If you are having trouble convincing your woman to try anal sex, then the oops maneuver is for you.
This works best if she is unsure about it, but is still curious. This also works best in doggystyle position, because the chances of getting caught attempting the oops maneuver is slim to none. Simply put her in position, get behind her, rubbing your cock on her pussy lips. Then as you go to push it in, "accidentally" let it slip a half inch upwards and into her butthole. Push just hard enough to get your head in (or if she has a tight asshole, so she notices), but not so hard that it looks that you intended for that. Act surprised, even apologize jokingly if need be, but don't remove your dick from her ass. Ask if she likes it, while slowly pushing in deeper. If she says no, then stop. You don't want rape charges. If she says yes, then mission accomplished.
This works best if she is unsure about it, but is still curious. This also works best in doggystyle position, because the chances of getting caught attempting the oops maneuver is slim to none. Simply put her in position, get behind her, rubbing your cock on her pussy lips. Then as you go to push it in, "accidentally" let it slip a half inch upwards and into her butthole. Push just hard enough to get your head in (or if she has a tight asshole, so she notices), but not so hard that it looks that you intended for that. Act surprised, even apologize jokingly if need be, but don't remove your dick from her ass. Ask if she likes it, while slowly pushing in deeper. If she says no, then stop. You don't want rape charges. If she says yes, then mission accomplished.
Greg: Stacy wasn't putting out last night. I tried getting her to let me ram her ass hole, but she refused.
Derek: Did you try the oops maneuver?
Greg: No. Gonna do that tonight.
Derek: Did you try the oops maneuver?
Greg: No. Gonna do that tonight.
by Papa Stacks January 22, 2014

by MANAGAR March 16, 2024

by Caweewee December 19, 2019

“and i oop-”, is a word we once all used, until the vsco girls took over and it’s considered cringey now
random person: omg did u hear julia cheated on jackson!?
vsco girl: oMg SkSkSkSkhJhdjdjsjHjKjshdh AND I OOP-
vsco girl: oMg SkSkSkSkhJhdjdjsjHjKjshdh AND I OOP-
by i don’t know pls don’t ask November 8, 2019

Performed standing or lying on ones back as a male. You start masturbating with tissues next to you. Then you cum. As it's flying through the air you grab a tissue and try to catch it on the way down. Extra points if you use the same hand you were masturbating with. Extra points if you leave out the tissues and catch it in yours/a loved ones mouth.
by weird sex scenarios December 3, 2019

When someone is trying to discreetly do something on purpose to drop a hint that would be rude to say out loud, they'll say "oops" to pretend that it was accidental.
A mom enters a checkout lane with four screaming little brats.
Annoyed, the man standing behind her drops a package of condoms in the woman's cart and says, "Oops!" but he does not remove the package.
Annoyed, the man standing behind her drops a package of condoms in the woman's cart and says, "Oops!" but he does not remove the package.
by Ubeenbamboozledson December 28, 2022

A shortened form of "and I oop" popular a vsco girl term which, when misused, gets mildly aggravating and very insensitive.
Person 1: "My cat died and I have a headache from crying so much... :("
Person 2: "Oop-"
Person 1: "..."
Person 2: "Oop-"
Person 1: "..."
by IWriteHonestDefinitions February 19, 2021
