A conflict in which two parties (ususally male) are vehemently disputing something of limited relevance. Generally, both parties are somewhat wrong, but each refuses to be back down for fear of being thought the have the smaller of their two penises. Similar to a pissing match, but generally, the conflict involved involves a larger element of machismo, and continues on only because neither side wants to be seen as the one who backs down.
The White House and the Conservative Right have been in a real dick measuring contest over the qualifications of this new Supreme Court apointee, Harriet Meiers.
by Cosmo October 12, 2005
A friendly competition between you and your friends to see who has the best claim to say, "Mine's bigger." Both more reliable in its results and more fun for the competitors where the results are determined, not by the competitors themselves, but by objective female judges.
by adam phillips October 23, 2006
p friendly competition where guys display their pride to answer the question of, "Whose is bigger?" Not only more fair, but more fun, when judged by impartial female referees. especially when they take a "hand's on" approach to the judging.
The time had arrived for me to be judged in the dick measuring contest, a rite of passage for guys entering high school. Louise put her hand on my cock to hold it firm and straight while Jennifer held the ruler stretched out along its full length. As it happened, the number she read off - 9 7/8 inches - was enough for me to win, with a half inch to spare. What I enjoyed more than the thrill of victory, though, was the thrill I felt when Louise, not releasing her grip, slid her hand up and down my shaft, until I came. Nevertheless, I kind of enjoyed the notoriety my victory gave me, especially when suitably ambiguous stories recorded it in the student newspaper and, later that year, in the yearbook. Needless to say, it not only increased the respect I received from the other guys, but my popularity with the girls - apparently, size does count, at least with some girls.
by Charles LeChauve January 06, 2007