I definitely would date a younger woman than myself, BUT, she and I would really need to "click".
Things I would be considering (no particular order):
Do we have...
1. Similar family backgrounds?
(At least to a certain extent, anyways. Seldom do two people of VASTLY different family experiences growing up have the common base needed to form a solid "union.")
2. Similar career goals?
(I wouldn't want a younger woman who had any interest in being a trophy. I would want a woman to be driven to succeed in a field of endeavor she loves.)
3. Similar abilities to communicate?
(A KEEN ABILITY TO TALK THINGS OUT IS IMPORTANT FOR PARTNERS OF ANY AGE, BUT EVEN MORESO WITH PARTNERS OF WIDER AGE DIFFERENCES BETWEEN THEM.)
4. Similar personalities?
(This idea ties in rather well with #3, but both partners would have to be willing to grow as people, and learn from each other, etc.)
5. Similar desires for family?
(I want kids, and I don't know if I could ever be with someone who didn't. Of course, the timeframe would definitely be something both would need to work out)
6. Similar views on child rearing.
(I can't see anything but chaos arising out of completely disparate viewpoints on raising kids, no matter what the partners ages might be).
Some problems that could occur:
1. Different aged peer groups (can lead to problems with finding common ground socially).
2. Different aged partners might have same problem as above in #1.
3. Comments of the public/friends: The old "cradle robber" idea for him, and the "sugar daddy" idea for you.
4. Energy/vitality levels for the older person could be an issue if he can't "keep up" with you now, or especially in future. Being with even a little more weary older partner could become a drag in later years especially.
5. Different life experiences leading to problems raising family?
(Younger adults today appear to have a wide variation in ideas on family, and taken along with the fact that how a family is being defined is changing daily, this could be an issue.)
6. Cohort cultural effects

(Will you both like to listen to some music from both "age groups'" experiences, involve yourselves in activities you both like, and the like)
7. Life experience may lead to the old "I know this from experience" comment being made by him. -or- the "You don't understand the way it is today, things are a lot different than when you were a teenager." comment from you. Those types of perspectives will wear you both down a bit, after a while.
I know I've missed things, and some things are positive and negative at the same time. Nonetheless, when it comes to people, everyone is different, and maturity is very much on a sliding scale. If and when you find that person with whom you share that special bond/rapport, age (up to a reasonable and appropriate limit) often becomes a secondary thing.
Older men falling for younger women and vice versa, is
not all about sex, as some would have you believe. I should know. I fell for a much younger woman whom I just felt that special feeling for, a woman that I could discuss and talk about anything with. We could laugh together, chat together, etc., and I never ever saw her merely as a piece of "young meat" I could eventually get with. Yes, I admit that I was attracted to her physically as well. HOWEVER, it went SO MUCH deeper than me just being attracted to her body...I was attracted to her spirit.
I don't mourn the lack of a sexual relationship with her quarter as much as I mourn the lack of that intellectual and emotional closeness that we had.
Perhaps I'm just strange.
All I would suggest is that you both take PLENTY of time getting to know each other, and finding out what you are both all about, and want from life. Don't rush, but don't be afraid of getting into a relationship that, if it is for the right reasons, could turn out to be the most wonderful part of your lives.
Let us know how things progress. I know I'm interested in the outcome.
Curt