If you have a PS2 or XBox 360, Smackdown vs Raw Here Comes the Pain, 2006, 2007, or a few older ones allow you to create about 30 male or female wrestlers. You can choose from a number of watches & put one on each wrist.
You can pit three ladies on one, have a Battle Royal (4 lady elimination), but no women are allowed in Royal Rumbles (30 opponents) in 06 or 07.

Moves include spanking, stink face, slaps, weapons, etc. A girly taunt while another watchgirl is stunned on the mat is the best.

Have a watchgirl win, or have her lose to non-watchgirls. The choices are endless. Turning off commentary is a plus.
The only other games I can think of are Dino Crisis and Tekken 4 & 5.
Ling & Miharu (the cutest) in Tekken 4 have huge watches, and Ling's watch gets as huge as can be in T5 (still hard to see)-
http://www.youtube.com/watch?v=geacdgGwdGk
Naivie & cutesy, (school outfit) watchgirl Ling beating the mature Anna, Nina or Christie is nice.
Dead or Alive 4 has Kokoro- almost forgot. Her beating Tina or Lisa is cool. She has a small, cute watch. Poor Kasumi, though...
http://s46.photobucket.com/albums/f147/ ... a60c98.jpg
http://s46.photobucket.com/albums/f147/ ... a20f59.jpg
http://s46.photobucket.com/albums/f147/ ... ebb7a6.jpg
http://s46.photobucket.com/albums/f147/ ... 33e214.jpg