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Ankle boots look good with midi skirts as long as you are wearing matching tights

As a 5'3" (115# ) gal, most "trends" do not work because clothing is not made proportioned for petites. Love the bag! Scaled for petites!

I never gave up my knee-high boots in those 20 years when ankle boots only dominated style, because I love them with the skirts and dresses I wear a lot. I love ankle boots, too, but with trousers. I think I’m just too old to adjust to sneakers with my skirts and dresses! I feel short and frumpy in that combo. I always feel better in a two-inch or so block heel. Age 63.

My takeaway from this video: my style and wardrobe is completely outdated, but I dont care lol, I preferred almost all the "outdated" looks over the "modern" alternative

NO, NO, NO on those crazy long sleeves! I love 3/4 length, gives my arms some warmth and they never get wet when I wash my hands, not just generally bug me.

at 5'2" I get smothered in turtlenecks and heavy coats - so I need v-necks & skirts to bring some length. I also love boho 60's styles with chunky boots, long flowy dresses and cropped jackets. I cant wear all the baggy oversized sweat pants/tops so I guess I will stick to my hippie clothes!

Totally agree on ankle boots! Never felt it was a good look with the gap in between the skirt or dress and the boot. Just not at all flattering. You nailed everything in this video!

I’ve noticed on several occasions that when fashion influencers come out with lists of what is out of style and this is repeated broadly, that the next season the fashion industry starts promoting that very style. So for example, platform shoes, leggings and the dreaded three quarter length pants.

I loved the turtleneck idea. I’m sitting here watching this video wearing a chunky knit dark brown turtleneck. I have been adding browns & taupes since last year. I realized that I had no brown boots or coats, so I’ve upgraded my boot & coat collection, too. Brown is now as big of a staple in my closet as black is. I am glad to know I’m on trend :) Thanks for the video, Anna. 😊

Of course anyone can wear whatever they’re drawn to, but maybe color analysts have it somewhat right saying only us “winters” look good in black 🖤🖤🖤🖤

I like these types of videos, it’s good to keep things updated. The overall trend right now is toward simpler, better-quality pieces, I love that. Last year I could hardly find anything that didn’t have puffed sleeves, ruffles or tiers, not for me. I like feminine, but tailored, not frou-frou clothes. Restraint is back in style at last, it’s more elegant.

I'm not feeling black at all this season, I'm more charcoal or chocolate. Glad it's not only me!

You crack me up Anna ! I love the if you’re carrying your lunch AND your dinner in your bag 😂😂😂😂😂

I love to wear navy instead of black … as a fair skinned blonde woman I feel black is too harsh but navy (like brown) is more soft for me! Love your videos 🎉

I know you're not a fan of 3/4 length sleeves but women with narrow,sloping shoulders benefit from this sleeve length. If you have nice broad shoulders like most models you may not experienced it first hand. Even Christopher Hopkins says the idea is to visually broaden with styles that draw the eye Out with wide collars, boat necks and 3/4 sleeves . Also , Longer sleeves draw attention to where they land, which can look odd with a short waist & trying to disguise a tummy!

I like how you always show examples of what you mean with people of varying ethnicities and body shapes and sizes. Great vid!

Another thing for variety is to wear a shirtdress as a jacket. It is lighter weight, has interest, can have pockets to give an interesting look. The belt can be tied in back to show more of the color in front you're wearing.

the sleeve to the elbow also might be cooler in warm weather, or alternate weather where one can wear a cardigan over it. To me this is a classic sleeve length that will never be out of "style." Maybe not the "trend", but I enjoy my dresses with this sleeve length. I have loved chocolate brown for many years, a few years ago, maybe 3-4 yrs I looked everywhere for brown, and Red. but they were NOT the trend! I wish I had the energy to sew again, but even them , one can't find certain colors in the "current" fabrics, at the time red and brown, I Looked. Beware of what is Not in, and wear what YOU feel beautiful and comfortable ib.

I ❤ that brown dress with the cutouts. Really fantastic 🎉

Great tips! Love all the ideas. At 5’2 and petite all around I avoid very oversized things. I agree brown look good on someone with your coloring as black may be too harsh. I do like camels and a bit of tan Accessories but as a true winter with dark brown hair and eyes and light olive skin black looks great next to my face. Never too harsh or overpowering. Charcoal as well. Warm colors or browns with a warm undertone are saved for the bottoms or accessories. Make me look dead if near the face. All this is so dependent on what each person looks like.

I have to three summer maxi dresses that are race back style. Instead of purchasing new long sleeve maxi dresses, I style them in fall/winter with a long sleeve shirt underneath.

If you have ankle boots, just wear thicker tights/ leggings in the same color as the boots, with dresses and skirts. Gotta wear those leggings anyways under skirts in the winter, in cold climate. Problem solved, no need to buy new high boots. I think some prints are totally classic, like leopard (and maybe snakeskin, but I don't like that lol). Depends on the color of the pattern, though.

Love this type of video. I think our eyes get tired of seeing something and then we are able to see what’s wrong with it. the opposite also happens, something looks fresh bc it’s new and we want it, without thinking if it’s a good look. I think the tips you gave was on point, without being bias to current trends. I love that you show your personality with what you say out of left field, ha.

good points today Anna .. I too, am swerving black and going chocolate brown and loving the look - I think it's a little softer and I love pairing it with warm tones of taupe eye makeup. Always enjoy your take on things, even though you live in a totally different world to me here in East Anglia in England! Thank you for continuing to give us insightful thoughts on fashion!

The shorter dresses with 1/2 or 3/4 lenth sleeves is actually not bad in any of these photos. For myself I would look better in those than the longer versions. I guess your body type has as much to do with it as your personal taste.

I love these tips!! The gray blazer makes a huge difference in the look!

Anna, I LOVE that versatile handbag and think that one very well may be in my future! Very unique but classic and classy! I agree that your options overall are much improved over the X options. The combo of mixed patterns with lace and other embellished fabric look to me like the manufacturer was trying to use scraps and hoped we would buy them because it was "trendy." Another winning video! XXOO ❤️

I agree with you. Your suggestions are very helpful. Thanks for that!

I loved the turtleneck hack. Those little tweaks to my regular clothing are fun. I also love a very dark brown, but not so much the versions of that color on me.

Love the handbag-so versatile! I need the black one 🎉

Excellent video. We don't have to rid ourselves of everything. We just need to rethink some of our clothes. Like a blazer in place of cardigan. But we probably need to move on from some other things like fussy prints. I'm pretty sure I won't buy any floral prints again. I have a couple that won't date and that's enough.

Perfect! Thank you so much.

Same for me! You are making me think outside the box! I agree with the black! I'm digging gray a lot more! Spanx has a killer fray turtleneck I'm tracking down

Your videos are always inspiring, thanks! For the office, I'm into blazer-meets-expensive sweater in place of the standard cardigan right now.

Love the chocolate brown ideas!!! That dress w the cutouts is phenomenal 😍 👏 the cardigan skinny jeans was the worst on me. I looked so frumpy and didnt know why?! Now that i have found my personal style. I know better for myself.

Hi Anna, another great video 😃and I totally agree with you about the ankle boots with midi skirts, I just never got that one, I thought it was just me (and my big feet! UK size 7 US size 9ish)! I much prefer ankle boots with trousers/ jeans and I wear this look a lot. Last year my hubby got me a chestnut brown leather parker style coat, initially I wasn't sure how to wear it but this year watching your channel has given me loads of inspiration! I have some ankle boots in a similar colour and have been wearing both with jeans, grey, black, cream, blue trousers etc (love my trousers/ jeans) and I'm so pleased that straight/ bootcut legs are back as I had difficulty getting the longer length jeans (I'm a 32 inch inside leg) and leggings were impossible to find! Thank you🤗! Caroline

Love love the brown Edem Backless Maxi dress. Thanks for another insightful video. ♥

I still love black but gray is nice too and have added some dark brown things. I don't like 3/4 sleeves in winter. I always want to pull them down.

I love the versatility of the bag. It's lovely. Xoxo 💕

Great. Love the bags

I love brown too. I have some good black pieces I'm not ready to part with though, so for me, brown and black together can work. Thanks for the good info.

I got a couple of red items this fall, and I love them with brown. Black is too harsh and predictable with red and navy is too corporate, this combo was done to death during my career years, but browns with red feel a bit softer and just right. I never thought that “black goes with everything”, it just kills any color it’s adjacent to.

06:14 I've done that with my medium to lightweight turtlenecks and it works a treat ! I get better neck coverage when it's freezing cold and it looks great too 👌👍

Stellar! One of your best! Thank You

Love your ideas and they do help Me pull together outfits! You are funny too which is so cute! You have a good eye Anna! Thanks for all the inspo!!😇

These are great tips Anna! Thank you.

6:24 Genius!

I actually like the ankle boot but paired with a structured heavy skirt, like A line leather skirt or dress. With a long straight fit dress I agree on the knee boots.

Dear Ms Anna, Your videos about switching a few pieces (that may have aged a little) or as you said that " we do not feel them anymore " with some options /ideas that you give us are...sublime! So helpful! So well-thought! As Christmas approaching and money being scarce for many; chapeau! Wonderful! Thank you!!! helene :)

Love your logic, sense of humor and advice. Could be because I usually agree with your ideas. Love the grey blazer. Yes, black can seem harsh and corporate. Imho.

Great advice on the bags. I've been wearing only structured handbags for the last few years. It looks "cleaner" to add those strait, crisp lines to an outfit. Plus, the bag will look pretty sitting on the floor or wherever you sit it. It won't fall over! Love all your videos!❤

Love the soft ivory & gold you have going on in this video. Your makeup & hair also perfect blend all together. I'm loving your look 😍 I have kinda been retiring my black too and enjoying my brown's as well. I enjoy your content. I'm going to play in my closet now😂❤

When searching for an alternative to black, which can drain the look of one’s complexion, I find grey and silver alternates look better with silver jewelry. Wearing gold with it makes the outfit look off or like I’m trying too hard for a glam look. (I know a lot of people feel gold goes with everything, but for me, I just don’t.) Also, I find I don’t look that great in brown. (I have silver hair.) Taupe works better for me, but then I’m getting too much of a “beige/neutral vibe, not the less harsh “black” vibe substitute I was going for. For me, the best substitute for black has always been navy. Navy does everything positive the black look does (slimming, less harsh, doesn’t suck the color out of my skin, looks softer, looks good on everyone…there are different shades of navy, everyone has a best shade…and finally like black, looks good with either silver or gold jewelry. Just my thoughts, and I am at the stage of life where I consider trends, but ultimately wear what I like. By the way, I love your channel and I admit to being totally jealous of your long legs. But hey, one has to work with the gifts of life one is given and my spouse, my children and I are still kickin’ and while we are not gloriously wealthy, we have all our needs met, so life is good. Wish you and yours the best holiday season.

That bag is to die for! Thanks for the recommendation\!❤

I’m totally with you on the short boots with a shorter skirt. I always thought it looked stupid.

Right on time, I don't know what to wear today. I was thinking about a leopard knit dress then I noticed it's 54 degrees in l.a so then I thought of a mustard yellow hoodie and leopard flair leg stretch pants and western boots then I changed my mind and sat down to watch your video 😅 Ok I think I'll do wide leg jeans and cropped sweater instead of hoodie and stretch pants .Thank you 😊

you look stunningly beautiful in that bold red lipstick!! brown dress seems so cute too

I don’t have knee-high boots right now (or the budget for them ;) but I’ll wear black tights with my black above-ankle boots & a midi dress for a similar more streamlined look 😊

❤ loved the convertible purse!

Your videos are so enjoyable and informative. Plus I read through your comment section and you have adorable fans!

All great ideas to repurpose anything in the closet or to pause a few things in the closet. Your sense of humor cracks me up! thanks for the giggle.

I love the turtle neck idea! Thanks!!

Delighted to see tall boots shown. At the beginning of the season it seemed like they were a "no". I love them (plus they are nice and warm for winter).

I wear clothes that make me look and feel amazing. I don't follow social media and style "rules and trends". I wear chelsea boots - for me, it's about comfort. I only shop local and support women owned businesses.

Anna I love all your videos! I’ve been looking at the Luna bag for awhile and ready to buy. Did you buy the medium size? Thank you!

I love these kinds of videos! They help me make sure I’m not looking dated!

❤ that bag!

I want some nice trousers. In darker colors for the winter. And some cashmere sweater to go with them. Or a new pant suit. I haven’t bought one of those in years. I used to buy one every winter. So I will buy myself one this year. 😊

Thank you and good job!!! Love and blessings to you and yours.👍🌹💖🙏🏼🥰

I've always hated the ankle/mid-calf boot, especially with a skirt/dress where the hem line is above the shoe. Not flattering. Can't even believe this was a thing. I can't even believe you're the first to even mention it. Finally!

Omg the long dark brown maxi with cut outs🤩🤩is ur dress!

Could you please make some Christmas outfits we really need that video ❤

I agree with you about the short and the long dress do look elegent. I yet to try one on but i think i would look like i was being swollen, lol. I am a short 5 ft. Thanks for your tips

Love this multifunctional bag

Great video!

Brown has always been my best neutral and I feel it’s always had rich colors. I just think it’s finally in. Per the cardigan, if you live in cold country as I do, sacrificing the style for a fluffy fleece or Sherpa cardigan is the bomb. When I was in Phoenix, this wasn’t necessary.

I always enjoy your content. Thank you for helping me stay relevant.

And your dinner… and your dog’s toys😂

I just bought a beautiful below knee wool pencil skirt in navy and can’t wait to pair it with knee high brown suede heeled boots 🎉 Never liked the midi/ankle boot thing 🤔 I’m also loving below knee turtleneck sweater dresses right now

In the 1930s - 40s the ankle boot was taller on the calf and skimmed the top of the ankle bones. THAT looked fantastic in winter. Very feminine in bad weather when women wore only skirts.

Hi Anna. I really enjoy your videos, and learn so much about staying current. Your green maxi dress is so pretty. Have you a link for it? Thank you.

Love brown and black together...

I just saw a fitted long sleeve maxi dress at Old Navy in black, if your on a budget 😎

Love the bag! I love all you “wear this” choices. That sequins skirt! Love! Where is that from please?

Love this video. Never been a fan of floral prints.

Your makeup is gorgeous here! ❤❤❤

That lipstick looks great on you 😍

The dress at 3:20 and the one right after that. If I wasn’t so darn short, I’d already have the fabric to make them.

Question: If we don’t wear ankle boots with a dress, what do we wear them with? If pants, what style and length? Thank you!

You are so wonderful! Love your channel. Many kind regards from Serbia 💝

You look so good in that brown diamond shaped dress. It gives you the perfect figure. And you can dress it up or down.

Thanks for this vid. Great ideas. (I'm a black wearer).

I loved this video = and will look into some of those options in petite sizes……. I am 4’11”. 115 lbs…..and the blazers you mentioned are just too over powering for us shorties

I thought you were going to pull a banana out of your bag again but no, an apple. Way to shake things up 🤣 I am taking advantage of the sales and ordering a pair of knee high boots. Saving the ankle boots to go with the flared jeans.

Thank you Anna, never got the ankle boot with dresses. This never worked for me.

Really loved those brown tall boots you had on but didn’t see a link for them. Would love to take a look if I could get a description. thanks

Brown boots mixed with those outfits is a no no. Cuts the legs right off

wow, love the bag… think that is what I was looking for… Love Polene and Demillier, but have them and they are constantly being push by influencers, like Lilysilk… too much 😊love the multifunctional design as well… thanks

I started wearing my turtlenecks like that after I saw your video last season and I’m still saying, ‘mind your own turtleneck business’ when someone asks about it….😂😂😂