My first sailboat was a $600 Merrimack 14. It was a cat rigged dinghy, looked more like a rowboat with a mast stuck in the front. I just wanted to cruise around Portsmouth Harbor but when I asked an -old salt- about sailing lessons, he said, "You should get rid of that old thing and buy a racing boat, you will learn more about sailing in one summer of racing than you will in three years in that thing..."

That's when I got a Laser and into racing.
Mono's:
Merrimack 14
Laser
505
Flying Scot
J 24


Then I sold everything to buy a house, when the twins came along.
JY 15 (when the twins turned 6, it's for them, honest honey)
Day Sailor (the Family Boat, HA! That boat turned me to the Dark Side, the Cats!)

Cats:

Hobie 18
Nacra 5.5 SL with spin kit (Thanks to Brian Karr!)
Bimare Javelin 2 (F18HT, thanks to WFO)
Inter 20 (Thanks to Ding and Capt. Kirk)
Blade F16 (Thanks to Matt and Ding's boot in my nutz)
Pridle 18 (for $500! Thanks to my neighbor!)
Hobie 14 (also for $500, thanks to another neighbor)

The last 3 are in the back yard right now, calling my name but the lake looks like glass, damn weather man got my hopes up this morning when he said 10-15!

The lyin' bastards! Can you imagine if I 'got it wrong' as much as they do, I'd be dead by now.