Most commonly found in Parkour porn. When one partner backflips and lands with their penis inside of the others butt, mouth, or vagina.
My friend got caught watching Parkour Porn by his dad and they both watched the backflip insertion portion.
by FrenchRolls November 6, 2017

An observer and/or participant in an intercourse session --- often the "second" guy/girl in a threesome --- who is tasked with promptly tucking the dude's randomly-swaying woodie back into the chick's love-tunnel whenever it accidentally pops out from his having unintentionally withdrawn it a bit too far prior to his next thrust; this relieves the lovers from irritating pauses in their steamy copulating to semi-blindly fumble back there themselves and re-insert the errant schlong each time.
Finding a willing re-insertion assistant is usually quite easy --- often, you simply need to approach a random passerby and offer him/her a "standard" reward for his/her help: agree to allow the person "a turn of his/her own" with the opposite-gender intercourse-partner afterwards (or at least a post-session hand-job/blowjob from the gal if it's a male assistant), let the person play with the balls and butt-cheeks of the copulating duo for a few moments after each occasion during the "hot 'n' heavy" when his services are required, and/or maybe allow him to give one or both partners a full-body massage --- extra points if you both also give him a nice soothing rub-down in return, of course --- after the session is over.
by QuacksO June 17, 2018

Jeff wanted a fast high so he gave him self some ass-inserted xtc
Marcy was caught colin rollin' in the bathroom at school
Marcy was caught colin rollin' in the bathroom at school
by Yo Mommas pussy in Neez Duts October 14, 2015

by Jaquaviontaious April 26, 2021

A joke where someone says we getting out (insert place here) with this one on music videos the place usually relates to the music itself always seen with the guy speaking emoji and fire emoji
(On a fnaf music video)
Commenter: We getting out of the pizzeria with this one
Guy replying: Not another we getting out of (insert location here) with this one comment
Commenter: We getting out of the pizzeria with this one
Guy replying: Not another we getting out of (insert location here) with this one comment
by Urbdicdayismay23 May 5, 2024

Tactical Insertion is the act of inserting one's penis into a woman's anus instead of the vagina when cumming as to avoid the likelihood of having a child.
Bro..... Last night was real close, she kept squeezing so hard and I almost came inside her. Good thing I laid down the Tactical Insertion in time.
by Faggotmichael6969gayway October 13, 2018

When a corporation that is accused of being a MONOPOLY buys other businesses in grand secrecy.
You follow strict guidelines for your ANUS pleasure.
You follow strict guidelines for your ANUS pleasure.
You don't say that MONOPOLY owns the mall I am being a MALL RAT IN as how did they do it, WELL ANETTE they did an INSERT CAREFULLY as just say , " SIMON SAYS JC PENNEY" and climb the hill to BAY HILL ST. BRUNO and be amazed!!!!
Take this seriously as for your ANAL THERAPY when you are going in naturally which is " GOING IN DRY , INSERT CAREFULLY your ANUS RANGER SPACER and always pay attention to ANATOMICAL COMPLIANCE.
Take this seriously as for your ANAL THERAPY when you are going in naturally which is " GOING IN DRY , INSERT CAREFULLY your ANUS RANGER SPACER and always pay attention to ANATOMICAL COMPLIANCE.
by INSERT CAREFULLY September 2, 2021
