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I Wore My Boyfriend’s Clothes All Week & Here’s What Happened

When I started this piece and made the decision to wear a piece of clothing from my boyfriend’s closet every day, I thought it was going to be a piece of cake. Ushaia, my handsome and loving boyfriend (ily bb) was a bit resistant because of his love for fine suits and keeping his clothes unwrinkled. Unlike him, I typically can be seen wearing the same outfit three times a week and there’s also a high chance that by Friday my shirt will have some sort of stain on it. All that being said, he was hesitant to let me rummage through his closet until I found the outfit pieces of my dreams. 

I started on a Monday—a day that also happened to be the coldest day of the week—with a simple pullover sweatshirt from his closet. I should also probably mention that I bought this sweater for him for our anniversary. Needless to say, I was a fan already. 

I got dressed at 6 a.m. in all black, as one does, and went to my 8 a.m. class. Because most people were probably asleep and it was environmental science (sorry Prof) no one commented on the sweater that may or may not have been mine. After class ended I took the subway to my internship at Cosmopolitan.com and right away I got a few comments. My boss told me she loved my sweater and when I told her it wasn’t mine, she was surprised. Because it’s Cosmopolitan.com there was a photo shoot already set up so I asked the fantastic photographer, Reuben, to take my #ootd pic and he did not disappoint. 


A photo posted by Isabel Lara (@isabelcalkins) on

I paired my sweater with some basic American Eagle jeans and some booties and a bright lip to complete the look. It was casual and comfortable but still appropriate for the office. Day 1 was a success. 

Day 2 was a bit trickier. So tricky, in fact, that I only ended up wearing some of his cologne and didn’t even get photo evidence! I had my three other classes and two job interviews so I was trying to look as normal as possible. I didn’t want to show my ‘try it all’ attitude quite yet, might scare them away. 

Related: I Let My Brother Dress Me For a Week & Here’s What Happened

On day 3 it was 75 degrees and sunny in Manhattan yet I had to go to Cosmo again and that meant I would be sitting in a heavily air-conditioned office. I paired one of my boyfriend’s work shirts with some classic American Eagle boyfriend jeans and my new Steve Madden heels. This look was a bit trickier because although my boyfriend is taller than me, (I’m 4’11 so everyone is taller than me but that’s a different story), the shirt was in between being long enough to be a shirt-dress and normal shirt. So I wore it normally but it kept untucking throughout the day… and I also kept sweating. I have no idea how men wear this kind of stuff all day every day. Once again I paired it with a bright lip because that’s my go-to outfit addition. I am a huge fan of Mac Matte lipsticks, I have like 15 different shades because I wear it everyday. 

The next day it was even hotter than before and I had a few breaks in between classes so I knew I was going to be outside for some of the day. But because of my logical fear of being cold, (I know I live in NYC, I am crazy) I wanted to layer up. I took one of my boyfriend’s hoodies that he wears to the beach (he’s from Miami) and paired it with a classic Brandi Melville button up skirt with some simple white Adidas. This was my favorite look by far because I looked cute (at least I think so!) and I was comfortable both inside and outside. I got a few glances because the shirt was a little baggy on me and smelled like a boy, but still no one said anything. I am really starting to think that my boyfriend and I have similar tastes in fashion. 

Related: I Let My Boyfriend Style Me All Week & Here’s How It Turned Out

On day 5, the last outfit for my week, I knew I needed to keep it simple. I had lots of homework to do so I would be inside and sitting. I took one of his t-shirts; I also think I bought this one for him. I paired it with some Urban Outfitters skinny jeans and booties. I added on a vest that I got from Marshall’s on top and that was that. The shirt was very baggy and the sleeves were too long but by Friday, I was so over it that it didn’t matter. Also, my boyfriend left that morning for Florida so I was kinda out of luck. 

Related: I Tried Living Like a Kardashian For a Week & Here’s What Happened

Overall, the only thing that really stood out to me about this week is that none of his clothes actually fit me. I cannot stress enough the importance of getting clothes that fit well, whether it’s a shirt, jacket, anything. Dressing in all oversized stuff for a week was comfortable somewhat, but it made me sweaty and by the end of the week I was seriously missing my own t-shirts. And my boyfriend didn’t like sharing too much. Sorry, not sorry. So am I going to wear his clothes again some other time besides to bed? Sure, why not. Will I consciously do it? Probably not. But at least now I know it’s an option! 

Isabel is a currently the Evening & Weekend Editor at Her Campus and a student at New York University in the Global Liberal Studies program with a concentration in Contemporary Culture and Creative Production. When she is not watching Gilmore Girls or playing with puppies at the local pet store, she spends her time freelancing for numerous publications about celebrities and life. You can find her work on the websites of Cosmopolitan, Marie Claire, Seventeen, Elle, and Buzzfeed. Follow her on Instagram at @isabelcalkins.