Do you think he will ever play Dirty Harry again?

That would be great. Respectfully, I think he has done some great directing.

Clint Eastwood doesn't plan to play Dirty Harry again.
He said several times that he doesn't want to repeat himself.

He thinks that among the five Dirty Harry movies he made, two were too many.
He didn't say which movies he was talking about.
But these movies are probably The Dead Pool and The Enforcer, in my opinion.
Despite their qualities, these movies are the worst of the Dirty Harry franchise.

Clint made The Dead Pool in order to thank Warner Brothers for supporting him when he wanted to make Bird, which was not a box office hit.

The Enforcer didn't bring something new in the Dirty Harry franchise but it was entertaining enough. The fact that Dirty Harry has a female colleague in this one is interesting.

The best movie is the original by far.
Magnum Force and Sudden Impact were very good too.
These movies, with The Enforcer, made Clint Eastwood a superstar in the 70's and the 80's.

Magnum Force is an answer to critic Pauline Kael, in many ways.
Indeed, Pauline Kael said that Dirty Harry was fascist.
So, in Magnum Force, Harry Callahan fights against a bunch of police officers who act like fascist. But it didn't convince Pauline Kael.

Sudden Impact is different and can stand alone.
In this one, Clint Eastwood played with his screen persona like he did in The Gauntlet, Bronco Billy, Honkytonk Man, Tightrope, or Heartbreak Ridge.

I like all the five movies.
My favorite are Dirty Harry, Magnum Force and Sudden Impact.

And I think Clint Eastwood is one of the best American directors today.
When he became a director in 1970, it was a major step of his career.

If he's still working today, it's probably because he is a director. A gifted one.

Many great actors of his generation are retired: Gene Hackman, Sean Connery,
Jack Nicholson.

Thanks for that Hocine-82.

You're welcome Iwantatoupee !
That's always a great pleasure to talk about Clint Eastwood movies.

I may need to watch those movies again then.

No. I thought for sure he would when he started doing the old man being a bad ass still roles. I think he should. Dirty Harry is one of roles that blew him up to the big time, and it would be a good capstone on his acting career. And checking in with an old as dirt and not dead yet Callahan would pretty damn interesting. Boy would that guy hate the world today! Especially if he's still in San Francisco. Could be a wonderful very un-PC film. I just don't think Clint is interested in that anymore.

I think at this point he is too old. He could perhaps play the character again to shepherd in a new lead, like Stallone did in Creed. But as a lead, no.