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Speak Softly and Carry a Big Dick 

One of the most important principles of Big Dick Diplomacy. The term was coined on January 26, 1900 by Theodore Roosevelt when his coworker expressed his frustration of not being able to get laid. Roosevelt proclaimed, "Speak softly and carry a big dick, you will get laid." He took Roosevelt's advice, although it has never been officially confirmed if he got laid.
Coworker: "Why can't I get laid?, I always get rejected."
Roosevelt: "Next time you get rejected try using Big Dick Diplomacy. Speak softly and carry a big dick, you will get laid."
Coworker (5 minutes later): "Thanks for the advice, I just got laid."
Roosevelt: "Awesome, I told you it works."

old softy 

A person with a tough or stern exterior but a secret heart of gold, such as a lenient authority figure.
You're an old softy, letting those kids off the hook like that.

sportin a softy

When a guy's got a limp penis while naked in public. The power to NOT get a boner is essential whether at a clothing optional beach, taking a gang shower, going skinny dipping with your friends, wearing a speedo, at a nudie party, just hangin it or you are a professional nudie.
Justin: "Wow, good times last night."
Jason: "Didn't think it was going to turn into a nudie party."
Chad: "Yeah, nothin like sportin a softy and just hangin it."
sportin a softy by Nudie Dude August 25, 2006

long softy

A semi-erect penis that gives the false impression that its' owner is well hung.
Man, that chick just walked in on me in the shower! Luckily I had a long softy going on.
long softy by Trav September 27, 2004

softrape 

When a software company forces you to install something against your will.
Microsoft softraped their users by pushing the Windows 10 upgrade, even when the said users said no and refused.
softrape by Pink Trash May 2, 2017

killing me softly

the feeling you have when you are forced to endure something really unpleasant but avoiding that thing would actually be a lot worse
Studying for this test is killing me softly, but failing the test would be worse.
killing me softly by Ravenne April 18, 2009