Trump really doesn't have to go there. He needs to focus on the economy, and how Hillary would be Obama's third term, with an economy stuck between recession and 2% growth. If he could produce a coherent plan that works first for small businesses, I think he'd win.
Instead, that petulant 9 YO boy inside of him will continue to call the shots, just like Hillary wants it.
She's dealt with Bill's philandering for 40 years, does anyone think it's now an issue?