Leon Bailey

Hi all!
I've turned to you many times before and this community has been phenomenal! As an update, I have gotten rid of basically everything this community told me to get rid of. Thank you SO MUCH.
I'm a recovering shopping addict and I am trying to cut down and declutter. Please help!
I have too many clothes. All of these are some kind of fancy - designer, hand embroidery, all natural silks, linens, etc. I buy a lot of second hand so am very susceptible to "it's such a good deal!" mentality when buying, even if it look awful on me.
Are any of these tops worth keeping? They are deliberately unstyled, all photographed in the same conditions. If it's not a HELL YEAH it's a NO. Excuse the background mess - I have several craft-y works in progress.
Lifestyle considerations - I'm pretty basic. I'm 32. I work from home in my loungewear, but I do like a nice outing. I prefer lose fitting, boxy, flowy, oversized things that hide my figure, but also swing all the way to the other extreme for nighttime bars or latin dancing or date nights with my husband.
What are your thoughts? What should I declutter and should I keep any?

Hi all!
Me again, the recovering shopping addict trying to declutter. Please help! This community has been spectacular in helping me understand what looks good and what is destined to go.
This time it's office and event dresses.
I buy a lot of second hand so am very susceptible to "it's such a good deal!" mentality when buying, even if it looks awful on me.
Are any of these worth keeping? I haven't stepped foot in an office for years and feel like these dresses have aged. I don't know what current office wear fashions are like. There is a chance I'll return to office work next year so unsure if any are worth keeping. If it's not a HELL YEAH it's a NO. Excuse the background mess - I have several craft-y works in progress.
Lifestyle considerations - I'm pretty basic. I'm 32. I work from home in my loungewear, but I do like a nice outing. I prefer lose fitting, boxy, flowy, oversized things that hide my figure, but also swing all the way to the other extreme for nighttime bars or latin dancing or date nights with my husband.
What are your thoughts? What should I declutter and should I keep any?

Last batch to assess before I finally reset my wardrobe and parse it down to more normal human levels.
Hi all!
I'm a recovering shopping addict trying to declutter. Successful so far, with the help of reddit. Reddit community has been spectacular in helping me understand what looks good and what is destined to go. I appreciate all your feedback, especially the harsher kind because it makes it easier to part with stuff.
I buy a lot of second hand so am very susceptible to "it's such a good deal!" mentality when buying, even if it looks awful on me.
Are any of these worth keeping? If it's not a HELL YEAH it's a NO. Excuse the background mess - I have several craft-y works in progress.
Lifestyle considerations - I'm pretty basic. I'm 32. I work from home in my loungewear, but I do like a nice outing. I prefer lose fitting, boxy, flowy, drapey, oversized things that hide my figure, but also swing all the way to the other extreme for nighttime bars or latin dancing or date nights with my husband.
What are your thoughts? What should I declutter and should I keep any?

Hi reddit! Please help me out! You've been incredibly helpful in my previous keep/toss decisions.
I am decluttering, downsizing and trying to curb a shopping addiction. I have accumulated far too much stuff and need honest feedback and help.
All these dresses are some kind of fancy (silks, wools, leather, vintage, designer etc) and I get blinded by that. I took multiple pictures of each, unstyled, under the same light/conditions. Hopefully this makes judging their merit easier.
Are any of these worth keeping? Are any an instant toss? Why or why not?
Any help or feedback is welcome.
Edit: I'm 31. I wfh and mostly just wear loungewear for it. I wear dresses out on dates with my husband or drinks with friends. I have started latin dancing so padding my wardrobe with some suitable clothes for that. I generally like fun quirky fashion as opossed to stylish/slimming/body-showing styles. I op-shop (thrift) a lot and gravitate to natural fabrics only.
I'm generally easygoing and like comfort, but can scrub up ok when needed. I do like variety though - so minimalist capsule wardrobes aren't really my thing