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swashbuckling 

to buckle swashes, to fight with swords brutally and in full pirate regalia (must include dagger, sword, eye patch, peg leg, great big pirate captain hat, parrot...you know, the works.)
The famous sea captain, Bluebeard, was quite the buckler of swashes...you might say, he had a knack for swashbuckling.
swashbuckling by hailtopiracy September 21, 2005

Swashbuckling Whore 

A type of woman who likes to pick up illegals outside of Home Depot and trick them into "fixing a leaky faucet." Also enjoy homeless single dads and puts their claim of "will work for food" to the test. Will occasionally make wild claims about burritos for her own sick pleasure. Also known as the Twaffle, Twaffzilla or TWilley, as in TWilley gonna getcha.
That swashbuckling whore took another homeless dude back to her place.

Balls Swashbuckling 

The act of creating the "Newton's Cradle" with you and at least two friend's testicles. This is typically done in the later hours of the day when the wife is gone (bitch).
Bro you should've been there last night! The wife was gone and the boys Balls Swashbuckled all night! For science! We were balls swashbuckling machines!

swashbuckling 

The occurrence of two penises coming in contact. Can be for the purpose of comparative measurement or the purpose of play. The movement generally resembles the sword fighting technique of pirates.
Curious about the status of their respective manhood , Joey and Shmoolie spent the better part of the afternoon swashbuckling.
swashbuckling by jeromino111 November 3, 2010

Swashbuckling 

The act between two men fighting to decide who is 'The Giver' and who is 'The Receiver'.....by way of a 'Man-Sword Fight'!
Man 1 - "I am going to bum you".

Man 2 - No, I am going to bum you!".

Man 1 - "I challenge you to a "Man-sword" fight to decide on who shall be the 'Bummer'.

Man 2 - "I'm not into Swashbuckling. Bum away"
Swashbuckling by The Coxdogg September 6, 2011

swashbuckling 

The sexual act of two guys penetrating a girl at the same time; one in the vagina, one in the anus. Although completely hetero in nature, it can involve penis to penis sword play that may make one or more of the male parties uncomfortable.
Dude, your girlfriend is really kinky. I just don't know if I can handle swashbuckling with you.
swashbuckling by pauliejr October 6, 2006