Ok.
Link
Schwarzenegger to DeVito
Bonus challenge. Only using actors/characters who are twins.
I tried doing the twins thing, but just drove myself mad.
Arnold Schwarzenegger was in Terminator: Genesys with Matt Smith
who was in Doctor Who with Olivia Colman
who was in The Mitchells Vs The Machines with Abbi Jacobson
who was in Broad City with Mara Wilson
who was in Matilda with Danny DeVito
Next up: Shawn Ashmore to Ruby Rose - bonus points if you include other LGBTQ+ superheroes/comic characters (either the actors or the characters they play - though not necessarily in the film/show for the latter).
Additional bonus point if you know why those two came up during my twin search and how they’re connected.
Shawn Ashmore was in Smallville with his twin brother Aaron Ashmore
Aaron Ashmore was in Killjoys with Hannah John-Kamen
…Killjoys is excellent. No, that’s it.
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You missed a great chance there to grab all the twins that were used during Terminator 2: Judgement Day…
I know of Linda Hamilton having a twin. Who else did?
Guy by the coffee machine…
This required some serious IMDB work, but I kinda got there:
Arnold Schwarzenegger is in Terminator with LInda Hamilton (a twin in real life)
who was in Lost Girl with Rachel Skarsten (who plays Beth Kane - twin of Kate Kane - in Batwoman)
who was in Birds of Prey with Mark Hamill (played a twin in a few quite famous films)
who was in Star Wars with Carrie Fisher (playing the other twin)
who was in Two Daddies? with Danny DeVito
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I admit I had to look up a picture of both of them. Then it was easy.
Shawn Ashmore played icy boy in several of the X-Men movies, alongside Hugh Jackman as Wolverine,
He was a magician in The Prestige with a great cast that included Scarlet Johansson
She was famous for being kissed in an awkward way by John Travolta on the red carpet, but they were friends after filming together A Love Song for Bobby Long,
Travolta is one of the million famous actors in The Expendables 2
Were he played along Jason Statham, who was in Meg with Ruby Rose.
As I always mess it up with the number of actors, If there are too many links, Scarlet can go (sadly, I’d rather she stayed) as Travolta and Jackman worked together in Swordfish
You even managed to include a twin!
Wait, wrong challenge …
Managed it with some hefty work on IMDB (Ruby Rose was the problem. There are loads of queer characters and actors in the X-Men films.)
Shawn Ashmore[1] was in X-Men with Rebecca Romijn[2]
who was in The Death of Superman with Jennifer Hale[3]
who was in Birdgirl with Paget Brewster[4]
who was in Criminal Minds with Matt Ryan[5]
who was in Batwoman with Ruby Rose[6]
Footnotes on queer comic characters they've played
[1]Played Bobby Drake/Iceman, who is gay in the comics
[2]Played Raven Darkholme/Mystique, who is bisexual
[3]Played Felicia Hardy/Black Cat in the '90s Spider-Man cartoons, who was recently confirmed as bisexual
[4]Played Poison Ivy in Batman and Harley Quinn, who is bisexual
[5]Played John Constantine in various DC shows, who is bisexual
[6]Played Kate Kane/Batwoman, who is a lesbian. Ruby Rose is also a lesbian.
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You made me look up who has a twin. I didn’t know SJ had a twin brother… 
I didn’t until I looked up “famous twins” when trying to make connections.
Also, I think you owe us a new pairing to connect.
Oooh, that!
Can we connect two actors that I often confuse, Tom Holland to Joseph Gordon-Levitt
EDIT: Bonus points if you don’t use Super heroes movies
Tom Holland was in The Devil All the Time with Robert Pattinson
who was in The Lighthouse with Willem Defoe
who was in eXistenZ with Jude Law
who was in The Imaginarium of Doctor Parnassus with Heath Ledger
who was in 10 Things I Hate About You with Joseph Gordon-Levitt
No superhero films, but it includes Spider-Man, Batman, Green Goblin, Yon-Rogg, The Joker, and “Robin”.
Next up: two Captains Marvel - Brie Larson to Zachary Levi
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I think I’ve got it, although I can only think of one movie for each of the actors at the ends of the chain.
Brie Larson was Captain Marvel, starring alongside Samuel L. Jackson,
Who was Mace Windu in the Star Wars prequels with Natalie Portman playing Queen Amidala,
She was in Closer with Jude Law
Who was Dr. Watson in Sherlock Holmes, where Mark Strong was one of the baddies, if I remember well,
And he was in Shazam! with Zachary Levy
Considering myself lucky, as I can only think of Shazam and Captain Marvel for Larson and Levy…
Let’s ditch the superhero genre
Can we connect Clint Eastwood to John Wayne. Bonus for Westerns, of course
Clint Eastwood was in Unforgiven with Gene Hackman.
Gene Hackman was in the quick and the dead with Sharon Stone
Sharon stone was in Total Recall with Arnold Schwarzenegger
Arnold Schwarzenegger was in Cactus Jack with Kirk Douglas
Kirk Douglas was in Man without a Star riding a horse called Pie
Pie was a regular in films such as Bend in the river, ridden by James Stewart.
James Stewart was in The man who shot Liberty Valance with John Wayne.
I’m claiming Total Recall as a Space Western.
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I think you have way more than six links there. But yes, Total Recall should count as Space Western.
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Oh. I need a new pair. Hmm. I need a theme.
@discobot quote
The foolish man seeks happiness in the distance, the wise grows it under his feet. — James Oppenheim
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Ok.
Link Billy Crudup to Peter Sellers