Standing on the battlements looking down onto the small village, Theon remarked upon the quietness of Winterfell. Night had fallen and the moon shone down on the keep, as he stood wrapped in bundled furs. Lady Stark had left in the company of the Bastard, but seven days past and now the castle was under the rule of Robb. It had allowed him to organise his entertainment for the evening. Even though Theon would miss Lady Stark, for she was a nice piece of ass and eye candy to ogle on a day to day schedule. But now he found a new piece of ass to ogle. Well… one he could do more than ogle.
He saw a figure ambling up the small incline towards the castle and smirked to himself. Turning around he rushed down the stairs and headed towards the castle. Navigating through the twisting corridors of the keep, Theon quickly found his room. Glancing down the corridor he saw the open room of the imp. He had headed north to the wall and had now returned to Winterfell bearing gifts for Bran. An apparatus allowing him to ride once more. They intended to go out riding tomorrow and Bran was excited.
Leaping into his room, Theon eased the door closed and began unbuckling his cloaks and thick fur tossing them to the floor. Standing in nothing, but his undergarments, Theon reclined onto his bed awaiting anxiously for a knock at the door. His cock was hardening with every passing moment, imagining the sexy girl bouncing up and down on his cock, he body slamming up and down, her tits and ass jiggling with each powerful thrust.
A knock sounded throughout the room and he couldn't help, but smile mischievously as he glanced over at the door. Sliding from his bed, he crossed to the door and leant softly against the door. Then he heard a second knock, more frantic, slightly more panicked.
"Who goes there?" Theon asked, purposefully teasing and taunting whoever was beyond the door.
"You know who it is," Ros whispered under hushed breath, nervous as Theon prevented her from entering the room, "Now let me in before someone sees me."
"Ros? Whores shouldn't be in the castle," Theon joked mockingly as she frantically grasped at the door handle.
"Fine. I'll go let someone else fuck me tonight then," Ros said ceasing her attempts and hoping the threat would be enough to force Theon to open the door. She assumed correctly and Theon rushed to pull the door open and beckon the girl inside. Giggling as she did so she waited for Theon to lock the door before running her hands over the chiselled form of Theon's hardened body, "Thought that would work!"
"Oh I've missed you, Ros," Theon said pulling the whore towards his body grinding his hardened cock against her hip, moaning as he did so, "Did you miss me?"
"Not at all… plenty of cocks for a whore like me, but… you're certainly special," Ros purred her hand snaking down between her body and fondling his cock through his undergarments. Her hand squeezed and played with his dick, tugging his sizable bulge, "Very… very… very special indeed…"
"Truth be told… I've not really missed you…" Theon purred seductively his mouth biting at her neck nibbling on her earlobe as she played with his cock, "I've missed this…"
Reaching around, Theon grabbed Ros' plump arse and pulled at the soft flesh beneath her thin dress, prying apart her ass cheeks and then letting them bounce back into place, visible jiggling as he did so.
"Well…" Ros said turning and pushing Theon down onto his bed. Propping himself up against the wall, Theon smiled in anticipation ready for the whore to get to work, "…Let's get you caught up…"
Gyrating her hips and shaking her ass in Theon's face, Ros began to dancing, making sure to accentuate her many, many assets. Smiling sexily as she did so, she made sure to pout her lips, pretending to blow kisses to Theon. Her hands slide down her hips and leant forward squeezing her tits together and flaunting her cleavage. Leading her hands back up her hips, she let her hands glide across her breasts and round to the strings behind her neck. The dress she wore was a trick of the trade. A whore's dress. A flimsy, thin garment accentuating everything that needed to be accentuated and easily removable. A single string was all that held the dress onto her and she was softly tugging on that very string.
With one swift pull, the entire dress dropped pooling around her feet revealing every one of her luscious, defined northern curves. Standing with her hands on her hips, she let Theon ogle her body, taking every delicious curve. Her hourglass figure, soft breasts and plump fleshy arse. Smiling as Theon breathed in every ridge of her.
"Oh… wow… You've made an addition," Theon remarked nodding towards her cunt which was no longer simply trimmed, but was wild and fiery. She had found that the northern men were craving a hairier cunt and she was happy to provide. It was completely wild and was trimmed ever so slightly and kept from flowing over her entire crotch. It was also well combed and looked very sexy on the redheaded lady.
"Oh, yeah… wild and untamed," Ros purred passing her fingers through her bush, twiddling the hair around her finger as Theon gazed longingly at her pussy.
"Well someone had better tame it," Theon said leaning forward, grabbing Ros' arse cheeks and pulling her body towards his. He sat propped on the edge of the bed as Ros knelt over his cock, his tip sliding along her cunt.
"Is that so?" Ros cooed draping her hands around his neck and shifting her hips back and forth along his cock, teasing him with the warmth of her pussy.
"Is that so… Milord," Theon reprimanded taking her breast in his hand and painfully twisting her nipple, causing her to breath in sharply and let out a low groan.
"Is that how we are going to play it, Milord? I'm just a poor servant girl… here to serve my Lord…" Ros said innocently pushing down slightly and letting his cockhead push past her folds and nestle just inside her cunt.
"Well servant girl… get my cock nice and wet with these lovely lips of yours," he smirked, his thumb pulling apart her lips before sliding her down to her knees in front of him. Without a further word, she leaned forward and captured his cock in her lips and sucked her own juices from the tip of hic cock, savouring the taste of her own pussy. Ros had always had a perverse love for the taste of herself. Patrons often slide their cocks into her pussy and asshole and then pushed it into her mouth allowing her to savour the glorious taste of her own orifice. She absolutely adored the taste of her own asshole especially.
Ignoring the formalities of first time clients, Ros went all the way for Theon. Normally she would show off and tease the patron's cock, taking it deep into her throat and putting all her skill into the blowjob to make it the most pleasurable thing they would ever experience. However she had spent enough time with Theon to know how he liked it. Quick and sloppy. He wanted to cum quickly.
Collecting a mouthful of saliva, she spewed It down his cock, her lips still wrapped around his head. She used her hand to stop it going too far and began to jerk him up and down lathering his cock in her spit. She started to bob her head up and down making sure to take as much of his cock into her mouth as possible, but made sure to be quick with hr movements, sliding her lips back and forth. Her tongue occasionally flicked side to side adding to the pleasure, but she focussed on bobbing her head swiftly.
One of her hands dropped to his balls collecting some saliva from his shaft and coating his balls in the shimmering lube. Massaging his balls, she added to the pleasure. Twisting her hands as she jerked, Ros made sure to do everything she knew. Pulling her mouth all the way to the tip of his cock, Ros then forced herself to take all of it into her mouth, pressing her lips against his crotch, gagging slightly around his length.
"Oh… how I've missed these lips, Ros. So warm and tender," He moaned his hands holding her head there as she began to spluttered for air. Closing his eyes he relished every moment of her sweet hot mouth, "But I want to fuck you…"
Letting her go, Theon let Ros pull his cock from her mouth. Gasping for breath she managed to splutter, "First I want to see some gold."
"On the table over there," Theon said lifting the girl to her feet and gesturing to the table in the corner. Smirking to her lover, she strode over to the desk and bent over to count the coin making sure that her ass was all that Theon could focus on. He groaned as she shifted back and forth, shaking her ass in his direction, "Only take what you earn."
"Even if I did take more… where would I hide it?" Ros smirked opening up a coin purse and slowly counting out her coin, still swaying her hips back and forth, sexily.
"I can think of three places that could fit the entire Winterfell treasury inside them," Theon joked climbing to his feet and crossing over to Ros. Grabbing her hips he ground his cock up her arse crack, smearing pre-cum along her bum, "I think I want to try this hole tonight…"
Taking his cock in his hand he gently prodded her arsehole with his tip, teasing her with the possibility of entrance, but not following through.
"You know the rules about my ass," Ros said, stopping him in his track, causing him to pull his cock away and smile, "Costs more and you need to use that tongue to work some magic on my tight, arsehole..."
Grumbling slightly, Theon reluctantly slid to his knees behind the whore's fleshy arse and peeled apart her cheeks revealing her winking rosebud. He had never liked this. Loved having it done to him, but never doing it. But tonight he wanted her arse, even if it meant licking her arsehole. Steadying his grip on her cheeks, he leant in and kissed her asshole, like she had taught him the first time they did this.
"Good boy…" Ros chuckled, loving the attention Theon was paying to her. She loved her arse licked and the reluctance of the boy only added to her enjoyment. It showed his desperate want and desire to slide his cock in her arse. That love and desire for her tightest hole turned her only greatly.
Grumbling, Theon extended his tongue and licked from her pussy all the way to her tight rosebud and began to flick his tongue back and forth, relaxing and loosening her asshole. Tracing the wrinkled ridges of her asshole, Theon slid his hands down to her thighs letting her ass cheeks bounce back into their original position, slapping against his face as he was instantly buried in her soft, milky flesh.
His hands slid over her soft skin and up to her pussy, sliding his finger tip along her slit, causing her to shudder and her pussy to drip with pleasure. Pushing his finger into her folds, Theon began to ease his finger in and out of her pussy as his tongue began to slowly ease its way into asshole. The wriggling muscle rested its tip inside her arse and began to force its way inside her constricted hole.
"Oh yeah… You might be some highborn lord… but you're in m castle now…" Ros moaned as she smothered her lover in her own ass cheeks. Theon pushed forward until his lips were pressed against her asshole, his tongue buried in its entirety inside the redheaded whore's tight constricting ass. Moaning into her ass as he used one hand to jerk his cock off, Theon couldn't help, but start to enjoy it. Something about being buried up the girls ass and licking her bum seemed so dirty, "I think you've suffered enough… come on Milord. Fuck my worthless ass. Make me yours…"
As Ros said this she leant forwards and rested herself on the desk, her cheek resting against the wood and her tits pressed against the surface. Her hands slid back and pulled her arse cheeks apart. Pulling his tongue from her asshole, Theon jerked his cock and dribbling two strands of saliva. One onto his cock which he lathered up alongside the whore's spit from her sloppy wet blowjob before. The second landed on her asshole, which he promptly smeared around with his fat cockhead.
Deeming himself sufficiently lubricated, Theon took a hold of the whore's hips and readjusted her slightly before pressing the head of his cock firmly against her arsehole. Ros was no stranger to anal and Theon knew this very well, but still he took it slowly. Wriggling his cockhead around, he finally found a chance to press forwards and begin to part her arse. Whimpering slightly as she felt her hole stretch, Ros couldn't help, but succumb to the pleasure. Theon might be a prick, but by god does he have a big one. Cooing slightly, she relaxed her asshole allowing Theon to pop the head of his cock inside.
Grunting as his tip rested inside her, Theon groaned loudly at the sweet tight pleasures of the whore's ass. It had been a long time since he had felt the tight warmth of a northern rump and he was revelling in its delightful sensations. Both his hands wound themselves around her hips and held her tightly. Slowly, he began to ease his cock inside, each inch parting her body even more. It took a few minutes before Theon's crotch found itself firmly squashed against her soft fleshy arse.
"Mmm… fuck me, milord," Ros moaned feeling unbelievably full. There as something about anal that just made her seem fulfilled. Her ass was torn apart, but it felt so right. The orgasm at the end of a good ass-fucking was something to behold and she savoured each sensational second.
Keeping his cock submerged in her ass, Theon pawed and played with her ass, pulling and grabbing at the flesh, before raising a hand and striking her supple flesh. Gasping, Ros jolted forward an inch of Theon's cock sliding out of her ass. Theon was quick to rectify this by slamming his hips forward and burying his cock once more. Groaning, Ros slid her hand between her legs and began to stroke her pussy gently with her hand, toying her dripping hole with her fingers, she eased a finger inside her, moaning to herself.
As she did so, Theon began to pull back, his cock gently sliding out of her snug bum, until only his engorged tip remained lodged inside. Jerking the shaft of his cock slightly, Theon then slid the entirety of his length back inside, making sure she felt every inch pry her arsehole wider and wider. The thicker parts of his cock, stretched her even further and she simply loved it. A second finger joined his first in easing in and out of her pussy, coating them in slick juices.
The combined pleasure of her asshole and her previous blowjob had brought Theon to the end. His cock was throbbing for release and he couldn't care less about Ros cumming. As soon as he felt his balls tighten, he pushed his cock deep into her ass and spurted his cum deep in her rectum, causing her to squirm at the strange sensations. Grunting he made sure her ass milked every last drop before pulling out and dripping cum down her leg. Slapping her ass, he crossed to his bed and said, "Go on. Take your gold and get out of here…"
Without a further word, Ros collected up her gold, sneaking an extra few coins before exiting the room, her pussy in need of some much needed care and attention. Sighing to herself, she turned to walk down the corridor, but saw a figure standing in the doorway. A dwarf, "I didn't know you were back In Winterfell milord…"
"I didn't know you made rounds in the castle," Tyrion replied drinking from a mug and smiling curtly, "Perhaps you could make one more round…"
