How do I start an intimate conversation on a first date to get to know the person better?
user
What do you enjoy doing for fun? Or what are some of your hobbies? 
Do you like to travel, and if so, where have been some of your favorite places to visit?
If you could try any culinary dish from around the world, what would it be?
What's been the highlight of your life so far?
Tell me about a movie that made you laugh or cry.
assistant
How do I start an intimate conversation on a first date to get to know the person better?
user
Questions are a great way to start an intimate conversation on a first date. You could ask questions such as: what do you do for fun? what is something that you are passionate about? what kind of books/movies/tv shows do you like to spend your time with? getting to know more personal details like this can help create a deeper connection and understanding between two people.
assistant
How do I start an intimate conversation on a first date to get to know the person better?