when you take your boner and you tuck it between your legs so it sticks out and you masterbate
hey MOTT what are you doing^
underdogging!!
sweet me tooooo....
by jon demers May 16, 2007
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The act of applying a Wendy's Frosty upwards into the recipient's taint while administering a handjob in the parking lot.
"Randy picked up some chick at Putt-Putt, treated her to the late night Wendy's drive thru, and was rewarded with a Frosty Underdog. What a pimp."
by World of Girth October 1, 2014
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the underdog favorite - an oxymoron that describes a person, or group of people that are expected to win an event simply because they have gained popularity by being a surprise contestant.

For example:
The Indianapolis Colts became the underdog favorite to win the Superbowl after defeating two heavily favoured opponents to become AFC champions.
Jennifer Hudson was kicked off of American Idol, but when on to act in "Dreamgirls" and eventually became the underdog favorite to win the award for Best Supporting Actress.
by Scott Wood - Film Critic February 27, 2007
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When a girl is riding a man reverse cowgirl and begins licking his butthole simultaneously. This is normally performed by unusually talented slutty gymnasts.
Hey bro, Remember that time when Shannon Miller came over and reverse underdog'd you? I can't believe she was riding your cock and licking your asshole at the same time.. No wonder she won the gold medal.
by Burk the Bully January 7, 2014
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when one person or group of persons does not start doing well until no one expects them to succeed
"wtf bro, the caps got some underdog syndrome. They don't start playing well until the other team is beating them."
by rneb May 13, 2012
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The Underdog Syndrome is when people root for the underdog.
Underdog Syndrome:
When someone roots for Milano instead of Real

Madrid

When someone says Animals is a better album than Dark Side Of The Moon
by LisaFraiHot August 4, 2018
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