Yes (makeup route)

"You mean like the whole shebang? Foundation, blush, eyeliner, eyeshadow and lipstick?" You ask. Tia nods. "Would it be ok? Its totally fine if not." You look at her and smile.

"Well... for you darling i'd try anything once." You say blushing. Tia's face lights up like a Christmas tree. "OH MY GOSH I LOVE YOU SO MUCH." She hugs you tightly. "Well i still would have loved you just as much if you said no but i'm so happy you said yes. Only thing that would make it more perfect is if the outfit came with a wig." She laughs. You grin at her as she slowly realises. "Don't tell me it came with a fucking wig." You laugh. "Blonde braided pigtails." You chuckle. "Thats like the cutest one. Kelly did a great job. Ok give those clothes to me and get dressed." You hurridly get out of the clothes including the G-String and get back into your regular clothes. You grab a pair of boxers from your bag before hiding back in the loo. You then quickly fling the rest of the costume bag out to Tia. You hear her exclaim in joy at how cute the wig is. When she yells out that she's ready again you knock on the door

"Come in" Comes the reply. You walk in and see Tia sitting in the hotels cuck chair but today its use was a teachers seat as it was next to a desk. There was a second smaller seat next to the desk. "Sit down." She says pointing to it. You do as you are told.

"So..." she begins. "Do you know why i called you in here today?" She asks. You shake your head. Getting into the mind of the character you think you'd know why but hope its something else so you'd play dumb for the minute. "Well (your name), it appears you have been using your school provided laptop for non-school related uses." You blush. "Sorry i thought youtube was ok." You say trying to avoid where she's heading.

"Oh I'm not talking about that. You see. All teachers have access to an overview of the browser history. So imagine my shock when i see a flag on yours. Then I look at it and see stuff like 'Dommy mommy pegs good boy in a skirt', 'subby guy uses his ass to convince police woman not to give him a ticket' and 'Role Reversal: The master is pegged as a maid by his maid'. This is a very serious breach of the schools policy." She says in a very stern voice. "Sorry Miss" you reply meekly.

"Honestly I should report this and expel you but then something caught my eye..." Tia adjusts her glasses. "Teacher turns male student into cute schoolgirl then pegs him." She emphisises the ending and smirks. "Now i know its wrong me being a teacher and you being a student who turned 18 6 months ago. But the past 2 months i've found myself being very interested in you. So here is my proposal. We play out that video and i won't report this little issue to the principal. Does that sound fair?"

You feel like you aren't roleplaying at this moment. You feel like you are actually in a classroom and your teacher has proposed this deal to you. "Ok Miss." Tia smiles. "Good. Now get dressed into this." She says handing you the costume bag. The wig wasn't in it but you presumed that would be coming. You get undresses as Tia purrs with approval. "Looking good. I made a good choice here." You blush as you pull up the G-String.

"Put the tights on next, and bend over while you do it." You follow your teachers orders. Giving her a great view of your ass in a G-String as you roll up the tights. "Mhhhhmmmmmm". She moans as you finish but putting on the top and skirt. You turn around embarassed. "You look beautiful darling." Tia says sweetly. But we are not quite done yet. Sit in that chair." You do as you are told.