Financial DistrictSo this may be a little pricey, but this is "are we in a relationship or what?" territory, so splurge. It’s the only way you’re ever going to see the city in that epic 365-degree view the way you do in movies, and it makes for one adrenaline rush of a date.
Take the standard dinner date to a new level
Little ItalyMiette Culinary Studio offers one-off cooking classes: try out the butchering demo and masterclass, where you learn to prepare things like "a whole grilled grass-fed lamb", or try out one of their delicious -- but less intense -- Italian, Spanish, Indian, or French cooking courses.
Wake up early to go clubbing
TBDYeah, you read that right: go on one memorable pre-work date at
Daybreaker, the rave that starts at 7am. Throw back some espresso shots and get down on the most unlikely dance floor in the city during the time you’d normally be hitting the gym --
stay tuned for their next party.
Get some fun sex tips at Babeland brunch
Lower East SideNot for the faint of heart,
Babeland offers intriguing ideas (and an array of fun toys) for getting frisky, from oral sex tips to spanking, in a regularly scheduled brunch-time lesson (comes with free muffins!).
Snack on guinea pigs in Queens
ElmhurstYeah, yeah, they’re really cute, but they’re also high in protein, low-fat, and totally tasty. Get adventurous and try out this staple of Peruvian cuisine at El Dorado Café.
Go on the "Satan’s Seat" walking tour
NoHoLearn all about the culture in New York during the Roaring Twenties, and stop by some of the country’s most notorious speakeasies. Tours with
The Big Onion tend to sell out in advance, so book this one about a week out. Packing a flask, while not encouraged, is simply in keeping with the theme.
FlatironMoSex is often funny, sometimes clinical, always fascinating, and kind of less erotic than you might expect. But it’ll definitely open up more intriguing conversations between you and your date, and after a tour, you can share an aphrodisiac drink and the self-proclaimed best sticky bun in New York in the
café.
Hit up KGB Bar for some beer and poetry
East VillageThis Village staple offers readings nightly, but the Monday Night Poetry series stands out. The venue has a full bar, so even if you’re not in love with the poet at hand, you can enjoy a good whiskey, then discuss the details with your date after.
Strap on some masks and take in Sleep No More
ChelseaLook, if you do Sleep No More together on your fifth date, the immersive strangeness of the experience is going to mean that you’re either dating or you’re about to stop seeing each other. If you’re okay with that gamble, then go forth.
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