The vast majority of the time, I'm all about my favourite ladies winning. As someone who's ordered a fair few customs over the years, I'd say around 90% of 'em have seen my favourite ladies winning.
That said, there have been occassions when I've bucked that trend. At SKW, my favourite wrestler was (and remains) Angelina. And in the 24 customs I commisioned with her, she lost in seven of them. Ironically, although she's my all-time favourite wrestler (and that's overall, not simply at SKW) she's also the one I've had lose the most. Why so? Well, firstly, she's so VERY good at it. Also, on occassion, it worked better for the 'story' I was telling.
I think, if we're talking on a more long term basis, story and background can make a lot of difference in how we view the 'success' of our favourite women. A good few years ago, one my favourite fighters across Footmode's many photo sites was Heidi. In the vast majority of her fights, she always came out on top, and naturally that was perfectly fine with me. In an unusual move for Footmode (who really only ever focused on stand-alone fights/galleries), Heidi's matches began developing a storyline of sorts.
On the back of a rare defeat, Heidi went 'rogue' and began attacking random members of the Footmode roster, defeating them with ease. Again, fine by me. She was my favourite fighter on their roster and so I wanted to see her win. However, Heidi then came up against a new addition to the Footmode roster, Georgia and, to everyone's suprise, got her ass kicked. And not just once, in a 'rematch', she lost again over at one of Foormode's other sites.
For me though, what was more surprising than Heidi's defeat was that I loved it. Against all my usual preferences, I loved seeing her come out 2nd best in those two fights? Why? I'm still not entirely sure. I guess it's all about the context. Because above my preference for seeing my favourite fighters always win, something that I find even more thrilling is that of the supremely confident fighter being comprehensively beaten (which is also part of the reason why I'm in the minority that prefers to see the tough, monster heel beaten by the smaller babyface).
So, yes. In general, my preference is to see my favourite fighters win. But in the right context, there can be a thrill in defeat too.