There are more posts about Silvio Berlusconi and his chart (click here to see them all...) and the main reason for the fact that he is repeatedly 'news' is Mercury inconjunct Uranus (IMO). Mercury - symbol of communications - is on his Ascendant and Uranus -symbol of upheavel - is in the 8th house of sex, a recipe for having a way of shocking communications about sex. That explains, but there is more...
Why are the (young) ladies so important for Silvio's ego? It is Pluto. Pluto is the symbol of politics and sexuality. His Pluto doesn't make Ptolemaic aspects in sign. Out of sign there is a square with Venus, ruler of the first and eight house. The eight house is the house of Pluto. There are more reasons for the importance of Pluto:
With Moon and Venus in hard aspect with Pluto it is no surprise that he is a fanatic womanizer.
Sun sesqui semi square Pluto (67.5d); for frustrated self esteem and wanting to be an authority or a winner or...(at some level) a man with potential;
Moon sesquisquare Pluto; for fanatic habits and intense needs;
Mercury quintile Pluto; for creative ways to impress the audience;
Venus square Pluto (out of sign); for the desire to impress the ladies and dominate them (by earning lots of money, for example);
Ascendant sesqui semi square Pluto; for presenting yourself as an authority, with problems doing so;
Pluto half semi square AC/MC; for the crucial importance of politics and money.
Transit Pluto is trine Mars right now and that enables him to have a good defense and to win any battle. But...with Jupiter inconjunct Neptune he might find the church on his way. The Italian Roman Catholic Church won't be pleased with such a VIP member! As he has Jupiter square Neptune in the natal chart, this aspect might be more important than he thinks.