It was a beautiful summer day and thirty-seven-year-old Ann Robinson decided she needed to work on her tan. She was concerned that the men she slept with would consider her too pale when they saw her naked. It was just vanity on her part. The men she fucked didn’t care. Ann was hot to fuck no matter the state of her tan, though she did tan well. Selecting a bikini and grabbing a romance novel, she went outside into the warm morning air. Next Ann grabbed a lounge chair from the patio and lugged it out into her sunlit backyard. The spot she chose was near the fence line. An old-style chain-link fence, it didn’t obstruct the view from the neighbor's yard.
Her next-door neighbor was mowing the lawn. John Larsen was a sixty-year-old guy with a nice trim body. Years of construction work had kept him fit, and even though he now was a supervisor he still tried to keep in shape. His hair was now gray and thinning, but most women of his age considered him a handsome man. On this particular, warm morning, he had removed his shirt and was just wearing cargo shorts. His athletic body was on display for Ann and did catch her attention as he ran the mower back and forth, cutting the grass.
While Ann had always considered John a handsome man, she hadn’t felt any sexual interest in him previously. She felt his wife was a judgemental old biddy and didn’t socialize with her, thus limiting any social encounters between them. He was friendly with her husband, Joe, however. This didn’t stop Ann from her desire to show off her body to him, though.
John thought that Ann was good-looking, especially those big tits of hers. He had always appreciated that aspect of her and enjoyed opportunities he had on occasion to ogle them. Ann seemed like a woman who loved to flaunt her assets, and today was no exception. The area she had chosen to bask in her lounger was close to his fence affording him a great view of her rubbing down her body with some kind of lotion before she laid back to tan.
His wife had lost interest in sex long ago, so he was left to the devices of most men his age in a similar situation. That is, masturbating to porn and being on the lookout for a willing woman to cheat with, though that was a difficult quest. In the past decade, he had enjoyed a couple of one-night stands, but nothing in the last few years. Concurrent with this, he had become bi-curious as well, though nothing had come of that yet, other than desires shared on the internet.
With Ann’s semi-naked body on display, he was glad for his mirrored sunglasses as he had a hard time taking his eyes off of her big tits so well displayed, as well as her luscious thighs and legs. Her belly was turning a bit flabby, but he could easily overlook that. His wife had a much bigger belly and he found it no impediment to sex. As Ann would raise one leg, or turn slightly on her side, he felt himself staring at a new, and sexy part of her body. When she got up and walked into the house to grab a floppy hat, he watched the swing of her nice big booty as she walked. He felt his cock get hard with the imagination of what it would be like to fuck such a prize body.
As for Ann, being the exhibitionist she was, she quickly became aware of the effect of her bikini-clad body on her neighbor. Watching behind her dark sunglasses, she could see that he turned his head slightly as he went about his mowing to ogle her. When he removed and replaced the grass catcher bag, it was always done from a position facing her, near the fence. He seemed to take plenty of time doing this.
And as Ann took in his firm trim body with her eyes, she began to imagine what he would be like on top of her in bed. His bare chest against hers. His handsome face close as he sucked her boobs while his strong hands fondled her. She began to wonder how big his cock was. She imagined it nice and big. Subconsciously she ran her fingers down to her crotch and rubbed it for a second. Quickly, realizing that he might be looking, she stopped. But the thoughts remained. She knew she was a slut so why deny it? Besides, wouldn’t it be nice revenge on his bitch of a fat wife if she screwed him? Ann had slipped into a certain mood that she called Cunt Mode.
As she ruminated on the fantasy of fucking John, she decided to do a little more exhibitionism for what seemed like both of their pleasure. Ann slipped the straps of the bikini bra off her shoulders and let the top slide down until just the nippled tips of her breasts were covered. Nearly the maximum amount of titty flesh was on display, all but her nipples. If one looked closely, the top edge of her huge dark aureole of one boob was exposed. She also pulled her bikini bottoms up tighter, exposing more of her thigh and ass. This also had the effect of exposing some cameltoe.
John noticed the adjustment Ann made to her bikini as he was in the process of replacing the grass catcher. He hoped she didn’t realize that he was emptying the catcher when it was only a third full. The eroticism of her pulling on her bikini bottoms to expose more flesh wasn’t lost on him. And though he couldn’t make out her cameltoe, the top being slid down to barely cover her tits added to his growing horniness.
He wondered what he could do to see more. It seemed like she was putting on a show for him. After she made her bikini adjustments, she looked at him and smiled. He wanted to speak to her but didn’t know what to say. But the mounds of her boobs were like a magnet to his eyes. He just couldn’t help staring. He just hoped she didn’t notice.
But Ann did. She was quite pleased with herself for causing his reaction to her. It was obvious that she had his full attention. She began to do subtle moves like rubbing more lotion on her upper un-tanned boobs, slowly rubbing it in with her hands. Now he seemed to be fiddling around with something, half turned toward her, pretending not to look when it was obvious he was.
John was forced to turn away and adjust his cock in his shorts. It had been hanging down at an angle and was getting quite hard. He put his hand down the front of his pants and readjusted it to vertical to make his hard-on more comfortable. He was also contemplating how he could spy on Ann and jack off at the same time without being seen.
Ann kept her eyes on John constantly behind her dark shades with the floppy hat brim shading her eyes further. She did notice him turn away slightly and move his hands to the front of his shorts. Having seen her husband adjust his cock countless times, she knew what he was doing. And why.
John had now finished mowing the lawn. He needed another excuse to keep him in the backyard. Finally, he decided to trim a bush near the fence. As he went to the shed to put away the mower and grab the trimmers, he took a moment to unzip his fly and stroke his now-hard cock. It was big and his pride—seven or more inches in length. His wife was uncomfortable with the size of it. And speaking of his wife, he was glad she had gone to her sister’s house and was, therefore, out of town. He would be free to look at porn and jack off. Reading a new Lush story would be just the ticket as well. He wished he was as lucky as the characters in those stories.
Ann was disappointed when John went into the shed to put the mower away. It had been fun showing off her body to him. She had just pulled her top up again and replaced the shoulder straps when John reappeared holding some clippers. He went to work on some bushes on the fence line.
“Looks like you’ve been working hard today, John,” Ann called out in a friendly tone.
“I have. I promised the wife I’d get this yard work done while she was staying at her sister’s. I hope you are enjoying the sun,” John retorted.
“Oh I am,” Ann replied, “I need to get a decent tan and stop looking like a ghost. It might be working, I think I’m getting a tan line.”
With that, Ann pulled her bikini top down a bit to examine if that was true, all the while showing it off to John.
“I think you are succeeding, Ann. That tan is looking good. Keep up the good work!” John told her.
Ann answered back, “Oh, you think so? I guess. Glad you like it so far. And by the way, I do like your tan as well. It looks like you try to take care of yourself. I like that in a man.”
Getting up off of the chaise lounge, Ann strolled over to the fence. Resting her arms on the top rail, she bent over, displaying her cleavage for John.
“It's getting hot out here. Would you like some iced tea? I guess with your wife out of town, I’ll have to be the one that takes care of your needs,” Ann told John in a somewhat salacious voice with full eye contact.
“I would love that, Ann. Sounds just perfect on a hot day like this,” John told the bikini-clad fox.
Ann left and was gone for a bit. John kept looking over the fence into Robinson’s backyard for her but she didn’t appear. Suddenly he noticed that she was walking into his backyard through the gate, bearing the glasses and a pitcher on a tray.
Ann smiled and spoke, “Where shall we sit? Oh, it looks like you have a nice shaded deck there.”
On the deck, they both took a chair, but not before Ann bent over, tits and cleavage fully in his face as she poured the tea. Sitting down, she sprawled with her legs slightly apart. It appeared that her bikini bottoms had worked their way up on her body. John could see the outlines of her pussy in a nice cameltoe.
Ann had made sure to pull up her bottoms tight to display her assets. It might not have been all that comfortable, but comfort wasn’t the goal here. She was delighted to see his eyes unmistakably lower to eye her pussy area. This was so much fun and so fulfilling. As for herself, if she could get him hard under his shorts, that would be a victory.
Thinking about her earlier fantasy, she wondered what it would be like to fuck an older man like him. He was old enough to be her dad, after all. Could a man of sixty still be virile in bed? He looked fit enough. Of course, he probably hadn’t had sex in years with that cow of a wife he had. Maybe she should end that streak. And just like that, Ann decided that she would seduce him. First a seventeen-year-old boy, and now maybe a sixty-year-old man. Why not? Plus she would get the satisfaction of knowing that when he and Joe got together in the future, John would remember he had fucked Joe’s wife. That would be a nice “middle finger” to her husband.
Having a hot curvy younger woman like Ann sitting so close to him was heady. He could smell her warm, earthy, scent and see every little detail of her cleavage. And all the while she seemed very friendly and flirtatious. She wasn’t bothered in the least by sitting so close in a revealing bikini. It was a dream come true. Would it be possible to screw this hot MILF?
John also was reminded of another day, a few weeks before when he spied on her daughter, Debbie, and her friend laying out in their bikinis. He used his binoculars and focused particularly on Debbie’s friend, due to her better build with bigger tits [Brenda]. He had got so worked up on that occasion that he ended up surfing for legal-age teen porn and jacking off to a pic of a girl that looked like the bigger-titted one.
John liked to vary his porn viewing, depending on his mood. Usually, he enjoyed looking at granny porn because it portrayed women of his general age. MILFs were nice to look at too. Ann would be a perfect fit in that category. BBW was fine, because, in his experience, it seemed that a large percentage of real women fit that category, including his wife and the last two women he had screwed, both of whom were in their fifties (as was he at the time), and carried extra weight. He sometimes craved teen girls, perhaps to re-live the experience of the girls of his youth.
Last of all his porn enjoyment categories was his secret kink—bisexual men. When the mood struck, he loved to masturbate to hard cocks, cumming cocks, and blowjobs. And sometimes more. This had started just a couple of years ago and remained an unfulfilled fetish. On an internet site, he had friended a guy who lived in the same area as himself and who also was bi-curious, “Blondlvr3”. They had messaged and sexted pics and fantasies and had talked about meeting up, but so far nothing had happened. Little did John know at this time that this was all about to change [but that will be another story]. Right now he had a flirty MILF on his hands that he wanted to put his hands on, so to speak.
Ann knew that she wanted to seduce John, but how to go about it? He was checking her body out and did say that his wife was gone. Was that a hint? In her experience, seducing a teen boy like Dave was easy. They were all so horny. And Tony and Mike were what she would call “players”. Men that were on the prowl for sex. They were easy for her to spot and had a way of making it known. With Mike, she did have to work harder for it, but posing naked easily sent him over the edge and into her hands. Taking pictures of naked girls tended to do that. But with John, she had to read the cards carefully. He didn’t seem to be a player but also seemed very interested. He would probably have qualms about cheating on his wife. How to overcome that, plus his natural hesitation to bed a married neighbor woman was the question. Perhaps she could use her previous ploy of posing for pics.
How to lure John into taking pics of her was the question. It shouldn’t be too hard, after all, he was ogling her like crazy. Being already in a bikini was a big edge and she figured he wouldn’t put up a fight. Of course, she needed to let him know that he could keep the pics after he sent them to her phone. From bikini poses, it shouldn’t be hard to talk him into nude pics. She figured that once he saw her tits, she was eighty-percent home, and once he saw her pussy, he was one-hundred percent hers. But first, she had to feel him out.
“I’m glad you think my tan looks okay. At my age, my body isn’t quite what it used to be, so I appreciate your compliments,” Ann told him, actually fishing for compliments and wanting the conversation to focus on her body.
John quickly replied, “No, you have a great body. I love a woman with real curves. And your tan is coming along nicely.”
Ann stretched and modeled her body in a pose for effect. Care was made to show her tits front and center, up close.
“You sure? I guess so. Thanks for saying that. You have a nice body yourself. A lot of men let themselves go as they get older…oops…I didn’t mean to infer you were old,” Ann told him.
“That’s okay, Ann. I am kind of old, but I don’t feel it. I still can do everything I did when young. And some things are better. I wish I could say the same for my wife,” was his retort.
There was that subtle hint about his wife's problems in that statement. He hoped Ann would pick up on that, and she did.
“Oh, that’s too bad. I think she is lucky to have a handsome man like you as a husband. I don’t know how she can keep her hands off of you,” Ann craftily replied, alluding to sex.
“Well, she is very good at keeping her hands off of me. I probably shouldn’t be telling you this, but it's been a long long time if you catch my drift,” John told her, feeling very bold in this leading statement.
Pleased by the opening this statement gave her, Ann replied, “It's none of my business, but that’s too bad. Your needs should be taken care of.”
Ann raised her leg to rest on the chair and spread her legs as she told him that. Things were going nicely. He was rapidly falling into her hands.
“How about you, Ann? How are you and Joe? I bet he’s a lucky guy with a wife like you. Not like me,” John asked, almost fearful as to the answer. If she was truly devoted, his flirting was all in vain.
Leaning over towards John, Ann touched his arm as she answered cryptically, “Joe and I don’t get along too well, unfortunately. He’s a good guy but we aren’t a good match. But we’ve made an arrangement between us that is mutually satisfying to both of us.”
“Oh, that’s good,” John replied.
Ann was a little miffed at how men couldn’t seem to pick up on an obvious hint like that. Any woman would have. She decided that her bikini pics gambit would be the best way to go. She could say it more obviously, or just make major advances anyway, but she had made mistakes before like this. One man turned her down after seemingly wanting to have sex. Another would only allow her to give him a blowjob. Doing that didn’t satisfy her needs.
John did pick up on the “arrangement” hint. His problem was that he didn’t know how to find out if he could be included in that “arrangement”. More time and probing would be necessary before he allowed himself hope. The idea that such an attractive woman would have sex with a man his age was still making him doubt his reading of her intentions.
Ann thought that John might need some “physical” encouragement, so she offered to refill his glass. Standing up, Ann found a reason to bend over and put her ass in front of him. Then turning around, she bent over more than necessary and gave him an amazing look at her cleavage as she poured more iced tea into his glass. At this point, there was nothing more that John wanted to do than stick his cock between those tits.
After a long pause, John spoke again, “You are a beautiful, attractive woman if you’ll pardon me for saying so. I don’t know what's going on between you and Joe, but I’m sure that if things don’t work out, you will have no trouble finding a guy to love you.”
This was an opening that Ann could use, “Thank you, John. I do have doubts about my looks. A friend told me that when she had glamour pics taken of her, she felt so good about her looks. I thought about that, and even found a person that does that, but I’m not sure I want to spend the money for professional boudoir pics.”
John smiled as he looked over her curvy body and responded, “I think you would make a beautiful model, and looking at you, I think posing would come naturally. You should do it.”