The waitress!

The way you described Roseane didnt sound that appealing in my opinion.

Also, i think the waitress, airline hostess, secretary, nurse relationship is always good. They have their job to do, and its great to see these types of women intereact with tinies. Then they break rules to have fun with the tiny which is always fun to read.

Or we can have the waitress go back to Diane. She could serve him to Diane.
Example:" Miss, would you like a foot massage?

"Yes please. My right foot is sore, and my toes would like some work", said Diane.

The watiress brings Bob, hidden inside her fist.
She bends down to Diane's feet and takes Diane's right high heel off.

She places Bob inside the high heel so his head is in the toe section. Bob's legs are in the arch area and Bob is looking up, the back of his head in the grooves of Diane's toe prints.

"Stay still, and relax" the waitress whispers to Bob winking at him. (Diane doesnt notice.)

The wiatress then lifts her head from under the table and gently inserts Diane's foot into the high heel shoe.

Diane feels a cushion but doesnt realize that it is Bob since he is still.

"Thank you, have a great day" the waitress waves goodbye to Diane. Diane just gave her a tip for the cushion.

Bob, suffers trying to breathe and begins to slightly move. Diane doesnt feel mich because she is walking.

Diane drives home still thinking that the cushion is just adjusting to the shape of her foot. The waitress told her it will move after a while.

Bob meanwhile was trying to move, his body trapped under the weight put on him, his voice muted by the foot on his face.

Diane finally reaches home and arrives in her bedroom. She sits down on her bed, and takes her feet out of her heels.

Then she hears it. It sounded like screaming.

Diane noticed it came from her shoe and looked down. She saw Bob yelling words of pain. She looked even closer to see any wounds. Just bruises, she was relieved.

She gently puts him on her palm.

"Bob, were you in my shoe this whole time?"

"Yes" was all he can say.

"How can I make it up to you"?

"Just keep me safe" Bob answered.

"I promise. Want to have my leftovers?" Diane asked like a caring mother.

"I would love to, thank you Diane."

--End chapter--.

Well, that was fun. I guess I got carried away again. Great chapter. I hope its the waitress next!

Author's Response:

Hm, I don't know Tom.  If Diane 'unawarely',  walked on tiny Bobby, (while trapped inside her shoe) 'Realistically', her weight would puverize him into a jelly-like paste that would ooze out from between her gigantic toes and dribble all over her shoe.  The weight convertion, would be something like 60 tons, compared to him.

I vote for waitress.