February 04, 2025 • pillow talk
Lea Cayanan Shares Her Must-Ask First Date Questions: ‘Dating Coach Clocking In’

Asking the real questions.
Bachelor Nation fans got to know and love Lea Cayanan on Season 28 of “The Bachelor.”
Since her time on the show, she has been keeping fans updated with her life on social media and often shares her favorite dating tips.
In a new series online, Lea has been posting her must-ask first date questions on her TikTok channel and just shared a part two with more must-ask questions in a new video.
In the video, she says, “Ladies, we’re not done. Part two of first date questions you must ask on a first date.”
Lea’s questions range from generic inquiries to more personal asks, but she follows every single question with a look straight to the camera.
She starts off with, “Do you brush your teeth? How often? What kind of toothbrush? Do you have any children? How many? On the way counts.”

She then goes into more practical questions and inquires about construction and mechanic skills.
“Can you build things? What can you build or have you built?” she continues. “If I had a flat tire, are you willing and able to fix it?”
Lea then included a video of herself trying to fix a flat tire with another person helping her.
She then continues her list and asks, “Have you ever served our country? Who are the women you follow on Instagram? What’s your ex’s first and last name? Write, write it down. Do you evade taxes?”
She finished with asking more personal questions and captioned the post, “Your favorite dating coach clocking in 🤭 should I do a part 3???”
Fans loved the video and filled the comments with more questions they would ask while on a first date.
One person said, “I ask them if they’re single” and Lea responded, “NOOO 😭😭😭😭 WHY IS THIS VALID”
We love Lea’s sense of humor and can’t get enough of these first date questions. We’ll keep you posted if she shares more!