When my wife (we celebrated our 20th on 12/12.
We dated for six weeks.
She was talking to her parents about 3 weeks into our dating phase. My future FIL asked her what my intentions were. (he was trying to be funny, and I intentionally ignored that. I knew where the relationship was doing) I told her to tell him, "He'll know when the time is right." When we decided where it was going, I simply asked her as we walked out of a restaurant and headed for the car. I knew I was "marrying up" and knew I'd kick myself in the future. "When it's right, it's right." She has no siblings and two cousins. Guess who became the son?
Timing. I've written about this before. There was a prof who would give "sex talks" to various groups (e.g., dorm floors - we didn't have greek life). He pointed out that an engagement should be no longer than it takes to plan the wedding and hit the aisle. She & my MIL made very simple plans: one attendant each (her matron of honor did the taping) the grandparents, etc. We had a sit-down meal at a place specializing in such things.
I won't go into the details as it would be too long. Suffice to say, we spent the afternoon in the hospital's ER where we worked (and met).
Here's a couple of observations:
1) If you move in together, it's going to be difficult to move out & away from it because you have so much invested in items you've (each party) has brought into the shared quarters, and so on. Living together has absolutely nothing to do with getting marriage (see previous). If you live alone, have a discussion, you can kill the deal when it gets too messy.
2) Loss of freedom. <snicker> I've never felt so free. You double the joy and halve the bad. It's not as if I feel like I have to go to something with her because she went with me at some other point. It's not a zero-sum game (everything balancing at zero)
3) Guys don't understand two issues, married or not:
a) Every woman, conscious of it or not (willing to admit it), has a couple of (calendar) dates in the back of their mind, regardless of they are aware of it or not: some type of commitment to the relationship, whether it's dating exclusively, getting engaged, etc.
b) n.b. (nota bene - note well) Guys, this took me a long time to figure out on my own and I'll give it away for free: It has nothing related to marriage but related to any time she wants to "unload" about work, friends, family, etc.
(pardon the all-caps I've been around long enough to know when it's important and when it's not) When a woman talks/shares,
SHE'S NOT LOOKING FOR A PROBLEM SOLVER!
e.g.,
("The next time that happens, here's what you need to do: yadda yadda") or ("Here's what you should have done")
SHE JUST WANTS SOMEONE TO LISTEN TO HER. (and she chose you)
If you can't keep your mouth shut and literally have to bite your tongue, do it. If you interfere with her sharing, she might as well buy a teddy bear and keep it in her bedroom and talk to it. It's not going to talk back. Stare deeply into her eyes which will let her know when she's talking and let her hold the talking stick (whoever holds the stick speaks) - it works well in a smalish group.
There's the obvious set of circumstances where she is soliciting your opion and after she's done, "Do you have any ideas?".