on the bed sheets.

Michelle was an extremely hot woman and her fucking technique was incredible. I stayed crouched behind her and placed my hands back on her hips as I fed my long thick cock deep into Michelle's accommodating back passage for a second time. Michelle pushed her hips back at me and her bodies slapped loudly together.

"Yes, yes, oh I love it. Fuck my ass with your hot cock," Michelle yelled to me and then she cried out, "Make me cum again fuck my ass with that big cock."

As before Michelle lowered her head to the bed and turned it to the side as she grasped the bed sheets. But this time she grabbed the sheet in the thrones of passion and not because of apprehension. I could feel her taut muscles massaging my shaft in her ass as I held on to her slim waist and I caressed her curvy firm ass cheeks. Her sphincter grabbed the base of my cock as she worked her lithe athletic body. Michelle was an incredible sex partner who had just turned into a fantastic ass fuck. I knew that I was getting close to losing it again as Michelle manipulated my pecker with her undulations and muscles and that I would soon be adding more semen to join my previous load in her ass.

Michelle had her hand back on her clit and rubbed herself frantically as she had another violent orgasm thrashing and panting wildly. Michelle felt the second ejaculation enter her bottom and she wallowed in the feeling of the warm liquid once again soothing her ravaged ass. Michelle squeezed her ass muscles extracting every drop of cum from my cock until I pulled my still erect cock from her hot gooey ass with an audible pop.

"I never thought that I could get so turned on from anal sex. It was incredible I felt like I would never stop cumming. The feeling of your hot semen shooting into my ass was unbelievable. I never expected it to feel so good just from being so full," Michelle murmured as we lay together.

"I am so glad that you liked it as you know I loved fucking your ass," I replied.

Michelle then cuddled back up to me and we had more vaginal sex. Michelle rode my Levitra charged cock until she couldn't cum anymore and then she collapsed on me. I got out of bed and took a shower as Michelle slept. Then I dressed and quietly left her room. I was sure that Michelle didn't want me to stay the night and find me in bed with her the next morning. She had to get back to Dallas and she didn't need any distractions from me in the morning. I was pleased that I had brought Michelle so much pleasure and that in turn I too was pleasured. I felt a little guilty fucking a married woman but she had come after me and Barb did say that Michelle wasn't a faithful wife. I got the feeling, that any time Michelle got the opportunity to bed someone that she liked, she achieved her objective.