What should my boytoy/maleservant that i won in a bet wear? how should i dress him? lol i need ideas?

dont hold back last time we did a bet like this i lost and had to wear some ridiculous outfit

First of all you want to get friends over for this
You put him in dress and high heels with lots of make up
or miniskirt and whatever top top like with a bra, keep high heels they'll be funny
Or if you want to be very cruel make him wear a bikini, high heels, pink nail polish, most feminine clip on earings and lots of make up, if you can make him shave body hair

He should be your secretary for a day. He should wear a suit with a short skirt and low-cut top. He should have hose and high heels, make-up, long painted nails and a big blonde wig. In the evening he should either serve you a meal dressed as a waitress or you should go out to dinner together with him in a short cocktail dress!

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