MyCheekyDate Reviews 

1,121
TrustScore 4 out of 5

4.0

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Rated 1 out of 5 stars

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

Company replied

Rated 5 out of 5 stars

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

Rated 5 out of 5 stars

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

Rated 5 out of 5 stars

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

Company replied

Company details

  1. Dating Service
  2. Singles Organization

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

TrustScore 4 out of 5

1K reviews

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4.0

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(1,121)

151 reviews in the last 12 months

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Rated 1 out of 5 stars

It was fine but not worth the price

It was fine but not worth the price. The organization of the event was not great and it lasted WAY too long. I don't know why it took 3 hours to meet like 10 people

September 28, 2025
Unprompted review
MyCheekyDate logo

Reply from MyCheekyDate

Hi Beth,

Thank you for sharing your thoughts with us. We’re sorry to hear the evening felt a bit longer than you expected. Each of our events is structured to give every guest the chance to meet and connect — and sometimes that can mean the night stretches a little, depending on the group and the flow of conversation. While many guests do enjoy having a bit of extra time to connect, we know pacing preferences vary.

We also see there were 12 gents for you to meet — and of those, you chose 3 and matched with 3! Yay 🙂 We hope you have a wonderful time on your dates.

It was such a joy having you at our Dog Lovers Event in Vancouver. Watching cupid and kismet spark over a shared love of pups was so much fun — especially with so many four-legged friends in attendance!

With respect to your feeling that the event was not worth the value, we do often invite lovely daters back with our compliments for future events on us. Those same lovely daters are also often invited to take part in our Blind-Date Matchmaking, at no additional cost. It’s definitely where being fabulous has its perks.

Cheers,
The MyCheekyDate Team 💕

Rated 5 out of 5 stars

People are nice

September 28, 2025
Unprompted review
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Reply from MyCheekyDate

Hi Anna,

Thank you for your kind words! We’re so glad you found the people at our events to be nice — creating a welcoming, friendly environment is exactly what we aim for. We hope you’ll join us again soon and continue meeting more lovely daters.

Next time you fancy an event, we hope you won't hesitate to reach out to us at info@mycheekydate.com or 866 We Speed.

Cheers,
The MyCheekyDate Team 💕

Rated 1 out of 5 stars

This company is a scam

This company is a scam. You buy a ticket to an event, then they cancel the event and "reschedule" you for a future event, which then gets cancelled. They will not refund your ticket citing their TOS, which certainly do state there are no refunds if circumstances (like weather) result in event cancellation, but which should assume a good faith effort to actually hold the events eventually rather than cancel events in perpetuity. Based on my experience i.can only assume this is a scam and they have no intention of ever actually hosting the event in question.

August 9, 2025
Unprompted review
MyCheekyDate logo

Reply from MyCheekyDate

Hi Cameron,

We’re so sorry to hear of your frustration. We always aim to be understanding of our lovely guests — just as we were with you on August 17th, when you asked to reschedule and we gladly accommodated. Dating events are unique in that they rely on balanced participation, and when last-minute changes occur, we sometimes must postpone in order to protect the quality of the evening for everyone.

Please know that tickets with us never expire. They may be used for any event, in any city, at any time, or even transferred to a friend or family member. Eventbrite itself reflects that we have successfully hosted over 25,000 events in the 9 years we’ve partnered with them — a record we’re very proud of.

And of course, guests always have the option (and are encouraged) to reach out directly to their ticket provider for assistance should they ever need additional support.

We’d love the opportunity to host you at an evening you’ll truly enjoy. Simply email info@mycheekydate.com or call 866-We-Speed, and we’ll happily guide you toward upcoming dates that are proving most popular and least likely to reschedule. 💫

Rated 5 out of 5 stars

Meet people in person

The format is great, and the hosts are personable and facilitate the events well.

September 14, 2024
Unprompted review
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Reply from MyCheekyDate

Hi Shandi,

We adore hearing that! Thank you ever so much for your kind words. We take pride in choosing lovely venues and keeping things organized so all you have to do is relax and enjoy the evening. We’d be delighted to welcome you back for another cheeky night out soon! Simply email info@mycheekydate.com or ring us at 866-We-Speed anytime.

Cheers,
The MyCheekyDate Team 💕

Rated 4 out of 5 stars

Would use again!

Events are well organized & at good locations.

September 14, 2025
Unprompted review
MyCheekyDate logo

Reply from MyCheekyDate

Hi CB,

We love hearing that you’d join us again — that’s the best compliment of all! Our goal is always to create well-organized evenings in charming spots so all you need to do is enjoy yourself.

We’d be delighted to welcome you back anytime — simply email info@mycheekydate.com or ring us at 866-We-Speed to plan your next lovely night out.

Cheers,
The MyCheekyDate Team 💕

Rated 4 out of 5 stars

These are organized well enough that…

These are organized well enough that there is not a big imbalance between the number of guys and girls, unlike another organization who’s speed dating I attended. One of the two events I attended started somewhat late but otherwise it was very professional.

July 26, 2025
Unprompted review
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Reply from MyCheekyDate

Hi Antonio,

Thank you ever so much for your kind words! We adore that you noticed the balance — it’s something we take great pride in. As for the “start time,” our evenings don’t follow the sound of a bell. We love giving our daters a chance to mingle, grab a cheeky drink, and ease into the night. We also like to wait for everyone to arrive so no one misses a lovely hello. Here’s to many more charming evenings ahead — we can’t wait to see you again!

Anytime you fancy an event, we hope you won't hesitate to reach out to us at info@mycheekydate.com or 866 We Speed.

Cheers,
The MyCheekyDate Team 💕

Rated 4 out of 5 stars

Pretty good overall

Not a lot of people the time I went, but overall, met some nice people and the venue was great.

April 6, 2025
Unprompted review
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Reply from MyCheekyDate

Hi Adam,

Thank you for your kind words! We’re so glad you enjoyed the venue and met some lovely people. While attendance can vary from evening to evening, our guiding principle remains the same — creating a warm, welcoming space for genuine connections. We’d love to see you again soon at another event!

Cheers,
The MyCheekyDate Team 💕

Rated 5 out of 5 stars

I was over there

I was over there, everything was very good.

July 13, 2025
Unprompted review
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Reply from MyCheekyDate

Hi Jesson,

We adore hearing this — short, sweet, and very good indeed! Thank you for joining us, and we can’t wait to see you back for another cheeky night soon.

Cheers,
The MyCheekyDate Team 💕

Rated 5 out of 5 stars

Love the events with MyCheekyDate

Love the events with MyCheekyDate! They’re always well organized and I always meet great people!

August 2, 2025
Unprompted review
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Reply from MyCheekyDate

Hi David,

Thank you so much! We adore hearing that you’ve enjoyed your evenings with us. Here’s to more cheeky nights and even lovelier connections ahead 🥂💫

Whenever you fancy attending an event - we hope you won't hesitate by reaching out. We'd love to hear from you anytime at 866 We Speed or info@mycheekydate.com

Cheers,
The MyCheekyDate Team

Rated 1 out of 5 stars

“Warning: Ticket Never Expires = Excuse Not to Refund”

I purchased a ticket for a MyCheekyDate speed dating event in San Francisco (Sept 4, 2025). My attendance was confirmed, but the organizer canceled with little notice. I asked to attend the Sept 11 event instead, but my request was ignored.

When I asked for a refund, they repeatedly refused, citing a “no refunds” policy and insisting my ticket “never expires.” This is unacceptable — a canceled event means the service I paid for was not delivered. Eventbrite’s own policies clearly state that canceled events must be refunded, yet the organizer deflected responsibility and pointed me in circles.

Reading other reviews, my experience is not unique: last-minute cancellations, poor communication, and refusal to honor refunds appear to be a recurring pattern with this company.

Bottom line: If you’re considering this service, be aware that you may pay for an event that never happens, and then face significant resistance trying to get your money back.

You will now see in their reply the kind of manipulation at play. I am really hoping this is helpful to someone else and prevents these people not only from scamming others but also from taking advantage of them and making them feel bad.:

🔎 Errors & Misrepresentations

“Rescheduled following multiple requests from fellow daters”

In reality: I was confirmed for Sept 4 and they canceled. I was not given meaningful notice or a choice — the change was imposed.

Manipulation: framing a cancellation as “rescheduling for the benefit of others” to shift blame away from their poor planning.

“Repeated offers to attend on September 11th”

In reality: I asked for Sept 11 specifically and was ignored multiple times. Their claim is the exact opposite of the written record.

Manipulation: rewriting history to make it seem like they were flexible when in fact they stonewalled me.

“Over 40 exchanged emails, all answered promptly”

In reality: they dragged the exchange out, dodged my direct refund questions, and often repeated the same copy-paste answers.

Manipulation: citing volume of replies as proof of good service, when it was really circular deflection.

“Our no-refund policy allows us to be understanding of life’s scheduling changes”

In reality: a no-refund policy protects them, not me. Their example (“what if someone is sick or stuck at work”) is irrelevant — those are customer cancellations, not company cancellations.

Manipulation: moral reframing — using “compassion” language to justify keeping my money for services not delivered.

“Your ticket never expires, transferable, usable in any city”

In reality: this is not equivalent to a refund. I bought a ticket for a specific event, time, and city — not an “IOU” to float indefinitely.

Manipulation: they present an inferior substitute as if it were a generous solution.

🎭 Types of Manipulation at Play

Gaslighting: Claiming they offered Sept 11 repeatedly when the written record shows otherwise.

Deflection: Focusing on volume of emails, number of global events, and 20 years of operation — none of which addresses my specific refund request.

Moral reframing: Positioning their no-refund policy as a form of “understanding and kindness,” when in practice it penalizes me.

Appeal to authority/scale: Throwing out “25,000 events” and “60 cities worldwide” to imply credibility, rather than addressing my individual case.

September 1, 2025
Unprompted review
MyCheekyDate logo

Reply from MyCheekyDate

Hi Axelle,

Thank you for your review.

The event you registered for was rescheduled following multiple requests from fellow daters asking if they could move to another evening. With so many events, particularly in San Francisco, there is always another just around the corner with the next event 5 days away. Through Eventbrite alone, their app reflects nearly 25,000 events we have held through them.

Participants always have the option of reaching out to their ticket provider for assistance. Our events are participant-driven, which means that while rare, the experience is ultimately shaped by fellow attendees. As such, there will never be a refund policy that pleases everyone, though we do our best to balance fairness with flexibility.

As noted in our policies, we maintain a no-refund policy. While we understand this can feel frustrating, it’s what allows us to be understanding of life’s scheduling changes. We couldn’t imagine telling a dater who is sick, not feeling themselves, stuck at work, in traffic, or facing any other personal issue that they cannot reschedule. Dating is unpredictable — plans shift, cancellations happen, and sometimes - just as in life - daters sometimes fail to arrive altogether.

Our records reflect over 40 exchanged emails with you, all answered promptly, including repeated offers to attend on September 11th. Most importantly, your ticket never expires. It may be used for any future event, in any city, or even transferred to a friend.

As we approach our 20th year in more than 60 cities worldwide, our guiding principle remains the same: to be understanding of our daters and to foster that same understanding among them. It’s this commitment that has allowed us to remain the longest-running speed dating company in the world.

Warm regards,
My Cheeky Date

Rated 4 out of 5 stars

Better than online :-)

A decent experience. A great way to meet a number of guys at a time in a nice environment. The number of females has out numbered the guys. The locations ( restaurants or hotels) are nice. Its better than online dating.

June 22, 2025
Unprompted review
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Reply from MyCheekyDate

Hi HOA MT,

Thank you so much for sharing your experience! We’re delighted you enjoyed the evening and found it a refreshing alternative to online dating — nothing compares to meeting face-to-face in a great atmosphere.

We’re always fine-tuning the balance of ladies and gents, but rest assured, those who attend are just as eager to connect as you are. Our venues are carefully chosen to feel welcoming and stylish, so we’re glad you noticed.

We’d love to see you again soon — sometimes kismet arrives when it’s least expected. 😉

Cheers,
The MyCheekyDate Team

Rated 1 out of 5 stars

Did not produce anything near what was promised

EDITED TO ADD: The company's response refers to a second match - they set me up on exactly one, and only one, date. So the entire scenario of being misaligned about marriage is the definition of fiction. Also, I would love an explanation of how a potential BLIND match would know I have or haven't been to a speed dating event? In all likelihood, any potential match also hasn't been to one of the events since they are cancelled so frequently. A line by line response is needed to truly expose the gaslighting of this company but here's the TLDR: it's a scam.

This company appears to be nothing more than a money grab. I signed up for a 4 date service around April of 2024. After MONTHS of emailing asking about any matches, and a first request for a refund, they presented me with a couple of potential dates. I decided to move forward with one of the potential dates (as the other potential date they presented, by their own admission, was not open to potential marriage which was my stated intention). I went on the date with the potential match, who was very nice, but was a different person than they had described (one example, 10+ years older than my preferred age range and older than they represented he was). That was my one, and only date since April of 2024 (it's now August 2025). Any time you ask for an update, their only response is to tell you that matching takes time and to suggest to go to their speed dating events. By the beginning of this year, I've made peace with the fact I was scammed. That hasn't stopped them from sending emails for me to sign up for another match making package though. Wow!

December 31, 2024
Unprompted review
MyCheekyDate logo

Reply from MyCheekyDate

We appreciate you taking the time to share your thoughts. Dating is, of course, a very personal journey. While we take great care to align preferences, one element that can never be manufactured is chemistry. That spark is unique to each individual — it’s what makes the process both exciting and, at times, unpredictable.

We see that you purchased our Blind-Date Matchmaking & Events package, which includes both private introductions and access to our events. Your first introduction was described as “nice” but without chemistry — which is a natural outcome in dating. Interestingly, your match expressed that the two of you were continuing to see each other, highlighting how differently people can experience the very same interaction.

Your second introduction reflected some important but sensitive differences. While you both shared the desire for marriage, the pace at which those milestones were approached felt mismatched. Relationships evolve in stages, and many daters are understandably cautious about accelerating too quickly into marriage and family. This is extremely common, and most gentlemen do not want to feel pressured into a rapid commitment.

We also note that, to date, you have not attended any of our events — an integral part of your package and offered at no additional cost. Our events are a wonderful way to meet others in a natural, social setting, and many potential matches feel encouraged when they see someone actively participating. Conversely, choosing not to attend can unintentionally signal a lack of openness, which may limit opportunities further. Matches often ask about their potential date’s event participation, and hosts frequently provide feedback that helps daters connect more meaningfully. None of our events in the NYC area have been rescheduled since the buyer purchased.

Our records indicate you cancelled the service in January of this year. Should you wish to continue engaging with your package, we would be most happy to assist. You may reach us anytime at 866 We Speed or info@mycheekydate.com
.

Rated 5 out of 5 stars

I was very impressed with the quality…

I was very impressed with the quality of the daters and the organizers. The women I dated were quite admirable. The organizers are very knowledgeable about dating and committed to getting dates for you.

August 24, 2025
Unprompted review
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Reply from MyCheekyDate

Hi David,

We’re absolutely chuffed to hear this! Our goal has always been to create a low-key, sophisticated setting where you can meet truly lovely daters — and it’s wonderful to know the quality shone through.

Our hosts take pride in being more than just “organizers” — they’re curators of connections, ensuring each evening feels effortless, fun, and full of potential. We’ll be certain to share your kind words with the team.

Here’s to more evenings of admirable company and perhaps even a bit of kismet. We’d be delighted to welcome you again soon!

Cheers,
The MyCheekyDate Team 💕

Rated 5 out of 5 stars

You would meet great people at this…

You would meet great people at this event. Highly recommended!

July 5, 2025
Unprompted review
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Reply from MyCheekyDate

Hi Gon Park,

We’re thrilled to hear you had such a great time! We’ve always believed that the magic of our events lies in the people who attend — lovely, interesting daters who make the whole evening sparkle. ✨

Thank you for the kind recommendation — we’d be delighted to welcome you back anytime for another round of fabulous company (and perhaps a little kismet too).

Cheers,
The My Cheeky Date Team 💕

Rated 5 out of 5 stars

Unique, fun experience

A very fun experience, nice venues, organized friendly staff. Would try again

June 28, 2025
Unprompted review
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Reply from MyCheekyDate

Hi Val A,

We’re so pleased you enjoyed yourself! Our aim is always to keep things fun, friendly, and effortless — with a venue that feels just right for a cheeky night out.

Thank you for the kind words about our team and setup. We’d be delighted to welcome you back anytime for another round of conversations, connections, and a touch of serendipity.

Cheers,
The My Cheeky Date Team 💕

Rated 4 out of 5 stars

Great way to meet people we wouldn't…

Great way to meet people we wouldn't otherwise cross paths with.

July 31, 2025
Unprompted review
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Reply from MyCheekyDate

Hi Gaston,

Exactly the spirit of it! We love bringing together people who might never have crossed paths otherwise — it’s where the magic (and often the best surprises) happen. ✨

We’re so glad you enjoyed the experience and would be delighted to welcome you again for more serendipitous connections.

Cheers,
The My Cheeky Date Team 💕

Rated 5 out of 5 stars

It was a really wonderful experience

It was a really wonderful experience, Way better than dating apps, it was so worthwhile. The host was so accommodating. Everyone was so nice. Will go again.

August 6, 2025
Unprompted review
MyCheekyDate logo

Reply from MyCheekyDate

Hi C dotcom,

We’re absolutely delighted to hear this! ✨ There’s nothing quite like meeting face-to-face — no swiping, no screens, just genuine conversations with lovely people. We’re so pleased you found it worthwhile and that our host made you feel right at home.

Thank you for the kind words — we can’t wait to welcome you back for another wonderful evening soon!

Cheers,
The My Cheeky Date Team 💕

Rated 5 out of 5 stars

Their speed dating events are cool and…

Their speed dating events are cool and well organised. The 3-4 events I have attended so far have been fun and engaging. When there are low turn outs, they preemptively communicate to minimize disappointments and make amends through discounts whenever necessary. Thank you guys for organising!

June 6, 2025
Unprompted review
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Reply from MyCheekyDate

Hi Abhyudai,

We’re absolutely chuffed to read this! 💕

Thank you for joining us for not just one, but several cheeky evenings — we love having you in the mix. We do our best to keep things organised and fun, and when turnout is a little lighter, we believe in being upfront and making it right.

After all, dating should never feel like a let-down — only a lift-up. We can’t wait to welcome you back for another round of cheeky chats, flirty smiles, and who knows… maybe even a little kismet. ✨

Cheers,
The My Cheeky Date Team 💕

Rated 5 out of 5 stars

I love cheeky speed dating

I love cheeky speed dating. It gave me a chance to meet eligible and professional single men. It’s way better than online dating. It’s definitely worth a try.

August 9, 2025
Unprompted review
MyCheekyDate logo

Reply from MyCheekyDate

Hi Susan,

We love hearing this! 💕 Cheeky speed dating really does beat swiping, doesn’t it? Nothing compares to meeting charming, professional singles face-to-face — sparks tend to fly when you least expect them. We’d be delighted to welcome you back anytime for another round of cheeky connections.

Anytime you see an event - we hope you won't hesitate to reach out to us at info@mycheekydate.com or 866 We Speed.


Cheers,
The My Cheeky Date Team 💕

Rated 3 out of 5 stars

it was okay, open to trying again

I would say initially it seemed a little disorganized when I arrived, but I can imagine as the person hosting the event when people don't show, you have to pivot. The age range varied quite a bit which was okay. I think there were more women than men. I would be open to trying it again because honestly anything is better than online dating.

March 6, 2025
Unprompted review
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Reply from MyCheekyDate

Hi Ashley,

Thanks so much for sharing your thoughts! You’re right — when a few guests don’t show or run late, our hosts sometimes have to improvise.

Ratios and ranges can shift from night to night, but that’s all part of the adventure — and kismet often arrives when it’s least expected. 😉 We’d be delighted to welcome you back for another go!

— The My Cheeky Date Team 💕

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