Kirk was defended by Lt. Areel Shaw (played by Joan Marshall) in TOS at his court martial. But he - surprise, surprise - may have slept with her so there might be a conflict of interest.
ETA:
Areel Shaw is just a little more attractive.
You sure about that? Lt. Shaw was the prosecutor who just, apparently, was also a one-time Captain Kirk flame from their days at Academy. Definite conflict of interest there – she met Kirk privately and told him what her prosecution strategy would be, and referred him to Mr. Cogley, saying something like “If anyone can get you off, he can.”
Those poor people!
Given just the topic title it could have just as easily been about Chris Pine getting hit with a paternity suit.
Does he have $170 million?
Good grief, being a celebrity must be awesome. Total strangers discussing your sex habits and relative wealth.
Only if you didn’t read the OP.
If there’s someone out there who, when they hear the name “Captain Kirk,” thinks of Chris Pine first, I will pay one million dollars to the person who brings me their head.
Ah yes, you’re probably right. I was working from memory, except for the names Shaw and Marshall. Thanks for that.
Chris who? 
On reading the title I thought it would be an alien kid from one of Kirk’s many conquests, the actual story is weirder.
You realize someone could bring you a random head and you’d have no way to prove them wrong. Would you pay up?
Romulan Ale - getting Iowa farmboys laid since the 22nd century.
In these days of everyone-has-a-phone-camera, you would take video of said victim proclaiming his ignorance, then, uh…
Excuse me, money calls.
Gimme some. Good stuff.
Need answer fast?
That totally should have become an ad campaign for Viagra when James Doohan became a father again at the age of 80.