Would You Wear It: Buttoned Up

Would You Wear It: Buttoned Up

Happy Saturday ladies, and welcome to the weekend. I have a pantry clean-out planned and hope to catch up on my ironing. All my cashmere got washed so it needs to be ironed and de-pilled before I put it away. I lead such a glamorous life:)

It’s time for would you wear it with my friend Pam. Each week we share a photo of a mannequin we’ve come across and ask our readers if they would wear what it’s wearing. We do this to foster conversation in the comments, and to better understand your style goals.

I also love to read how you might style the garments to make them work for you.

So tell me ladies, would you wear this outfit?

Are the pieces of this outfit something you would wear and how would you style them to work for you?

Here is a closeup of some details to consider.

Please remember to keep your comments constructive so everyone can benefit.

I will be back tomorrow to share my thoughts on this look and some styling considerations that come to mind.

Now here are some of the weekend sale updates:

Ann Taylor – 40% off full-priced merchandise and 60% off sale with the code BEST2020

Banana Republic – 40% off regular price and an extra 60 off sale, no code needed.

Talbots – their famous Red Hanger sale is in full swing with up to 70% off markdowns with the code WOW

J.Crew – 30% off plus an extra 40% off sale with the code LONGWKND.

Touches Of Leopard

J.Jill – extra 50% off all sale styles

Pottery Barn – up to 40% off and free shipping with the code REFRESH

Loft – 40% off full-price styles with the code NEED

Now let’s go to Over 50 Feeling 40 and see what Pam’s mannequin is wearing.

Thanks for reading ladies and remember to wear it makes you feel confident.

This post may contain affiliate links which won’t change your price but will share some commission.


  1. Diane
    January 20, 2020 / 2:58 am

    I would not wear this outfit as styled. I like the jacket and top but would replace the jeans with either dark wash denim or black jeans. the boots are fine, I would probably add some accessories.

  2. Starla
    January 19, 2020 / 7:53 am

    The jacket and top are very refined and I would wear them. I would not wear the jeans daily but would save them for those 1970 theme parties! They would be a lot of fun in the right setting!

  3. Lois Williams
    January 18, 2020 / 7:18 pm

    Buttons on the jacket could they really be that uneven or just an optical illusion? I think the buttons on the jeans fight with them too.
    Yes for me if the jacket’s buttons are ok, yes on the pink top but no on the jeans with it. I am into light colored, flared jeans, just bought a pair at Talbots, but not the insert; live the booties.

  4. Joanna
    January 18, 2020 / 4:21 pm

    The jacket is very cute. I like how it emphasizes one’s waist and yes, I would wear it buttoned. I love fushia so the top would be coming home with me. The jeans are a big NO. I don’t like faded jeans Nor the inset flare. I would wear the top & jacket with a pair of black slim leg dress pants or straight dark wash jeans.

  5. Kathy
    January 18, 2020 / 3:53 pm

    I didn’t like pants that buttoned up in the front in the 60’s or 70’s, and I still won’t wear them today! I visited an upscale department store the other day and was astounded by the return of all of these 60’s and 70’s bohemian style looks. I have no wish to return to those days. I wore those styles enthusiastically as a much younger woman, but now I fear they would only make me look rather ridiculous. That being said, I do like the jacket, but I avoid double breasted styles because I am already ample of bosom. I would definitely consider it in a different style–maybe moto. I like the pop of pink! No to bell bottom pants, too! I love my skinnies because they are a flattering look for me. I won’t go back to bell bottoms and no one can make me! LOL!

    • Brenda Starcher
      January 18, 2020 / 3:59 pm

      I couldn’t wear the jacket , since it’s double breasted and I have a large bust. I love the color so something in the same color with one button might work for me. I wouldn’t wear those jeans with the insert in the leg. If they didn’t have that, I’d wear them. I’d have to wear a different colored top. Probably blue. Love the pointed toe shoes though.

  6. Joan
    January 18, 2020 / 12:16 pm

    Definitely not the outfit for me! First of all, I agree with others who said that the top half conveys a more polished look while the bottom half is sloppy. The jeans would never be in my wardrobe!! I like dark wash jeans that give a polished look. Don’t like faded, wrinkled, holes, etc. in any garment. As for the jacked, I had a similar jacket a few years ago. I am specifically referring to the double-breast and the pointy hemline. Since I typically wear my jackets unbuttoned, a double-breasted jacket doesn’t look at good when open. Also I prefer a longer-length straight hem on my jackets to cover tummy/hip region.

    On another note, how did you “de-pill” your sweaters?

  7. Becky
    January 18, 2020 / 11:06 am

    I would wear the jacket & the pink top but not the jeans. The jacket has a nice cut to show off the waistline & is classic with a twist. The pink top is a flattering color for me, but I wouldn’t wear the sleeves down over my hands. I don’t care for the faded worn jean look & the darker inset just doesn’t appeal to me. I like the boots.

  8. Lydia
    January 18, 2020 / 10:51 am

    Looks pretty good to me, except for: change the buttons to a shiny black – leaving off the top two. Right now, buttons look mis-placed. Love the pink(?) top and believe it or not, made the same jeans when I was a ‘sweet young thing’. Seriously…..black skinnies would now be my choice.

  9. beth byrd
    January 18, 2020 / 10:32 am

    I love the jeans … they are totally retro and I think they are great.

    I like the fabric of the jacket, but don’t care for the style. I’d like it much better if it were just a short jacket — and I don’t like how the buttons don’t line up.

    The bright pink shirt underneath adds a wonderful splash of color.

    This is such a fun outfit!

    January 18, 2020 / 10:27 am

    Jennifer I absolutely love this look! The jacket the jeans the blouse can all go with other items dress, slacks tee shirt. Love love love!

  11. Peggy
    January 18, 2020 / 10:21 am

    Am I seeing fringe, buttons and pockets on the jacket?
    That’s too much stuff! The shape of the jacket is cute. Be careful about where the buttons hit on the body. The jeans are too 1960s hippie. I would go with a dark wash straight jean. The pop of color is usually a good
    Idea but here it is too much of a contrast. Maybe a blue?

  12. Eileen
    January 18, 2020 / 9:58 am

    I like the waist emphasis ( similar to Balenciaga), the shoes are ok, I’m tired of jeans, a real leather trouser could be interesting instead.

  13. Cheri
    January 18, 2020 / 9:07 am

    The jacket is really cute and I love gray with hot pink, but I don’t like it with these jeans. I personally could not wear the jacket because I’m too “busty” and don’t like to draw attention to that fact! If I could wear it, I would pair it with black pants or black jeans.

  14. Susan
    January 18, 2020 / 8:25 am

    I like the style of the jacket-but I might take the top buttons off all together. Most of the Chanel look jackets are so boxy they never look good on me. This one might. No to the jeans. Didn’t love the look in the 70’s, still don’t love it now! I’d do black straight leg pants with it. The boots are OK but they don’t look comfortable! Maybe a block heel pump instead. That would make the whole outfit classic looking…

  15. Rejane
    January 18, 2020 / 8:09 am

    Everything but the jeans NO NO !!

  16. Jeri Ray
    January 18, 2020 / 8:00 am

    I’m not a fan of the shape of the jacket. The double breasted buttons make it look uncomfortable. If I did wear a jacket similar in color, I’d pick a black or very dark washed jean. I would probably pick a different color shirt, too. I would either go neutral or a blue-toned red.

  17. Elaine @ Following Augustine
    January 18, 2020 / 7:54 am

    Oh my goodness! The jeans look like they came right out of my 1970s closet and I’m not sure I want to go there again! I would definitely try the jacket on, but with a darker wash narrower jean. The bright pink isn’t the best colour for me, especially close to my face, so I would probably try the top in a different colour.

  18. Griselle CC
    January 18, 2020 / 7:53 am

    I like the blazer but not the jeans.

  19. Cathy Cunningham
    January 18, 2020 / 7:51 am

    Love the jacket and the magenta shell. I would wear the tops with black or grey bottoms.

  20. Dawn
    January 18, 2020 / 7:36 am

    I like the jacket, but not with gold buttons. I’d wear straight leg jeans with it. “Been there, done that” with jeans like these. The top gives a pop of color, but the boots would be a no.

  21. - Vicki Mikola Dack
    January 18, 2020 / 7:32 am

    Like the top and jacket combination! Would prefer a much darker shade of jeans without the kick pleat design in the leg. The distressed look makes me feel like a pile of garbage. Would rather feel good than bad.

  22. Ann
    January 18, 2020 / 7:17 am

    I love it! I love the dressy and casual mixed! But I would wear straight-leg jeans with it.

  23. Barbara K
    January 18, 2020 / 7:12 am

    I wouldn’t wear either the jacket or the jeans. The jacket is too fitted across the midriff, which is where I carry extra weight. So something tight there doesn’t work for me. I don’t like extremely flared jeans either. I don’t mind a slight flare, but not what is shown on the mannequin.

  24. Deb
    January 18, 2020 / 7:11 am

    Would wear the top, jacket & bottles but with black pants or straight leg jeans.

  25. Eleni
    January 18, 2020 / 7:02 am

    I love the jacket and would definitely wear it buttoned up – if I could – unfortunately my middle does not always cooperate, if the shoulders fit perfectly. I would wear it with straight leg jeans. Am so happy that they are making a comeback.

  26. Chris
    January 18, 2020 / 6:58 am

    I love this look!! Mixing traditional dressy tops with jeans says creative, youthful, on trend, and fun.

  27. MRSBEN2
    January 18, 2020 / 6:57 am

    The pink T a definite yes whereas as much as I love blazers/jackets a no to it for myself. Reasons being; prefer a sleeve cap that is more rounded. As to the lapels, the type/width/roll and the fact they are trimmed would only accentuate my broad shoulder width. In relationship to the bust line do not care for the positioning of its buttons plus being a single closure; keeping them visually aligned would be a challenge. (As in the photo they look a little wonky.) As for its pocket flaps I feel they draw the eye to the hip ‘n waistline area which I do not need nor does its ‘asymmetrical cut’ define classic in its true aspect which I prefer, since IMHO it will not have the same longevity as if it were conventional. In respect to the jeans shall pass on them as well since ‘been there and done that’ when in my teens and recall even then, button/shank type flies were a nuisance. In respect to the elongated pointed toe boots another no as already passé in Europe (who are ahead of our North American trends) so would currently not invest in such. -Brenda-

  28. Scarlett
    January 18, 2020 / 6:53 am

    I love the jacket but unfortunately, I wouldn’t wear it. I’m petite with a large bust so double-breasted jackets just draw attention to the girls. I also like the pink top with the jacket. Gives it a pop! The jeans are a firm no fir me. I’m a classic style dresser so I’d choose a dark wash, straight leg jean to complete the outfit with black block-heeled boots.

  29. Phyllis Hughes
    January 18, 2020 / 6:52 am

    I would Change the jeans for a straight leg dark wash . The jeans look like something I wouldn’t wear even in the seventies. Didn’t like them then and don’t like them now. I love the jacket but would have to try it on to see how it would look with my large bust. I love that the waistline buttons really nip in the waist, but I have to be careful with double breasted clothing. I might be able to remove the upper buttons if they are not functional. Love the pink top and the boots.

  30. Diana
    January 18, 2020 / 6:39 am

    Yes! Love it! Where can I find this jacket?

  31. Donna
    January 18, 2020 / 6:36 am

    I like the jacket and the top, but those jeans!!! Lol wore them in the 70’s not Doing that again!

    Personally I don’t like button front jeans in any style and definitely not with this blazer, too many shines buttons.

    I like the cut of the blazer and the black trim. I like the pop of colour with the hot pink t shirt. I would give this combo a try with black dress pants or skinny jeans. That would be more my style!

  32. Rose
    January 18, 2020 / 6:29 am

    Yes I would wear this outfit for sure. I might trade out the jeans for a darker wash and skinny jeans.

  33. Laurie
    January 18, 2020 / 6:26 am

    This is a great modern look! I would like to have lunch with the woman who could pull this off! It says fun, modern, and hip. I could totally wear the jacket and top but I really look better in darker jeans. Personally, I really like the look of classic style mixed with BoHo style.

  34. Mary Manners
    January 18, 2020 / 6:23 am

    I love this whole look! I love jeans with interesting details and I like dressing jeans up with a blazer or a blingy bomber jacker. The pointy toe boots are great but I just can’t wear pointy toe anythings any more. I’d go with a more rounded toe and shorter heel for comfort.

  35. jmp
    January 18, 2020 / 6:22 am

    Cute outfit! I would like to take off the pocket flaps on the jacket so it wouldn’t accentuate my hips and I would choose a darker denim or black pants. The pink tee is a great pop of color.

  36. Donna Nance
    January 18, 2020 / 6:21 am

    Mixed messages with this outfit. I like the jacket but not sure how it would look on me…prob not good…ha! I prefer my jeans dark wash with no embellishments. Yes to the hot pink top!

  37. Janet
    January 18, 2020 / 6:19 am

    I might change the pink top to a different color, maybe green, but otherwise I wouldn’t change a thing. I like the contrast of the dressy jacket with the jeans and I love all the buttons.

  38. Jen
    January 18, 2020 / 6:12 am

    I love this look. I would wear all of it except the boots. That jacket is lovely. It’s like a 1980s Chanel. Love.

  39. Lezlie Davis
    January 18, 2020 / 6:04 am

    I love this jacket … I may need this! Please share where it is from. I like the pink top with it. I don’t like the jeans with it but would probably pair black slim leg pants.

  40. Diane B
    January 18, 2020 / 6:01 am

    I cannot get over the top buttons that don’t line up. I would prefer the flap pockets not be there as well. I would add a necklace in the V area as well. As mentioned, the jeans bring back memories of alterations we did in high school, so would wear a dark straight leg pair, which are my go to lately. I am eagerly awaiting your opinion tomorrow.

    • beth byrd
      January 18, 2020 / 10:27 am

      Oh I am so glad you said something about those buttons. I noticed right away that they didn’t line up!!!

    • Brenda
      January 18, 2020 / 3:57 pm

      I couldn’t wear the jacket , since it’s double breasted and I have a large bust. I love the color so something in the same color with one button might work for me. I wouldn’t wear those jeans with the insert in the leg. If they didn’t have that, I’d wear them. I’d have to wear a different colored top. Probably blue. Love the pointed toe shoes though.

  41. M Kay Havelka
    January 18, 2020 / 5:36 am

    Yes to the jacket, no to the jeans! I like the pop of hot pink top with the jacket but would definitely wear dark wash jeans or slacks. I don’t wear faded jeans and they don’t seem to coordinate with this chic jacket! The booties are too pointed for my feet but I like them.

  42. Lori Stewart
    January 18, 2020 / 5:31 am

    Like most people here I like all the pieces, just not together. :). I would put a darker wash straight jean with a finished hem together. Of course, although I like the jacket, I think it would look better on me is a single-breasted or regular jacket instead of a double-breasted jacket. I would definitely have to try it on. I like that it really defines the waist, something that I lost after I turned 50!

  43. Virginia
    January 18, 2020 / 5:23 am

    No to the jeans with that jacket. I like the jacket except the double breasted buttons. I would pair that jacket & top with black jeans. The faded jeans look I would wear with a white shirt. Do you really iron your cashmere???

    • Jennifer
      January 18, 2020 / 6:10 am

      Yes, I always steam iron my cashmere.

  44. Frances09
    January 18, 2020 / 5:14 am

    Overall, I like this look. I would definitely wear this (and have worn looks just like this!) but would make a few changes. I wear a lot of jeans but I always try to look polished in them. I like the contrast of the dressiness of the jacket With the faded jeans. In fact. I have worn distressed jeans with a jacket like this. The boots are cute and I like the pointy toe. I do not personally like double breasted jackets because I feel they are too limiting because on me I have to wear them buttoned up or else they look sloppy, and I usually wear an open jacket. I also feel like the set of buttons right at breast level draws attention to my chest, so I generally avoid them. But I do love the fringe and details on this jacket, I have always been a fan of Coco Chanel as a designer and this jacket screams Chanel!

  45. Linda GR
    January 18, 2020 / 5:02 am

    I’d wear this look with the exception of the Jean’s. I like the style, but not the faded, patched vibe I get from them. I’d pair the jacket and top with a similar cut Jean in a medium to dark wash. I’d switch the very pointed toed bootie for one with a rounded or squared toe.

  46. Ellen
    January 18, 2020 / 5:01 am

    On first glance, I love the outfit.
    Applying it to my very own body, though, would not work for these reasons:
    1. Double breasted jackets do not work for me who is already very clearly double breasted.
    2. The jacket is too short to hide my stomach pooch.
    3. The jeans may be a little too trendy for me. I certainly never dreamed that a trend from high school would come back to taunt me that trendiness is no longer acceptable for me, except in very very small doses.

  47. Sharon
    January 18, 2020 / 4:59 am

    Love this jacket. Where is it from?

  48. Linda V
    January 18, 2020 / 4:58 am

    I just love this outfit! I love the jacket so Chanel! and the jeans are cute! I love the different fabric along the side and the slight bell bottom effect. I read the other comments and I understand. The Chanel style jacket does not really go with the pants. Putting these two items together is very unexpected and I think very modern.

  49. Maureen
    January 18, 2020 / 4:58 am

    I would! With jeans, but not those jeans. Gosh! I used to do that to my jeans back in high school! (70’s). Boy what goes around, comes around!

  50. Lori
    January 18, 2020 / 4:53 am

    I like the jacket but would not wear it. I don’t care for double-breasted styles. I would never wear the jeans. As a teen in the 70s, we used to DIY that to our jeans to make bigger bell-bottoms. I prefer darker wash, classy jeans.

  51. Linda
    January 18, 2020 / 4:48 am

    I like how the jacket nips in at the waist, but I do not like the double-breasted style. I have never liked where the extra top buttons sit, and I am ‘breasty’ enough LOL! The jeans remind me of the 70s when plain pants were made to be bell-bottoms—not going back. The only thing I would wear is the pink top.

  52. MP
    January 18, 2020 / 4:46 am

    I would wear this with a few alterations. The jacket is cute but I would change the buttons to black. I like the way the buttons accentuate your waist. I would change the tshirt to navy or black. The jeans are not for me. I don’t like the boot cut side vents. I prefer dark wash straight leg, and I like pointy black boots.

  53. Yvonne
    January 18, 2020 / 4:40 am

    I really like the blazer and the top, but would switch out the jeans for wide leg black trousers or a dark denim, straight leg jean. I’m a rectangle shape and the blazer would give me an illusion of a waist.

  54. Elaine
    January 18, 2020 / 4:34 am


    I agree with Cindy. The pieces just don’t compliment each other well!!!

    Would not choose to wear this outfit….

    • Mary Ann
      January 18, 2020 / 12:56 pm

      I agree! Top ok w different bottom. Bottoms ok w more casual top.

  55. Susan McClelland
    January 18, 2020 / 4:26 am

    I really like the grey jacket with the pink top with slim pants or skinny jeans and add a short necklace with a bit of bling and earrings. The jacket is double-breasted which doesn’t always work for me – I would definitely have to try it on. The The jeans on the mannequin made me laugh – reminds me of high school in the 70s (you got extra points if you cut up an old pair of jeans and added the insert yourself).

    • Donna
      January 18, 2020 / 6:30 am

      You made me laugh! I was thinking the same thing about the jeans!

      • Ann Perez
        January 18, 2020 / 8:13 am

        my thoughts exactly! been there, done that way back in the 70’s! but I love the jacket

      • Susan Bartlett
        January 18, 2020 / 12:11 pm

        I think the jacket is really cute. I think it’s fine to wear with jeans, but of a more refined style. I’ve tried on these Coco styles and want to love them, but they just don’t work for me. I think it’s the fringe that doesn’t work with my style profile or the shorter length, as I’m rather tall and long waisted. I think this jacket would be super cute on petite women.

      • Brenda
        January 18, 2020 / 3:58 pm

        I couldn’t wear the jacket , since it’s double breasted and I have a large bust. I love the color so something in the same color with one button might work for me. I wouldn’t wear those jeans with the insert in the leg. If they didn’t have that, I’d wear them. I’d have to wear a different colored top. Probably blue. Love the pointed toe shoes though.

  56. Texan
    January 18, 2020 / 4:10 am

    I like the jacket and top. I can see using the jacket, dressed up for work as well. Not sure that I’d buy or wear the jeans though.

  57. Nyla
    January 18, 2020 / 4:06 am

    Yes! I would wear it! I really like the jacket.

  58. Cindy
    January 18, 2020 / 3:18 am

    This outfit feels a bit too random for me, like none of the pieces relate.
    I’m not a fan of the very faded, flared jeans. I do like the color of the top & would wear it with a darker jean.

  59. Paulette Levy
    January 18, 2020 / 3:17 am

    Good morning Jennifer! I really like this look from the jacket which nips in at the waist (I need this) all the way to the pointed toe bootie. Love it. Jeans are my go to look for day to day living and the jacket and bright pop of color in the tee or light sweater-either works for me. The deep pink brightens it up!

  60. Pamela Lutrell
    January 18, 2020 / 3:16 am

    I would not wear the top of the mannequin with the bottom. I love the jacket and the top but would style with a darker (unwrinkled) jean! The top of this mannequin to me says classic, chic, creative, polished and the bottom communicates relaxed, creative, bohemian, so I would not wear them together. It appears to be two different women. I would try on that jacket, pink top and boot! They go with my style adjectives.

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