Fall staples + how to get hats to stay on your head

black grey brown fall outfit FS

J.Brand jeans in “vanity” sz 24, Bobeau drape cardigan sz XSP
BP booties (older style), Talbots tee (similar one I love), Hinge wool hat (similar)

I sometimes hear pairing brown with black (also navy with black) as a “don’t” and can’t imagine why! I think the two work together harmoniously, which inspired this outfit comprised of four of my favorite neutrals.

How to get hats to stay on your head bobby pins

This outfit prompted me to also share a little tip I’ve been using to keep hats secure on your head! After having one too many gusts of wind leave me chasing after a hat, I came up with these super easy hairpin loops made of thin elastic. Simple sew two (one near each ear) pieces of elastic by hand into the interior of a hat band, and use them as loops to secure bobby pins to. If needs be, seal the cut edges of the elastic with clear nail polish to prevent fraying. I am slowly in the process of adding these to all my hats, especially the lightweight ones from summer!

black jeans grey sweater fall outfit

Black skinny jeans are high up on my fall/winter staples list, as they’re so flattering especially with booties. This J.Brand pair is an old favorite of mine…. It’s a high-waisted style that fully covers my lower belly, which some may be averse to but in my older age I love how it holds everything in and flattens that area. The material of these in “vanity” is a substantial-weight denim (please note that I’ve found materials to be quite varied based on the color code, even within the same style from the same brand). Color is a regular black, not as jet black as these photos depict.

black jeans grey sweater fall outfit2

black jeans grey sweater fall outfit1

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  1. Jessica wrote:

    As an artist, I can only shake my head at people who think you can’t mix black, brown, and navy. They’re all neutrals, which means they go with anything.

    Posted 7.16.20 Reply
  2. Tweety7721 wrote:

    @Jean: Love the outfit. I just got the Bobeau cardigan in mink that you have and it leaves a whole bunch of fuzz on the shirts I wear underneath..needed to lint roller it off. So if I wear it, I think I won't be able to take it off unless I'm changing for the day. Do you have that problem?

    Posted 3.9.16 Reply
  3. Lex R wrote:

    How clever! I'm going to have to try this with my "fancy" winter hats!

    Posted 11.10.15 Reply
  4. Minau wrote:

    Great look!

    Posted 11.1.15 Reply
  5. JB wrote:

    Hi Jean, for your Bobeau cardigan, how do you wash it? Do you just hang dry and how does it come out?

    Posted 10.31.15 Reply
  6. Just Sublime !

    I like it very much 🙂 !

    Thank You,


    Posted 10.30.15 Reply
  7. Debra wrote:

    Wonderful advice Jean! I have such a small head. Child sized. Seriously! So finding hats to fit is near impossible. Except for vintage hats. Lovely post doll!!

    Stylewise by Debra

    Posted 10.30.15 Reply
  8. This look is perfect. Young, fresh and chic as I like. Congrats, you're fine and the hat is magnificent. 🙂

    Posted 10.30.15 Reply
  9. Duyen Cao wrote:

    Hi Jean! How far above your ankle do you get your jeans hemmed for those you wear with ankle boots? I've been eyeing some bloggers to guesstimate but just wanted to get another opinion before I take them to be hemmed.

    Posted 10.30.15 Reply
  10. Thanks for sharing this amazing hat trick, it's going to be so useful for me 🙂 I also love wearing brown accessories with black and vice versa.

    Dolce Petite

    Posted 10.30.15 Reply
  11. such a cute post and love the hat. That trick so would've been helpful when I was in Chicago!

    Bombshell approved
    Your glam guide for being a bombshell Boys and Bombshells

    Posted 10.30.15 Reply
  12. Midori wrote:

    perfect timing on the hat hack, I was just angsting about past flyaway hat situations yesterday haha

    Posted 10.29.15 Reply
  13. Noemi wrote:

    I love the ideas! Trying the hat trick tomorrow for Uni <3 x

    Posted 10.29.15 Reply
  14. Thank you so much for this hat tip! I think it could be useful here in Chicago hahaha
    And about neutrals, I totally agree. It's sooooo OK to pair them up together! 🙂
    Love it! You are the cutest

    Posted 10.29.15 Reply
  15. Thank you for this! I have a sun hat that I love to wear in the summer but have been wearing less and less due to annoyance with the wind pulling it off my head constantly. When I wear it I pretty much constantly have to have a hand on the brim holding it on–annoying. I'm definitely going to be trying this bobby pin idea!

    lifestyle by joules

    Posted 10.29.15 Reply
  16. This is such an easy idea, but I've never thought of it! Thanks for sharing!

    xx, Diane || http://www.dizined.com

    Posted 10.29.15 Reply
  17. Joyce Pak wrote:

    What a smart tip! Will definitely be using it 🙂

    Characters & Carry-ons

    Posted 10.29.15 Reply
  18. Love your idea on the hairpin loops to keep hats secure on the head, very clever!


    Posted 10.29.15 Reply
  19. Unknown wrote:

    I love this look! I'm always skeptical about mixing black and brown, but you did it brilliantly.
    A cool crystal necklace would also look really nice here.

    Posted 10.29.15 Reply
  20. I LOVE your outfits, thanks so much for sharing them! I was wondering if your hair is permed or curled with an iron – looks amazing!!

    Posted 10.29.15 Reply
  21. Trang Do wrote:

    Love your outfit!! Nice hat!!
    Love from http://www.trangscorner.com {a lifestyle, fashion, beauty, and food blog}

    Posted 10.29.15 Reply
  22. Great tip!!! Thanks for sharing it!
    In love with your outfit. I am also looking for a hat but it is usually too big for me (except at the child's section). Definately need to go to H&M;!

    Petite and So What

    Posted 10.29.15 Reply
  23. Love the Bobeau fleece on you, and really want one! Would you say the sleeves are shorter on this one versus the non fuzzy or same?

    Posted 10.29.15 Reply
  24. Sasa Zoe wrote:

    So awesome! I have to try this<3

    Shall We Sasa

    Posted 10.29.15 Reply
  25. What a great idea on the hat! I will have to give this a try.


    Hope to see your Thursday for TBT Fashion link up.

    Posted 10.28.15 Reply
  26. Diana wrote:

    Great tip for hats.

    || D I A N A ||

    Posted 10.28.15 Reply
  27. Linda wrote:

    Thanks for the tip on hats – an easy fix that I also will start using for my summer hats!


    Posted 10.28.15 Reply
  28. Margaret wrote:

    I use hat elastics made for hats. They work with small hats too. I got mine on etsy. I think it's an easier and more secure solution than this and no sewing at all. Just make holes into the sweat band of the hat with a sewing needle and thread the elastic through. The elastic goes behind your ears and your hair covers it. Search up "hat elastic" on etsy and get ones that blend to your hair color.

    Posted 10.28.15 Reply
  29. So simple yet chic!
    Abbie E.

    Posted 10.28.15 Reply
  30. Anonymous wrote:

    What a great idea!

    Posted 10.28.15 Reply
  31. This is the cutest outfit! Great inspiration.


    Posted 10.28.15 Reply
  32. Keri H wrote:

    Agreed, I adore this color combination. Lately, I have been so into pairing black with camel brown. Who needs rules?! Haha

    Enclothed Cognition

    Posted 10.28.15 Reply
  33. This is a really great idea! I am in constant struggle when I am wearing a hat! Your tip is a life safer! Thanks so much for sharing!


    Posted 10.28.15 Reply
  34. Unknown wrote:

    I love your sweater. Would you mind to tell me where you bought it? I am very short and I found a lot of sweaters like this one are to long for me.

    Posted 10.28.15 Reply

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