Lingerie Diaries: I Wore a Lace Teddy on a First Date & Here’s What Happened 

Do you ever have those dreams (nightmares, really) where you’ve shown up to work or class or somewhere very public in your underwear? Well, dear reader, I did just that—but purposefully, in reality.  

Now, I should caveat this by saying I didn’t arrive at a restaurant in nothing but my Victoria’s Secret best. I took a piece of tried-and-true lingerie and accepted the challenge of how I could style this piece to not only work for a night out…but a night out on a first date (cue dramatic music).

Step #1: The Style  

I wanted to approach this experiment head on, so I chose something that wouldn’t be misconstrued as anything but lingerie. Enter: The Very Sexy Lightly Lined Demi Lace Teddy. 

Step #2: The Styling 

My first question was, what did I want to accomplish with this outfit? Was I going for confidence? Intimidation? Insanity? Maybe a mix of all three. My personal style lives somewhere between Annie Hall and a Kardashian, so it seemed almost inevitable I’d be starting this look with a blazer. I went for a more oversized fit to tone down my…other assets.  

From there, I went back and forth between trousers and jeans, but ultimately went the denim route to bring a casual vibe back to the look. The Teddy is doing all the work, so a less-is-more approach with styling was my mantra.  

I finished it off with square-toe black boots, a simple belt, and delicate gold jewelry.  

And just like that, she’s going out in her underwear. Sorry, mom and dad.  

Step #3: The Experience 

My date, we’ll call him Chad (all names have been changed to protect the identities of those bravely dating in New York City), was wearing a very finance bro-inspired outfit—we looked like we were going to two different parties. When we started talking about our jobs, I told him I work for Victoria’s Secret and he did slip in a very astute “ah, your shirt looks like it’s from there.”  

Calling what I was wearing a “shirt” was very generous.  

The rest of the date, sadly, was a dud (Chad, if you’re reading this, we’ll always have this article). But what I found more interesting than my less-than-romantic interaction were the compliments/comments I got from people out and about. Between the walk to the bar, during the date, and the journey home I got three compliments (I’ve always relied on the kindness of strangers) on my outfit.  

In conclusion, I won’t be seeing Chad again, but this Teddy will definitely see another night out. 

Want to conduct your own social experiment?  

Jenn is the Copy Director at Victoria’s Secret and has spent the past 10 years writing for brands like Club Monaco, Free People, SoulCycle, and more. She has a degree in English from Rollins College in Winter Park, Florida. When she’s not chipping away at Pulitzer Prize-winning copy (dream big, right?), you’ll find her living beyond her means by venturing to new restaurants, exploring local shops, and petting other people’s dogs.