After you get a chore from Claire/Mom (8am), talk to Veronica at 10am and tell her to do that chore, she'll ask what outfit to wear.How do you change Veronica Outfit?
Note: This is assuming you've already bought the Maid's Outfit from the Lingerie Store and given it to her while she's in her room. [Backpack (lower right) > click Maid Outfit > click Veronica].