I just couldnt resist....my top 5:
5. St. Andrews, '99....I had the fortune to have a great caddy named Ron for my Old Course round, and was able to find him again two weeks later for another OC round (not too difficult, considering he was sitting on the same bench when I first met him). A great guy, he had some gems over our two rounds, including telling how the caddies make obscene gestures to the helicopters that survey TOC for video games and high-quality photos, and a constant needling of the subhuman "bag carriers" ("so, your man can carry it 240 into the wind can he?").
4. Stonewall, '02...our caddy told us how a certain member let one of his group's caddies hit a tee shot on each par three in every round he played, offering $100K for a hole-in-one, and $10K to each of the other caddies if it ever happened. Apparently it happened the year before, and our looper had "missed that damn loop by ten f***in' minutes." Our day also included a Tom Ridge sighting.
3. Turnberry, '99...we are on the first par three on the back 9, and someone in our group blades a mid-iron about 2 ft off the ground, and we watch it roll all the way on the green. His caddy, who apparently carried for Calcavecchia in the last Turnberry Open, says, "oh, that's an ABF!" We ask him what he means, and he replies "Alabama Butt F***er!!" I still have no idea what this refers to.....
2. Prestwick, '99....teeing off one of the back nine holes, my father's buddy Steve is told by his caddy to "hit it overrr the fooootpath," to which he replies...."What the hell's a fruitpath?"
1. Ireland, '00...a member of my home club in the states travels every year with a group of guys to western Ireland....Waterville, Ballybunion, Old Head, Lahinch, etc...one round he drew a redheaded female caddy in her lower twenties. He asks her near the end of the round where the hot spot in town for some drinking and irish music. During the evening, after multiple rounds, the girl walks in and strikes up conversation. Long story short, they spent a rambunctious evening together between the sheets, including a rather classic, yet unfortunately unrepeatable in this medium, cry of passion relating to their act and her caddie profession. The member is still ribbed about this on a weekly basis.
--Brad