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Listed / 02.21.14

The Ten Best Boyfriend Jeans

Boyfriend Jeans with Benefits!

Befriend the boyfriend jean, both comfortable and comforting in slouchy chic roll-up styles that show off your casual side (not to mention your shoes!). Go for an edgy torn-knee look or a classic, tapered cut - like boyfriends themselves, the right pick is waiting for you so don’t settle for anything but the best! Scroll through to find a match made in fashion heaven...

Best Boyfriend Jeans - KUT from the Kloth Catherine Boyfriend in RoyalPin It!

The Ten Best Boyfriend Jeans

KUT from the Kloth Catherine Boyfriend in Royal, $79

Loved For: Their loose fit

Made For: Those in search of jeans under $100

Best For: Their clean cut, no-frills look and dark wash

Buy at: Zappos, Nordstrom

  • Inseam: 32in
  • Front Rise: 8in
  • Leg Opening: 14in
Price: $79Scoring Strength:
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KUT from the Kloth - Boyfriend Jeans:Buy at ZapposBuy at Nordstrom
Best Boyfriend Jeans - James Jeans Neo Beau Boyfriend JeansPin It!

The Ten Best Boyfriend Jeans

James Jeans Neo Beau Boyfriend Jeans, $180

Loved For: The brand’s high quality denim

Made For: Completing an effortlessly casual look

Best For: Their subtle shredding

Buy at: Shopbop, Amazon

  • Rise: 8in
  • Inseam: 30in
  • Leg opening: 12in
Price: $180Scoring Strength:
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James Jeans - Boyfriend Jeans:Buy at ShopbopBuy at Amazon
Best Boyfriend Jeans - BLANK DENIM Relaxed Straight LegPin It!

The Ten Best Boyfriend Jeans

BLANK DENIM Relaxed Straight Leg, $76

Loved For: Their fading and shredding

Made For: Distressed denim lovers

Best For: Being a skinny jean that is comfortable and edgy

Buy at: Piperlime, Shopbop

  • 34" inseam
  • 8 1/2" rise
  • 14" leg opening
Price: $76Scoring Strength:
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Blank Denim - Boyfriend Jeans:Buy at PiperlimeBuy at Shopbop
Best Boyfriend Jeans - Gap 1969 sexy boyfriend jeansPin It!

The Ten Best Boyfriend Jeans

Gap 1969 sexy boyfriend jeans, $70

Loved For: Their classic, clean and tapered look

Made For: Slouchy, comfortable, daily wear

Best For: Those who prefer a low rise

Buy at: Gap

  • Fit: relaxed through the hip and thigh
  • Leg opening: slim and tapered
Price: $70Scoring Strength:
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GAP - Boyfriend Jeans:Buy at Gap
Best Boyfriend Jeans - rag & bone/JEAN Boyfriend JeansPin It!

The Ten Best Boyfriend Jeans

rag & bone/JEAN Boyfriend Jeans, $242

Loved For: Their tattered and torn look

Made For: Those who prefer a heavily worn-in look

Best For: Their antique finish

Buy at: Bloomingdale's, Nordstrom

  • 29" inseam
  • 13" leg opening
  • 9" front rise
Price: $242Scoring Strength:
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Rag & Bone/Jean - Boyfriend Jeans:Buy at Bloomingdale'sBuy at Nordstrom
Best Boyfriend Jeans - Goldsign Mr. Right Ripped JeanPin It!

The Ten Best Boyfriend Jeans

Goldsign Mr. Right Ripped Jean, $278

Loved For: Their rolled-down or rolled-up style

Made For: Pairing with pumps

Best For: Having character thanks to bleach spots and holes

Buy at: Shopbop, Singer 22

  • Approx. 9.5" rise
  • Approx. 33" inseam
  • 16" leg opening
Price: $278Scoring Strength:
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Goldsign - Boyfriend Jeans:Buy at ShopbopBuy at Singer 22
Best Boyfriend Jeans - Current/Elliott Loved Destroy BoyfriendPin It!

The Ten Best Boyfriend Jeans

Current/Elliott Loved Destroy Boyfriend, $206

Loved For: Their subtle distressing

Made For: Ordering one size down

Best For: Comfortable, daily wear

Buy at: Bloomingdale's, Shopbop

  • 11" rise, 22" inseam, 14" leg opening
  • Style runs large
Price: $206Scoring Strength:
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Current/Elliot - Boyfriend Jeans:Buy at Bloomingdale'sBuy at Shopbop
Best Boyfriend Jeans - Denim & Supply Oceanside Boyfriend JeanPin It!

The Ten Best Boyfriend Jeans

Denim & Supply Oceanside Boyfriend Jean, $125

Loved For: Being effortlessly chic

Made For: The urban cowgirl

Best For: Their edgy, frayed, torn-up style

Buy at: Macy’s, Ralph Lauren

  • 28" inseam
  • Cow leather trim
Price: $125Scoring Strength:
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Denim & Supply - Boyfriend Jeans:Buy at Macy’sBuy at Ralph Lauren
Best Boyfriend Jeans - Rag & Bone/JEAN The Dre Skinny Boyfriend JeansPin It!

The Ten Best Boyfriend Jeans

Rag & Bone/JEAN The Dre Skinny Boyfriend Jeans, $198

Loved For: Their thick fabric

Made For: Masters of the low-rise fit

Best For: Having a "skinnier" fitting slouch

Buy at: Shopbop, Revolve

  • Rise: 8in
  • Inseam: 30in
  • Leg opening: 11in
Price: $198Scoring Strength:
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Rag & Bone/Jean - Boyfriend Jeans:Buy at ShopbopBuy at Revolve
Best Boyfriend Jeans - Citizens of Humanity Dylan Boyfriend JeansPin It!

The Ten Best Boyfriend Jeans

Citizens of Humanity Dylan Boyfriend Jeans, $230

Loved For: Their ability to be rolled them up or down

Made For: Those in search of a jean that looks slouchy but feels stretchy

Best For: Denim lovers who like moderate distressing

Buy at: Shopbop, Nordstrom

  • Rise: 10in, Inseam: 29in, Leg opening: 14in
Price: $230Scoring Strength:
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Citizens of Humanity - Boyfriend Jeans:Buy at ShopbopBuy at Nordstrom

The Ten Best Boyfriend Jeans

Boyfriend Jeans with Benefits!

Replay Slideshow
  • Best Boyfriend Jeans - KUT from the Kloth Catherine Boyfriend in Royal
  • Best Boyfriend Jeans - James Jeans Neo Beau Boyfriend Jeans
  • Best Boyfriend Jeans - BLANK DENIM Relaxed Straight Leg
  • Best Boyfriend Jeans - Gap 1969 sexy boyfriend jeans
  • Best Boyfriend Jeans - rag & bone/JEAN Boyfriend Jeans
  • Best Boyfriend Jeans - Goldsign Mr. Right Ripped Jean
  • Best Boyfriend Jeans - Current/Elliott Loved Destroy Boyfriend
  • Best Boyfriend Jeans - Denim & Supply Oceanside Boyfriend Jean
  • Best Boyfriend Jeans - Rag & Bone/JEAN The Dre Skinny Boyfriend Jeans
  • Best Boyfriend Jeans - Citizens of Humanity Dylan Boyfriend Jeans
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