We succeed with difficulty

The next morning I'm in Jill's room early. "Okay dear, let's go through your closet and make a nice outfit for you. The easiest thing is not to wear underwear either because you have more choice for your outerwear. Also no socks or you have to go without shoes."

Jill shook her head. A glance at her clothes quickly revealed that Jill mostly wore long shirts and long pants. "Hmmm this is going to be harder than I thought Jill." "I think Joy has a hand in this, she knows my wardrobe." Jill said. I nodded.

"Now if you take this one" I said as I found a tight white training top. It gives support to your breasts and leaves your belly exposed so we don't have an overlap to the edge of your pants." Jill took it from me and put it on. "Wow you look so sexy wearing only your top!" Jill blushed.

Finding pants became another story. "Would it count if we rolled up your trouser legs?" I asked aloud. "Wouldn't count on it." replied Jill.

After trying on about seven pairs of trousers, I found a pair of trousers in the back of the closet that fit the plan. Black three-quarter pants. Bit tight I admit. Jill also had a hard time getting into it, and yes he kind of betrayed her lack of underwear too. "This has to do for today darling, sorry. This afternoon after school we're going shopping and you'll get some nice good pants from me, promise."

Fortunately, the shoes were no problem at all now, so a pair of sneakers completed her tough look. I gave her a kiss and we headed to our "judgment" together.