Anyone into large age gaps?

[pubic_assistance]

1 hour ago, shadowcatzxxx said:

It makes lots of things easier if/when things get tough for one reason or another ... joint property, right of survivorship power of attorney/health care proxy, etc

All that can be handled legally without a marriage contract. Your only real benefit in marriage is taxation. For gay couples, owning property in common was always insulting when their life partner would pass and you'd need to pay inheritance tax on something that was already yours!  With this fellow, you haven't built a life together so protecting him from inheritance tax isn't the same priority.  Your home is NOT his home. He IS inheriting it. I would suggest a few years living together and see how that goes before entertaining a marriage contact that could lead to an expensive divorce if the "taking out the garbage" lifestyle isn't as appealing as the vacations together.