Guide to Picking an Outfit for a First Date as a TS Woman

The night of the first date, and it’s a stereotypical scene. Clothes, accessories and makeup are strewn around the room and you’re on your fifth outfit change before heading out the door. Nadia, a member relations associate at, says “Everyone struggles with what to wear on a date because they want to look their best. People put a lot of thought and effort into their online dating profile pictures, but they probably put even more into their first date get-up.” She goes on, “Looking great and feeling good about yourself is the way to start a date off on the right foot.”

To Hook Up for One Night Only

You really want to wow your date with your body. Pick something that really shows off your curves, but leaves a bit to the imagination. Some clothing suggestions are a dark colored, tight-fitting turtleneck with a knee-length pencil skirt, topped off with some killer red heels. Make sure your hair and makeup are impeccable, and that everything south of the border is trimmed and manicured the way you want your date to see when things go your way.

To Catch a Casual Dating Partner

You might not hook up on the first date, but you’re looking for something casual. An activity partner and lover, but nothing too serious. This is the perfect situation for a plunging neckline to show off your décolletage. You want to draw him in, and leave him wanting more. Wear something that builds the tension for the next date! A good outfit might be a deep V-neck blouse, some fitted jeans with a pair of fuck-me heels!

To Find a First Rate Boyfriend

True love is easier to find when you feel confident. Many believe that there is someone out there for everyone, and that’s what we think too. If you think this date could be “the one,” it’s important that you represent yourself fully in whatever way you feel sexy, confident and comfortable. This could mean something sexy or modest. Just be you!

How do you dress on a first date? Does what you’re after have an influence?

Tell us what you think

Notify of
Inline Feedbacks
View all comments