10 Rules for Wearing Boyfriend Jeans You Should Follow

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I’ve been wearing boyfriend jeans for years. They’re my favorite way to stay comfortable and casual, but they do have a few rules.

I’ve learned these rules over time and they’ll help you wear your boyfriend’s jeans in the most flattering way possible.

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1. Make sure they aren’t too big.

how to wear boyfriend Jeans
Make sure they aren’t too big.

When it comes to boyfriend jeans, size matters. The right fit is everything and can make or break the look. If your boyfriend’s jeans are too big, they will make you look sloppy and weigh you down—not a good look!

But if they’re too tight, they will restrict your movement and be uncomfortable.

Here are some tips on how to find the perfect pair:

Make sure they aren’t too big! You want them snug enough that you can move around freely without feeling constricted (or like an elephant with its legs caught in the mud).

They should feel like good-fitting trousers rather than looser-fitting jeans—no baggy knees here!

For this reason, I would advise against going for a straight skinny cut as it doesn’t allow for roominess around the calves which can lead to bunching up at the ankles (and not in a cute way).

The best types of fits for me were boot cuts or flares because there was more room in the thighs but still fitted through my hips so that I didn’t end up looking “boxy.”


2. Roll up the cuffs.

how to wear boyfriend Jeans
Roll up the cuffs.

Okay, so this is a pretty obvious one. But it’s important to show you that rolling up your jeans is a process and not an afterthought.

This is especially true if you want to wear boyfriend jeans, since they are meant to be worn with rolled-up cuffs in the first place.

You should roll them up just past your ankle. I

f you want to show off some shoes, keep going!

If you want to show off some socks (I mean, who doesn’t?), roll them down a bit more—just enough so that when you put on shoes with heels or platforms, there isn’t too much fabric flapping around.


3. Tuck in your shirt.

how to wear boyfriend Jeans
Tuck in your shirt.

This may seem obvious, but believe us: it’s not.

Boyfriend jeans are meant to be worn loose—so as not to have a pair of tight jeans that are too short on you.

However, if you want to wear them with heels or boots and show off some ankle (and make sure your pants don’t fall down), then the ideal length is just above the ankle bone.

If they’re too long and end up hitting the floor when you walk, take them to a tailor and get him/her to hem them up for you so they’re at least mid-calf length.


4. Don’t be afraid of ripped jeans.

how to wear boyfriend Jeans
Don’t be afraid of ripped jeans.

If you’re worried about looking too “try-hard,” don’t! Ripped jeans are a great way to add a little edge to your look without making it feel too trendy or overdone.

The key is knowing how to wear them, which means going for subtle hints at first and then slowly building up intensity as you get more comfortable with the style.

I recommend starting with one small rip on each leg just above the knee—this will give them an edgy vibe without being overwhelming in any way; it also helps keep the eye focused on your shoes or whatever else you choose to pair them with (like heels or a T-shirt).


5. Choose the right shoes — and socks!

You want your shoes to match the jeans you’re wearing.

how to wear boyfriend Jeans
Choose the right shoes — and socks!

The rule of thumb is that they should be at least as much of a statement as your pants, but not more so.

For example, if you’re wearing black skinny jeans and a white top, then it makes sense for your shoes to be black too.

But if you’re going for something more on the casual side (e.g., colored distressed boyfriend jeans), then brown or tan would be better choices than black or white.

Wear socks! This one may sound obvious but I can assure you that many people don’t abide by this rule and end up looking like hobos in their denim sets because their ankles are exposed through the holes in their shoes (or simply bare).

If nothing else, make sure that when you look down at yourself from above that there aren’t any gaps between your pants and socks — this will give an unfinished look to both items of clothing which is never good when trying to pull off anything stylish or original!


6. Dress them up with heels.

how to wear boyfriend Jeans
Dress them up with heels.

Heels are a great way to dress up boyfriend jeans and make them look more high-fashion, but it’s important that you have the right heel height for your pants.

If you’re wearing a regular pair of low-rise boyfriend jeans, then you can probably get away with almost any kind of shoe (or even no shoes at all!).

But if you have higher-waisted or tapered fit denim, then it might be best to stick with kitten heels or low wedge sandals so that they don’t take up too much real estate in your outfit.

And remember: if these are going to be your go-to casual pant for the season (and beyond), make sure they’re comfortable!


7. Get the perfect fit.

When you’re shopping for boyfriend jeans, it’s important to get the right size. If they are too big or too small, they won’t look good on you. And if they are too tight or loose? Well, that goes without saying.

how to wear boyfriend Jeans
Get the perfect fit.

Here’s what you need to know about sizing your boyfriend’s jeans:

Get them in a size that fits snugly but doesn’t restrict movement or breathing (unless of course that’s what you’re going for).

Remember: Jeans should fit close enough around the hips and thighs so that no skin shows through when sitting down — no matter how many times you sit up straight! You may have heard this before but it really does apply here: Your pants should never be able to pass as leggings because then people will think they’re “tight” and therefore not acceptable to wear outside of yoga class (or whatever).

Don’t get them too tight either — unless maybe you’re planning on wearing some form-fitting shorts underneath them (in which case, go ahead!).

how to wear boyfriend Jeans

If your jeans don’t provide enough room at the waistband then try a different size until one fits comfortably all around. The right amount of give means less stress on your backside while still looking stylishly fitted throughout most body parts except maybe those areas where things tend not shrink due to lard intake every night before bedtime!

And now onto some general rules when shopping for men’s jeans specifically designed for women who want their legs covered up but also don’t mind showing off some ankle or foot detail from time to time during summer months especially when worn with flats during weddings ceremonies held outdoors under beautiful sunshine skies filled with blue skies full moonlight shining brightly overhead…


8. Pair them with a cool leather jacket.

how to wear boyfriend Jeans
Pair them with a cool leather jacket.

As I mentioned above, boyfriend jeans are a great way to dress down your outfit.

They’re relaxed and casual, so they will look better with a jacket that’s more dressed up. Pair them with a cool leather jacket for an effortless cool-girl vibe.

Leather jackets are great for pulling together any outfit—they’re super versatile and can work well with any color scheme or style of footwear you choose to pair them with.

If you want to go for something more casual, try pairing your boyfriend’s jeans with heels or flats; if you prefer something more dressed up, opt instead for booties or oxfords.


9. Dress them down with flats and a tee or tank.

The best way to look cool and casual is by pairing boyfriend jeans with the right shoes.

With pants this roomy, you should avoid wearing heels or sandals that are too high.

You can’t go wrong with sneakers or comfy ballet flats, but you might want to avoid dressier mules and loafers if you want to make your outfit more laid back.


10. Elevate the look with a statement coat.

how to wear boyfriend Jeans
Elevate the look with a statement coat.

A statement coat is a great way to add some drama to your outfit.

While you want it to match your jeans, don’t go overboard with a matching pair of pants or skirt—usually just one piece (either top or bottom) will suffice.

To keep things looking cool and effortless, choose a lightweight jacket that isn’t too heavy or warm.

You’ll also want one that isn’t too long—you’re not trying to be a lumberjack here!



I hope these tips have helped you find the perfect pair of boyfriend jeans and show you how to wear them.

Be sure to choose your style, because they come in so many different fits!

Whether you want something fitted or loose-fitting, there are plenty of options out there for everyone.

Remember: just because they’re called “boyfriend jeans” doesn’t mean that only guys can wear them; anyone can pull off this look if they follow the rules we mentioned above.

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