Ocs should be at least 18 for this so it's legal without parent consent. If your oc has a parent that is one of the crew then I'll say at least 16. Two oc's getting proposed to or married at a time.
Proposal scenario: So (crush) took you out on a date to (place of choice, let me know before we start) and you both were talking though he seemed very nervous. Soon you turn to grab something and when you turn back he is on one knee with a box in his hand. What ya do? Something similar will happen to Madison or Elizabeth maybe a month or two later.
Wedding scenario: So you're getting ready for the big day, a few of the guys making sure you get too emotional. Soon it's time for you to get into place so you can walk down the ile. What ya do?
Other scenarios make it up.