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riding the train 

To be "riding 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 train / To be on the desperation train / To be on the train of despair.
- What are your plans for V-day?
- I'm riding the train this year.
- No worries dude, you'll be off the train way before V-day.
riding the train by a66spam February 1, 2014

riding the train 

when your dog or cat, after a particularly difficult bowel movement, decides to sit on the floor, and pull it self forward using its front feet only, dragging it's asshole on the (usually) carpet to scratch the ham hocks (hemmies) off, then gets up, turns around, and sniffs the skid mark
"OMG, look, Coby's had the hershey squirts, came right inside and started riding the train."

Riding the gravy train

Riding the gravy train is the name of the game. (not to be confused with The Game)
In this context, the game being the life lived by the people in the "industry" with their soulless addiction to pointless materialistic advantages such as money and fame.
So basically if you're "riding the gravy train" you have sold your true self out to the music industry/any other type of corrupt medium for said perks.
Roger Waters in a critical song "Have a cigar" by Pink Floyd :

Come in here dear boy have a cigar you're gonna go far,
You're gonna fly high, you're never gonna die,
You're gonna make it if you try, they're gonna love you.

Well I've always had a deep respect and I mean that most sincerely,
The band is just fantastic that is really what I think,
Oh by the way, which one's Pink?

And did we tell you the name of the game, boy?
We call it "Riding the gravy train".
Riding the gravy train by lisartsy November 2, 2014

Riding the Midnight Train to Slab City 

Used to delicately explain that someone has died.
"Hey, man, sorry to hear your mom is riding the midnight train to slab city."

riding the ghost train

The feeling after being on a bender which offers up sweats, chills and shakes along with disturbed sleep and horrible dreams.
How are you feeling after that 3 day bender?
Aw man, a was riding the ghost train all last night, I feel like shit!

Riding The H-Train 

1 riding the h-train is a reference to heroin junkies.
when a junkie is smacked out they are riding The H-Train

similar to chasing the dragon for oppium somokers