
21 Questions with Matchbox
21 Questions with Matchbox
📅 When: Thursday, May 8th
⏰ Time: 7:00 PM – 10:00 PM
📍 Where: Flatiron Social Penthouse
20 W 23rd St, 5th Floor
🔔 Press the bell button, then 5 to be buzzed in
🎟️ Exclusive Member Access
Flatiron Social members enjoy free entry for themselves + a plus one and access to the open bar all night!
Not a member yet? Join today and enjoy perks like priority RSVPs, exclusive invites, and complimentary drinks at all our events.
💬 Join here: Flatiron Social Membership
We plan your social life so you don’t have to.
We’re teaming up with Matchbox for a low-pressure, high-vibe dating experience designed for modern singles.
Think: real conversations, fun energy, and intentional matchmaking. Whether you leave with a new connection or just a great story, you're in for a good time.
How It Works
🕖 7:00–7:30 PM – Check-in & casual mingling (doors close promptly at 7:30)
📝 7:30–7:45 PM – Fill out your quick Matchbox questionnaire
💌 7:45–8:15 PM – Kick off your 21 Questions adventure
🔍 8:15–8:35 PM – Matchbox Clue #1: Begin your interactive hunt
💫 8:35–8:55 PM – Matchbox Clue #2: The tension builds...
❤️ 8:55–9:15 PM – Meet Your Match: Time for 1-on-1s
🎉 9:15–10:00 PM – Keep mingling, reconnect, or spark something new
Ticket Info
🎟 Each ticket admits 1 woman + 1 man (ages 24 to early 40s)
👯 Bring a single friend of the opposite gender—someone you’d proudly introduce. Could be your bestie, a coworker, or someone you’re secretly crushing on 👀
21 questions. 1 match. Countless possibilities.
Ditch the apps. Make eye contact. Let the sparks fly. ✨
FAQs
Q: Why do I have to bring a +1?
A: We know you’ve got great taste in friends, and we want to meet them. This keeps our events gender-balanced and fosters a real sense of community.
Dating shouldn’t be isolating—it should be fun, social, and shared.
Q: What if I don’t have anyone to bring?
A: Take another look through your circle. A coworker, college buddy, or even someone you've always thought was cool. Just make sure they’re single and someone you'd vouch for. If you wouldn’t want your friend to date them, don’t bring them.
Q: What age range is this for?
A: This event is ideal for singles in their mid-20s to early 40s.
Q: What genders/orientations is this event for?
A: This night is for women interested in men and men interested in women. That said, we regularly plan events for a wider range of identities—keep an eye out for more.
Q: What’s your refund policy?
A: No refunds. You are responsible for bringing a qualified +1. If you arrive without one or bring someone who doesn't meet the criteria, you won’t be admitted or refunded.
Q: Will there be photos or video?
A: Possibly! By attending, you agree to potentially being photographed or recorded for promotional use.
Q: Will I be added to an email list?
A: Yes. When you RSVP, you'll be added to our mailing list for event updates. You can unsubscribe anytime.
