There is no Workout with Mom and Emma in the Living Room for me :-(
If you don't get the Workout scene then you need to sneak into the backyard of Emmas on the weekend.
If the Shady guy doesn't give you the Package request, try going to the Pharmacy and waiting until Kelly's back is turned as it probably means you are still locked on a quest to steal medicine and the Shady guy will not give you the Package while still waiting for you to finish the Steal Medicine job.
The Schedule for the Workout Quest is:
Tuesday 13:00 Mom and Emma
Friday 13:00 Mom Alone (Good time for the Cow Command so ask her to put the cowsuit on before Friday comes)
Monday 13:00 Mom Alone (This is where you should command her to Seduce Emma)
Tuesday 18:00 Mom with Emma (this is where you get the Threesome!
Note: The Affect of the Commands seem to be forgotten after a day or two passes. Which is why it is so important to give the Emma command on Monday not Friday!