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Somebody mistook Free Rider as Day Rider, which in turn somebody else mistook Day Rider to Gay Rider.

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Related Words
A phrase used to describe something as being bad or having gone wrong.

The word "Gay" meaning the negative connotation of Homosexual and "Rider" is used as a nonsensical verb.
Example

Person 1: was about to get this hot bitches number and then she told me she had a boyfriend.

Person 2: Thats Gay Rider!

Example

Person 1: Yo we dont have tickets for the playoff game.

Person 2: Why not?

Person 1: Todd stiffed us and took someone else.

Person 2: Awww c'mon thats Gay Rider.
Gay Rider by K Ding May 17, 2006

Gaysideration 

When a Gay guy compliments/flirts with a straight guy.
I don't play on that team but thanks for the Gaysideration.
Gaysideration by This mother fer February 25, 2019
When a man get on top of another man and ride on his lap.
Look at Chris, he just gave Thomas a gayride.
Gayride by vtran011 February 20, 2009