Boyfriend Jeans: Work & Weekend

boyfriend jeans, striped loafers

Incorporating a bit of menswear flair into your wardrobe while maintaining your feminine style can be tricky, but it’s not impossible.

Boyfriend jeans are insanely comfortable and so easy to wear, but it’s essential to find your most flattering fit! While I do have a few pairs of very loose, tattered boyfriend jeans, they are reserved for the least stylish of occasions. (Moving day, for example.) When I want to sport a fashion-forward pair of boyfriend jeans for everyday wear, I like to wear a slimmer style to keep a polished appearance.

boyfriend jeans casual friday outfit

I found these slim-fit boyfriend jeans at Old Navy and I was absolutely smitten! Slightly distressed, a wear-with-everything wash, and that perfect loose-but-not-baggy fit. I’ll take two, please! (Especially at the $34 price point!)

When I’m styling boyfriend jeans, I’m all about the lengthy layers to elongate my look. For a workday outfit, I chose a long silk blouse, a hit-at-the-hip sweater, a pendant necklace, and heels to add some height. Casual Friday at it’s finest!

slim boyfriend jeans

For weekend wear, I styled the same outfit with the cutest pair of striped slippers. Without having the added height from my leopard print heels, I wore my cross body bucket bag on the longest buckle to lengthen my look. Tricks of the trade!

knit sweater, long silk blouse, boyfriend jeans, leopard pumps

leather bucket bag

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What’s your take on boyfriend jeans? How do you like to wear them?

Shop The Post

Old Navy Honeycomb Sweater
J.Crew Long Silk Top (similar here & here)
Old Navy Boyfriend Jeans
J.Crew Leopard Pumps
Old Navy Striped Loafers
Julie Vos Necklace
Old Navy Bucket Bag (similar here & here)
Old Sunglasses (similar here)

Lydia Hudgens Photography

A special Thank You to Old Navy for partnering on this post!

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Leave a Comment


  1. 2.17.15

    I looove these! I’ve been looking for a pair. Old Navy is def on their fashion game. I popped in the Chelsea location a few days ago on my way back fm work and saw soo many cute things. I need to go back when I have more time. Thanks for the bf jean inspo <3


  2. 2.17.15
    Nicole said:

    I just ordered these jeans last night!! Love them!


  3. 2.17.15
    Natali said:

    Beautiful and comfy outfit, works perfectly with both pairs of shoes!

  4. 2.17.15
    Jessica said:

    I love that sweater! This look is so cute and affordable!


  5. 2.17.15

    Both of these looks are so great. Gotta love denim for $34! I really like your suggestion to elongate your look with the longer bag to compensate for the flats. I will remember this tip!

    Ellen | A Pop of Pink

  6. 2.17.15
    Ujjaini said:
  7. 2.17.15

    Cute look! I love the slippers!

    Her Heartland Soul

  8. 2.17.15
    Meagan said:

    Very cute looks! Both are adorable!

  9. 2.17.15

    Super cute comfy outfit!

    Madison Martine

  10. 2.17.15

    Great outfit and thank you for some boyfriend jeans tips! I don’t own a pair yet but soon… 🙂


  11. 2.17.15
    Alexandra said:

    I adore your sweater! Very pretty.

    Warm Regards,

  12. 2.17.15
    Alecz said:

    This outfit is so cute. I love those jeans on you. They’re a great mix of causal and chic. The striped shoes are so perfect, too!

  13. 2.17.15
    Ella said:

    Slim-fit boyfriend jeans?! Yay! I’ve never owned a pair of boyfriend jeans – I think they look great on other people but the bagginess/lack of structure tends to just make my looks look big.

  14. 2.17.15
    Rose said:

    Ahh, I love how chic and effortless this outfit looks! Love the boyfriend jeans, and the sweater with the shirt underneath looks perfect.

  15. 2.17.15
    Jeanne said:

    Very cool flats and bag!

  16. 2.17.15

    Love the not-so-baggy look of these boyfriend jeans!

    Liz @

  17. 2.17.15

    I love the striped slippers and the color of the top. Happy Tuesday 🙂

  18. 2.17.15

    LOVE the slim boy jeans from Madewell. They’re so much more flattering than the saggy butt ones.

  19. 2.17.15

    I’ve always loved their Rockstar Jeans so I’ll definitely be trying these!


  20. 2.17.15
    Lauren said:

    I’ve been so hesitant to try boyfriend jeans for myself, but I really love the different ways you styled yours!


  21. 2.17.15

    Love this look!
    it looks very good on you


  22. 2.17.15
    Dana said:

    Love the idea of a slimmer boyfriend jean! You rock them, and I love how a great pair of shoes can really transform the look!

    Pink Champagne Problems

  23. 2.17.15
    Chioma said:

    i love this look! i’ve been hunting around for some good boyfriend jeans and these just may be it for now 🙂

    C’s Evolution of Style

  24. 2.17.15

    Love the shades! Old Navy always seems to have the best finds + have really stepped up their game lately. I have a few pairs of their skinny jeans but definitely need to invest in a good BF jean – these are perfect!

  25. 2.18.15
    Lindsay said:

    Love how you styled the boyfriend jeans!! The shoes really change the look!

  26. 2.18.15

    Old Navy really does the best denim! LOVE this pair on you!

    Cathy, your Poor Little It Girl

  27. 2.18.15
    Salima said:

    Sadly for me, I still have yet to find the perfect pair of boyfriend jeans. The last pair I tried, they made my butt look saggy lol. I would rock mine with pointed toe pumps and a loose t shirt half tucked.

  28. 2.18.15
    Belinda said:

    loving the way you play around with boyfriend jeans.
    Looking really good.

  29. 2.18.15
    Helô said:

    Wow, amazing looks!
    Loved the tips and the outfits! My favorite is the one with the animal print flats!

    Helô, from Vestido do dia

  30. 2.18.15

    I like to wear boyfriend jeans every single chance I get! I love how versatile they are!!
    Love this look and always love old navy clothes!
    xoxo, Julia