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flying to the sun at midnight 

Phrase meaning that someone is undertaking a ridiculous task with no possibility of success. To try to do something that is beyond common sense.
Mark invested all of his money in Enron stocks, after it had collapsed. He was flying to the sun at midnight.

Tacos at midnight

The act of straddling your partner's face, wrapping your scrotum completely around their nose to prevent nasal breathing and farting into their open mouth.
Everything was going great with this girl until I tried tacos at midnight on her. I didn't think it would be a wet one.
Tacos at midnight by tsotg December 30, 2014

The Midnight Beast 

The Midnight Beast are a band from Britain that sing parodies of songs (most famously Ke$ha's TiK ToK) and also sing their own songs. They have a massive fan base on YouTube and Twitter. The members are Stefan Abingdon, Dru Wakely & Ashley Horne.
Person 1: I love The Midnight Beast!
Person 2: Me too! I love their video Ninjas!

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."

dexy's midnight runners 

Despite being constantly termed as a one hit wonder by those not educated about the them, Dexy's Midnight Runners is easily one of the best bands of the 80s. All three of their releases are considered classics among critics, fans and those who actually know the band for more than "Come on Eileen." Their sound changed throughout their discography. They're supposidly releasing a new record in the near future. For the most part their sound can be described as a mix between post-punk, northern soul, and chamber pop.
Dexy fan: Searching for the Young Soul Rebels by Dexy's Midnight Runners is one of the greatest records of all time.
Person: You mean those "Come on Eileen" guys?
Dexy fan: ...you're a tool.

Six-to-Midnight 

Slang for getting an erection. A reference to the movement of the hands of an analog clock or watch from six o'clock to midnight.
"Dude, have you seen Crosby's sister?"
"Yeah man. Six-to-midnight."