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Love For An Older Man

"The story of a young woman who goes sailing with an older man."

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Michelle looked out over the blue-green waters of San Diego bay on this warm summer’s morning.  There were just a few white wisps of clouds in the sky and it looked like it was shaping up to be a beautiful day to go sailing.  She had never been sailing before and wondered how she had come to be standing here.

Michelle was a twenty-six years old tall and shapely brunette beauty, standing five feet ten inches tall, with long flowing golden brown hair.  Her measurements were 36-26-38. She had B cup breasts and often wondered if she should have them enlarged, but everyone she talked to told her that she was beautiful the way she was.  Her legs were long and ended at an ass that was the envy of a lot of women, not to mention the source of the many looks she got from the many men who checked her out. The only outstanding marks on her body, were the two tattoos, one of which was of her favorite saying done in script on her right side, and the other of a marijuana leaf over her left breast.  She wasn’t a stoner, although she enjoyed an occasional high from it, but liked the look of the leaf. She also had a pierced belly button, which was her pride and joy. She felt rather sexy when she showed it off. 

She lived in New Mexico and worked as a cammer on a well-known cam site and had been doing so for the past three years.  A friend had told her about the job and she decided to give it a try. Besides being a bit of an exhibitionist, she enjoyed the fact that she could pretend to have any type of sex that was asked of her without ever getting in harm’s way with any of the men, and the occasional woman, that she chatted with every night.

Away from work, she loved to party, camp, and have fun with her girlfriends.  She had had relationships with a few men before, but none of them worked out. She considered herself bisexual but had never had a serious relationship with a woman.  She did, however, enjoy having sex with other women when the opportunity arose.

Only a few months had passed that had led her to where she was standing now.  She had logged on to her site one day as usual and, as usual, her regulars were there, along with a few new ones.  One had tagged himself as Bob. She had started a conversation with Bob and asked him what kind of stuff he liked. He had mentioned he was there because he wasn’t getting any sex from his wife and that she refused to give it to him.  Michelle asked why she was refusing him and asked if he had cheated on her. Bob told her he had been married and faithful to his wife for 35 years. This surprised Michelle very much. Again she asked why his wife was refusing him and told him that if he felt uncomfortable talking about it online, that he was more than welcome to message her with the app built into the site.  She did not hear much else from Bob that night, but he had intrigued her. She was not sure why.

The next day, upon arriving at work, she logged on and checked her messages.  There was one waiting for her from Bob. The message was rather long and detailed.  In it, Bob shared his life story, including his sexual conquests as a young man and how he came to marry his wife.  He told her of the children they had together and how they had come to move to the midwest from San Diego.

During that night’s session, she noticed that Bob was back and she told him that she had read his message.  She told him that she thought she could treat him better than his wife did. He told her that he’d like to find out, but what would she do with an old man like him.  Michelle told him that age was just a number and didn’t define who a person was.

Bob mentioned that he would like to have a one-on-one session with her, but that he would have to wait until his wife was out of the house. She told him that she was looking forward to it.

 

A couple of nights later, Bob told her that he was ready for their one-on-one session.  Bob had opted for cam to cam, which meant that she was able to see him while she performed.  Michelle was surprised at how handsome he really was.  

After saying hello and how good it was to finally see him, Michelle removed her bra and panties, which was her standard costume while performing.  She could see that Bob was getting turned on. She started rubbing her pussy slowly, which seemed to excite Bob.

“Oh, how I wish I was eating your pussy right now,” he told her.

“Mmm! I’d like that!” She replied.

Michelle remembered from one of his messages how he had said he seduced a lesbian once and that she had told him he ate pussy better than any of the girls she had ever been with.  Michelle wondered if this was true and how it would feel to have Bob’s tongue on her pussy.

“Oooh! Lick my pussy, Bob,” she said. “I want to feel your tongue on my clit and in my hole,” she moaned.

Then she grabbed a dildo that she used for her show and started sucking it slowly. She used her tongue to lick the shaft and balls and then returned to the head and licked all around it before deepthroating it.

“Let me see you play with yourself,” she told Bob

Bob complied readily and she watched him undo his belt and pants. He then moved his camera so that she could watch him. This turned her on even more and she took the dildo and began fucking her, now very wet, pussy with it.

“Oooh, fuck me, Bob. I want to feel your cock inside of me!”

These were words that she said to everyone during her show, but this time she really meant it. She wanted to feel Bob’s cock inside of her. She could see Bob’s hands move faster on his cock.

“Don’t cum without me,” Michelle said to Bob. Seeing that Bob was getting close to cumming, she grabbed her Hitachi vibrator and used it on her clit. It didn’t take long for her to climax after that.

“I’m cumming! I’m cumming!” Michelle screamed. And with that, she could tell Bob had also cum.

Michelle chatted with Bob for quite sometime after that.  She learned a lot about him and she became even more intrigued.  Of course, it hadn’t helped much that he had written an entire message on how he would make love to her if he could. The message mentioned several places where he would like to take her and one of those was on a sailboat.  This excited Michelle very much, because she had never been sailing, let alone made love on a sailboat and she let him know that.

Bob continued to visit her on the cam site regularly, although he didn’t participate in any one-on-one sessions with her anymore.  He had told her that he couldn’t spend the money without his wife getting suspicious.  So, when she received a message from Bob, a few months later, inviting her to San Diego to go sailing with him, she couldn’t say no.  She wondered how he had managed to get away from his wife, but didn’t ask.

Now, standing at the dock where he had asked her to meet, she wondered which boat was his.  There were several vessels of all different sizes, but she imagined it couldn't be too large, as it was only the two of them and she didn’t know the first thing about sailing.

As she stood there waiting, she heard her name being called.  Michelle turned toward the source of the sound and saw a very well built man walking toward her.  She recognized the face, but she didn’t remember Bob being so well built. Even though she had seen him on the cam during their one-on-one, she wasn’t prepared for the man that was walking toward her.  He was a couple of inches shorter than her and had black hair with a hint of gray and a dark, neatly trimmed beard.

But the most surprising thing about him was that he didn’t look anywhere near his age.  Walking towards her was a man who looked more like a man in his early 40’s, not one in his early 60’s.  He was wearing light blue swim trunks and a white tank top. His shoulders were wide and she couldn't believe the muscles on him.  For the lack of a better term, he was ripped. Michelle couldn’t see his abdomen, but she suspected that he was rather trim there, also.

“Michelle?” he asked. “Is it really you?”

Smiling, she nodded and was suddenly in his strong arms.  She could feel herself getting wet just being hugged by this man.

“Hi!” Michelle said.

And with that, they locked lips and kissed.  His lips were soft and she felt hers parting and accepting his tongue.  Shivers ran down her entire spine and she had goosebumps up and down her arms.  This was a man who knew how to kiss and take control. This was a man who knew what he wanted. Michelle couldn’t wait to make love to him.

“Why don’t we head to the boat,” Bob suggested.  Michelle reached down to grab her bag, but Bob stopped her and picked it up.  It felt good to be with someone who knew what it meant to be a gentleman.

They walked down the dock until Bob came to a stop.  “Here we are,” he said.

They were standing next to a sailboat that was smaller than the others around it, but it was not really that small.  Michelle wondered how Bob was going to sail it by himself. It was then that she noticed the name of the boat. In neat script lettering on the stern of the boat was the named “Michelle.”

“How did you manage to get a boat with my name on it?” she asked.

Bob just looked at her and smiled. “It was actually rather easy,” he said. “It’s mine.”

Michelle looked at him in surprise.  Bob spoke up and told her that he was able to buy it with a court settlement he got due to a work injury.  Michelle vaguely remembered him mentioning something about it during their cam sessions.

“But you live in the Midwest.  Does it just sit here while you’re at home?” she asked.

“No,” Bob told her. “I ended up divorcing my wife and moved back here.  I gave her the house and everything else in exchange for our happiness. “We’re still friends and the kids took it better than I expected.”

Bob boarded the boat first and then helped Michelle climb aboard.  He excused himself and took all their bags to the cabin. While he was gone, she looked around the boat.  The stern was outfitted with some very plush seats and loungers. She could tell that it was brand new. There wasn’t a scuff on it anywhere and the ropes were very white.

When Bob returned he smiled and asked if she was ready to set sail.  Again she looked at the size of the boat and asked, “You’re going to sail this all by yourself?”

Bob just smiled and told her that it was state of the art.

“I can control everything from here,” he said. “Everything is computer controlled.”

Michelle was very impressed. “He must have done really well on that settlement,” she thought to herself.

“Why don't you go below and put on your bathing suit while I get us ready to get underway,” Bob said.

Michelle nodded and made her way into the cabin of the boat.  When she got below, she stopped and took a look at her surroundings.  The cabin was very spacious with a nice galley, dining table and a curved sofa just under where the bed was at the bow of the boat.  She found her bag on the sofa and looked for a bathing suit to wear. She had brought three different ones but opted to wear the string bikini.  It was white and didn’t leave much to the imagination. The triangles of cloth that went over her breasts were just enough to cover her areolas and the bottoms had just enough material to cover her shaved pussy.

When she got back topside, Bob looked at her approvingly and she swore that she could see his cock stir in his swim trunks.

“Are you ready to go?” Bob asked.  Michelle nodded with an emphatic yes.  Bob told her to take a seat and the next thing she knew, they were underway, with Bob using the engines to get them out to sea.

The cool sea air felt good on Michelle’s body and there was just enough of a breeze to blow through her hair.  She looked up at the sun and decided that it would be a good idea to put on some sunscreen, especially with the suit she was wearing.  She began to rub it all over her body, spending much more time around her breasts and pussy than she needed to. This day and the circumstances around it were really beginning to turn her on.

They were just heading into the channel that led out to sea, so she got up and stood behind Bob, wrapping her arms around his waist from the back and laying her head on his shoulders.  It was then that she really felt how rock hard his abs were and her pussy got even wetter. 

Bob took them out into the ocean and turned north.  Michelle was enjoying herself immensely. She thought to herself that she could get used to this.

They sailed for a few hours until Bob turned the sailboat into a small cove and anchored there.  The cove was very secluded and was almost invisible from the sea. She wasn’t sure how he found it.

Bob excused himself, telling Michelle that he was going to the galley to make them some lunch.  She couldn’t think of the last time a man treated her so good.

He returned a few minutes later with the makings for sub sandwiches and a bottle of wine.  He sat down with her and they enjoyed a great lunch.

While they were eating, Michelle asked why he had named the boat after her.  He replied that it was because he couldn’t stop thinking of her after meeting her on the cam site and that, if she had decided not to meet for this trip, he wanted to be able to say that he had sailed with Michelle.

She couldn’t believe how romantic this man was.  She had never been treated this way by any man she had ever known.

After they had finished eating, Bob cleaned up and came back topside to lay down next to Michelle.  They talked for a little while and got to know each other much better than they could have on the cam site.  Michelle found herself telling him things that she had never shared with anyone and, she believed, he did the same.

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At one particular point of time when they found themselves laughing at something one of them had said, they both got quiet and looked deeply into each other’s eyes and began kissing.  When their hands started roaming over each other’s bodies, Bob stopped them and said, “Why don’t we take this below where it will be a lot more comfortable.”

Michelle took his hand and followed him below where they then climbed into the king-sized bed.

As they lay there, Bob reached on the wall and pushed a switch, opening up the roof above them. He, then, put on some very sexy, mellow jazz.

Bob began to kiss Michelle deeply for several minutes, their tongues intertwining and dancing together. She felt his hands begin to roam along her body.  He stopped short of feeling her breasts and pussy.

“This man knows how to turn a woman on,” she thought to herself.

Michelle took her hands and caressed his head, running her hands through his partially graying black hair.  She felt herself beginning to breathe hard and her heart beginning to pound with the feel of Bob’s hands all over her body.

Bob, then took his mouth off of hers and began kissing her cheek and neck.  He worked his way to her collarbone, kissing and licking all along her shoulder.  Once he got to her shoulder, he worked his way back to her other collarbone. All this time, Michelle was breathing hard and slow because of the ecstasy she was feeling.

Michelle felt Bob’s hand move toward her breasts and noticed that her bathing suit top was missing.  She didn’t even know when he did that. “Oh, this man knows what he is doing!” she thought. Bob’s hand cupped her breast softly and she felt his mouth move towards the other breast.  Once he got there, Bob licked around her nipple and flicked it gently with his tongue.

She felt his mouth closed on her nipple and he started to suck on it very gently.  She, also, felt his tongue flicking at the same time. Her pussy was getting very wet and she felt that she could cum just by him doing what he was doing.  After a few minutes of sucking on her nipple, Bob’s mouth opened wide and he proceeded to suck her entire breast into his mouth. And, she couldn’t believe it, but his tongue was still flicking her nipple while her whole breast was in his mouth. “Oh, Bob, that feels so good!” she said.

Bob then worked his way to her other breast and gave it the same treatment.  Michelle began to moan and grabbed the blanket with both hands trying not to cum.

Slowly, Bob began kissing and licking down her stomach towards her belly button. One of his hands found its way into her suit bottom and began playing with her wet cunt, taking two of his fingers and fucking her with them.  He sucked and licked on her piercing. His tongue was all over it. This man was driving her crazy with the way he was making love to her. Her pussy was beginning to drip because of his actions. She wanted to cum so badly, but she didn’t want to miss what else Bob had in store for her.

Once he was done playing with her piercing, he removed his fingers from her cunt and started moving lower down her belly towards her now drenched pussy.  Bob got to her pussy but did not remove her suit bottom. Instead, he kissed and licked it through the outside of her suit, teasing her badly. She wanted, so much, to feel his tongue on her bare cunt and see if what he told her about the lesbian he had seduced was true.

Bob kissed and licked her thigh and, slowly, worked his way down her leg.  Michelle couldn’t believe how sensuous this man was. He got to her knee and kissed and licked, not only her kneecap but the inside of the back of her knee.  She felt shivers running down her spine as he was doing this. Slowly, he moved towards her ankle, licking and kissing it before moving to the top of her foot.  Bob spent a few minutes there and then picked her foot up so that he could get to the bottom of it. Michelle grabbed the blanket even harder now because this was one thing that could really make her orgasm.  She loved having her feet licked and her toes sucked. This was a big turn on for her. No sooner had she thought of this when Bob took her big toe into her mouth and began sucking gently.

Michelle was overcome with passion.  This man really knew how to make love to a woman.

Bob continued with his ministrations of her foot.  When he was done there, he moved to the other leg and started all over, but moving toward her pussy this time.  Michelle was almost panting now.

When he got close to her pussy again, she felt his hands pulling on the strings that held her suit bottoms on.  She raised her ass so that Bob could remove them completely.

When she felt his mouth get close to her pussy, she held her breath in anticipation.  His tongue began licking the outside of her pussy lips and Michelle yelled out “Please eat my pussy, Bob! I don’t know how much more I can take!”

As she looked down at Bob, she saw him smile while he still had his mouth down there.

Bob didn’t disappoint.  He kissed her pussy, gently, and then put his tongue at the bottom of her slit and swiped up all the way to her clit.  His tongue began circling her clit and she felt like screaming from the pleasure she was feeling. His tongue then made its way to her pussy hole, which was still dripping with her juices.  Bob put his mouth on that hole and began sucking the juices from her. Michelle felt pleasure like she’d never known.

The next thing she knew, Bob’s tongue had found its way to her asshole.  He began to rim her ass and even fucked her hole with his tongue. She had never tried anal sex before, but she felt her asshole widen to accept his tongue.

“That feels so good!” she told Bob.

Bob stopped tongue fucking her butthole with his tongue after a few minutes and moved back up to her pussy where he began tongue fucking her there.  His tongue felt amazing and she didn’t ever want this to stop, but she wanted to feel his cock, too.

She felt him move back up to her clit and begin sucking and licking in earnest.  Michelle couldn’t take anymore and she felt the floodgates open.

“Oh, oh, oh, I’m cumming!” she screamed. “I’m cumming haaarrrddd!”

And with that, she felt herself squirt.  Bob didn’t even flinch. He just kept his mouth on her pussy and sucked up everything that her cunt was throwing at him. This just excited Michelle even more and she felt herself beginning to orgasm for a second time.

"Oh, god, I'm cumming again!” she yelled out.

Her hips started to buck and her orgasm seemed to last for hours. The way she was moving, she couldn’t believe Bob was able to keep his mouth on her pussy.

After several minutes, she felt herself starting to calm down and her breathing began to get back to normal.  Bob made his way up to her face and began kissing her. She could taste her juices and began licking his face, which was drenched with her juices.

Afterward, they just lay in each others’ arms, she completely naked, and he still fully dressed.

Michelle decided that it was time to show her gratitude for the way he made her feel and started to remove Bob’s shirt.  He raised his arms and she pulled it over his head. Michelle looked at his stomach and couldn't believe the sixpack she saw there.  His chest was mostly smooth, with just a little bit of hair towards his neck. She softly ran her hands all over his chest and stomach.

She began kissing and licking Bob’s chest, moving towards his nipples. They were standing straight out so she put her teeth on one of them and bit lightly.  This elicited a moan from Bob. She assumed that this meant that he enjoyed this and proceeded to do the same thing to the other nipple. This time, she noticed the goosebumps that appeared when she bit on his nipple.  She smiled to herself, knowing that she had power over him, just as he did over her.

Michelle moved her ministrations toward his rock hard abs,  While she kissed and licked here, she took one hand and untied Bob's swim trunks.  Once the drawstring was loose, she placed her hand inside his trunks and grabbed his hard cock.  It wasn’t large, maybe 5 or 6 inches long, but she didn’t care. She just wanted to give this man as much pleasure as he had given her.

Michelle moved down beside his legs and began pulling Bob’s trunks down.  He raised his ass up and she slid them down and off. She moved her gaze towards his cock.  As she surmised, his cock was only about 6 inches long and uncircumcised, but he had large balls and, she noticed, he was shaved!  This excited Michelle immensely, because she didn't like hairy guys. She really hated the feel of pubic hair in her mouth.

She began running her hands towards his cock and balls.  Once there, she placed one hand on his cock and the other on his balls.  She slowly began to stroke his cock and play with his balls. The smoothness felt good under her fingers and she enjoyed what she was doing.  Bob must have liked it, too, because he was moaning softly and his breathing was intensifying.

Slowly, Michelle moved her mouth towards his balls and began licking them.  This elicited more moans from Bob. The smoothness of his ball sack felt amazing to her tongue and she felt herself getting wet again.  Michelle sucked one of his balls into her mouth and tongued it while she was holding it in her mouth.

“Oh, god, that feels so good!” Bob said.

Having played with his nut sack for a few minutes, Michelle turned her attention to Bob’s cock.  She pulled his foreskin back and started licking the purple head of his cock. When she started licking the underside of the glans, Bob, all of sudden said  “Be careful. I’m very sensitive there.”

Michelle smiled and put her mouth over the head of his cock. She sucked his cock, pulling it into her throat and then licking up and down on his shaft.  His foreskin made her lips slide easily on his shaft. She made sure to spend time on his balls, which was, probably, more for her sake, because she loved the way his smooth balls felt to her tongue and in her mouth.  Bob wasn't complaining, though. She could tell by the way he was moaning.

After sucking Bob’s cock for quite a while, he suddenly sat up and took Michelle by the shoulders and laid her down on the bed gently.

Bob spread her legs and climbed between them.  Once again, he licked and sucked on her pussy until she could barely take it.  Only then did he put his cock to her pussy and begin to press the tip in.

He moved slowly, at first, but with strokes that made her feel his cock in every part of her pussy. What Bob lacked in length, he made up for in technique.

“Fuck me, Bob!” she cried. “Fuck me!”

Bob answered her by speeding up his thrusts. With him having no pubic hair and her pussy being shaved, she could feel every thrust and believed it made it feel deeper than if he had hair.  The skin to skin contact felt amazing. She had had bigger cocks, but none that felt as good as this.

Suddenly, Bob pulled out of her pussy and motioned for her to get on her knees.  She obliged and was rewarded with his cock fucking her from behind. Doggy was her favorite position.  She loved how deep the guy’s cock felt when she was pounded in this position. Bob used his same techniques to fuck her this way, too.  His cock felt so good inside her pussy. She could feel her pussy starting to cream all over Bob’s cock.

“Keep fucking me, Bob. Let me feel that cock moving in my pussy!  It feels sooo good!”

Michelle felt Bob begin to thrust faster and his breathing becomes more labored.  She knew he was getting close to cumming.

“Cum in me, Bob,” she said. “Let me feel that hot spunk fill my pussy!”

With that, Bob unloaded his sperm as deep into her cunt as he could get it.

Bob collapsed on top of her and Michelle’s legs gave out, making her fall to the mattress.  They both lay like that for a minute until Bob got off of her and she turned to face him and kiss him deeply.

“That was the best sex I ever had,” she said.

Bob just smiled and added, “Me too!”

Catching their breath, they lay in each other's arms and fell asleep.

Michelle woke up to find that Bob wasn’t in the bed anymore.  Looking up at the sky, she saw that the sun was going down. She got out of bed and dressed in some shorts and a tank top.

Going topside, she saw Bob sitting in one of the loungers smoking a meerschaum pipe.  The smell of the tobacco smelled good. She sat down next to him and he pulled her close.

“What are you thinking about?” she asked.

“Just that I can’t believe how much my life has changed since I met you," he said. “I was just an old man who was letting himself get older, in a relationship that should have ended years ago.  You made me see who I was and what I could still be. I have you to thank for my health and my happiness. I have to say that I have never been happier than I am right now with you.”

“I would love for you to stay with me,” Bob said. “You’re the best thing that has ever happened to me.  I know you have your own life back in New Mexico and I would understand if you had to go back.  Just know that you will always be welcome here with me.”

Michelle thought about what Bob had said and realized that she had never been happier than she was right now, either.  She reflected on the implications. Yes, she would have to give up everything back home, but she couldn’t think of any place she would rather be than right here with Bob.  Yes, the sex was fantastic, but, more than that, she really felt needed, not just wanted. And with that, she knew what her response to him was going to be.

Published 
Written by RachelsGuy
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