"I Am What I Am" and "I've Gotta Be Me" are two song titles that should be mantras for every actor when it comes to headshots. Your photos should look just like you on a really good day.
It's a given that your shots are going to look like you, so any obvious change in physical appearance will require a new headshot.
Don't just take someone's word that a photographer is great. There are tons of headshots photographers who are great, but that doesn't mean they are right for you.