Handicapped Push-Up Race
The one contest on this list, rigged so either of you can win. Start together, move at the same tempo and see who lasts longest, but first even out the odds: the stronger partner does push-ups on a slight decline or from the toes, while the other works on an incline or from the knees.
Adjust the handicap from week to week until the results are a genuine coin flip. That is the point: a race one person always loses stops being motivating fast, while a close one keeps you both honest about form. Call off any rep that loses a straight line from head to heels.
