MyCheekyDate | Matchmaking & Events

Personal Introductions. Real Social Connection.

MyCheekyDate was created as a refreshing alternative to traditional matchmaking — no endless forms, no contracts, and no hours of pressure-filled consultations.

While many matchmaking services rely on large databases of people they’ve never met, we meet our daters in real life — every week — through our hosted social events. That means introductions are made from an active, familiar community of singles who show up, engage, and are genuinely interested in meeting others offline.

Our matchmaking blends thoughtful one-to-one introductions with access to our signature events, creating a dating experience that feels intentional without being intense, and social without being overwhelming. It’s matchmaking with a bit of charm — and just the right amount of cheeky.

Matchmaking Packages

Each MyCheekyDate matchmaking package includes:

• Personal introductions thoughtfully arranged by our team
• A private conversation to understand your preferences, goals, and dating style
• Coordination of introductions at partner venues or locations you choose
• Complimentary access to MyCheekyDate events during your package

Introductions are made based on compatibility, availability, and mutual interest. Matches are not guaranteed, and timing varies depending on fit and participation.

✨ Simplify Me!

A relaxed introduction to matchmaking — perfect for those curious to try something new.

Includes:

• Two thoughtfully arranged introductions
• A personal consultation with our team
• Date coordination handled by us
• Complimentary access to MyCheekyDate events

$695

✨ Date Me!

More time, more attention, and a deeper matching experience.

Includes:

• Four curated introductions
• A more detailed consultation and ongoing refinement
• Coordinated introductions at partner venues or your preferred spot
• Access to our “This, That & The Other” concierge for light guidance and ideas
• Complimentary access to MyCheekyDate events

$895

✨ Indulge Me!

Our most personalized and immersive matchmaking experience.

Includes:

• Six carefully arranged introductions
• A highly personalized matching process
• One-on-one consultation focused on long-term compatibility
• Custom arrangements at partner venues or locations you love
• Full “This, That & The Other” concierge support
• Complimentary access to MyCheekyDate events

$1,195

💛 A Note on Events

Access to MyCheekyDate events is included with every matchmaking package. Many clients enjoy participating — it’s a relaxed way to meet people, build confidence, and give both daters and matchmakers a clearer sense of chemistry and connection. Event participation is also commonly referenced by others when considering an introduction.

Frequently Asked Questions

What information is shared before an introduction?
Only essential details are shared in advance, such as the venue, timing, and your match’s first name. Contact information is exchanged only if both parties choose to continue afterward.

Do I have to go to a venue you choose?
Of course not. You’re welcome to suggest a venue you love — we’ll coordinate the details.

Is there a time limit on using my introductions?
No. You may use your introductions at your own pace.

What standards do you expect from daters?
Courtesy, kindness, and respect are essential. Behavior that detracts from the experience may result in removal from the community.

Getting Started

Choose the package that feels right for you — and let us take care of the rest.

For additional questions, feel free to contact us at info@mycheekydate.com.