The first time you play this, you will be required to scan and create an item (your Googly). I chose a pillow, as it was easy to fit into the required area. After scanning, you must record a "skit" using your Googly. After this skit is over, select back, then record again to complete another skit. No load times for the Googly, or time wasted scanning. You change, and record. After 25, you will have this achievement, you will also net Optometrist if you cycled through each eye choice.
You can create a whole new Googly scanned in, but using a previously made one is faster.
Thanks to Zr40 NL, and LeadPalm for faster info.