sexual position in which you stick a thumb in your partner's hole (without discrimitation)
"Yesterday evening I gave her the Kentucky Thumb, but she said it wasn't very plesurable"
When your girls on her period but she's out of tampons so you have to stick a thumb in it
Aunt Flow came early this month and Lisa was lacking so I had to give her the Kentucky Thumb.
When you are hitting it from the back on the red week but the vodka dick hits or you slip out and you don't want blood on your nice white sheets, so you stick a thumb in it to stop the red tide.
"I was having fun with my girl during that time of the month and slipped out so I gave her the Kentucky Thumb."
Shoving your thumb into a hole. To save your life or just for fun.
The 50 cal exploded and He used the ol' Kentucky Thumb to save the day.
1 A sex position where you shove your thumb down a hole in your S/O neck.
2 A life saving procedure when you fuck with a slap round
A gave my girl a Kentucky thumb and she came faster then Scott to the ER.
When you and your friend have sex side by side, each with your own chick and race to finish first. Whoever wins gets to wear a green wreath around their neck.
Dude, got the triple crown last night. I was neck and neck with my friend, Chiquando doing the Kentucky Derby.
When one receives an unusually long blumpkin from their first cousin in an outhouse.
Damn Billy, Darlene gave me a Kentucky Timemachine last night. We had to been in there 2 hours!