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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.

26 Comments

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

  2. Paul had always maintained ISAF tethers were dangerous.

  3. Gregor M. Cailliet 1 month ago

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

  4. Steve Rienhart 1 month ago

    Dismounted… now, stick the landing!

  5. Bart Harris 1 month ago

    Testing the airspeed velocity of an unladen windsurfer

  6. Steve Allen 1 month ago

    This is the definition of “Separation anxiety “ OOPS!

  7. Ron Harben 1 month ago

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

  8. Dave Custodio 1 month ago

    I KNOW I left my sailboard around here someplace…

  9. Omar Diaz 1 month ago

    Wooweee im flying!

  10. David Cohan 1 month ago

    I’m not sure the ejection seat worked correctly!

  11. milly Biller 1 month ago

    A sudden, unscheduled disassembly .

  12. David Henry 1 month ago

    Missed it by THAT much!

  13. Adrian 1 month ago

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

  14. Steve Browne 1 month ago

    NOW SCOTTY!

  15. Heartland Honey 1 month ago

    Bluetooth windsurfer

  16. Gregory Ashby 1 month ago

    Houston, we have a problem.

  17. Anonymous 1 month ago

    Goodbye, Old Paint. I’m leaving Cheyenne.

  18. Michael Simon 1 month 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 1 month ago

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

  20. Jim 1 month ago

    Damn powerboat wakes!

  21. Kelvin Meeks 1 month ago

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

  22. Vikas Kapur 1 month ago

    From wings came flight..

  23. Steve Hodges 1 month ago

    I identify as a kite

  24. D Peterson 1 month ago

    Watch, Hang Ten without a leash!

  25. Mark Caplin 3 weeks ago

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

  26. Eben Kermit 2 weeks ago

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

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