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9.
Act of male fucking female in both vag and rectum, with aid of strap- on. Can be difficult to perform, as strap-on can pop out of the vag if not secured properly.
I D-Dd her bigstyle last night!
by Skirtlifter January 10, 2005
 
1.
Having Diarhea and vomiting at the same time.
I don't even know how it's possible! I threw up and crapped diarhea at the same time! That's Double Trouble
by Schwindlig November 16, 2006
 
2.
The band in which Stevie Ray Vaughan played. Quite possibly the best blues band in history.
Wow, I just bought the DVD of Double Trouble at the El Mocambo and it's totally kickass!
by eest jebpip February 16, 2004
 
3.
1) when you like/love two people at once, not necessarily resulting in cheating on one of them with the other.
2) when someone dates another person, breaks up with them, and dates their best friend.
Example 1:
Joe: Man, I'm in double trouble. I like Mary and Alissa.
Rob: Can't help you there. But can I have the one you don't pick?

Example 2:

Nicole: If you ask me, Marina's getting into double trouble. She went from Travis to Nick and those two are like, supertight.
Kim: Yeah, she's bound to be disappointed.
by blue eyed angel September 16, 2008
 
4.
1) Stevie Ray Vaughn's band. Rest in Peace SRV

2) To entice a couple exotic dancers into teaming up on you in the VIP room.
1) Blues music will never be quite the same without Double Trouble.

2) Oh wow, I have been having wet dreams for 3 weeks thanks to that Double Trouble I paid $25 for at Centerfolds.
by booblover November 29, 2009
 
5.
(n.) When you are puking and shitting simultaneously. Often this leads to a logistical quandry; "Do I sit on the trashcan?? Wait! NO!!! ::BLAAAGHHHH FTTTT::"
I had to call off work when I woke up to double trouble. Must have been from last night's combination of sangria and Wild Turkey.
by usefulnuisance June 12, 2012
 
6.
When a woman inserts a second tampon when she already has another tampon placed.

Alcohol is generally involved.
Derived from the misfire of a gun when the bullet casing is not expelled from the chamber by the time another one is to be loaded.
The drunken blonde went into the bathroom at the bar and placed a double trouble.

A man and woman were engaging in sexual activities when they realized that she had double troubled earlier that evening.
by The Redheads April 13, 2012
 
7.
When you make a mixed drink using a double, double.

This is what happens when you make a drink that already has a double shot, and toss in another double shot.
Man that double trouble I just drank was a great way to start off the night.
by Ace. February 20, 2012