The 50 Most Awkward Moments in Sports History

David Daniels@TheRealDDanielsSenior Writer IJanuary 9, 2011

The 50 Most Awkward Moments in Sports History

0 of 50

    Dead silence: the result of most extremely awkward situations.

    From failed high-five attempts to unintended racism to press conference drama, awkward moments are commonplace in the world of sports.

    It's all live—and since it's unscripted, anything can happen. That "anything" often turns into an "I don't know what to do next" situation.

    Of all the awkward situations that have occurred, what follows are the 50 worst—in other words, the most awkward moments in sports history...

50. Drew Brees

1 of 50

    "All right, who just kissed you?"

    It won't come off!

49. Sasha Vujacic

2 of 50

    The fact that Vujacic is the one falling makes it 10 times funnier.

    Have any other athletes had this happen before?

48. Phil Jackson

3 of 50

    My face itches.

    Good ol' knuckles.

47. Kobe Bryant

4 of 50

    Best poker face ever.

    Forget coaching, forget television. After Kobe retires, he has a career in Texas hold 'em.

46. Lamar Odom

5 of 50

    The definition of a "brain fart."

    Odom thought he was playing street ball in NY.

45. Avery Johnson

6 of 50

    Role reversal.

    "Don't stutter."

44. Scott Tolzien

7 of 50

    No love for the quarterback.

    It's not even like he was the backup/clipboard holder either.

43. Mark Madsen

8 of 50

    Who says white men can't dance?

    "Get back in your cage."

42. Shawn Marion

9 of 50

    Marion was just about to go showtime.


41. Mark Mallory

10 of 50

    Now that's what you call a wicked curveball.

    Seriously, though, how do you miss that bad?

40. Bruce Pearl

11 of 50

    Bruce Pearl has to be one of the funniest head coaches of all-time.

    Never mind—he wins hands down.

39. Gus Johnson

12 of 50

    "He's got getting-away-from-the-cops speed!"

    This would be so much worse if Gus Johnson wasn't black.

38. Andrew Bogut

13 of 50

    Everybody loves Andrew.

    And since when are there seven players per team on the court?

37. Albert Haynesworth

14 of 50

    Fast-forward to 4:45.

    Don't hate—he was just protecting against the cutback.

    They don't call him "Fat Albert" for nothing.

36. Kevin Love

15 of 50

    Kevin Love will be on an All-NBA team soon enough, but he's already on the All-Awkward Team.

    He walks hunched over for about 10 feet lunging for the high five.

35. Mike Brown

16 of 50

    The reporter who asked the question is my hero.

    Looks like Brown had a nice pre-press conference puff-puff pass.

34. Ron Artest

17 of 50

    Ron Artest should write a book. Who wouldn't buy it?

    Ron Law No. 379: If you can't stop 'em, pull their pants down.

33. Random Commentator

18 of 50

    Run, Forrest, run!

    I counted 10 seconds of silence.

32. LeBron James

19 of 50

    If you listen really closely, you can hear the gasps in the background.

    Shortly after, you can hear the faint sound of the entire city of Cleveland imploding.

31. Steve Stamkos

20 of 50

    Stupid ice skates.

    At least he almost got in the net.

30. Carl Lewis

21 of 50

    "Uh-oh, I'll make up for it now."

    One player has to hide in his warmup jacket so no one sees him laughing.

29. Shaq and Kobe

22 of 50

    Fast-forward to 1:00.

    This could have been so much worse.

    On national television, they managed to stay professional despite "Hey, Kobe, tell me how my @#$ tastes," about a year earlier.

28. Dennis Green

23 of 50

    "The Bears are who we thought they were!"

    Thanks, coach...

27. Owen Schmitt

24 of 50

    My name Owen, I play football.

    My name Owen, I no graduate.

26. Brian Kinchen

25 of 50

    "Your hands are tender; they can move and caress the ball."

    The funniest man in America was then fired.

25. John Chaney

26 of 50

    "That's why I was telling my kid to bust your !@#$%& kid in the mouth!"

    John Chaney is one fiery old grandpa.

24. Mike Tyson

27 of 50

    "I'm killing this mother !@#$%&."

    How Tyson made it through first grade I'll never know.

23. Jim Rome

28 of 50


    Jim Rome got burned.

22. Derek Anderson

29 of 50

    "It's not funny, it's not funny—nothing's funny to me."

    I bet he thought this was funny.

21. Nicole Richie

30 of 50

    "You got a favorite Laker?"

    Then Vanessa Bryant stopped beating Khloe Kardashian and pulled out a gun.

20. Random Singer

31 of 50

    Ouch, the double-whammy.

    She forgets the lines and she falls on the ice.

19. Floyd Mayweather Jr.

32 of 50

    Fast-forward to 0:55.

    Mayweather was about to put his gloves back on and fight Larry Merchant.

    Who else sees "Pretty Boy Floyd" as an auctioneer when he retires?

18. Eli Manning

33 of 50

    After telling San Diego and the national media that he would refuse to play for the Chargers, Manning was drafted by them anyway.

    As Eli's trying to force a smile, Paul Tagliabue's thinking, "Take that, you stuck-up little brat."

17. Kevin Borseth

34 of 50

    "That's how I feel!"

    I didn't think anyone could get that intense over women's basketball.

16. Terrell Owens

35 of 50

    "That's my quarterback."

    Whenever Jeff Garcia and Donovan McNabb need a good laugh, they watch this clip.

15. Pete Rose

36 of 50

    If athletes and coaches voted for their most hated interviewer, Jim Grey might be a unanimous decision.

    "This is a prosecutor's brief; it's not an interview."

14. Boomer Esiason

37 of 50

    TV: $400. Cable: $60 per month.

    Seeing Dan Marino's death stare: Priceless.

13. Kellen Winslow

38 of 50

    "I'm a !@#$%& soldier!"

    All football players should think like Kellen Winslow.

12. Jim Marshall

39 of 50

    I want to know what that 49ers player said to Marshall after he threw the ball out of the end zone.

    I bet Marshall had a hard time playing "pin the tail on the donkey" as a kid.

11. Mike Gundy

40 of 50

    "I'm a man! I'm 40!"

    If whoever wrote the article was at that press conference, they were probably ready to crawl in a hole.

10. Bob Huggins

41 of 50

    I'm not trying to make fun of the situation at all.

    It's still awkward—not funny, but awkward.

9. Joe Namath

42 of 50

    "I couldn't care less about the team strugg-l-ing."

    Joe Namath may be different sober, but when drunk he's just like every other drunk.

8. Gus Frerotte

43 of 50

    How'd you get hurt, Gus?

    Well, see, I scrambled away from the rush, dodged a linebacker or two and as I dove for the pylon their safety hit me head-to-head...But I still got in; check the box score.

7. Bill Gramatica

44 of 50

    How'd you get hurt, Bill?

    Well, see, I was kicking a field goal when the defender dove for the ball trying to block it and he took out my leg, but I still made the kick despite the contact; check the box score.

6. Hal McCrae

45 of 50

    Nobody ever told Hal that there are no stupid questions.

    The guy who appears 56 seconds in asked the stupidest question.

5. Random Boxer

46 of 50

    Don't touch my baby!

    Not because of age, not because of head injuries. This boxer retired because of embarrassment.

4. Ellis Lankster

47 of 50

    Again, I'm not trying to make fun of the situation, especially if he has a speech impediment.

    It's awkward—not funny, but awkward.

3. Kelly Tilghman

48 of 50

    Are you serious?

    I know it was unintentional, but just wow.

2. Mike Sanford

49 of 50

    He's like a little kid who won't move until he gets his way, except this little kid has a receding hair line.

    "I need to speak to the athletic director!"

1. Maurkice Pouncey

50 of 50

    Brotherly love.

    I wonder if this will be their touchdown celebration if the Pittsburgh Steelers draft Mike Pouncey this year.


    David Daniels is an NFL Featured Columnist and Writing Intern at Bleacher Report. Follow him on Twitter or at One Yard

    For more of David's lists, check out the Most Explosive Players in NFL History, the Biggest Showboats in NFL History, and the Top Pregame Pump Up Songs.