STRANGER SESSIONS
This summer, I’m hosting Stranger Sessions for SWFL residents!
Think of it as a fun, low-pressure blind date experience where I matchmake you with someone local and plan a cute first date for you two. The cost is $50 per person, but you will not be charged unless you are selected for a match.
Once selected, I’ll pair you with someone I think could be a great fit, coordinate the details, and plan a fun first date experience so all you have to do is show up, be yourself, and enjoy meeting someone new.
Whether you’re tired of dating apps, want a fun story to tell, or are open to meeting someone in a more intentional way, this is for you!
APPLY TO BE MATCHED:
FAQ
What is Stranger Sessions?
Stranger Sessions is a unique matchmaking experience where I personally pair two compatible people who have never met before and plan a fun first date for them. My goal is to help people make genuine connections in a relaxed, exciting environment.
How much does it cost?
The participation fee is $50 per person.
You will NOT be charged when you apply. Payment is only collected if you are selected and choose to move forward with your match.
Does applying guarantee I'll be matched?
No. I'll be carefully reviewing every application and matching people based on personality, values, interests, and compatibility. Not everyone who applies will be selected.
How are matches chosen?
I personally review every application and consider things like:
Personality
Relationship goals
Values
Faith (if applicable)
Hobbies and interests
Lifestyle
Deal breakers
Overall compatibility
This isn't random—each match is intentional.
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Will I know anything about my match beforehand?
You'll receive a few basic details before your date, such as:
First name
Age
A few fun facts
General interests
The rest will be a surprise!
Is this just for people looking for serious relationships?
Not necessarily! Whether you're hoping to meet your future spouse or simply want to meet someone new and have a fun experience, you're welcome to apply. I just ask that you're genuinely open to getting to know someone.
What kind of dates will you plan?
Fun local experiences around Southwest Florida
What if I don't feel a connection?
That's completely okay! Not every first date leads to a second date. The goal is to create a fun experience and give you the opportunity to meet someone you may never have crossed paths with otherwise.
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Is there any pressure to continue dating?
Absolutely not. After the date, it's entirely up to both of you whether you'd like to stay in touch.
Who can apply?
Anyone who:
Is at least 18 years old
Lives in or near Southwest Florida
Is genuinely single
Is open to meeting someone new
Is respectful and kind
What if I need to cancel?
Life happens! Just let me know as soon as possible. Last-minute cancellations may affect future participation since another person's time is involved.
Is my information private?
Yes. Your application will only be used for the matchmaking process. Personal information will never be shared without your permission.
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Why is there a $50 fee?
The fee helps cover the time spent reviewing applications, personally matching participants, planning each date, coordinating logistics, and ensuring everyone who applies is genuinely committed to showing up.
Remember: The best connections often happen when you least expect them. Whether this turns into a love story, a great friendship, or simply a memorable experience, my hope is that you walk away glad you said yes.
Can I recommend a friend?
Absolutely! If you know someone who would enjoy Stranger Sessions, send them the application. The more applicants, the better the matches become.