It was a hot day in the early days of the summer and Julian had nothing to do. So far, all he had done that day was sit in his room and watch TV. He was getting extremely bored. So when he heard a knock on his door, he responded quickly. It was his sister, Anna
“Hey Julian, you seem bored. Why don’t you come to my room? Let’s just talk for a bit.”
Julian, who was eager to do anything, agreed.
“This day really is boring,” said Julian. “It’s just too hot out.”
“It’s so frustrating! I wanted to go swimming, but it was even too hot for that!!”
They continued to complain, talking about all the things they wanted to do. Eventually, Anna got up, and told Julian that she would be back in a minute. As she promised, she came back quickly, carrying a small box with her.
She sat down, opened the box, and began to pull things out of it. A rectangle came out, then a nail clipper. After that, came various nail polishes. She looked through them, before finally deciding on a coral color. She began to do her nails. She trimmed them, before carefully filing them into an almond shape. As they continued to talk, she pushed back her cuticles. She was about to reach for the base coat, but suddenly stopped.
“Julian, you’ve been staring at me while I’ve been doing my nails. I know you’re really bored and I bet you feel left out. Why don’t you let me do your nails too! I’ll bet that you’ll love it!” Anna said excitedly.
Julian thought about it. Even though he was really just trying to make eye contact, he had a strange urge to go with what she said.
“Maybe she’s right, it could be fun for me,” he thought. “Alright, I’ll take you up on that offer,” he said, with only a little bit of hesitance in his voice.
“Yay! This will be fun, I promise! I’ll just finish mine after.” She grabbed his right hand, and got to work. After trimming his nails the smallest bit, she began shaping them. The feeling of the file was quite strange to him. Because his nails weren’t as long as Anna’s, they ended up in a round shape instead of an almond shape. After pushing the cuticle of his index finger back, she was finally done with both hands.
“How are you liking it so far?!” she asked, with a very excited tone.
“I don’t know really, let’s just continue,” said Julian, even though he was pretty sure he enjoyed it. She started painting his left hand with the base coat. He shivered at the cold feeling, which made Anna giggle. The painting felt really good, and it was exciting him. By the time it came to drying, he was working hard to not crack a smile.
“Alright,” said Anna, “Why don’t you choose a color.” Julian began to look. There were so many colors. As he carefully looked through them, he put aside a few. After looking through them all, he looked over at the group he had made. In it there were three nail polishes: teal, lavender, and lemon colored. As he compared them, he saw his sister smiling out of the corner of his eye.
“Wow, he’s really enjoying this. I would never take this much time. Then again, I tend to know what I want, but still,” said Anna as she argued with herself internally.
“She knows,” thought Julian. “That smile says everything. She knows how much I’m enjoying this.”
After minutes of comparing and consideration, he finally chose the lemon color. “What a great choice!” said Anna. “It will look great with your skin tone, though I bet the other’s would too!” Julian blushed. Even though it was a strange compliment to give to a guy, he really felt flattered by it. She began painting his nails. This time he couldn’t contain himself, and smiled as the brush stroked against his nails. Two coats, a top coat, and some drying later, his nails were done.
“How do you like them?!” Anna said excitedly.
“I kinda like them,” he said, trying to contain his excitement at how cute it made him feel. “I’ll probably take it off tonight or tomorrow.” They started up their conversation again as Anna painted her nails with the coral nail polish. Once she was done, the conversation started to fade, and Julian got up to go.
Hi all. There are going to be two versions of this story.
from here on there will be an A and B for each part
A will be a bit more fast paced
B will be relaxed
Read one or read both, just enjoy!
Hey, before the chapter, I want to say that I've scrapped the two versions idea because it was dumb.
After Julian left his sister’s room, he went on with his day. On occasion, he would stop to stare at his nails, and appreciate how cute they made him feel. Over the course of the week the week his nails wore out. He was staring at his nails more, this time with disappointment.
“I really wish they hadn’t worn out,” he thought. Suddenly, he had a realization! “I could just ask Anna to do them again, but I don’t know. At least it wouldn’t be a problem considering mom and dad are away for the summer.”
He walked out of his room to the kitchen to make himself a sandwich. As he finished making it, his sister walked in. Anna noticed his nails.
“Hey, do you want me to remove the polish after you eat?” she asked. “It’ll be quick.”
“Yeah, that’d be good.” They talked for a while, and after he was done, they went to her room. She pulled out the box again, this time pulling out a bottle full of a thin purple liquid and some cotton balls. As she removed his polish she struck up a conversation.
“So you didn’t remove it the day after like you said you would,” she said. “What happened?!”
“I don’t know, I just kinda liked it,” he said. He went quiet for a moment, nervously debating whether to ask. He decided to go with his gut. “Hey,” he said nervously, “could you maybe paint my nails again?”
Anna smiled. “I would love to do that! Why don’t you go wash your hands to get any remover off, while I set up.”
When he returned, his sister was ready, though she had a few other things out. There was some weird foam thing that Julian couldn’t identify, and a large nail clipper.
“What’s that?” he asked.
“Oh, I was wondering if you maybe would let me paint your toes too?” she said, with a goofy smile on her face. Julian considered it for a moment, before agreeing. He couldn’t think of a reason he shouldn’t in fact, it was quite exciting! “Alright, I’m going to start with the pedicure, why don’t you look for a color while I begin!”
Julian looked through the box again. It was hard to decide. He took out the yellow immediately, but he didn’t want to rule other colors out. There were so many good ones! He ended up with five just in time for his sister to be ready.
“Hey, Anna, can you help me decide on a color this time? I’m really not sure what to go with.”
“I’d be delighted to!” she said. She began to look through the five. He had the yellow again, but also chose some brighter and darker colors. He had the coral she wore last time, fuschia, a dark blue, and metallic pastel pink. “Wow,” she thought, “these are some really cute colors, no wonder he can’t decide.” After moments of consideration, she made a decision, “I think that the pink would be super cute!” She began painting his toenails. He was smiling the whole time during the manicure and pedicure, even though he tried to hide it.
“It’s so silly that he’s trying to hide his enjoyment,” thought Anna, chuckling internally. “He literally asked me to paint them again.” When all was said and done, they began talking. Hours passed.
Over the next few days, Julian went about his normal business, being very careful to not chip the polish. He had no idea why, but he loved it so much. On the third day, he was unhappy.
“Hey Anna, I want to remove the polish,” he said.
Anna was surprised. “I thought you really liked it, what happened? It’s not like the polish is chipped or anything, you’ve been so careful!”
“I do like my nails being painted, and I do like getting them painted, I just don’t like the color anymore.”
“Oh! Okay, come to my room and we’ll remove it.” After removing it, Anna asked if he wanted her to give him a mani/pedi again.
“Yes, I would love that,” said Julian excitedly.
Anna stopped for a moment. “Hmm,” she said. “How about I teach you how to give yourself a manicure, so you can always do it, even if I’m not here!”
“That sounds great!” Julian had a big smile on his face.
She showed him how to buff his nails and push back his cuticles, demonstrating on his right hand. After he did it on his left hand, they moved on to filing the nails, which he did with ease.
Finally it came time to put on the base coat. She demonstrated:
“You put a drop of it on the base your nail, then you drag from it to the middle, the repeat on the left and right, before finally filling in an areas that need it,” she said.
After she did his whole left hand, he tried on his right.
“Wow!” exclaimed Anna. “You did it like you’ve done this a million times before!”
“Thanks!” said Julian. He beamed with pride. “I wish that I had done this a million times!” He thought to himself.
When it came time to choose a color, he went with the yellow again. He painted them with even more ease than with the base coat. After the manicure was done and dried, he looked at his hands, even giddier than the first time his sister did them. He hugged his sister.
“Thank you so much for convincing me that first time, it makes me feel so pretty, and now I can do it myself!!” Julian covered his mouth. “Did I just say i feel pretty?” He thought. Looking at the reaction on his sister’s face, he definitely had. He spoke again in an upset tone. “That slipped out of my mouth, I-I-I didn’t actually mean to say that out loud!”
“Oh, don’t be upset. You’re just embracing your feminine side a little more than you already are! And you know what, I want to give something to you.” She went over to her desk and grabbed a box. “In here is all the supplies you need to do your own manicures and pedicures. I really hope you appreciate it!”
Julian was still a little upset, but he could help accepting the gift with as many thanks as possible.
“Also, you can put as many polishes of mine in there as you want! Trust me, there’s plenty I don’t use that you’ll probably use more! Here’s that yellow you love so much for starters!”
Julian looked through all her polishes, choosing a few, as he didn’t want to feel like he was being greedy. He ended up taking 4 other colors alongside the yellow, even though he loved the yellow so much, and he wasn’t even sure he would use them.
For 2 days, he wore the yellow, but he was excited to experiment. When he finally removed the polish, he decided to try something new. He took a neon purple and lilac polish, and alternated them on each nail. He smiled the whole day, it made him so happy. Whenever Anna saw him, she would smile too. It was so nice seeing him so happy.
The next day, he decided to try another color. After going through the whole process of the manicure, he was about to apply the top coat, when he had an idea. He went to his sister’s room and knocked on the door. She opened it.
“Hey Anna, do you have any white polish? I didn’t think I would be using it but I just thought of an idea that requires it,” Julian asked.
“I think I do, but let me check,” she said, getting up from her bed. “Why, what’s your idea?!”
“I’ll show you when it’s done, I think you’ll like it!”
“Well I’m very excited to see it!” she said, rummaging through her box. “Ah, here it is! I really can’t wait to see what you’re doing!”
Julian thanked her and went back to his room. “Now what am I going to use to do this?” he thought. “There’s probably a tool for it, but I obviously don’t have that. Maybe a toothpick will do?” He wandered out to the kitchen, and grabbed a few toothpicks. When he got back to his room, he pulled out a piece of paper from a drawer and put it on his desk, where he had been giving himself a manicure. Sitting down, he opened the bottle of white polish. He created a small blob of it on the paper, using it as a pallette.
“Oop, I should make sure my nails are dry before doing this, i wouldn’t want to ruin them!” he said out loud. He checked, and he was glad he did; they weren’t quite dry yet. After making sure that they had properly dried, he continued.
Taking one of the tooth picks, he dipped it into a new blob of polish he had made, as the other one had dried out too much, becoming stringy. Taking the toothpick, he pressed it down on the nail of his index figure, leaving a small dot. He did this again, before dipping it into the blob again to replenish the polish. He repeated this a few times until he finished the nail. He giggled.
“I’m so glad this worked, it looks exactly how I want it to! I can’t wait to show this to Anna!” he thought to himself, a big smile on his face. He continued, until he had made polka dots on every nail. He made sure that they had dried, and then applied a top coat. He was very pleased with the results of his experiment.
He went over to Anna’s room and knocked on the door. He waited for a few moments before knocking again. The door opened:
“Sorry! I didn’t hear you knock the first time! I was listening to music, probably a little too loud” Anna said, headphones resting around her neck. “Did you finish your nails! Show me, I’m so excited to see what you’ve done!!” Julian showed her his hands. She grabbed them and pulled them closer to get a closer look. “OMG, that’s so cute!!! It looks so good!!”
Julian blushed. “Thanks, I’m really proud of them.”
Continuing to compliment his work, Anna finally asked a question “I love them so much, can you please please please please do mine! Having matching nails would be so cute!!!!”
“I’d love to!” he giggled. “Go to the table and I’ll bring my kit and set up!” Julian went into his room, smiling to himself, and put both the blue and the white polishes back in the box, making sure that none of the tools were left on his desk before closing it. Before he left the room he grabbed the paper he had been using, reminding himself to get more toothpicks as he had used them all up. “Alright,” he said, placing the box and paper down, “put your hands out, you know the drill!” He couldn’t help himself from laughing, and Anna joined in. When they finished laughing, wiping tears from his eyes, Julian got to work.
“Your hands are clean, right?” he asked.
“Of course!”
He continued, wiping the nails with polish remover, making sure that there was no remaining polish from the last time she had a manicure. Her nails did not need to be clipped, so he began filing them into the slightly rounded shape that his were in. He buffed the nails, and grabbed the base polish. As he carefully painted her nails, Anna commented on his work.
“Wow, you’re really getting into this! I’ve never seen someone paint nails this carefully, not even at a salon! This is incredible!”
“Thanks,” he said slowly, as he carefully painted her left pinky. “What can I say, I really enjoy doing this, and if I enjoy it so much, why would I not put as much care into it as possible?”
“Certainly makes a lot of sense. I do the same, but I’m not nearly as good as you!” she giggled.
“Can you please stop giggling for a moment? I’m almost done, but if you keep moving it’s going to take a lot longer to get the base on.” Anna stopped giggling as fast as she could, even though she had some difficulty.
After the manicure was done, Anna thanked him many times, complimenting him on his work. Julian blushed.
“Hey…” Anna said, “Can I take a picture of us holding hands and post it? I Promise that all you be able to see is our hands, and I won’t tag you or anything! It’s really okay if you say no.”
Julian sat for a moment, before with some hesitation he said sure. On one hand, he was so proud of their matching nails, but on the other hand, he was scared someone would somehow recognize him. But in the end, his pride outweighed his worries. She took the pictures and posted.
“I love you bro, and I’m so proud of your feminine side!”
Two days after he painted the matching nails, Anna went out with some friends, so he had the house to himself for the day. He read for a while, watched tv, and played games, but he didn’t quite feel right. He didn’t want to paint his nails, they were still perfect, but something felt off. As he walked by his sister’s room on the way to the kitchen to make lunch, he stopped. The door was closed, and even though he knew it was fine to go in, he felt like something would happen if he did.
Shaking himself out of his trance, he went to the kitchen. He decided to make a sandwich for lunch. He cut two slices of ciabatta, and then went to the fridge to get out the fillings. Placing down a cutting board, he sliced up a tomato, and some fresh mozzarella cheese. He spread pesto on both slices of bread, and then began shingling genoa salami, then the cheese, then the tomatoes. Content with the sandwich, he went over to the table and began eating.
After devouring the sandwich, he headed back to his room, but stopped again at his sister’s room. He wasn’t sure why, but he wanted, he needed to go in. He went inside. He looked around, not really sure what he was doing. He stopped, he looked down at his perfectly manicured nails. He loved them, but he didn’t feel content, but he didn’t know what to do.
“Maybe if I give myself a manicure and a pedicure, he thought.” He went to his room and grabbed his supplies. He knew he could have just done it in his room, but for some inexplicable reason, he felt like he had to in his sister’s room. He painted his nails and toenails white. Even though he really liked how they looked, he didn’t feel content. He looked around again, before stopping in front of his sister’s dresser. He knew he shouldn’t open it, but he felt like he needed to, like something in there would make him feel content. He tried to stop himself, but he couldn’t. Opening the top drawer revealed sets of bras and panties.
“They’re so neatly organized,” he thought. “I shouldn’t” He stood there for minutes, trying to restrain himself, but in the end he couldn’t. He looked through until he found baby blue bikini cuts and a matching bra. Each were covered with lace. He stripped down. He pulled the panties up his legs, smiling at their softness before putting them on completely, his penis tucked. He put on the bra, latching it like he had been doing it his entire life. There was a decent amount of padding in it, making it appear that there was something there. He felt better, but he still wasn’t content. He went into her closet, he knew what he had to do.
The wall of the closet were lined with clothing and accessories. On the left, there were hangers that dresses and skirts, on the right there were tops. He opened a drawer and it was filled with leggings, opened another to find jeans. This is what he needed. He went over to the dresses and inspected them, he had to find the perfect outfit. Pulling the first hanger out, he took a look at the dress. It was a black skate dress dress with pink and red roses on it and a scoop neck. He put it back.
“I’m going to have to look through all of these,” he thought. He took out the next hanger, which had a mustard yellow cami mini dress on it that would show his cleavage if he had any. “This definitely would look good with the yellow polish.” He put it back, pulling out another, it was a red t shirt dress with athletic stripes on the sleeve. “Very cute! I’d probably look great in that.”
He continued looking through the dresses, and then the jumpsuit, and leggings, and so on, but he couldn’t make a decision, as if he had to look through all of the clothing first. As he was looking at her sweaters, he heard the door creak very quietly. He froze, but clearly made too much noise. The door to the closet swung open, his hand still on a sweater on the back wall.
“Excuse me miss, how did you get into the house?” Anna asked. Julian stood frozen. “Wait, a minute. Julian. Turn around.” He let go of the sweater and turned towards her, head looking down in shame.
“I-I-I-I’m sorry,” he said, “I just suddenly had an urge. I didn’t try anything on, all I did was put on this underwear…”
Anna cut him off. “You look so cute and girly! Now why don’t you calm down, let’s find you something to wear.”
“You-you-you’re not mad?” he asked in disbelief.
“Why would I be? Would I have preferred if you had asked me first, yes, but I’m not surprised considering how much you are tapping into your feminine side!” she giggled.
“Oh, okay,” he grinned and sighed in relief
“Now what do you want to wear? Hmm, let me guess actually.” Before he could say anything she had made an outfit. It was the cute athletic t shirt dress and a pair of red converse as well as fishnet stockings and ankle socks that were flipped colors of the dress. “You’re going to look so adorable in this! Put it on!”
Julian was amazed, she had found the perfect outfit for him. He took the fishnets first.
“Actually, wait. Come with me,” Anna said. He followed her to the bathroom, still just wearing the cute bra and panties he had picked out.
“Why are we here?” he asked.
“There’s no way I’m letting you wear a dress with even remotely bare legs unless we shave them. Hairy legs would ruin the whole outfit. And you know what? So would hairy arms. Come on, you’ll love how it feels.”
“O-okay,” he said with hesitation. “I mean I guess I do want to look my best.”
“Good!” she said. “Let’s get started.”
Anna helped Julian shave, making sure that no spot was missed.
“Wow, they’re so smooth,” he said, rubbing his legs.
“See, I told you that you’d love it!” she giggled. “I would ask you to trim your bush lol, but we don’t need to do that!” she started laughing and he laughed along nervously “yet,” she muttered under her breath.”
They went back to her room and he began to get dressed.
“Be careful with the stockings! I wouldn’t want you to rip them.”
He very slowly put them on, shivering a few times because of how they felt on his bare, smooth legs.
“These feel so nice,” he said.
“Good!” she said, smiling. “Now let’s get this dress on, you’re going to look so cute when we’re done!”
He put on the dress, looking down and seeing two bumps poking out of it because of the padding in the bra. He then put on mid ankle high socks with athletic stripes, inverse in color to the dress, followed by the shoes that matched the color.
“Why don’t you come over here and take a look at yourself!” she said, smiling.
He went over to the mirror and took a look. He gasped. He looked so cute, but there was still something off.
“Hey, my hair is pretty messy, we should do something about that,” he said.
“You’re totally right,” Anna said. “I’d be happy to style it. Come sit down at my vanity dresser.”
She began to brush his shoulder length hair, getting all the knots out.
“You really need to brush your hair more often, it would be so much better for you.”
“Yeah, I do. I think I will be now, especially if I want to look cute like thi-” he cut himself off.
“Oh, stop being silly. I know you like this, you’re literally wearing a dress, not because I suggested it, but because I caught you in my underwear. You’re being ridiculous.” She smiled at him as he looked into the mirror. Now, what do you think you would like better, a bun, braid, or pigtails?!” she asked.
“Uhhhh, hmmmm. I don’t know,” he said, thinking. “Wait!!! Actually I do!”
“Oooh, what do you want, I’m excited to know.”
“So, uh, girls at school with short hair like mine will braid theirs into two short pigtails, and it’s really cute!”
“OMG, that would look so cute with the rest of your outfit! That’s so perfect!”
Julian beamed with pride from that compliment as she made the pigtails.
“There, how does that look?” she asked.
“That’s exactly what I was looking for!” he said. “You’re right, me still trying to pretend like I’m not enjoying this sometimes is definitely stupid!”
“It’s good to hear you say that! I think we should go out to dinner, you’re so cute that it would be dumb to not show you off!” she exclaimed.
“But what if somebody recognizes me? That would be devastating!” he said in a nervous tone.
“Hmm, we can definitely make you unrecognizable, you’d just have to let me do your makeup.”
“Yeah, I guess I’d be okay with that.”
“Why wouldn’t you be? It isn’t any different than painting your nails in the end! If you like it, I’ll teach you how to do it yourself another time!”
“Alright, let’s do it!”
…. To be continued
What do you gals think?? I'd really appreciate feedback, or even suggestions on where to go next!