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Just an incredibly thin woman, but the anus is clearly someone who has long and often develops! Not too fond of skinny girls, I personally would not bite even for anal with such a skinny woman.
So let's say he found a whore and agreed to fuck her for money. Who doesn't, but why doesn't he protect himself? No matter how many times you explain to people the dangers of unprotected sex with a casual partner, they go at it again! Personally I always have condoms with me, women often have them too if they like sex!