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Complete Makeover - Part 2
🕑 Added 2021-12-21 13:01:46 +0000 UTCWaking up Saturday morning, I knew what I had to do. Faith was out volunteering at the Animal Shelter for the next two hours, so I knew I had plenty of time. Faith needed to be cheered up due to her boyfriend, and if seeing me dressed as a girl would help, then so be it.
After showering, I walked into Faith's room and began to blow dry my hair after my shower. Once that was finished, I sat down at her vanity, grabbed the curling iron, and went to work. I did a surprisingly good job, basing off what I had seen her do the other day, and once I finished, I had ahead of long, loose, golden curls. I even added a similar pink flower barrette like the one from yesterday.
There were multiple drawers underneath her vanity, and I looked through them until I found the ones with makeup. I took mascara, a tube of Light Pink Lipstick, shimmery lip gloss, foundation, blush, and even a little glitter. I began with the foundation. Now I had never put on makeup myself before, but I had seen my sister and mom do it tons of times, so I knew all the tricks. Once the foundation was applied, I added blush. Before I used the mascara, I picked up an eyelash curler and curled them to a girlish length. Then the mascara.
The lipstick was next, and after that, the lip gloss. I paused for a second, remembering last night when Kate applied it on me, and what a weird, good feeling that was.
My makeup was now complete. In the end, I think I did a very good job, as I looked even prettier and more girly than I did yesterday. Which I suppose qualifies as a good job.
And now for the clothes,
Having a sister, I know how girls dress. I took off my t-shirt and jeans, stripping down to my underwear. I basically have a girl's head and a boy's body at this point. A thin, small body, but a boy's body nonetheless. I went into her drawers and grabbed out a pair of white cotton panties. Very basic, as no one was going to see them anyway. I started for the closet but then realized nothing would fit well if I didn't have a bra. So I went back to the drawers and put on a lace, white brassiere.
There I am, standing in my sister's girly room, with my face and hair dolled up and wearing a bra and panties. I know most boys would never be doing this, but am I really like most boys…
I quickly threw that thought out and remembered the task at hand: cheering up my sister.
Now that I had her bra and panties on, I went over to her closet. Knowing how most girls style themselves, a dress would be most appropriate. And boy did Faith have dresses…
Inside her closet, there were All types of dresses: maxi, mini, wrap, sheath, peplum, you name it.
I decided on a white, flowy summer dress with blue and pink flowers. I stepped into the dress, and adjusted it to my fitting. The feeling was something that I had never experienced before. The air could rush up my legs, and my lower half just felt so free. (Don't tell anyone, but I even twirled around a few times because it felt so good!)
There were some blue flats by her bed that I slipped on (a little small, but they still fit), and I walked back over to the vanity. I sprayed on some Anna Sui perfume to give me a girly smell (To be completely honest, it smelled magical).
So there I stood; I was completely girl from head to toe. Looking at myself in the mirror, I had another strange feeling: comfort. Like, I actually enjoyed this…
I also removed that thought from my mind quickly.
Just then, I heard the front door close. Faith was home. I could hear her talking to my mom in the kitchen downstairs, and she still sounded very gloomy from last night.
I cleaned up her room in a hurry and walked into mine, closing the door till just a crack open. I called for my sister, excited to show her the surprise.
"Hey, Faith!" I yelled, "I have something to show you in my room!"
"Be right there," she said gloomily.
I waited for 15 seconds, and then the door creaked open.
She stood at the doorway, looking confused at first. But then her face slowly started to change. A smile was growing, and her eyes began to water. The smile grew and grew, and while watching this, I began to tear up.
Tearing up, she said, "Don't cry; you'll ruin your mascara."
We both laughed. And with that, she ran and emotionally embraced the feminized me.
"I thought you needed some cheering up," I said, "and I figured this would help."
She pulled out of the hug and looked me in the eyes. "You're beautiful. Purely beautiful."
Oh, when I dressed myself as a girl? That was a few weeks ago. Since then, things have been business as usual. And I mean BOY usual. I'm fitting in better at school, and I'm no longer the raggedy dresser that I used to be. My mother had taken me out to the outlet mall, and we got some nice slacks and a few button-down collared shirts that I can wear to school. I'm dressing like your average boy does at Thornwood Prep, and I look like one too.
The only thing I guess you could say is somewhat girlish (besides my thin figure and 5'7" height) would be my straight, long blonde locks. I maintain them very well now, but my hair hasn't been styled femininely since the event 3 weeks ago. My sister hasn't mentioned it to my mom and it kind of remained our secret. She's gotten over her boyfriend, and things have gone very much back to normal.
I got back from school on a Friday, and after walking in the front door and saying hello to my mom, I went right up to my room to do my homework. I worked for an hour and then went downstairs only to hear the doorbell ring. At the door, I was waiting for my good friend Kate (whom I did have a little girlish experience with a few weeks ago as well) and her two friends, Lexie and Jenny.
"Hey, guys," I said, looking a bit confused as I wasn't expecting them, "can I help you with something?"
"No, nothing, in particular, we were just hanging out in the neighborhood, and since it's a beautiful May Friday, we figured we could all just go for a walk!" Kate said, enthused, "Want to join us?"
"Absolutely!" I said. I mean, who am I to turn down a request to hang out with 3 attractive girls!
I put on my Sperrys and shot out the door. We ended up walking around our small downtown area for the next half hour, peeking in the restaurants, waving to people we knew and whatnot. However, I could tell that Lexie and Jenny were starting to get a bit bored of what we were doing.
"This has been fun and all," Lexie began, "but would you guys wanna head over to the mall? The night is still young!"
Both other girls squealed, saying that sounded like a great idea!
"Wait for a second thought," Kate said, then turning to me, "Tom, are you fine to go?"
I've never been that much of a shopper, but I was really enjoying the company of the girls.
"Sure, what the heck!" I said with a smile.
The girls cheered, and we all walked to Kate's house to get in the car (as she was the only one with her drivers' license).
Jenny and Lexie walked ahead while Kate and I dropped back to have a few words.
"Hey Tom, remember when we went to dinner a few weeks ago?" Kate asked.
"Yeah, of course! That was a blast!"
"And remember when we went back to my house afterward?"
"Uh-huh"
"Well, I, oh screw it, Tom, you looked adorable with makeup on!" Kate said.
Jenny and Lexie turned around from hearing what she said. They looked at each other, confused, and started walking towards us. I was beet red.
"Kate, what were you just saying?" Lexie asked.
"I'm sorry, Tom, but I can't help myself. Jenny, Lexie, three weeks ago Tom and I went back makeup use, and I put makeup on him, and he looked so cute!"
I buried my hands in my face from embarrassment. I can't believe Kate spilled the beans! How could she!
"Kate, what the heck!" I yelled. "That was supposed to be our secret!"
I started to run off, but the girls yelled for me to wait.
"Tom! Tom! We're not laughing at you." Jenny shouted.
I stopped in my tracks. "You're you're not?"
"No! In fact, we think it's really neat. Having a boy as a friend that is makeupeous enough to wear makeup? That's pretty cool. What did you put on?"
"Well, Kate put lip gloss and mascara on me."
"And he looked adorable!" Kate interjected.
We ended up talking for the next 15 or so minutes about that night, and surprisingly, both the girls seemed really cool with it.
"Hey, didn't we come here to shop?" Lexie ended up saying, "So let's go, girls!"
I didn't know if I was included in the "girls" she just mentioned, you know what, never mind. We walked around to a few stores and looked at some cute tops, skirts, dresses, but nobody really tried anything on until we reached Aeropostale.
"These jeans are killer!" Jenny screamed. "I've got to try them on!"
She grabbed the skinny blue jeans and went into the changing room. She walked out and began to "model" for us.
"They look fabulous," Kate stated.
"Do they, though?" Jenny questioned, "I feel like these jeans just don't look good on my body. They make me look too thin."
"Trust me, they look fine." Lexie insisted. "To prove it, I can try them on, and you can see what they look like from an outside perspective."
"Nah, I don't think that would really work; you're only 5'2"; wait a sec."
Jenny ran back to the rack where she got the original pair of jeans and came back with another pair in the same size.
"Tom! I have an idea! You're practically the same size as me,"
"What!?" I exclaimed. "You want me to wear girl's jeans! In public!"
"No, no, no, please hear me out! I just want you to go into the changing room, try on the jeans, and come back out to show us what they look like on a thin, 5'7" body. Then you can take them off. Nobody in the store will care. I promise." Jenny pleaded.
"I don't know about this," I said uncomfortably.
Kate then approached me with a cute, innocent look on her face. "Please do this, Tom. For me?" She then leaned in and kissed me on the cheek.
That had me. "Alright, fine, I'll do it."
The girls all cheered. "Tom, you are a SAVIOR," Jenny said, celebrating.
I took the jeans from Jenny and walked into the changing room. Taking off my khaki's, I then began to put on the skinny jeans. I pulled them up, but they just didn't sit right with my boxers. As if reading my mind, I heard Kate then yell, "and if they don't fit, try these."
She tossed over a pair of pink lace panties, and they fell on the ground right in front of me.
"Umm, I don't know If I should really wear these," I said as I stared at them on the ground.
"They're just underwear, Tom. No one will see them." Kate said assuredly.
She's right. They are just underwear. Plus, if any other customers walk by, they wouldn't even have the slightest clue! So I decided to put on the pink lace panties. I stood there for a second and then realized something else: I would have to…tuck. So I pulled "it" back and finished the tucking process. I now had a smooth front to my panties (My panties? Did I just think that?)
The jeans were now easy to put on. I slipped them on and took a quick look at myself in the mirror. Boy, did these things really hug my legs?
I creaked open the changing room door to see three eager girls waiting. I expected them all to laugh at me, but quite the opposite happened.
"Your legs look fantastic, Tom!" Kate said.
"So true!" Lexie added. "And they really emphasize your cute butt."
That time everyone giggled, but I even I did too. Everyone then looked over at Jenny for the final approval. She was concentrating hard to see if they looked good or not.
"I've gotta be honest," she began, "I was doubtful at first, but these jeans look incredible! I'm buying a pair right now!"
I went into the changing room, took off the jeans and panties, and changed into my normal khakis.
As we went up to the counter to pay, the cashier noted that "we have a buy one get one free on jeans."
Jenny then said, "Okay! I'll be right back."
In 10 seconds she returned with an identical pair of jeans to the one she bought, and then we left the store.
"Why did you get the same pair, Jenny?" I asked, walking out of the store.
She smiled, "just consider it a little thank you present for helping me out."
Jenny then handed me the jeans. Kate and Lexie hugged me, saying how lucky I was.
It was weird; even though I've worn girls' clothes before, I've never owned any.
We browsed a few more shops, went to get some ice cream, and then Kate drove us all home. Walking into my house, being late on a Friday night, I made sure to be very quiet. I slipped into my room with the jeans in my hands and then hid them under the bed. I went to bed, dreaming of the fun times I had today.
Comments
Brianna Demonet
We are waiting for more please. Much more, pretty please.
Julia Miller
I wonder what happened with this Story? Susan was going along great, then just stopped on us? I wonder why?
