Paige begins to remind Ashley about “her” life

Paige and Ashley entered Paige’s house, Ashley hanging on Paige’s arm. Her house, while not as extravagant as Ashley’s mansion, was a well off two story house with a large back yard. Paige brought Ashley into the well lit kitchen and sat him down on a cushioned stool.

“Oooo let me get ice for that bump Ashley.”

Ashley winced feeling the bump on his head. “Thank you, Paige. You’re so nice to me”

Ashley grinned as she looked through her freezer. “Of course sweetie. We’re best friends. That’s what best friends do, be nice and take care of one another and make each other happy. That’s the most important thing honey, making each other happy”

Paige brought over a bag of ice and Ashley put it to his head with a sigh. Make each other happy is the most important thing? That piece of information was locked into Ashley’s newly addled brain.

Paige gave Ashley a look up and down with a pondering look.

“Umm is something wrong Paige?” Ashley asked?

Paige tapped a red coffin shaped nailed finger against her lip. “Hmmm no. Welllllll…. Yes. You just don’t look like you. Well the real you that you told me about. You said you would follow my directions to make that real you blossom!” Paige was testing her theory and seeing how far she could go.

“Ummm what do you mean? Im sorry I didn’t follow your directions like you said. Is it my clothes?” Ashley asked, looking down at his drab boy clothes.

“Well yes obvi! They just aren’t cute enough for what you told me you want to look like! But also your hair, like when did you last take care of it honey? And also your body hair! Like girlllll, can’t have that can we? Hairy legs aren’t pretty on a sissy girl? You do want to look pretty don’t you?”

Ashley looked down dumbly at his slightly hairy legs. While they weren’t a coarse matting like some guys, they weren’t smooth and hairless like she said.

“Sissy… girl?” Ashley asked confused.

Paige smiled a sweet smile. “Of course honey! That hit to your head must’ve knocked a few screws loose! You told me last week that you weren’t happy as a gross yucky boy. How you were always over compensating for your small height and slender frame. How thankful you were that you at least had the hips and legs for a girl. And then you told me That you were a sissy girl! Smooth silky tan skin. Curled hair. Satin and lace and silk clothes! Skirts and dresses and heels! Frilly little outfits. Omg you were gushing to me about it all. Don’t you remember?”

Ashley wracked his brain trying to remember this. It didn’t sound quite right and his brain felt like it was trying to tell him that. But, if Paige was telling him this, then it must be true right? The pretty girl in front of him wouldn’t lie. She said they were best friends.

“Oh, yeah! Now I remember! Yeah I… am… a…. Sissy girl” Ashley dumbly smiled as he responded, hoping it would make Paige smile back at him. She had such a pretty smile.

Paige sweetly smiled back making Ashley smile even bigger. “Good girl, Ashley! Do you want me to help you look more like the sissy girl you are? Maybe it was too much to do on you own.”

Ashley thought about it for a moment. He couldn’t remember wanting to be a sissy girl, but Paige said he did and she was his best friend. He must’ve found it too difficult to shave and dress on his own that’s why he didn’t do it. He could faintly hear a small voice in the back of his head trying to tell him something but couldn’t quite make it out. So he smiled again and nodded his assent.

He was happy when he saw Paige giggle and bounce on her feet in her little skirt. He had made his friend happy and that’s what he should strive to do. Paige grabbed his hand and pulled him up to her bedroom.

The two entered the white and lilac colored bedroom. 3 walls were white with one painted lilac as an accent wall. Cute girly artwork of flowers and motivational girly sayings covered the walls, along with pictures with friends. A larger bedroom with a queen sized bed and room for a couch. A small walk in closet filled to the brim with feminine clothes. An ensuite bathroom with a tub and small vanity was filled with cosmetics and lotions and oils and hair treatments.

Ashley breathed in the floral aroma that covered the room, enjoying the lilac scent. He looked around the room, taking in the girliness of it including the multitude of stuffed animals on the bed. His brain processed that this is what a girls room should look like.

Paige brought him into the bathroom and started filling the tub. Dropping in floral bath bombs and some essential oils, the girly scent permeated the room through the hot water filling the room.

“Ok Ash, you need to strip. It’s ok, it’s just us ‘girls’ here *giggle*” Paige wasn’t a total prude, she’d seen her share of naked boys before. But she was excited to see what Ashley was packing. His small frame and angry demeanor screamed small dick energy.

Ashley just nodded and smiled as he kicked off his boat shoes and unbuckled his belt. That makes sense, girls get undressed in front of each other all the time. And Ashley said he was a girl, well a sissy girl, so why wouldn’t he get undressed. Pulling off his shirt showing off his slim frame and tiny arms, he then pulled down his shorts and boxer briefs in one go. His small dick, covered in a small tuft of hair, was completely flaccid and as he was a “grower” it was only about 2 inches long. His circumcised head just barely poked out of the nest of pubes.

Paige started laughing seeing Ashley’s tiny member. She assumed right that it was small, but not that small! She’d never seen one so small before. “Oh honey *giggle* no wonder you wanted to be a sissy girl. It must be so humiliating having such a small dicklet *giggle* the girls you tried dating must’ve not liked it very much! Much better hiding it in a cute pair of panties, right?”

Hearing that he should feel humiliated having such a small penis, Ashley immediately felt shame envelop him, especially in front of a girl. He tried covering it up in his hands as he blushed but Paige pushed them aside.

“Oh no Ash! I think it’s super cute *giggle* it’s perfect for you. No need to hide it from me. I’m sure it’s a little humiliating still, but you’ve never felt the need to hide it from me”

Ashley, still blushing, kept his hands to his side and nodded his head. He still felt some shame but not as much as before. Paige said he did this all the time so it’s nothing new, but still a bit embarrassing.

Paige had him hop up into the tub and have him start lathering himself with the floral suds and a loofa to exfoliate his skin. The warm water felt so nice on his skin. She dunked his head and shampooed his hair, adding a conditioner to soak in to make it silky smooth.

Paige lathered up some pink shaving cream in her hands and started rubbing it into his legs. It felt so nice being pampered by his friend, so nice that his dick started getting hard from the soothing rubbing on his legs. Thankfully, the suds kept it hidden for the moment.

As Paige was about to put the lady razor to his legs, Ashley felt a moment of panic. Should he be shaving his legs? This didn’t feel right. His eyes went wide as he tried to put his lathered up legs in the water.

“Ashley it’s ok, you told me you were dying to shave your legs to feel what other girls feel. And to wear cute little skirts and dresses. Plus, it would make me so happy for you to do this. You want to make your best friend happy right?”

Ashley’s brain felt like it fritzed. The questioning went away from his brain hearing it would make her happy. The panic went away and was replaced with a toothy smile. “Of course, Paige. Thank you for doing this. I’m glad it makes you happy!”

“Good girl! Here, I’ll do one leg and you watch so you can learn and then you do the other. Then we can work together to tackle the rest of your body hair.”

Ashley nodded and Paige went to work. Quickly but efficiently she swiped away his leg hair, leaving smooth supple skin behind. In no time at all, his right leg was completely hairless up to his hip. Seeing the difference holding up both legs next to each other made Ashley feel uneasy for a moment, but Paige’s smiling face brought him back. He happily took the razor from her hand and started shaving his other leg.

Paige let him work, giving direction when he needed it but let him do it on his own. She took out her phone and took several pictures of the boy shaving his leg in the pink bubble bath, smiling away at the camera. She switched to video mode and had Ashley say, “Oh this feels so good, Paige! Having smooth legs will look so cute. Thank you for helping me become the sissy I was meant to be!”

Paige tried to hide her laughter at the humiliating moment. God this was perfect! The little shit will never live this down once I’m done with him!

Soon enough, Ashley’s torso, arms, and even under arms were covered in pink foam as Ashley dutifully stripped away any masculine hairs from his body. Now completely denued of hair, his slim frame looked even girlier than before. While flat chested, it wasn’t crazy to see a girl rather than a boy there.

But when Paige had Ashley stand up to shave off his pubes, she saw he had gotten a little excited, laughing out loud at how even fully erect and throbbing, it was still barely 4 inches long! “Hahahah oh Ash seems like you really liked getting all smooth as a sissy! *giggle* I know you like being teased a bit, even if it is humiliating, and it gets your little princess all hot and bothered. But we can’t have that little thing poking out. Here hand me your ice pack”

Ashley realized that the laughing and teasing words did make his “little princess” get harder and throbbing, and the blushing humiliation that came along with it. But when the ice pack came in contact with his warm dicklet, he let out a girly little yelp as it shrunk down even smaller than when he was soft!

“There that’s better now. You can barely even see it it’s so small *giggle* I know honey, having a dicklet so small is humiliating but it’s for the best, right?”

“Yes, Paige. I-I guess it is for the best” Ashley responding blushing again.

“Now I’m going to touch you there, Ash, but no getting hard again. I have a shard razor down here and don’t want to cut anything. At least, not yet *giggle*” she said as she grabbed his small balls in her hand, making Ashley blush crimson.

Paige made quick work of the last of the hair on his body, shaving him completely smooth all over. With his little dick now completely hairless, it looked even smaller without anything around it. No wonder Ashley was so mad all the time, he couldn’t do anything with that little thing if he tried, Paige thought to herself.

Rinsing out the conditioner from his hair, Paige announced him finished. Stepping out of the bath, Paige showed Ashley how to pat rather than rub his now smooth skin dry. She showed him how to apply liberal lotion to his skin so it remained glossy and smooth. Ashley loved the feeling of his now super smooth and soft skin, his fingers gliding across like silk. He started to get hard again, getting embarrassed for doing it in front of Paige and also because he was getting hard off his own sexy legs. Another bout with the ice pack shrunk him down to a little nub. She had Ashley wrap a towel in his long hair to dry it out in a turban. But when Ashley started wrapping the towel around his waist, Paige quickly corrected him to wrap it around his chest. “Can’t be showing the girls off all the time! You might not have much up there now, but it’s a good habit to keep. I know you told me last week you’re dying to have big boobs and you’ll get there Princess! Well figure something out in the meantime”

Ashley didn’t think he ever wanted boobs before of his own. He did like looking at Paige’s C cups, they were so perfect and beautiful. But Paige said he wanted his own so he took her word for it.

The two went back into Paige’s bedroom where Ashley sat down on the couch. Seeing him slump down in the couch with his legs spread, Paige quickly adjusted him. “Princess you can’t sit like a boy anymore! Think of the towel as a little dress. Everyone can see between your legs! And you’re slouching your shoulders and your back. You don’t have much up there so we gotta accentuate what you do have! Back straight, shoulders back to push out your little boobies. When you sit, smooth out your skirt under you and sit at the edge of the seat, legs close together and then cross them over the knee. Go ahead and practice while I get you an outfit!!!”

Ashley stood up and sat down 10 times, practicing his girly mannerisms. Making sure his towel dress was smoothed underneath as he sat. Legs together. Back straight. Shoulders back with chest pushed out. Legs crossed to hide what was between his legs.

Just as Ashley crossed her legs for the tenth time, Paige came out of her closet carrying two different outfits. Laying them out on the bed, she stood next to it like a game show showcase girl with a dramatic “Ta Da!”

“Ok girly, I brought you two different outfits. Both are definitely girly, like you desperately want, but have very different vibes to them. Let me know what you would like to try on sweetie!”

Ashley stood and walked over to the bed, carefully holding the towel across his chest so it wouldn’t slip down on his “girls”. He looked down at the two outfits and the small voice inside his head tried to scream and shout and hit the invisible walls holding it in. But to Ashley, it was just an annoying fly buzzing away inside his brain. He shook his head pushing the annoying buzzing away and looked at the pretty outfits. Paige said he wanted to be a pretty sissy girl, so what would a pretty sissy girl wear?

First was a simple white sun dress with a sweetheart neckline that would show off a generous amount of the top of the breasts. The bodice of the dress was loose and not tight until they were filled with at least B cup breasts. In the center of the bodice was a big pink bow of silk. The dress had short mushroom capped sleeves that poofed out at the shoulder with a tight band midway down the upper arm that has a ruffle around the band. The torso was made of a stretchy material but had a white peplum ruffle along the waistband to accentuate the hips. The skirt was a two tiered ruffle skirt that came down to mid thigh. Paired with it was a pair of white thigh high socks with a pink bow on the front. A pair of black 4 inch heeled patent leather Mary Jane’s with an ankle strap gave this cutesy look a bit of maturity. Well, more a bit of slutty than maturity. Next to the dress was a lacy white B cup push up bra with another pink bow in between the cups as well as two on the top of each shoulder. A pair of white panties with lace cut outs at the hips and a peplum ruffle around the waistband paired with the matching bra. A black choker with a small pink bow was next to the dress, along with some costume white and silver bangle bracelets and a pair of dangly white and silver earrings. A large white hair bow lay next to it as well.

The other outfit was girly but much different, in a much sluttier way. Where the white outfit was cute and very girly, it could pass off as a relatively normal outfit while being a bit overdressed, besides the 4 inch heels of course. This one screamed girly slut. A pink dress with a tulle skirt that poofed out from a small petticoat. The bodice was a sweetheart neckline as well, but the balconnette cups would only cover about half the breast, showing off far more than the other dress. The bodice was also a corset with stiff boning that looked like it would trim down several inches when pulled tight. The ribbons in the back were pink shiny satin made to tie off in a big cute bow. The bottom of the corset went down low in the front and back to the waistband with the sides higher cut above the hips, giving a fuller look to the skirt as well as accentuating the hips and legs making the hips appear larger. The sleeves were off the shoulder but the corset had shoulder straps covered in more pink tulle ruffle. The sleeves were a pink sheer mesh that went down to the wrist and ended in a pink ruffle. The pink tulle skirt went down to mid thigh like the other dress, but the petticoat underneath would lift it up so it rested much higher on the thighs.

A pink satin B Cup push up bra with more pink ruffles on the shoulder straps and a dangly silver heart between the cups was next to the pink poof dress. A lacy pink garter belt and a pair of satin pink rhumba panties with lots of ruffles on the back finished off the lingerie.

Paired with a pair of pink fishnet stockings with some glitter on them, a pair of glossy pink ankle boots went with them. A hidden 1 inch platform would make the 6 inch heel a bit easier to manage, but not much. The shoes had pink satin for shoelaces that would be tied in a bow to tighten them. A pink satin choker with a dangly silver heart at the throat, along with big silver hoops for earrings and two smaller pink hair bows for pigtails were the final accessories.

Paige stood next to Ashley as he looked down at the two super girly outfits. Stroking her long nails along his back she said “so, sissy Ashley, which one will you choose?”