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bottomless pit of flaming snakes 

noun/adjective- the worst, most painful, most hopeless, never-ending situation one could ever find themselves in, usually pertaining to a relationship with a female.
"I haven't seen Mark in 3 weeks!"
"Yeah, he met this girl and fell into a bottomless pit of flaming snakes."

bottoming 

Butt fucking....penetrating ones anus with ones penis

Not exclusive to the gay community
Bottoming is something gay men are widely know for, this is basically their main sex act or way of having sex
bottoming by cmar2cmar December 12, 2013

bottoming 

Bottom - in BDSM terms to bottom is to be submissive to another - therefore bottoming would be to be submissive.
Kinks: Bottoming to men
bottoming by Marc9573 January 13, 2006
Where a person gains rank or position by attrition rather than ability.
Did you see that old boy Neville from the parts department bottomleyed his way to manager in the restructuring last month.
Bottomley by Frothervstroker March 21, 2017

Bottomfeeder 

A lazy, drunk, pot-smoking loser who can't hold down a job or keep a lady. A bottomfeeder is used to sucking dry everyone he knows for his own benefit. Extremely worthless & non-handy, this person wouldn't know a how to fix his own ass if it were broken. Usually the product of consentual-incest or rape, this person is angry and hostile for the conditions in which he was raised - yet unwilling to pick his fat-ass up to change it. Always unable to admit that his surroundings are fuct and his family are crackheads and simply all-out 'unintelligent inbreds'. 9 times out of 10 his Mother is a controlling cunt who thinks she is God.
Dude, that Duane Alcorn is one hell-of-a Bottomfeeder. What worthless Fuck!

Bottomfeeder 

an individual who seeks undesirable women. Salute bottomfeeders, they take out the garbage so we dont have to
I might not have the highest standards, but im no bottomfeeder.
Bottomfeeder by the wheaze May 18, 2008