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
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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.
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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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Great experience
I have a pretty good experience.
The staff is great.
The people you meet have been very nice.
I definitely recommend it.
August 16, 2025
Unprompted review
Reply from MyCheekyDate
Hi Jean,
We’re absolutely chuffed to hear you had such a great time! Our hosts do love rolling out the charm, but it’s really the daters who bring the sparkle — so thank you for being part of that.
It’s lovely to know you found the crowd as nice as we do. We like to think of our evenings as a mix of good company, a splash of cheek, and just enough magic to keep you coming back for more. 😉✨
Thank you ever so much for recommending us — we’ll keep a seat (and maybe a little extra charm) waiting for you at your next event!
Cheers,
The My Cheeky Date Team 💕
Amazing experience
Amazing experience! Would definitely do it again!
August 17, 2025
Unprompted review
Reply from MyCheekyDate
Hi Rebekka,
We love hearing that you had such an amazing experience! That’s exactly the sort of magic we hope for at every event. Knowing you’d do it again puts the biggest smile on our faces — we’ll have a seat saved just for you next time 😉✨
Cheers,
The My Cheeky Date Team💕
Reply from MyCheekyDate
Hi Kelsey,
We love hearing those good vibes! 🌟 Our hosts adore setting the tone for a warm and welcoming evening, so your kind words will make their day.
Can’t wait to welcome you back again soon! Anytime you spot an event you fancy, just reach out at info@mycheekydate.com or 866 We Speed.
Cheers,
The MyCheekyDate Team 💕
I Felt Unsafe as a Woman
Updated to add that I felt very unsafe at the last event. Despite leaving feedback on the creepy guy’s score card detailing how he kept touching me and made me very uncomfortable, he was still allowed back. My cousin also left feedback that he made her uncomfortable at the same event. I went to a second event and he was there. When I saw him approaching my table, I got up and told the host that I met him last time, he was very handsy, and made me uncomfortable. She quickly put a different guy at my table and told the creeper “You met her before. You can skip her,” to which he yelled angrily “I never met her before!” He then proceeded to argue loudly with the host when she asked him to leave. He stomped back and forth angrily in front of my table, and I was scared he’d actually approach me or wait for me outside. Luckily, when I left the venue had a staff member stationed outside and the creeper wasn’t there.
It's a mixed bag. Most of the men are inoffensive. There was one that was charming and one man that was very creepy and awkward. I was not the only woman that felt that way. I'm glad that you're able to leave comments on specific people you meet. Something tells me that creep will be banned.
July 25, 2025
Unprompted review
Reply from MyCheekyDate
Hi Violet,
Thank you for sharing your experience with us — the good, the awkward, and everything in between! 😊 We’re thrilled to hear you met a charmer (always a highlight!) and just as glad you mentioned our feedback system.
To clarify, daters do not have the ability to leave feedback directly on another’s scorecard. Instead, one may choose to connect or decline to meet again. The columns provided are simply a way to help remember who was who, along with their picture and any details you wish to include.
Anytime a dater has a poor experience with another guest, we always encourage them to immediately notify the host or contact our office — we’re available 24/7. We take those concerns seriously, and anyone who does not meet our standard of being respectful and lovely is not invited back. Your comfort and enjoyment remain our top priorities.
That said, we don’t have any record or exchange of any daters having such an exchange. If you could kindly reach out, we’d be glad to better assist and look into this further.
We’d love to welcome you again soon for an evening full of charmers only. Anytime you fancy joining us, feel free to reach out at info@mycheekydate.com
or 866-We-Speed.
Cheers,
The MyCheekyDate Team 💕
I don’t think anything was wrong with…
I don’t think anything was wrong with the experience per say, I just dislike getting out of my comfort zone lol I will do it again
November 2, 2024
Unprompted review
Reply from MyCheekyDate
Hi Ro,
Nothing wrong at all with a little push outside the comfort zone — that’s often where the cheeky sparks fly. 😉 We love that you’d do it again (that’s music to our ears!) and we’ll be ready with open arms when you fancy another go.
Anytime you see an event you’d like to join, just drop us a note at info@mycheekydate.com or give us a ring at 866 We Speed — we’d love to have you back!
Cheers,
The MyCheekyDate Team 💕
Mostly a positive experience
The person coordinating the event was personable and spoke clearly. Instructions were easy enough to follow. I have only been to one event so far and it didn't have a ton of people, less than 10, so that wasn't the greatest. On the other hand, you only have time to talk to so many people. The free-form format of conversation worked with some people and was kind of awkward with others as well.
February 11, 2025
Unprompted review
Reply from MyCheekyDate
Hi Dee,
Thank you so much for joining us and for sharing your thoughts. We’re delighted to hear our coordinator made you feel at ease and that the instructions were a breeze — we do love keeping things simple so the focus can be on the connections, not the confusion.
While some events are larger and some more intimate, both have their charms — with smaller gatherings, you often get more meaningful conversations and remember every face. And as for the ebb and flow of conversation, that’s the beauty (and occasional mystery) of meeting new people!
We’d love to see you at another event soon — perhaps one with a few more new faces for you to meet. Anytime you see an event you fancy attending, just email us at info@mycheekydate.com or call 866 We Speed.
Cheers!
The My Cheeky Date Team 💕
Super fun way to interact with new…
Super fun way to interact with new people, but I wish that they would offer the same events to people over 40.
August 30, 2024
Unprompted review
Reply from MyCheekyDate
Hi Mizz,
We’re so glad to hear you had a super fun time meeting new people — that’s exactly what we love to hear! 🥰
We completely understand the wish for more events for daters over 40. While many of our current nights are aimed at specific age ranges, we do also host 40+ and 50+ events in certain cities — and we’re always expanding. We’d absolutely love to see you at one of those in the future.
Keep an eye on our event schedule, and if you don’t spot something in your age group, drop us a note at info@mycheekydate.com or call 866-We-Speed — sometimes we can match you up with an upcoming date night that’s just right. 💌
Thanks again for your kind words — we hope to see you again soon!
Cheers!
The My Cheeky Date Team 💕
Reply from MyCheekyDate
Hi Nikolas,
Short, sweet, and just what we love to hear — a great experience and fun! 🎉 That’s our favourite combo.
We’re so pleased you enjoyed yourself and hope this was just the first of many Cheeky nights out.
Whenever you see an event that catches your eye, drop us a note at info@mycheekydate.com or 866 We Speed — we’ll keep the fun coming.
Cheers!
The My Cheeky Date Team 💕
Great People, Well Planned Events
Great events well planned by the company. Met some amazing people and would highly recommend it.
August 10, 2025
Unprompted review
Reply from MyCheekyDate
Hi Jay,
How lovely! We’re so glad you enjoyed our events — and even more delighted you met some amazing people along the way. That’s exactly the kind of magic we aim for. ✨
We’ll happily take credit for the planning, but the “great people” part? That’s down to fabulous daters like you.
We can’t wait to see you again — just spot an event you fancy and give us a nudge at info@mycheekydate.com or 866 We Speed.
Cheers!
The My Cheeky Date Team 💕
I’ve only been to one of their events…
I’ve only been to one of their events and have not hung to compare it to, but I thought it was well organized and was a good way to meet other singles from the area. The admin staff communicated well and I’d recommend an event to anyone looking to go out and meet some new faces.
April 12, 2025
Unprompted review
Reply from MyCheekyDate
Hi Mike,
We’re thrilled your very first MyCheekyDate soirée hit the mark! A well-organized night, new faces, and a bit of sparkle — sounds like just the recipe we had in mind.
Our admin team will be over the moon you noticed their communication skills — they do love a good email as much as they love a good love story.
Now that you’ve had a taste, we hope you’ll come back for seconds (and thirds). Who knows? Your next event could be where you meet someone who makes you forget what the question was.
Anytime you see an event you fancy, just drop us a note at info@mycheekydate.com or 866 We Speed and we’ll save you a spot.
Cheers!
The My Cheeky Date Team 💕
Success Not Typical
Your results may greatly vary. Also they often pick not very great places to host.
Edit after the owner's reply:
If you must know specifically, Time Market as venue is a terrible venue. There's hardly any privacy, the table gets too crowded and we are too close to each other that we can hardly hear the person we are talking to talk. I literally have to shout in order to be heard and vice versa. Oftentimes the host venue is not properly prepared and does not put the proper signage up in advance. Also often times the person hosting the event does not get there early enough to set up properly and I literally have to search around for them. Please do better and picking your venues properly. Lastly I am well aware how the Love Game Works, you properly exploit and patronize your customers. Please do better with that as well.
July 26, 2025
Unprompted review
Reply from MyCheekyDate
Hi there,
We do appreciate you taking the time to share your thoughts — after all, it’s feedback like this that keeps us on our toes (and in our heels) after 18 years and events in 50 cities worldwide.
On signage — we keep things intentionally low-key. Large “SPEED DATING THIS WAY!” signs might be fun for some, but they’d clash with the venue’s atmosphere and turn our chic soirée into a spectator sport for other patrons. We much prefer the “Is this it? Oh yes, it is…” sort of discovery — discreet, sophisticated, and very much our style.
Our hosts arrive in time for the structured portion, but we adore giving guests a chance to mingle naturally first. It’s amazing how many sparks fly over those pre-event conversations before the official bells (well, figurative ones) even start ringing.
Venues are chosen with care — balancing atmosphere, service, and location — but we know tastes vary. Time Out is actually one of the city’s most popular date spots, loved for its lively atmosphere and fantastic food options, but we’ll certainly take your comments on board and share them with the venue.
We’d love to welcome you again — perhaps at another of our events — to show you why, after nearly two decades and a presence in 50 cities, so many daters keep coming back for more.
Cheers,
My Cheeky Date
Fun way to meet new people
Fun way to meet new people, especially if you are new to the city!
August 9, 2025
Unprompted review
Reply from MyCheekyDate
Hi Sienna,
Yay! We’re so glad you had fun — and we couldn’t agree more. Speed dating is one of the best ways to meet fabulous new faces, especially when you’re getting to know a new city. 💫
We’ve loved having you join us and hope to see you again soon for more laughs, great conversations, and maybe even a cheeky spark or two. Anytime you see an event you fancy attending, just drop us a note at info@mycheekydate.com or give us a ring at 866 We Speed — we’ll save you a seat!
Cheers!
The My Cheeky Date Team 💕
Super professional and helpful
Super professional and helpful. Great events.
Great way to meet new people. Would recommend
November 23, 2024
Unprompted review
Reply from MyCheekyDate
Hi Norcal,
Thanks so much for your kind words!
We’re thrilled you’ve found our events professional, helpful, and — most importantly — a great way to meet new people. That’s exactly what we strive for every single time. 🥂
Your recommendation means the world to us. We’d love to see you again soon — anytime you fancy another event, just drop us a line at info@mycheekydate.com or 866 We Speed.
Cheers!
The My Cheeky Date Team 💕
It's a great way to meet new people…
It's a great way to meet new people over using dating sites. The quality of daters are amazing!
May 3, 2025
Unprompted review
Reply from MyCheekyDate
Hi Shay,
Thanks so much for your glowing review!
We’re delighted you’ve enjoyed meeting new people in person — there’s just something special about real conversation that no dating app can match. 😊
Thrilled to hear you’ve found our daters amazing — we think so too! We’re lucky to have such lovely guests at every event.
Hope to see you again very soon. Anytime you fancy another night out, just drop us a line at info@mycheekydate.com or 866 We Speed.
Cheers!
The My Cheeky Date Team 💕
Hey...
Great way to meet new people in a relaxed environment. Hosts are friendly and helpful.
Take the plunge and put yourself out there.
January 26, 2025
Unprompted review
Reply from MyCheekyDate
Hey Kevin,
Thanks so much for the lovely review!
We’re so glad you enjoyed the relaxed vibe and found our hosts friendly and helpful — that absolutely makes our day. 😊
Love that you’re encouraging others to take the plunge — that’s the spirit! Putting yourself out there is half the magic, and we’re honoured to be a part of that journey.
Hope to see you again very soon! Anytime you fancy joining another event, just drop us a line at info@mycheekydate.com or 866 We Speed.
Cheers and happy dating!
—The My Cheeky Date Team 💫
Good way to meet genuine singles
The people I’ve met at their events were genuine, and I like their structured approach to dating. 5 minutes isn’t enough to really get to know a person, but it is better than going to some of the “get drinks and mingle around” events.
July 26, 2025
Unprompted review
Reply from MyCheekyDate
Hi Manan,
Thanks so much for your thoughtful review!
We're thrilled to hear you've met genuine singles at our events — that's exactly what we aim for. We agree, five minutes might not be enough for life's big decisions, but it’s just the right amount to spark curiosity (and hopefully a second date!). 😉
We’re glad you appreciate the structure we offer — it’s our little secret to keeping things fun, relaxed, and meaningful without the chaos of typical mixer nights.
Anytime you fancy joining us again, don’t hesitate to reach out at info@mycheekydate.com or 866 We Speed. We'd love to see you again soon!
Cheers!
The My Cheeky Date Team 💕
I've enjoyed these events
I've enjoyed these events, been to a few and they are hit or miss. Either everyone is a dud or a few winners.
August 7, 2025
Unprompted review
Reply from MyCheekyDate
Hi Anthony,
Thanks so much for your review — we love hearing from our repeat daters!
We're so glad you've enjoyed the events overall. As for the occasional “hit or miss” — we get it! But we don’t believe in duds here… just different flavours for different tastes. What one dater may overlook, another might adore — and that’s the beauty (and fun!) of it all.
Anytime you fancy attending again, just email us at info@mycheekydate.com or call 866 We Speed.
Cheers!
💋
I've been to a couple of speed dating…
I've been to a couple of speed dating events, and think this one is really easy to navigate. The location, Scholars, can be difficult to hear people which is tough when you only have a few minutes. But I like the balance of genders, and feel like the men are 'quality' men in that they are there for the right intentions. I also wish there was some sort of a buzzer or indication of when to move along as this can be missed, or more awkwardly you have a guy waiting to sit down while the other has no idea he's supposed to have left! All in all, worth attending. I think it would be interesting to do a larger mixer with attendees of all speed dates (if they're still available) with ice breakers, etc. for sort of a 'second chance' kind of event.
November 30, 2024
Unprompted review
Reply from MyCheekyDate
Hi Chloe,
Thanks ever so much for your thoughtful review!
We're absolutely delighted to hear you've enjoyed our events and found the experience easy to navigate — that’s music to our ears! 🎶
We do hear you regarding the venue acoustics. While Scholars is one of the most loved spots in Boston (and we do adore the charm), it can occasionally play a little hard-to-get in the audio department. Noted!
As for the buzzer — a great suggestion, but one we’ve intentionally steered clear of. Many of our venues are rather chic and wouldn’t be especially keen on bells or whistles interrupting the vibe every few minutes. We find a more discreet, stylish approach keeps things feeling natural and relaxed (and keeps the venue happy too!).
We're thrilled you noticed the quality of the guests — we pride ourselves on attracting kind, genuine folks who are truly there to connect. And your “second chance mixer” idea? Absolutely fab. We might just have to cheekily borrow that one… 😉
If you ever fancy another event — or want to share more brilliant ideas — feel free to email us at info@mycheekydate.com or give us a ring at 866 We Speed.
Thanks again!
Cheers,
The Cheeky Team 💕
What I liked the most was the kindness…
What I liked the most was the kindness of the organizer (Rocio). I had fun and even got a couple of dates. Definitely doing it again!
July 24, 2025
Unprompted review
Reply from MyCheekyDate
Hi Hen Su Choi,
Oh, we love this — thank you ever so much for the kind words!
We’re absolutely chuffed to hear that our delightful Rocio made you feel so welcome. She’s a proper treasure, isn’t she? 💫
And how fabulous that you had fun and left with a couple of dates in tow — we do love a bit of cheeky matchmaking success! 💘
We’d be thrilled to have you join us again. Anytime you fancy another night of fun and flirty mingling, just pop us a note at info@mycheekydate.com or ring us at 866 We Speed.
Until then, stay lovely!
Cheers,
The Cheeky Team 🍸
This is my 2nd time at a MyCheekydate…
This is my 2nd time at a MyCheekydate speed dating. Although I enjoyed the event, there were some things that need improvement. 1st of all, there needs to be more organization in the way the men are rotated after the end of the each conversation with a lady. The host had us switch around like playing musical chairs instead of having us all move in a uniform direction. And speaking of conversations, the 2nd part that needs improvement is how the coordinator lets us know when our time is up. She needs to use some kind of bell or buzzer so we know for sure that it’s time to move on instead of subtlety using her hands.
August 3, 2025
Unprompted review
Reply from MyCheekyDate
Hi Gerald,
Thanks ever so much for your review.
We’re absolutely chuffed you’ve had the chance to join us for multiple events — how delightful! 😊 It’s always a treat to have lovely daters like yourself in attendance.
We truly appreciate you taking a moment to share your thoughts. As for the bells and whistles — quite right, we give those a miss! We prefer to keep things effortlessly elegant and discreet, allowing for genuine connections to blossom without drawing the whole room’s attention. Romance, after all, is best served with a touch of subtlety.
Many of our venues are rather swish and wouldn’t quite go for a bell chiming every few minutes — and to be honest, neither would we! Our goal is to create an ambiance that feels natural, cosy, and a touch exclusive.
And don’t worry — there's always time for a cheeky natter after the main event. We always encourage daters to mingle, unwind, and let serendipity work its magic.
Anytime you fancy another evening out or just wish to say ‘ello, you know where to find us: info@mycheekydate.com or 866 We Speed.
Ta ever so much again, Gerald.
Cheers! 🍸
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