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Asking politely will go a long way in helping you get some Wookiee nookie.
The key is to be confident and just go for it.
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Sexually? Just don’t pull on the fur too hard and let him take the lead
Acting-wise? Either be tall and comfortable in warm suits or tall and really really hairy. Then for the Sound effects, imitate the sounds of a wildebeest copulating.
I’m just here for a lore-accurate description of what wookie style is like…
meow
“G-gdgdgdgdgfgdgdgdddd!”
Like that


