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Ask CF: How Do I Style a Leather Bomber Jacket?


Ask cf leather bomber jacket header
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Welcome to the latest edition of Ask CF! Every few weeks, we select a reader fashion question and answer it here on the site. Do you have a specific fashion question for us? Scroll to the bottom of this post to learn how to send it our way!

Ask CF Question

Dear CF,

I have this really cool bomber-style brown leather jacket (slightly oversized) that I can’t figure out how to wear. Can you help? I really need some outfit ideas. I hate that it is just put away in my closet! Thanks :)


Needing Inspiration

Our Response

Dear Needing Inspiration,

Thank you for your question! I particularly love these types of questions because we all have those pieces in our closet that we adore, but can’t quite figure out how to style. And since my BFFs and I own a brown leather bomber jacket together (Sisterhood of the Traveling Pants-style!), I have found some fun ways to wear this item from my own experience.

Below, I’ve created three looks featuring a faux leather bomber jacket to help get your creative juices flowing. I tried to create looks that were a little more unexpected to push the boundaries. However, I also love to pair a leather bomber jacket with jeans, a sweater or tee, and boots for more casual and easy look.

And for those of you who own different colors or even different styles of (faux) leather jackets (moto, blazer, cropped, etc.), each of these looks was created to work with most styles. I hope you find them helpful and inspirational. And hopefully you can finally pull that jacket out of the depths of your closet and let it receive the attention it deserves!



Outfit #1

Ask cf leather bomber jacket pants
Product Information: Ring, Top,  Jacket, Necklace, Shoes, Sunglasses, Pants

Okay, okay I know: Aviators with a leather bomber jacket might be a little cliché, but I couldn’t help myself (nor could I let Tom Cruise down). To keep this look from feeling too Top Gun, add a modern twist by mixing prints with floral print pants and a striped peplum top. A statement necklace and cocktail ring add another fun dimension to the look. Lastly, slip on some black penny loafers, throw on your bomber jacket, and get ready to fly (or walk/ride/drive) in style!

Outfit #2

Ask cf leather bomber jacket dres
Product Information: Jacket, Dress, Beanie, Necklace, Bag, Shoes

This next look incorporates a fab long-sleeve maxi dress that’s perfect for winter and early spring. To allow the true essence of this dress to take center stage, only add on a few accessories. I love the idea of pairing emerald green with the look and this necklace is perfect. Additionally, beanies have been wildly popular lately and I think one would look great paired with the jacket and dress. Finish up the look with a black cross-body bag and ankle boots.

Outfit #3

Ask cf leather bomber jacket shorts
Product Information: JacketShirtEarringsTightsShortsShoes

For this last look, I wanted to create an outfit using denim shorts and tights. These acid wash shorts fit the bill perfectly – they’re edgy, fun, and would look great with a bomber jacket. Here at CF, we are huge Harry Potter fans, so when I found this shirt, I knew I had to work it into a look. Finally, complete this ensemble with some sparkly chandelier earrings, your trusty leather bomber jacket, and some cool faux-snakeskin high-tops.

Do you have a fashion question? Send it our way!

Is there something in your closet that you can’t seem to figure out how to wear? Do you have an event coming up and need an outfit idea? Do you have a specific fashion conundrum you need help with?

If you have a question you want to see answered in this column, just send it on over via email to askcf  @ and one day you might see your question answered right here on the site!

Please note: We get A LOT of email and unfortunately we will not be able to respond to every single question. However, we will read through each question and then decide which ones will be most helpful to the most readers. Thank you for your understanding.

What do you think?

Do you own a leather bomber jacket? How would you style it? What do you think of these outfits? Which one is your favorite? Please let us know what you think by leaving a comment below!

Posted on on January 27, 2013 / Filed Under: Fashion Tips / Tags: , , , , , , , , , , ,

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19 Responses to “Ask CF: How Do I Style a Leather Bomber Jacket?”

  1. 1
    January 27th, 2013 at 4:49 pm

    Love the third!

  2. 2
    January 27th, 2013 at 5:30 pm

    Great ideas! Love the mixed prints in the first outfit :)

  3. 3
    January 27th, 2013 at 5:52 pm

    I love mixing prints (doing it right now) but I would never wear Outfit #1. No offense, but walking around on a college campus in that would make people wonder if you got dressed in the dark. I think the pants are statement enough without adding the mix of prints into it.

  4. 4
    January 27th, 2013 at 6:25 pm

    yeah i agree usually print on print is a risky choice! i think the brown bomber would look nice with red skinny pants, brown combat boots or black and a black or white crew neck shirt that just one idea

  5. 5
    January 27th, 2013 at 7:23 pm

    Hoping we’ll have more posts like this, since Polyvore has removed their ask section :( the prints in option 1 are a little too bold to be paired together, as stated in previous comments, but if the pant pattern was a smaller, abstract floral, it would be a much more interesting outfit, without looking like you were crazy. I’m also not sure of the cut of the shirt with the pants in outfit 1…
    Love the third unfit though, it looks exactly like something I would wear!

  6. 6
    January 27th, 2013 at 7:24 pm

    I like the third outfit, but I think the first two are for real risk-takers. I wouldn’t wear them, but some people can really pull it off. So…yeah. But I agree with Truth Teller, I would pair it with some red jeans and a shirt, like what they suggested. Or, you could wear it with some dark wash jeans and a graphic t-shirt.

  7. 7
    January 27th, 2013 at 9:51 pm

    I agree with the previous two posters in that their option to pair it with would go over a lot better than the options in this post. Generally I am inspired by the posts on here and wonder how I can make my outfits look more stylish…but I live in WILLIAMSBURG and I think the majority of these pieces together would not even fly here, so good luck elsewhere!

  8. 8
    January 27th, 2013 at 11:40 pm

    I love the third one.
    I personally don’t like the first two outfits, but that’s just me. ^_^

  9. 9
    January 28th, 2013 at 12:06 am

    LOVE the Harry Potter look! So cute!

  10. 10
    January 28th, 2013 at 2:28 am

    Love these variation of looks! <3 The printed pants in the first outfit is amazing!

  11. 11
    January 28th, 2013 at 9:10 am


  12. 12
    January 28th, 2013 at 10:18 am

    The first two outfits are a little much for me. If I don’t know how to style a particular thing, I think I’d like to know the safer options first! That said, I do like the third.

  13. 13
    January 28th, 2013 at 1:19 pm

    Love the Hogwarts shirt, but the link isn’t working. Does anyone know who actually sells the shirt?

  14. 14
    January 28th, 2013 at 1:41 pm

    I have a black jacket very similar to that one, and had the exact same problem. Thanks for all the cute ideas! I especially like outfit #3.

    @Jen: The shirt is on

  15. 15
    January 28th, 2013 at 2:19 pm

    Jen – The link is working fine when I’m trying it. Are you getting some kind of error message? Please let me know so I can troubleshoot it!

  16. 16
    January 28th, 2013 at 5:50 pm

    Thank you so much for this article! I bought a brown leather bomber jacket last season and have not had any idea what to wear it with. The third outfit is perfect and I’m gonna try it this weekend! You’re the best CF! xx

  17. 17
    February 6th, 2013 at 2:23 am

    I wear my leather jacket with pretty much everything I own. :/ The only times I’ll default to another one are if the weather isn’t suitable and if the jacket throws something off (shirt and jacket hit at the same spot thus screwing up proportion, &c.). It’s one of those items you can wear in so many different ways–cute, spunky, edgy, cool, &c.

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