Make over, hair done, and a dress

Ashley sat looking at himself in the mirror as Paige applied a heavy coating of foundation on his clean shaven face.

“I know this is a little heavy for day time, but you always loved a heavy make up look. Don’t worry sweetie, I won’t make you look like a clown or an over the top queen.” Paige told the brain addled boy.

Smoothing out the foundation, Ashley’s face was not a smooth canvas, slightly darker than his normal skin tone. She walked him through every step so that he could do this all on his own in the future.

Next, she took out a contour stick and added lines along her cheek bone, hairline, temples, and along his nose to accentuate his features. Taking a big fluffy brush, she blended the contour in. Adding some highlighter under the eyes, above the cheekbones, on the chin, and center of the forehead. Ashley could already see his round pretty boy face being turned into a feminine girly one with accentuated cheekbones and a seemingly smaller nose. Adding a good bit of pink blush to his plump cheeks, she blended it in giving an Apple cheeked look with a lot of pink.

“Omg you’re looking so cute already and I haven’t even touched your eyes or lips yet!! Don’t you feel pretty, Ashley??”

Ashley looked at himself and saw not his normal boy self, or the one that walked into the room an hour ago. Instead he saw a feminine boy, not quite girl yet. His hair still in the turban. And he was objectively pretty sitting there with his frilly white bra cupping his small chest. Paige wanted a super girly girl though. This look wasn’t going to cut it.

“Y-yes, Miss Paige. I do feel pretty. But I feel like I can be prettier. I want to be a p-pretty girl for you” Ashley struggled getting those words out as they felt alien to him. He wasn’t sure why, this was his decision after all wasn’t it?

“Oooooo goodie! Well let’s get those green eyes looking gorgeous!

Paige took a wet ink eyeliner and applied it to his upper and lower lash line, warning him to keep still so it wouldn’t smudge or poke him in the eye. With a practiced flick she gave him a slight cat eye wing tip on the edges. Next she took a white shimmery eyeliner and made a small angle on his inner eye next to his nose, brightening his eyes and bringing attention to them. Taking a shimmery darker pink eye shadow she carefully applied it to his lids, going with a lighter shade further out. Blending in the two made a perfect glittery pink masterpiece.

Paige slightly outlined Ashley’s lips with a darker pink lip liner. Taking a Kylie pink liquid lipstick, Paige carefully applied the shiny liquid to his lips, slightly going over his lip line so they appeared larger. Finally, she ran a plumping gloss over his lips, giving them a wet look.

Ashley smacked his lips, feeling them tingle and start to swell.

“WH-what was that stuff? My lips feel funny. Bigger?” Ashley asked touching them softly.

“It’s a plumping gloss, honey. Give you a temporary pouty look, and also make your lips slightly bigger. Maybe I’ll take you to my salon for some lip filler. I know you said you want big full lips!”

“Ok girlie, let’s do your hair next. I know just the style! Since you’re basically my doll, we’re gunna do your hair like a doll! This is going to take awhile so why don’t you practice painting your nails? We’ll get you some acrylics later but there’s nothing girlier than painting your nails”

Paige took his hair out of the turban. Still slightly damp she brushed a high ponytail. Taking some long curlers, she took strands from each pigtail wrapping them around the curlers tight so there were no gaps. Taking a blow dryer she heated the curls lightly but these needed time to set properly, and she wasn’t going to rush her masterpiece.

As she worked, Ashley sat and tried to paint his nails the sparkly hot pink color Paige picked out. It was difficult as Ashley couldn’t remember ever painting his nails, but Paige was there to set him straight everytime he made an error or smudged them with a quick spanking on his butt and having him remove the polish and start all over. With how many errors he made, and how long his hair was taking to style, Ashley’s panty covered butt was sore as hell. And his panties were damp from being so embarrassed but so horny about being punished he thought he might need to change them from all the pre cum.

Finally, Paige said his nails were satisfactory. Ashley looked at the pink sparkly nails, wondering why they looked so alien on him. Wasn’t this what he wanted? Why did it feel…. Odd seeing the sparkly pink on his own fingers. Maybe it was cause they were still short? Paige said he wanted long acrylic nails, that must be it!

Paige was busy on his hair as the curlers set. She brushed out his bangs over his face, ready to change his look dramatically with some scissors.

“Ok girlie. Don’t move. I’m going to cut your bangs ok?”

Ashley nodded, sitting stock still as Paige cut a straight line straight across his eyebrows. Finishing with a brush to give it some volume, Ashley was now the proud owner of blunt bangs. His blonde hair poofed out at his hairline before curling back down to rest on his eyebrows in a straight flat line fully covering his forehead. No straight guy would have such feminine cut bangs, and it would take a lot to make them look masculine again unless he cut them all off. Paige was giddy with excitement seeing the feminine cut.

“Ohhhh honey they look so cuuuuuuuTTE! But ugh those eyebrows need some work. Here, I got some wax strips. Let’s get those caterpillars looking fierce!”

Paige tilted back Ashley’s head and applied the wax strips to his boyish eyebrows. With practiced and meticulous rips, she shaped and formed his eyebrows into much more feminine arches. Taking an eyebrow pencil, she filled them in giving them a striking appearance.

Ashley looked at the mirror when she was done and saw a MUCH more girly version than before. The blunt bangs brought his round face a much cuter appearance. His arched eyebrows alone made his face go from slightly boyish to downright feminine. The pink sparkly eyeshadow matched with the glossy pink overdone lips screamed girly girl. Ashley brought his pink nailed hand to his mouth looking at the very pretty girl in the mirror. Even with his hair in curlers, or maybe especially because of them, he didn’t see the boy Ashley anymore. Only the girly sissy Ashley remained.

“Oh my gosh, Miss Paige! I look sooo… girly! Th-thank you!” Ashley sputtered out the thanks as his subconscious tried to stop him. But his new implanted memories from Paige were overriding what little of his boy brain could get through.

“Ohhhh you’re so welcome sissy! Just wait until we get you in a dress! The hair still needs time to set so let’s get you in your pretty girly dress!”

Ashley took Paige’s proffered hand and stood up carefully, legs together and back straight like he’d been taught. Taking his practiced steps with an exaggerated wiggle from his plug, he went over to the bed and picked up the white dress from the hanger.

Unzipping the back, Paige helped him step carefully into it so his heels would rip the delicate ruffled skirt. The feeling of the soft fabric sliding up his body felt exquisite to the hapless new found sissy. Sliding his thin arms through the poofed mushroom cap sleeves, he settled his new “chest” into the bodice. Surprisingly, he filled out the dress fairly well with the push up bra. The pink silk bow hung perfectly between the two mounds.

Paige zipped up the back and Ashley felt the bodice grow tight on his torso, form fitting to his curves. The peplum ruffle on the waistband appeared to make his waist smaller by exaggerating his larger hips. The two tiered ruffled skirt tickled his bare freshly shaved thighs.

Paige brought him to the floor length mirror with a “ta-da!”. Ashley looked at himself and saw a very pretty girl. The dress looked cutesy and adorable at first, but the sweetheart neckline accentuated his chest drawing attention to his “breasts”. The skirt, while flowy and bouncy and cute, was just a hair on the short side giving a naughtiness to the outfit. But the 4 inch Maryjane pumps were the kicker that jumped it from cute girly sundress to slutty outfit.

“Oh I forgot a few things! Here a girl has to accessorize!”

Paige wrapped the black choker around his neck, hiding what little Adam’s apple he did have. She also put a gold chain with an heart shape that hung just above his cleavage. Adding a couple gold bangles to his wrist that clattered as he moved. She took a pair of dangly gold earrings that swayed and tickled his neck as he moved his head.

Surrounding Ashley’s head in a cloud of hairspray, she removed the multitude of curlers from his pony tail. Each curler left a thick sausage curl dangling from the back of his. So thick that it actually poofed out so that you could see the curls on the sides and top of his head when looking at Ashley’s face. Finally, a pink bow was set on the base of the ponytail, sitting so you could see the cute pink bow from the front as well.

“Soooo sissy? What do you think??” Paige asked with a giggle seeing her former bully completely and totally feminized.

Ashley stared in the mirror, seeing him feminized like a sissy doll. This is what he wanted right? And it makes Miss Paige happy? Then he was happy.

Ashley saw a bright smile form between his plump glossy pink lips as he felt his tucked dick try to get hard seeing himself in the mirror. All the while his inner boy screamed softly in his brain.