Sucking two cocks at the same time!
An illustration of Lolly Gagging:

(88C:})
by Peter Eaton December 27, 2006
Idly wasting time, hanging around with no purpose
There's no time for Lollygagging, things to do!
by Keith Caley July 07, 2003
A very heinous crime in Skyrim. Guards make this quite clear.
No lollygagging.
by Anonymous938743 September 03, 2012
-verb
1.Procrastination in its fullest.

2.Purposely finding other things to do other than what you should be doing

-noun
1.Lolly Gagger-A person that procrastinates, sometimes so much that they forget that they had something to do in the first place
-Adding definitions to Urban Dictionary when you should be typing a paper

-Skipping work and/or school to do anything other than work or school

ex:
Christa: Hey Katrina! What you got up for today?

Katrina: Nothing much, about to watch this marathon of Lost.

Christa: I thought you had a midterm tomorrow?

Katrina: I do; I'm gonna study before class.

Christa: You Lolly Gagging!
by Ms. Awesomeness February 24, 2010
When a girl is sucking on a lolly pop (aka your dick) and starts gagging/choking on it.

If you cum, she then licks the cum off your cock just like she would a lollipop.
I was at bae's place last night and she was giving me head and started lollygagging on my dick.

My girl took me to her candy shop and I let her lick my lollipop, but she started lollygagging.
by PLAYER October 10, 2014
(Verb) Th action and resulting noises that happen when someone named Lolly is "servicing" a guy with too big a tool.
Big Jim was so well endowed that when Lolly was trying to blow him she ended up Lollygagging and spit up all over his new shoes!
by czbg September 25, 2013
Inserting a lollipop into one's knob hole and deep throating a woman with it. At the point of cumming the man take out the lollipop cumms on it and hands it to the woman.

This extremely kinky thing has been banned in the province of Skyrim for 150 years.
By Harry McD. Lollygagging
by l Meraxes l December 19, 2012
Male on male oral sex; gay blow job.
I think Andrew and Robbie were lolly-gagging in their dorm, which would explain why they locked the door in the afternoon.
by guiltyascharged October 15, 2007

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