Here’s What Happens When You Don’t Wear A Bra For A Week

Have you ever said you were going to do something.. and actually stuck with it? How about for a whole week? I’ve always been the kind of person that says they’re totally, 100 percent going to stick to doing something new, but then only lasts about three days doing it. Whether it’s drinking more water, reading more books, or watching less Netflix (LOL never), I’ve never committed hard enough to stick it through a week. Which is why I’m going to be starting something new every week, and sticking to it day to day. I’m definitely going to be expecting some urges to give up but, I will not let you girls down! Hey, maybe whatever I’m doing will become a habit!

I’m not one of those girls who wear bras 24/7. In fact, I’m not a big fan of bras at all. Maybe it’s because I haven’t found my perfectly fitted bra, but I just find them uncomfortable, especially during the summer heat. If I could be braless all day, I would… but I find embarrassing to wear a t-shirt while it looks like two antennas (AKA my nipples) are sticking out. Since I’ve always wanted to try going braless, I decided to do it for a week. This free-boob experiment included no sports bras, bandeaus, or anything that covers your boobage. I’m a small-chested girl, so while wearing a bra isn’t a necessity, it definitely provides some comfort. Did I make it? There’s only one way to find out:

Day 1 (Monday):
Alright guys, day one. Operation Free The Boobies was officially in action, and I decided to wear a purple v-neck tee. I chose it because it was a little baggy and I thought it could hide the fact that I wasn’t wearing a bra. I didn’t have much to do except work from home and get lunch with a friend I hadn’t seen in a while. I was excited but nervous about being braless. As I was heading out the door to lunch, I looked at myself in the mirror, and realized the side of my boob was totally hanging out of my shirt. I was already running late, so I just had to leave it, hoping my tit wouldn’t fall into my cheeseburger.


I arrived at the restaurant, gave my friend a big hug, and… ow! Ow. OWWWW. There was no protection, meaning instant pain for my poor little bare boobs. I told my friend what I was doing for the week and she laughed a lot – she’s bigger chested, so it was a total joke to her. I made it through lunch, but I’m happy my little side-boob incident happened in front of a friend rather than a stranger.


Day 2 (Tuesday):
Today, I discovered a genius hack for girls who don’t like to wear bras: wear a vest over your shirt. Boom. Instant over-the-clothes bra… sort of. I cannot tell you how happy I was about this. No one could see my antennas poking out, and it was pretty fashionable. I went to a music store with my boyfriend, which was fun because I was able to drool over the guitars and even play a few.


After that, we went to the park to play around. I went on a swing, and the weirdest thing happened: as my BF was pushing me, I felt all this pressure from the wind on my unprotected boobs, and it actually kind of hurt. Maybe next time they write playground rules, they should advise people to wear a bra on a swing! After that, I went home, took off my vest, and let my boobs rest for the day.


Day 3 (Wednesday):
I had a meeting with the manager of a location I’m looking to film at, so I felt like I had to wear a blazer over my shirt to be professional. You definitely couldn’t tell I was braless with the extra layer. I wanted to make a good impression on the guy, and I just felt like having my nipples scream at him during the meeting wouldn’t have been great. Good news: the meeting went well and I secured the location to film! Braless Cheyenne: one point.

It was definitely awkward to do something so professional and important without a bra on. I know that boobs are just a part of your body and shouldn’t be as sexualized as they are, but I still felt like doing that without a bra was weird. The rest of my day was pretty boring – I went home, worked a bit, and decided that this whole braless thing wasn’t that bad.


Day 4 (Thursday): 
Today was the day I realized that this braless thing might actually be pretty bad. That’s because I decided to go for a run, sans bra. My warmup walk went well… and then I began jogging and immediately had to stop. It felt like my boobs were punching me in the waist. I didn’t even know they could move that much! I tried to run slower to see if I could get through the uncomfortable feeling, but I had to stop after five minutes. I’ve always worn a sports bra to keep my boobs from being too sweaty – I never realized how much they actually support my chest!


I had to return home, sad after my nonexistent run, and decided to do some Wii Fit instead. This went better because it was yoga and strength, so it wasn’t as much bouncing or moving around. I felt kind of depressed about not being able to run without a bra.


Day 5 (Friday):
Want to keep people from staring at your boobs? Here’s what you shouldn’t do: wear a giant t-shirt with Aziz Ansari’s face smack dab in the middle of your boobs. Which is what I did today. Why did I wear it? I don’t know. I thought that his face and the fact that it was baggy would keep people from noticing my free boobs. I wanted to avoid the attention because I was going to improv, where I would be in a crowded theater. It didn’t really work. Everyone was staring at my shirt and complimenting me. On the bright side, I think it was baggy enough to make it impossible to tell I wasn’t wearing a bra.


When I went into the dressing room to change, I realized I was in a little trouble. I had to bare my boobs in front of everyone! I warned my lady friends that I wasn’t wearing a bra and went for it – it’s just boobs, right? It was still a little uncomfortable for me to change in front of everyone, but no one really cared. When I told them about Operation Free Boobs, they all said they wish they could have done the same. Why can’t they?! Women shouldn’t have to wear bras if they don’t want to! Maybe that’s the lesson for this week.


Day 6 (Saturday):
Alert! Alert! Alert! Today was super uncomfortable. I wore a tight black tank top because I felt like I had been hiding under baggy shirts all week. It was a big mistake. My boyfriend and I went to Malibu to grab something to eat. As I was ordering my food, I felt foreign eyes on me. Well, not on me… on my chest. I watched the cashier blatantly stare at my chest, which was one of the grossest feelings ever. I just wanted to order my food and leave, so I crossed my arms over my chest, ordered, and walked away.

I get it, my nipples were out – but come on! You don’t have to stare and make a girl feel uncomfortable like that! As someone who is already a little uncomfortable about showing off a lot of skin, I was really excited to go home and put on something that covered me up.


Day 7 (Sunday):
Ahhhh, my last day being a braless goddess. After my bad experience the day before, I was excited to be done with the challenge. But after giving it some thought, I realized I didn’t want to give that creepy guy the satisfaction of ruining my experiment. If I want to go braless, it’s my choice, and that doesn’t give people the right to stare at me like that. I put on a top I was scared to wear before, because it would be obvious that I wasn’t wearing a bra. I decided I didn’t care, and it was actually the most comfortable I had felt in a while. I actually think I looked better in it without a bra, because the bra tends to show through it.


I went to the grocery store and left with no weird stares, but I felt like I didn’t really care either way. I got Chinese food, and watched Netflix braless – and was totally happy.

Conclusion: Overall, I think this week was very successful. I was pretty self-conscious at the beginning of the week, trying to hide the fact that I wasn’t wearing a bra. After the little incident on Saturday, I really didn’t care if people knew I wasn’t wearing a bra. How is it any of their business anyway? Why should this piece of fabric be put on my already tiny titties that need some freedom in their life, you know? I wish I had this attitude a little bit earlier on in the week, but I feel like this attitude is going to keep with me for the rest of my life.

If I feel like wearing a bra, cool, I’ll do it. If I don’t feel like wearing a bra, then I’m not going to do it. They’re my boobs, and I can do whatever I want with them. If I want to wear a vest instead of a bra, I will! If I want to wear a black tank top and don’t feel like putting on a bra that day, done and done! If I want to go to school without a shirt or bra on, so be it! Ok, too far? You get the point.

Got anything you’d like me to try for a week? Tell me in the comments!

Want more Cheyenne? You can check her out on Gurl’s YouTube channel – here’s her latest video to get you started!


Here’s what happens when you go a whole week without procrastinating

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  • anjali

    It is very essential that one should use sports bra for practising any form of exercises. Sports bra not only absorb most of the sweat that we produce during exertion out of cardio exercises but also keeps the breasts from not loosing its proper shape and form and keeps them protected in case of severe external injury.

  • Andy Paez

    I West to college withoUT a bra a couple of times and found out girls are most likely to look, like straight to ur books and it was so uncomfortable because I felt like I was being judged or something just because my nipple poked through my tshirt. I’m a cup and hate bras cuz they r uncomfortable

  • Toshley

    I feel kind of bad for women who feel that they need to wear a bra. It should be a personal choice of comfort, not something you do because of what other people will think of you, so good on you for being brave enough to try it. The more women like you there are out there, the more women will start to realize that it’s ok to be comfortable with their bodies.

    Personally, as a guy I really don’t see the big deal if a woman goes braless, even if she is poking through her shirt. Everybody has nipples, and I feel that the only reason that men stare is because women make such a huge deal about keeping 100% covered all the time. It’s not something we see often in North America, so it tends to grab our attention a bit more. If you go to more open-minded countries like France, you see braless women everywhere, and topless women on the beach, and the guys barely even notice.

    I will say though, feeling self-conscious when someone looks at you is a problem that you need to get over, not blame the person who is checking you out for doing something that comes naturally to every human being. I catch women staring at my arms, chest, crotch, ass and pretty much every other part of me on a regular basis, but you won’t see me getting offended and calling them creepy perverts. People have the right to look at other people and think what they will, it’s up to you to be confident enough with your body that it shouldn’t matter.

    That being said, if a person takes it to far and starts to make lewd or suggestive comments, it’s again up to you to tell them politely that those types of comments aren’t appreciated and make you feel uncomfortable. Don’t try to shame them or yell at them, because odds are they think they’re paying you a compliment, and people tend to get defensive and ignore you when you are rude to them in return. If you try to help them understand how you feel however, you’d be surprised how often they’ll apologize.

    • FairLady

      I like what you’ve said about feeling confident about your body and not being offended when people check you out. I like to think that I will be an inspiration to other women to go bra-less like I am doing. Men looking at my breasts is something I take as a compliment. Maybe I should have been born in France! I think my breasts are beautiful so if others do too, why would I be offended? I love how they stand at attention and jiggle just a little under my tops. My husband loves that I feel so much sexier now.