On a date, I discuss the topic of past relationships and personal baggage. I maintain my approach with sensitivity and tactfully after realising my date's comfort level and openness to discusse such topics. I share my experiences in a respectful...

I (30M) have been in the process of Arranged Marriage, screening prospective matches. Out of all the Women I'd met, there's this one Woman (28F) with whom I'm able to get along quite well. She's quite good in almost all aspects such as Appearance, Personality, Education, Career, Social & Emotional Intelligence etc. and our Interests & aspirations for Future, also align to a great extent. It seems Feasible that we build a Life together. Even she seems to be interested in me. But there's one major problem. She doesn't seem to be Trusting me well enough to open up to me, completely. We've interacting with each other since a Few Months, over Social Media, WhatsApp Messages, Phone Calls & even met each other personally on several Dates & spent good time together, understanding each other. We've discussed almost all the important aspects required for leading a Fruitful Married Life, such as, Finances, Family Affairs, Children, Future Plans in terms of Career & Personal Life, Our Travelling Bucket Lists etc & we seem to be quite compatible on almost all these aspects. But there's one aspect that she's not willing to Share with me openly. That's about her Past Relationship(s) & Sexual History. I had brought up this topic for the first time on a Date, when we'd spent over a Month in Courtship & were meeting each other in person for the 5th time. I started off by telling her that I had not been involved in any Romantic Relationship(s) either Serious or Casual, during my College Years or in my Early to Mid 20's as I had been going through a lot struggles, during that Age and I had started meeting up with Ladies only since the past 2-3 Years, after I was settled well in a stable Career & got Serious about Marriage. And obviously, I am a Virgin. When I asked her to share about her Past, she excused herself & left, abruptly ending our Date. I understood that she might not be feeling comfortable with opening up at this stage. I profusely apologized if I'd crossed my Limits, unknowingly & asked her to meet up for another Date, after a week, wherein I Reassured her that whatever is discussed between the both of us regarding sensitive personal matters, shall only remain between the both of us & need not be shared with anyone else (including Parents). She agreed with me but still didn't open up about her Past. I waited Patiently giving her few more weeks' time to open up as per her Convenience, but she never did. Whenever I brought up this sensitive topic again, she'd either change the Topic or make some Excuse to Leave, ending our interaction abruptly. I still maintained Patience & kept Reassuring her gently, that I want to know about her Past, not to Judge her, but only to understand her better. Still she seemed reluctant to open up about her Past, but is actively conversing on any other Topic. The last time we'd met personally was on a Dinner Date, a week ago. When I gently raised the Topic again, she seemed to get somewhat irritated & asked me "How does my Past, really matter to you?" I Replied that it is very much important for me to know everything about her Past, to be able to Trust her completely & take the Relationship ahead and once again I reminded her of both my Promises that I would listen to her with empathy & understanding without Judgement and that I would maintain utmost Secrecy with Respect to her Sensitive Personal Matters. Still she seemed avoidant about the Uncomfortable Conversation & tried to Gaslight me as if I'm Disrespecting her Personal Boundaries. Our Date ended on an unpleasant note & since then our Interaction over WhatsApp has been just minimal. I don't understand what's the matter with her, she never Shied away from discussing any other Important topic & communicated her views, quite effectively, giving me the Impression that she's a Matured Person, but I don't understand why she's so reluctant to open up on this Important topic, in spite of repeated Reassurances from my side. Please advise me, how do I proceed with this Sensitive issue? I am very much into her & wouldn't want to throw away such a Wonderful prospect as we seem to be getting along, quite well, with each other. At the same time, I feel the need to know everything about her Past Relationship(s) including her Sexual History, so that I can be sure about certain things, which greatly matter to me. My Gut Instinct refuses to Trust & Accept her completely, without this missing piece of Jigsaw Puzzle. I'm in great Dilemma now, any Qualitative Advice from Experienced People would be greatly appreciated.

Ans: Dear Anonymous,
I understand your concerns but it might be nice if you understand her concerns as well. While most people promise to neither judge nor share sensitive details, they rarely keep their promise, especially when the experiences are coming from a woman. Her reluctance about sharing her past with you might be stemming from the same.
To be honest, the past should not matter as much as the present but since it is important to you, I would recommend you open up about it directly to her, expressing how her not opening up is stopping you from trusting her completely. If she still does not want to talk about it, I don't see any scenario where it would be the right choice to push her about it again. You have only met her and things are yet to be official. In that case, you should rethink this alliance. Secrecy might be important to her as much as knowing every detail is important to you. Neither is wrong here. Do not rush into any conclusion and speak to her first. Meet up exclusively for this discussion and see where things go from there.
Hope this helps