MyCheekyDate in Boston has served me well. Theyve been good at sending me notices and making me feel encouraged to come back and I've liked the kind of women these events attract.
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See what reviewers are saying
I booked an event on Mar 18. 2026 for a Mar 21, 2026 in Vancouver. The event was cancelled one day before, and I was told that events would be rescheduled, and nothing happened for next several weeks.... See more
Company replied
All of the men were engaging in conversation and easy to talk to. The only downside was they overbooked the girls and so we had to sit alone for a few rounds and double up at tables which made getting... See more
Company replied
I liked the web-based platform for evaluating your potential matches after the event, it’s easy to understand and you get next day feedback/matches. It also takes the pressure off, as people don’t nee... See more
Company replied
Company details
Written by the company
Founded in 2007, MyCheekyDate hosts sophisticated, host-led speed dating events in 50+ cities worldwide. Recognized as an Eventbrite Top Organizer, our events use a proprietary, algorithmic, smartphone-based Smart-Card matching system. Every guest is supported by The Cheeky Guarantee for cancellations, reschedules, and flexible guest schedule changes. MyCheekyDate has hosted more than 26,000 events across 50+ cities over the past decade and has been featured in outlets including The New York Times and The New Yorker. Our Smart-Card allows guests to privately select who they would like to see again, receive mutual-interest results, and participate in a broader matching ecosystem. Using machine-learning supported interest signals, the Smart-Card helps identify real-world attraction patterns from live events that may inform future speed dating events, invite-only experiences, members-only gatherings, and Curated Introductions. The Cheeky Guarantee keeps guest options clear: if MyCheekyDate cancels or reschedules an event, guests may request a refund. If a guest’s own plans change, their ticket remains valid as flexible credit for any future MyCheekyDate event, at any time, with any amount of notice.
Contact info
4.0
Great
1K reviews
No recent history of asking for reviews
This company hasn't invited customers recently, so reviews may not be representative
Replied to 100% of negative reviews
Typically replies within 1 week
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I love the technology aspect and the…
I love the technology aspect and the rapid fast response in regards to matches. However in regards to the event itself it was not very organized. The men couldn't see when it was time to move....there should have been a bell rang to let everyone know when it is time to go to the next person...the speed dating event was only supposed to last for 2 hours however it was 3 because of that.
August 3, 2025
Unprompted review
Reply from MyCheekyDate
Hi Juaquita,
Thanks so much for your review!
We’re thrilled to hear you enjoyed the technology and our prompt responses — that truly makes our day. 😊
Regarding the bells — great question! We like to keep things low-key and casual. While bells can be fun for some, we don’t find them especially romantic. Our aim is to create a discreet, relaxed environment that doesn’t scream “dating event” to others in the venue. Many of our venues also appreciate a subtle approach, and a bell ringing mid-evening would definitely clash with that atmosphere.
Also, there’s no hard stop to our events — many daters stick around to mingle afterwards, and that’s often when Cupid works his magic. ✨
Wishing you all the best in your dating journey, and we hope you find an event that suits your style perfectly.
Cheers,
🙂
A Great Way to Meet People
MyCheekyDate is fun, simple and an exciting way of meeting singles. In-person socializing is important and and takes time but speed dating is optimized for time and efficiency. Apps don't have what this does!
March 9, 2025
Unprompted review
Reply from MyCheekyDate
Hi Daniel,
Thank you so much for your lovely review!
We couldn’t agree more — in-person connection is something truly special, and speed dating is such a fun and efficient way to make it happen. Dating apps just can’t compete with the energy of real-life sparks (and a few cheeky laughs, of course 😉).
We're so glad you enjoyed your experience and would love to see you again soon. If you spot an event you fancy attending, just drop us a line at info@mycheekydate.com or give us a ring at 866 We Speed — we’ll be happy to help!
Cheers to more great connections,
The MyCheekyDate Team 💕
It was fun and exciting meeting new…
It was fun and exciting meeting new people.
June 7, 2025
Unprompted review
Reply from MyCheekyDate
Hi Aleksandr,
Thanks so much for your lovely review!
We couldn’t agree more — meeting new people is the best part of what we do. And when they’re as delightful as you? Well, that’s just the cherry on top! 🍒
We can’t wait to welcome you back again soon.
If you see an event that tickles your fancy, just drop us a line at info@mycheekydate.com or give us a ring at 866 We Speed — we’ll take care of the rest. 😊
Thanks again, Aleksandr!
Cheers,
The Cheeky Team 💫
Pretty good dating experience so far.
June 21, 2025
Unprompted review
Reply from MyCheekyDate
Hi Dani!
Thanks a bunch for your lovely review! 💌
It’s been such a treat having you at our events — fabulous people like you make it all the more magical (and we know our daters agree!).
We’d love to see you again soon.
Spotted an event that catches your eye? Just shoot us a message at info@mycheekydate.com or ring us at 866 We Speed — we’ll sort the rest.
Thanks again, Dani!
Cheers to more cheeky adventures ahead 🥂
Great quality people here
Great quality people here! I love the locations as well.
August 3, 2025
Unprompted review
Reply from MyCheekyDate
Hi Carlos!
Well aren’t you just a social butterfly! 🦋
Sounds like you love meeting new people just as much as we do — and that’s saying something.
We know you’re probably busy being fabulous, so thank you for taking a moment to share your kind words with us. You made our day!
We can't wait to have you back for more fun, flirty nights.
See an event that tickles your fancy? Just drop us a note at info@mycheekydate.com or call 866 We Speed — we’ve got you covered.
Thanks again, Carlos!
Cheers to more cheeky connections 🥂
Host was very nice and friendly
Host was very nice and friendly! Events are organised well!
July 27, 2025
Unprompted review
Reply from MyCheekyDate
Hi Sal,
What a treat to read your review — thank you! 😊
We're absolutely chuffed that you’ve enjoyed meeting our fabulous hosts. We do love what we do, and it’s the best feeling ever when that shines through.
Thanks for taking a moment out of your day to send a little love our way — it means the world!
We hope to see your lovely face at another event very soon. Anytime something on the calendar catches your eye, just give us a shout at info@mycheekydate.com or 866 We Speed.
Cheers to more cheeky nights ahead! 🥂
Cool experience!
Cool experience!! Fun and interactive.i liked my matches and was surprised by the caliber of men and it was refreshing!
August 2, 2025
Unprompted review
Reply from MyCheekyDate
Hi Christine,
You just made our day — thank you for the lovely review! 💕
We’re absolutely thrilled to hear you’ve been enjoying our events. The feeling’s mutual — it’s been such a treat having you join us. We’re big fans of fabulous daters like yourself, and we’re always cheering you on in your cheeky dating adventures! 🎉
Whenever you’re in the mood for more fun, flirty vibes, you know where to find us: info@mycheekydate.com or 866-WE-SPEED. We’d love to welcome you back anytime.
Thanks again, Christine — you’re simply the best. ✨
Cheers,
🙂
Great way to meet new people
The speed dating events I have attended with My Cheeky Date were well run and I really enjoyed getting to speak to so many new people. The smaller group where you get to speak with everyone was great. I’ve been to other company’s events where you only get to speak to 1/4 of the men in attendance and was always frustrated by that.
January 18, 2025
Unprompted review
Reply from MyCheekyDate
Hi Janet,
Yay — we love hearing this! 💫 How wonderful that you’ve joined us for multiple events — clearly, you’re as much of a people-person as we are!
And yes, we’ve heard those stories too… only meeting a few daters? Where’s the spark in that?! We believe in maximum mingling and full-on fun. You deserve nothing less!
It truly sounds like you get the joy of it all — connecting, laughing, and maybe even finding that special someone. We adore daters like you!
Can’t wait to see you again soon. And remember, if an event catches your eye, just give us a shout at info@mycheekydate.com or 866-WE-SPEED. We’ll be here with bells on. 🔔
Thanks again, Janet — you’re fabulous!
Cheers,
🙂
Not worth the money
Not worth the money. The card with the profiles to vote was supposed to be available until midnight, but it disappeared before 23.30, no votes - no matches.
Last minutes people were accepted and their profiles were not added on the card.
July 27, 2025
Unprompted review
Reply from MyCheekyDate
Hi Soft breeze,
Thanks for your review.
We're sorry you're upset; let me address your concerns.
All daters have until midnight to submit their selections on our platform. Should daters have selections after midnight or if daters were unable to access the platform - they can always reach out to us with their selections and we will assist.
We're here 24/7 and always available for questions, thoughts or assistance.
If you would like to reach out to us - you can find us at info@mycheekydate.com or 800. 281. 8528.
Matchmaking service has done nothing even 5 months after signing up
It's been more than 5 months since I paid hundreds of dollars for the matchmaking service, but they haven't facilitated a single match.
After one month of zero outreach from my matchmaker, I asked for an update, and they "assured" me that they were still working on finding a match for me. Three months after that, there was no additional outreach from them, and there was zero sign of progress on their end, so I asked for a refund. They said no. They continued to claim that they were working on my behalf "behind the scenes".
Even if that's true, nobody would consider 4 months of no matches to be a successful matchmaking experience. Nobody would consider that acceptable service. Imagine if their signup form said "by the way, it may take several months for us to find a single match for you"... no one would spend a dime let alone hundreds of dollars! Now it's been 5 months since I paid hundreds of dollars for their service that has delivered zero matches so far.
July 27, 2025
Unprompted review
Reply from MyCheekyDate
Hi Jay,
We have attempted to verify this review as has TrustPilot and have been unsuccessful.
We do not show any of our clients who match this persons description of events.
If you could respond to TrustPilot or with us at info@mycheekydate.com or 866 We Speed.
great organized events
great organized events with good communication after event to get matches if you both matched. Liked the locations of the events. Seemed to be good professionals for speed dating
July 24, 2024
Unprompted review
Reply from MyCheekyDate
Hi K R,
Thanks a bunch for your fab review!
We’re absolutely chuffed you’ve been enjoying our events—and even more so that you’ve joined us for more than one. Look at you go! 😄
It means the world that you took a moment from your day to send such kind words our way. We’re blushing over here!
Can’t wait to welcome you back for more cheeky fun soon. Anytime you spot an event that tickles your fancy, just give us a shout at info@mycheekydate.com or ring us at 866-WE-SPEED.
You're the best—thanks again!
Cheers and cheeky winks! 💕
Hello,
Hello,
Tonight was excellent! It was S smalj group but very organized and the host is very professional and friendly. Her presentation S well put together, nicely U dressed and elegant.
have been been to another event but the organization was no good. Iam happy an
July 20, 2025
Reply from MyCheekyDate
Hi Rolando,
Thanks for your review.
So happy to see you've enjoyed our events!
We appreciate you not only taking time out to share your thoughts but your lovely sentiments as well.
We hope to see you again very soon.
Anytime you see an event you fancy attending - we hope you won't hesitate to reach out to us at info@mycheekydate.com or 866 We Speed.
Thanks Rolando!
Cheers :-)
Relaxed and fun event.
July 20, 2025
Unprompted review
Reply from MyCheekyDate
Hi Ethan,
Thanks for your review.
We thank you for taking time out of your busy day to share your thoughts.
We hope to see you again very soon!
Anytime you see an event you fancy attending - we hope you won't hesitate to reach out to us at info@mycheekydate.com or 866 We Speed.
Thanks!
Cheers :-)
First time trying
I didn’t like the venue, because the place was a bit too loud for my preference, but we had a good turnout of people and had a great time.
Would do it again at a different venue.
July 19, 2025
Unprompted review
Reply from MyCheekyDate
Hi Matthew,
Thanks for your review.
Lovely to hear you chose us as your first time speed dating! How fun :-)
We also appreciate you sharing your feedback. Always feel free to share any thoughts you have with your hosts or feel free to email us 24/7 - we just love hearing from our daters.
We hope to see you again very soon.
Anytime you see an event you fancy attending - we hope you'll reach out to us at info@mycheekydate.com or 866 We Speed.
Thanks again Matthew!
Cheers :-)
Fun & Safe Sunday nights
The hosts at each event are very professional, personable and friendly. They are very clear with directions and timing for events. They also are pretty good at getting an even ratio for male to female daters. I always feel safe at these events and have always met friendly professionals. I am truly grateful and excited every time I attend!
June 29, 2025
Unprompted review
Reply from MyCheekyDate
Hi Diana,
Thanks for your review.
Lovely jubley!
We are chuffed to bits you've had the opportunity to join us for multiple events. Yay :-)
We just love what we do and are thrilled when others notice. We just can't get enough meeting fabulous daters such as yourself.
Here is hoping to see you again very soon.
Anytime you see an event you fancy attending - we hope you won't hesitate to reach out to us at info@mycheekydate.com or 866 We Speed.
Thanks again Diana!
Cheers :-)
Canceling of events mutiple times
The singles events are canceled the day before with little notice and canceled multiple times over. If the event does happen the gender ratio is way off.
June 21, 2025
Unprompted review
Reply from MyCheekyDate
Hi Russell,
Thanks for your review.
We're sorry you are frustrated in Denver - let us address your concerns;
We do see you've had the opportunity to attend an event with us at the end of May where we had 8 ladies and 10 gents. We also see that you have been rescheduled at the request of fellow daters.
Rescheduled events are challenging for our venues, team and most importantly - those daters that did not need to reschedule. With so many events a month in Denver - there is always another around the corner.
As well, daters can always reach out to us at info@mycheekydate.com or 866 We Speed for the most up to date information and details about our events.
We did try to reach out to you via telephone and unfortunately were unable to make a connection. If you would like to reach out to us via email or telephone - we would love the opportunity to chat.
The company itself is wonderful
The company itself is wonderful! I have been to several events. Sometimes there are organizational issues during, and timing inconsistencies, but overall it has been a good experience.
June 7, 2025
Unprompted review
Reply from MyCheekyDate
Hi India,
Thanks for your review.
Lovely to hear you've had the opportunity to join us for several events! How fun :-)
We're especially thankful you not only took time out to share your thoughts but for your feedback as well.
We hope to see you again very soon!
Anytime you see an event you fancy attending - we hope you won't hesitate to reach out to us at info@mycheekydate.com or 866 We Speed.
Thanks India!
Cheers :-)
This was a fantastic event
This was a fantastic event. Great venue, with ample space between rotations, perfectly timed break and excellent host.
Looking forward to future events!
July 6, 2025
Unprompted review
Reply from MyCheekyDate
Hi J F,
Thanks for your review.
How fabulous!
We're so happy to see you've continued to enjoy our events. :-)
We appreciate you and can't wait to see you again. Anytime you see an event you fancy attending - we hope you won't hesitate in reaching out to us at info@mycheekydate.com or 866 We Speed.
Thanks again!
Cheers :-)
I had a great time at the event.
I had a great time at the event. Met interesting people. They were organized and all daters got a chance to connect. I definitely recommend their events.
July 6, 2025
Unprompted review
Reply from MyCheekyDate
Hi Mojee,
Thanks for your review.
Wonderful to hear you've enjoyed our events! Yay :-)
We so appreciate your lovely sentiments and taking the time out of your busy day to share your thoughts.
We hope to see you again very soon!
Anytime you see an event you fancy attending - we hope you won't hesitate to reach out to us at info@mycheekydate.com or 866 We Speed.
Thanks again!
Cheers :-)
Really Wonderful Events
Really Wonderful organizing, True Event, So friendly Team and I see everybody is happy
May 25, 2025
Unprompted review
Reply from MyCheekyDate
Hi Hany,
Thanks for your review.
We're so chuffed you've enjoyed our events!
Especially lovely to read your sentiments about our staff. We just love what we do and are thrilled when it shows :-)
We can't wait to see you again.
Anytime you see an event you fancy attending - we hope you won't hesitate to reach out to us at info@mycheekydate.com or 866 We Speed.
Thanks again!
Cheers :-)
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