Doing a little math from wiki
It says little richard was born December 5, 1932.
If we take todays date and from the clue of roughly 30 years ago, that puts it around 1980ish.
Doing the math 1980 -1932 = 48 which is nearly middle aged?
All the other clues fit... hes black, he has short hair. He has had hits in the 50s and 60s. He is very outlandish and has had many movie and tv appearances. His music still gets put into movies. He is also known for his quick wit and humor.
The fact that he says he was somber that night and didn't use his typical role would mean that he must be usually flamboyant and he typically is.
So it's still my strongest guess.