What to Wear on a Date + My Worst Dating Stories

What to Wear on a Date

Well hello there! I’m back from Colorado and I had the absolute best long weekend. And I obviously got absolutely nothing done.

But at least we have this post: what to wear on a date.

I know, I know: hilarious that I would write about dating at all since I’m single AF… but you can’t blame my wardrobe for my lack of beau. My questionable timing for humorous quips, however…

And now I will use that humor to share some of my favorite terrible date stories with y’all. Get excited.

Worst Dating Stories Bumble Rebecca Minkoff Off the Shoulder Top Comfy ripped jeans under $200

Perforated bag for summer
Blue heeled sandals under $100

Tasseled earrings under $20 What to wear to drinks, what to wear to date night

What I’m Wearing:

Top: Rebecca Minkoff, sold out (similar, similar) / Jeans: J.Crew, old (similar, similar)
Shoes: BP / Purse: Chelsea 28, color sold out (still available in black)
Earrings: Etsy / Ring: Ann Taylor / Sunglasses: Ann Taylor

So, as I mentioned earlier, I am single AF. Like so single that my single-dom went from not being funny, to being funny, back to not being funny again, and finally back to being funny again.

On my dates, I like to dress like myself. I wear feminine dresses, earrings that look like something a cat would use as a toy, and surprisingly comfortable shoes. And, most of all, I like to wear bright colors. Why? Because bright orange and electric blue are unforgettable.

And dates, for better or worse, should always be unforgettable.

Which brings me to my tales of hilarious woe. I once went on a date with a guy who showed up to pick me up carrying two skateboards. SKATEBOARDS. Because, apparently, when some look at me, they think “oh, she looks like an avid skateboarder”. Nope.

Best part? I actually went on the date with him (but I didn’t skateboard).

Another time, I went on a date with a guy who turned out to be vegan. I had shown up to the date (dinner) absolutely ravenous and craving a cheeseburger beyond all belief. He proceeded to tell me that (a) hes’s vegan and (b) he wouldn’t sit by while I ate animals. Without asking me, he cancelled my cheeseburger order to get us a shared order of hummus instead.

I’m a big fan of hummus (obviously – who isn’t!?), but I am not a fan of people getting in between me and my heart’s desire (aka food / in this case, cheeseburgers). Hell to the nope.

But I still ate the hummus.

Because one must always stay true to herself, y’all. And, for me, that means looking fly while angrily eating hummus.

Now let that image carry you through the weekend / through your next hilariously awful date.

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