u/Available-Freedom-58

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We became very close friends in 11th grade and stayed extremely close through college and early jobs. She always knew I had feelings for her. About 1.5 years ago, we finally dated for around a month, but it didn’t work out because she was still emotionally attached to her ex-boyfriend, whom she had recently broken up with.

Before we dated, we used to talk almost daily for 2–4 hours after work. I flirted with her a lot, and she seemed to enjoy it, although looking back I sometimes feel she may have liked the attention more than me romantically.

After our short relationship ended, we agreed to remain friends, but our communication reduced a lot. Now we only talk once every month or two. Over the last 1.5 years, we have met around 3 times, usually with mutual friends involved. Recently, I met her again along with her sister, and we spent around 2 hours joking around and talking normally like old times.

One important detail is that I’m always the one initiating conversations or meetups. She never really reaches out first.

The problem is that I still think about her almost every day and clearly haven’t moved on emotionally. I’m considering having one final honest conversation with her next week about whether she sees any future between us. If she says no, I plan to completely move on and stop contacting her for my own mental peace.

What would be the healthiest way to approach this conversation without sounding desperate or pressuring her?

We are 25F and 25M friends.

I need help in next steps to talk with my old female best friend whome i deeply loved. we were very very good friends since 11th for almost 9 years till the age of 24.

she always knew I like her. we dated for a month at 25 age but things didnt work out well.

as she was still thinking about her ex she had boyfriend till we started dating.

we were talking almost daily after we both had job for about 2-4 hrs after work. during that time i was flirting with her she did like that. though i feel she was just liking that attention she was getting from me. finally she broke up with her bf. its been almost 6 months now. coming to present day we decided to part apart after our dating ended. we decided to stay as friends as before but talked almost once in a month or once in 2 months its been 1.5 years to that incedence.

we have meet 3 times during this 1.5 year where one of mutual friend also joined (she have no idea about we dated )

we also meet a couple of days ago where her sister also joined us. we 3 were talking almost for 2 hrs it was a friendly talk where we were making fun of each other thats how it happened. thing that we should remember is its always me who takes lead to meet an talk.

Where I need a humen help -

I am thinking to talk with her again about our future together coming week if she declines i would never ever talk to her which would be best decision for me. reason to talk right now is to make a final decision to move on completely and once for all. since I love her alot i always think about her almost everyday but hesitant to call her or talk to her as it gives signal that I still think about her. right now she thinks i am just a friend with her nothing else. please guide me also please ask questions if you need more details

What should I talk with her to get her back as she is a marriage material?