The Osceola Train ride is a sexual encounter where a person performs oral sex on a man and puts their finger into his anus and massages the prostrate, whilst saying "choo choo!"
"Hey man, have you ever had an Osceola train ride? " "yea, she was 3 knuckles deeplast night!"
When a guy cums in a girl after doggie style sex, he keeps his cock in her and they walk as a team to the bathroom so the cum doesn't leak all over the bed sheets. The penis keeps the cum in the pussy while the legs operate the train.
Jen: Oh my god, that is so much cum, I just changed my bed sheets!
Joe: No worries babe, I'll give you a Filly Train Ride.
Noun: A sexual encounter involving two men and one woman. Usually indicating doggystle sex between one man and the woman while she blows the other man.
Past Tense: Rode the Train
David and Tom were excited about the Train Ride they were about to recieve from Amy.