Nov 1, 2007 28 Year Old Woman Dating 17 Year Old Guy. November 1st old guy. He will be 18 in 5 months. If you and your guy are smart, you'll play it low-key until he's 18. . Nina Atwood | May 11th, 2008 at 11:24 am . I too am glad I found this, you so rarely see the female being the older one in the relationship.