Best:
Geller Laced-Cuff Overcoat
One of the first Geller pieces that really grabbed my attention; it was also one that wasn't in my ballpark price range when it dropped two years ago. Thankfully, one popped up in my size about a year ago on eBay for almost a third of the retail price. After finally getting the sleeves shortened, it's become my favorite piece of outerwear and one of my favorite pieces of clothing in general. I love the rough fabric and the way it usually spruces up even the most basic of boots-jeans-tee fits. It took me forever to figure out how to properly weave the leather cuff laces to make them wrap around the cuff like you see in some of the stock pictures. I kind of liked how the laces look hanging, but it was a functional nightmare since it was so easy to get them caught on or in something.
Epaulet Herringbone Shirt
Price is almost always a factor with me, but this was one of those rare instances where I didn't think twice. From the time I peeped the swatch to the time the shirt finally went live on the Epaulet site, I knew this would be a Day 1 purchase for me. Great color, obscenely soft fabric, cool texture, and a comfortable fit. Probably one of my favorite shirts.
Bruno Bordese High Tops
These are easily one of the most polarizing items in my closet. Some people hate them, others fawn over them. I don't really mess with anything in the baller sneaker realm, but these were a fall staple with black overdye jeans and tees, much to my girlfriend's dismay. They're kind of gaudy, but I like the minimal distressing, side zippers, and overall shape. I also swapped out the white laces for black ones, which made them even more endearing to me.
Honorable mention:
Uniqlo light blue OCBD - I wear this thing like crazy and it's still holding up. Wish Uniqlo would restock their site so I could nab another one.
Worst:
Geller Seconds Sweatshorts
Comfortable material, but they were HUGE. Not so much in the waist, but the legs were comically wide, which created more of a skirt silhouette than anything resembling actual shorts. Luckily was able to pass them along to a new home.
Engineered Garments Whipcord Bedford
Loved this, but the fit was pretty bad on me. Boxy, but really tight in the chest and shoulders. I'd give it another shot in a size up, but as it was, the proportions didn't instill much confidence that EG outerwear is for me.
All Saints Drop Crotch Pants
An experiment, but one that yielded poor results. Proportions didn't work at all for me and the material, as I expected, was pretty lousy.
Elsewhere, I've got a few items that I really like, but just haven't gotten a chance to wear much or at all. You could possibly consider those for this category, since they ate up money that may have gone to clothing I'd get more use out of. I still dig 'em, but they're the type of pieces that only work within a limited scope that is presently underrepresented in my closet.