Selecting your boyfriend (jeans)

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I’ve always loved the cool, casual & comfy look of boyfriend jeans. Although, as I’m sure many of you have experienced, “boyfriend” can quickly turn into “pajama” if you’re not careful. Because of this, I’ve been particularly digging the “skinny boyfriend” that has been popping up in the spring release of many designer’s denim collections. I’ve tried a ton of these looser fitting bottoms, and have decided to share 5 tips on selecting the perfect fit for your body.

1. Length: pay close attention to where each pair of denim hits you on the legs. A good rule of thumb is right at or above the ankle bone. Is it too long? If so, try cuffing the bottom a time or two. If they don’t look great cuffed, maybe try getting them hemmed. In my opinion, cropped or cuffed styles tend to look a bit more polished and intentional, as opposed to styles that run to the floor and thus, shorten your legs.

2. Pockets: This is a big one. Take a look at your favorite pair of denim and how they fit around your tush. Do the pockets sit high? Are they longer than your bum? Are they skinny? Wide and short, maybe? Everyone knows how they want their jeans to fit, but most have a hard time articulating it. You guys, after years of working in a denim boutique, I can tell you it all comes down to the pockets location and where and how they sit on your bum. Boyfriend styles tend to sag a bit, with longer, skinnier pockets (Current Elliot, Frame Denim) or have short, wide pockets (JBrand, Rag & Bone). So spend the time to find which one flatters you the most.

3. Rise: “Mom jeans” have made a comeback and are here to stay. A lot of boyfriend denim was a low hip sag, but due to the onset of 60’s inspired styles on the runway, you now can choose. I like both options!

4. Leg: This is where the importance of a skinny leg boyfriend comes in (which is what I’m wearing in this post). I have a really hard time wearing a tighter fitting top and a really loose leg-it just isn’t the best look for me. Because of this, the skinny boyfriend has been my savior. It’s a slimmer cut through the ENTIRE leg, so you get that casual, relaxed fit without having to wear something tight on top to create shape.

5. Pairing: This may be the most important of all. More often than not, it is not the jean itself, but what it’s paired with that makes it work or flop. If you have a very relaxed style, you’ll need a much more fitted top or a belt around your waist to add some femininity (unless you’re Kate Moss, in which case, you could wear a burlap sack and still be perfection). If you’re wearing skinnier fitting boyfriends, the same holds true, however, you can add something slightly looser, as I did here, that gathers at the waist creating shape. Cropped jackets and heels always add a lengthening effect, too!

Photography by Ashley Streff

Sunnies: Melrose Trading Post (open every Sunday in the Fairfax High School parking lot!)

Necklace: Forever 21

Sweater: Forever 21 (men’s sweater)

Denim: Rag & Bone

Flats: Chloe

Clutch: Reiss

Leave a Comment


Fatima Yarie |

Love this kind of casual and comfy but still elegant sweaters! Like how easy and comfy your looks are, would wear each one exactly the same way in my everyday life.

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Chelsea |

Thank you so much, Fatima! That’s great to hear.