Trying MyCheekyDate was a letdown from pretty early on. A few matches seemed promising at first, but they dodged every suggestion for a video call and the chats had this weird artificial feel. It got... See more
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See what reviewers are saying
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.
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
Out of three other dating event organizers in Toronto I've tried, this one's the best. The singles here are of a different quality - very respectful, open, and communicative. Just so professional. The... See more
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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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pretty chill set-up
pretty chill set-up. i like how they have the speed dating at more lowkey bars in the area. really great people at the events, and it's fun
September 7, 2025
Unprompted review
Reply from MyCheekyDate
Hi Julian,
We’re so glad you enjoyed the relaxed atmosphere — that’s exactly what we aim for! Our events are designed to feel effortless and fun, with lovely daters and welcoming venues that make conversation easy. We look forward to hosting you again soon for another round of cheeky connections! 💫
Warm regards,
The MyCheekyDate Team
Speed dating experience was good
Did a speed dating event with CheekyDate in central Denver, and it was great. Had a blast, much less stressful than I thought it would be. Hosts were there and very helpful and very gracious. I plan to do it agai!
October 12, 2025
Unprompted review
Reply from MyCheekyDate
Hi Sean,
We’re so glad to hear you had such a great time! That’s exactly what we love to hear — a fun, relaxed evening where it’s easy to just be yourself and meet some lovely new faces. Our hosts will be thrilled to know they helped make your night so enjoyable.
We can’t wait to welcome you again soon for another Cheeky evening in Denver! 💕
Professional
Professional, organized, and welcoming. The venues are well-chosen and the attendees are quality people you'd want to meet.
September 11, 2025
Unprompted review
Reply from MyCheekyDate
Hi Michael,
Thank you so much for your kind words! We truly appreciate you taking the time to share your experience.
We put a great deal of care into choosing welcoming venues and creating an atmosphere where lovely people can meet and connect naturally. It’s wonderful to hear that came through in your evening.
We hope to see you again soon — another lovely night awaits!
Warm regards,
The My Cheeky Date Team
A great way to meet new people!
My first ever speed date was with MyCheekyDate, and I’m glad I did it with them! I’ve been to mixers before that didn’t have much structure, and as someone with quite a bit of social anxiety it was intimidating. That’s why I really appreciated the structure that MyCheekyDate has; it made it so much easier to talk with people and be myself. I highly recommend the experience, and plan on going to future events. Maybe I’ll see you there!
September 25, 2025
Unprompted review
Reply from MyCheekyDate
Hi Michael,
We absolutely love hearing this — thank you so much for sharing your experience!
Our events are all about creating a comfortable, structured, and genuinely enjoyable space for lovely daters to simply be themselves. We’re so glad the format helped ease the nerves and made it easier to connect — that’s exactly what we hope for.
We can’t wait to welcome you back for another evening soon — and who knows, maybe you will spot a familiar lovely face across the room next time. 💕
Warm regards,
The My Cheeky Date Team
Cheeky at Grafton
Organization. The event did not start on time, saw some guys were back to girls twice..its not good if you have 13 girls and 8 guys ( e.g.)..think numbers should be the same..and the most important thing- I could not see online profile of some guys..I was told somebody will add it manually and let me know if something was changed..
Did the organizer do it? Nope.
So, overall is soo nice experience, I do not mind paying for this kind of event but speed date with MyCheekyDate last week was so disapointment. Not going back to them.
October 5, 2025
Unprompted review
Reply from MyCheekyDate
Hi Magdalena,
Thank you for joining us in Dublin and for taking the time to share your experience.
There isn’t a set start time for the speed dating portion of the evening — we like to allow guests time to arrive, get comfortable, enjoy a drink, and mingle with fellow daters should they wish. We did have a few gents fail to show and need to reschedule last minute. We wish we could control such things, but unfortunately we cannot.
With respect to the Smart-Card scorecard, if you ever feel you didn’t meet a couple of gents, it’s always best to let the host know at the event so they can quickly rectify it. You’re also always welcome to reach out to our office with the names of anyone you fancied meeting again and were unable to do so on the scorecard — we’re happy to help where we can.
We truly appreciate your feedback and hope you’ll consider joining us again soon for another event. We’d love the opportunity to provide the seamless, enjoyable experience our lovely daters have come to expect.
Warm regards,
The My Cheeky Date Team
The event was fine
The event was fine, only issue was that it was loud from the music played in the restaurant.
October 5, 2025
Unprompted review
Reply from MyCheekyDate
Hi Ronisha,
Thank you for joining us and for taking the time to share your experience! We’re glad you enjoyed the evening overall. We completely understand about the music volume — sometimes our lovely venues can get a bit lively. We always pass feedback like yours along to the venue so our next event can be even better.
We hope to see you again soon — perhaps at one of our quieter, more tucked-away spots next time.
Warm regards,
The My Cheeky Date Team
Reply from MyCheekyDate
Hi Juliana,
We’re so glad you had fun! That’s exactly what we love to hear from our lovely daters. 💕 Can’t wait to welcome you back for another great night of chats, smiles, and maybe even a spark or two!
Cheers,
The MyCheekyDate Team
Went to one event
Went to one event, it was good. Looking forward to attending more events
December 5, 2024
Unprompted review
Reply from MyCheekyDate
Hi Mi,
We’re so glad to hear you enjoyed the event! 😊 It’s wonderful that you’re looking forward to more — each one brings new faces, fresh energy, and maybe even a little spark.
Can’t wait to welcome you back for another fun evening with our lovely daters! 💕
Cheers,
The MyCheekyDate Team
It’s what you make of it
I have been to 4 events and have met some amazing people. It truly is what you make of it, so come with an open mind and stay curious. Some of the men I met here are very good friends to this day. It’s all what you make of it. Enjoy and have fun! 🤩
October 23, 2024
Unprompted review
Reply from MyCheekyDate
Hi Maria,
We absolutely love this — thank you! You’ve summed it up perfectly: it really is what you make of it. Coming with an open mind and a curious heart is exactly the spirit that makes our events so special. 💕
We’re thrilled to hear you’ve met some amazing people (and even lasting friends!) through our events. That’s what it’s all about — great company, genuine connections, and a bit of fun along the way.
Hope to see you again soon for another fabulous evening! 🤩
Cheers,
The MyCheekyDate Team
Enjoyable events with this group :)
April 20, 2025
Unprompted review
Reply from MyCheekyDate
Hi Stefan,
We love hearing that — thank you! 😊 It makes us so happy to know you’ve enjoyed our events. We’ve got plenty more fun evenings (and fabulous daters) waiting for you, so we hope to see you again soon!
Cheers,
The MyCheekyDate Team 💕
Great experience
Great experience! It was fun, engaging and organized.
September 20, 2025
Unprompted review
Reply from MyCheekyDate
Hi Chris,
We love hearing that! Fun, engaging, and organized is exactly what we aim for — a perfect recipe for a great night out (and maybe a spark or two 💕).
Can’t wait to see you at another event soon — here’s to more great chats and cheeky smiles ahead!
Cheers,
The MyCheekyDate Team
Fun Times
Sometimes it’s really about luck of the draw with who shows up but always at fun locations and nice staff.
September 19, 2025
Unprompted review
Reply from MyCheekyDate
Hi Leah,
You said it perfectly — sometimes it really is the luck of the draw (and a dash of cupid’s timing!). We’re so happy to hear you’ve enjoyed the venues and our team — we do love keeping things fun, flirty, and fabulously organized.
Here’s hoping the next event brings not just more fun times, but maybe a little spark of serendipity too. 😉
Cheers,
The MyCheekyDate Team 💕
Only one event so far
I have only been to one speed dating event and it was a fine experience overall. I am looking forward to trying it again.
October 30, 2024
Unprompted review
Reply from MyCheekyDate
Hi Andie,
Thank you for sharing your thoughts! We’re so glad to hear your first experience was a positive one — that’s exactly what we love to hear from our lovely daters. We can’t wait to welcome you back for your next event and hope it brings even more great conversations (and maybe a little spark or two!). 💕
Warm regards,
The MyCheekyDate Team
Well organized events
Well organized events. Easy to use web interface. Great service and communication from organizers.
March 16, 2025
Unprompted review
Reply from MyCheekyDate
Hi Neal,
Thank you so much for your lovely feedback! We’re thrilled to hear you found the events well organized and the web interface easy to use. Our team takes great pride in keeping everything smooth, friendly, and fun — from registration to those first introductions.
We’re so glad the communication and service stood out, and we’d love to welcome you again soon for another wonderful evening with our lovely daters. 💕
Warm regards,
The MyCheekyDate Team
Organized and Easy
The events are organized and it's easy to submit whether you are interested in someone else online. I have met some nice people at them. My only feedback though is that the spaces that are selected can be loud, which makes it difficult to hear others.
September 1, 2025
Unprompted review
Reply from MyCheekyDate
Hi Carissa,
Thank you so much for your kind words! We’re delighted to hear you’ve enjoyed the events and found it easy to connect and submit your matches online — and even better that you’ve met some lovely people along the way.
We completely understand your note about the venues. While we love creating a lively, social atmosphere, we know that sometimes the energy of a busy space can make hearing a bit tricky. We’re always exploring ways to balance ambiance with comfort, and your feedback helps us fine-tune that experience for our lovely daters.
We hope to see you again soon for another fun and well-matched evening — ideally one with just the right buzz (and volume!). 💕
Warm regards,
The MyCheekyDate Team
Best Dating Event
Excellent event and venue. Everyone was super welcoming and really excited to sit and chat. Wonderful host who was very supportive of everyone in attendance!!
May 11, 2025
Unprompted review
Reply from MyCheekyDate
Hi Joe,
Thank you so much for your wonderful feedback! We’re thrilled to hear you enjoyed the event and venue — and that our host helped make the evening feel welcoming and fun. Creating a relaxed, supportive atmosphere for our lovely daters to connect is exactly what we strive for each time.
We’d love to have you join us again soon — here’s to more great chats, friendly faces, and maybe even a spark or two. 💕
Warm regards,
The MyCheekyDate Team
It's a fun experience
It's a fun experience. The event is well organized and the people are swell. I am always impressed by the venues the company picks out.
June 6, 2025
Unprompted review
Reply from MyCheekyDate
Hi Didier,
Thank you so much for your lovely words! We’re thrilled you enjoyed yourself and found the event fun and well organized. We take pride in choosing venues that set just the right atmosphere for our daters, so it’s wonderful to hear you’ve been impressed.
We can’t wait to welcome you back again soon — here’s to more fun evenings, fabulous venues, and plenty of kismet along the way. 💕
Warm regards,
The MyCheekyDate Team
Great opportunity to meet others in…
Great opportunity to meet others in person.
October 3, 2025
Unprompted review
Reply from MyCheekyDate
Hi Jordyn,
Thank you for sharing your feedback! We’re so glad you enjoyed the chance to meet others in person — that’s what our events are all about. Creating a relaxed, welcoming space for lovely daters to connect face-to-face is something we’re truly proud of.
We’d love to see you again soon for another evening of new introductions and great conversations. 💕
Warm regards,
The MyCheekyDate Team
It’s a decent way to meet people in…
It’s a decent way to meet people in real life and they’re usually organized well. They also have an app for follow up dates.
May 16, 2025
Unprompted review
Reply from MyCheekyDate
Hi Eric,
Thank you for your feedback! We’re happy to hear you found the event well organized and enjoyed the chance to meet people in real life — that’s exactly the experience we aim to create for our lovely daters. We’re also glad you found the app helpful for keeping the connections going after the event.
We look forward to welcoming you back again soon for more great conversations and fun introductions. 💕
Warm regards,
The MyCheekyDate Team
Well organized, but communication channels could use improvement
The event was mostly well organized, with frequent emails communicating what needed to be done for the online profile in the days leading up to the event. The host was amicable, and generally kept the event running on time.
However, the only means of communication after the event with a potential match was email. Despite matching with someone, I received no response to the email I sent the following day, nor with a follow up email sent later in the week. With email, I had no way of knowing whether my email had simply ended up in the recipient's junk folder or if I was being ignored. This turned my initial optimism of the positive experience of the event to downtrodden uncertainty as to whether I had adequate opportunity to connect with the other person at all.
I will come back and try this again, but this experience was quite demoralizing and exchanging phone numbers, rather than email addresses with matches could be an improvement.
Age distribution was also difficult at the event. The window was 25-39, but as a 25 year old, I did not meet anyone younger than 30. A more limited age range for people in their 20s would be nice.
July 12, 2025
Unprompted review
Reply from MyCheekyDate
Hi Davis,
Thank you so much for sharing your experience with us. We’re delighted to hear you found the event well organized and enjoyed the hosting — we always aim to create a welcoming, smooth-running evening for all of our lovely daters.
We also want to clarify that it is very intentional that we only share email addresses with those you’ve matched with. While we understand the suggestion about exchanging phone numbers, providing them would create a significant security risk. With today’s tools, it’s surprisingly easy to uncover personal details such as home addresses through reverse lookups, and we take the privacy and safety of our daters extremely seriously. Email allows connections to begin in a secure, private way while keeping personal information protected.
We do recognize your frustration if a message goes unanswered — whether it ends up in a junk folder or simply isn’t replied to — often times daters are busy and haven't yet had a moment to respond.
We also hear you on the age-range point. While we aim to strike a balance so that everyone has a good mix of matches, we agree that sometimes a narrower window — particularly for daters in their 20s — could create more ideal introductions.
We’d love to welcome you back again soon and hope your next experience brings the connections you’re looking for. After all, cupid and kismet often work best when given more than one chance. 💕
Cheers,
The MyCheekyDate Team 💕
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