Welcome to our board, WhiteSatin. Where do you guys stand since your last post?
I would suggest that you need to take this very slow & easy and make sure that he's the right one for you. The fact that you're 15 years younger and are still on the working side of life, versus he's winding down toward retirement, could be an issue in the near future.
Are you prepared to care for him and ultimately help support him? Especially since he has no savings to help subsidize his retirement?
Also, the fact that he's had numerous marriages and yet you have never been married, I have to question his motivating factor? Does he possibly see you as a provider? And, do you truly believe that he's willing to have another small baby in the house at his age? Has he said so? Most people in their late 50's are getting close to having grandchildren, not children..
It's not to say that it won't work, but there are numerous red flags. So, bottom line, don't rush it. Getting engaged after 4.5 months seems awful soon. You've waited your entire life for the 'right one'...are you sure that he is this person?
Only you can answer this, but please take your time, get to know him, evaluate his former mistakes (marriages/finances/etc.) and the ask yourself, was he worth waiting for? Also, if he's getting an inheritance, do you see signs that he will be able to invest this money for retirement instead of spending it frivously?... Please keep us posted on your progress and evaluation . Chris