Came across this picture on my favourite tech site GeekRant.Org but found out the true story behind them on Snopes. They were publicity photos taken in conjunction with the release of Microsoft Windows in 1985. He sure looks like he is asking, “Do you think I’m sexy?” 
Is Bill Gates Sexy?
October 19, 2005 by dobbs
I vote yes, at least for that photo. I’m sure he had no trouble finding a woman. Another cute geek, Salesforce.com CEO Marc Benioff, but I’ve never seen him in person.