When you’re trying to fuck your girl in the spooning position, but you’re struggling to get it in.
At some point, out of frustration, she finally reaches down to guide you in, cuz you fuck like a rookie.
Problem is the friction of rubbing trying to get it in now has left you on the verge of cumming.
Once it’s in, you give her 12 hard pumps just so that you put forth some effort, before cumming.
Last night I found myself in A Randy West Dilemma.
Out of frustration she finally reached down a put it in.
It was over before it started.
by RobJeremy December 21, 2020
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When you aren't sure if you should listen to the criticisms and opinions of the professional few (critics, analysts and your teachers) or the unprofessional many (fans, peers and the general public).
The ole' Rotten Tomatoes Dilemma: should I listen to the critics who know what they're talking about and have learned advice, or the crowd of people that like what I've made warts and all?
by The Logical Fallacy July 2, 2022
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The act in which two lazy eyed people lock opposite dead eyes creating a catatonic state in which time travel is possible.This state can only be broken by throwing ice water on both dead eye combatants
Dutch got into a "dutch eye dilemma " with the grounds keeper at the cemetery
by Dutch Sana March 10, 2015
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A situation where you make mistake related to social justice, which makes another person uncomfortable. You would like to apologize for it, but you feel like you can't because the individual would view you as being privileged and inconsiderate. The individual will likely not even hear you out or give you a chance to redeem yourself, because of their view of you being biased and unwilling to talk to people who they think are like that, even if those people are not actually that way at all. As result, you are never able to apologize, which causes you to have to carry some regret from the incident around with you for a long time.
I once liked a girl. I had a crush on her while I was in high school, but never had the guts to talk to her. A year or two after I graduated high school, I decided to try to at least be friends with her and tried to find her. I eventually found her and attempted to talk to her, but it came it all wrong because I never really thought about what I should say to her when I ran into her, which because she was a girl made it a difficult situation. I had unintentionally embarrassed her, but because of gender inequality it may never be possible to apologize to her, which makes this situation like a social justice dilemma. I still lug the regret of happened because of it today.
by Vanguard 1998 September 8, 2020
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When a gay/bisexual human is attracted to a straight human of the same gender and therefore cannot proceed to have a relationship with them
Kevin: I like him, but im sure he's straight
Stacey: Well it looks like you have to deal with The "They're Straight" Dilemma
by Miner_man September 1, 2016
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When the only solution to a problem creates a greater problem.
A: We have to impeach Trump, he can't stay in office!
B: But then you get Pence, and he's even worse.

A: I really need to get rid of these insects that destroy my crops, but if I spray the field the entire harvest would be wasted.
B: Man, that's a real Trump-Pence dilemma you have there.
by Azshara October 5, 2020
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When a girl suffers from attraction to a hot guy, usually one of her best friends or someone that she knows it would be a huge mistake to get involved with, and won't allow herself to go out with/make out with them, but can't stay away either. She will continue to toggle back and forth between wanting to jump his bones and wanting him to die a horrible death.
Girl1: Oh, my god those two BOTH make me have Hot guy dilemma syndrome!

Girl2: Bummer girl, you should just hurry up and date them so you can move on to the just hating their guts phase!
by SufferingNsocorro March 31, 2009
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