British Army slang for an Officer, but particularly an Officer that is upper-middle class or above, and has a total lack of skill or common-sense.
What!?! Leiutenent Grundy got his platoon lost again!?! Typical bloody Rupert...
by Savage Henry June 04, 2005
Get a Rupert mug for your Facebook friend Abdul.
Rupert is basically your man, he has balance of his mates who he has a great time with and his love life, extremely musically talented, sad on the inside but covers it up with comedy and never opens up, he is sweet, funny, good looking, charming and cares for everyone, he tries to get along with everyone and is extremely tolerant, he has no racist, homophobic or bigoted views and is generally a wonderful guy
Guy:Where is everybody
Girl:they're all chillin with Rupert
by Triciawithavengeance April 15, 2012
Get the Rupert neck gaiter and mug.
Rupert is a lovely, kind hearted person with an all round amazing personality. He smiles a lot and seems to be happy all of the time. When you are around Rupert you feel you are the person that matters and he will do anything to cheer you up when your down. Although if someone cries he feels a little lost... Rupert is not one to judge others unfairly, he see's every person as an individual. He is reasonably sensible and you can always reply on good ol' Rup to help you out.

He is absolutely adorable, very charming and i love to be around him. He is a really genuine, down-earth-guy and seems to have a heart of gold.
'I'd love to be with Rupert'
'Wouldn't everyone?!'
by PlebyCakes April 04, 2012
Get a Rupert mug for your barber José.
This is a small creature who is invisible. He starts whispering stuff in your brain somewhere around the age of 25. Helpful comments to the effect of "Ahh, video games and pornography again, another success for wenesday. Dad's gonna be REALLY proud now!"
"Ahh more games and hentai this time? Perfect for a weekend"

-Rupert
by BleachGirl101 November 05, 2018
Get a Rupert mug for your daughter Sarah.
When someone is acting like a dick. Acting like a know it all and never admitting when wrong.
Did you see that mess he made? Yes stiofan is a right Rupert
by Crazysteve July 28, 2016
Get the Rupert neck gaiter and mug.