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Bottoming Out 

To "bottom out" is when one is having sex and the penis reaches the cervix, or the top part of the vagina, and can go no deeper. This can be referred to as "bottoming out," or in the past tense as "bottomed out."

It can be either painful or pleasurable, depending on the girl and how extreme the bottoming out is.
Man, I was fucking this chick last night and she told me to stop cause my dick was so big I was bottoming out on her.
Bottoming Out by ponnor September 26, 2012
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Bottoming out 

Verb. The action of a penis exceeding the maxim depth of said-bottom, usually results in a pelvic organ prolapse.
Charles was thoroughly bottoming out James causing his hole to bloom into a rose bud.
Bottoming out by gdiz916 February 6, 2018

Bottoming Out 

Bottoming out is a when ones rectum peeps outside of the boundaries of ones sphincter, usually taking place after too much anal intrusion.
Phoenix Marie is Bottoming Out 110%, all this anal sex is really taking its toll on her sphincter
Bottoming Out by MelvyntheMelt December 1, 2010

Bottoming Out 

Having sex with a group of people then asking for them to knock you out by any method, preferable by a punch or punches to the face. After you are knocked out then the group proceeds to have sex with your unconscious body.
Aaron Romero enjoy's bottoming out in his free time. He often has bruises from bottoming out.
Bottoming Out by Bottoming out pro October 28, 2009

Bottoming-out 

Bottoming-out.
Known to happen to those of us with low-riding vehicles when we underestimate a speed bump or curb and --*eeeeesh!*-- end up momentarily having the speed bump or cub bump up kinda hard against the tender underbelly of our vehicle.

This term has another, newer, meaning though and of course it's a sex one.

"Bottoming-out" in bed is also when a woman is straddling her male partner and, only when her partner has a long-ish member, she tries to go deep and rest herself on top of his hips but *-eeeeesh!-* it's too long and the tender underbelly (her cervix or just the dead end of her birth canal, so-to-speak) is bumped kinda hard up against by the aforementioned member.

Women make the same exact face when either happens.

Bottoming-out.
I'm a little bit sore this morning after bottoming-out a few times last night with Ryan, dude. Eeesh!

Booming out the bando

An expression used to describe a good feeling towards an event
Yo Joey, tell Tom this party is Booming out the bando!

Booming out 

When a boomer gets overwhelmed by Gen-Z humor and falls into a fit of rage or confusion
Grandson - "That's cap grandpa you didn't hit that"
Grandpa - "What the hell does cap mean I can't keep up with this young people jargon!!"
Grandson - "Uh oh Grandpa is booming out again"
Booming out by JeffdaChef2 September 14, 2021