It depends....
Pussy Boy,
Regarding the first of your questions:
pussy boy said:
How many wives or girlfriends would go to bed with a guy who is maybe less then average looking?
The conventional wisdom is that male "looks" are less important to women than female "looks" are to men. Women tend to be attracted to men who have qualities like social status, power, and wealth.... the present-day equivalent of women being attracted to men who were dominant in their tribes and strong hunters and warriors in earlier times. Women tend to assume that such men will provide them (hence their children) with good genes and be capable of providing good to excellent support for them, and opportunities, including educational opportunities, for their children.
If a young and attractive woman seduces a young man her own age who is desirable, for purposes of attracting a long-term partner, she has to do so based on a guess (or estimate, to put it more politely) that his chances for attaining future success are reasonably good. If the same young woman seduces an older man who is established, successful and has relatively high social status, she doesn't have to guess because he has already proven himself.
So the answer is, "plenty."
Now, however — it should be noted — the tables are often turned. Increasingly, "older" women are established and successful in their professions or in business and increasingly, relatively young men don't seem to know what they want to do with their lives and are less likely to have graduated from college. So, it's reasonable to ask: are many "younger" men attracted to "older" women who have qualities that include high social status, power, and wealth.... even if their "looks" are.... (ahem).... somewhat short of glamorous?
I'll leave it to you to contemplate this question for yourself.... but will suggest the emerging answer appears to be, "yes."
—Custer