September 17, 2014 - Easy Outfits, I Feel Pretty, Style

Fall Transitional Style | Gray Jeans

Do you have a pair of gray jeans yet?  If not, now is a great time to pick up a pair.  When I did my shopping “scouting mission” for the Fall Style Me Pretty Challenge recently, gray jeans were front and center for fall in just about every store.

I already had a pair but couldn’t help picking up another pair of my favorite ankle jeans.  Remember last week when I said I got them in four different colors?  These gray clean cuffed skinny ankle jeans are quickly making their way to the top of my list of favorite fall items.

Gray jeans are incredibly versatile.  Here are five easy ideas for pairing them up this fall.


I’ll be featuring each of these ways throughout the fall starting with today’s transitional look pairing gray jeans with jewel tones.  When I saw this peacock blue tunic, I knew it would go great with these jeans.  It’s a very simple outfit that works for so many things.  If ankle boots aren’t your thing, swap them out for a pair of leopard print flats.









[Shirt:  Same/Jeans:  Same/Necklace:  Same/Bracelets:  Same/Watch:  Same/Tote:  Same/Ankle Boots:  Similar]

It’s Your Turn:  How are you pairing up your gray jeans for fall?  Tell me in the comments.


I’m thrilled to be sharing fall fashion tips in the October issue of Redbook on newsstands now.


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  • Love this look and your booties are so cute. Gray jeans are a staple for me as well, I wear mine all the time,


    • How do you like to style your gray jeans? 🙂

  • I love my gray jeans too-they are so versatile & a nice change to regular denim! I love your booties-so cute! Thanks again for hosting:)
    Marta, xo

    • I completely agree Marta! It’s always nice to change from the regular denim. 😉

  • Saxon

    Love your look! Those booties are to DIE for! Can’t wait to style my gray jeans.

    • They are too cute, I couldn’t resist! Please share photos of your styled gray jeans!

  • First of all, I bought grey jeans this year and LOVE them! Great advice for pairing them with tops! And it is so cool that you’re in Redbook!!! Congrats girl! That’s fabulous!!

    • Thank you Shay! I’ve been so excited about this! Love love grey jeans!

  • LOVE that color combo! I just tossed my gray cords, they were starting to look worn. I need gray jeans!

    • Time for some shopping Jo-Lynne!! 😉

  • I just found a pair of grey jeans after trying quite a few different pairs. I think they are perfect for fall! And that’s so awesome about being in Redbook!

    • I’m so glad grey jeans are an option at stores! What do you like to style your grey jeans with?

  • Thank you for these ideas! I have gray jeans and I always pair black with them. I will try the jewel tones and plaids next time! Susan

    • You’re welcome Susan. I can’t wait to post the other ways to wear gray jeans!

  • I’m on a mission for perfect fitting gray jeans! Love how you styled yours with the jewel tone top! Those booties are super cute! Congrats on your feature in Redbook!


    • Thanks Jill! They are practically in every store. Enjoy a day out finding the perfect gray jeans for you!

  • I’m so glad you did a post on gray jeans. I’ve been contemplating getting a pair and now I know I NEED to get a pair. And those shoes! Love them! I’m in middle of hunting for a pair of peep toe booties. I already ordered two pairs. Thanks for giving me another option! ~Cynthia

    • You will love the gray jeans. Which two pairs of peep toe booties have you already purchased? Can’t wait to see it on your blog!

  • Toni Turton

    YAY!!!! Last week after your post on the Ann Taylor Ankle Jeans, I went to the Ann Taylor Loft store near me and bought the same jeans!!! Like you, I bought 4 pair and ordered one online. I loved the zippers and bought two of the cuffed style, one of them being the same gray that you are showing!! Woo-Hoo!!!! You’re right….they not only fit great, but are soft and extremely flattering!!! Now, I am not as thin, long legged or young as you….in fact, I am probably a decade older, shorter and they still looked great!! Super flattering!!! I’m so glad you posted these!

    • Toni Turton

      PSSSS. Did I mention they were on SALE?!?! Yes, on sale for $39.50 from $69.50!!!

    • I’m so glad you got them Toni!! Enjoy your jeans, especially since they were on sale. I’ll be showing more ways to show the gray jeans this fall.

  • These grey jeans look fabulous on you. Who knew Ann Taylor had jeans?

    Congrats again on the Redbook feature. Brilliant!


    • Thanks Suzanne! They have some gorgeous pieces that are in my closer that I enjoy!

  • Amy Ann

    Those booties are amazing!!

    xo, Amy Ann
    The Real Arnolds

    • The booties are so comfy too!

  • LOVE gray jeans- I have a few pairs and still think I need more. 😉 Love those awesome booties, too! Happy Wednesday!


    • Happy Wednesday. Thank you sweet friend. You can never have enough jeans! 😉

  • Ahhhh! I don’t have a pair of gray jeans yet, but they are definitely on my radar now. I love the color of that shirt and those heels are fabulous!
    xo, Whitney and Blaire
    Peaches In A Pod

    • Gray jeans are a must-have! You will LOVE them!

  • Congrats on your feature. I have my copy but haven’t had a chance to read through it yet. Great jeans and I am totally drooling over those booties – they really make the outfit.

    BTW, I am hosting my weekly link up tomorrow and hope you will join me.


    • Thanks Alice. So glad you have a copy! Let me know what you think after reading through it. Great shoes make any outfit. 😉

  • Grey jeans are a must for Fall – plus those booties are over pretty!!! Congrats on your Red Book feature Alison!!


  • I would love my hands on a gray skinny jeans! Thats been so elusive to me of late..Love how you paired this easy and yet to chic! And hurray for the Redbook feature! You deserve to be in almost all the fashion mags Alison, you are THAT awesome!!

    • You are beyond sweet. Thank you!! Grab yourself a pair of gray skinny jeans. You won’t regret it. 😉

  • I love grey but I always feel like grey jeans are such a drab but you pulled it off well! I love your heels!! FANTASTIC!! 🙂

    • Thanks Riva. Keep a look out for more ways to wear gray jeans!

  • this momma needs some gray jeans!!!

    • Time to go shopping Shaunacey!

  • I don’t have a pair of gray jeans. I better start looking – sounds like I’m going to need them for the fall challenge ;). Love how you paired yours with the booties. Congrats on the Redbook feature!

    • Thanks Lana. You will be loving the gray jeans this Fall! Great change from the regular denim.

  • I don’t have gray jeans…yet. I have a wish list going for fall: gray skinnies, a blazer, a skinny leapord belt, and a wine colored bag are on my list so far. Which leads me to my next thought…I have a post idea! Handbags for fall! 😉

    • Oooh I love your wish list for fall! I can’t wait to see the post!

  • I’ve been MIA for a while but I absolutely LOVE the redesign! It looks so fresh and clean. I’ve had a pair of gray jeans for a few seasons now and they’re an absolute staple. They’re a nice change from your typical black or blue denim and they go with EVERYTHING!

    • Thanks for coming back to see the redesign. I agree with you, gray jeans go with everything! 🙂 🙂

  • Love this outfit! I have a pair of gray jeans, but I need a new pair. I’ll be sure to check out these!

    • It’s always nice to have a new pair of gray jeans! It would be a great back up. 😉

  • I got lucky and found a great pair of grey jeans on clearance at the end of season at Target for only $3.99! I love them and wear them all the time.

    • $3.99! That’s a great price! So glad you love them.

  • I need to pick up a copy of Redbook – so exciting. Love how you styled the gray jeans!

    • Redbook magazine is amazing! You’ll love it!

  • Gray jeans are definitely on my “to buy” list. It’s so miserably hot here that I haven’t been motivated to go try them on but I definitely want a pair!

    • I hope the weather changes soon. I’ve been hearing a lot about how hot it is! I would be miserable too! Once it cools down, gray jeans will be perfect!

  • Great tips! I’m loving your outfit, and those shoes are really cute! I saw you in Redbook too. CONGRATS…xo!


    • Thanks Whitney! Glad you grabbed a copy!

  • Ok those ankle booties are serious badass. And gray skinnies are on my wishlist as well.

    Alex – Funky Jungle

    • Thanks Alex. I love wearing them! You will LOVE your gray skinnies once you get them on!

  • Kim

    Luckily I already have a pair of skinny gray jeans I bought last year from Old Navy. To be honest I probably only wore them a few times, because I wasn’t sure what to match them with. My grey jeans are kind of medium grey, definitely not dark. Thanks for giving some ideas on how to style these and I look forward to getting more ideas on pairing these gray jeans for fall. I don’t personally own any jewel toned tops, so I definitely will be looking for those!!

    Quick question, I wanted to buy a blazer last year, but didn’t. What color blazer should I get that would go with most everything? Keep in mind, as a SAHM I rarely wear anything other than jeans, but I do have jeans in gray, white, coral/strawberry, royal blue, olive, wine/burgandy, black, and teal and of course in denim.

    Thank you Allison!!

    • Hi Kim! I wear my navy blazer with colored denim a lot but have found that a camel or cream colored one is really versatile too with gray, blue and black denim. You have an amazing array of colored denim!

  • Congrats on the feature, Alison! You deserve it!! 🙂

    I love your gray jeans! I have a pair of bootcut gray jeans but I think I need to add a straight leg pair to my collection now that I’ve seen you style them so beautifully.

    xo Always, Abby

    • That is so sweet of you! Thanks Abby. You will really enjoy having a straight leg pair of jeans, they are a classic look and fits so comfortably!

  • I want a lighter gray pair! I still haven’t found the ones yet. Maybe this is the year 🙂

    • With all of the gray jeans I’ve been seeing at stores, I think this year will be the year that you’ll find the lighter gray pair Kara. 😉

  • REDBOOK? What?!? Alison! That is sooooooooooooo cool! CONGRATULATIONS FRIEND!!!!!!

    • Thank you! I get so excited when I pass a Redbook magazine, pinch me!!

  • Congrats on Redbook! That is super cool. And love your gray jeans and booties. Out of all of the jeans I own, I do not have a gray pair. How could that be?

    • What!? A great reason to go out and shop for one, Tracy!

  • Oh man, those booties are awesome! And those pants fit you perfectly! AND your hair is gorgeous! 🙂
    Thanks so much for hosting!

    • Thank you, thank, you, and thank you sweet friend!

  • Thanks for these pairing ideas for grey jeans..I have a pair that I love but don’t wear enough. The booties are gorgeous!

    • I’m happy that you have pairing ideas for your gray jeans! Please share pictures!

  • Judy H.

    I love that color of tunic with your gray jeans. I am (almost) 5’3″ and 107 lbs. I cannot find jeans like yours to fit, even at the Loft. The hips in the jeans are just too big. Do you think that a tunic could be worn with straight leg jeans? I found a pair of those in gray that FIT!

    • Hi Judy! Yes, I think it could be worn with straight leg jeans too. That would look cute with a pair of flats!

  • Grey jeans are on my AW14 wishlist Alison! I love your boots too! Many congratulations on your magazine feature! Thats awesome! Ax

    • Thank you! They gray jeans are a must-have. Can’t wait to see you wearing them on your blog!

  • Alison, I love the color combo grey soft pink, so I like pairing it with a top from that color family. It is just so flattering and looks cute at the same time. Love your look, you are so pretty 🙂


    • The color combo is beautiful! It’s so feminine and well paired together! 🙂

  • Erin Baker

    I finally checked out Loft jeans after seeing your last few posts featuring them, and I am so happy I did! The modern skinny ankle jeans are absolutely perfect in every way! I will definitely be purchasing more! Love your style, love your blog!

    • Yay Erin. I’m thrilled you were able to check out Loft jeans! They are well worth the purchase. The modern skinny ankle jeans will go a long way during the upcoming seasons!!

  • Your booties are on point!!!!! LOVE, LOVE LOVE them and searching everywhere for

    Thrifting Diva

  • Debbie

    Hi Alison! Love this look. Just bought myself a pair of gray jeans thanks to you! Would you happen to know off-hand what color nail polish you are wearing on your toes in this post? Thanks so much!

    • Glad you were inspired by the gray jeans, Debbie! Yes, the nail polish is Sinful Colors Enchanted. It’s perfect for fall!

      • Debbie

        Thank you! Btw….looking forward to the Fall Style Me Pretty Challenge!