Besides Benedryl there are also regular old sleeping pills. Last I looked they were regular and aspirin like- white and able to be ground into powder.
I think it would be easier to slip something into coffee. CVS usually just sells donuts with holes (plain, powdered, chocolate kind) and holes. I don't think I have ever seen filled donuts there and I just don't see how you can spike a regular donut without someone noticing UNLESS it was something super potent that would take affect with one bite. Not sure exactly what that would be.
I guess they would just want Bob either 1)drowsy or "out of it" 2) very ill
Either of those two would suffice to get him out of the house, by force or by pretense of getting him to a doctor.
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I would like to hear if the CL smelled anything up there. She probably didn't. I would also like to know if she heard running water, flushing, or anything like that.
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So, lets say Bob ate something spiked. He felt a little off and decided to go upstairs and maybe sat or laid on his bed. JeM goes up and "helpfully" gets Bob downstairs and into the car.
After JeM returns and the CL arrives, JeM goes upstairs and sees what? Vomit that needed to be cleaned? Maybe it was something as simple as the bed, normally made precisely, is out of whack. Rather than trying to make it up like Bob did, he simple "unmade" it?
IDK sorry for rambling. It has been a long day.