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Second base on an error 

1) In literal terms: when the runner, in baseball, reaches second because of an error committed by the opposing team

2) Getting to second base by accidentally brushing against a women's breasts.
1) The batter got a base hit, but the ball was overthrown, so he reached second base on an error.

2) Guy 1: How far did you go?
Guy 2: What's it called if we were making out and I accidentally brushed against her titties?
Guy 1: Haha! You totally reached second base on an error.

Pacing Error 

Common mistake made in dating whereby one party tries to move the relationship forward too quickly.
Martin said he loved her on the second date. What a major Pacing Error. She would have gone out with him again, but now she is really creeped out.
Pacing Error by Lotusflower February 15, 2007

noob error 

Useful phrase for when someone succumbs to a very stupid mistake, instantly granting them the status of a noob

Also commonly used with the adjective frikken to make clear the overall extent of how noobish the error was.
Person #1 - "My car won't start"
Person #2 - "That's because your auto transmission is in drive. What a frikken noob error!"
noob error by =JK= April 4, 2010

420 Error 

The error message you receive when attempting to connect to the cloud on 4/20.
Billy: It's 4/20, broheim, did you wake and bake?
Becky: NO! Jeff broke the glass bong yesterday, we're all out of papers, and I couldn't find my pipe.
Billy: ooooo 420 error. cloud not found.
420 Error by b0xxx September 23, 2012

Operator Error 

When somebody is melted by 77% sulphuric acid for not following a "normal", "well established", albeit unwritten working practice.
He lost half his wanking arm due to operator error
Operator Error by Bald_as_hell July 12, 2018

Gentleman’s Error

The realization that there is no tissue or paper towels to clean the mess after masturbation.
“Man, I got home and beat my dick immediately. Wish I would’ve made sure I had tissue paper for after though.”

“Looks like you made the Gentleman’s Error.”
Gentleman’s Error by Mzigo March 8, 2018