Edith Keeler

I just think its funny that every time he's plowing a woman Captain Kirk knows; "I'm taking no joy in this, as the only woman I ever loved died by my own hand to prevent universal damnation. AND I DIDN'T EVEN GET TO SECOND BASE WITH HER!"
How many times during sex has this conversation happened?
Conquest of the day: "Oh, James, I'm cumming!"
Kirk: "You mean nothing to me I killed the only woman I ever loved!"
He wonders why they don't always return his calls...