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.
Written by the business, not verified by us.
Is MyCheekyDate legit?
MyCheekyDate (www.mycheekydate.com) has a 3.9 out of 5 rating on OK.one, based on 100 user reviews collected here. It is listed under Public & Local Services and its reputation is mixed. 75% of reviews are 4 stars or higher and 17% are 1 star; The business has replied to 100% of negative reviews; Reviews mostly discuss User experience, Refund. Last updated 2026-08-11.
What reviewers say
AI generated
Reviewers had a great experience with this company. Customers frequently praise the friendly staff and professional organizers for creating a welcoming, fun environment during every event. People also love the carefully chosen venues, noting that these locations offer a relaxed and classy atmosphere to meet interesting individuals easily. Participants consistently appreciate the well-structured formats, which help break the ice and make interactions smooth and enjoyable.
However, some people mentioned frustrations with event cancellations and long delays in receiving proper refunds. A few reviewers also noted that certain selected spaces can be quite loud or dimly lit, making conversation a bit challenging.
Auto-generated from all reviews of this business. For reference only.
Turnout was typical, 14 participants, 3 women actually showed, 6 guys. All 3 were great people, and were worth the investment. Of the men, around half were directly personable, and seemed like good guys to date. The other half, frankly, I didnt have the chance to meet, due to the rotation, so I can't properly comment on them.
A little disorganized on startup, but once the event actually started, everything flowed well. Go with the flow... I thought it was worth it.
Reply from MyCheekyDate2026-08-04
Hi Morcelu Bob,
Thank you for taking the time to leave a thoughtful review.
We're delighted to hear you found the evening worthwhile and enjoyed meeting some great people. It's also wonderful to know that, once the event got underway, you felt everything flowed well.
We appreciate your feedback about the start of the event, too. We're always looking for ways to make check-in and the opening of the evening as smooth as possible, so comments like yours are genuinely helpful.
Thank you again for joining us, and we hope to welcome you back to another MyCheekyDate event soon!
Cheers,
The MyCheekyDate Team 💞
Great venue. Fun night. Fun host. Good way to past the time on a Saturday night.
Reply from MyCheekyDate2026-07-26
Hi CC,
Thank you so much for your kind review! We're delighted to hear you enjoyed the venue, had a fun evening with the host, and found it a great way to spend your Saturday night. That's exactly what we hope every event delivers—a relaxed, enjoyable atmosphere where meeting new people feels easy and natural. We really appreciate you joining us and hope to see you again at another MyCheekyDate event soon!
Cheers,
The MyCheekyDate Team 💞
This is a poorly run business.
The events are often cancelled 1 day before, and it's impossible to claim a refund.
Reply from MyCheekyDate2026-07-18
Hi Ricardo,
We're sorry to hear you feel this way.
We do take a very understanding approach when guests need to reschedule at the last minute. While we appreciate this can occasionally be frustrating for those whose events are affected, we also know life happens, and we'd rather offer flexibility than leave guests without options when unexpected circumstances arise.
If an event is rescheduled by us, our Cheeky Guarantee ensures that any guest who no longer wishes to attend can always request a refund. We're always happy to step in and assist throughout the process to help ensure everything is resolved as smoothly as possible.
The Cheeky Guarantee was introduced so guests can book with confidence, knowing that if an event is rescheduled, they have the flexibility to attend a future event or request a refund if they prefer not to.
Cheers,
The MyCheekyDate Team 💞
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.
Reply from MyCheekyDate2026-07-02
Hi Max,
Thank you so much for your kind words! We're delighted to hear you've enjoyed our Boston events and that our updates have helped you stay connected. Creating a welcoming atmosphere and bringing together great people is what we're all about, so it's wonderful to know you've had such a positive experience. We look forward to seeing you again at another Boston event soon!
Cheers,
The MyCheekyDate Team 💞
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. It took some emails over a couple of months to get my money refunded. At first I was directed to eventbrite to get my refund, eventbrite denied my request. After that i reached out to the company again and they helped get my refund on Jun 22/26. Overall, they should manage their events better, and if they cancel events, they should be doing the work to make sure people get their refunds vs people running after eventbrite or whatever to get their refunds.
Reply from MyCheekyDate2026-06-22
Hi Anand,
Thank you for your feedback.
We are sorry to hear about your experience. To clarify, under our Cheeky Guarantee, when an event is rescheduled, guests may request a refund, and we are always happy to honor that policy.
We have reviewed your account and can see that your refund has since been processed as requested. While the March 21, 2026 event was postponed, Vancouver is one of our seasonal markets, and our events are set to resume in just a few short weeks. We understand that this timing may not have aligned with your plans and appreciate the frustration that can arise when schedules change unexpectedly.
Anytime a guest experiences difficulty with a booking, refund request, credit, Eventbrite, or any aspect of their experience, we encourage them to contact us directly. Our team is always happy to review situations individually and assist where needed.
Thank you again for your feedback. We wish you all the best and hope you enjoy a wonderful summer. As always, our Cheeky Guarantee remains in place to ensure guests have the flexibility of a refund when we reschedule an event, or a credit that never expires when their own plans change.
Cheers,
The MyCheekyDate Team 💞
Their events are well organized, convenient, and engaging. I met some cool people a few times, and hung out with them, after.
Reply from MyCheekyDate2026-06-10
Hi Peggy,
Thank you for the kind words! We're delighted to hear you enjoyed the events and, even better, made connections that continued beyond the event itself. Wishing you many more great conversations and memorable nights out ahead! 😊
Cheers,
The MyCheekyDate Team 💞
Had a good time meeting a bunch attractive decent guys.
Reply from MyCheekyDate2026-06-05
Hi Matt,
Thank you for joining us!
We're so glad you had a good time and enjoyed meeting a great group of people. That's exactly what we hope for at every event - bringing together interesting, genuine singles in a fun and relaxed setting.
We hope to see you again soon!
Cheers,
The MyCheekyDate Team 💞
Great way to meet new people. It could be a little more organized but overall a good experience.
Reply from MyCheekyDate2026-06-05
Hi Juan
Thank you for your review!
We're glad you enjoyed the experience and had the chance to meet new people. We also appreciate your feedback regarding organization. Daters should always feel free to share their thoughts with us—we genuinely love hearing feedback, whether it's praise, suggestions, or ideas on how we can make future events even better.
Thanks again for joining us, and we hope to see you at another event soon!
Cheers,
The MyCheekyDate Team 💞
overall a good casual environment
and responsive staff, casual setup no pressure, high quality dates
Reply from MyCheekyDate2026-06-05
Hi Eric,
Thank you for the lovely review!
We're so pleased you enjoyed the relaxed atmosphere, responsive team, and quality of the dates. Creating a casual, no-pressure environment where great people can connect is exactly what we aim for.
We hope to see you again soon!
Cheers,
The MyCheekyDate Team 💞
I've had two events cancelled, got notified the day before. Life happens and sometimes it can be hard to recruit people, but... I also assume a company to make it happen! I've only had this experience with this company, I will not sign up again
Reply from MyCheekyDate2026-05-31
Hi Phil,
We’re really sorry for the frustration. Having an event rescheduled once is disappointing, and having it happen more than once is understandably upsetting.
Under our Cheeky Guarantee, whenever MyCheekyDate reschedules an event, you can absolutely receive a refund if you prefer. We’re happy to help process that for you.
We have also seen an increase in guests asking to reschedule across several cities, including Toronto. Because speed dating depends on the overall guest mix, venue setup, and balance in the room, Toronto events are occasionally adjusted so we can provide the kind of evening guests expect.
We’re sorry this was your experience and appreciate you giving us a try.
Cheers,
The MyCheekyDate Team 💞
First speed dating experience in Denver and I had a fun time. The event felt organized, low-pressure, and the conversations were enjoyable.
Reply from MyCheekyDate2026-05-22
Hi E,
Thank you for the lovely review! We’re so happy your first speed dating experience in Denver was a fun one.
Organized, low-pressure, and full of enjoyable conversations? That’s exactly our favorite kind of night - just enough structure to keep things moving, and just enough cheeky energy to make meeting new people feel easy.
We’d love to see you again soon.
Cheers,
The MyCheekyDate Team 💞
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 to know someone a little more uncomfortable when you were right next to someone else.
Reply from MyCheekyDate2026-05-22
Hi Sarah,
Thank you for joining us and for the thoughtful feedback. We’re so glad to hear the men were engaging, conversational, and easy to talk to.
We’re sorry the balance and table flow were not quite as smooth as they should have been. Creating a comfortable, well-paced room is very important to us, and we appreciate you letting us know.
If anything ever feels a little off at one of our events, please always reach out. With our Cheeky Guarantee, we’re happy to help make it right next time. 😊
Cheers,
The MyCheekyDate Team 💞
Hi Michelle,
Thank you so much for the lovely review - we’re delighted to hear Denver brought the good people, good chats, and just the right amount of cheeky charm.
Meeting lots of great people is exactly what we hope for, so your recommendation has us doing a little happy dance over here.
We hope to see you back at another Denver event soon for more mingling, laughing, and maybe even a little mutual swooning.
Cheers,
The MyCheekyDate Team 💞
Seeing their TR average rating is enough to make me wary of this website! The canceled an event I paid for, then I rescheduled, then they rescheduled again, and then again! I decided to cancel when they booked an outdoor event in 24F weather! They dont allow refunds and they reschedule rather than cancel to avoid having Eventbrite making them refund customers! There are COUNTLESS reddit posts about this in various cities in the US AND Canada. So it is an actual SCAM they are running. Once I showed up to an event with no host at all! Took 50 mins to arrive to. Maybe 4 others joined and staff was clueless. I emailed them and they (Sara) were unhelpful and said I could file a claim with my credit card company. Absolute THIEVES! Karma will certainly pay these fraudsters back.
Reply from MyCheekyDate2026-07-08
Hi Morgan,
Thank you for your feedback. We were genuinely sorry to read it, particularly as we can see you attended our New York event on July 3, 2024 and our Chicago event on July 23, 2024, where you made five mutual matches.
We also note that you decided to cancel your later booking, and we were happy to accommodate your request, just as we do for all of our guests. We understand that life can get in the way, which is why our Cheeky Guarantee allows guests to reschedule their own events regardless of notice. Likewise, if we ever need to reschedule an event, guests are always welcome to attend another event or receive a full refund.
We'd also like to clarify one point. For nearly 19 years, the comfort and safety of our guests has been our priority. The event in question was scheduled to take place indoors, and we simply would not hold one of our events outdoors in 24°F (-4°C) weather.
Should you wish to discuss your experience further, we'd be happy to hear from you.
Cheers,
The MyCheekyDate Team 💕
Raleigh location - overall decent time, little disorganized
I went to an event in Raleigh and it was only my second time speed dating and first with MyCheekyDate. Here’s what I liked: the location of the event was cool, I like the scoring method to help make my final decisions for the night, and I did meet some interesting people. I’m docking one star though because I was led to believe by the website that I would be greeted at the door/check in and that was not the case. I ended up having to ask a waiter/bartender where to go since there were no signs and it wasn’t clear. When I got to the room, it was a lot of singles sitting around and we all seemed to be unsure if we were in the right place. Once a couple of us confirmed with each other there was some mingling happening but it wasn’t clear to us if that was all we were supposed to do or where the host was. Eventually the host did show up and went around a checked everyone in and we eventually got started. Looking back at it now, the Kentucky Derby was playing in the main area of the bar (as opposed to the side room where the event was being held) and I think he was out there for a bit watching that. So eventually it all worked out, but definitely felt a little disorganized at first. Guy to Girl ratio also seemed to be okay, there were a couple more guys than girls so the guys had a rotation where they had a little break as opposed to the girls who didn’t really get one. Loved the waiter working the room though! He made sure us girlies got our refills since we didn’t have the same opportunity to have a mini-break.
Reply from MyCheekyDate2026-05-05
Hi Morgan,
Thank you so much for your thoughtful and detailed review, we really appreciate you taking the time to share both the positives and the areas where we can improve.
We’re so glad to hear you enjoyed the venue, met some interesting people, and found the scoring system helpful, that’s exactly what we aim to create.
We also appreciate your feedback around the arrival and check-in experience. We aim for a relaxed, low-pressure start to give everyone a chance to settle in.
It’s great to hear the balance felt right overall and that the venue team helped keep things flowing that's always a bonus!
Thanks again for joining us, and we hope to welcome you to another event in Raleigh soon 😊
The MyCheekyDate Team 💞
I have used MyCheekyDate off and on for the last couple of years and I want to say that they offer the best speed dating events in Denver. I've tried other companies and they just aren't as organized and the venues aren't in great locations. Even if I don't meet anyone I always leave having had a good time and enjoyed interacting with some really nice people.
Reply from MyCheekyDate2026-05-05
Hi Anna,
Thank you so much for this wonderful review! We’re thrilled to hear you’ve enjoyed our Denver speed dating events over the years and that the organization, venues, and overall atmosphere have stood out to you.
We put a lot of care into creating events that feel relaxed, well-run, and genuinely fun, so it means a lot to know that even when a match doesn’t happen, you still leave having had a great time and meeting nice people.
We’re so grateful to have you as part of the MyCheekyDate community and hope to see you at another Denver event soon!
Cheers,
The MyCheekyDate Team 💕
I have been to a few of the events and I do think it is a good way to meet people I normally wouldn’t in my city. It has been a pleasant experience so far and I enjoy going to the events. This has allowed me to step out of my comfort zone and be more comfortable with talking to new people more often.
Reply from MyCheekyDate2026-04-30
Hi Katia,
Thank you so much for your kind words—we really appreciate you taking the time to share your experience.
It means a lot to hear that the events have helped you step outside your comfort zone and meet people you might not have crossed paths with otherwise—that’s exactly what we aim to create.
We’re so glad you’ve been enjoying the experience, and we look forward to seeing you at more events in Denver!
The MyCheekyDate Team 💞
This company will walk away with your money and not assist you for anything. Stay away
Reply from MyCheekyDate2026-04-28
Hi Quill,
We’re sorry to hear you feel this way—this isn’t the experience we aim to provide.
We did see some initial participation, including event attendance, but not after you cancelled your attendance with us. We also made a few attempts to reach you by text and email to follow up, but weren’t able to connect.
Our introductions are designed to be ongoing and participatory, with matches and opportunities developing through continued involvement—something that also gives potential matches helpful insight into each other.
That said, we don’t step away from guests, and we’re always happy to support when someone is open to continuing. As part of our Cheeky Guarantee, we aim to keep things flexible and fair, and we’re always here to step in and make sure everything is handled properly.
If you’re open to reconnecting, we’d still genuinely welcome the opportunity to assist.
Cheers,
The MyCheekyDate Team 💕
I attended a speed dating event at Civic Taproom on April 25 at the listed time, but there was no host, no participants, and no event taking place. The venue had no awareness of any event happening.
The listing still showed the event as active, and there was no clear or timely notice that it had been postponed. I only found out after reaching out myself.
When I contacted the organizer, I was directed to Eventbrite to request a refund rather than having the issue resolved directly.
This was frustrating and embarrassing after making the effort to attend. I would be cautious booking with this company.
Reply from MyCheekyDate2026-04-26
Hi Bethany,
We’re really sorry to hear about your experience that evening — we understand how frustrating it must have felt to arrive and not find the event taking place.
Our records show that a notification was sent in advance confirming that this particular event would be removed from the schedule. We always ask guests to check their email before heading out, as occasional adjustments can happen, and we also encourage adding a phone number during booking so we can reach you quickly if anything changes last minute.
Regarding your ticket, while Eventbrite is your ticket provider, we are always happy to step in and help ensure a refund is granted. It’s part of our Cheeky Guarantee, and we’ve already stepped in to support your request so it’s properly followed through.
We’ll continue to monitor this on our end to make sure it’s resolved.
Cheers,
The MyCheekyDate Team 💕
Mycheekydate does a great job in providing events for people to meet in a casual setting. There is no pressure and it’s always a friendly environment. Thanks a lot!!! 😀☀️
Reply from MyCheekyDate2026-04-26
Hi Cesar J,
Thank you so much - we really appreciate this.
Creating a relaxed, friendly space where people can simply show up and connect (without any pressure) is exactly what we aim for, so it’s lovely to hear that came through.
We hope to see you again at another event soon 🙂
Cheers,
The MyCheekyDate Team 💕