The act in which two sexual partners are intertwined like anacondas mating. With the intensity and rhythm slowly building up-- the male plows the field of dreams, ball slappin', good, deep, and hard - until each partner simultaneously reaches an orgasm - like two run away freight trains - COLLIDING - the retrosexual sounds and ground shaking pounding can be heard by ALL for miles and miles around!
John and Dee had an out of body anaconda squeeze/freight train cum experience at the adult bookstore.

While John was plowin' Dee's field of dreams, they both had an intense, powerful, anaconda squeeze/freight train cum..........GOTTA LOVE THE BOMB SEX!!!!!!!!!
by Cougar Sport Killer February 19, 2011
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When a group of men engage in the act of standing in a line with a person both in front of them and behind them; as the line starts to progress across an area all the men involved simultaneously insert their penis into the anus of the man in front of them, place their hands on the shoulders of the man in front of them, and walk, dance, and thrust to the rhythm of the music that is playing.

Rules:
1) Making train noises with your mouth is encouraged but not required.

2) Women with strap-ons are allowed to participate depending on who is taking part, but it is always looked down upon.
Guy 1:"Hey man, would you like to take a seat?"

Guy 2:"Thank you, but I can't, me and a couple of other gentlemen had a Cowboy Freight Train last night and I'm afraid I won't be sitting down for a while."
by Jimbo McDoodle Snout June 6, 2011
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Nickname of Ohio State Linebacker Brian Rolle.
The Floridian Freight Train intercepted and returned a game saving 2-pt conversion for the Buckeyes vs. Navy September 5, 2009. The huge Linebacker outran the entire Navy defense for 99 yards. The most exciting two point play in Ohio State football history. GO BUCKS!
by letsgobucks September 6, 2009
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When you're so ugly your face will make a Freight Train take a dirt road.
Bro. My girlfriend can pull nice head but her face would make a Freight Train take a dirt road.

My grandma said Marie's face would make a Freight Train take a dirt road, then a dirt NAP.
by ARsithuldore April 6, 2021
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