[Age Progression, Size Difference, MILF TF]



"There's the sign, are you two ready? Ehe, you went along with the rest of the dare, you better be ready to go the distance!"



"T-The skirt's still really short, Kotaro..."



"You know the sign's just a bunch of bogus."



Three young boys, each dressed in a Sailor Fuku, were standing near a very foreboding looking sign. All while the 'leader' of the three boys couldn't keep himself from giggling in anticipation.



While they looked mostly identical due to their shared choice outfit, the way they presented themselves outside of that was quite different. And that was most obvious with the 'leader' in question, Kotaro. Because instead of styling his hair in a way where he might look normal, he had his bangs grown out to the point where he could barely see past them. Not that it bothered him a lot, because that just added to his charm... And because it made him look a lot like the boys in the media he loved.



The much more nervous boy out of the three was Tsubasa, characterized by his light brown hair and his big ol' spectacles. That, and the fact that the skirt was so short that it very nearly revealed what was hidden underneath, and since the dare had told him to wear girl's clothes, he didn't really want anybody to see the panties that he wore...



Finally, there was the grumpy green-haired boy in the back. Hayato. Despite his hair looking impossible, what with the extra yellow bangs that made him look like he was straight out of a Children's Card Game show, he didn't believe in the impossibilities and the absurd. Especially what was printed on that big sign hovering slightly above them.



'Cougar Ahead. Men under 18 should not travel alone through this area.' was what the sign said, and it was emphasized by the figure printed on the sign. A bespectacled cougar with leopard print tits taking up most of the sign's real estate, with her age emphasized by the mole right under ner extra plump cocksuckers...



The whole idea with this, at least according to Kotaro, was that the Cougar in this area was known to hunt down boys like them and drain them dry. And after that, it's said that the boys never appeared again. That level of dry. That was why they were wearing these uniforms too, to try and act as much more enticing bait, so that the three could be sucked bone dry if they were caught...



"So what if it's bogus? Are you a chicken, Hayato? All you have to do is go down this path alone, and then come out the other end. No big deal, right? Especially if you think it's bogus!" Kotaro grinned and giggled. He didn't really care if it was bogus or not. He just wanted to have a bit of fun at his best buddies' expense. And if it was real, then... Ehehehe...



Hayato rolled his eyes as he looked at Tsubasa, who was nervously shaking still. But given the slight blush on his cheeks, he was probably letting his mind wander again. Which simply prompted the grumpy boy to bonk both of them on the head, all while walking down the path on his own.



"I'm gonna prove that it's nothing to be worried about. See you two on the other side." Hayato said, waving goodbye to his two friends. All while wandering along the path, which was starting to get a little... foggy...



Huh. Weird. There were clear skies above, with the moon shining down on the boys like it always did this late at night. Why would there suddenly be fog, and especially such thick fog..?



"I-I don't like it, but we should go after him, shouldn't we?" Tsubasa said, looking to his friend for guidance...



Only to find that Kotaro had already gone ahead, leaving the young boy to stare at nothing in shock. He promptly slapped both sides of his face to try and gain a bit of confidence...



Before running down the path himself, hoping that Hayato was right about all of this...



---



"Can't see a damn thing in all this fog... What in the world's going on here?"



Hayato couldn't believe how quickly things had gotten foggy. All he had done was pass right by that sign, and then it was like he was stuck in a proverbial sea of fog. Not only couldn't he tell which way was forward, but he couldn't find his way back either. Finding out what way he should be going was a crapshoot!



Not to mention, he swore that he could hear something the more he wandered down this path. It was... It was like some sort of haunted giggle. But he knew that it couldn't be right. There was no way that there was actually a cougar in the area. Much less in this thick fog, right..?



"Mmmmphh... What a tasty looking boy. So young, so full of energy, and soooo wound up."



Unfortunately for Hayato, it was all real. And the moment he heard that sensual and aged voice echo through his ears, it was already too late. He tried to whip around and back away, trying to create some sort of distance between him and the Cougar, but...



All that he earned was a quick trip onto his back, with a heavy pair of tits pressing down against his legs to keep him from getting back up. All while that haunting giggle kept on bouncing through his ears, as he came face to face with the Cougar that was preying on boys like him...



She had a deep, extremely fake tan. Her short hair had equally fake colors applied to it, giving it a golden sheen that was almost a little blinding despite the lack of proper light to illuminate it. But both her tan and her hair didn't stand out nearly as much as the most sensual things about her.



Her tits. Her fat fucking milkers that were currently pinning Hayato to the ground. They were even bigger than his Mom's, even bigger than his head. And just looking at them was enough to make him tremble a little as he felt a twitching sensation grow around his crotch.



It wasn't just her tits either. Those fat red lips were so huge. They could probably swallow his penis whole, and he would be hard pressed to do anything to stop it. All he could do was struggle in vain, not wanting to be turned into her prey...



But that was already too late. The only thing he could do as she flipped his skirt and uncovered the tiny thing hiding in those incredibly frilly panties of his...



Was scream in horrified pleasure, as sloppy sucking sounds echoed through the fog...



---



"Okaaaaay. Didn't expect it to get this foggy."



Now that he was actually this deep inside fog, and didn't know heads from tails or east from west or north from south? The cheeky boy couldn't help but feel his confidence starting to falter a little. It was natural, honestly.



With his friends, he could be as cheeky as he wanted. But when he was all alone, what was he going to do exactly? Just talk to himself? Yeah, get real, that wasn't nearly as fun.



Well, there was one saving grace at least. This fog had to mean that the whole cougar thing was true. Why else would there be a sign, and then why else would there be a curtain of thick fog that made it hard to run away?



"I bet it's a real hottie." Kotaro said to himself as he threw his hands behind his head, grinning as he wandered in a random direction. With any luck, he'd end up stumbling right into the cougar, and then... Theeeen... Ehehe...



"Mmmmph, love a cutie with his eyes covered. They're always the tastiest."



A sensual voice reached his ears, right before Kotaro ended up bumping right into the Cougar. Practically slamming his head right into her fat thigh, which served to make him blink and reassess what was going on.



Okay. So. There was a big tanned bitch of a Cougar now standing over him. Wearing a leopard print bodycon dress, which hugged all of her curves in such a way that he couldn't stop himself from popping a hard one. Not that he was ever able to restrain his libido, especially when faced with something so sexy.



"And you look damn tasty too, Miss." Kotaro shot back, grinning as he watched her get down on all fours. Almost like she was literally a predator like her leopard print implied. The sight of her getting down like this, with her heavy breasts threatening to pop free from her dress at any moment? Fuck, it was-



He didn't get to think too much about how good it looked or how good his cock would feel between those big ol' melons. Not before the cougar pounced upon him. She didn't give him a chance to think about what she would do to him either, before those big fat cocksuckers wrapped their way around his cock.



The young boy's eyes rolled into the back of his head almost instantly. It was like having his cock sucked by the wettest vacuum, that was the kind of intensity he was being subject to. Not only that, but since he was a virgin, he couldn't really stop himself from crying out in overwhelmed delight...



Nor could he stop himself from blowing his load early. He was forced to squirt out miniscule amounts of white sticky seed, that he could audibly hear her swallow. All while he felt a bit of dizziness come on as she swallowed...



A feeling that only grew stronger as she kept on sucking and slurping away at his virgin cock. A feeling that spread through him, making him feel good all over...



Especially up by his lips, which were growing fatter with every load he blew...



---



"Kotaro! Hayato! Please, answer me! Please don't tell me you've been eaten by a Cougar!"



Tsubasa shouted into the void of fog. Hoping that either of the two boys would answer him back. Hoping that either of them would be kind enough to not leave him hanging. And yet here he was. All alone. In the scary fog that he shouldn't have run into, wearing a uniform that was too short for his thick thighs...



This was also one of the times where he cursed how perverse his mind could be. Because instead of merely being worried, he had pitched a little tent in his panties. He was getting aroused by the peril. The feeling of being isolated inside a fog. The feeling of probably being hunted by a cougar...



W-What would happen if he was caught..? H-He... He was going to be drained dry, right..? W-What if that was more literal-



"Ara..."



Tsubasa felt that mature voice caress his inner ear. And thus, he screamed. Horrified by the seductive tone appearing out of nowhere, he booked it. Running deeper into the fog, hoping to find a way out of the fog as quickly as possible. He had to get home, he had to get home and get in bed and try to forget all of this ever happened...



But no matter how fast or how far he ran, there was no sign of the fog coming to an end. And just as he was starting to get tired...



"Got you."



He felt a pair of arms wrap around him, and a sensual voice echo through his ears once again. All he could do was weakly struggle against the arms that held him, all thanks to how he had tired himself out by running just moments prior.



"L-Let go of me... I-I don't wanna be drained... I don't wanna look like a dried up skeleton once you're done..." Tsubasa weakly muttered, trying to appeal to her and hope that she would let him go...



But the cougar did not let go. In fact, his attempts to try and make her leave just made her giggle more like she already had done. All while the sound of sexy heels clicking against the ground below just kept on echoing out...



And to the spectacled boy's horror, he could look straight ahead and see two more cougars approaching. T-There were more... B-But. Wait. W-Wait, they...



The two cougars that approached... While their hair had the same fake golden color as the cougar that held him's hair... Their styles were... T-They were... They were..!



T-They had his friends' hair... K-Kotaro and Hayato's hair..!



"Mmmmph, tasty..." "Bet his first load's gonna be a real treat..." The two cougars said, their voices practically identical as they came closer. All while licking their cocksuckers in anticipation. Not even coming close to seeming like the boys they had been before.



Was this what the rumors meant by the boys disappearing after they had been drained dry? B-But he didn't want to be turned into a cougar... N-No, he didn't, no matter how hard his cock was growing..!



The cougars all kept on giggling with that sensual tone, all while the two in front began to tease their prey. Their hands teasing his rock hard nipples, poking right through his uniform. All while their lips went to town on the tent that he had pitched.



One of them was slurping and sucking on his pitifully puny ballsack, teasing it to ensure that he could fire off everything that he needed to. The other was busy wrapping her lips completely around his tiny thing, not planning on letting go any time soon...



Especially since it hadn't taken much more than a little suck from either of them to make him cum. Poor nerdy boy was forced to cry out and squirt like he was nothing more than a tap of cum for them. Panting and gasping and crying out in desperation, hoping that it would all stop before long...



But it didn't stop. They just kept on teasing him like this. And thus he came. Again and again and again...



Every climax drains a little bit more of him. Every climax makes him change more and more. Removing his underdeveloped masculinity and replacing it with a healthy heaping of matured femininity.



First came the fake tan... Then came the hair dye... Then his body gradually started to grow and plump out in turn, to ensure that he was just as squishy and as appealing as the other cougars...



And as his lips plumped out in the same way as the others' had, forming a pair of extra thick red cocksuckers... As she fired off her very last squirt of cum, turning his virgin cock into a well-used cougar pussy, the cougar that held her wouldn't need to hold her any longer...



Because where there had previously just been one cougar in the area... Now there were four. And if anybody were to disobey the sign and wander in alone like they had...



Then the cougars would be happy to add another to their number, their cock-hungry lips already starving for another dose of sticky goodness...