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Chapter 5
by DubiousSintax
Where does Simon find himself?
Alone in the slums
When Simon came to it was cold and dark and the familiar foul stench in the air quickly confirmed he was somewhere in the peasant quarter. It took all of his effort to rise from the ground, his muscles weak and legs shaky. The cool kiss of the night air on his skin led Simon to inspect himself and to his shock he realised he was wearing a rather tatty and frankly scandalously short skirt, and a similarly skimpy top, a shirt it seemed, with cut off sleeves, cinched in a knot at the front to reveal his midriff.
As shocking as his attire was, his attention quickly turned to his body beneath it. Looking down at himself it was hard to ignore the rather large obstruction caused by his chest. A quick squeeze confirmed his fears, he definitely had a pair of breasts now... rather perky ones at that. Bending over to see past them he noticed his legs, shapely and smooth, ending in a pair of dainty feet complete with cute little painted toenails.
Just as he was about to explore himself further he heard people approaching, their low voices punctuated by laughter as they grew nearer. In a moment of indecision, Simon hesitated too long, the approaching strangers rounding a corner and coming almost face to face with him before he had a chance to act. To his horror, before him stood three of his friends, fellow young noblemen clearly intoxicated and on their way from one seedy tavern to another. The lads were out without him, he realised stupidly - he had always considered himself the leader of their little group and enjoyed mocking them and bossing them around. Now, **** and in shock he stood before them dumbstruck, only snapping out of his daze when one of them spoke.
"Well hello there..." came the voice of Hoss, the biggest and most brutish of the three. "Haven't seen you around these parts before darlin'. What's a pretty thing like you doing out here dressed like that? Dangerous place this is."
The other two chuckled at this before nodding their agreement as they looked Simon over with hunger in their eyes. Simon shivered, not just from the cold, and **** himself to respond.
"I... I'm a little lost... Sirs." Simon stammered, the high pitch of his voice making it even harder to concentrate on his words. The trio were incredibly intimidating he realised, not least because they now towered over his new feminine frame, making him feel even more weak and helpless under their leering gazes.
"Lost is it?" asked Cain, the cad of the group. He was always telling lewd tales of the things he did to his family's servant girls and the local milk maids. Simon never believed a word of it but now, looking into his eyes he found the most sordid of those tales replaying in his head and he wasn't so sure. A bubbling fear had begun to rise in Simon's gut and he knew he needed to escape as soon as possible, but as the three young men crowded around him the possibility of escape quickly evaporated.
"Don't worry little lady," continued Cain, "We know a little place just down the road has a warm fire and a fine ale. Come along and we'll get you out of this cold."
"And outta that skirt." sniggered Bren, the jester of the group, hardly trying to conceal their intentions. A sharp elbow to the ribs from Hoss ceased Bren's chortling while Cain wrapped his big, strong arm around Simon, guiding him towards the tavern.
"What's your name darlin'?" He asked, his fingers probing at the naked flesh at Simon's hip.
"Sim... Simone." Came the reply, the startled Simon somehow thinking fast on his feet. Her feet... Her head started spinning, the pink mist rising behind her eyelids once more and as the large man groped at her waist she felt a strange, unfamiliar but not unpleasant sensation building between her legs. A warm, wetness... a needy ache that was delightfully distracting. She tried to shake it away but the more Cain fondled her, the more of his masculine scent she inhaled, the stronger the feeling became.
Fortunately for Simone they quickly reached the tavern, a small, dingy place that was empty except for the barkeep and a handful of drunks who appeared half asleep. Bren made for the bar while the other two ushered Simone over to a booth in the corner where they sat either side of her, hemming her in. Bren quickly returned with a flagon of ale and several cups which he filled, sloshing plenty of the strong smelling **** over the table in the process.
"Drink up love." came the command - from who Simone couldn't be sure. She was too busy coming to terms with the now overt groping she was receiving from both of the men at her side. Their big, rough hands roamed over her thighs, her stomach and even her breasts and disturbingly the attention had started to feel incredibly good. When she dutifully reached out for a cup and took a swig one of the men finally ventured under her skirt, his thick fingertips finding her knickers completely soaked through.
Simone couldn't help but moan, the final confirmation that she was in fact definitely a she coming as less of a surprise than the sheer pleasure of being touched down there. She knew this wasn't right, that she should be trying to escape this situation, but as Cain's deft digits pulled her soaked knickers to the side and one began to slide between her folds she found she couldn't fight it. She didn't want to if it felt this good.
In fact it was Cain who paused, his invading finger finding unexpected resistance inside the slutty little wench. "Oh ho... what's this? Boys... this little tramp is still a virgin!"
This caused all three of the men to take pause, amazed at this unprecedented turn of events. With his finger still pressed into Simone's entrance Cain said, "A girl's flower is a precious thing darlin'... and while us here would love to be the ones to take it from you, we could be convinced to let you keep it, for now at least."
"And make a pretty penny from it too..." Bren hissed softly. The trio were clearly conflicted, here was a beautiful, unspoiled lass just ripe for the taking, so enticing the cocks of all three strained against their breeches. And yet, should they wish they could sell the privilege of plucking Simone's flower to any number of lecherous men in town and make a fortune.
Simone squirmed in the men's grip, her sensitive quim throbbing around Cain's finger as the men considered their options. She couldn't quite comprehend what was happening, lost as she was in her growing lust and it was not until Cain directly addressed her that she began to understand.
"Let it not be said that we are anything less than gentlemanly..." announced Cain theatrically as he swirled his finger inside Simone teasingly, his thumb rubbing expertly over her throbbing clit. "Ladies choice... do you wish for us to be the ones to make a woman of you my dear, or would you prefer to save yourself for a more distinguished suitor?"
The three men watched Simone closely as she shuddered and quivered in pleasure, her own internal conflict clear upon her face. In her pink haze, in her exciting new body she wanted this, needed to be fucked as a woman and yet, somewhere deep down she knew she should resist. She vaguely remembered a sense of danger and realised that there may still be a chance for escape... if only she could resist.
Does Simone give in to lust?
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Updated on Jun 12, 2024
by street0
Created on Apr 14, 2024
by street0
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