Past his standard answers
- What are you into that you usually downplay when you first meet people?
- What did you want to be at ten years old, and how far off are you?
- What is the best advice your dad or a father figure gave you, even by accident?
- Which friend would you call first with good news?
- What show have you rewatched more times than you would admit?
- What does your perfect Sunday look like from wake-up to bedtime?
- What is the most impulsive trip you have ever taken?
- What skill did you teach yourself because nobody else would?
How he thinks and feels
Expect shorter answers at first. They usually get longer.
- When was the last time something genuinely moved you?
- What do you wish guys were allowed to talk about more?
- How do you know when you need a break from people?
- What fear do you have that nobody would guess from the outside?
- What do you do when you are stressed and nobody is around?
- What mistake changed how you treat people?
- Who do you go to for honest advice?
- Which part of growing up did you find hardest?
What he wants from someone
- What is the first thing you notice about the way someone talks?
- What makes you feel appreciated without anyone saying a word?
- What small gesture from someone did you never forget?
- What does a relationship need for you to stay curious about it?
- What are you looking for that you have never quite found in a person?
- When you really like someone, do you get quieter or more obvious?
- What was a dealbreaker for you that turned out not to matter?
- What do you want to build with someone, not just have?
Playful ones to keep it light
- What is your most controversial pizza topping take?
- What is the corniest song you know every word to?
- If your friends wrote your dating profile, what would the first line be?
- What is the most embarrassing thing you have done to impress someone?
- What is your go-to karaoke song?
- What would your mom say is your best quality?
- What celebrity do people say you remind them of, and do you agree?
- What is an oddly specific thing you find attractive?
How to use them
Lead with curiosity, not a checklist. Guys often expect questions about work and sports, so the ones that land are the ones he has not heard before. Pick two or three and let his answers decide the next one.
Give the feelings questions room. The middle section may get short answers at first, which is often about practice rather than interest. Share something of your own first and the answers usually open up.
If you are talking to someone new on Hush, where you only see his aura and hear his voice notes, the playful section makes an easy opener before you get into the rest.
Questions people ask
Questions that ask for a story instead of an opinion, like the last time something moved him, tend to work better than direct questions about emotions. Asking for specifics feels less like an interview.
Avoid his salary, his romantic history in detail and how many people he is talking to. Those can come up later, once there is trust and context. Early on they feel like screening.
Ask follow-ups on what he just said instead of switching topics, and share your own answers. Conversations stall when one person only asks and the other only answers.