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New job, new experiences (Loneiysong)

Tobias struggled. Leaning forward, he panted groaning weakly as he began to stroke his cock through his briefs. He panted and rocked his hips forward. He was practically begging through his body. He swallowed and looked at him. Leaning his hips forward. He felt his hands on him and it felt very good. Tobias groaned leaning his head back and panted. "What is your goal with me? What do you plan to do with me? Torture me? What is it you want that you keep getting pets and throwing them away?" He tried to get to the center of the demon.

Swallowing, he sighed and shivered. Maybe he was a sissy. Maybe he had liked getting dressed in dresses a little to much. He had walked in heels like he was a master at it. He smiled and canted his head and looked at him.
 
Belial was a master manipulator at this point, a lot of demons if not all demons thought everything could be solved with force but that was not always the case, it never hurt to have a bit of force to back up your plays but sometimes a soft touch was needed. He watched and recorded every expression and movement that Tobias had to his teasing, "don't think about such complicated things Talia, sissies don't need to worry about anything other than the cock in front of them" he said firmly with an edge of playfulness. "You are a sissy, you want cock in your hands, in your mouth, and in your cute little boy pussy don't you?" he asked in a sweet tone as his hand switched back to the soft rubbing of Tobias's oh so sensitive manhood through the clothing "does sissy Talia enjoy having her clit rubbed?" he asked teasingly.
 
"Oh please, oh please...no, no. " He shut his eyes adn shook his head back and forth. Shutting his eyes tighter he groaned and gasped his hands balling up into fists. He gasped and tightened as he began to cum. Shot hard thick ropes. He leaned forward panting and sweat dripped down his face. He shivered feeling it drip down and intermingle with the tape. Shutting his eyes he whimpered. "Please..." He was not sure what he was asking, but he was asking for it. He shut his eyes and panted. He shivered his toes curling.

"Please..." He whispered his eyes closing. He shivered and bit his lip and panted gently.
 
Belial just laughed as he watched the feminine male struggle against his orgasm but there was no denying it, he found himself loving the look that came over Tobias's face after cumming then the little male whispered out please a couple of times. "Oh what is it sissy Talia? what do you want?" he asked teasing as he reach behind to Tobias's ass now and gave it a light but firm spank "speak up Talia" he spanked that plump ass again "if you don't speak up master doesn't know what his sissy wants after all I can't read minds" he said jokingly. A third spank to that luscious a little harder now, none of them too strong it was more of a playful tactic to arouse Tobias more now as well as humiliating the cute crossdresser as well, "course I have a good guess as to what you might since sissies only want one thing, what do sissies crave Talia?" he waited eagerly for a good answer from his new pet.
 
Tobias shivered as he laughed at. He swallowed adn frowned and looked up at that cruel face that didn't give a fuck about him. He gasped as he was spanked the first time. He then arched his back and balled up his fists tighter and groaned as he became hard again. He shut his eyes and collapsed after the thir spank. He was aroused again and panting hard. He shut his eyes and swallowed.

"Fuck off" He panted after the third spank. That was his answer and he kept it at that.
 
Belial put on a look of disappointment now before giving his head a little shake "oh that's such a bad girl Talia, you never tell master to fuck off" he said in a let down tone before pulling his hand away and snapping his fingers. The big mahogany desk was back with nothing on it so the Demon threw the little male towards it now, he was on him instantly bending the smaller male over the cool surface of the wood pressing a strong hand to his lower back so he couldn't get up even if he tried. "Now we are going to have a tease and cum session until you understand your role in this relationship" he said excitedly, "this is where I tease you and make you cum lots and lots in embarrassing ways until you understand what you are".

"You are a sissy" he said before using his free hand to spank Tobias's ass again "you love cock especially master's cock" he said as he gave that sexy ass a fifth spank "you crave cock" another arousing and humiliating spank "because you are nothing but a cock hungry little sissy bitch" he said as he delivered another spank. Soon enough Tobias would feel that hot thick member pressing against his recently spanked cheeks through the clothing, "now Talia what are you?" he asked teasingly as he started to grind himself against Tobias's ass hard.
 
He gasped and was thrown over the desk. He gasped and groaned as he was spanked again. How could something that he dreaded as a kid turn him on so much as an adult. Shutting his eyes, he panted. He rocked his hips and groaned adn panted. "I am a sissy." He groaned. Honestly, what was so bad about being a sissy. He rocked his hisp and whimpered. He shut his eyes and panted. He was so hard, he was so close to cumming again. He reached down between his legs and gripped his cock and stroked the warmth. He blushed. "I am your sissy." He panted and groaned feeling him grind hard agianst him and rolled his eyes. It felt so good. He gripped the edge of his desk and panted and rocked his hips forward adn gasped adn squealed as he came hard again.

His briefs were now soaking and dripping down his thighs. He blushed shivering moaning to him.
 
Upon hearing those words finally spill from Tobias's mouth Belial knew that the fun was just beginning now that he had convinced the feminine male to accept his fate as a sissy for the demon. It seemed his new pet reached his orgasm quite easily as he came for the second time and Belial hadn't even been really trying to make the younger male cum he was just teasing so far, he couldn't imagine how the cute sissy was going to react when Belial was actually trying which only made him more excited to continue. "Oh it looks like my little sissy has creamed herself again" he said teasingly before reaching down under the clothing to grab at the briefs "these are in my way" he said lustfully before using a bit of magic to make them disappear, now all that was between the demon's cock and Tobias's bare ass was the black skirt he was wearing still but that wouldn't be a problem for long.

Belial reached down using on finger to tear along the back of the skirt making an opening while leaving the skirt on as the skirt was sexy on a bent over Tobias, "you cum pretty easy don't you my pet?" he asked softly as that hot length of his pressed between Tobias's cheeks now. He rubbed his length up and down between the cheeks slowly "are you always so easily excited or is this because you realized you are master's little sissy slut?" he asked before running a hand through the fake hair upon Tobias's head "hmm fake hair we'll have to change that" he commented casually.
 
Tobias panted and shut his eyes and shivered. He was panting against the desk and shut his eyes. He blushed as the demon would now could view his ass. His cock was still taped between his legs. Shutting his eyes, he blushed feeling that hard black cock against his ass. He blushed. "I only cum easily when I like something." He confessed deciding to be honest with the demon. He gasped feeling his ass tighten as the cock was rubbed up and down his ass. Shutting his eyes he felt his fingers along his hair and blushed. "How are you going to change it?" He asked and looked back at the demon.

He was not sure why he was submitting. Maybe it was because he was always adventurous and never had cum so many times in his life. The demon seemed to kno what he would like and what he wouldn't. He swallowed adn reached back to touch the demons balls and shut his eyes groaning to him. "Ohh I am your sissy."
 
The more Tobias blushed the more Belial wanted to make him blush, at the question of how he was going to change it he laughed softly before pulling the wig off easily enough "you forget I have something that changes the rules" he said calmly. Now those fingers tangled into Tobias's real hair gently but firmly "it's called magic" he said in a playful tone as he made Tobais's hair grow to the same length as the wing now, it was just like a woman's should be silky soft and looking quite nice with Tobias's feminine features. "Now I can do this" he pulled Tobias's head back with one tug exposing the male's neck to the demon which he took advantage of by biting and kissing his way up to the sissy's sensitive ear, "do you want master's cock sissy boy? do you want master to fuck your cute little boy pussy?" he asked in a deep seductive tone as he added a bit more to the teasing now.

As his cock came down between the cheeks Belial pressed the head of his impressive length against Tobias's entrance rubbing it against it smearing the warm slick pre of his cock all over Tobias's sexy little pucker but never pushing forward yet as he wanted to hear Tobias admit to wanting it.
 
He smiled as his wig was taken off. It was a good thing too cause it was getting hot and gross feeling. Shutting his eyes, he felt the demon grip his hair and moaned quietly to him. He shivered feeling the odd tingling sensation on his head. But soon soft silky hair fell around his shoulders a bit longer than the wig. He gasped and shivered feeling and loving the bite and then groaned. "Don't hurt me." He knew that that thick cock was going to hurt his ass like a bitch. He blushed feeling the warm pre rub against his asshole adn groaned. His cock began to throb again as he panted rocking his hips back and moaned softly.

"Please, please don't hurt me." He groaned. He was so hot and hard and wanting to feel him, but, he was also afraid. He swallowed. His heart was racing and he shut his eyes trembling.
 
"Oh don't worry little one I have a lot of experience making my big cock fit into tiny things like you, it will be a bit painful but don't worry that won't last very long because soon enough the pleasure of being taken like a real sissy will kick in" he whispered seductively into Tobias's ear. Now Belial slowly pressed his hips forward using his own pre as lube for the penetrating of Tobias's ass, he could feel the resistance of that tight ring of muscles but the demon's cock would not be denied entrance it continued to put more pressure on the entrance.

Slowly but surely he could feel the pucker opening up unwillingly of course but that didn't matter to the demon who groaned softly at the feeling of his thick head slipping into Tobias's ass for the first time, it was like a hot silk hand wrapped around the head massaging it gently so he began to force more of his length into Tobias slowly now keeping his word about making it as painless as possible.
 
He shut his eyes and moaned. Reaching up, he stroked his wolf like face and shut his eyes. Rocking his hips forward he gasped as the demon pushed his large cock forward. Throwing his head back, he gasped and groaned. Blushing, he felt his walls try to keep him out, but he kept pushing in. His muscles began to tremble around him as his cock got so hard it was painful. He whimpered and shut his eyes shivering. Swallowing, he shut his eyes and screamed out trembling as the sheer size hew as being forced to accept against his will. HIs cock however was leaking pre like a faucet between his legs. Soon he began to moan.

"Oh...oh yes. Master...oh god." He shut his eyes and panted trembling and bit his lip blushing.
 
Belial was glad to hear that his pet was enjoying this so much but there was something else that Tobias needed to do in order to be a good sissy, Belial pulled Tobias's head back with the firm grip upon his hair making him look at the demon. "Talia be a good girl and make sure to moan and talk like a sissy should" he ordered firmly as he forced another inch of his thickness into Tobias's ass, "you are not a man you are a sissy so use your sissy voice or else master will have to punish you" he threatened playfully as another inch sank in gently. Tobias would learn to be a true sissy which meant more than just dressing up and accepting the cock, Belial would have Tobias so convinced he was a girl that no one else would ever be able to believe that he was actually a male even if they saw him naked.

"How does it feel to accept your first real cock my cute fem?" he asked in a teasing tone as another inch was pushed in, he kept a steady gentle pace for now but once Tobias's ass relaxed the feminine guy would learn what a true fucking was, Belial gave a harder thrust now sinking two inches into Tobias's ass this time just to speed things up a bit.
 
Tobias groaned and panted shutting his eyes. He gasped as his head was pulled back and looked at him and raised his voice and moaned to him as he felt his ass grip that cock. He panted and whimpered cutely. "Master, you are so big and thick." She whimpered in a high pitched voice. Talia rocked his hips and moaned. He looked up and panted rolled his eyes. He moaned to him and groaned. He panted.

"Your cock is so thick and it makes me feel so good." She sighed adn panted. He was enjoying it. His cock now had a puddle of pre dripping into a puddle. She shut her eyes adn leaned back agianst his shoulder and sighed. "Please give me all you got. Trust me. I can take it."
 
"That's my good girl" he said in an encouraging tone as Tobias obeyed his order to use the sissy voice, soon enough Tobias or perhaps Talia now was begging for him to give her all the cock as she could handle it. He grinned down to her "oh someone is truly a cock hungry little slut" he said lustfully as he used his free hand to grab at Talia's hip firmly "don't come crying to master if you can't handle it" he warned her as he suddenly thrust forward with his hips while using the grip upon Talia's him to pull her back at the same time.

The combined force sent several inches sinking into her tight ass putting nearly nine inches of the demons hotness inside of her ass, "how does that feel baby girl?" he asked gently before giving another powerful thrust burying the last four inches of his arousal into Talia now, he growled out at the feeling and held himself there for a moment just grinding himself against her soft warm insides.
 
"Yes master." He panted and rocked his hips and moaned. "Yes, fill me with your warmth." He whispered. He was speaking in a female voice. He shut his eyes and groaned and moaned as she was pulled back. He spread her wide. He grunted and winced. He panted and arched his back and groaned. "Ohh...errnnnn...like heaven." He whispered adn grunted as he felt that cock so deep but it felt right. He gripped his cock and panted shivering. He swallowed and moaned.

"Thank you master." He whispered and panted shivering softly.
 
"You are welcome my pet" he said in a soft tone before giving a firm tug upon Talia's hair as he pulled his hips back, "now I want you to beg master to give it to you again, use every naughty word and action you can think of to make master want to fill your little boy pussy again" he ordered as the head slipped out of Talia's ass now leaving it empty. "Also what are you?" he asked teasingly as he wanted to see if Talia truly had learned her place, while he waited for the sissy to get to begging his placed his thick length between the cheeks, he thrust it up and down between the cheeks slowly letting Tobias feel it rubbing along his tight empty hole so close yet never giving the pleasure the newly appointed femboy truly wanted.
 
"I am masters sissy. I want your thick fat cock in my little boy pussy. I want you to fuck me deeply and not stop until you fill my stomach with your delicious cum. Pump me full of yoru demon seed. Give me all you got. Make me your little toy. I am your pet, always loyal for you. Please master." He whimpered and rocked his hips forward and panted. He was about to cum. He shivered knowing that when he did, he would shoot it all over his master. Panting, he trembled feeling so empty. He looked at him.
 
It seemed that Tobias truly realized his place was under his new demon master, he grinned down at the whimpering male as he watched Tobias tremble while looking at him with such wanting eyes. "You did very well my cute sissy, always remember you want nothing more than to please master and take his cock until he cums" he said in a seductively tone as his free hand now reached down to push one cheek to the side reveal his cute pucker again, "you will do well as my sissy Talia" he said encouragingly as he placed the bulbous head against Tobias's entrance once again.

Without warning the demon thrust forward powerfully suddenly barely every inch of his impressive cock inside of Tobias's ass, he growled out with pleasure as the feeling of hot silkiness wrapped around his arousal once more. His hand released the cheek letting it fall back into place while he tugged upon the feminine male's hair firmly, his claws gently raking over Tobias's back not breaking the skin just leaving a trail of red marks as he pulled back only to thrust every inch back into the wonderful confines of Talia's sexy form.
 
Arching his back, he gasped and rolled his eyes up and groaned loudly. He panted and arched his hips forward. He howled in pain and pleasure both as he was filled with that cock. He panted and rocked his hips forward and back. He shut his eyes feeling his walls grip him and panted and leaned his head back adn groaned. Looking up at him he moaned and shut his eyes. He felt his walls milking that girth. Swallowing, he shook his head and moaned softly.

"I will do my best master." He whispered and rocked his hips forward and back and groaned and sighed softly.
 
Belial's body felt as if electricity were coursing through it as he took Tobais's hole as he pleased, he had never felt such excitement and pleasure from another human which was only enhanced as Tobias or Talia as he would be called from now on seemed to enjoy it just as much. Every thrust was long and powerful, the demon pulling back to the point where he almost slipped out before ramming his hips forward forcing himself back in, Talia's body seemed to adjust quickly almost as if conforming to his shaft perfectly to please the demon more.

With every thrust he pulled at Talia's hair pulling his head back firmly but not harshly as the demon enjoyed making his pet moan and groan not squeal in pain, he would turn Talia here into the perfect sissy that there ever was. His hand came up and struck the boy's ass as he had earlier but this time it was accompanied by a powerful thrust that stretched his little hole nicely, with each powerful thrust came an arousing spank that was turning the milky flesh pink now "moan louder for me sissy, moan like a wanting whore for your master" he ordered lustfully as he thrust in once again driving as deeply as he could.
 
Tobias panted hard. Shutting her eyes, she panted and rocked her hips back and forth hard. He nodded and shut his eyes and howled in pleasure. He groaned and gripped the desk and shivered. He blushed as he came hard and his cock was pointed back. Shutting his eyes, he felt the spanks revive his cock. Shutting his eyes, he moaned louder and panted. "Yes master, yes take me."

He began to wince as his ass gripped his cock. He leaned his head into the hand that gripped his hair. Shutting his eyes he groaned and rocked his hips back and forth and shivered. He blushed.
 
Belial could feel the cum from his pet spilling onto his legs but he did not mind because his pet was enjoying this so much and so was he, he leaned his head down to bite at the little male's neck tasting the sweetness and the saltiness of his flesh before licking his way up to the ear to nibble all along the edge before reaching the top of the ear. He suckled upon the sensitive area as he thrust into Tobias once again "I can feel your body making itself change to the shape of my cock, gripping it tightly trying to milk me for my seed, mmmmmmmm feels so good........" he whispered into Tobias's ear as he thrust harder now, the speed of his thrusts increasing bit by bit "can you make it feel even better with your sissy ass?" he asked sweetly in a whispering tone before nibbling at Tobias's ear again.

Belial felt Tobias had a lot of potential so it was time to see if the cute male could actually devote his entire body to the pleasure of his master, his free hand reached around to fondle Tobias's balls gently cupping them before giving them playful squeezes as if he were trying to milk the male for more cum. Belial had enough experience to know there was a sensitive bundle of nerves inside of Tobias's ass that would make the little male scream for him but he wouldn't do that quite yet though the thought was tempting to say the least.
 
Talia groaned adn rocked his hips forward adn back. He loved the bites. Rolling his yes up, he panted and felt his tongue licking up. He sighed as he suckled on his ear. He grunted as he felt the thrust again. "Ohh, your cock, its the best thing, ever, master." He whispered back and groaned. He panted feeling him speed up slowly. "I am not sure." He answered whispering. He shut his eyes and groaned to him and shivered gently.

He rocked his hips forward feeling the demon cupping then squeezing his balls. Shutting his eyes, he whimpered. He rocked his hips forward and back and gasped. "Master..." He whimpered so cutely.
 
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