OMG! Being underdressed is my pet peeve right now. Just last night, I went with a date to his friend’s 50th birthday party. I wore a casual outfit: black jeans, a black and gold silk blouse, black boots, stud earrings and an understated gold necklace. Most of the other women at the party were wearing ripped jeans, a plaid flannel shirt over a t-shirt, and Crocs or sneakers. This was a Saturday nigh 50th b-day party dinner for a man who is a successful executive at a big New England-based company. Crocs? WTF? Don’t even get me started on the men. Facial hair, dirty Boston sports logo t-shirts & hats, Crocs!!!, and flannel shirts. I am desperate for social life in which I can dress well & not feel like an idiot who put too much effort into an event no one else cared about enough to even trade their Crocs for Danskos.

😂😂😂 Hanger strings riding up your face! 😅 It was hilarious!!! Lmao!

I love how you show the outfit mistake and then show how to correct it. Great job. You are awesome.

I do think that we should complement people’s well put together outfit or eye catching pieces. When I get comments about what I have on, it’s such a booster or confirmation. I try to be verbal, too, to complement. I don’t do it for lip service; only when I do feel it. It has never been not well received. Doing this can increase fashion consciousness and more confidence in our choices and aesthetics.

You are so real, down-to-earth, pragmatic and FUNNY! Really enjoy watching your channel. Thank you.

I think taking great care of your clothes, making sure they are ironed and look the best they can is so important. I know someone who has gorgeous, designer clothes.... but they are usually wrinkled, or the cuffs of jackets look stained because they need cleaning etc. Sometimes it's the small details that can make such a difference!

Yes, most of my outfit mistakes have occurred in my workwear. I throw something on so I'm not late for work & I get to work & have deep, deep regrets. Pants too tight, buttons pulling, yanking my shirt or sweater down all day as it is cropped! I've learned not only from you, but from my own experiences, to put actual thought into my clothing choices! I get clothes ready on the weekend or the night before now. No more workplace disasters!😂

Outfits that are wrong for the climate or wrong for the occasion. Strappy sandals on icy cobblestones. Heels or dark soled shoes on a boat ride. White long trousers on a visit to a working farm. I try to dress appropriately but when plans change spontaneously and I get it all wrong, it's hard to think of anything other than, "I wish I had worn....".

If you get compliments you know you’re doing something right! These are all good fashion reminders!

I agree esp the workout outfit. Gals wearing yoga/gym pants and tops to school and work is something i dun understand at all. 😅

You had me laughing at the retro portion. I’m a big fan of historybounding, so incorporating historical clothes (much older than retro) into modern variations so that it doesn’t look costume-y. While I never end up looking trendy, I still don’t look outdated because the style is too old to have ever trended in living memory. I’ve been rocking late Victorian and Edwardian inspirations outside of my work clothes. I hope to play around with medieval and Regency wear next summer if I finish sewing them in time.

I like it when you use as an example also plus size girls because we are all different! And I always have fun with your videos. Keep up the great work!

Feathers to a PTA meeting. I’m dead. 😂😂😂 that would be the worst outfit and timing.thanks for your content!! ❤

You made very valid suggestions. Thanks so much.

You are very funny. Loved the feather with glue.😂

TOTALLY agree with you that it’s TOTALLY RUDE to under dress for any formal-ish event. I just attended a memorial service and someone was wearing sweats!! She was only 16 but was there with her mother. As a caring and responsible Mom, would you allow your daughter to wear sweats to a memorial service?

Guilty, guilty, guilty and etc. on all those fashion mistakes. I heard something today that made me feel better about my clothing journey as well as my life journey. Stu {a friendly person I just met} said, "That on any journey you take, you will make mistakes. But life is about adjusting and readjusting what you need to do to help your family and yourself." After listening to you, Anna, I think Stu summarized what you have said about making mistakes. Learn from mistakes and then go on. Thanks for sharing.

Your sense of humor makes any video you post entertaining along with some good advice. I am trying to look more put together on a regular basis. I once heard someone say something I could totally relate to which how how she had really nice clothes (not to wear for usual days) and then she had "I can paint in these clothes". So I'm trying to have better everyday clothes to wear. What doesn't help my painting clothes problem is I wear scrub tops and leisure type pants for work. It also doesn't help when u can gain inches and still fit in them. Lol. Elastic waistbands may be comfortable but they are also dangerous.

Great video. I feel that what you call "dumb, little things" is more of a result us being told to accept ourselves the way we are. Then we take it a little bit more farther and walk around with dirty bra straps, old pj pants, or clothes which show all the 15 folds on my hanging belly because I was told I should just accept myself. And the last whould be easy to fix with wearing clothes that fit.

i am guilty of wearing my old scrubs (pockets for days!!) with a blazer to run errands--busy days are made for comfy and convenience!!

Just needed to say that brown sweater so beautiful on you! Color, cut all just works for you, very flattering. Brown is a color I often overlook. You make me think I should revisit browns. Also noticed those button up brown pleather pants, very nice!

Unfortunately the mistake I make most often is not trying the outfit on before the event. I end up with it not looking the way I imagined it would in my head or having things I need to tweak and basically running around trying to make it work and then not feeling my best at the event. Maybe someday I'll learn. 😑

color of that sweater looks great on you Anna .

Wearing age appropriate. What I wore when 20 is not going to help me 30 years on..I was never a short dress girl exactly but some items don;t age with us. I have worn things just out of stubborness because Ive had them years and not worn them enough! Another thing Ive enjoyed is dressing hyper smart for just an ordinary day out. The respect I am shown when out dressed hyper smart is 1) a bit unfair, I just wish folk would be polite all the time but 2) it almost feels like I can glide through the day rather free of stress...Thank you. Love your videos!

Early last fall I realized I needed some updates to my wardrobe and started watching a few fashion channels (like you!) - I did end up buying s few pairs of shoes - I didn't have that many and realized that was one of the worst parts of my wardrobe.

I definitely used to wear too many vintage pieces at once. I even tried petticoats. Vintage style hats too. Very costume like.

I loved this video..... you can present actual problematic dress issues in a humorous way! And..... I look back when I used to wear great outfits with crocs..... I'm a hairstylist, have a bad back and wore those for a few years till someone called me out. I'm so glad they did!

You are so amazing Anna! As the previous comment stated, so real and you say it in such a fun way. Love it!! You are so right that many of us have made some of these mistakes. Thank you for being so genuine! I am so happy to be part of your community. Happy Sunday!😊

I wear workout clothes all day long for sure. But I didn't even workout. 😳 I gained a lot of weight and most of my clothes don't fit, so getting dressed is very depressing lately. The 4/week goal seems reasonable. I'm actually within that. Phew! 🤙

Love your videos!!

I was a bit reluctant to watch this video. For the reason I'm 50+ and I don't feel my age. My body shape allows me to ware clothes as of a 20 year old. I have only a few outfits which meet that criteria. I must confess I don't do basic or what's expexted of my age. I don't do this for attention I get plenty at home. It's confidence which NEVER goes out of style. I was certain you were negatively going to speak about my type. Surprisingly you touch all the points I stick to. I follow trends to some extent. It all depends if I can find a particular item where I typically shop. Thrift store boutiques or high end consignment stores. My philosophy on this matter is, why pay full price when I don't have to. It's good for the environment and better for my wallet. I have this rule, if I buy a blouse, pants, dress, etc. I clear out one of the mentioned item(s).I very much relate with all you suggested. In my opinion one doesn't have to be mega ritch to look well put together. All it's necessary is some effort in looking presentable. As human beings we're all beautiful, add honor to the mix can't go wrong with that demonstration.

Wonderful advice!

Oh my I'm so guilty of wearing shorts and a t-shirt all day lol, in my defense I take care of my mom so I don't leave the house because I'm always cleaning, organizing etc but when I do leave the house to take her to her appointments and run errands I always put on some makeup, I make sure my hair is done and the outfit is on point because like you said it just makes you feel better 😊

I'm a fan of oversized clothing, but my opinion is that it has to fit *somewhere.* For example, I might wear a baggy shirt that hangs off my shoulders, but it fits around my neck, or it's fitted around my wrists.

Loved the vedio like always I love your mindset👍

Great content, Anna. !

Oh my goodness… I came home from work one time and remembered I needed something from the grocery store. Slipped off my heels and threw on a pair of old flats that were just comfy. I actually had someone come up to me in the store and tell me how good I looked except for my shoes 😂

I agree too much trend is over kill

Love your hair today 😊

You are so funny! Love your content also! I have a lot of fun watching your videos in a good way! Thanks!

Thankyou!! I appreciate your wonderful advice. 🙂 I've seen it all. I've worn some too, lol. Having a mother & 3 sisters who are/were lovely, fashionable style icons truly helped me with my clothing choices. I was also a big fan of fashion magazines from a young age! Some women just do not have that supportive fashion foundation, and some don't even 'care'; that's a little sad, to me. C'est la vie. *(Sigh.) 🌹❤️✨ C.

Yes Anna, You are the very Best of Us!!! 😊💕 Great tips and humor as always 👏🏾👏🏾👏🏾😁

So fun! I enjoy your humour! You are a natural!!!

LOVING your hair Anna, it suits you.

All those examples.. lovend them… and made your point! 😄👍

My tips to help minimize outfit mistakes: go through your wardrobe at least seasonally. Get rid of things that don’t “work for you” or your lifestyle. Pick your outfits ahead of time.

Just love you. You rock Keep up the great videos

I'm guilty of wearing workout clothes all day, but I'm changing this, you're right. What's the point of having these nice clothes and not wearing them?👍🏽

Love the hair 🤎💋

Your hair looks fabulous!

I love watching you!!! You are so much fun to watch!! Thankssss!!!!

Love your encouragement thank you. Have a great day. Thanks for sharing.

Good points, Anna!💕🥂🎄

I might be a walking costume party on some days, because I looove the retro looks! I just don't care if it looks like a 90s or 70s costume. I think a lot of modern outfits look like they belong at a costume party. 🎉

Ok so I'm old and have seen a lot of trends come and go and I've participated in most of them. However at this venerable age I've decided that if my outfits fit well and I'M well groomed that should do. I'll leave the current trends to you younger gals. Enjoy 😉 By the way my past fashion faux pas, too numerous to mention.

There are "barefoot" insoles which I prefer to those truncated sock thingies because they neither stick out nor slide down. One thing I notice about outfits in a negative way is when someone is aiming for a certain status look but it does not suit their body shape, is an obvious cheap knock-off and/or is worn at the wrong place or time. I have seen so many women wearing what I call a Chaneloid in the supermarket and flabby, passive Kanje Wests on the commuter train.

Totally tried your monochrome idea and it was well received. 😊

Wearing feathers sounded like it could have been part of the lyrics from Bobbie Gentry's Harper Valley PTA.

Great vid!!! Thanks

Shoes are a huge issue for me! I too wrecked my feet in my 20s and now in my late 40s I refuse to punish myself anymore! Although I’ve found some good comfortable brands it’s near impossible to find a nice streamlined shoe(not wide) that’s a little dressier to go out. I avoid buying certain things that I like cause I know I won’t have the shoes to go with it. I find it a bit frustrating

You are so entertaining 😄! Great!

Lol You always manage to make me laugh! ❤

Well said!

Love this video:) I have in the past stayed in workout clothes. I stopped. Also, in the past my closet looked like lily Pulitzer:) updated my closet and my style. I am happy. Ty love ur videos

I enjoy you so much Anna. Teehee. You make me smile.❤

I love you. I lived through the 60s 70s 80s 90s 00s 10s now 20s. So many mistakes.

Appreciated your comments. I did make a mistake...I wore black jeans with a new black and white snake print top.... I added my new pointed toe black and white snake print boots. In the end, it was just too much snake print. Lol

Very fun video as always:)

Stop by to tell you I received today the Walmart white taper leg jeans I saw on your channel. Your description of these jeans are on point. I look fabulous in them. I have been looking for the perfect white jean and these are it. Thank you, I love your channel and content.

My worst outfit mistake recently involved pairing the wrong boots and jeans. For example, I’ve worn flat ankle boots with crop flares, resulting in a look that showed too much leg and gave an awkward look. Ugh! I’ve learned to add socks, or to wear boots with a higher shaft.

“…. You’ve been to a streetfight, and you didn’t win..” outfit is so hilarious😅

You are MY FAVORITE fashion guru ❤️ trends I’m ready to ditch - distressed clothing and Althleasure

I think wearing an outfit that isn't you to try and blend in. To many people are trying to be something else. We need to "embrace" who we are. There are too many of THEM out there

Once again, you nailed it. Some comments: I did distressed jeans in the 60s-70s my hippie/boho days. I am so over it now. I think a bit of distressing, that looks natural, at ONE knee can be cool in an ironic way as long as the rest of the outfit is chic/thoughtful. Clothes that don't fit? I think one of the biggest mistakes that so many women make is not wearing a good supportive bra that keeps those girls separated and lifted. It makes such a big difference to your silhouette. Oh and handwash in gentle detergent nightly if you sweat a lot or every other night if you don't. Your bra will last much longer. Workout clothes all day long. Guilty. Guilty. Guilty. But I try to buy really nice workout clothes and I really do work out so nothing jiggles that shouldn't. That said, when I go down to my condo lobby to pick up mail or a package, I always change into something on-trend and chic. I always overdress. That doesn't mean bling. I don't even have pierced ears and I wear an Apple watch. It's just that I go a step above and beyond. A smart blazer over a sweater, a cool belt, a good bag, a chic headband, etc. I follow your tips!!! Yes, sometimes I stand out but I like how looking good makes me feel so I just do it. Hiding yourself. Oh yeah. My girlfriends always comment on my belts: "Oh I wish I had a waistline!" Believe me, my waist is not all that. I'm 71 and a 12-14. I try to explain how you can trick the eye with a belt, details on the shoulders or a wide lapel, high-waisted pants over heels, all the things you talk about. But, even though some of them spend a lot of $$$ on clothes, they always go for the same old baggy long sweater, in the best cashmere, the too-wide pants, the over-oversized blazer, the Lagenlook all-black look. I just love your videos. And yes, don't let anyone hold you back. I'll wear my leathers and OTK boots and damn the "you're too old or too fat for that!"

Remember a couple of days ago when you recommended choosing your outfit for an occasion ahead of time? Yeah. Today I watched my husband survey his vast wardrobe of 6 pairs of jeans and trousers, none of which fit particularly well, to decide what to wear to a lunch party. And then after choosing his favorite (oh well) he needed to pick a shirt. Sigh... Anyway, maybe I can convince him to shop for some new pants after the holidays. We'll see. :)

I'm extremely guilty of wearing comfy sloppy clothes around my house! I really should up my game 😃

Street fight 🤣🤣🤣🤣

"You came from a street fight and you didn't win" 🤣🤣🤣 Could you be more entertaining??? NO, you could NOT!!! Have a great week!

Great advice as always, Anna! There’s another fashion YTer that I sometimes watch and I noticed she has bought at least 20 fairly expensive one-shoulder style tops and dresses, maybe even more. The same for styles with cut-outs. I wonder what she will do when these styles don’t look current anymore? It’s better not to to go overboard on trends, or to stick to classic styles that have been recently revived. I really love the polo (pointed-collar) knit tops and sweaters that have come back in style and have bought several different ones, but they are in my basic colors and I don’t think they will date as fast, or as badly, as some other trends. I like to stick to mostly classics and add trends sparingly, choose the least extreme ones, and only if I really love them and they work seamlessly with my classic wardrobe. Updated footwear is one way I love to add trends. It’s important to keep the silhouette modern, though, no skinny jeans with tunics and ankle boots; wide-leg jeans with a fitted, short top are much more current.

Thank you for this video!!! I seriously have been re-considering my clothing choices hahaha. Being stuck in a daily rut of comfy clothing is just sad, for me. I'm actively searching for new ways in which to up my style game as well as update my shoe choices. I can't live in slides and sneakers for the rest of my life 😂. Do you have any good recommendations for comfy and stylish shoes??? Thanks as always - love your style and your humor!

I am guilty of wearing pyjamas all day. Big oversized pyjamas. I love them and I feel great. The only time I don’t feel great is when I have to wear proper clothes.

@Anna, good hair day girlfriend. Love you tips n tricks n goofy humor! 🥰

The other day I was checking out at the store and realized I had strings hanging off of my blouse in 3 places!

Hair is cute today !!

The shoes!!! I’m 69 y/o in Florida too. Flip flops and tennis shoes😂. Finally working on wearing cuter shoes.

“you were at the zoo and something escaped and ripped your outfit” 😂😂 You’re hilarious,

I used to think that, being an apple figure with a round torso and slim legs, I should wear leggings with wide things on top. Now I see that makes me look like an apple on a stick... so no more leggings for me. Cheers!

Thank you for saying what needs to be said in a tactful way....society needs to up their game,lol!

Ms Anna, your tips are saving....ladies' lives (nerves or hair! ah ah ah!...and the planet!); you have a way to always be respectful while..making a point! I really enjoyed the ending of your video; you added a very realistic and kind comment that makes everyone comfortable and consoled (because of not being able to follow everything they wished they would!?!). Thank you so much.... (by the way, your puffy (long) sleeve white shirt is adorable! (on you!!!) :)) helene

Ive def been guilty of wearing a great outfit and then just throwing on my flip flops or something comfortable, especially in the summer lol

Street fight…you didn`t win LOL that got me 😂

Super low rise jeans....oh man. I wore them in my 20's...late 90's, early 2000's when I had a flat stomach. But even then, I look back at pictures and think WHY? 😆

A cat attacted you!! We love you!

My super-smart, now 40-year-old daughter once told me that she always leaves home looking her best, "because you never know when you'll run into Ewan McGregor." Anna, your advice is always spot-on, and I believe you're beautifying the world one person at a time. Thank you! Let's please all stop looking like we've just crawled out of bed or that we're getting ready to paint the garage.

Lol haha, thank you.

I’m definitely guilty of wearing my dirty but not necessarily ugly shoes and old jeans (sometimes with some mud spatter) and old jacket from the walk with the dog to the grocery store because I can’t be bothered to get changed just to go to the store real quick. 😬 I do the same with workout clothes for sure because that helps me to actually do my workout after the errands/shopping.

Hello Anna, I love your videos. I like shopping but have trouble organizing and pairing my wardrobes. Thank you for your videos and I'm learning haha ❤. I have watched one of your videos one time that you have shared your urban revivo discounts code. I feel like shopping haha.. Please share.. I can't fine them. Thank you..

My personal style is I'd rather be over dress than under dress in any occasion.

Your hairfairy did a good job. You look lovely.

The dirty, scuffed, broken-down shoes with smart outfits is one that I used to be guilty of too. As some point I noticed that the really chic women around town always had great shoes - e.g., not an afterthought / grabbed from whatever happens to be by the front door. I've noticed a fair few men doing this too - why spend $1500 on a suit and then wear it with dirty, scuffed shoes with worn down soles?