TEN MESSY CHALLENGES


Colin Grey (cross-dressing splosher extraordinaire) still had one unsullied outfit in his wardrobe. It was a long-sleeved, floral dress in a red pattern with a separate frilly, pink underskirt that he had purchased it in a charity shop a few weeks previously.

It was now time, he decided, to subject this dress to a proper trashing, but in what way? Much as he enjoyed night time walks that ended in a mud-bath, maybe it was time to try something new; after some thought, he came up with an idea. He would devise ten challenges, each of which would involve a different type of mess. Then, on a random basis, he would subject himself to each challenge in turn.

Having decided that the sploshing event would take place the following Saturday, Colin had to live through the rest of the week with mounting anticipation and excitement. Finally Saturday dawned. Colin arose from bed and set about his preparations in the bathroom. First a very close facial shave, followed by a shower during which he carefully removed all traces of bodily hair. As he patted himself dry and applied a generous amount of feminine body lotion, Colin luxuriated in the sensation of bringing his alter ego, Sonia, to the fore.

It was important to 'Sonia' that before trashing 'her' clothing, she was properly made-up with all the appropriate accessories. Slipping on a pretty dressing gown, she sat down at her dressing table and carefully applied her makeup and nail varnish.

Once she was satisfied with the result, Sonia started to put on her underwear. First a tight, padded panty that held Colin's male parts safely under control and also gave a bit of a curve to her hips. Then a bra with built in breast forms, followed by sheer-to-the-waist tights in a neutral tan shade. Sonia then took her new dress off the hanger and stepped into it. She zipped it up prior to climbing into the frilly petticoat. Once this was in place, the skirt of the dress flared nicely, revealing layers of lace when she twirled. Fitting her shoulder-length, brown wig securely in place, Sonia slid her feet into a pretty pair of black pumps that weren't too badly marked by previous messy outings.

For Sonia, jewellery was a 'must'; she never felt properly dressed without it. So, clip-on gold earrings and a cheap necklace and bracelet were quickly added to her ensemble.

Sonia was nearly ready; now only one last thing remained. She selected a handbag and put into it a lipstick, lacy handkerchief, card wallet and her phone. (The latter carefully sealed in a watertight bag. She could afford to trash many things, but mobile phones were too expensive to ruin.)

At last! Finally Sonia felt complete; all traces of Colin had been firmly pushed into the background. She was now ready to get on with the important part of the day.

Going downstairs, Sonia began to assemble her 'challenges'. This took time and great care not to soil her pretty clothes prematurly. After three hours she had everything ready and set up. Ten 'challenge stations' had been arranged in the kitchen, with each one identified on a separate piece of paper that was then folded and shaken in a bowl so as to ensure that when the time came she would have no idea of the sequence in which they would be applied.

It was now lunchtime, so Sonia made up a light snack and sat in the lounge to read the newspaper. This was deliberate ploy to defer the satisfaction of getting messy, thereby increasing anticipation and arousal. She spent the afternoon reading whilst becoming more and more excited.

Finally she could stand it no longer. "It must be time" she thought to herself. Eagerly she entered the kitchen and drew a slip of paper from the bowl into which they had been placed. She read:

'Place your hands wrist-deep in the pot of emulsion paint and make prints down the front of your dress'; urgh; a particularly messy challenge with which to start. Not only would her lovely new dress be marked with paint, but also she would have to cope with paint-covered hands for the other nine events.

By now very excited, Sonia lowered her hands into the paint and placed them on her faux-bosom, leaving two clear images on the otherwise pristine material. More swiftly now she continued to make handprints down the front of her dress, repeatedly dipping her hands in the paint-pot. She was well pleased as she looked down at the result. Now for challenge number 2:

The next slip of paper revealed that she was to: 'Fill your right shoe with strawberry jam and put it back on'. It only took a matter of seconds to scoop the contents of a jar of jam into her shoe. The squelch as she slipped her foot back in and watched the sticky jam ooze out over her stockings, caused Sonia to catch her breath.

Challenge 3 was to tip a tin of baked-beans inside her tights. Sonya could feel the slimy beans nestling in her gusset and sliding down inside the legs of her tights. She gently squished them with her hand, revelling in the sensation as beans found their way into intimate cervices.

Until now the outside of Sonia's outfit had remained fairly smart, as the white paint handprints seemed to enhance the material design rather than detract from it. All this was about to change as the next slip of paper read: 'Upend a bowl of trifle over your head'. Sonia squealed with delight. This was a challenge she had been particularly looking forward to, having spent quite a lot of time that morning making the dessert.

There was cherry jelly at the bottom of the bowl with a thick layer of custard on top. Above that lay a mixture of tinned fruit and biscuits, topped off with thick cream and glace-cherry decoration. Sonia was proud of her confection and thought; "It's almost a shame to use it in this way." However this idea did not persist for long and, with a shiver of anticipation, Sonia upended the bowl. For a second nothing happened then, all in a rush, trifle plopped onto her head and slide down her face and over her dress. She could feel jelly and custard slimily sliding down inside the dress and pooling around her tummy.

Challenge 5 made Sonia smile. She was told to: 'Place a custard pie on a stool, raise your skirts and sit in it.'

Demurely she did as instructed and gasped as the cold filling oozed out over her pantied bottom. After squirming about a bit so as to spread the mess around, Sonia stood, and smiled as pieces of pie crust and filling slid down the back of her stockings before plopping on the floor.

The next challenge, Number 6, was in many ways similar to Number 5, only this time she had to sit down in a chocolate cake so that the mess ended up on the outside of her dress.

It was a particularly gooey cake that Sonia had purchased from a supermarket. The chocolate certainly left a wonderful mess on the back of her skirt!

Challenge 7 was a repeat of number 2, only this time Sonia had to fill her left shoe with treacle and put it back on. As an added humiliation she was told to: 'Smear the treacle up your leg.' It was awfully sticky and Sonja was forced to wipe her hands clean on the front of her skirt, which, of course, also spread the white paint around a bit more.

Sonia now only had three challenges remaining and, of course, she knew what they were. "I wonder which will come out of the bowl next," she thought. It proved to be a 'classic'. 'Smash a custard pie in your face.' Sonia had a wide grin on her face as she complied. She gave herself a hefty whack and custard and cream sprayed everywhere.

Wiping her eyes clear, Sonia selected the penultimate challenge. This required her to: 'Pour the bucket of green gunge over your head.'

The bucket was a large one and contained a lot of gunge. Sonia was well coated by the time the last drops had plopped onto her head.

The slip of paper announcing the final challenge was a bit different to the previous nine in that it was taped to the bottom of the bowl. This was a deliberate ploy on Sonia's part so as to ensure it actually did come last. She shivered with anticipation as she read it. 'Sweep all the gunge on the floor into one place and roll in it until you are totally trashed. Use anything remaining in tins and jars.' Happily Sonia complied. With all the earlier mess wonderfully combined, Sonia flopped down and rolled around until she was totally covered, with no single inch of her previously pristine outfit remaining unsullied. With a flourish she scooped the remaining treacle and jam out of their pot's and smeared the contents up her thighs until her tights were unrecognisable. And then, for the final denouement, she poured the last of the emulsion paint into her handbag, thereby ruining both bag and contents. Giggling, Sonia slapped the sides of the bag together so that a fountain of white paint splattered in her face.

Colin could contain himself no longer and 'Sonia' disappeared for a moment as he ejaculated explosively into his knickers. Settling back in a post-orgasmic glow, Colin thought to himself; "Well there is an awful lot of mess to clear up, but WOW was that worth it! How long before I can do it again?"