Reader’s Dilemma: Help! I Need Fancy Date Ideas!

I don’t think it’s a secret that I’m a huge fan of low-key and budget-friendly dates. But every now and then, a girl likes to get all dolled up for a night on the town!

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A lovely Smitten reader recently wrote us with this dressy dilemma:

I need some fun ideas for a dressy date night with my boyfriend. Recently, I purchased a beautiful cocktail dress and I told him about it. He was so excited to see me wear it that he gave me an assignment: to come up with plans for a fancy date night. I quizzed my mom with some ideas, but she wasn’t especially helpful (bless her 61-year-old heart, she actually told me to Google it LOL). I know I can always trust you fabulous ladies to help me with my love life. So please, save me here! Any ideas?

And here’s what I think:

Thanks for emailing! I’m so excited for you (and your man) to head out on your fancy date. There’s something so thrilling about getting all dressed up for a night of romance.

Here are a few date ideas that might tickle your fancy:

Head to a posh hotel and grab a few cocktails in the bar. And if you two end up getting a little tipsy, you could always book a room and stay the night!

Go to the theater! Catch a play, opera or musical with your beau.

Grab dinner at the nicest restaurant in town. Call ahead to make special reservations for the best table in the house.

Take in dinner and a show. Do any restaurants around you offer live entertainment? Perhaps a jazz singer accompanied by a band or even a murder mystery dinner?

Slip into your dancing shoes. After grabbing dinner, you two could cut a rug together at a club.

If you live near the water, you could see if any boats or yachts offer harbor cruises during the evening.

Get artsy! Research local art galleries and museums to see if they’re having any special events coming up.

My dears, what other date ideas do you have for our reader? What’s your favorite kind of dressy date? Maybe you and your partner recently went someplace especially fancy?

You’ve got questions, we’ve got answers!

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