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Okay, so this is completely off the wall, but, IT'S FRIDAY - and a holiday weekend to boot!  So, if you're doodle went on a 3 hour cruise and ended up stranded on an island, who would he be? If you have pictures to support your claim, all the better!

 

Webster and Charlotte would definitely be the Professor and MaryAnn.  I'd post pictures but my new laptop is being stupid and not accessing our media file.  Gotta love computers...

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ASTRO is Gilligan...for sure.
Cubbie would be Mr. Howel because he always steals your chair the second you get up from it and Mr. Howel pretty much just sat around the island.  Ollie would be Gilligan because he means well, but is just super clumsy and awkward.
Achilles would be the skipper a clumsy oaf!
Stella is Mary Ann all the way.
The professor He is always trying to figure out how things work and is so curious. 
Chloe would also be the professor
Clancy would be the Skipper - he just stumbles into everything in his good-natured and friendly way,  and Ned would be Mr. Howell.
Quincy would be a smarter version of Gilligan because he is such a goofball but a smart goofball.
Vern is Gilligan and Fudge is most definitely, Ginger :)
Wrigley would definitely be Gilligan -- he's my little goofball.  As for Dexter, hmmmmm, the closest character would be Mr. Howell, the third.  He's quite refined...quite a dandy!
Halas would probably be The Professor.
Knox would have never gotten on the stupid boat!

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