Skip to content

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. 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 2 years ago

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

  4. Steve Rienhart 2 years ago

    Dismounted… now, stick the landing!

  5. Bart Harris 2 years ago

    Testing the airspeed velocity of an unladen windsurfer

  6. Steve Allen 2 years ago

    This is the definition of “Separation anxiety “ OOPS!

  7. Ron Harben 2 years ago

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

  8. Dave Custodio 2 years ago

    I KNOW I left my sailboard around here someplace…

  9. Omar Diaz 2 years ago

    Wooweee im flying!

  10. David Cohan 2 years ago

    I’m not sure the ejection seat worked correctly!

  11. milly Biller 2 years ago

    A sudden, unscheduled disassembly .

  12. David Henry 2 years ago

    Missed it by THAT much!

  13. Adrian 2 years ago

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

  14. Steve Browne 2 years ago

    NOW SCOTTY!

  15. Heartland Honey 2 years ago

    Bluetooth windsurfer

  16. Gregory Ashby 2 years ago

    Houston, we have a problem.

  17. Anonymous 2 years ago

    Goodbye, Old Paint. I’m leaving Cheyenne.

  18. Michael Simon 2 years 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 years ago

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

  20. Jim 2 years ago

    Damn powerboat wakes!

  21. Kelvin Meeks 2 years ago

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

  22. Vikas Kapur 2 years ago

    From wings came flight..

  23. Steve Hodges 2 years ago

    I identify as a kite

  24. D Peterson 2 years ago

    Watch, Hang Ten without a leash!

  25. Mark Caplin 1 year ago

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

  26. Eben Kermit 1 year ago

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

  27. flook 1 year ago

    best way to avoid chop.

Leave a Comment