How To Dress Up Boyfriend Jeans

Boyfriend jeans aren’t new or particularly trendy, but they play into the more relaxed styles that are popular right now, so I’m styling a pair of modern boyfriend jeans for a spring date night.

wearing: 7 For All Mankind boyfriend jeans (LOFT option/Amazon option) // Caslon t-shirt // Blank NYC drape front jacket // Jeffrey Campbell sandals // Halogen earrings // similar pendant // Yurman bracelet

What keeps these boyfriend jeans looking modern is the higher rise and the light wash. And because they don’t have much distressing, they’re easy to dress up or down.

They come with a cuffed hem, and I like them that way. The inseam with the cuff is 25.5″ long, which is the perfect crop length for my 5’5″ frame. You could roll them again, if you need them shorter, or you could wear them un-cuffed if you prefer — they are not sewn like that.

These jeans run true to size, and you can find them at Nordstrom, Bloomingdale’s, and Zappo’s. They were on sale for a while, but unfortunately, I can only find them full-price at the moment.

For lower priced options, LOFT has a similar pair, or you could also do this look with the Daily Ritual girlfriend jeans. I have the bleach wash.

I’ve showed these boyfriend jeans a few times already with casual t-shirts and sneakers or flat sandals, so I styled them for this post with a faux suede drape front jacket and block heel slides for a fun date night look.

These slides are a great value for Jeffrey Campbell. Unfortunately, my blush color sold out, but they come in white, blue, and a fun lavender.

These harken back to the jelly sandals that were a passing trend in the 80s — yep, that’s trending again! What goes around comes around! And they have the square toe and minimalist design that is also on trend at the moment.

Because they’re not leather, they’re under $50, and they’re actually really comfortable and flattering on the foot. They only come in whole sizes, so I went with my usual size 8 (I often need a 7.5 in slides) and they fit perfectly.

I’ve had this drape front faux suede jacket for a while. It’s a great little completer piece for those in-between seasons. In fact, I styled it for fall with skinny jeans and my P448 sneakers.

This jacket is currently 40% off and still fully stocked in this versatile chateau grey, plus it comes in black as well as pink and peach. I always size up in BlankNYC jackets, so I have this in the medium.

I just layered it over a simple white tee — the rounded v-neck is flattering, but you could do a v-neck or crewneck — whatever you happen to have! And I just wore a simple pendant along with teardrop earrings to complete the look.

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photos: Alison Cornell

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10 thoughts on “How To Dress Up Boyfriend Jeans

  1. Hi. Can you explain the difference between boyfriend jeans and girlfriend jeans? They look the same to me 🙂

  2. I have been eyeing that faux suede front drape jacket for a while….. 40% off is a great deal! Love this look: casual chic!

  3. Love this look on you. Its so classy and put together. I never did know the difference between boyfriend and girl friend jeans either. Thanks for answering the lady before. I have similar ones I’ve had for a few years from LOFT and I would say they would fit under girlfriend.

  4. I looked at Amazon and read the reviews. Lots of useful info re fit on various body types. I can pretty much rely on you for fit because we are built nearly identically. So length on you is what I will get. I was surprised that despite the reviews that said they were available for significantly less than the current price of $39.90, that is half (more or less) than Loft. All this being said, the reviews essentially reveal something I’ve found common on Amazon, that different washes are cut and fit differently. Things I liked are that cuffs are not sewn and they seem best suited for curvy ladies who have a waist smaller than their hips. I added to my Amazon wish list!

  5. Do you know the difference between the Carlson T and The Madewell T. The appear to be the same price just didn’t know if you prefer one over the other?

  6. Simple, but nice outfit! I’m bummed that the shoes are sold out as I’ve been looking for a square toe in a neutral shade. I’ve been on the hunt for some shorter tees to go with my higher-waisted jeans and because I’m short-waisted, the shorter ones look better on me. White House Black Market has a great “high rise tee” right now. I happened to catch them on sale and bought black and white. They are boxy, but I like that look and the bit of “swing” in the fit.

  7. You look terrific in this outfit. It would be really helpful for me (us) if you show your best suggestions for front tucking.

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