Mom!

Bouncing from one foot to the other, you consider what would be worse. Going out looking like a guy in drag... or the humiliation of Ashley helping you get made up like a girl. Both of those were just too much, that really left only one option which was almost but not quite as bad. “Mom... help me get passable... please.” You beg weakly watching your mothers face soften a little, as she looks down at you.

“Alright sweety... come up to my room and we'll get you looking good.” She invites with a soft smirk, watching as you hurry up the stairs after her. Wrapping an arm around your shoulder, she leads you into her room guiding you over to the vanity. “You have a very nice girly little body, so all you really need is a bit of make up. A nice wig... and some padding for your flat chest... no one will believe you as a cheerleader with a flat chest.” First she took out a light blue bra... it was a older one obvious. She helped to get the falsies into it and put it in you to give you a nice set of tits. Next she dug a old blond wig out of the closet, putting it on you just right. Finally she started working on your face, plucking your eye brows... carefully putting mascara on your eyelashes. You blink in shock at how much you've already changed, next come concealer and blush for your cheeks. Lastly she puts lipstick on those soft pouty lip's... you stunned by how much you look like a girl now.

“Okay sweety your good to go... Oh wait don't forget your panties... we wouldn't want people to think your a slut would we.” You mom chuckles as she helps you slip on a pair of silky female undies, your stunned by how that silky fabric feels in your genitals. And instantly pop and embarrassing erection, as your mother watching frowning. “Well that will never do... we are going to have to tuck that.” She snorts going out of the room for a moment, coming back with a roll of tape. Yanking those panties down she frowns at you small erection... luckily just the humiliation of having her looking at it makes it shrivel. “You really are hung like your father...” She notes sourly as your erection wilts away, once its soft she pushes it flat and tapes over it. Until your crotch is flat and smooth looking, once that's done she pulled those panties up firmly. “Alright we're done. Now go get your sister... and get to trick or treating.”