Six Degrees (of whoever we want)!

Ed Asner was in Gargoyles with Keith David
David was in Men at Work with Charlie Sheen
Sheen was in Lucas with Winona Ryder
Ryder was in Little Women with Kirsten Dunst
Dunst was in Spider-Man with JK Simmons

Let’s stick with the theme: connect these Spider-Men, without using a Spider-Man role. Tobey Maguire to Tom Holland, with bonus points if you manage to get Andrew Garfield in as well.

Tobey Maguire was in Wonder Boys with Francis McDormand
who was in Good Omens with David Tennant
who was in Doctor Who with Andrew Garfield
who was in Breathe with Claire Foy
who was in Wolf Hall with Tom Holland

How about Aunt May next? Sally Field to Marisa Tomei.

Bonus points for any other Aunts May or Uncles Ben (Lily Tomlin and Martin Sheen likely being the easiest).