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A woman's perspective on this dating profile: This guy does a great job at putting the girl at ease. He starts off his profile by being humorous and even a bit on the mysterious side.
Skank Westholme - It sounds like the attraction is there but he was taking it slow on the sex. Since you both recently ended relationships, this seems sensible. It's odd that his friends tease him about hooking up with girls and he denies it.
If he says no, he may be a more sensitive guy who prefers to keep things simple by trusting his instincts rather than being confronted by more complicated information. This is a fun question to ask to gain some insight into how he thinks of himself.