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Damsel in Distress (5 & 6)

Date: 13.08.2008

Keywords: 6), (5, &, Damsel, Distress, in,

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"Imagine your sister asking you to chaperone her on a date. Would you? Debatable - Now suppose you had to dress as her girlfriend? Duncan did but it was his sister who came to his rescue when subjected to a humiliating ordeal.

This story can be misleading. It starts as an endearing sister, brother crossdressing scenario that develops into a humiliating and brutal male rape. I don't wish to offend so if issues of this nature disturb or bother you please don't read any further. If you have a open mind and a broad sense of imagination ... Enjoy.

Tomi"

*5. Lesson 2*

'Lets see what we have here.' He said, peeling back Duncan's floral summer dress to reveal his lace suspenders and panties. 'Oh la la,' and with a forceful hand he tore his panties down to his knees. Tears began to roll down Duncan's face. He couldn't bare another seeing to under the masterful hand of Steve so when he was off guard Duncan quickly pulled up his knickers and skipped to the waters edge. Foolishly he glanced behind to see the none to pleased Steve pick himself off the floor and give chase.

'Come here.' He cried clearing his throat then spitting forcibly towards the river.'

Near the waters edge the grass was slightly wet and Duncan in his heels quickly lost his footing and slid down the bank feet first. His pretty dress rode up his waist and his panties cut deep into his bottom crack. Splash, his feet hit the water.

'That will teach you to try and get away. Where do you think your going dressed as a pansy boy?'

Duncan didn't care as his feet hit firm ground and he saw Steve laughing behind him. He held his dress high with one hand, balanced on each foot and removed both shoes one by one. Then he waded further into the water and although it was ice cold he didn't mind, desperate to escape. Steve laughed like a crazed hyena and seemed reluctant to follow.

'You'd better watch yourself these rivers are quite treacherous.' He shouted.

Duncan didn't hear as he let the icy water rise over his knees and to the tops of his nylons. A step further and it was lapping against his crutch. Still moving forward he felt the first lacy edging of his panties make contact and then they where completely submerged and hugging his form. About five metres along the bank was what appeared a small sand bank. As he got nearer he realised it was a piece of flooded ground that was still slightly below the level of the water. An escape route he murmured but his foot sank in the mud and the soft mass slid up past his calf. He grasped a tree root and his legs sank deeper and he experienced an utterly new sensation as the mud held him gently in it's all embracing caress. He heard Steve laugh even louder as he moved from one stockinged foot to another. With each reversal sinking lower and lower until when the mud almost reached his crutch, he came to the solid bed of the river. He slipped and sat back and felt the soft brown mud oozing up over his genitals until the whole of his lovely panties was engulfed in the mire, any movement sent an electrifying thrill through his whole body. He struggled to get free and as he moved his legs up and down he felt sensations he had never dreamed of. He was close to tears as he noticed his wallowing in the mud had completely fouled his lovely panties.

'Ahoy there.' A girls voice called and Duncan looked up to see a punt approaching. In it where six girls, all of Helens age and of student appearance. The girl at the front held out a hand to Duncan.

'Jump aboard and stop your crying.' she yelled.

Jump, Jump, he could hardly move and it took three of them to manhandle him onto the deck.

'Christ, your a mess.' Said a girl called Sue looking at the mud stuck to his legs. 'Lets get you back on dry land.'

Duncan didn't know what to say as they pushed the flat bottomed boat off the sand bank. They where as drunk as he but they expertly positioned the punt alongside the riverside beside the awaiting Steve.

'Come to Daddy.' He sneered.

'Sorry were late.' Duncan's rescuer shouted.

'You took your time joining us, we've dunk all the beer and eaten all the food.' Steve said.

'Sorry.' She said, 'You know what us girls are like. We spend an age shopping.'

'Shopaholics,' said one girl as she held out two large plastic carrier bags aloft. 'Who is this beauty we have saved from a watery grave.'

She turned to Duncan who lay exhausted on the bank his once beautiful dress soaked and heavily soiled with river mud. He sniffed back a tear as Steve explained.

'Say hello, Cindy.'

Duncan smiled and said hello, his make-up smeared over his face like a road crash.

Helen was still nowhere to be seen and without her protection he was convinced further humiliation was to follow. He was wrong . . ., initially as to his surprise the new girls where most understanding and sympathetic. Even though he assumed they didn't know his real identity

'Lets get you cleaned up.' One of the girls said, putting a comforting hand on his shoulder. They led him to the river bank. 'Slip out of your pretty dress and I'll rinse it for you in the clear water. If you're lucky it will be dry within the hour.'

'Thats very kind but what do I wear in the meantime.' He questioned.

'Don't worry.' Said an attractive blonde named Emma. 'I'm sure I bought an outfit today that if it fits your welcome to borrow.'

In his anxiety, Duncan didn't recognise the attractive Emma as his sisters best friend or see anything suspicious in her offer.

'Thank you,' he said relieved to be back amongst friends. He glided out of his dress like it was Christmas wrapping. Playing it for all it was worth not wanting them to suspect a thing. It was, as it stands, worth plenty as he had the kind of figure that gets noticed. Its his sex that let him down. He sponged himself down with a face flannel Helen had packed in their picnic. Dry within minutes Emma handed him a minute, sleeveless, black and red micro dress.

'It's not really appropriate for a day at the river, more suitable to a wild party night but it will at least contain your modesty.'

Jean, a timid looking girl with black spiky hair and similar build gave him a brand new pair of panties, still in their packaging. He turned his back to them shyly as he stepped into the lycra dress pulling it upwards over his huge chest. It was slightly too small and the material squeezed his arms as he slipped it over his shoulder. The dress was hardly fit for the purpose finishing just below the crutch and only just containing his amble chest.

'How does it feel,' Emma asked. 'Good fit.'

'Hmm!, Sleazy, I feel like a quart in a pint pot,' Duncan said, wiggling his hips and smoothing what he could of the dress down over his slender thighs. His legs where lily white under his dirty and laddered stockings. 'Slip these on,' she said, handing him a pair of cheap black fishnets.'

In his dirty shoes even before they refreshed his make-up he looked like a common tart.

'Dry your eyes, your mascara has all run, lets see what we can do for you.'

One of the girls handed a large make-up bag to Emma.

'A girl always feels better with a freshen up and a new face.' She said fluttering her own dramatically painted eyelids.

The girls tittered cruelly for the first time as Emma brushed more pink blusher to each cheek. Layer upon layer did she apply until his cheeks positively glowed. 'Oh, Cindy you look so adorable I can't believe our Steve was so lucky to find you.' Next she trowled yet more eyeshadow and mascara on. Finally she took a tawdry bright red lipstick and smeared an overly thick coat on to Duncan's lips. Once done Trish applied an inexpensive gloss to his lips so they would really shine. Whilst receiving his gaudy makeover he was oblivious to the other girls chatting to Steve.

'I think I may have over done the make-up. You look more like a tart than a demure teenager.'

'A course one at that.'

'A tenner a trick.' Trish added.

They giggled amongst themselves and pointed rudely to bits they liked. 'Look at his lips. See his pantie line, I don't believe his cleavage.' Mean while Emma's mind worked overtime. 'Now that you look like a tart show us you can move like one to.' The girls taught him some basic moves and he was soon gyrating around the field in front of them much to their amusement. That's right they cheered swing those hips, stick out that chest, strut your stuff.'

Emma looked at him cruelly. 'Do us a twirl,' she asked

Duncan did and the girls all clapped enthusiastically.

'Now guess what a tart like you really appreciates?' she said.

'A good rodgering,' said Steve who had already unzipped his fly's.

Trish chipped in. 'I don't think that's exactly what Emma had in mind, actually.'

'Champagne?'

Steve smiled and scampered over to the picnic hamper.

Emma interjected. 'I mean all girls like champagne and. . . being taken from behind. So I thought we could give Cindy an extra special treat. A treat only a girl can savour.'

Steve nodded. 'OK, I'm in, lets play swallow the bottle.'

Emma grinned.

Duncan gasped in dismay. 'Please no, what have I done to deserve this? Why the sudden change of tune? What have I done to deserve this?'

A smile slalomed down Emma's face, 'I initially felt sorry for you. Boy wants to be girl, I can relate to all that. I was even happy to welcome you in as one of our fold until Steve told me you're Helens brother. Helen my supposedly best friend who wasn't going to come today unless you came along. Yes you Duncan, you've caused me so much trouble. Talking of which where is your sister Helen and my boyfriend Paul. She looked around her in an exaggerated gesture. 'I blame you for his unfaithfulness and you deserve everything your going to get.'

Emma's hand gently caressed Duncan's cheek. Duncan shuddered.

'Pretty girl, We won't hurt you as long as you don't struggle. The choice is yours. Struggle and suffer or relax and enjoy. So you will do as we say. . . won't you?'

Duncan looked at Emma and the non too friendly girls that surrounded him and decided he had no choice.

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Keywords: 6), (5, &, Damsel, Distress, in,

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