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They are both still pretty young, but there is no doubt that in particular the bottom one is already an experienced and well-trained anal whore. His fuck hole is no longer round as it is in anal virgins, but it has already the elongated slit form like a cunt. That is for me the clear indication of lots of anal experiences - it took me quite a while until my ass cunt developed that shape. Obviously someone got him when he was young and showed him how much more fun it is to become an anal slut and be assfucked, instead of messing around with girls. That he also seems to like internal cumshots just makes him even more desirable as a fuck toy!
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