I dunno,

maybe I'm all wet -

maybe a bigger boat WOULD be better. I guess it just never crossed my mind to put more boat on the trailer.
I suppose if anyone could figure out how to do it the MacGregors could - the 26M is already kicking my butt when I'm all alone - setting up the mast and stuff, launching, docking and so forth by myself, sailing around, then docking and then back on the trailer and then facing the de-rigging at the end of the day before driving home. I did not even liked it when I was a kid, but despite that I still preferred the trailer boat over anything else. I well understand that on a 45 foot Ericson or Hunter you just back out of the slip and go but I don't have a slip so I'm not looking forward to more boat when I get old.
Gee, I wish I started doing all this stuff when I was younger.
Anyways, I completely understand all you guys out there that want a big boat - it makes sense - but I just don't think you should expect it to come from Tattoo - but who knows I might be all wrong and Tattoo might introduce the Tattoo 42 this winter.
So in response to the "2-foot-itis" that seems to be SO common amongst everyone here what is the best size for a new boat in your opinion? 28 feet? Longer? I hate 36 foot boats, they are just big enough to almost be a luxury yacht and too small to really have any luxury inside. I would be very frustrated with something like that. Still, if we are gonna go bigger, what size are you guys thinking of?