It might be said that what you were about to do was the worst decision you could’ve made, but your thought process behind it was rather logical in your mind. “With all the other girls moving around and decorating I’d never be able to safely get their attention” You say to yourself “I guess her sitting in that stool was a blessing in disguise”
You make your way to the stool as fast as your little body can go and make it there without any troubles from the other girls. Upon reaching the stool you realize how tiring it is going to be climb it. “Worrying about how hard this is going to be is useless. If I can’t even climb this stool then my dream of being a hunter will never happen” you begin to climb the stool.
Nearing the top of the stool you see Ruby’s rear hanging over the side of the stool. “Sorry, but it’s the only way I’ll be able to get to you.” You mumble to yourself. Reaching up grabbing ahold of her skirt your lift your self up. You notice your grip is bad and try to adjust it, but Ruby has finished her writing and is getting up from the stool.
“W-wait!” You yell, but your scream falls on deaf ears as your lose your grip and plummet to the stool. “Jeez, there’s my luck” you grumble. “It seems I’m back to my original plan” forgetting how Ruby just stood and sat on this stool moments before, you sit and wait for someone to see you.
You finally see ruby come back your way and start jumping up and down to get her attention. You take notice to the fact that she won’t see you as she’s too busy looking around on her scroll! “Miss Ruby, please help me!” You yell while jumping and waving your arms. You see her stop before you and a dread like one you’ve never felt before sinks into your heart.
Ruby doesn’t see you and won’t see you as she puts her legs around the stool, giving you a view right up her skirt. You see her leggings and panties and feel a guilty arousal. That is quickly snuffed however, as her ass makes contact with you and smushes you between her ass and the stool.
You see nothing but darkness and feel nothing but pressure as Ruby sits with her full weight on you. “How did it come to this?” You garble to yourself. You take notice of the smell. It seems she’s worked up quite the sweat today as her rear’s smell permeates into your nose.
“Please notice me” you pray to yourself. Those prays are heard by no one besides the rear above as you feel move in a grinding motion. You gets pushed over toward her crack and notice the wedgie she has. The grinding motion continues until you feel yourself drawn in her crack and get stuck between Ruby’s ginormous cheeks.
“All better. This stool is super uncomfortable” Ruby thinks to herself. “Hey team I’m gonna go grab a snack then I’m going to go take a shower” the rest of team RWBY each give their own notion of hearing her. Ruby gets up from the stool and walks out the dorm, you still firmly between her cheeks.
Feeling her get up you get excited as you think she either feels you or you’ll at least be able to fall out. Both of those hopes are crushed, as are you, as she simply walks to her next location. The grinding of her cheeks gets several times worse as her merely walking can put so much trouble on you.
Your prison gets hotter the further she walks and the bad smell earlier becomes much worse because of her movement. You feel Ruby bend over and feel some of the pressure from her ass cheeks lessen. It seems you still can’t fall out.
Ruby grabs the cookies from the school cafeteria and walks back to her dorm. She smirks to herself as she feels the tiny guy in her crack. “Bug probably doesn’t even know I saw him.” Her look becomes slightly more sadistic yet still holds the innocence that she is known for. “Perhaps I’ll let him join me in my shower and use “unknowingly” as my my bar of soap, or I could plant him the other girls.” Ruby ponders to herself and clenches her butt to further torture the little guy.
You feel a squeeze and realize Ruby clenched her cheeks “Hey she might be feeling me” you think to yourself “I just know this girl would help me out if she found me” you decide to wait and let her rest continue torturing you until she gets back to her dorm.
Ruby makes a decision “alright when I get back I’ll—
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