1.) Captain Jack x the Master
The music was loud and the lights were bright in the cramped bar on Laetusi 6. Captain Jack scanned the crowd, and his eyes fell on a good looking man with an evil glint in his eyes. He headed towards him, weaving his way through the small bar tables set at intervals around the room.
"Hey, handsome," he said, winking in his devilishly charming way.
"I believe you mean 'Hey, Master', as that is how I am usually named."
"The Master...sounds sexy," Jack said, grinning widely.
"Don't take this lightly; I am the most supreme Time Lord in the universe. You do not want to cross me. I could kill you in a second."
"I doubt that, but sounds like," he winked knowingly, "Quite the experience."
"I beg your pardon?"
"Tomorrow night sound good?"
"I...what? Are you trying to trick me?"
"You bet. See you then."
Without another word but a huge smile, Jack left the small table, leaving the man sitting there looking furious.
A/N: This one I chose because I thought it would be funny :). Hope it was! I wasn't thinking of any specific incarnation of the Master, so I tried to leave out a description. Feel free to choose a regeneration! I have to admit that I'm partial to Ainley though.