I love both. They were very funny throughout.
Winslow won me over in Spinner Cay (probably around the time he says "Just don't got kissing them all!"); I really liked deSinge from the start.
Sooo....I like DeSinge, but you should warm-up to Winslow. The voice actor is largely responsible, of course, but then again you can't not like a guy who threatens with "scurvy buttons".
Although, I fear you've started the Telltale Games forums equivalent of a 4chan photoshop contest