Let’s Get Cheeky!
Let’s Get Cheeky!
The Cheeky Difference: Where Lovely Meets Value
Our in-person speed dating events, bespoke matchmaking, and personalized advice services offer a refreshing alternative for today’s singles. Whether you fancy an evening out with like-minded daters, prefer a one-on-one introduction tailored just for you, or seek expert guidance along the way — we bring just the right balance of charm and savvy to suit every romantic pursuit.
Like a private club, not every dater is for us — and that’s by design. We thoughtfully screen for those who lead with kindness and good energy. Daters who are recognized by our hosts, staff, and fellow guests as truly lovely are often invited back at no charge, and may even be selected for our exclusive blind-date matchmaking — also complimentary.
At MyCheekyDate, the nicer you are, the more we give back — with invitations and matchmaking opportunities offered complimentarily, as our way of saying thank you. One ticket can open the door to more events, personalized introductions, and perhaps, the one.
In-Person Speed Dating
As LA Talk Radio once said, “I walked through the venue without even noticing the tables of daters; events are so chic and low-key you might just walk right by.” We couldn’t agree more. Our gatherings favor sophisticated simplicity over flash — relaxed, welcoming spaces that make authentic conversation effortless. Using our mobile MyCheekyDate Smart-Card, you can discreetly select who you’d like to meet again before midnight. And because we value kindness above all, daters recognized by hosts and peers as genuinely lovely are often invited back at no charge, sometimes even joining our blind-date matchmaking program free of cost.
Matchmaking Packages
Our Date Night Matchmaking Packages offer the same ease and charm of our events — no contracts, no confusion, just real introductions arranged with care. Priced from $695 to $1195 USD, each package is as effortless as sharing your preferences and letting us curate an evening made for connection. Consider us your blind-date specialists, pairing you with matches who fit not just your criteria but your character — because niceness never goes unnoticed here.
Advice & Coaching
With more than 18 years of experience helping singles worldwide, we know that true connection starts with confidence and clarity. Our personalized coaching and advice programs blend insight, empathy, and a dash of cheek, helping you navigate the modern dating world with grace. Whether you’re refining your approach or seeking lasting love, we offer the guidance and encouragement to help you shine — and perhaps, find the one.
Now also offering, Date Now - Pay Later! Powered by Paypal.
“Tonight though, I’m letting go of my hang-ups and heading to an event organised by global matchmaking company MyCheekyDate. It’s actually pretty easy; the seven minutes fly by so quickly you barely have time to introduce yourself before a host appears and quietly taps the man to move down the line (in a bid for subtlety, MyCheekyDate nights are void of stopwatches, bells and whistles).”
“I signed up for a Monday night event with MyCheekyDate. I pictured a snaking line of dolled-up girls changing seats at a dinging bell in front of a small handful of awkward, overwhelmed men. Somehow, that wasn't it at all. In fact, speed dating may actually be NYC's best-kept dating secret. But here’s where speed dating is completely different (read: infinitely better) than Tinder and any other dating app -- it accounts for chemistry.”
“I’ve always wanted to try speed dating, which seemed perfect for a Valentine’s Day story. We found MyCheekyDate on Eventbrite, and I was intrigued by the description. It’s billed as a “low key, sophisticated approach to dating in Chicago.” The booking process was super easy — we bought our tickets, received a confirmation email and waited. I can say for sure that speed dating can be a successful experience, something I certainly didn’t expect to be able to say on my first try.”
“They are changing the speed dating scene and attracting a more sophisticated crowd than ever before. Their approach to matchmaking offers a fresh alternative to contracts and commitments. You can't go wrong with MyCheekyDate!”
How It Works
IN-PERSON SPEED DATING
How It Works
IN-PERSON SPEED DATING
Welcome to MyCheekyDate — where we believe less truly is more. We skip the whistles, name tags, and awkward ice-breakers in favour of something timeless: a relaxed, boutique experience designed to help lovely daters connect naturally.
Think private-club ambiance, soft lighting, and witty conversation — not the chaos of a singles mixer. Meeting someone special should feel effortless, elegant, and (dare we say) a bit cheeky.
We treat our guests as our greatest asset — because you are. Our community of lovely daters enjoy exclusive perks, from complimentary events to charming rewards. And yes, we reserve the right to politely say “no thank you” to anyone we don’t think you’ll fancy meeting.This is where being lovely has its perks.
Choose Your Event
Browse upcoming dates in your city and book your spot online.Check Your Inbox
After registering, you’ll receive an invitation to log into your MyCheekyDate Smart-Card — your digital scorecard and flirting companion.Let the Fun Begin
As the event starts, log in to your Smart-Card on mobile or desktop (no app needed — it’s all web-based). You’ll view attendees, upload your photo, and mark who you’d fancy seeing again.Submit by Midnight
You have until midnight to make your final selections. Once the clock strikes twelve, return to the platform to see your matches.
Arrive at the venue at the listed start time. There’s no rush — we wait until everyone’s settled with a drink and ready to mingle.
Our personable hosts will guide you through the evening and show you how to use your Smart-Card. The ladies remain seated; the gents rotate every six to seven minutes — quick enough for sparks, long enough for a smile.
Each mini-date is your moment to charm, chat, and laugh. At the end of the night, feel free to stay and mingle — because the best conversations often happen after the bell.
With British sensibility and simplicity, we bring uncompromising value and unparalleled service. From lovely venues to personable hosts, every detail is designed for authentic connection.
Mingle, Mix & Match — UK Style.
Frequently Asked Questions
IN-PERSON SPEED DATING
Frequently Asked Questions
IN-PERSON SPEED DATING
In-Person Speed Dating FAQ
What is MyCheekyDate & UK Style?
MyCheekyDate is imported straight from the UK — it’s American speed dating with a British twist. Think relaxed, comfortable, and genuinely fun. We celebrate lovely daters — those who bring kindness, wit, and good energy — often rewarding them with discounts and complimentary invitations. And for those who aren’t quite our cup of tea… we politely say, “no thank you.”
Do the British really do it better?
We think so, yes. Most American speed dating parties can feel a bit like a college job fair — stopwatches, whistles, and a host shouting “time’s up!” in your face. Not very romantic, is it? At MyCheekyDate, we do things a wee bit differently. You won’t find name tags, microphones, or whistles here — just engaging conversation in a stylish, low-key atmosphere.
Do you have to be British to attend?
Absolutely not! While we were founded in the UK and bring that same charm across the pond, our daters come from all walks of life — confident, open-minded, and looking for something real.
What type of people can I expect to meet?
Expect a crowd that’s confident, amusing, and a bit cheeky — people who set trends rather than follow them. Our events attract diverse, adventurous singles who appreciate a smart venue, great company, and a thoughtful approach to connection.
How do I reserve my place?
Simply select your city from the homepage tabs to view upcoming events. Register online and you’re all set — no paper tickets needed. You’ll receive an email confirmation, and your name will be added to our guest list.
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Do you screen your speed daters?
In our 18 years of hosting events, we’ve noticed something simple but true — the nicer a dater is to our hosts, staff, and fellow guests, the more matches they tend to make. Much like a private club, not every dater is for us. We look for those who see the good in everything and everyone — the kind, considerate, and genuinely lovely. If we feel someone wouldn’t be a great fit for our community, we politely reserve the right to decline service.
How do I get invited to complimentary events?
By simply being your delightful, genuine self. We don’t base invitations on looks or match results — we notice how daters treat others. Those who stand out for their warmth, kindness, and charm often receive complimentary invitations to future events or even blind-date matchmaking at no additional cost. It’s where lovely meets value — MyCheekyDate style.
How do I get banned?
While dating can be emotional, we have zero tolerance for behavior that makes others uncomfortable. We place great importance on feedback from fellow daters, and while everyone has personal preferences, one thing is universal — being nice never goes out of style. Anyone who disrespects guests, hosts, or staff will be removed and may be banned from future events. Our goal is simple: to keep MyCheekyDate a safe, welcoming, and genuinely kind community.
Are you affiliated with any 'Meet-Up' groups?
We think Meet-Up is a lovely platform that helps people connect through shared interests. However, we’re not affiliated with any “Meet-Up” groups or similar services. We do not redirect or promote events through third-party groups such as Craigslist or Meet-Up. MyCheekyDate events are hosted exclusively through our official website and Eventbrite listings — ensuring authenticity and quality.
What happens if the event is sold out?
We wish we could accommodate everyone! Unfortunately, the fun goes quick! You can email info@mycheekydate.com for information as to the process of being added to the wait list. Also, it is a good idea to keep checking back on our website as sometimes reservations become available at the last minute. We are continually updating our event calendar.
What time should I show up for the Event?
Please refer to the published start time in your event confirmation. We encourage everyone to arrive with care — there’s no need to rush. Our hosts often wait until all participants have arrived before starting, giving you time to relax, enjoy a drink, and mingle a bit. There’s no strict start time for the speed dating rounds — just an evening that unfolds naturally and comfortably.
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What is a MyCheekyDate ‘Date Mate’?
A “Date-Mate” means you’ve made a match! Using our mobile MyCheekyDate Smart-Card, you can choose whom you fancy meeting again — and to what degree. You’ll have until midnight to submit your final selections, then simply return to our platform to view your matches. Paper scorecards are so 2010 — this is where cheeky meets convenience! Your digital scorecard lets you see all event participants, upload a photo, make your selections, and receive your matches — all from your phone, tablet, or computer. No app required — it’s instant, sleek, and accessible directly through our website anytime.
How long will I chat with my Prospective ‘Date-Mate’?
Each mini-date lasts about 6–7 minutes — just enough time to spark a genuine connection. At larger events, this may be shortened slightly to ensure everyone gets a chance to meet.
So Little time; So much to say.
Don’t worry — in today’s world, it often takes only a few minutes to know if you click with someone. You’ll also have time during intermission or after the event to mingle and continue conversations. Just relax, enjoy yourself, and let the evening unfold naturally.
How will I know I have any MyCheekyDate ‘Date Mates’ and how do I contact my MyCheekyDate ‘Date-Mate’?
You’ll make your selections via your mobile scorecard and submit them by midnight. After that, you can log back in anytime to view your matches. For each “Date-Mate,” you’ll receive their first name and email address so you can reach out directly. We encourage daters to use an email address they’re comfortable sharing and that isn’t work- or name-specific — just to keep things delightfully discreet.
Can I return for free if I don't get a match at an event?
Unlike other speed dating companies that offer free returns for those who don’t match, we do things a bit differently. We reward lovely daters — those who bring warmth, kindness, and great energy — with complimentary or discounted invitations to future events. It keeps our community filled with the kind of people everyone wants to meet and makes each event even more special.
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Is Food included with my MyCheekyDate ticket price?
From time to time, our partner venues may offer light nibbles or small bites for guests to enjoy. This is entirely at the venue’s discretion and varies from event to event. We recommend arriving a bit early if you’d like to dine beforehand — or stay after to share a drink or snack with a potential Date-Mate.
How long does a MyCheekyDate event last?
Event length depends on the number of daters in attendance, but generally runs about two hours, including a brief intermission to refresh, mingle, and chat with your hosts.
What Happens when the Event is over?
That’s completely up to you — and that’s when the real fun often begins! Many guests stay to mingle, enjoy another round of drinks, and continue conversations sparked during the evening. There’s no rush — just relax and see where the night takes you.
How Many People Will I Meet?
Each MyCheekyDate event draws a lively mix of 16 to 40 singles, depending on the city and venue. We keep things intimate enough for meaningful conversations while ensuring plenty of variety — a perfect balance for finding someone you truly fancy.
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Can I pay without doing it through the Internet? Register/Info
All registrations are handled securely through our website using encrypted checkout systems for your safety and convenience. We’re unable to accept payment outside of our online platform. If you have any questions, please feel free to contact us directly at 1-866-WE-SPEED (or 800-281-8528 if calling from outside the U.S.).
What Should I Wear?
The British do love to dress things up a bit — and we encourage a touch of that charm! That said, feel free to wear whatever makes you feel confident and comfortable. Our only rule? No riff-raff, please.
I Am Older or Younger than your age ranges – may I still attend?
Of course! Our age ranges are simply suggestions, not strict limits. Choose the category where you feel most comfortable. We also offer a variety of ranges across events, so check back often — or let us know if there’s one you’d like to see.
Will I be photographed or filmed?
Never without your permission. We do occasionally host private, invitation-only events that are filmed for media or promotional purposes, but these are always arranged separately and with prior consent. Your privacy and comfort are paramount.
What if I don't have the ability to act like a lady or gentleman?
Oh dear — how unfortunate indeed. We have a zero-tolerance policy for rudeness of any kind. While we attract wonderfully kind and considerate guests, not every dater is always ideal. Our daters are, in many ways, our product — and we go to great lengths to ensure everyone meets lovely, respectful people. Those who fall short of that standard may be banned from future events. It’s a standard we’re proud to uphold — and one our guests greatly appreciate.
Can you tell me more about your promotion for Cancer Awareness?
We’re proud to partner with The Joan Gaeta Foundation for Lung Cancer Awareness through our ongoing Nights for Suzanne campaign — a heartfelt way to give back while having fun. Simply donate to any cancer charity of your choice in the amount of your ticket purchase, let us know you’ve contributed, and we’ll happily add you to the guest list for your desired event — our treat. It’s that simple, and it’s all for a wonderful cause.
For additional questions, feel free to contact us at info@MyCheekyDate.com
Matchmaking Packages
Matchmaking Packages
We wanted to bring a fresh alternative to countless forms, contracts and hours of consultations. Matchmakers claiming they have thousands of daters, but none explaining from where. While other Matchmakers are forced to find your match at bars, the mall or other unsavory locations, we meet a fantastic set of new singles every week from our events alone, allowing us the opportunity to choose for you the best out of an already great crowd. We also garner extremely busy Matchmaking daters who find our services an efficient dating indulgence. Sought after for the level of dater we attract, the personal service we offer and an unparalleled selection of the daters you want to meet. We're honored to find that special someone just for you.
40% OFF FLASH SALE | ENDS DECEMBER 10TH 2025
***Limited Quantity Available***
* Join in on all the Cheeky fun by becoming a member! Enjoy the opportunity to be chosen for one of our fabulous Matchmaking Date-Nights.
* Share your goals, preferences and details about yourself with our team and we’ll add you to our curated collection of daters.
* Skip the line! While membership does not promise nor guarantee a set number of matches, members are given priority over event attendees who are invited to join our Matchmaking program. For those who desire a guaranteed number of matches; our Simplify-Me, Date-Me or Indulge-Me packages would suit you best.
* Two pre-arranged Date Nights. For Each Date-Night you will meet a different partner chosen for you based on your mutual aspirations, expectations and likes.
* Matchmaking by our experienced team. A comprehensive and detailed approach to understanding you and finding that partner who compliments both of your goals.
* Our team will discuss your details and preferences with you upon confirmation.
* Arrangements for each of your Two Date-Nights at one of our preferred venues or venue of your choice.
* Complimentary admission to Speed Dating events at no charge to you for the duration of your Matchmaking package.
Flash Sale 40% Off! Originally $695. Now $417 for a limited time
* Four pre-arranged Date-Nights. For each Date-Night you will meet a different partner chosen for you based on your mutual aspirations, expectations and likes.
* Matchmaking by our experienced team. A comprehensive and detailed approach to understanding you and finding that partner who compliments both of your goals.
* Our team will discuss your details and preferences with you upon confirmation.
* Arrangements for each of your Four Date-Nights at one of our preferred venues or venue of your choice.
* 'This, that and the other' - the ultimate in concierge services. From fashion advice, unique date-spots to sought-after recommendations - ask and you shall receive!
* Complimentary admission to Speed Dating events at no charge to you for the duration of your Matchmaking package.
Flash Sale 40% Off! Originally $895. Now $537 for a limited time
* Six pre-arranged Date-Nights. For each Date-Night you will meet a different partner chosen for you based on your mutual aspirations, expectations and likes.
* Matchmaking by our experienced team. A comprehensive and detailed approach to understanding you and finding that partner who compliments both of your goals.
* Our team will discuss your details and preferences with you upon confirmation.
* Arrangements for each of your Six Date-Nights at one of our preferred venues or venue of your choice.
* Enjoy our 'This, that and the other' concierge service combined with a sampling of one of our Advice Packages. Spoil yourself in our insight and unparalleled experience.
* Complimentary admission to Speed Dating events at no charge to you for the duration of your Matchmaking package.
Flash Sale 40% Off! Originally $1195. Now $717 for a limited time
How It Works - Matchmaking
So, you’ve decided to let us plan your Date-Night — how fabulous!
MyCheekyDate offers a simple yet comprehensive approach to matchmaking, focused on who you are, where you’re going, and who you’d love to go with. By taking the time to truly understand you, we can pair you with someone who complements both your personality and your goals.
Simply email info@mycheekydate.com with a few details about yourself and what you’re seeking. If we believe we can assist, we’ll send you package details for your review. Shortly after registration, you’ll receive confirmation and a link to share more about your background and preferences.
Consider us your blind-date specialists. Inspired by the romantic simplicity of days gone by, we revive the charm of meeting a date arranged by another — at a venue of your choosing. Think of those lovely moments of looking for your match with only a first name and a red carnation. (Red carnation optional, naturally.) All communication before your date is handled entirely through us.
Our team selects matches from a diverse pool of daters — from our Speed Dating and Networking Events to private matchmaking clients. Mutual interest is key, and it determines the timing of your first meeting and the duration of your package.
One of the delightful perks of our Matchmaking Packages is complimentary access to all MyCheekyDate events during your membership. When you see an event you fancy, just let us know — we’ll add you to the guest list, no limits attached. Attending events helps us get to know you better, allows you to meet our daters, and offers valuable insight into your preferences.
When it’s time for your Date-Night, we’ll confirm with your match, coordinate your schedules, and make the reservation. Choose from one of our fabulous partner venues, or suggest your own favourite spot. Coffee, cocktails, lunch, dinner — the choice is yours.
On the day, we’ll share the venue details, your date’s first name, and a brief description. The location is mutually agreed upon (through us), creating a no-pressure, thoughtfully curated experience. If you’d like to see your Date-Mate again, we’ll gladly exchange contact details — or simply say, “Next, please!”
Each Date-Night introduces you to a new partner selected with care, based on your shared interests, vibe, and outlook.
Here for you — with a dash of UK sense and sensibility.
Frequently Asked Questions - Matchmaking
What information is exchanged with my ‘Date-Mate’ prior to our arranged date?
Prior to your arranged date, matched daters are only given each others first names. After we consult with both daters, a night and venue is arranged with details of the venue, time and day of the meeting and the first name of your ‘Date-Mate’. Personal information such as e-mail, address or phone numbers are never exchanged by us and we urge our daters to use the same prudence.
Do you do an employment, credit or financial verification?
Our primary concern is the safety of our guests. Every dater you meet is a registered guest of our speed dating, business networking and/or our matchmaking programs. We do not solicit singles from locales such as bars, nightclub or gyms. Our due diligence combined with our policy of daters meeting Date-Mate’s at a venue arranged by us – we feel creates an atmosphere free of worry and allows our daters to relax and enjoy the moment. We don’t find it necessary to prejudge an individual based on earnings. Our clients are as ambitious as they are adventurous, either atop of, or on the ladder to success. Prejudging a dater today, we feel, does an injustice to their accomplishments tomorrow.
Are events included in my Matchmaking Package?
Yes! A wonderful bonus to purchasing our Matchmaking Packages is the ability to attend our speed dating events at no additional charge to you. When you see an event you fancy attending - simply let us know and we'll add you to the guest list. There is no limit to the number of events you may attend with our compliments for the duration of your package. Attending events is an important part of the process and an excellent opportunity for us to get to know you better, for you get to know our daters and for us to see who is drawn to you. As well, many Matchmaking daters find our events the perfect way to narrow down what they are looking for and learn a bit more about themselves in the process.
How can you charge so much less than the competition?
We don't have to spend money recruiting daters. We are sought after for who we are and the level of dater we attract, affording us the luxury of daters finding us, rather than the expense of having to find daters.
What happens if I do not notify you of a cancellation?
If you do not show up for a scheduled, confirmed date without any notification, you will forfeit the remainder of your date-mate package. We have a zero tolerance policy for no-shows. With prior notice, we will work with you on rescheduling your date and understand sometimes things happen that are beyond your control and we ask that daters be considerate of each others schedule changes.
How do I attend a televised event?
Always a lovely bit of fun! We are quite chuffed to attract such attention and are over the moon that our daters are seen as such trendsetting singles. As a participant in our Matchmaking program, should you fancy attending a special event or televised event - just let us know
May I bring a friend?
Let’s Double Date! While you can’t bring a friend with you on a Date Night, we do allow friends to ‘Double Date’. You and your friend can select your own matchmaking package, let us do the details, match you both up with your ‘Date Mates’ and send you, your friend and new Date-Mate’s off for a fabulous night on the town.
How do I let you know my preferences?
After you select your matchmaking package, you will receive a confirmation e-mail with details and questions to help us find your Date Mate. Tell us as much as you like! The more you offer, the better we can match. Our staff will review your preferences and get to work finding your match, making arrangements and sending you off on your date night.
Do I have to go to a venue or restaurant chosen by MyCheekyDate?
Of course not! You are free to choose any restaurant, venue or event you wish for your Date Night. Simply let us know what you have in mind so we may pass the reservation details onto your Date-Mate.
Am I obligated to use my Date Nights over a certain period of time?
You may use your Date Nights at your leisure.
What is the age range?
Our Matchmaking age range is similar to that of our events; our daters tend to be between early twenties to early forties.
What is ‘This, that and the other’?
Consider it our Concierge Service. Let us know what you need – everything from fashion tips to relationship advice, to being well-groomed. We have all the perks! Let us make your personal appointments or dinner reservations at the venue of your choice or ours - whilst you enjoy the lovely treatment.
What if I don't have the ability to act like a lady or gentleman?
Oh dear - how unfortunate. We do have a zero tolerance for any rudeness - of any sort. We attract such great daters but find - as in life - not every dater is ideal. Our daters are also our product and we go to great lengths to ensure everyone meets lovely daters. We want the right daters not just any daters. Behavior short of lovely will result in a dater being banned from the company. This may upset some but we feel our daters as a whole appreciate the extra effort and we hope you do too.
How do I get started’?
Simply email us at info@mycheekydate.com with some information about yourself and your goals. If we believe we can be of assistance to you - we'll send on details for you to purchase your desired package.
For additional questions, feel free to contact us at matchmaking@mycheekydate.com
Advice Packages
Advice Packages
Advice Simplified
Dating is hard — we all know this. It can be fraught with self-doubt, rejection, and insecurity. Whether you’re stepping into the dating world for the first time and want help optimizing your profile and presentation, navigating the uncertain waters of new relationships, or seeking clarity and guidance in a long-term partnership — we can help. Our approach is intentionally simple: practical advice for one of life’s most complicated subjects — love.
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Powered by the relationship experts at MyCheekyDate, we know first-hand the challenges modern daters face. With more than 18 years of personal matchmaking experience helping singles across the world, we’ve witnessed every emotion, struggle, and frustration that dating can bring. That close connection with hundreds of thousands of singles gives us rare insight into an ever-evolving dating landscape. We understand what it takes to find genuine success — and how to turn dating uncertainty into lasting confidence, clarity, and connection.
Selecting one of our packages that best fits your current dating situation is key to gaining the advice you need to put your best foot forward.
For those newly single or stepping back into the world of dating, the Profile Me! package helps you start off in the right direction and avoid the common pitfalls we’ve seen time and time again. The wrong photo, a mismatched bio, or a poorly reflected personality can make the difference between online success and digital silence. You might even be breaking one of the cardinal rules of dating apps without realizing it!
Enjoy a comprehensive profile consultation that reviews everything from your dating apps to your overall online presence. Our relationship specialists will advise, recommend, and refresh your digital first impression — setting you on the path to real-world results.
Includes:
90-minute video or phone consultation featuring an in-depth review of your dating and social profiles
Personalized feedback on improving your profile’s look, tone, and attraction factor
Dating Profile Optimization — actionable steps to help your photos, bio, and messaging reflect your best self
90 mins - $159.00
Now also offering, Advice Now - Pay Later! Powered by Paypal.
If you’re connecting with other daters but finding your relationships often stall at a certain point, the All About Me! package is designed to help you move beyond that plateau. Together, we’ll explore how you approach your dates, the patterns that may be limiting deeper connection, and how to maximize your chances of building something lasting.
All About Me! can help you understand why connections sometimes fade before they fully form — and how to change that. You’ll learn to recognize your strengths, refine your communication style, and approach dating with renewed clarity and confidence.
This package also includes (if desired) all the insights and benefits of our Profile Me! package — plus deeper guidance tailored to your dating mindset and habits. Expect detailed appearance advice, communication coaching, and practical strategies covering everything from text and DM etiquette to when and how to express interest effectively.
Includes:
All insights and benefits of the Profile Me! package (optional add-on)
Comprehensive review of your online dating presence and interaction style
Three hours of one-on-one consultation via video chat or phone
Personalized, goal-oriented discussion with one of our relationship advisors about your current dating challenges and opportunities
3 Hours - $295.00
Now also offering, Advice Now - Pay Later! Powered by Paypal.
When you find yourself in an exclusive or long-term relationship, you may realize that much of the anxiety, confusion, and questioning you thought belonged to your single life has only just begun. Perhaps you’re finding yourself moving from relationship to relationship, wondering, “Is it me?” or “Where am I going—and who’s truly going with me?”
The Relationship Me! package is designed to help you gain clarity, recognize repeating patterns, and find confidence in how you connect. Together, we’ll explore the subtle missteps that can lead to larger challenges and develop healthy, sustainable patterns for communication, trust, and emotional growth.
Our approach is personalized, direct, and modern — advice tailored for today’s relationships, not stretched across years of endless sessions. Dating and relationship dynamics evolve constantly, and our insight comes from more than 18 years of hands-on experience with daters and couples around the world. We’ve been their matchmakers, coaches, confidants, and cheerleaders — and we’re here to help you create the kind of relationship that lasts.
Includes:
All benefits of the Profile Me! and All About Me! packages (if desired)
Up to 4 hours of private consultation via video or phone
Personalized guidance for those seeking clarity and deeper relationship success
4 Hours - $345.00
Now also offering, Advice Now - Pay Later! Powered by Paypal.
How It Works | Advice & Coaching
Simply select the package that best suits you. Whether it’s our Profile Me! package — ideal for singles looking to optimize their dating profiles, our All About Me! package — perfect for those wanting expert insight to move their dating life forward, or our Relationship Me! package — designed for individuals or couples seeking curated, personal advice for relationship growth and clarity.
Once you’ve chosen your package, a member of our MyCheekyDate Advice & Coaching Team will reach out to guide you through your next steps. Any questions, concerns, or curiosities — we’re here to help. After we learn a bit about you, we’ll arrange your personalized one-on-one consultation, available via our secure online platform or by phone — whichever you prefer.
Our packages serve as a starting point, but every person and every situation is unique. We understand that dating and relationships rarely fit neatly into boxes, and we’re accustomed to helping with every kind of challenge, frustration, and “I’m not sure what’s next” moment. During your sessions, you’ll find a supportive, understanding, and relatable ear — never judgment, always encouragement.
If you’re unsure whether your situation fits what we offer, we invite you to reach out before booking. We’ll be happy to discuss your goals and ensure you find the right fit for your journey toward clarity, confidence, and connection.
What is MyCheekyAdvice?
MyCheekyAdvice is a dating and relationship advice platform born from 18 years of matchmaking experience at MyCheekyDate. Over the years, we’ve inspired hundreds of thousands of singles to believe in themselves — and in turn, they’ve inspired us with their perseverance and stories. Our personal, one-on-one approach and worldwide team give us the insight to assist daters from all walks of life with advice that’s thoughtful, practical, and rooted in real experience.
What makes your staff so knowledgeable?
Our team works directly with daters every day through MyCheekyDate’s events and matchmaking programs, guiding them before, during, and after their relationships. It’s this close, ongoing involvement — seeing what actually works in the real world — that gives our staff the experience and intuition to provide genuine, effective, and compassionate guidance.
I'm an active dater, how can MyCheekyAdvice benefit me?
Modern dating evolves quickly, and what worked yesterday may not resonate today. MyCheekyAdvice offers current, personalized insight to help you stay grounded and confident — improving your communication, mindset, and approach. We focus on clarity and adaptability so you can meet today’s dating world with ease and authenticity.
Will I be communicating with a licensed therapist?
While some of our advisors hold advanced educational backgrounds, it’s their hands-on experience with real daters that truly sets them apart. With decades of collective knowledge from working one-on-one with singles, our staff brings lived, practical expertise that helps you navigate real-life dating and relationship challenges with empathy and precision.
How is it determined when I have my sessions?
Once you have registered for your desired package, our staff will be in touch with you to schedule your session/s. Together, we will work to find the best times that work for your schedule.
What if I still feel like I need more assistance after my package is complete?
We understand that working on yourself, your profile, mindset and approach can very much be a journey and not a definitive destination. Once your package is complete, you may discuss purchasing additional time to discuss your continued needs with our staff.
Are the advice packages all inclusive and available for all sexual orientations?
Once you register for your chosen package, a team member will contact you to arrange your sessions. Together, we’ll select the dates and times that best fit your schedule. Sessions can take place on our private online platform or by phone — whichever you prefer.
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The Profile Me! Package offers tips to improve my dating profile and appearance, will that really make a difference whether I garner attention?
Absolutely. You have only seconds to make a lasting impression, so every detail counts. There are countless small adjustments that can make a world of difference in how many matches you attract. For example, 86% of men and women agree that full or medium-length profile photos are more appealing than just headshots. Men photographed outdoors tend to receive more responses than those pictured indoors, while women often get better engagement from indoor settings. Your written profile matters just as much — 75% of daters are turned off by spelling errors, and 56% say they wouldn’t date someone with poor grammar. Let our experts show you how to fine-tune your presentation and supercharge your results.
I don't have any experience with dating, can MyCheekyAdvice be beneficial for me?
Definitely. Our coaching packages are designed for every level of dating experience. If you’re new to dating, the Profile Me! package is the perfect place to start. We’ll help you craft a polished, confident profile and provide practical advice tailored to first-time daters. With guidance from our experienced team, you’ll gain the confidence and clarity needed to step into dating with ease.
Online dating is not for me, can you still help?
You’re not alone. While online dating is popular, 58% of singles prefer meeting people in person. If you’d rather skip the apps, we can still help you shine. Our team has extensive experience coaching daters on in-person first impressions, wardrobe and body language, communication style, and how to make meaningful connections offline. The Profile Me! package can easily be customized to focus on your in-person presence rather than your digital profile — helping you stand out naturally, confidently, and authentically.
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I have had a handful of happy relationships, my challenge is knowing when the right person for me has come along, how can I get help with that?
That’s one of the most common struggles in today’s fast-moving dating world. With social media constantly showcasing “perfect” relationships, it’s easy to question what’s real or move on too quickly when things don’t match the highlight reel. The All About Me! package allows us to get to know you and your relationship history, helping you recognize when something genuine is in front of you and how to nurture it into something lasting. We’ll guide you toward identifying compatibility, understanding emotional timing, and building that spark that deepens with time — not just from the start.
I am in a committed relationship, but it's only been a few months and I need advice on how to grow this relationship, can you help me??
Absolutely. The All About Me! package is ideal for this stage. The early months of a relationship often bring excitement, curiosity, and uncertainty as expectations begin to evolve. We’ll help you strengthen your connection, improve communication, and understand how to grow from those first few months into something meaningful and sustainable. Our focus is on helping you avoid common pitfalls and instead create a strong, confident foundation for long-term success.
I am in a relationship currently. Some of my friends and family think it's a toxic relationship, but I don't see it. Can I get help with understanding if my relationship is right for me?
Yes, we can absolutely help through the All About Me! package. It’s not uncommon to feel unsure when outside perspectives don’t match your own experience. Our advisors will help you evaluate your relationship clearly and compassionately, looking at communication, respect, and mutual support. We’ll help you recognize what’s healthy and what may be holding you back — empowering you to make choices that align with your emotional well-being and long-term happiness.
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Can I use the Relationship Me! package hours for additional time on a Profile Me! or All About Me! session?
Yes — you can use your consultation time however you wish. Many of our daters choose to extend their earlier sessions for additional guidance as they navigate first dates, online chats, or the early stages of a new connection. The flexibility of the Relationship Me! package allows you to receive continuous, tailored support that grows with your dating and relationship journey.
I have been in a relationship for many years with no signs of a marriage proposal. Can you help me bring some excitement back to my relationship?
Definitely — this is one of our favorite challenges to explore. While every relationship is unique, there are proven ways to reignite attraction and emotional connection. Through the Relationship Me! package, you’ll work one-on-one with our experts to identify what may have shifted and how to restore that early spark. Together, we’ll help you communicate more effectively, rekindle curiosity, and bring back the energy and excitement your relationship deserves..
I am in a relationship, it's been about 2 years and we are discussing moving in together. I am feeling anxious about how to merge our lives together, can you offer any advice?
Absolutely. This is both an exciting and transitional stage, and it’s natural to feel nervous. The Relationship Me! package will give you practical tools and emotional insight on how to move in together smoothly while maintaining your individuality. We’ll guide you through creating balance, setting expectations, and building a shared space that strengthens your connection rather than blurring it. Our goal is to replace your anxiety with confidence and help you start this new chapter on the strongest footing possible.
About Us
About Us
Born in the UK and launched in the U.S. in 2007, MyCheekyDate brought a uniquely British approach to American speed dating — charming, refined, and refreshingly authentic. Since then, we’ve hosted thousands of daters across more than 50 cities and been featured in over 20 nationally televised programs, from Bravo’s Rate the Date and Top Chef Masters to our Drive N Date series with General Motors. We’ve been chuffed to bits to see our daters celebrated for their style, sincerity, and spirit.
We’ve redefined what speed dating can be — creating experiences that are elegant, effortless, and genuinely enjoyable. Our events attract a more sophisticated, kind, and curious crowd than ever before. While other companies may rely on gimmicks or chaos, we’ve perfected the art of less is more — refined settings, attentive hosts, and meaningful connections.
And because we believe that niceness matters, every dater is screened not just for attendance, but for attitude. We pay close attention to the feedback we receive from our hosts and guests alike. Those who bring warmth, grace, and good manners often receive complimentary invitations or matchmaking opportunities, while those who aren’t quite the right fit receive a polite “no, thank you.” Our goal is simple: to create a community where lovely people meet lovely people.
Our approach to Matchmaking is just as refreshing — no long contracts, no endless forms, no consultant jargon. It’s as simple as selecting your package, sharing your preferences, and letting us curate a night designed for chemistry and connection. Sophisticated simplicity at its best.
Over nearly two decades, one request from our daters has remained constant: “Can you help me beyond the event?” From dating profiles to wardrobe advice to untangling romantic confusion, our Advice & Coaching offerings grew naturally from those conversations. Personal, trusted, and deeply experienced, our team provides insight into modern dating that’s unmatched in both depth and empathy.
And because connection extends beyond romance, we’re proud to give back through Nights for Suzanne, our ongoing partnership with The Joan Gaeta Foundation for Lung Cancer Awareness. Donate to any cancer charity in the amount of your ticket, let us know you’ve contributed, and we’ll happily add you to the guest list for your chosen event — our treat. It’s dating with heart, purpose, and a touch of cheek.
Wherever you happen to call home, there’s a little cheeky magic nearby. MyCheekyDate hosts in-person speed dating and matchmaking events in over 50 cities across the world — each one with its own mix of charm, energy, and lovely daters.
United States
Atlanta • Austin • Baltimore • Boston • Charlotte • Chicago • Columbus • Dallas • Denver • Houston • Kansas City • Las Vegas • Long Beach • Los Angeles • Miami • Minneapolis • Nashville • New Orleans • New York City • Oakland • Orange County • Orlando • Philadelphia • Phoenix • Pittsburgh • Portland • Raleigh • Sacramento • San Antonio • San Diego • San Francisco • San Jose • Seattle • St. Louis • Virginia Beach • Washington D.C.
Canada
Calgary • Edmonton • Montreal • Ottawa • Toronto • Vancouver • Winnipeg
Europe
Amsterdam • Copenhagen • Dublin • Edinburgh • London • Munich • Stockholm • Vienna • Zurich
Australia & New Zealand
Brisbane • Melbourne • Sydney • Auckland
Asia
From candlelit lounges in London to rooftop soirées in San Diego — our events are crafted to feel relaxed, refined, and just a bit cheeky.
About MyCheekyDate
✅ Verified Eventbrite Organizer: 25,000 Verified Events
MyCheekyDate is a long-established speed dating and matchmaking company founded in 2007, hosting curated, host-led events in 50+ cities worldwide. We are a Verified Eventbrite Partner with more than 25,000+ events produced and hundreds of thousands of daters welcomed over the years.
We’re known for our cheeky-chic style, our commitment to kindness (The Cheeky Promise), and our signature Smart-Card digital scorecard used for match selections.
We’re proud to be BBB, with 1,000+ verified reviews across
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— and to operate global sister brands including MyCheekySocial and MyCheekyGayDate.
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