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Sit on one or more cakes, ideally defrosted gateaux liberally laced with syrup and/or custard. Wonderful way to start to mess up a really smart outfit, if she's wearing a long flowing dress then at first nothing will even show at the front - in trousers you'll see a little goo welling up between her legs, but the seat of her outfit will be a spectacular mess and she can stand and re-sit in it several times to really sequelch it in to her clothes.
Depening on your clothes preferences, have her wear a swimsuit under a trouser outfit, and then fill the swimsuit gradually with more and more mess, have her pull the waistband of the trousers forward so the mess can slip down inside the swimsuit. Keep going until the leaking goo from the crotch of the swimsuit out of view actually starts to seep and show throigh the trouser legs. Having her stand up and sit down may encourage this process.
Have her dress in a beautiful gown - charity shops are good for prom dresses - and just gradually destroy it with mess, start with some poured in the neckline while she's sitting down, once a fair bit has gone in, have her stand up and turn round to reveal it's started to wet through the seat of the dress from inside.
Boots filling. Pour mess into some boots, she puts them on and then walks around for a while like that, you'll know she's messy, but nothing (at first) will show. Be careful with this one though, and possibly stick to flat boots, as it's very easy to fall off high heeled boots when they're full of slippery goo, and twist or even break an ankle. 


