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Caption Contest(!)

It’s time! Time to throw yourself into the swell and share your comments on this photo. We don’t know whom to credit, and we don’t know for sure that it hasn’t been photoshopped, but, it is a good, fun photo. Add your comments below.

Your caption here.
© 2025 The Internet

See February’s Caption Contest(!) winners here.

27 Comments

  1. Richard von Ehrenkrook 2 months ago

    Hmm. In training class, the ‘chute was supposed to have opened by now!

  2. Richard von Ehrenkrook 2 months ago

    Paul had always maintained ISAF tethers were dangerous.

  3. Gregor M. Cailliet 2 months ago

    Could not get it in the caption spot: Born to fly!

  4. Steve Rienhart 2 months ago

    Dismounted… now, stick the landing!

  5. Bart Harris 2 months ago

    Testing the airspeed velocity of an unladen windsurfer

  6. Steve Allen 2 months ago

    This is the definition of “Separation anxiety “ OOPS!

  7. Ron Harben 2 months ago

    Sail board, what sail board; I don’t need no stinking sail board!

  8. Dave Custodio 2 months ago

    I KNOW I left my sailboard around here someplace…

  9. Omar Diaz 2 months ago

    Wooweee im flying!

  10. David Cohan 2 months ago

    I’m not sure the ejection seat worked correctly!

  11. milly Biller 2 months ago

    A sudden, unscheduled disassembly .

  12. David Henry 2 months ago

    Missed it by THAT much!

  13. Adrian 2 months ago

    It was at this point that Egbert regretted skipping the Physics Basics course when he was at college.

  14. Steve Browne 2 months ago

    NOW SCOTTY!

  15. Heartland Honey 2 months ago

    Bluetooth windsurfer

  16. Gregory Ashby 2 months ago

    Houston, we have a problem.

  17. Anonymous 2 months ago

    Goodbye, Old Paint. I’m leaving Cheyenne.

  18. Michael Simon 2 months ago

    Zeke was a very religious man, but had always expected the Rapture to come when he was at his computer desk.

  19. Scott Henry 2 months ago

    Countdown: 10, 9, … Hey, come back, you launched too soon!

  20. Jim 2 months ago

    Damn powerboat wakes!

  21. Kelvin Meeks 2 months ago

    Try wind surfing in a hurricane, they said. It’ll be fun, they said.

  22. Vikas Kapur 2 months ago

    From wings came flight..

  23. Steve Hodges 2 months ago

    I identify as a kite

  24. D Peterson 2 months ago

    Watch, Hang Ten without a leash!

  25. Mark Caplin 1 month ago

    “I was having this flying dream about flying in formation with my Board. It was soooo real…”

  26. Eben Kermit 1 month ago

    Houston we are a “GO” for “EVA”!
    Roger Copy that.

  27. flook 1 week ago

    best way to avoid chop.

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