Lew, standing in the hallway, watched his mother packing her suitcase. "Well, at least she's smiling!" he thought, a small smile on his own lips. When he and his girlfriend had hatched this plan he could have sworn that it wouldn't work. But given that they were to take a plane later today, it was clear that he had been wrong.
Shifting his eyes slightly, Lew looked at his mother like men looked at women. Just for a moment, of course. His mother was still very beautiful and sexy even though she was nearly forty. She was average size, but very curvy. Not curvy in the sense that she was chubby. Instead she was blessed with very large breasts and prominent hips, with a small waist in between. Her long brown hair, currently loose all over her back, enhanced her sexiness.
He had no idea why she was still single, three years after she broke up with Lew's dad. And the fact that she was single was the number one reason behind this crazy idea of a trip south. Lew and his girlfriend thought about that a month ago on the first day of real summer. They had been lounging on the deck, glistening with water from the pool, when they saw Lew's mother, Jessica, walking out of the house with her bikini. It was a motherly bikini, hiding a lot more skin than the bikinis his girlfriend wore, but it still showed her curves.
A few minutes later, while she was back inside to get a glass of wine, it was Lew's girlfriend who said "Damn... With a body like that, I don't understand why she's still single!" Lew grinned and quickly glanced at his girlfriend's body. While he found her very attractive, his 19 year old girlfriend looked like a child next to his mother. She added "I think I just had a good idea!"
That good idea had been to plan a trip down to some beach destination with the specific intent of putting his mother back on the dating scene. Lew had laughed and shook his head, but before he could say that it wouldn't work, Jessica walked back out and his girlfriend told her, explicitly, about her plan. Jessica laughed and blushed, but to Lew's surprise, she didn't say no. And in fact, she agreed the following day.
Now, the initial plan was for all three of them to go. Sadly, three days before departure Lew's girlfriend came down with a stomach flu. A bad stomach flu. They couldn't find anyone else to take her place and the trip turned into a mother and son thing. Lew didn't mind much, as he got a long very well with his mother. Their relationship became a lot more important after his dad left, and in the years since, mother and son had grown very close.
Shaking his head and taking his eyes off his mother's exposed cleavage, bent as she was over her suitcase, Lew walked to the living room. Thinking about it, he reflected that this closeness with his mom was a very special thing. After talking about it with his friends, he learned that none of them could talk to their moms as much as he did. When Lew told one of his closest friend that his mom had given him relationship and even some sexual advice about his girlfriend, the friend almost spat out his drink.
Sitting in the couch, Lew grinned and remembered that time when she explained a few things about women to him, on that very couch. He remembered being very uncomfortable about it at first but his mom's easy smile and relaxed attitude had calmed him down very quickly. He blushed as he remembered her hand caressing his hair as they talked. "That was normal, right?" he wondered, uncertain enough to know that he wasn't about to ask his friends about it.
Then again, normal or not, he remembered that his girlfriend, the first and only he'd had so far, had complimented him on being a very gracious and considerate virgin. He was no longer having a mind boggling sex life with her , but his mom had made a few things extremely clear and it turned out that it had worked wonders with his girlfriend.
Lew still remembered the third time they had sex. After rolling off of her, while she was still panting in post-coital bliss next to him on the bed, he had looked at her. It was the height of summer and her body was deeply tanned except for bright white lines of untanned skin. Lew loved those tan lines which highlighted the shape of her bikini. It reminded him of her sexy bikini even while she was naked. He had already liked seeing tan lines on nude models online, and he was growing to love them even more now.
In any case, in that blissful moment, his girlfriend had said "Damn! You learn so fucking quickly!" Maybe he had, but despite his raging hormones, Lew had thought that he had simply been able to keep his mother's advice in mind.
Well, it was now time for him to return this favor and encourage her to go out on dates and even have sex with a sexy latino man. Lew smiled as he remembered her reaction to those very words last week. His girlfriend had told that to his mom and instead of shaking her head, Jessica had simply blushed and giggled. Lew didn't know how serious she was about actually dating some stranger there, but to his pleasure she seemed really into it.
About twelve hours later they arrived in a land of sun, beaches and turquoise water. The small town they had chosen wasn't too touristic, keeping some of it's original charm. And easygoingness. Most of the people here, both locals and tourists, seemed remarkably relaxed. With a perpetual smile on their faces. Perfect! On their way from the small airport to their hotel, Lew saw that many men looked at his mother appreciatively. Even better!
They hadn't been able to get a switch for the rooms they had already reserved, so they would both get a room with a queen sized bed. He would sleep alone, while his mother would, hopefully, find someone to sleep with. That, after all, had been the plan. After he had unpacked and put his swim trunks on, he knocked on the door between their rooms.
When she said "Come in." Lew opened the door and stopped dead in his track. His mom was putting on her bikini. Well, it was pretty much completely on, but seeing her like this, from behind as she tied her top, took him by surprise. He had no idea why, given that he had seen his mother with that bikini many times.
Her body was already pretty tanned from all that sunbathing back home, and her skin positively glowed. Her nicely rounded ass, framed by those feminine hips, stood out right now and Lew briefly closed his eyes before looking back up. Maybe it was the place, maybe it was because they were alone in a hotel or maybe it was the fact that he knew his mom would be on the lookout for interesting men, but damn! Looking at her from behind like this made him realize just how hot she truly was! When she turned her head and upper body around, presenting him her covered left breast in the process, he swallowed.
"What's wrong?" she asked, looking at herself in the mirror.
"Nothing..." he mumbled.
"Don't lie to me young man. Why did you look at me like this? Is my bikini torn or dirty?" she asked, now fully turning around in front of him.
"No, no mom." He said, trying to hide his embarrassment as he forced himself not to look at her breasts. He took a deep breath and decided to distract her by saying "It's just that this is what I call a motherly bikini."
While it was indeed a pretty conservative bikini, he couldn't deny that it held and presented her large breasts in a very flattering way. Not lewd or indecent like a string bikini would be, but still. In the brief silence, he cleared his throat, feeling his face reddening. His mother said "What?", with a small smile on her lips.
"Well, if you're here to seduce men, I'm not sure that this will work..."
"What?" she asked again, surprised. "I'm not sexy anymore?"
"It's not that mom! It's not you, it's your bikini." Lew stammered, realizing that he had jumped from the frying pan into the fire. He was seeing his mother in an entirely new way and he didn't know how to handle that.
"Well, it's a bikini, right? How much more sexier can it get?"
Pausing for a moment, Lew then said "Did you see the girl in the red bikini downstairs?"
"Of course I did... Every man on the planet saw her!", his mom replied.
"Well, that's a sexy bikini..."
"Sure... I could sew three such bikinis form the material in mine!" Jessica laughed.
"That's... exactly my point!" Lew said.
His mom sat down on the bed, sighing, unawares of how her breasts bounced despite the sturdy frame and wide band that held the top of her bikini. "I can't wear something like that Lew... Not at my age!"
"Oh mom... Now you're fishing for compliments." Lew replied.
"No I'm not!" she replied, looking up.
"Stand up mom. Stand up and let me look at you." Lew said, shocking himself as he heard the words coming out of his mouth.
Her eyes opened slightly wider as she looked at him, but she did stand up. "Now..." he added. "Undo your hair, free it from that bun. Ok, now stand up straight, push your shoulders back... yes, like this. And now arch your back, just... so. Yep. Like that. Look at yourself mom." As she looked at herself in the mirror, Lew could see the slight surprise on her face and he relaxed when he saw the smile on her lips. "Mom. You are gorgeous. If you were to put on a bikini like the red one, every man on the planet would be looking at you instead of that little girl!"
His mom looked at him for a long moment. A long silent moment. Eventually Lew became nervous again as the moment stretched. Finally, his mom grinned and said "Are you using on me the tricks I gave you for girls, my dear son? Why are you complimenting me like this?"
"No!" Lew replied, laughing. "You're just so..." but he stopped himself. "Oh... damn. I can't say that!"
"Go ahead." his mom replied, with a serious look, staring into his eyes. "Let's suspend the normal rules for this week, alright?" his mom said.
It was clear that she needed him to say that, needed to hear what he had been about to say. Lew thought about it for a moment and took a deep breath. "You're gorgeous and extremely sexy mom. Even my girlfriend is envious of your body! I'm sure that if you get a new bikini there won't be a single man on this little island that won't be staring at you, drooling with lust."
His mom stared at him in silence again, and Lew simply couldn't decipher what he could see in her eyes. After a moment she said "Not a single one? What about you?" Lew's jaw dropped as he heard those words. But his mother laughed before he could reply. "Tell you what, mister!" she said. "I'll buy a sexier bikini if you agree to wear a speedo-type swimsuit."
"What?" Lew said, stunned.
"Well yes, If I'm going to play the sexy MILF..." Lew was shocked to hear that word from his mother, but she continued "you're also going to try something new. You're not single and looking to score like I am," again, Lew was surprised to hear those words from his mother's mouth. She continued "but I'm sure that you're going to please quite a few girls and women out there with a speedo on."
Lew didn't know that to say. Yet as he was thinking about it, he heard himself saying "OK!"
"Deal!" his mother replied, grinning. "So. I'm going to town to see if I can't find something more suitable... Even if it's so sexy that I'll have to burn it before coming back home!"
Lew's mouth went dry at the thought. After clearing his throat, he asked if she wanted him to come with. She didn't. As he was walking back to his room, Lew wondered if he would not follow her anyway to make sure that she wouldn't buy another motherly bikini. Letting himself fall on his back, he felt a smile lifting the corner of his mouth as he tried to imagine his mother wearing that red bikini...
Jessica went to the bathroom and looked at herself in the mirror. "This bikini isn't motherly, is it?" she thought, turning this way and that looking at it. "Maybe it is..." Jessica stripped down completely and took another look at her body. "Am I really sexy, even at my age? And did Lew say that he thought I was sexy?" Jessica was shocked at the lewd smile that she saw on her own face in the reflection.
She was fully aware of just how handsome and desirable her son was, had been for years. She hadn't been surprised when he came back home one day with his first girlfriend. Nor had she been surprised to see just how beautiful the girl was, content to see that her son had grabbed what was probably a very popular girl at school. And now she had just learned that he found his old mom desirable? Well then. There was hope for her yet!
Looking at herself sideways, she recognized that her breasts were still quite perky despite their size... and their age. Jessica had always been extremely proud of her breasts. Proud and grateful. It had made finding boys, then men, always a very easy exercice. Lew and his girlfriend had been right that it was high time that she try to find another man in her life. It has been years now...
Sighing, she turned to face the mirror and looked at her bush, smiling. She had seen Lew's girlfriend naked once, a few months ago, without her knowing it. Late at night, she had walked out of the bathroom naked, convinced that Jessica was sleeping. While Jessica thought that Lew's first girlfriend was pretty, she couldn't figure out why he thought such a girl with such a celery-type body was sexy. She was very thin, which seemed the norm these day, with small breasts and only hints of having any hips.
But Jessica had seen that this young girl had completely shaved her pussy. Thinking bout it now, it hadn't been a huge surprise given the current trend. Looking down at her own trimmed but still generous bush, Jessica smiled naughtily and decided to shave it off completely. Even if it would be the very first time she would do this, it wasn't simply a spur of the moment thing. Jessica had brought a clipper and razor, just in case she decided to do it. And, in any case, the sexy bikini she would buy probably wouldn't fully hide her bush in any case.
And so about thirty minutes later, Jessica was walking around in town wearing nothing but her old bikini, flip-flops and her wallet in her hand. Even though nobody could see it, the fact that her pussy was now completely bare, with nary a trace of hair anywhere between her legs and even between her buttocks, Jessica felt naked. And slightly aroused as well, she had to admit.
After asking around town, she learned that there was only two shops that would sell bikinis. When she saw the first one, clearly designed for the conservative middle age tourist type, Jessica finally admitted that her bikini was, as Lew put it, too motherly. She had in fact seen the same one in the window display, next to publicity images of much older women wearing it. She really needed something else.
Then again, when she entered the other shop, she almost laughed out loud. While it wasn't exactly a sex shop, it wasn't far from it. Determined to get rid of her old woman's bikini, she went in and tried to find something appropriate. It wasn't easy. Just for fun, she tried a few that she knew she would never buy.
First, a small bikini that seemed very sexy but still decent enough until she realize that the thin white fabric, with no backing or padding anywhere, would turn fully transparent in the water. After that she even tried a fully transparent one, feeling herself blush even trying it on and looking at herself in the mirror. Before getting back to her changing booth, she got a few glances and smiles from the young man at the counter.
She then tried the classic, over-the-top V-type of sexy swimsuit that was popular in the 80's. The bottom was held by long strings that went directly up to her breasts in front, and slipped a string between her buttocks in the back. It was utterly ridiculous, but as she looked at herself, it was clear that it was sexy. One of the bikinis she tried was even split at the crotch for easy access to her pussy!
The next one had such small triangles that it didn't fully hide her nipples. Jessica had always had large nipples, but given that they were proportionate with her even larger breasts, she had never minded. But this bikini would be completely absurd! Looking down, she saw that it barely covered her slit! "Damn! Who wears such bikinis?" she thought as she walked back to the booth.
She saw that the young man was still looking at her and she smiled at him. "As fun as this is, there's no way I'm going to buy anything from this store. Sexy is one thing, but vulgar is quite another..." she thought. Still it had been great fun! Her mood changed very rapidly when she saw that her old bikini and flip-flops were gone. She looked in the adjacent booth just in case, but no, they were gone. Most likely stolen. Luckily she had thought to keep her wallet in hand the whole time, but still...
"Damn it!" Jessica thought. Now she would have to buy a bikini from this shop just to be able to walk to the other shop. Even the thought of coming out of here and walking five or six blocks made her blush with embarrassment. Well, in any case, she wouldn't ever wear this one, even if it was to get out of here because of a fire! She giggled.
And so Jessica went back out and this time tried to find the least outrageous bikini. She finally picked one that fit the bill. It wasn't something she would have chosen, and she wold only wear it to get to the other store. Looking at herself in the mirror, she laughed nervously at the thought of getting out with it.
The bottom was very small. Very. It hid her pussy, but just so. It was an American-flag themed bikini, and the bottom had red and white stripes going down in the same direction as her slit. It was, at most, three inches wide at the top. From the corners, two fine strings wrapped around her hips and met a third string on her lower back. Of course it was a string bikini, something she had never worn in her life. In fact, Jessica hadn't even worn such a thing for panties!
Up top, the two triangles were blue with white stars on it, as if to attract even more attention to her breasts. There was even a big white star above each of her nipples! It was the biggest top she had found, yet it didn't cover much of her breasts. She could still see much of the outlines of her breasts in the middle and a whole damn lot of those outlines on either side. The top wasn't quite wide enough, and so the outside curves of her breasts were more exposed than usual. In fact, she felt like her breasts could pop out at any moment! More than half of her breasts were visible!
And finally, there was something else that was very visible. Her tan lines. Even before arriving here, Jessica had already had a decent tan. A tan with very clear white demarcations where her old bikini had been. As she had been trying on other bikinis, she had seen them, obviously, but given that she hadn't had any intention of actually buying any of them, she hadn't cared about the white lines on her smooth skin. Now, those lines were unmistakable.
And, even to her eyes, extremely sexy. Somehow it enhanced the effect of the small bikini, attracting her eyes even more. And she knew that the contrast between her golden and white skin, especially in conjunction with the American colors of her bikini, would grab the attention of all the men who would see her like this. Christ! Jessica sighed as she looked at her reflection: huge breasts, tiny bikini, bright white tan lines... This was an unholy and naughty combination!
And it wasn't just a white outline around her breasts! Looking down, she saw the same white tan lines around her pussy and all around to her hips. Turning around, she gasped as she saw how her white ass was mercilessly exposed! "Fuck!" she breathed. The string hid absolutely nothing and her bright white buttocks would shine like a fucking beacon fire in the night! Thankfully, she knew she still had a nice and relatively firm ass. Nevertheless... she had never exposed it so brazenly in her entire life! Not even when she was at her physical prime in her twenties!
Jessica didn't know if she would even be able to walk the short distance to the other store dressed like this. Or undressed like this. She sat down next to the mirror and put her head in her hands. She was on the verge of tears, realizing how uncomfortable she was with her body, with her age and with her celibacy. But before it could all crash down on her, she heard the young man walk up to her.
The next five minutes changed a lot of things for Jessica. Some she would realize immediately, others she would only understand weeks later. Despite his broken English, the young man began by asking her if she was working for Matthias. At first, because of the way she looked in this ridiculous bikini, Jessica thought that Matthias was a pimp. But soon she understood that he was a photographer.
When she tried to explain that she wasn't a model at all, the young man frowned, clearly puzzled. He thought she had been trying those bikinis for a shoot. Jessica could see in his eyes that he wasn't just saying this to compliment or comfort her. He really believed that she was a model. He even told her that Matthias often chose models with tan lines as he thought it sexy. When she said he must be the only one to find that sexy, the young man smiled shyly, shaking his head.
After a moment he walked back to his counter and let Jessica alone. She stood up, took a deep breath and decided that she could, at the very least, find the courage to walk out to the next store. As she walked to the counter, barefoot, she remembered that her flip-flops were missing as well. Looking around the shop, all she could find were high heels. "Of course... Right..." she thought, cursing herself for this crazy idea of looking sexy.
A few minutes later she took a deep breath and walked out of the shop, looking sexier and sluttier than she had ever had in her life. "Here comes the MILF, guys, look at me!" she thought, trying to make light of the whole thing.
Strangely enough, if the young man's comments about her being a model had given her enough courage to get out, the walk to the other store had a much more transformative effect. In those few minutes, she got more appreciative stares and whistles and offers for drinks than in all of last year at home! At first she was ashamed and even a bit afraid: she was, after all, dressed like a slut. A bikini way to small for her breasts, her unmissable tan lines and a pair of red high heel shoes. A slut begging for attention.
At home, the only guys that would have openly ogled her, or whistled like that would have been creeps. But here, things were different. From what she could see in the eyes of the men around her, they were not creep. Just men being men, letting her know how desirable and beautiful she was. Just basic, primal male-female interactions. She had bee afraid at first, but despite how explicit some of them were with words and whistles, she hadn't felt threatened by any of them. They kept their physical distances even though their intentions were made clear.
It was a very strange and powerful experience. She had never felt as much of a woman before in her life. Ever. Even when she was being regularly courted before marrying. In her mind she looked like a slut, yet she was getting another vibe from the men. There was nothing vulgar, like what she would probably have gotten at home. Instead, she got a bunch of explicit compliments on her beauty, her sexiness and even a few thanks for allowing them to see her body. There was no explicitly sexual comment, nothing lewd or obscene.
Jessica couldn't deny that her body was beginning to warm up real fast. The raw compliments didn't simply boost her confidence and didn't simply make her feel more feminine. Oh no. It also made her blood race in her veins and it made her feel alive as sexual feelings began awakening.
The high heels, something she had never really worn, grew on her really quickly. It forced her to change her gait and soon she found a new way of walking that enhanced the movement of her hips and made her large breasts sway. Her pelvis rotated more, her strides shortened and she felt her body bouncing a lot more than it usually did when she walked. All in all it felt, even to her and obviously to the men looking at her, extremely feminine.
By the time she arrived at the other store, she paused for a moment. She still felt very strange being dressed like this on the street. The sun had turned her already bright tan lines into blinding light bars! Yet those comments... and the way they had made her feel...
It was as if she had woken up from a puritan slumber, as if the real woman inside her had suddenly burst out. Looking around, she saw one man looking at her, a grin on his face and a fire in his eyes. As she stared at him, she was shocked to feel that her bald pussy was even beginning to feel much hotter and wetter! Smiling, she winked at the man and turned away from the store. If she was going to give dating and chance here, might as well go all in!
Back at the hotel, Lew still couldn't believe he had stolen his mom's bikini! He had sneaked in the store and grabbed it, as well as her flip-flops, before sneaking back out. He hadn't seen any of the bikinis his mother had tried on, as he didn't want to risk being seen, but he knew he had to force her hand. The shop was pretty much a sex shop, and the bikinis he had seen on the stands were way too sexy for his mom.
And so he had grabbed her bikini and had thrown it into a garbage bin, forcing her to buy one. As much as he wanted to see which she would pick, he had decided against it and had run to another store to buy a speedo. It would be his very first speedo, and while he did experience some strange feelings as he looked at himself in the mirror, in the end he just grinned and bought it.
As it turned out, he arrived only ten minutes before he heard his mother enter her own room. He had no idea what she had done, nor if she had found a way out of buying a hyper-sexy bikini. And so when he opened the door to her room, he had no idea what to expect.
And he was shocked beyond belief. The first thing he noticed as he saw his mother standing right in front of him, were the bright tan lines. Especially those on her breasts. His mom couldn't know just how much Lew loved tan lines, nor the effect hers would have on him. Lew couldn't believe just how much of her breasts he could see. Even if the tan lines made the amount of extra visible flesh obvious, he was still unable to believe. "Christ! I'm almost seeing her entire breasts!" he thought. "And those delicious tan lines..."
Lew then saw the bright red high heels and swallowed. Like most guys his age, high heels looked like relics of a ancient past where women had huge hair and wore too much make-up. But today, for the first time, looking at how it had transformed his mother's legs, something clicked. He was stunned! "How could such small things change how she looks, how she stands and, by Christ, how she radiates femininity!" he wondered. He knew he would have to look at those heels later.
For the moment though, his eyes darted back up to her big breasts as they threatened to overflow from the tiny bikini. When he was much younger, Lew had sneaked into her room when she wasn't there and had rummaged her lingerie drawer. He'd had no idea what the numbers and letters on the little white tags had meant, but he'd been impressed by the size of those cups. He still remembered taking one of them and putting the underwire against his forehead, stunned that it fit! And now, as he saw most of those breasts in the flesh, with her nipples poking tents in the thin fabric, he was overwhelmed.
Lew didn't even realize that he was staring at her breasts. His mother eventually snapped him out of his shock by saying "Lew! Close that mouth or else flies will come in!" Startled, Lew looked up into his mother's eyes and saw her smile, but he still couldn't talk. "Well, should I take this as a compliment? My son ogling my breasts like a beast in rut?"
"What?" He stammered. "No! I'm not... I mean, yes, but, NO!" Lew walked backwards until he was in his own room again.
But his mom followed him up to the door. "Isn't this what you wanted?" she asked, indicating her body with her hands. "Didn't you want me like this?"
Lew was flabbergasted. Was he hearing her correctly? Was she actually asking him if he wanted her? If he wanted her body?
Before he could make sense of what he was hearing, she narrowed her eyes and tilted her head. "Lew, it's only a bikini. Drop the act will you?" Clearly she was confused by his reaction.
"Mom!" he finally said, breathless. "I'm sorry... I'm... oh fuck!"
And with that, he closed the door in front of her and sat down on his bed, shaking. "What the fuck is wrong with me!" he wondered. "Ogling my mother like this! And now...Fuck!" he looked down at his speedos and could clearly see his cock twitching. "My mother! My very own mother! What the fuck is wrong with me?" he asked himself again.
He was well aware that his mother was beautiful, and that many of his friends thought she was hot. But although he had known all that he had never really felt it. Felt her beauty or sexiness. Until now. Until face to face with her bikini and those devilish tan lines! Gods! He couldn't help thinking about her breasts and those glowing white outlines. As if her tan lines highlighted the fact that this was flesh he wasn't supposed to see. Or lust after! "Oh for Christ's—"
But his thought was interrupted by his mother walking in the room with those devilish red high heels. And wearing that ridiculously sexy bikini. She came straight up to him and he couldn't look up. "Lew. Look at me. What's wrong baby?" But he couldn't. Doing so would mean that he would see her breasts, and he was afraid that he would stare again! His mother then kneeled in front of him and pulled his chin up with her fingers. "Lew. What's going on! Look at me!"
"I can't mom! Especially not while wearing this!" he cried, pointing to his speedos.
His mom stood up and walked back a few steps. "What? Are you serious? Are you... looking at me like... like a woman?"
Half angry, Lew looked up at her and said "Yes I am. I can't... I'm sorry... I... Shit. Can you please leave me alone?"
Lew couldn't imagine what was going on in his mother's head right now. He wasn't even looking at her anymore. He grabbed a pillow and placed it on his lap, his face burning hot with shame. In the silence, his mother said "Well, I think you were right about all men drooling with lust!"
"Mom!" Lew cried before letting himself fall on the bed.
"Lew... Look at me." his mom said softly. Surprised by the tone of her voice, Lew sat back up and looked at her. "Remember what we said about rules earlier this morning? You have no idea how strange it is for me to wear this in public. And now you too... It's strange, I'll give you that. And I don't know how I'd handle it at home. But here, it's just... I don't know... naughty? And fun?"
Lew was stunned by her choice of words. Naughty and fun that her son was lusting after her? His mouth opened against he stared at her, he heard her say "Remove that pillow, baby." His mind already shocked beyond its limit, Lew simply slid the pillow aside revealing his obvious erection. Did he just see his mother biting her lower lip as she looked at his erection? No... That was impossible.
"Well, Lew, if we're going to go out dressed like this, you're going to have to deal with that," she said, indicating his erection with a glance. "Why don't we just stay here and order some food... Maybe you'll get used to it? Maybe it's just the shock?"
"Maybe..." he replied weakly, too disoriented to make sense of what was happening.
"Ok then... So, what do you think of the bikini?" she asked laughing. "Or the tan lines?"
As he looked at her, almost literally drooling, he watched her turn around carefully and sexily on those heels. She was essentially showing him her naked ass. Full, round, lovely and decidedly sexy. Sexual even, and undoubtedly arousing! And those unbelievable tan lines! Damn it! Her entire ass was a pair of huge tan lines! It was just too much! The combination of a much more feminine ass than his girlfriend and those striking tan lines... Too much!
When she completed her turn, he looked at her pussy for a few moments and felt his heart thump hard in his chest. She was obviously shaven and her mound was extremely well defined under the thin fabric. The strings of her bikini were more horizontal than vertical, which meant that they hugged her hips more then her waist. But that low angle also meant that they created a pair of spots where the string didn't touch her skin: there were two hollows between her rounded upper thighs and prominent mound and it was mindbogglingly sexy! His eyes darted between her pussy's mound and those little hollows.
In fact, those hollows reminded him of similar spots where the strings that held her bikini top lifted away from her skin between her shoulders and her breasts. And as much as the tan lines around her bikini top were striking, those around the bikini bottom stood out even more. So many killer tan lines! The white skin seemed to grow upwards out of the bikini and spread out on either side in wide swaths of milky white perfection.
"Mom!" he finally said, tearing his eyes away from all these forbidden places. He tried playing it cool by smiling. "You can't go out like this!"
"Why not?"
"You're too... You're too damned sexy, that's why!"
"Wasn't that the point?" she asked.
"Yes, but... But... Damn it."
"Look Lew, why don't you try to forget that I'm your mom for the week?"
"Forget that you're my..." he replied.
"Why not? Just imagine that we're two... friends coming her to have fun. Why don't you call me Jessica until we get back home?"
Before he could reply, she turned around, flashed him her curvy white ass and went to her room, walking like a model on the catwalk, her heels enhancing her legs. From there, she said "Once you're able to, join me for breakfast." A few minutes later, his cock pretty much soft, he walked in the room and saw her bent down over the counter, reading the menu. Her ass looked amazing, as if pushed out by the way her heels forced her, essentially, to stand on her toes.
Lew had never been interested in full figured girls before, but he was beginning to realize just what he had been missing. Taking a deep breath, his heart beating very fast, he said "Damn, that's a nice ass Jessica!"
The seductive smile she gave as she turned her head around made him tremble. "Thank you baby..." she replied with a soft voice. "Oh, and do you think the tan lines look bad?"
"Bad?" Lew said, appalled. "Jessica... I have a fetish for tan lines. An obsession. Does that convey what I think about them clearly enough?"
His mother stared at him for a long moment, a half smile on her lips. Lew had no idea what had happened on the way back from that sex shop, couldn't understand what was going on in her mind. But she was clearly in a fey mood and for now he was going to run with it. Being able to say what he had just said was positively thrilling. That strange mood of hers was probably going to fade out as they got out of their room and as she would meet some men. In the meantime, though, he would enjoy it!
Two days later though, Lew thought about how wrong he had been about things fading out. He was alone in his bed, just like his mom in the other room, and he couldn't fall asleep. His cock was hard as a rock and he couldn't help imagining his mom on all fours above him, sucking his cock. "I'm so fucked! I'm a perverted fuck-up guy. I'm sick!" Yet he knew that if he touched his cock he would probably cum in two seconds! He hadn't had found the time to masturbate, given that he was with his mom 24/7. And boy was his libido whipped up! Then again, masturbating to his mom? Bad idea!
Thinking about those last two days made his head spin. It was one thing to roleplay at not being her son as well as to compliment her body, but things had spiralled out of control pretty quickly. First of all, she had worn nothing but that bikini and those heels. And those tan lines, damn it! On the first day, probably on some sort of crazy impulse, Lew had heard his mom tell a group of new friends that they were a couple. Shocked into silence, Lew had stood motionless as his mom had hugged him and kissed his cheek. As his mind slowly recovered from that he realized that if the plan was to get his mom a date, this was a really bad starting point.
And then things went from bad to worse. Four of their new friends, two couples, invited them to a more private spa where they spent a few hours talking with them. Lew heard his mom invent some crazy stories about how they met and how their life as a couple was going. Eventually Lew had to play along and invent things of his own. When he wrapped his arm around his mom's shoulders to pull her closer against him, Jessica grinned.
And then it happened. Their first kiss. The friends brought out a bottle of wine and after a small toast, the two other couples kissed before drinking. His mom turned towards him with a smile and not a single trace of hesitation before kissing her son on the lips. A brief kiss, for sure, but still a kiss. About an hour later, in the spur of the moment, Lew turned to his mom and kissed her again. By that point she had drunk quite a few glasses of wine and had laughed... before kissing him again, much longer this time.
It had been insane, and all during that first day! That first night, they had talked about that decision to roleplay at being a couple, but now that it was done and that many people knew, they couldn't back down. When confronted about the fact that it would prevent her from meeting guys, Lew's mom shrugged and said that she was having a great time.
The second day had been more of the same. His mother got into the habit of playfully slapping his speedo'd ass, and he happily returned the favor. It was utterly bizarre, who the fuck slapped his mother's nearly naked ass for fun, yet deeply intoxicating at the same time. Here he was with a girlfriend back home, slapping the ass of the sexiest woman on the beach, by far. The fact that this woman was his mother was beginning to fade away.
The only good thing was that he was beginning to control his erection more. Maybe it was because the tan lines had begun fading, but he could now stare at his mother's body without getting hard. Even slapping her sweet ass didn't entail an automatic erection by now. And they had kissed again. Many times. One time, after dinner just before coming back to their rooms, their kiss lengthened and their tongues touched a few times very briefly. They had both drunk way more than usual, and neither of them had any trace of remorse in the long stare they shared afterwards.
So now, in his room, Lew's mind was a whirlwind of confused thoughts and emotions. He couldn't keep this roleplay up... Or rather yes, he knew that he could. He was having a great time! But he shouldn't. It was very weird, and he was afraid of what would happen back home. Would everything go back to being normal? Could it, after that long french kiss? He didn't know, and that scared him. But how to end this? And then he had an idea.
On the following morning (after he weathered her "Good morning beautiful!") he suggested to his mother that they could go to another beach, and, perhaps, not play at being a couple? She laughed and titled her head as she was wont to do. He saw her hesitating a few moments before saying yes. And so they rented one of the small cars they had around here and drove around, enjoying the sun, the oceanside view until they found a beach that looked interesting. Lew had no idea what hell this beach was going to unleash.
Jessica was positively glowing sitting next to her son in the small car. She hoped he would place his hand on her thigh as he had done a few times yesterday. But he didn't. She played with her heels on the floor, realizing she had gotten used to them and was beginning to understand why so many women wore them. Those last couple of days had been incredible for her with, strangely, none of the anguish and torture her son was experiencing.
For reasons she couldn't understand, she felt no compunction about the illicit roleplay she was playing with her son. It was as if her walk down the street with her tiny bikini had ignited a lot more than normal feminine sexuality. It had turned her into a sex-obsessed nymph! But more than that walk was the moment when Lew saw her new bikini. Seeing his lust in such an obvious way, seeing him loose control and flee from her sexy body... Christ! The comments and whistles from the other men had turned her on, but her son's reaction had ignited something much deeper inside her.
It wasn't the first time Jessica had felt something unmotherly for her son. He was sweet, handsome, well built, very sexy and reminded her of his father when he was younger. That was a potent combination. Add to that a few years of abstinence on her part and that combination turned deadly. Jessica had never abandoned herself to those feelings, but for the first time, now, in this place...
Seeing her son's cock growing because of her body or their kisses had been a powerful aphrodisiac, which in turn had spurred her to do even more forbidden things with him. She knew she was in a spiral of incestuous lust, yet didn't care. At all. She had spent most of the last two days in a constant state of arousal. Even now, in the car next to him, she could feel her pussy lips sliding, well lubricated, against one another.
Looking down, she saw that her sexy tan lines had completely vanished by now. The sun seemed very powerful here. Knowing that Lew had a fetish about them, she was sad about that. Then again she knew that there wasn't anything she could do about it. She had no idea how life would solve that little problem.
When the road brought them high up on a mountain side, they saw a little secluded beach through the trees. There seemed to be very few people there and she suggested that they go and try it out. When they walked out of the car, she looked at her son as he stretched and felt her heart skip a beat. He was really handsome and had a body few wouldn't envy. Jessica started, restraining herself from walking around the car and hugging his glowing body. And then she shook her head and went ahead and did it.
"Mom..." he whispered. "I'm not supposed to be your boyfriend anymore, remember?"
"Oh, right..."
Next to the path that led to the beach, there was a big sign that said that it was a nudist beach. Jessica was tempted not to tell her son, who couldn't read Spanish, but in the end, she decided to tell him. Lew snorted and shook his head, saying "Of all the damned beaches..."
After looking around to make sure they were alone, she said "Don't wanna see you old mother naked?"
"Ha!" Lew exclaimed. "There's not much I haven't seen, and no, you're not old yet Mom."
"You still find me beautiful even if we're not roleplaying anymore?" she asked in a coy voice, her head tilted to one side.
"Of course... For Christ's sake, you're the sexiest woman I have ever seen, roleplay or not!"
Jessica purred and felt a fire reigniting between her legs. Again. Grabbing his arm, she said "So, what do you say?"
"What? You'd really go there?" her son asked, stunned by her again.
"Why not? As you said, you have seen just about everything I have to offer..."
Lew shook his head again, smiling and, to her complete surprise, accepted. About a hundred yards into the path, there was a series of lock boxes where people left their clothes. Jessica was curious to see how Lew would react, but simply smiled as she saw him remove his small speedo. And she finally had a good look at his cock, which seemed semi-hard already. And it looked as good as its outline had suggested. "Hmmm... That's a nice one, son..."
"Mom!" he cried out.
"Ok, ok... now it's my turn," she said.
And so Jessica watched, amazed, as she saw her son ogling her as she removed what little clothing she had on. And once she was done, keeping her high heels for a while longer, she simply stood there letting him enjoy her body. Looking at her body herself, she saw the bright white tan lines again! Much smaller of course, but still highly visible.
What hadn't been so obvious while she had her bikini, but was now unmissable, was just how close her nipples had actually been from that bikini's edge. On both sides of the triangles' tops, the edges of her large nipples were less than a quarter of an inch from her tanned skin! And while the bright white skin made a perfect triangle on her breasts, the string between them was invisible. Jessica guessed that it was because her breasts were so large that the string hadn't actually touched her skin. It had been stretched like a bungie cord between them.
As far as she could see from above, it was the same on either side of her breasts. At least for about an inch before a white line gradually sharpened. Lower, there was only a pair of fine untanned lines converging on a very small patch of white skin. Of course, because that white skin was her shaven pussy, it highlighted it indecently. And in the back, from what she could imagine, there would be only a horizontal line around her hips, and a vertical line disappearing between her cheeks... "Right! Round two of the tan lines!" she thought. "I have a feeling Lew will love them as much as he had obviously loved the first ones!"
Clearly Lew did. He watched her like a hawk watched his prey, a clear masculine presence next to her. She would have given anything to be inside his head right now as he watched her. Shamelessly his eyes darted all over the usual places: her breasts, her waist, her pussy, her hips and her ass whenever she turned around. Since they were all alone in this little clearing, Jessica gave her son ample time to enjoy her body and her bright, much smaller tan lines.
For a long while, the only sound was those hard heels on the stone under her feet. After a few minutes, Lew's face was flushed red, his cock was beginning to lengthen and her entire body was afire. She let him stare at her until, eventually, she saw his cock twitch. "Hmmm, Lew..."
"Uh?" he asked, dumbly looking up at her. She glanced at his cock. "Oh, shit... Just give me a minute!"
Her son closed his eyes, turned around and walked around for a moment with his hand on his cock. About a minute later, he turned back around and his cock seemed normal. "Good luck with that!" Jessica said, giggling.
"Don't tease me!" Lew replied, a grin on his face.
But Jessica had every intention to! Yet today, unlike yesterday, it was her son who took control of a few crucial moments. To her utter astonishment, it was Lew who decided to reinstate the couple's roleplay. He did it after about an hour, probably because so many men had come to talk to her, flirting openly even despite his presence. Jessica had been flattered, and had even felt her nipples hardening for one or two of those men. Yet honestly, even if Lew didn't know, he was the only one who truly interested her right now.
And without warning he had suddenly said, to a group of three men, that they were a couple and that they should leave his girlfriend alone. They were clearly surprised, but left and didn't return. Clearly the word went around, because no other man came to bother her again after that. Yet five minutes later, in the tense silence, she turned to her son and said "Well... I wasn't expecting that. Wanna go to another beach and try again?"
"Oh, I don't know M— Jessica, my love..." Lew replied, but she could see that he was troubled despite his playful words. "I'm all confused... I'm sorry. This was fun and all, but clearly those two days of playing at being your boyfriend, or even your boytoy as you seemed to enjoy calling me..." Jessica giggled at his comment. "Even that was just, really, confusing. I know I'm your son," he whispered. "But It looks like some part of my brain has forgotten about it. I was fuming inside as these guys came up to you... I'm sorry."
Jessica remained quiet next to him. After a few minutes, she said "Let's try something I did in therapy after our separation. I'm going to ask a question and you're going to say the first thing that comes to your mind. Alright?"
"Er, why?" he asked, puzzled and still looking troubled.
"It can help you make sense of a complicated situation." she replied.
"Ok." he said, looking at her.
"What's the thing you'd most like to do right now?" she asked.
"Kiss you," he replied before turning his head away in shame.
"Do it."
"What?"
But she didn't need to repeat herself. She was trembling inside, waiting for him to make a move. They shared a peculiar look before Lew leaned towards his mother and kissed her. In seconds their tongues found each other and this time it wasn't hesitant. It wasn't a roleplaying game, it wasn't for show. This was raw lust beginning to be unleashed. And at the same time, they felt their dams breaking. The flood of lust they had both tried to contain was now free and unstoppable.
As she felt his tongue inside her mouth, this time confident and eager, she tasted it and shivered. She was kissing his son and they both knew it wasn't for any other reason than that they both truly wanted it. When they broke apart long minutes later, she was breathing hard and shaking.
The ride back to the hotel was the strangest 30 minutes Lew had ever experienced. They remained pretty much silent for the entire ride, their only contact was his hand on her thigh. Lew had no idea what was going on inside his mother's mind, but he had only one thought: fucking her until they both collapsed because of exhaustion. He wrapped his towel around his waist to hide his erection as he walked to their room. He was staring at his mom's ass as well as her bright red high heels, barely believing what was about to happen.
After he closed the door behind him, he faced his mother and said "Are you sure ab—" Oh but she was. Instead of replying she simply grabbed his head and kissed him as passionately as she had earlier. Second later Lew had untied her top and pushed her bottom to the floor. Soon after his mom pushed his own swimsuit down his legs and they hugged each other hard. His erect cock, trapped between their bodies, pulsed with hunger.
As they kissed still, Lew slipped his hands down to his mother's ass and grabbed the two round cheeks with his opened hands. She moaned into his mouth and gently bit his tongue. Sliding his fingers deeper he felt her warmth and wetness. Because of her heels, she was just the right height for what he had in mind. Boldly, he pushed two of his fingers inside her pussy and this time his mom broke the kiss to arch her head backwards. "Christ!" she moaned. "My son's fingers are inside my pussy! she breathed.
Grinning, trembling, Lew brought his fingers to his lips and tasted his mother. "Hmmm." he growled. "I want more of this! Get on the bed!" To his surprise, she instead grabbed him and threw him on her bed. He fell on his back, laughing and completely intoxicated by lust. He watched her climb on the bed on all fours and whisper "Did you know I masturbated thinking about you last night? Do you think I'm a bad mom?"
"The worst!" he replied hoarsely.
But then he fell silent as he watched her positioning herself above him. In the 69 position. Awed by the sight of his mother's hairless pussy with it's shining tan lines above his face, his mouth involuntarily opened. Before he could even properly look at it he was devouring it and drinking from it, drinking those sweet and utterly forbidden juices he had tasted earlier. "I'm eating my mother's pussy!" he thought wildly, feeling his mind reeling as if he were on speed.
Lew wrapped his arms around his mother and grabbed her ass again, pulling her harder against his face. Burying his entire face as deep as it would go, he lost himself in this unique experience. He was so focused on feasting on this glorious pussy that he was shocked to his core to feel his mother's mouth swallowing his cock. It was the 69, of course. Part of his mind had known, of course. But he had forgotten about that part.
Pushing his hips upwards, he began fucking her mouth. And very quickly something became clear: his mother was a remarkable cocksucker. He had thought that his girlfriend was pretty good, but his mom's mouth was something else. She allowed him to go all the way to the back of her throat and even took him slightly deeper with gagging, something his girlfriend wouldn't even try.
If Lew's mind had been awhirl before, he was now losing it. Young as he was, excited as he was and as pent up as he was, he was not going to last long. And his mother was working his cock as if his climax would provoke world peace and end hunger. He kept his mouth on his mother's drenched pussy as long as he could, but suddenly he let it fall against the bed as he cried out in raw pleasure.
His mother couldn't miss his signal but clearly she had no intention of slowing down, stopping or even pulling away like his girlfriend usually did. Planting one last kiss on his mom's pussy lips before losing control of his body, Lew took a deep breath and shook as his orgasm threatened to break him apart. When his pleasure exploded, the first surge of sperm shot out from his cock like an overloaded canon. Through the deep buzz of pleasure that rang in his head, he heard his mother moaning as she drank his sperm. She never stopped sucking even after he stopped cumming and he eventually had to pull himself away.
His mother rolled to the side and, before he could do anything about it while he was trying to regain some control over his body, he saw his mother straddle him. Dazed by the sight, he watched her grab his still hard cock, pull it up against her belly before lifting herself above it. "If I do that, will I keep it from going soft?" It clearly was a rhetorical question, but Lew didn't know that and tried to mumble an answer.
And as he was moaning incoherently, he saw his mother lowering herself upon his cock. His second pussy ever. His mother's pussy. It seemed to Lew that he felt every damned half-inch of that first penetration, the loving and burning hot grip of his mother's pussy all around his cock. It was mindboggling. Soon she was wrapping him tightly, spasming against the very base of his cock, sheathing him entirely. While he could still remember the first time he penetrated his girlfriend, this penetration with his mother was utterly different. Perhaps even better than that first time.
Looking up and seeing her mammoth breasts with their dark golden skin and two white triangles of pale skin, Lew felt as if he was losing his virginity all over again. As his mom settled upon him, he watched, transfixed, as those dual colored breasts heaved and bounced and swayed slowly, as if they were filled with thick syrup. The two very large aureolas were capped with big and fully engorged nipples, standing out more than half an inch higher than the soft, pale brown surface around them.
When his mother reached behind her head and untied her bun, Lew moaned as he watched her thick hair tumble down over her shoulders. And then his mother leaned forward, placed her hands on his pecs and lifted herself up. Lew momentarily closed his eyes before opening them again to look at his cock, buried as it was inside her. When she slid back down his entire length, Lew threw his head back and opened his mouth in a silent scream.
Her voice shaking, he heard his mother say "Cry out for me baby love... I wanna hear you scream for me!" And so he abandoned himself to the pleasure and released his moans, grunts, growls and cries of raw pleasure. He managed to call his mom Jessica instead of shouting things like "Oh mom, your pussy is a wonder of the world!" out loud like he wanted to.
After a while, after nearly being hypnotized by the overwhelming sight of his mother's breasts bouncing in front of his eyes and her shaven pussy pummelling his cock, Lew grabbed her and pushed her sideways. His mind conjured images of many positions, all naughtier than the one before, but in the end her rolled her on her back and mounted her in missionary position. One day, very soon, he would fuck her from behind as she stood on those high heels. As much as he wanted to do that, he somehow knew that he would have ample opportunities to explore other things later.
Right now all he wanted was to sheathe his cock inside his mother's pussy and kiss her. Kiss her and never stop. And that's what they did. Like mindless animals they clung to each other and kissed without pause for at least half a hour. His mom was now moaning most of the time, her pleasure obvious. Using her hands and shifting her legs, she showed him the variations she loved the most on this classic position. When he understood what she wanted him to do with his pelvis, he felt her trembling as the bone right above the base of his cock ground right against her clit.
Lew was floored to see, hear and feel his mother climaxing three times during that half hour. This had never happened with his girlfriend. And given that he had climaxed in her mouth right before, he managed to control himself enough so that he could just fuck her relentlessly without cumming himself. But after her third climax, his mom whispered "I could do this all day long! Shit, I could do this non-stop for the rest of my life!" she laughed breathlessly. "But I want you to let yourself go my love... Fill me with your sperm. Fill that shaven pussy, fill that bare white skin with your sperm..." and she added, in a whisper directly into his ear "Fill your fucking mother's pussy with your cum, my son!"
And he happily complied. Shifting his position slightly and increasing his tempo and the length of his penetrations, Lew knew he would cum very soon. Before he did, he placed his mouth against her ear and whispered "I'm going to do it mom... Fill your forbidden pussy with my cum. And we won't do this only once. We're going to fuck every day all week long, mom. And even when we are back home, I'll keep fucking your delicious pussy. The pussy I came from, and into which I'll cum for the rest of our lives. Regardless of the girlfriends I'll have, or my wife eventually..." He continued to whisper as he ploughed into her with wild abandon. "I won't care when you'll meet other guys, or even if you decide to marry again. I'll keep fucking you, I'll take all your holes! I'll take my mom's pussy, I'll take my mom's mouth and I'll even take my mom's ass if she'll let me! And if you—"
She interrupted him by turning her head towards him. "Swear to me!"
"What?"
"Swear to me that you'll never stop, regardless of what happens," she asked, panting and clearly on the verge of another climax.
"I swear it mom."
"Then I swear it as well my sweet, sweet son!"
And with that she climaxed. Feeling her pussy spasming with yet another climax, Lew felt his own boiling over. So for the first time, but certainly not the last, mother and son climaxed together and they both shook and cried as they felt his sperm filling her pussy.
As it turned out, they both held on to that promise and shared many, many years of amazing forbidden sex. Somehow nobody ever learned about it, and the incestuous couple just kept on fucking. As much as she could, Jessica tried to maintain very sharp tan lines all summer long, every summer. And, of course, she never threw those red high heels away!
