I like this shot better because it shows the surrounding area, or context, if you will. The other shot made it appear that the kiss was on a wall. Not a bad thing, but this shot tells me more of a story. Was she just taking over the fence with her ex-boyfriend, who turned to leave? Did she kiss the gatepost in remembrance of their love? Was she walking down the street with her girlfriends, being silly? Was she checking out the color of her new lipstick?

I went through a similar mental process myself. Originally, when I was walking home, the angle I saw the kiss at was the same as the previous shot. I wanted to capture the red mark prominently in the frame but still show the fence going off into the distance. Because of how high-key and low-contrast the scene was, some of the fence was definitely lost. I could also have gone to a wider angle of lens, but I really prefer the performance of the lens I used for this capture.

I didn't have a lot of time to get alternate angles, but the more I looked at this one the more I liked it. I think I will use it as a very large print, so the lips are still prominent, even if they are a smaller percentage of the frame.

I like the previous more although I think both are good. I find the previous one more of an 'intimate' shot.

I agree with meptunia about surrounding area and context. I find it a bit difficult to choose.

Having a difficult choice is a good thing, so long as it's because they both have merit. I'm still learning how to balance main subject and context. When I started seriously pursuing photography, I often would not get close enough to my main subject. I got in the habit of completely filling the frame, and now I'm looking for other ways to do a bit of both.

I like them both, and it's hard to decide which one I like better. On one hand, I love the close up. It's almost like pop art and would make a great print. But with the one above, it shows a little more of an area and sort of tells a different story.
*scratches head* It makes me think, who came along and did this and why? Gives great mental images of cavorting teenage girls.
I think I might like this one better. :)

Thanks for the feedback! I think I'm more and more of the same mind when it comes to the choice between the two. I'm pretty sure the end solution is to make the print really big.