Who in the Trekverse do you think the PTB should have had getting together at some point during a series?
I'll throw some out to get the ball rolling:
Jake Sisko and Tora Ziyal
Tom Paris and Kes
Commander Austin Harris, First Officer, Deep Space Nine (by FltCpt. Bossco)
8.01 - Darkest Before Dawn
(Chapter 8 added, 12/09/2015)