You know Gohan and Android 18? Well in DBZ Kai they're voiced by Coleen Clinkenbeard, who's also the voice of Lilith and Patricia Tannis in Borderlands. When I found out I was like 'holy shit!' but now I can't unhear it :P
Speaking of Borderlands, Handsome Jack is voiced by Dameon Clarke. Wanna know who else he voices?
So has there ever been an instance like that for you, where it makes you do a double-take?