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I had seen ugly shemales all over the internet but the first time I was attracted to one was when I was 16 and linked to a 'shock video' of a black shemale with a huge cock slapping against the guys leg as she was riding him. I got so hard to that video.
http://www.ashemaletube.com/videos/52291/white-dude-drills-titty-black-ts.html#.Ubi3mkCUQcV