Zak: I just bought new glasses from 39dollarglasses.com and found a good pair that fit my face by paying careful attention to the total width and lens height listed on every pair of frames. I ended up with frames that have a width of 130mm and a height of 23mm, so kind of small for men’s glasses. Searching for smaller frames this way will work if you have a good sense of measurements. Other than that, I’d recommend going to a big glasses store and just trying on as many pairs as possible until you find something that suits your face. I’ve found the sales associates at places like Lenscrafters are very helpful with this sort of thing, although they are pushing an agenda so it’s probably best to bring someone with you to help tell what looks good on you. It’s also can be helpful to keep it in mind that different frames are more flattering on different face shapes and can make a huge difference in how you look.
As for watches, I totally know what you mean. The style right now seems to be giant, clunky watches for men. Luckily that wasn’t always the case, and if you are able to find a more vintage or classic type watch, those tend to me more reasonably sized. If you buy a metal watch with links you can get some of the links taken out at your local jeweler in order to make it better fit your wrist. Personally I wear my great-grandfather’s watch and it is the only watch I’ve been able to find that fits my wrist. It’s in a classic style, so smaller, and has links that I was able to take out to make it fit. You can also find watches that are specifically advertised for men with smaller wrists. Timex also tends to make watch faces that are a little less bulky and would look more normal on a smaller wrist (for example, check out this watch). It is also fashionable right now to buy different nylon straps to change out for the same watch face, which are super adjustable and can help ensure your watch fits you well.