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2.
An irresistable guy who is also a jerk
That guy is such a Roland
by ohshoot34 January 08, 2010
 
1.
1. Roland (Frankish: Hruodland, Italian: Orlando) is a character in medieval and Renaissance literature, the chief paladin of Charlemagne and a central figure in the Matter of France. It is thought the title character of the 12th century Song of Roland, which recounts his final stand against the Muslims during the Battle of Roncevaux Pass, is based on a real person who died in that battle (under different circumstances), but the authors of most later chansons de geste and the Renaissance epics Orlando innamorato and Orlando furioso made little attempt to establish historical accuracy.
2. From the The American Heritage Dictionary Of The English Language. Roland{1}. A masculine given name. Roland{2}. n. A lengendary paladin and nephew of Charlemange killed in the battle against the Saracens at Roncesvalles.
3. An individual of high intellect, fun loving and irresistible to women.
1. There exists only one historical mention of a French Roland, found in the section of Vita Karoli Magni on Roncevaux Pass, written by Charlemagne's courtier and biographer Einhard.
2. Gawd girl! That guy is such a Roland
by Roland819 November 29, 2006
 
3.
Roland is usually a loving, caring guy who gets mad easily, and may have small jealously issues when he finds the girl of his dreams. normally they go after caitlin's-which is an irish name know for beauty and shyness. brown hair and dark eyes are common. once they fall in love with a girl, its very hard to get away from them, but they know theyll never feel the same for any other girl so they never let go and they keep them close reminding them of there love for her. they usually end up spending the rest of there life and getting married and settling down with kids down the road.
gawd girl!!! you best be in love with a roland! hope your parents named you caitlin!
by flex4 June 30, 2011
 
4.
Highly-covert office assassin, one who dissappears and returns to work shortly before the news tells of terrorists meeting their demise by clandestine means. Can effortlessly adjust his appearance to where even his own coworkers don't even recognize him. Founder of the Underwater Rucking Team, and the only man to be inserted in a secret location by Space Shuttle.
"Man, the new guy in the last cubicle was gone when Amy Winehouse overdosed, then ten minutes after they reported it he showed up. He might be a Roland and we don't even know it!!!"
by diplomacy762 September 30, 2011
 
5.
a perverted soul who has an imaginary girlfriend
Chad: How's that Roland doing? Does he have a girlfriend?
Brett: Naw. He watches too much porn to have enough time to get one.
by El fapatron January 11, 2014
 
6.
to have everything go wrong; but life still goes on.
So one day, my friend was rolanded while coming home from school. He was stupid enough to jaywalk across the busiest intersection in town. So he got hit by a car and dislocated his shoulder. Writhing in pain, he managed to get some help from the driver and the watching bystanders. However, when the authorities came, he was fined for jaywalking and received demerit points on his licence, while the driver got off scot-free. At least he survived the day.
by Asymptom May 20, 2012
 
7.
A hipster name.
ex. "He is so hipster. Must be a Roland."
by TheTruth2 September 21, 2012