School Teacher Prep

Colorful, Dapper, Preppy menswear for work. Obsessed. This Oakland-residing school teacher’s outfit is totally knocking my invisible socks off. Known as Bookmonkey5000, she includes dapper tips about tie knots for short queers, getting custom made pants from, and more sartorial reflections.


Shirt: Land’s End Boys (6 dollars via Lands’ End’s weekly On the Counter sale)

Tie: Gap Factory Store

Belt: Banana Republic Outlet

Pants: Custom made at

Shoes: Bass Ely 2


Shirt: Land’s End Boys

Tie: The Tie Bar

Belt: American Eagle

Pants: H&M, purchased at Buffalo Exchange

Shoes: Bass Weejuns 

Her words about the first outfit: I’d long been eyeing some beautiful blue suede Nordstrom 1901 Oxfords, as seen in this post by the amazing gentlemen at Closet Freaks, but sadly, those don’t come in a small enough size for me. So I ordered the Ely 2s and then switched out the blue laces for white ones to snazz them up a bit. These chinos are one of a few pairs that I’ve had custom made from Shipping is expensive, so they can run you anywhere from $70-$100 a pair, and they’re not designer quality or anything, but they fit me the way I want them to fit, which is more than I can say for almost every other pair of pants in the universe.

Her words about the second outfit: I wanted to pair some simple classics (white OCBD, loafers) with some more modern pieces. I’m by no means a flashy dresser, so pairing these bright blue jeans with a plain white oxford makes me feel like my outfit isn’t too loud. I’ve been really digging knit ties lately; they can make jeans dressier or trousers more casual. Every tie at The Tie Bar is 15 bucks, and while the quality isn’t stellar, you can pick up quite a few nice ties without breaking the bank.

Dapper queer tip: Since I’m kinda short (5’ 5”), my ties are often too long. Because of that, I like to use knots that “eat up” a lot of tie and make the tie shorter. In this look, I used a double four-in-hand. The Knize knot is also a good one for the same reason. The double Windsor is also a large knot that’s good for shorties, but I prefer the asymmetrical look of the Knize or double four-in-hand.

As Qwear's Founding Editor, Sonny’s work centers around envisioning a future in which the clothing people wear does not dictate their chances of survival. Sonny was awarded 2015 dapperQ of the Year and was the first trans blogger to be sponsored by Topman. In March 2016, Sonny spoke at South by South West's first official queer fashion panel.