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1.
To be "on the train" means to be single and in pursuit of someone to spend the day and/or night, without the intent of perusing a relationship with that person.

On Valentine's Day the only way to "get off the train" would be to find a date, to give up in the pursuit of finding a date or when the clock strikes midnight and you're all alone.

Related: To be on the desperation train / To be on the train of despair / To be riding the train.
- What are your plans for V-day?
- I'm on the train this year.
- No worries dude, you'll be off the train way before V-day.
بواسطة a66spam فبراير 1, 2014
 
2.
Often spoken on the phone, when simultaneously also on the train.
*ring ring. ring ring*
A: "Hello"
B: "Hi"
A: "So I was..."
B: "I can't hear you I'm on the train!"
A: "Sorry what's all that noise? I can't really hear you."
B: "What? I'm on the train, I can't hear you!"
A: "You're on the train?"
B: "No... I'M ON THE TRAIN!!!"
C: "Shut the fuck up!!!! Can't you just be a bit fucking considerate to your fellow passengers for fuck's sake??!!"
بواسطة ericmaj يوليو 11, 2009
 
3.
on the train is a gang initiation ritual performed in several gang in south and central america, the ritual takes place when a female wish's to join the gang it is basicaly a line of gang members having sex with her then joining the back of the line to go again.
she got on the train last night now she is with us
بواسطة alra اكتوبر 18, 2006