Sometimes when I have a really good glass of white wine my preppy roots come out and I get obsessed with things that are monogrammed. There is something about putting initials on a sweater that just screams power to me. It's so Blair Waldorf meets Peppermint Patty.
I also just like words or letters in general on sweaters and pillows. I have these great pillows from Pottery Barn Teen (which seriously has the best stuff. I am even going to go so far as to say I prefer it to big papa Pottery Barn.)
I don't know if I could wear monogrammed earrings. You have to be in the right environment and crowd to sport those. They are hard to pull off when you go see your friends in Park Slope unless I was wearing them ironically and that is so tricky.