Hi peanutsmasher,
Thanks for posting in Apple Support Communities. It sounds like you have AssistiveTouch set up properly for your hand gesture. When you are prompted to confirm with AssistiveTouch, try these steps from Use AssistiveTouch on your Apple Watch
"Navigate your Apple Watch with hand gestures
When you raise your wrist, a blue ring around your Apple Watch screen indicates that AssistiveTouch is turned on. To activate AssistiveTouch, clench your fist twice quickly. You can change the color of this visual signal in Accessibility > AssistiveTouch > Color. Or you can turn the visual signal off by going to Accessibility > AssistiveTouch > Hand Gestures > Activation Gesture.
After you activate AssistiveTouch, a focus ring appears around the first item on your screen. The focus ring indicates that you can tap the item via AssistiveTouch.
With the default actions, you can navigate your Apple Watch with these hand gestures:
- Move to the next item: Pinch (Tap your pointer finger to your thumb)
- Move back one item: Double pinch (Tap your pointer finger to your thumb twice quickly)
- Tap an item: Clench (Close your hand into a fist)
- Bring up the action menu: Double clench (Close your hand into a fist twice quickly). The action menu lets you perform a number of actions via AssistiveTouch, such as scrolling, pressing the Digital Crown, and more."
If the same continues, it may be best to get in touch with Apple's Accessibility Support team as they will be in the best position to assist further.
Take care.