I put this list of date -related questions together whilst bored in isolation – based on stuff I'd read, questions I've been asked, questions I've asked, topics I like to discuss etc
It's NOT to be used like a series of interview questions – they're prompts that you can work with at different stages of an interaction with someone if things aren't flowing too well naturally. Turn them into a conversation not a series of questions and answers though. I broke them down into rough sections that I feel have a certain overall vibe.
I've decided to share it now for 2 reasons – firstly to provide some inspiration for others, secondly because I'm curious what you guys think – is there anything you would definitely remove or avoid, any cool questions you like to ask?
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Intro
⁃ How’s your day/night been treating you? Most exciting thing that's happened to you this week off the top of your
head?
⁃ What do you do with yourself? what inspired you to do that?
⁃ What do you do when you’re not doing that?
⁃ star sign?
⁃ What’s your heritage? Born here? grew up here? how does it compare to aus? (try to guess)
Rapport
(To establish common interests and such)
⁃ What’s something I’d never in a million years guess by looking at you?
⁃ Something you could talk about endlessly?
⁃ Give me something from the top of your bucket list
⁃ Done much travelling?
⁃ Favourite place you’ve been?
⁃ If you could life anywhere?
⁃ If you could travel anywhere tomorrow all expenses paid?
⁃ Craziest travel story?
⁃ Do you think Perth is as dull as they say it is?
⁃ favourite and least favourite thing about the coronavirus lockdown?
⁃ Part time jobs usually have better stories – best part time job you’ve had?
⁃ if you could only eat one food for the rest of you life? Favourite cuisine?
⁃ Speak any other languages? If you could click your fingers and know one language? Sexiest language?
⁃ ever met a celebrity or have a claim to fame?
⁃ Have any pets? Cat or dog person?
– If you had to have a spirit animal?
⁃ desert island situation – you can only take one movie, one tv show and one bands music with you?
⁃ favourite cheesy rom com?
– Favourite pop banger from the 2000s?
– people watching game: picking random people around you and creating a funny backstory for them or making silly assumptions about them (Try to make sure they can't hear you)
Deep dive
(Can really help make the conversation more memorable and less mundane but don't overdo it and turn it into a therapy session)
⁃ If you had unlimited wealth how would you spend your time?
⁃ If you could restart your life with all your memories would you?
⁃ If you could click your fingers and become wealthy and famous but lose all your friends would you?
⁃ If you could see one statistic floating over everyone’s head sims style what would it show?
⁃ Do you think anything is too serious to be joked about?
⁃ When someone’s drunk do you feel like they become like a truer version of themselves or not?
– Nobody's perfect so I'm curious, if I asked your best friend what the worse thing about you is…what do you think they'd say?
⁃ Do you believe in the idea of soulmates?
⁃ Do you believe in love at first sight? How would you define love?
⁃ What do you want out of life?
– As a kid what did you think you wanted to be when you grew up?
⁃ What’s something you’re genuinely proud of from the past few years?
Risqué
(To help escalate the conversation in a more intimate direction)
⁃ Are you a fan of tattoos? Have any that I’m not aware of? Want any? What’s the meaning?
⁃ How old were you when you had your first drink? What’s the story? Craziest drinking experience? Favourite cocktail?
⁃ Take anything else? Gone to many festivals?
⁃ What’s one thing your mum doesn’t know about you that you’d be willing to tell me?
⁃ Would you ever date or even marry someone who your parents didn’t approve of?
⁃ If you could sleep with one celebrity past or present?
⁃ Fuck marry kill game with celebrities.
⁃ what are a few personality traits you look for in a guy?
⁃ What are a few physical features you find sexiest?
⁃ Favourite look or uniform?
⁃ Just for research purposes… how do you like to be shown affection?
⁃ is there anything [insert your ethnicity] guys should know about [her ethnicity] girls?
– finger length game; do you consider yourself more of a girl girl or a tomboy? Take their hand an analyse their finger length. If ring finger>pointer they have more testosterone and are more of a tomboy [citation not required]
⁃ Random but highly important question – prefer sleeping in pyjamas, lingerie, or your birthday suit?
– What type of sleeper are you – would I need to wear a helmet because you thrash around? or lay still like a vampire? or steal the sheets and lets the other person freeze to death?
Sexual
(Reserve these for occasions where there's comfort and strong sexual tension – or possibly even after you've slept together)
For research purposes…
⁃ what’s one thing you wish more guys did in the bedroom?
⁃ What’s one thing that turns you on massively? Or something I should know about you
⁃ If you could only do it in one position tor the rest of your life?
⁃ What’s something you didn’t think you’d enjoy but do?
⁃ what’s something from the top of your fuckit list?
⁃ Where’s the craziest place you’ve ever done something sexual?
– Ever had a ONS overseas?
⁃ Do you like talk to be on the dirtier side? No talking?
⁃ Do you prefer rougher and hard or sensual and intimate …or bit from column a and b?
⁃ Yes or no guessing game:…Do you like…hair pulling? Spanking? Nipple play? Nibbling ? giving head? Swallowing? Tentacles?
⁃ Do you normally make much mess so to speak?
⁃ Do you have any fantasies or fetishes that you’d like to try someday? Roleplaying?
Silence
(Don't be too desperate to avoid it, sexual chemistry is built in silence not speaking)
– So tell me something else I don't know about you
– Give me something else from your bucket list
– Something from your surroundings
– Pick literally any other question or their last response
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