Wow, you all got busy while I was sleeping! Muchos catchee upee time.
1) Axl, sensational work there, can't wait to see that finished... it's now what I imagine Jack wearing when she met Hannah for the first time and was shooting for the 'good impression'. First thing she'd have done when the firsts started flying was kick those heels off though

2) Jack dressed as a Catholic schoolgirl? Johnny, please, keep your fantasies out of this thread

3) Jack and the M-word... to be honest, I think she'd not see the point in it. Some words, a piece of paper, some people standing about in a room to look happy for them? Nah, what the two of them felt would be enough. That's the
real part of marriage -
what two people feel for one another. The rest? Artifice. She'd probably take some convincing, she might do it for Shepard's sake, but I think she'd wonder at the point of it all (and the so-called permenance of it... Jack's not one to trust that concept easily - people leave Jack one way or another).
It's like the kids thing - I'm not entirely sure she can have them (and if she could, she'd have to be aware that with the probable amount of Ezo hammered into her system to boost her, her children would almost certainly be biotic, and at least in her thoughts exploitable by others). I doubt they'd be planned for, and if it did happen, I think Jack would run the gamut of fear, denial, anger, etc. until there actually was a baby there in her arms. Then oh, the change you would see... seen it in reality, so I can see it in Jack too.
If it's possible.
But marriage? Nah, I can't see her buying into it when she already has what she wants.