This is fun in itself and often has the side benefit of leading to threesomes. For it to be workable, you need a dominant/submissive relationship. This kind of relationship is rather common although most people have not labeled it as such.

Dress your lover in a skirt of moderate length, no panties, no bra, no blouse. Around her waist, fasten a stout belt with rings on the sides. Cuff each wrist and fasten it to a side ring of the belt. Drape a blazer over her naked shoulders and button it.

Do the town. Go barhopping and/or go to dinner. You'll have to hold her drinks to her lips (maybe with a straw). If you're dining, you'll have to feed her.

In your tour of barrooms, you'll both flirt with women. When you deem it appropriate, you may invite them to reach under her blazer and tweak her nipples or even caress her pussy. Lots of fun things will happen.