To chocolate thumb someone is to place your hand in the 'thumb up' position and rest it on a seat next to you so that when a person sits down your thumb goes up their anus.

Penatration of the anus is unlikely when the victim is fully clothed, however not impossible.
F**k off Dave, you've chocolate thumbed me three times tonight!
by Matthew Iceton September 17, 2017
Get the chocolate thumb mug.
when all fingers are clasped together, this leaves both thumbs together in an upright position. Insert the thumbs into your partners rectum, pull them out. Insert your penis into the rectum, reach around and stick your thumbs in their mouth to be sucked.
I tried to give my girl the double chocolate thumb pops last night but, she shit all over me in mid act.
by ocock June 12, 2007
Get the double chocolate thumb pops mug.