I do NOT have a first date outfit. Most of my “first dates” are actually just meeting someone at a queer dance night of some sort and involve me wearing mesh, an unbuttoned shirt, a harness or something similar. So here’s me and my boyfriend last year at Pride. Singlet from Mr. S Leather, Rodeoh underwear worn to cover up my pubes haha.

Tight pants, Docs, and leather jacket are all obvious hot things that align with my gender and sexuality. But I really love this top because it’s a crop top (hot) and sleeveless (hot) but also subtle enough that under the leather jacket it looks casual. Then I take the jacket off and it’s like oh I actual am showing a lot of skin. But because it’s a hoodie it still feels sort of casual? But the material is nice so it feels like I’m putting in effort? I’m an anxious person and actually have thought A LOT about first date outfits. Shocking.

This is the outfit I wore on my first date with Stacy in January 2011. It’s a plaid shirt on top of a ringer-tee with jeans and Chuck Taylors. I like it because it’s gay and comfortable. I still dress like this basically every time we go out together. Stacy dresses like this too. Our pact is to just never leave the house wearing the same plaid flannel.

I like to wear fun patterns with cute details and get the colors kinda flowing throughout my outfit, so it’s together but still playful. This crewneck was a gift from my sister from Paul Smith, which is an awesome place for nice sweatshirts.

I don’t necessarily have a go-to first date outfit BUT this is the outfit I wore for my first date with my current partner, which was at the lobby bar in the NYC Ace Hotel. I call these my David Rose pants, and they’re from ASOS’s Collusion line, which the shirt is also from. I’m also wearing my floral canvas Docs. I do wonder if my now-girlfriend thought it was weird that I showed up wearing… so much fabric… since we basically started talking because I always had my tits out on Instagram… lol. But for whatever reason, I always felt super confident in this outfit!

Boobs out because they are spectacular.
Big Hair because I love what it adds to my body shape.
Tight Jeans (or skirt) to show off what you want your hands on.
Name plate so you can properly spell my name when you’re texting your group chat after our date to tell them who you are in love with.

I don’t have one exact first date outfit, but I do have a first date outfit vibe: velvet. I think the goal of a “first date outfit” is something that makes you feel very confident and very much yourself, and nothing makes me feel more confident and like myself than wearing a sexy velvet dress. I have a few options that I cycle through for first dates – a pink tight v-neck dress, a flirty maroon dress, and a simple black dress. They are all velvet, they all make my tits look great, and they’ve all spent some time on the bedroom floors of the people I’ve gone on first dates with while wearing them, which to me is a sign of success! I got the pink and maroon dresses from Forever 21+ and the black dress from ModCloth. Oh, and if I’m feeling brave or spontaneous or extra flirty, I like to wear my pink leather collar, just so my date knows what’s up right away. The collar is made by Switch Leather, a queer-owned operation based in Portland, and I love it and strongly recommend all their products.