35. Edward may have been one of England’s most infamous womanizers, but he was something of a late starter
Compared to most royals and English aristocrats, Edward was a late bloomer when it came to love and sex. In fact, he was 19-years-old when he lost his virginity. The Prince was on a 10-week tour of Ireland with the Grenadier Guards. While they were stationed just outside of Dublin, Edward’s fellow officers Charles Carrington – who would go on to be a top Liberal politician- recruited the well-known Irish actress Nellie Clifden to visit the camp and ‘make the Prince a man’. The Prince was smitten and even paid for Nellie to sail over to England and visit him at his home on more than one occasion.