I had a wonderful sugar daddy situation.. which turned into a sugar momma situation over time. She now has traded her cock for a pussy, purchased a nicer set of tits than mine, and has a much bigger wardrobe than I do! It was a really, really interesting time! We've known each other around 9 years.
We're really close friends still (without pay) only I envy her arsenal of makeup and pretty dresses! haha
Maybe that experience doesn't count, since my sugar daddy relationship evolved into something a little more D/s with feminization. I think she was paying me for "nothing" for a while so that when she asked for me to indulge her by doing her hair/makeup and shopping, I wouldn't be put off by it. (Although, I wouldn't have been!)
HAPPY HUMP DAY. Hope I typed that out OK I've had some bubbly this evening. :heart: