"Please Ms. Prittey, I'm sorry, I already massaged your toe" Phil tried to bargain again with the young woman, unable to believe this is what all his nights of "tutoring" would be like. Not only he felt physically tired from trying to massage the hard skin of 5 big toes, but he also felt mentally spent knowing how pointless it all was, his day completely wasted at school since he learned nothing at all and now here, trapped and forced to do something that he was pretty sure they were barely feeling. It was dehumanizing when just as Desiree did, the other women just claimed him using their toes and didn't even bother commanding him to rub, just started prodding him or slamming their foot down until Phil got to work.


"You keep talking out of line, you still need a lot to learn" Ms. Prittey finally acknowledge him but instead of finally giving him a chance to make his case she simply used her foot to bulldoze on poor Phil, rolling him a bit under her sole before picking him up with her toes and lifting him up to her hand. Phil was too dizzy to beg or complain as he was deposited on the couch, rolling slightly on the leather surface and stopping next to Ms. Prittey's thigh.


"Phil, your next task is-"


"But, Ms. Prittey.. please, I'm tired"


"That's right" Ms. Prittey smirked "just as I told you, you keep saying buts so that's where you will be going"


"Please let me at least talk with my mom" Phil begged, desperate to end the night already. He knew once he talked with his mother this nightmare would end. He would refuse to go to school, drop out, maybe sue this teacher that was obviously taking advantage of him, and move on with his life.


"I won't be able to see you so I better feel you working at all times or else I'll start moving until I can feel you, understood?" Ms. Prittey ignored his plight and Phil nodded sadly, giving up on reaching her and focusing instead of making the time pass as fast as possible. Ms. Prittey lifted herself slightly, chuckling at how it made Phil roll on the couch a bit and lifting her skirt before sitting again, covering him under the linen.


"Well? get to work" Phil heard far above the lilac covered sky


"Wh-what should I do?" He shouted, realizing he didn't know if he should just rub like with her toe or if she was expecting anything else, but he quickly decided not to risk it and approached the dark wall in front that surrounded him, guiding his way thanks to her panties, the red piece of cloth that went around Ms. Prittey's butt.


He groaned at the noticeably more oppressive environment, it was very warm and very dry, and whatever was that smell it didn't smell like leather or like what Ms. Prittey smelled like when he was at her feet or on her cleavage. He approached her right glute and started rubbing, finding the skin quite softer than her big toe but still too hard for him to really provide any sort of efficient massage.


"Ew" Phil soon found himself sweating and soon found the source of the smell was also sweat, sweat that was sticking to him as he rubbed. He found solace on how nobody could see him, so he started to do the task half-heartedly, when he was rubbing their big toes the fear of them looking down was always on the back of his mind. He rubbed a bit, stopped, walked to "rub" somewhere else, and distracted himself trying to guess what was the movie they were watching about based on what he could hear coming from the TV.


"wh-wait!" Phil saw the huge wall in front of him suddenly moving closer and hitting him before he could evade it. Thankfully he didn't end up trapped and thankfully, like when Ms. Prittey stomped on him, it didn't really hurt, but it was still scary as hell.


"I can't feel you Phil, show me how much you respect me" Ms. Prittey commanded. Phil got up and started to rub more seriously this time, but another slight movement from Ms. Prittey scared him again, this time she lifted her ass a bit and settled down quickly, sending Phil not only a wave of warm and musky air but also a very clear visual warning of how could he end up spending the night. It was enough to make Phil give up.


While they were watching the movie, Ms. Prittey smiled when she finally felt something other than tiny hands on her butt.


What happens next?

255 views
·
July 5, 2025
Back
Read the story up to this chapter. Choices along the path will be highlighted, even on the Outline.
Start with the first chapter:
Start with a later chapter:
Outline
Collect