I know my boyfriend is planning to propose. He has been dropping massive hints for months, and his best friend as much as confirmed it -- and even gave me a huge clue that my boyfriend is planning to ask on our anniversary. So why is this a big deal? Little background:
We started dating In November of last year. I know a year isn't much time, but I've never had a relationship like this. I think we both knew very early that eachother was just "the one." I've waited my whole life for this relationship, and I just know he feels the same way.
In May he started dropping tons of hints. He would always say "I wish I could spend more time to spend with you. Soon...." with a twinkle in his eye. ONce he even said "hint hint" and winked at me! (such a dork) Then, over the summer, he started applying for jobs in my town, and I started applying for jobs in his town (We live 45 minutes away, not awful, but a tad of a drive). Then he got a promotion, his roommates told him they are moving and he will need to find a new place soon (I own a Condo, and would love it if he would move in, but I have a very firm principle that I must be at least engaged before living with someone), and we were going on a cruise together at the beginning of August. All this stuff happened to just make it seem like the right time, and he kept dropping hints. Then, in mid July, my dad was diagnosed with stage 4 cancer. So now, on top of everything seeming right, I have this ... urgency.

Maybe it sounds strange, but most of the fantasies I have about a wedding don't actually revolve around me or my husband, but, my dad. He is the one person I want to be at my wedding.
Then the cruise came ... and went, with no proposal. It was a wonderful cruise, but he broke my heart by not asking. And all the while he keeps telling me he wants to spend his life with me, but when I try and give him a lead-in for the question, he dodges it.
So I think he is waiting for our anniversary to ask, which, infuriates me. I think he thinks it will be romantic, but I feel like he is completely missing the big picture. I could care less about a calendar date! And frankly, for a 32 year old woman? I'm past celebrating dating anniversaries. They are depressing. After a year at this point in my life, it is time to move the relationship forward, or move on. I'm never married, and I want a family.
So why don't I tell him how I feel? If I suggest that he ask me, it will feel like I've prompted him, and artificial. Why don't I just ask? I think he will be disappointed... It's all so stupid. I'm actually a very good communicator in relationships--he's commented on it several times even--but this is ONE thing I want to come from him, 100%.
But I want my dad to be at my wedding. I just want my cake and eat it too.
I suppose I should just tell him how I feel, but I wish I could show you all how hard I've hit him over the head with the hint stick to GET ON WITH IT. I feel like I shouldn't have to "cheapen" the proposal by prompting him to do it (it feels so dumb to ask someone to ask something... why don't I just ask? Because in our culture, it's taboo GRRR)
And I absolutely hate the idea of an ultimatum. I'm much more likely to just walk away, than give an ultimatum. Besides, an ultimatum is just a woman asking the question, but in a much less romantic way.
Sorry for sounding so pathetic. I just came from seeing my dad in the hospital and I'm feeling very desperate right now. I get so angry he doesn't understand that I don't want him to wait (and this is the first thing I've ever really gotten mad at him for!). I know he's sure he's going to ask, it's just dumb to wait for a silly calendar date!
Any advice appreciated (but please assume I'm correct that he is certain he will ask me), but I'm especially looking for clever ways to nudge this along discreetly. I MUCH prefer open and direct communication, but in this case, I'm trying to preserve that magical moment, before I get too angry.