Dressing My Tomboy Friend For a Week

Hey fashionistas! Today’s post is going to be a really fun one that I have been working for over a week on. We all have that one friend that is super unique when it comes to their style and you just have to love it! My one friend Alexa is like that, and I love how she dresses because it’s almost like she uses her clothes to show how free spirited she is. Because of this, I started thinking about how an outfit can truly impact a person’s outlook and attitude. I wanted to test how this works and I decided to challenge my friend to wear clothes I picked out for a whole week. Of course I made sure she was comfortable with it every step of the way and touched base with her as well as met her for coffee everyday to check in on how the outfits were going and how they made her feel overall. She was more than happy to accept this challenge and explore outfits that she wouldn’t normally wear.

I only chose outfits that I would wear myself but to make sure she was comfortable, I picked outfits from clothes in her own closet but I styled them in a way that suited my style. I had her take a selfie in an outfit that she would wear on a daily basis to give you all context of how she dresses, does her hair and does her makeup:
As you can see in this photo she usually will wear a graphic t-shirt or plain t-shirt with a pair of shorts or jeans on a daily basis. She will usually pair this with a pair of skating sneakers, wafer sunglasses, a bare face and a ponytail. The challenge was to wear the outfits, accessories I chose as well as the hair style and makeup I chose to go with each outfit.
Day #1: The Cozy Fall Look
The first day I decided to put her in a sweater dress that I actually gave her because the sizing wasn’t correct. I paired this outfit with a pair of black high suede boots and a gold initial necklace with some gold hoops and a watch to match. Alexa told me that this first day she loved the outfit but felt a little panicked when the boots weren’t cooperating and kept falling down. Once she solved the problem with some safety pins and high socks, she said she felt like she could “Conquer the world,” in this outfit.
Day #2: The On-Trend Look
On the second day, I decided to pick an outfit that would align with a trend in fashion right now. We all know that snakeskin is very much in fashion right now so I decided to have her wear a snakeskin top, a western style belt, some ripped jeans, and a pair of black high heeled booties. The accessories I chose were a pair of  medium sized gold hoops to pull the whole outfit together. When I first picked out the snakeskin shirt, Alexa said that she thought the shirt was ugly and she didn’t like it but she would wear it anyway. On the day that she wore it she said she actually really likes the shirt and that she felt that it definitely looks cute when it’s fashioned the right way. 
Day #3: The Boss Lady Look
The third day is the day that I chose to really dress Alexa up in something a little more on the professional side. I decided to have her wear a pair of camel colored suede dress pants, some gold hoops, an initial gold necklace, a pair of black loafers and a super cute off the shoulder black bodysuit. When I asked her how she felt about this outfit she immediately said “Confident.”
Day #4: The Cute Running Errands Look
On the fourth day I decided to have hear wear something a little more comfortable and casual because most people don’t dress up EVERY SINGLE DAY. So, I gave Alexa a little break and chose a cute sorority t-shirt from Etsy that she had and I tied a knot on the shirt. I chose a pair of dark wash jeans and a pair of cream crochet sided converse sneakers. For accessories I had her wear a pair of silver medium hoops. She said she liked this outfit a lot because it was almost like a little bit of a dressier rendition of what she normally wears.
Day #5: The Minimalist Look
For day five I decided to go with a more minimalist look because this whole outfit looks so elegant and sleek. I chose to have her wear a plain tan/cream sweater a pair of dark wash jeans, some silver hoop earrings and a pair of black pointed toe heels. Alexa said that she liked the outfit but if she were to dress herself she “Wouldn’t wear heels if [she] were just going out to the store.” 
Day #6: The Casual Friday Look
The sixth day I decided to go for an outfit that would be perfect for a dress-down Friday at the office. This outfit is perfect because it is comfortable but still dressed up enough to wear to the office on casual Friday. I chose a red oversized sweater with a pair of dark wash jeans and black loafer flats. I dressed this outfit up with a pair of gold hoops and a gold heart necklace. Alexa said that this outfit was one of the more comfortable ones but she can’t get used to how much her feet hurt in flats. 
Day #7: The Beachy Look
On the seventh day I chose a more laid back but super chic outfit that would be perfect for people who love nautical or beachy styles. I chose a vertical striped blue and white dress shirt that was tied in the front, a pair of dark wash jeans and a pair of light blue tennis sneakers. Alexa really loved this outfit because she always loved this shirt but she never thought to style it the same way that I did. 
Day #8: The Hipster Look
For the last day of this challenge I decided to have Alexa dress a little more like her own style but with a trendy hipster twist to it. I chose a pair of army green cargo pants, a plain yellow t-shirt, an A initial gold necklace, small gold hoops, and a pair of black skating sneakers. I took this look to the next level by having Alexa put her hair half-up-half-down and wearing a vampy lip. Alexa said “This is my favorite outfit out of all of them”.
After we were finished with the challenge I asked her how she felt about all of the outfits and how this challenge made her feel and she explained that she liked all of the outfits and she felt more confident. She said “After this, I think I will actually want to dress up and get ready more because it make me feel confident and good.” I also asked her what she liked most about this challenge and she said “I liked that I was able to get out of my comfort zone and I really liked that I took the time every day to actually get myself ready for the day.” 
Alexa and I really enjoyed doing this challenge, it was so cool seeing her in different clothes and see how she liked my style in comparison to her own. I hope you all liked this post and remember to comment down below what outfit was your favorite! Make sure you subscribe for emails to be notified when I post new content!
-Stay Chic,

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