WARNING! SOME STRONG LANGUAGE! http://www.cracked.com/article_15706_5-pimpingest-historical-figures.html
There's one glaring omission though; Henry VIII. The church tells him he can't leave his wife, so he makes his own church. He ended up with like 6 wives, and god knows how many mistresses. There was some popes and roman emperors, too, who probably should have made that list.
*shrug* i didn't write it, but i do agree about henry. but like, he also needs a bling factor. and, this was the top 5, not the complete list, yah?