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1.
The act of inserting an erect penis into a menstruating girl's vagina to check for blood similarly as one would check for oil in an automobile. It is also a good way to measure the depth of a woman's vagina. If a large enough man measures his own length prior to dipsticking, the amount of "oil" on his penis post-dipsticking will determine her depth.
Remember that during dipsticking it is important to wipe the dipstick off before you check for oil to yield sufficient results. It's got to be clean, and you have to give it a good swab."

-The latter, has in fact been attempted with satisfactory results.
von disc.inc. 4. Mai 2010
 
2.
When a person soaks a tampon in alcohol (beer, vodka, whiskey etc...) and inserts the tampon into their rectum for an increased effect of influence.
Dude, no joke, dipsticking will fuck your ass up!
von William_Scatner 25. März 2011
 
3.
While sitting on a toilet, a man with a large penis may accidentally check the fluid level of the toilet bowl. Especially undesirable when using public restrooms that are extremely nasty.
I think I got herpes from that can at the truck stop... I couldn't keep my wick from dipsticking.
von Kalepsis 20. September 2007
 
4.
Sticking a q-tip up your butt and rubbing it on the inside a persons nose. Usually performed on someone who is sleeping.
I will be dipsticking Bubba tonight.
von o0sambo0o 7. Juli 2006