Len vs. The Gyaru Queen

"Like... the ones who work in the red-light district, maybe? That's where I'd go to find Midara in the know." The ASSassin told him as she leaned back, keeping her pink face away from him.

"Can I ask you to bring me there?" Len asked, his voice much less demanding now.

"I-... I guess you can." The ASSassin said as she stood up, albeit a bit shaky on her feet. Her ass was as wobbly as she was, luckily Len was looking at the other side of her.

Len took her hand in order to help her stabilize herself. "Don't go blacking out on me." He said, as she still had used, after all... that and he liked when she sat on his face and rubbed her ass on him, not like he would say it out loud tho.

"I'll be fine, I'll be fine. Also, I guess you get to know because you won. I was hired to humiliate you by some chick. She didn't want you kidnapped or robbed or anything, just humiliated and punished. So, probably personal, but I wasn't paying attention to her, too busy looking at your profile." The ASSassin told him as she started guiding him along the streets.

".... big boobs? too much makeup? Did her name start with 'Ca' and end with 'Rol'?... Did she sound pissed?" Len asked, I mean... who else would hire a midara to do this to him?

Either way, he followed the ASSassin, what else could he do, really?

"Errr... no, don't think so. I remember seeing a girl exactly like that earlier, but she wasn't the one who hired me." The ASSassin said with a shrug. "It was someone from out of town."

"From out- ah shit." Len counted inside his head, he had met plenty of midara, but one that asked the ASSassin specifically to humiliate him... Len only remembers one midara that was specifically into humiliation, and he was carrying her stockings right now.

"Anyway, are we there yet." He asked, eager to arrive and finally set this matter down

"Oh, I think I remember her now. Do you think there was a reason she specifically told me to try farting on you?" The ASSassin asked before they arrived in a place full of red signs and Midara escorts walking the streets looking for patrons. There would've been lights, but there was a big yellow one in the sky currently.

"She did? Are you sure she didn't tell you to abuse my foot fetish?" Len asked while tilting his head, that felt like quite an odd move for someone who went so far as to try and (successfully) make him a footboy. "Either way, i'm not going to keep you with me any longer."

"She said she wanted you to get more pervy fetishes." The ASSassin answered before seeming shocked that he was ditching her. "What do you mean?! You got me all invested now the kidnappings and the uh... mystery client and... er... Midara!" She had trouble coming up with reasons to convince Len. If he were smart, he could tell her real reason for sticking around wasn't something she could just tell him.

"Right..." Len said, suspicious, but he was nothing if not unwise, so he totally would let this ASSassin stick around. "Either way, do you have any suggestions of midara that would know their way around town." He said, even letting her lead, despite knowing full well that was a bad choice.

"Any one of them that gives directions, right? I'm basically new in town, too. I'll let you pick one out, and then I'll pick one out. Whoever finds a way to Ryta or Cesul first wins!" She said, her turning this into a game at the first opportunity made it seem like she was.... immature for a hired booty seducer.

Len could pick any woman here to talk to. There was one lady advertising for several different establishments, looking almost like a model of something with her blonde hair and hourglass figure.

Well, that blonde seemed well-connected, so why not try her? Len approached her and asked "Hello, would you happen to know any midara by the name of 'Cesul' or 'Ryta'? I'm willing to pay for it."

"Wouldn't you rather pay for something else? Something more?" The woman asked as she turned her sultry gaze to Len. "There's so many places that could satisfy you just as well. Why, for the right price, I could be the one to take care of you." She purred as she immediately went for posing her sexy body and trying to work her wiles on Len.

"No, I want names, possibly places as well, also I don't have money." He said, shrugging.

The model cocked her head, confused. "You're willing to pay for it, but you have no money? So, how should I make you repay me for that information, then, young man?" She asked suggestively, clearly hinting at one, particular, unwholesome payment method.

"Exactly how you expect." Len said while nodding: he knew exactly what he was getting into and he was going in head first, and by head I mean his second one.

"Alright. Glad to see you're up to speed at least. Try not to be that quick for the next part, okay?" She grinned and put away most of her signs, guiding Len towards an alley behind one of the brothels.

"Looks like you won, Len. Should I come with you or....?" The ASSassin asked, prompting their informant to say 'the more the merrier'.

Len shrugged to the ASSassin as he followed the blonde into an alley, he was already feeling his head being plagued by regret while his other head felt quite excited, for he was gonna get ganked by the two midara... dear god. Well, now he was gonna pray that no farting happens in the next few minutes, but, even if it did, he needed info and he needed it bad, so he would endure.

The model opened a backdoor that went into a bedroom. It was definitely not luxurious, but there was a bed and it didn't look or smell dirty, so it was probably exceeding expectations. Then, she grabbed Len and shoved him onto that bed to start stripping him down. Meanwhile, the ASSassin looked giddy and excited while she stripped too, bending forward and looking away from Len while she pulled down her pants.

Len just spread himself out on the bed and relaxed in acceptance that he was going to get ravaged.

oh well who cares anyway? He thought while he stared blankly at the ceiling, waiting for both girls to get ready.

"I better feel you trying to satisfy me, boy." The prostitute told Len before she disrobed herself, giving him a moment to check out her carefully sculpted body before she dropped it onto his waist. She didn't insert him just yet, for now, she just rolled and grinded her soft ass against his groin.

And, the ASSassin went over and plopped her ginormous booty right onto Len's face, wiggling it in. "You can feel up my cheeks, too, they're great for groping~" She told him with a giggle.

Eh? why not? Len thought, and he started feeling around the ASSassin's freakishly huge ass as his dick gradually got harder from the booty-related teasing he was enduring from both midara.

The ASSassin's endless booty cheeks let Len's hands easily melt into them, sinking into their vast, warm expanse of lewd, womanly flesh. She seemed rather happy to have her pride and joy get some appreciation from him.

Meanwhile, the model decided Len was hard enough and guided him into her hot, tight pussy, dropping her hips more and more to get more and more of his length caught in her honeypot.