The act of tearing a hole through a woman's belly button with your dominant hand during sex and jerking off your dick that is in her vaginal cavity. It's easier on MILF with past Cesarean section surgery's as scars are easier to rip open once again.
Alston was Ball's deep in Autumn last week. After an hour and a half, It just wasn't enough so he decided to do the loophole. Came after five minutes. Best sex ever!
by Awesome sauce 69 June 16, 2018
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Person 2: Oh, just looking for loopholes.
Person 2: Oh, just looking for loopholes.
by unstoppable! April 8, 2013
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In several 12-step fellowships, it is generally looked down upon and discouraged (not by everyone) to sleep with someone under a year clean, especially if you have over a year clean. The loophole refers to catching the "newcomer" before he/she even gets clean, therefore providing a valid excuse for the incident(s) to be perfectly moral and justified.
Yo man, I'm thinking about trying to fuck Sheila, she's only got like 37 days though..." --"Definitely do it, who gives a shit what people say, that's 37 days too many in my opinion. I just fucked a girl who had zero days a few nights ago, real talk." "Word, that's awesome - you found the loophole.
by pure insistence April 3, 2011
Get the loophole mug.When children use the need to go to the bathroom and make a deuce as an irrefutable excuse to get out of bed at night.
"We were all set for an 8pm bedtime, but both kids used the poophole loophole, so it was more like 9:30."
by DingDongP September 8, 2011
Get the poophole loophole mug.Cause The Bible says premarital sex is wrong
But Jason says that guys can't wait that long
(but there's a loophole)
But Jason says that guys can't wait that long
(but there's a loophole)
by InTheAssCauseIloveJesus June 22, 2017
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Get the loopholish mug.by Dollardolbey13 April 20, 2017
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