Seesaw, I am 38, I piled on 40lbs due to age and health issues. 6 months back I started seeing a guy who is 30, thinks I'm hot as I am and adores my crazy.
I got lucky, I know that.
If it turns out just to be a fling, why the hell not. Go have fun be carefree for a little while. Worry about the other stuff later.