Home boy has never ejaculated in his life (except for wet dreams). I need something he can absolutely ravage her asshole with. The weirder the better and Amazon is preferred (2 day shipping)
Just get him a dildo or edible underwear if you want something weird. Just plain sex should be fine for him, no need to jump into kinky shit right away.
I don't understand the question. You are buying him something to use on a sex worker at his bachelors party or you're buying him something to use with his wife later?