Search Results: is he going to propose

If you were going to propose to her, when would you most likely do it?

1) He's asked me out during a weekend visit in the middle of a busy 5 week work trip. He stays for 2 days and wants to see me on a Saturday evening. I said I couldn't make it and suggested other dates. Him: I really wish I could but I will be back in xxx for work

2) I cancelled a date when he texted to ask if confirm plans on the day itself. I called as it was very close to his proposed time and to show i'm genuinely sorry. He was nice over the call and I told him I'd reschedule soon. Didn't expect to hear from him anytime soon as I cancelled. But he texted the next night (prob before turning in) with a well-wish to show that he was thinking of me

3) I had to reschedule another date we set up and I could tell he was annoyed about it. He didn't text me the day of the date to confirm details like he usually does. I texted him after our proposed time and insinuated 'Probably not gonna meet today huh?' His reply was instantaneous: 'I'm leaving work a bit later but we can do after? Or we can delay this for another time again haha'
I was a little peeved at that time and said I couldn't do later with a filmsy excuse without suggesting anything else. He then asked if I was available 2 days from then. Fact that he replied within the minute and was eager about offering times seems like he wanted to make sure I was into him after my flakiness?

4) I told him I was going away for work and I think he assumed it was for long as his response sounded a bit melancholic and nostalgic (like 'what could have been..')
I explained it was temporary and his tone took an abrupt change - e. g became more lighthearted

Let me know what you think!

This guy was very quick to ask me out but we couldn't make it work due to both of our busy lives. We bounced back dates for a few more times before we settled on a date. I had to reschedule that date and did tell him before that it was a crazier week at work. I called him to cancel as I wanted to let him know I was truly apologetic. He was sweet about it and even followed up the next night with a short thinking of you type text to re-initiate the date. Did a happy dance as that was really sweet given that I cancelled.

I then told him that we should plan something next week (instead of giving him a date on the spot) as my schedule is nuts. He then texted at start of next week to make plans. I gave a date for the next Wed but then rescheduled it again for Saturday as I had obligations I couldn't get out of.

Saturday came and he texted me early on to ask what our plans are. I slept in that day due to an insane night out before and didn't see his text until I woke like 3 hours later. I told him I'm genuinely not feeling up for it and asked if I could see him Monday evening. He was definitely annoyed as his text was a bit passive aggressive and he said we could try that. I then tried to butter him up to lighten things as I know how he must have felt. I would drop myself so quickly if I were him.

Monday came and he doesn't check in with me like he always does. I texted him 20 mins after our proposed time and said that we're probably off for today. He texted back immediately within the next minute and said he's getting work off a bit later but we could meet after or delay another time (inserts haha). THIS felt like his tactic to see if I was going to initiate to show that I am genuinely interested in him as he replied as soon as I texted and still suggested meeting after he gets off.

I've cancelled and rescheduled a date with a guy 3 times. He was nice about it for all of them until the last one when he became subtly passive aggressive. When i first cancelled, he sent me a sweet 'thinking of you' type message late evening knowing I was going away soon. I was pleasantly surprised to hear from him since onus is on me to set a new date. 2nd time I rescheduled right away and he was easy about it.

He's always the one who would check-in before a planned date to ask how I am or reach out on the day of to confirm plans. I never had to. After I rescheduled the last time by setting a date for 2 days later at around 730pm, he said that timing should work. My reason was that I had a late night out the day before and am not feeling up for it. Plus it was a celebratory weekend for me too. He sent me well-wishes to which I said i can't wait to see him.

Come the day of the date, I don't hear from him at all and texted him at 8pm and told him I suppose this date is not happening afterall? He texted back immediately and said he gets off work a little later but we could meet after or delay it once again (inserts haha). I felt like he was waiting for my text to gauge my interest in him?

Anyway, I said I couldn't do later and said we'll probably meet another time then. He then proposed the next day.