OTB Caption Contest

Time the Monday OTB Caption ContestTM

Time the Monday OTB Caption ContestTM

Barack Obama, Raul Castro

(AP Photo/Pablo Martinez Monsivais) 12/16

Winners for this contest will be announced next weekend.

FILED UNDER: Uncategorized,
Rodney Dill
About Rodney Dill
Rodney is an IT Implementation Consultant in the Motor City and working within the Automotive Industry. He contributed to OTB from November 2004 until retiring in July 2017, hosting some 1200 OTB Caption Contests.


  1. kevin says:

    You want GITMO back? Ok, how about two packs of Marlboro’s and a Red Bull?.

  2. Paul Hooson says:

    “Hello Mr. Bond…Julian Bond”.


  3. Paul Hooson says:

    “So when do you start exporting all the American jobs here? Our average wage is just $20 a month. Cheaper than China and closer?

  4. Paul Hooson says:

    :”Oh, BTW, Bill Clinton asked me to pick up a box of cigars for some odd reason…”

  5. Paul Hooson says:

    “I didn’t recognize you without your military fatigues, beard and cigar!”


  6. Paul Hooson says:

    “Obama? Is that American for darn fool?”

  7. OzarkHillbilly says:

    Obama bows down to another foreign despot.

  8. OzarkHillbilly says:

    Better check your pockets after that handshake.

  9. Guarneri says:

    Why, yes, we can also get you one of those. We’re working on a “framework” with a supplier right now. I’ll have my people call your people.

  10. Paul Hooson says:

    Not the same Castro….Close, but no cigar…

  11. Paul Hooson says:

    President Obama offers foreign aid to Cuba after an earthquake that did almost $50 in damage…

  12. Paul Hooson says:

    Cuba….It’s like Hawaii for really poor people…

  13. Paul Hooson says:

    “My country is very poor!”

    “We have a lot in common then, as most people think that I’m a very poor president…”

  14. Paul Hooson says:

    President Obama: “We have many things to sell your country that only cost about $20”.

    Castro: “That’s a whole month’s wages here…”

  15. Paul Hooson says:

    Obama: “I’m here to export Paul Hooson and his cheap jokes to you”.

    Castro: “Hey, we may be poor, but we’re too proud to accept that cheap humor!”

  16. OzarkHillbilly says:

    @Paul Hooson: Meet the new Castro. Same as the old Castro.

  17. Paul Hooson says:

    If only Paul Hooson was a trade representative, then he’d export strip clubs everywhere…

  18. C. Clavin says:

    Obama fixes 50 years of ineffective f’ed up policy.
    Republicans heads explode.
    Film at 11:00.

  19. OzarkHillbilly says:

    Where is President Rubio?

  20. Mu says:

    “You think you can find me a 1958 Plymouth Fury, I heard you got a lot of classic cars still running in Cuba”

  21. OzarkHillbilly says:

    Oh yes, very nice to meet the black man who America chose as it’s Janitor in Chief.

  22. OzarkHillbilly says:

    Hey, he’s got an Apple Watch! All I’ve got is this dumb old Rolex.

  23. al-Ameda says:

    “Did you notice? I’m wearing my American Flag lapel pin!”

  24. Franklin says:

    Geez, sorry about trying to kill your brother …

  25. Slugger says:

    On eHarmony you said you were 5’11!

  26. Hal_10000 says:

    Here, just shake hands with me real quick. Then let’s watch the blogs explode!

  27. Pinky says:

    After an error in translation, Castro and Obama meet on the set of Rocky VII.

  28. Franklin says:

    Feeling a little under the weather, Mr. President? Ain’t nothing a little Castro Oil won’t make feel better!

  29. DrDaveT says:

    Leaning forward, literally and figuratively.

  30. Hal_10000 says:

    No, Raul, this is not how the hokie pokie works.

  31. Tillman says:

    Professor Castro, meet the American president, Nerdy Eisenhower.

  32. Tillman says:

    Somewhere in Chelyabinsk, Putin instinctively snarls at the television, eager to beat either one of them up and take their lunch money.

  33. Tillman says:

    “Oh dear God, he’s circus-ugly! And his hand is like sandpaper!”

  34. John425 says:

    Castro: “Yes, your birth certificate is ready.”

    Castro: “Always nice to meet a fellow Socialist”

  35. RockThisTown says:

    “Wanna see my Ricky Ricardo impression? “

  36. RockThisTown says:

    “You can put lipstick on a Bay of Pigs, but . . . hey, who messed with my teleprompter?”

  37. RockThisTown says:

    “Now that Sebelius is gone, how’d you like to be O’care Minister?”

  38. RockThisTown says:

    “Hillary wants to know if there’s a Chipotle in Havana.”

  39. Paul Hooson says:

    “Yes, I’ve got no bananas…”

  40. Paul Hooson says:


  41. Paul Hooson says:


  42. Paul Hooson says:

    Cuba….Where anything sold as “Made In China” means high quality…

  43. Paul Hooson says:

    Obama: “Is the mail system in your country run with socialist efficiency?”

    Castro: “Mail, what’s that?”

  44. rodney dill says:

    @Paul Hooson: I can’t GITMO satisfaction

  45. Paul Hooson says:

    “If you like your 1955 Packard, you can keep your 1955 Packard…”

  46. Paul Hooson says:

    Q:What do you call a Cuban who owns four innertubes and a bathroom door?

    A: A member of the Cuban yacht club!

  47. charles austin says:

    So which one is Bruno Tattaglia?

  48. Franklin says:

    “Havana good day?”

  49. Mark Ryan says:

    They both used the classic Hand Shake Buzzer gag but neither wants to flinch.