He was first spotted in St. Tropez with Hailey Glassman and then shocked everyone when he started going out with ex Star Magazine writer Kate Major.
Both girls spoke to the press claiming they were so happy to be with Jon so the question remains; Who the hell is Jon Gosselin dating?
"My heart is always with Hailey," Gosselin told Us Weekly at the 2009 Mercedes-Benz Polo Challenge at Blue Star Jets field.
Gosselin also said that dating multiple women at once is
"not me." Oh we know it's not you Jon, it's the midlife crisis you're going through.