📝 Cheeky Thoughts: Beating the Dating Blues — How to Wipe the Slate Clean and Start Fresh

In the Words of MyCheekyDate

Let’s be real: it’s tough out there right now. The economy’s doing somersaults, your favorite spots might be disappearing, and every time you open a dating app, it feels like you’re scrolling through an endless sea of faces. It’s easy to start feeling cynical or to wonder if you’ll ever get to that happy place you see other couples enjoying.

But here at MyCheekyDate, we’re all about helping you wipe that slate clean and start fresh — because every new date is a new beginning.

💛 Wipe the Slate Clean

Think of it like a chalkboard: no matter what’s happened before, you get to erase it and write something new. Maybe you’ve had a rough patch with an ex, or you’re dealing with job stress or financial worries. All of that is real, and it’s understandable that it weighs on you.

But dating is your chance to step into something fresh and embrace the unknown. It’s about pushing yourself a little out of your comfort zone, trying new things — and giving yourself permission to start over each day.

💬 Don’t Let the Past Shape the Present

Don’t let past disappointments or fears shape your future. Instead, try to approach each new connection with an open mind. Don’t ask the next person to fix what the last one didn’t, and don’t carry yesterday’s baggage into today’s possibilities.

Every time you meet someone new, you have a chance to rewrite your story. And who knows? That fresh start might lead to something wonderful.

💖 The Cheeky Perspective

So go ahead — clean that slate, step out there, and give yourself the chance to be surprised. After all, the best connections happen when you’re open to the adventure.

📝 Cheeky Thoughts: What Is the Cheeky Promise? Our Foundation of Kindness and Understanding

In the Words of MyCheekyDate

Let’s talk about the heart and soul of everything we do: the Cheeky Promise.
It’s not just a tagline — it’s the foundation of who we are and how we approach dating. In a world where so many dating companies are rigid and unforgiving, we believe in something different: kindness, understanding, and a truly human connection.

We know life happens. Sometimes daters need to reschedule last minute, or they’re dealing with things that are out of their control. Instead of saying, “Sorry, your ticket’s gone, tough luck,” we choose to be understanding. We’d rather let someone move their event to a time that works for them than add more stress to their day.

Sure, this might mean we have to occasionally reschedule or shift events around — and we totally get that it can be frustrating for those who were really looking forward to a particular date. But that’s the trade-off we’re willing to make, because at the end of the day, our ethos is all about kindness.

💛 Rewarding Our Loveliest Daters

And here’s the best part: we actually reward those who embody that same kind and understanding spirit.
Our loveliest daters — the ones who show up with a great attitude and treat others with warmth — are the ones who get invited back for complimentary events, included in our blind-date matchmaking program at no additional cost, and even receive personal advice from our team.

It’s our way of saying thank you for being the kind of person who makes our events special.

🧭 Policies With a Human Touch

Our Policies & Guest Experience and Refunds & Cancellations pages reflect the same promise: a commitment to fairness, flexibility, and understanding.
We’d rather work with guests to find solutions than hide behind rigid terms — because compassion creates better experiences for everyone.

💖 The Heart of It

In other words, the Cheeky Promise is simple:
Be kind. Be understanding. And we’ll do everything we can to make your dating experience amazing.

Those who don’t get it? Well, they just don’t thrive here — and that’s okay. Because at MyCheekyDate, we believe that kindness is the real key to finding lasting connections.

That’s the Cheeky Promise.

📝 Cheeky Thoughts: The Dreadful Reality of Ghosting — Why We Believe in Better Dating Etiquette

In the Words of MyCheekyDate

👻 Boo! It’s spooky season — but there’s one kind of ghost we could all do without: the dating kind.
At MyCheekyDate, we’ve hosted over 25,000 events across 65+ cities, and while we love a little mystery, we can’t stand a disappearing act.

Ghosting has become one of modern dating’s worst habits — and we get it, life gets busy. But vanishing without a word? That’s a move scarier than any haunted house.

💫 Why Ghosting Haunts More Than Just the Inbox

We’ve heard it all:

“They were great, then poof!—gone.”
“Did I say something wrong?”
“Are they okay? Should I check the hospitals?”

Sound familiar? Ghosting doesn’t just leave someone wondering what happened — it chips away at confidence and connection. Whether it’s after one date or a few months, it’s never fun to feel like someone’s turned into a ghost in your messages.

And let’s be honest: modern dating already has enough plot twists without adding a paranormal one.

💞 The Cheeky Fix: Kindness Over Silence

We believe great dating etiquette is simple: just be honest.
You don’t have to write an essay — sometimes a message like “You’re lovely, but I didn’t feel the spark” is all it takes. It’s kind, direct, and leaves everyone free to move on with dignity.

At MyCheekyDate, our Cheeky Promise is built on empathy and understanding. We see time and again that kindness creates better connections — whether at an event, on a follow-up date, or even when parting ways.

🌹 Our Cheeky Takeaway

Dating should be exciting — not haunting. 👻
So next time you feel like disappearing, don’t. Send a short, kind note instead. You’ll be surprised how far simple courtesy can go.

Because at MyCheekyDate, we’re all about creating real connections — not ghost stories.

📝 Cheeky Thoughts: Fun and Affordable First Date Ideas — Because It’s Hard Out There!

In the Words of MyCheekyDate

Let’s face it, dating can be a bit of a rollercoaster—and sometimes, that rollercoaster comes with a hefty price tag. But here at MyCheekyDate, we believe you don’t need to break the bank to have a fabulous first date. In fact, some of the best dates are the ones that are a little creative, a little quirky, and totally “cheeky.”

So, let’s talk about some fun, affordable first date ideas that are uniquely us. No fancy restaurants or over-the-top extravagances—just good vibes and great connections.

💡 Cheeky Date Idea #1: Art Walk Adventures

If you’re in a city like Houston or Los Angeles, check out a local art walk or gallery night. It’s often free or low-cost and gives you a chance to wander through colorful exhibits and chat about your favorite pieces. Plus, it’s a great way to spark conversation without the pressure of a formal dinner.

💡 Cheeky Date Idea #2: Bookstore Browsing

In cities like New York or Boston, a trip to a quirky bookstore can be a charming and low-cost date. Pick out a book for each other, read a few passages, and see where the conversation takes you. It’s a great way to get to know someone’s tastes and have a little literary fun.

💡 Cheeky Date Idea #3: DIY Picnic in the Park

No matter where you are—be it Central Park in New York or the Boston Common—pack a simple picnic and enjoy the great outdoors. Bring along some homemade snacks or grab a few treats from a local deli. It’s laid-back, affordable, and totally charming.

💡 Cheeky Date Idea #4: Local Trivia Night

Head to a local pub for trivia night! It’s a fun and interactive way to team up and get to know each other without spending a lot. Plus, you get to show off your random knowledge and share a few laughs along the way.

📝 Cheeky Thoughts: Great First Date Spots in Boston — Our Cheeky Picks for Chemistry and Charm

In the Words of MyCheekyDate

Welcome to the Boston edition of Cheeky Thoughts! We know that finding the perfect first date spot can make all the difference. Whether you’re wandering through historic neighborhoods or enjoying a trendy new venue, we’ve got you covered with some of our favorite Boston locales.

🏙️ Back Bay

1. Oak Long Bar + Kitchen — Nestled in the historic Fairmont Copley Plaza, this elegant spot is perfect for a classy, laid-back first date. Enjoy craft cocktails and a warm, inviting ambiance that’s perfect for easy conversation.

2. Newbury Street Café — For a more casual vibe, take a stroll along Newbury Street and stop into one of the cozy cafés. It’s perfect for a relaxed coffee date with plenty of people-watching.

🌊 Seaport District

1. Lookout Rooftop and Bar — With stunning views of the Boston Harbor, this rooftop bar is a fantastic spot to impress your date. Enjoy the breeze off the water and a laid-back vibe that’s perfect for a memorable first meeting.

2. Legal Harborside — For a quintessential Boston experience, head to Legal Harborside. It’s a great spot to share some seafood and enjoy the waterfront setting.

🎨 Cambridge (Harvard Square)

1. The Sinclair — Located in the heart of Harvard Square, The Sinclair offers live music and a cool, laid-back atmosphere. It’s perfect for a date night that’s a little out of the ordinary and full of personality.

2. Tatte Bakery & Café — For a more low-key date, Tatte is a beloved local favorite. Enjoy a pastry and a coffee in a cozy, charming setting that’s perfect for easy conversation.

🌳 South End

1. The Beehive — This bohemian spot in the South End is known for its live jazz and eclectic vibe. It’s a great place for a date that’s full of character and a little bit of adventure.

2. Barcelona Wine Bar — If you’re in the mood for tapas and a laid-back, romantic vibe, Barcelona in the South End is a fantastic choice. Share a few plates and enjoy the cozy ambiance.

📝 Cheeky Thoughts: The Good, The Bad & The Ugly of Dating Who You Really Are (Not Who You Want to Be)

In the Words of MyCheekyDate

Let’s talk about something every single has wrestled with at some point — the idea of finding someone who’s the perfect complement to the person you wish you were.
It sounds romantic, right? But let’s get real: dating isn’t about building a wish list of traits you don’t have — it’s about being brave enough to show up as your authentic self.

At MyCheekyDate, we’ve seen it all — from the dreamers who picture dating someone totally opposite, to the charmers who think opposites always attract. But in reality, when you date based on an idealized version of yourself, it rarely lasts.

💫 The “Wish List” Trap

We see it over and over: someone from a small family dreams of finding a partner with a huge, boisterous one because they never had it.
A quiet introvert seeks out an extrovert to “balance them out.”
A career-driven dater looks for someone spontaneous to help them “relax.”

It’s a nice idea — but here’s the truth: the further your dating choices stray from who you actually are, the more those differences start to clash over time.

A few months or a year later, the very things that drew you in may start to divide you. The “complement” you thought you needed ends up being the mismatch you never saw coming.

❤️ Real Connection Comes from Real You

Authentic relationships are built on comfort, not performance.
When you stop trying to be the “ideal version” of yourself, you create space for genuine connection.

If you’re someone who loves quiet nights in, find someone who enjoys the same.
If you’re spontaneous and outgoing, choose someone who loves that energy.
You don’t need someone to complete you — just someone who matches you.

At MyCheekyDate, we’ve spent nearly two decades watching chemistry unfold — and the best matches happen when people stop trying to impress and start trying to connect.

🌹 Our Cheeky Takeaway

Date from who you are, not who you’re trying to be.
Because the spark that lasts doesn’t come from pretending to be perfect — it comes from being perfectly you.

So embrace your quirks, lean into your energy, and find someone who fits your rhythm.
That’s not just compatibility — that’s real connection.

Cheeky Thoughts: So You’ve Matched at MyCheekyDate — What Happens Next?

In the Words of MyCheekyDate

So, you did it! You came to one of our MyCheekyDate speed dating events, had a fantastic time, and voilà — you’ve got a match. Now what? Well, that’s where the fun really begins. Here’s your guide to keeping things just as cheeky, confident, and connected after the event as they were during it.

After your event, you’ll head over to your MyCheekyDate dashboard and mark the names of the people you’d love to see again. If the feeling’s mutual, you’ll get that magical “It’s a match!” notification. You’ll receive their first name and email, and then it’s your turn to reach out. Keep it light, keep it breezy, and pick up right where you left off.

If you chatted about your mutual love of hiking, espresso martinis, or 90s throwback playlists — start there. A little continuity goes a long way in making your first post-event message feel natural and genuine.

💌 When and How to Follow Up

There’s no need to rush. Take things at a comfortable pace, just like at our events. Once the conversation flows easily, suggest something simple — a drink, a walk, a cheeky coffee meet-up. Remember, first dates work best when they feel effortless.

Here’s a fun insider tip: many of our daters love going back to the venue where they first met. There’s something nostalgic about revisiting that familiar space — turning a few minutes of speed dating into a full-fledged first date with chemistry already built in.

🌹 From Match to Magic

So go ahead — take that match and turn it into something special. Be yourself, stay kind, and let things unfold naturally. Whether it’s a follow-up coffee or a dinner that lasts three hours longer than expected, the best stories always start the same way: two people willing to show up and see what happens.

At MyCheekyDate, we’re cheering you on every step of the way — because we know that sometimes, all it takes is a few minutes and an open heart to find something truly extraordinary.

📝 Cheeky Thoughts: Great First Date Spots in Los Angeles — Our Cheeky Picks for Chemistry and Charm

In the Words of MyCheekyDate

Welcome to the Los Angeles edition of Cheeky Thoughts! We know that finding the perfect spot for a first date can set the stage for real chemistry, and we’ve got you covered with some of our favorite neighborhoods. Whether you’re downtown sipping cocktails with skyline views, enjoying a cozy corner in Studio City, strolling by the marina in Marina Del Rey, or taking in the beachy breeze in Manhattan Beach — these first date spots in Los Angeles are sure to add a little magic to your evening.

🌆 Downtown Los Angeles

1. Perch — A chic rooftop bar with stunning views of the LA skyline. Perfect for cocktails at sunset, it’s the kind of spot that makes a first date feel effortlessly glamorous — and a bit cheeky.

2. The Last Bookstore — For a more quirky and laid-back vibe, this iconic bookstore is a great place to wander through aisles of books and spark easy conversation. It’s a low-pressure way to connect while sharing a few laughs over unexpected finds.

🎬 Studio City / Sherman Oaks

3. Firefly — A romantic hideaway in Studio City with a gorgeous garden patio. It’s intimate and atmospheric — perfect for a first date that feels cozy and memorable.

4. The One Up — If you want something a little more playful, this arcade bar in Sherman Oaks is perfect. It’s casual, fun, and a great way to break the ice with a little friendly competition (and maybe a rematch date).

🌊 Marina Del Rey

5. Cast & Plow — Overlooking the marina, this spot at The Ritz-Carlton offers a sophisticated yet relaxed setting. It’s perfect for enjoying a sunset cocktail and watching the boats drift by.

6. Salt Restaurant & Bar — Located right on the waterfront, Salt offers breezy coastal vibes that make it perfect for a laid-back first date. Share a few small plates, take in the view, and enjoy the easy rhythm of marina life.

🏖️ Manhattan Beach

7. The Strand House — With its stunning ocean views, The Strand House is a top pick for a first date. It’s elegant but not stuffy — ideal for great conversation and that golden-hour glow.

8. Manhattan Beach Creamery — For something lighthearted, head to this charming ice cream shop. Grab a cone, take a stroll along the beach, and let the evening feel as effortless as it should.

💞 Our Cheeky Takeaway

At the end of the day, the best first date spots in Los Angeles are the ones that help you relax, laugh, and connect. Whether you prefer rooftops or beaches, the secret ingredient isn’t the venue — it’s the energy you bring to it.

Because as we’ve learned from hosting thousands of MyCheekyDate events across 65+ cities, real chemistry doesn’t come from the menu — it comes from the moment.

📝 Cheeky Thoughts: “Who Pays on a First Date? Our Cheeky Take on Chivalry and Chemistry”

In the Words of MyCheekyDate

All right, let’s dive into that age-old dating question that never fails to spark a lively debate: who pays on the first date?
We’ve heard every opinion imaginable — on Instagram, at our events, and from our lovely daters around the world. And yes, this topic always gets people talking! But here’s our cheeky take, and it might surprise you.

At MyCheekyDate, we absolutely adore chivalry. There’s something timeless and genuine about someone wanting to treat their date to a nice dinner or drinks. It’s a beautiful gesture — one that speaks to kindness and confidence.
But — and here’s the twist — we believe chivalry means even more after you’ve made a genuine connection.

💫 Real Chemistry Comes Before the Cheque

Imagine this: you meet someone at one of our MyCheekyDate speed dating events, you share an effortless chat, and the conversation just clicks.
That’s where authentic chemistry begins — and where true chivalry can follow naturally.

It’s not about grand gestures right off the bat. It’s about showing genuine interest after you’ve discovered a real spark. Many of our guests tell us they prefer to start simple — maybe just a drink or a coffee — and let things grow naturally from there.

The truth is, no one wants to feel obligated on a first date. The best connections happen when both people are relaxed, themselves, and open to where the evening leads.

💞 Modern Dating Etiquette, the Cheeky Way

We’ve hosted over 25,000 events across 65+ cities, and we’ve learned this: the most memorable matches come from people who focus on connection over convention.

Women often tell us they appreciate chivalry more when it’s genuine, not performative — when it comes from interest, not expectation.
It’s not about who pays the bill to impress; it’s about who shows up sincerely.

At MyCheekyDate, we believe modern dating works best when kindness comes first. Whether it’s offering to split the bill, picking up the first round, or planning the second date — what matters most is authenticity.

🌹 Our Cheeky Takeaway

So, who should pay on the first date?
Simple: whoever wants to.
Let it flow naturally, keep it thoughtful, and remember — the best gestures come from genuine chemistry, not social rules.

Because in the end, the most charming thing you can bring to a date isn’t your wallet — it’s your warmth, wit, and willingness to connect.

📝 Cheeky Thoughts: “It’s Not the Menu, It’s the Mindset: What 18 Years of Dating Events Have Taught Us”

In the Words of MyCheekyDate

Here we are — celebrating our 18th year of curating tens of thousands of dating events across 52 cities worldwide. After all those speed dates, Smart-Card matches, and countless cheeky conversations, we’ve learned something that may surprise you: sometimes the real dating challenge isn’t about who you’re meeting — it’s about the person looking back at you in the mirror.

💫 The Problem with the “Perfect Order” Mindset

We’ve seen it over and over again: daters put so many constraints on who they think they’re supposed to meet that they miss the people right in front of them. It’s like ordering from a restaurant menu — but dating isn’t a restaurant.

You can’t treat it like a job interview or a buffet where you tick off every checkbox: height, career, city, hobbies, dog ownership, and favorite wine. Chemistry doesn’t care about checklists. It just shows up — or it doesn’t.

When people approach modern dating like they’re curating a “perfect order,” they often end up missing out on something far better — the unexpected connection.

❤️ What 18 Years Have Taught Us About Real Connection

In fact, after 18 years, we’ve noticed a pattern:

The more someone demands, the less they often offer in return.

At MyCheekyDate, our best matches come from guests who are open, kind, and willing to be surprised. They’re the ones who approach each introduction with curiosity rather than criteria.

Our biggest piece of advice?
Get out of your own way. Be open to the unexpected. Step outside your comfort zone and let yourself meet someone who might just surprise you.

🌹 Where True Chemistry Begins

Because at the end of the day, the best connections aren’t about checking boxes — they’re about opening doors.

And sometimes, that door leads to a kind of chemistry you never saw coming — the kind that makes you forget about lists, rules, and algorithms altogether. That’s where the magic happens — and that’s exactly why we do what we do.

The Surge of In-Person Dating: Why Singles Are Ditching Apps for Real Connection

💫 A Quiet Revolution in Modern Dating

After nearly a decade dominated by swipes, DMs, and digital fatigue, something unexpected is happening — singles are craving real connection again.
Across cities like New York, Los Angeles, Chicago, and Sydney, attendance at in-person dating events has surged. Venues once reserved for post-work cocktails now hum with conversation, laughter, and the spark that no algorithm can replicate.

At MyCheekyDate, we’ve watched this transformation firsthand. Our events have seen record attendance in 2024 and 2025, especially among professionals and creatives who’ve simply had enough of curated profiles and ghosted messages.

📱 Why Dating Apps Lost Their Magic

Dating apps promised efficiency — yet created overwhelm. Studies show users spend an average of 90 minutes per day on apps, but report less satisfaction with matches.
Endless scrolling, mismatched expectations, and the rise of “textationships” (relationships that never leave the chat) have made dating feel transactional instead of emotional.

The pandemic years only amplified that. After so much screen time, many realized what they were truly missing: authentic chemistry, tone of voice, eye contact, and presence.

🥂 The Return of Real-World Connection

In-person events — especially those with structure, warmth, and personality — are filling that gap. At a MyCheekyDate evening, daters meet up to 15 people in one night, each conversation guided but never forced.
There are no pings, no profiles, no performance — just genuine energy between two humans sharing a moment.

Our hosts create what we call the “Cheeky-Chic atmosphere”: elegant venues, ambient music, and an easy social rhythm that feels miles away from the chaos of apps.

💌 The Data Behind the Movement

According to 2025 dating trend reports, in-person introductions are up 37 % year-over-year, while app usage among 25- to 40-year-olds has dropped by nearly 20 %.
Even the largest dating platforms are scrambling to host “live mixer nights” — confirming what we’ve always known: people still meet best when they’re face-to-face.

🌍 Where the Movement Is Happening

From Austin’s Oak Hill Social to London’s The Soho Residence, MyCheekyDate’s events are part of a global return to dating with intention. Singles want to laugh, flirt, and feel something — not just swipe through profiles on the sofa.

And the beauty of in-person dating? You can see attraction unfold in real time — the body language, the spark, the subtle smile that says, “Let’s see where this goes.”

❤️ Why It Matters

Dating, at its best, isn’t about technology — it’s about humanity.
That’s the heart of MyCheekyDate’s mission: to remind people that meeting someone lovely can still happen in a beautiful room, not just a digital feed.