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Posted (edited)

What are the 'tough' questions that you'd really like to ask a new person you are interested in or have been on a date or two with? Are there questions that are really important to you when you are interested in someone that you would find it hard to broach?

Edited by spiderowl
Posted

No, not really. I found as time evolved and we got to know each other, the topics came up and they were broached then.

Mind you, I dated at a time when the internet was non-existent, and mobile 'phones...? Pffft. No time or money for that stuff.

We actually talked. A lot.

And went out to the theatre, the cinema, for long walks, to the beach in November, to Fun fairs, to Village fetes, you name it.

Not as dating strategies but just because it was fun to go out and to do different things.

 

THAT'S how "tough" questions got answered. By natural, normal progression and face-to-face communication.

Exclusively.

  • Like 1
Posted
THAT'S how "tough" questions got answered. By natural, normal progression and face-to-face communication.

Exclusively.

 

It's a lot easier to ask and answer tough questions face to face. It can be really awkward over text in my experience. It's impossible to read their feelings, expressions, etc. You might be going to a place they aren't comfortable with, and that's hard to pickup with emojis.

  • Like 1
Posted

i dont know if there are tough questions i ask directly ...but i have a tough history to handle....and by a guys attitude personality and stance on certain issues...i will know whether to disclose my history or not......

 

if i have something that is hard to broach like history for example.....then i will share a conversation that will touch briefly on the subject leading up to me disclosing...like questions that arent directly related to me but allow me to see how he reacts to certain topics.........to give me a feel of the guy i am interested in.....if i feel in any way ...i cant be honest and open up......that guy isnt for me......and i wont continue to date him...i have to see and feel compassion and a little understanding...a defined ..a gentleness... to feel comfortable enough to open up....and so i test for this with subjects that arent really gentle.....and illicit a response...maybe thats not fair....but i protect myself.....as i feel its necessary ..normally i only date guys i know anyway......which then ...i dont have to be so ...en guarde.....deb

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  • Author
Posted

It does seem that just having contact with the person and doing things together is the best way for important subjects to 'crop up'. It's hard to ask a guy if he's interested in anyone else without seeming possessive or controlling and yet it's the kind of question most of us must want to know the answer to if we are interested in someone.

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