Characters I'd like to have met each other

Kai Winn, Weyoun, Dukat and Donald Trump

 

T'Pol and Seven of Nine get merged in a transporter accident-T'Seven! Yaaaaay!

 

Janeway interacting with Dukat.

 

Garak and Phlox would be interesting.

 

Very good suggestions so far! Everybody has said all the ones I was thinking of, except for one:

Bashir and (a not dead) Khan

This match-up just fascinates me so much, I don't really know why, but it gives me so many interesting questions

 

Bashir, Khan and the Jack Pack!!!!!

 

Khan in the Mirror Universe. I think he would do well there.

 

DUKAT: No, no, you're doing it wrong. Let me explain...

How about Kira and Mirror Dukat? I interpret Kira has having physical attraction to Dukat but emotional and intellectual absolute revulsion. But Mirror Dukat, he doesn't try to make people think he's great by conquering them, he tries to make people think he's great by genuinely trying to reform the system for the betterment of everyone (And take the credit). What could possibly happen if those two were to ever meet, hmm?

 

TOS Kirk and nuKirk.

 

Or our two Klingon messiahs, the Kahless clone and a grown up Miral Paris... wonder what insights they could share about messiah-hood.

 

Harry Mudd and Quark

 

Quark and Trelane.

 

For that matter, Dukat and the Intendant would get along jolly well.

I'm picturing an episode where Dukat and Kira go to the MU, meet Good Dukat and Oversexed Kira, each gets along very well with the MU counterpart, and Kira plots to come back home with Good Dukat and try to replace Dukat Prime.

 

In the novelverse, they are cousins.

Although I doubt they got along very well at all. Macet, IIRC, went out of his way to point out that he is nothing like Dukat.

 

Could you imagine the trouble those two would cause?

Trelane did seem to have an obsession with human aggression so DS9 during the height of the Dominion War would be a natural spot for him to show up. Maybe he could get bored with studying human aggression and take a little time to study Ferengi cupidity.

 

Q and the organians

Living Witness Voyager and MU DS9 characters

 

Quark and that Romulan woman that was supposed to stay on the defiant.

 

Weyoun and Kivas Fajo. They could talk about collecting things.... Like Baseball cards.....

 

Organians and the Dominion

 

Edith Keeler and Morn