An adult stories – Hidden Camera Ch. 02: Jacksons Education by LCrowe,LCrowe Jackson walked through the apartment complex parking lot, the quiet, peaceful morning at complete odds with the emotions tearing through him or the huge knot sitting somewhere where his stomach normally was.
Jackson was still in shock that he had been caught using a hidden camera in the girls changing room at the complex’s pool, was even more shocked that the woman who had caught him hadn’t turned him in to either the apartment management or the police. Even with the relief he felt for not getting turned in he was still dreading what that woman had planned for him this morning after the previous afternoon spent in her apartment.
Jackson reached the two story building with the woman’s… with Susan’s apartment on the ground floor and glanced at his phone. He still had another fifteen minutes until eight, the time Susan had demanded that he be back with the threat that she’d contact both the apartment management and the police if he didn’t.
After Susan had confronted him yesterday with his GoPro in her hand things had taken a decidedly strange twist. She had brought him back to her apartment and proceeded to demand that he first strip naked before giving her a foot massage, a full body massage and even a yoni massage. Jackson hadn’t even known what a yoni massage was but was very happy to provide one for her when he learned what to do.
And the most frustrating part was that Susan hadn’t let him make love to her.
Giving him a foot job just didn’t count as far as he was concerned even if it had felt amazing when he had finished with her toes stroking his cock.
And then she had made him lick her feet.
Jackson’s heart slammed in his chest at how humiliating that had been, his face hot as he remembered being forced to clean his own cum off her toes… and remembered that he hadn’t minded at all once he had started. The most humiliating part of what had happened was that Jackson had secretly enjoyed it and…
And was looking forward to what was about to happen he finally admitted to himself.
Jackson glanced down at his phone and with five minutes to spare walked up to knock on Susan’s door, his heart racing as he remembered what else Susan had shown him before she had kicked him out, the leather whip and even a strap on dildo.
“Good morning,” Susan said as soon as the door opened.
Jackson stared at her, his eyes traveling from her long auburn hair streaked with gray still a little damp from a morning shower, to her gray eyes that had been so hard and cold yesterday, her dark, tanned skin then farther down to the white silk kimono that molded to her lean body with her nipples already hard points outlined against the fabric.
Jackson’s eyes slipped down a little farther to Susan’s petite feet and the gold and silver toe rings that she was wearing as he remembered what she had made him do the day before. Even if she were probably in at least her 60’s Jackson had to admit that Susan was still gorgeous as well as being the most sexual woman he had ever met.
“Ahh, good morning,” Jackson replied.
“Good morning, Mistress,” Susan corrected and stepped aside to wave Jackson in, “You’ll learn.
“I had to make a special trip just for you last night.”
“Am I allowed to talk?” Jackson asked.
“Am I allowed to speak, Mistress,” Susan corrected, “So say it again.”
“Oh… ahh… am I allowed to speak, Mistress?” Jackson replied.
“You may speak only to answer me and if you do have a question you’ll first say ‘If I may, Mistress’,” Susan instructed, “Now, stand over here.”
Susan directed Jackson to stand in the center of the living room and then walked over to a digital camcorder on a tripod as soon as Jackson had taken his place. Susan turned the camcorder on and quickly adjusted it while staring at the LCD display before looking up to meet Jackson’s eyes.
“I think we’ll continue to show you just how humiliating it is to be filmed when you don’t want to be,” Susan said, “Now, get undressed…. slowly.”
Jackson’s heart slammed in his chest and he stared defiantly back at Susan before quickly pulling his shirt over his head.
“Oh, are you going to be a spoiled little brat?” Susan purred, “I do enjoy teaching spoiled little brats their lesson.”
Jackson’s eyes widened at being called a spoiled brat and tried not to shake his head while glaring at her.
“I said ‘slowly’ Jackson,” Susan continued, “And when I give you a command I expect you to say ‘Yes Mistress’ as well.”
“Yes, Mistress,” Jackson shot back before slowly and deliberately unbuckling his belt.
As Jackson unbuttoned his cargo pants he caught a flash of gold as Susan picked something up off the kitchen counter. He could feel himself already beginning to get hard as he pushed his pants down over his hips before kicking off his Teva’s and stepping out of both his boxers and pants.
“Ummm, very nice,” Susan said and quickly walked over to him.
Jackson glanced down at the feel of something cold pressed against the head of his penis and then stared at the tubular brass cage Susan slipped over his growing erection.
“What is that?” Jackson asked as he watched Susan quickly slip something around the base of his penis beneath his balls before giving her wrist a slight twist accompanied by an audible click.
“That, Jackson, is a cage,” Susan replied as she held up a small silver key, “And next time I had better hear you say ‘if I may, Mistress’ when you ask a question.
“Do you like how it feels?” Susan asked with a smile, “I had to guess at your size when I bought it last night.”
Jackson stared down at the tube shaped cage completely enclosing his shaft, his growing erection causing his penis to swell until he filled the tight constraints of the cage which then prevented him from getting any larger.
“Shit… ahh… If I… ahh, can you take it off please?” Jackson stammered, the sensitive flesh of his penis pressing between the bars of the metal tube, “Ahhh, Mistress, sorry.”
“No, I don’t believe I can,” Susan replied and reached down to run a fingertip over the brass cage and the parts of Jackson’s sensitive skin that was forced between the metal bars., “I’m rather fond of it already, aren’t you?”
Jackson stared down at his penis trapped in that cage before glancing up at Susan with huge, wide eyes. Susan smiled and walked slowly over to the counter again before picking up a bottle of lube and a black velvet bag.
“Are you going to film unsuspecting women anymore Jackson?” Susan asked as she walked back to him.
“No… ahhh, no Mistress,” Jackson instantly replied, the pressure of his erection inside the cage a constant distraction.
“Hmmm, too bad that I don’t believe you,” Susan said and then slipped a pink oval egg the size of a lemon with a curved handle attached to one end out of the bag, “But I do think we can make sure that you never do anything like that again.
“Do you know what this is?”
“No, Mistress,” Jackson replied while biting his upper lip, the pressure on his penis constant.
“This, Jackson, is a butt plug,” Susan explained while squeezing a dollop of lub on the end of the egg, “I want you to turn around so that your cute little ass is facing the camera and then spread your legs and reach down to grab you ankles.
“Do you understand?”
“Ahhhh, fuck, really?” Jackson blurted.
“Jackson, do I really need to explain to you again what will happen if you don’t do exactly what I tell you to do?” Susan replied.
“No, Mistress,” Jackson stammered and turned around.
Visions of the massive butt plug as well as the camera filming every second filled Jackson’s mind as he bent down to grab his ankles.
“Such a cute little rosebud,” Susan purred and Jackson tried not to jerk when he felt a fingertip stroke his asshole. “And if I were to guess I would say your ass is still a virgin.”
Jackson felt his face flushing as he felt Susan spread his ass cheeks apart, her lubed fingertip stroking across his puckered flesh while the camera continued to film. Jackson let out a gasp of surprise when he felt Susan’s fingertip press into his tight sphincter and then closed his eyes as her fingertip penetrated deeper into his body.
“You have such a tight little asshole,” Susan murmured as she worked her finger in and out of Jackson’s ass.
Jackson couldn’t help himself and moaned when he felt Susan press against something deep inside of his ass just below his shaft, his penis straining painfully against the metal bars that surrounded it.
“Ohhh, do you like me stroking your prostate?” Susan cooed, her fingertip stroking against that magical spot inside of Jackson’s ass.
“Ohhh, shit… yea… yes, Mistress,” Jackson managed to gasp, “But… If I may Mistress, can you take this off my dick?
“Please?”
“Please, Mistress,” Susan corrected as she slipped her finger out of Jackson’s ass, “And no, I will not take my cage off of your dick.”
Jackson gasped again as he felt something cold press against his asshole, the pressure building as Susan began to push what he guessed was the butt plug deeper into his ass. Jackson bit his lip as the pressure continued to build, his asshole stretched open until he gasped in shock when the widest part of the butt plug slipped past his sphincter and his ass sucked the butt plug into his body.
“How does that feel, Jackson?” Susan asked, her fingers stroking the sensitive skin between his asshole and the base of his cock with the handle of the butt plug nestled between his ass cheeks.
Jackson’s breath came in gasps as his legs shook and he held onto his ankles as much to keep from falling over as to obey Susan before he let out a yelp of surprise when he felt her smack his ass hard enough to leave a handprint behind.
“I asked you how that feels,” Susan asked sharply.
“I… I don’t know, Mistress,” Jackson gasped.
“Do you like it?” Susan asked again, “Can you feel the pressure against your prostate?”
“I…” Jackson began, the pressure deep in his ass not unpleasant, only different, and the pressure against his prostate if that was what it was called…
“I… I don’t know, Mistress,” Jackson finally stammered, “Maybe?”
“Maybe…” Susan mused and then stroked her fingers across the red welt of her handprint outlined on Jackson’s white ass cheek, “Stand up.”
Jackson stood, the butt plug shifting and moving inside of him and causing his penis to stir and press painfully against the confining cage.
“Ahhh, shit… it’s… when can I take this thing off, Mistress,” Jackson managed to stammer.
“I haven’t decided,” Susan replied with a smile, “I think we’ll just have to wait and see, won’t we.”
Susan reached out to stroke Jackson’s lips and then turned to walk slowly over to the couch. As Jackson watched Susan turned around and spread the bottom portion of her kimono open so that he could see her bare mound and bellybutton before sitting down.
“You may come here and lick my pussy, Jackson,” Susan said as she sat down and placed one of her bare feet up on the arm of the couch with her hips right at the edge, “Only your mouth and tongue, no fingers.”
“Fuck… yes, Mistress,” Jackson stammered before stumbling over to kneel in front of her.
Susan lay back and used her fingers to spread herself open, her large, dark brown labia parting with tiny threads of nectar clinging between them to expose her moist vulva.
“Just your mouth and tongue, Jackson,” Susan sighed as she looked down at him.
Jackson bent forward and suddenly smelled Susan’s strong, pungent aroma and realized she must have not washed herself from yesterday. Jackson was reminded of the smell of the ocean and deep, thick leaves in a forest and sucked one of Susan’s lips into his mouth, the aroma arousing enough for his dick to strain at the metal cage containing his erection. Jackson used his lips to pull and stretch Susan’s petal out until it slipped from between his lips and then quickly leaned down to take Susan’s opposite lip into his mouth.
“Ummm, very good, Jackson,” Susan murmured, “Do I taste good to you Jackson?
“I made sure not to wash my pussy after you gave me so many wonderful orgasms last night, I wanted my flavor to be perfect for you.”
Jackson let his tongue dip deep inside Susan’s gaping vulva, her nectar pooled at her opening to run down between her ass cheeks in a clear stream. Jackson closed his eyes and savored her flavor that was just as strong and pungent as her aroma, the sphincter of his asshole squeezing down on the butt plug buried inside of him while his penis throbbed inside his brass cage. Jackson leaned forward so that he was on his hands and knees and placed his entire mouth over Susan’s clit, the flat of his tongue pressing against her sensitive pearl at the same time he began to suck.
“Ohhhh, yesssss,” Susan moaned, her toes curling where they were resting on the arm of the couch only inches from Jackson’s eyes, “Verrrrrry nice.”
Jackson plunged his tongue deep inside of Susan and then began to use the tip of his tongue to circle her clit before sucking and tugging on each of her lips. Susan’s hips began to rock forward on the couch, Jackson alternating between using his tongue to stroke and circle her clit and pulling on each of her lips in turn. Jackson lost track of time, her strong aroma and taste, the pleasure of having his tongue buried in her pussy, the feel of the butt plug buried in his ass, and the constant pressure of his penis straining against the cage mingling as he pleasured Susan.
“You’re going to make your mistress cum, Jackson,” Susan moaned.
Jackson pressed his lips against Susan’s clit and began to hum as if he were making a W sound, Susan’s hips instantly pressing upward as she gripped his hair painfully in her fingers to pull his head down. Jackson let out a grunt of pain from Susan pulling his hair and let her force his face, to use his tongue as her own toy against her pussy.
“Ohhhhh, Jackson!” Susan cried.
Jackson continued to hum and could see the muscles of Susan’s abdomen rippling for several long moments until she suddenly collapsed back onto the couch.
“Ohhh, such a good boy, Jackson,” Susan cooed as her body continued to shudder and give tiny little jerks.
Jackson stared at Susan’s vulva and asshole clenching rhythmically and the milky cream that flowed out of her with each and every squeeze. His eyes flickered up to her face, her eyes still closed before he reached down to touch his glans through the cage, the slight touch sending an electric pulse of pleasure though him.
“If I may, Mistres, can you please take this thing off of me now?” Jackson said hopefully.
“No,” Susan said and dropped her foot to the ground before standing up on shaky legs, “What you may do is come back here tonight after you get off work.
“You may take your plug out for the day, but I do expect you to have it back in when you arrive, do you understand?”
“What?” Jackson asked as Susan gestured for him to stand up, “You’re not going to take this thing off?”
“Turn around and bend over,” Susan demanded.
Jackson’s eyes widened but then he gave a shaky nod, “Yes, Mistress.”
The moment Jackson was bent over Susan’s hand shot out to smack his ass with a loud crack followed just as quickly by two more. Jackson cried out, his’s eyes widening at the sudden, sharp pain until just as quickly Susan stepped away.
“Stand up!
“You keep forgetting to call me by my proper title, Jackson,” Susan said sternly while he stood, his ass still stinging and turned around, “And no, I am not going to take my cage off of you.
“You do not get to play with yourself, you do not get to touch yourself or jerk off without my permission, so you will continue to wear your cage all day and then tonight as soon as you get off work… you will come here to see me again.
“Do you understand?”
“But,” Jackson began.
“Do I really need you to turn around again! No buts,” Susan said severely, “Tonight as soon as you get off of work!”
“Yes, Mistress,” Jackson said while his dick throbbed inside his cage and his sphincter clenched down on the plug buried in his ass.
“Now, get dressed and leave,” Susan demanded, “And remember, you better have your butt plug in when you arrive tonight!”
“Yes, Mistress,” Jackson stammered and quickly put his clothes back on, the cage surrounding his penis making an obvious bulge against his shorts.
Susan watched with a smile as Jackson dressed and then walked over to him to give him a slow, smoldering kiss before pulling away and licking her lips.
“Ummm, I love tasting pussy on my toys lips…. but not as much as I love tasting cum,” Susan murmured as she lead Jackson to the door and shoved him roughly out.
Jackson stared at the door as it closed in his face, his penis throbbing in the confining cage while he could feel his sphincter squeezing down on the plug violating his ass.
“What the fuck is this crazy ass horse shit?” Jackson mumbled and turned to walk back to his own apartment.
With the very first step Jackson couldn’t help but grimace with the feel of the butt plug shifting and moving inside of him, his would be erection pressing against the confines of the cage. After a quick glance around to see if anyone was watching Jackson started walking, each and every step jarring the butt plug and causing his sphincter to squeeze down.
Jackson’s apartment was only a few buildings away from the pool and he couldn’t help but glare at the changing room as he passed.
“Fucking camera!” Jackson panted, “I can’t believe this shit!”
Jackson was becoming more aware of the butt plug moving inside of his body and shifting against his prostate as he walked, his belated erection pressing painfully inside the cage as he began to grow concerned that he might have an ‘accident’ while he walked. He tried to pick up his pace, his apartment finally in view, but had to immediately slow down once more and wondered if he could have an orgasm while wearing the damned metal cage Susan had put on him.
“Ohhhhhhhhh, shhhhhhit!” Jackson exclaimed the moment he stepped into his own apartment, the warm feel of his semen filling his underwear as his face heated in embarrassment.
Jackson leaned against the wall and tried to catch his breath until finally pushing away and hurrying to the bathroom. He managed to clean himself off with a second hot shower, squatting and trying to force the plug out of his ass until he was finally forced to reach down and slowly pull it out. Jackson gasped and slipped in the shower to land on his butt when his ass finally managed to force the plug out then spent a minute examining the toy after giving it a thorough wash. His ass felt tender and stretched as he ran a finger over the smooth egg, still amazed that something as large as a lemon could even fit inside of his body.
“How the hell am I supposed to get it back in?” Jackson mumbled and then began to examine the tubular metal cage that still surrounded his flaccid penis.
He felt enormously better after having cum, the constant pressure of him trying to get hard while being constrained now gone but was determined to get the cage off as well. After several minutes of holding his balls up to examine the metal clasp around the base of his shaft Jackson gave up and quickly dried off before hitting the computer. After a few decidedly ‘odd’ Google searches Jackson pushed away from the computer with a curse and finally admitted defeat. There didn’t seem to be any way to get the cage off without the key unless he damaged the damned thing.
Jackson shuddered at the thought of what Susan would do if he broke her cage.
Jackson’s ass was still tinder a few hours later as he got ready for work, the cage around his penis serving as a constant reminder of Susan and the demand for him to see her again that night. Work seemed to go by in fits and starts, dragging on and on when he was aware of his cage and then glancing up to see that an hour had suddenly slipped past. Even some of his coworkers noticed his behavior as he feared that everyone would know that his penis was caged so that he made a point of avoiding everyone. When a girl he normally got along well with and even flirted with asked if he was ‘happy’ to see her he had quickly escaped with her laughing eyes following his hasty retreat. The drive home after closing had been an ordeal, his penis swelling uncomfortably inside the cage while he thought about what Susan might do to him as well as having to put the plug back in.
As soon as he was in his apartment Jackson took a hasty shower, uncomfortably aware that his cage made it harder to urinate and he had ended up having to sit on the toilet just to manage before wiping himself clean. As soon as he had toweled off Jackson picked up the putt plug and turned it over and over in his hands.
“Shit!” Jackson finally exclaimed and opened his cabinet to pull out a bottle of KY.
After spreading a generous dollop over the entire toy Jackson squatted down and placed the pointed egg against his anus. He began to twist the toy left and right while pressing in, his anus slowly stretching to allow more and more of the egg inside of his body. When the widest part of the toy passed his tight sphincter Jackson couldn’t help but gasp as his ass sucked the toy into place.
“I can’t believe this shit…” Jackson gasped with the toy pressing firmly against his prostate while giving the sensation of being full and ready to go to the bathroom.
Jackson stood carefully and grabbed his boxers from the bathroom counter before hesitating and then tossing them aside. He was pretty sure Susan wouldn’t mind if he went sans underwear and stepped into his cargo shorts before pulling a tight fitting Under Armor shirt over his head. After a final quick glance in the mirror Jackson put on his Teva’s and headed out the door. At almost eleven at night on a week day Royal Court looked to be nearly deserted with most people already inside watching late night television or asleep, Jackson’s steps the only sound besides a passing car on the main road two blocks away. As he reached Susan’s apartment he saw that the curtains had been closed but he could still see light shining around the edges.
Jackson didn’t hesitate as he walked up and knocked on the door and after nearly a minute the door opened to reveal Susan wearing a black leather harness covered in pointed silver studs. Black straps draped over Susan’s shoulders to plunge down before dividing into two diamonds to frame each one of her slightly saggy C cup breasts. Another leather diamond framed her stomach with her navel perfectly centered and her mound covered by a tiny slip of shiny black leather. Even Susan’s feet were encased in black leather straps with Roman style gladiator sandals that came up to just below her knee. Jackson could only stare at Susan’s exposed, tanned body as she stood in her doorway for anyone who happened to be in the parking lot to see until he jumped when she snapped a riding crop she held that he hadn’t noticed.
“Well, ‘Good evening, Mistress’ would be a very good way to start,” Susan said tartly while still just standing in the doorway.
“Ahh, good evening, Mistress,” Jackson parroted.
Susan continued to only stare at Jackson while standing in the doorway and he wondered if he had forgotten to say or do something as he shifted from foot to foot and glanced out towards the dark parking lot.
“Did you put your plug back in?” Susan finally asked while tapping the riding crop against her thigh.
“Yes, Mistress,” Jackson instantly replied.
“Ummm, so my spoiled little brat is capable of learning,” Susan said with a slight smile, “Come in, Jackson, I’ve been anticipating your training all day.”
Jackson stepped inside to kick off his Teva’s and after another moment of being perfectly framed in the light spilling out of her living room Susan closed the door and followed him. Jackson immediately spotted the video camera on its tripod with the red record light blinking as he walked to the center of the living room and turned to face Susan, his eyes once more crawling over the dark tanned skin of her exposed breasts and tiny leather thong.
“When you come inside my home from now on Jackson you will immediately take all your clothes off,” Susan instructed as she stood and watched him.
“Ok,” Jackson replied and began to pull his shirt over his head only to flinch when Susan snapped her riding crop against her thigh.
“That’s not how you’re supposed to answer me!” Susan said severely.
“Yes, Mistress,” Jackson quickly corrected and then finished pulling his shirt over his head.
Susan nodded while watching Jackson toss his shirt aside and then gave a small smile when she saw that he hadn’t bothered to wear anything beneath his shorts. Jackson’s dick was already straining inside his cage as he stood naked and Susan began to slowly walk around him as if inspecting him. She reached down to fondle his caged penis for a moment before her fingertips stroked lightly over his hip and around the curve of his ass.
“Bend over,” Susan demanded.
Jackson bent at the waist and grabbed his ankles and then cried out in shocked surprise as he felt the riding crop smack across his ass.
“What did you forget to say?” Susan demanded.
“Yes, Mistress!” Jackson gasped as the stinging across his ass cheeks lingered.
“Better,” Susan said and Jackson again gasped when he felt her give the butt plug he had inserted earlier a gentle tug, “Do you like your ass filled?”
“I… I don’t know, Mistress,” Jackson confessed, not wanting to admit how good the pressure against his prostate felt.
“Hmmm,” Susan said speculatively and then brought the riding crop down across Jackson’s ass again.
“Oww!” Jackson cried in surprise, his ass still stinging from the first time Susan had smacked him.
“Let’s talk about you filming unsuspecting women, Jackson,” Susan said pleasantly and brought the riding crop down again.
Jackson cried out as Susan suddenly began to use the riding crop to strike him in quick, sharp, stinging blows, his knees almost buckling in his shock.
“You will not!” Susan said severely as she smacked her riding crop across Jackson’s ass cheeks, “Ever! Film! Women! Without! Their! Permission!”
Each word was punctuated with another sharp blow, snot and tears running down Jackson’s face as he tried to not cry until he flinched when he suddenly felt Susan’s hand caressing his stinging ass.
“Do you understand, Jackson?” Susan said pleasantly, “You will never, ever record someone without their permission again?”
“Yes, Mistress,” Jackson gasped and tried to wipe the snot from the tip of his nose.
“If I ever catch you again I won’t be so nice,” Susan said as her fingers gently tugged at the plug still buried deep in his ass, “Now stand up.”
“Yes, Mistress,” Jackson said and quickly stood up, his ass still burning as he imagined all the red welts Susan had left behind.
“Good,” Susan purred and then pressed her body against Jackson’s back as she reached around to take his caged penis in her hand, “Did you enjoy your cage today?”
“I… ah… no, Mistress,” Jackson said and closed his eyes as he felt the tips of Susan’s fingernails playing with the flesh of his penis straining through the brass bars of the cage, “Can you take it off, please?”
“Oh, no,” Susan purred and bit the back of Jackson’s shoulder lightly, “I don’t think I can.
“Come on.”
Jackson turned to follow Susan back to her bedroom, her hips swaying with each step and the leather strap of her harness hidden between the cheeks of her ass.
“You did a wonderful job this morning for me Jackson,” Susan said as she walked slowly down the hall, “But I do have to admit, I really missed having something nice and long and hard stretching me open.
“So I have another job for you.”
“Do you mean…” Jackson began hopefully, his penis swelling painfully inside his cage, “Are you going to take this thing off of me and let me fuck you, Mistress?”
Susan glanced back over her shoulder with a smile before shaking her head, “Oh no, nothing like that.”
Susan stepped inside her bedroom, the covers and sheets on the bed already turned then turned to face Jackson. He watched as her hand reached down between her thighs and after only a moment the leather piece covering her mound fell to the floor exposing her already moist inner lips. Susan let Jackson look at her for several moments and then climbed up onto the bed and spread her legs wide apart.
“Come here, Jackson,” Susan purred.
“Yes, Mistress,” Jackson said and tried not to whimper at the pressure of his penis constrained in his cage, tried to ignore the burning sting of his ass cheeks and hurried over to stand at the edge of the bed.
Susan slowly and languidly reached over to her pillow and then brought a large purple dildo out from behind it to show Jackson.
“Since you did such and amazing job this morning devouring me you are going to eat my pussy again Jackson,” Susan purred and held out the dildo for Jackson to take, “But you’re also going to fuck my pussy with one of my favorite toys while you suck on my clit.”
Jackson glanced from the dildo in her hand down his penis still confined inside the hateful cage and then back up into Susan’s hard, gray eyes.
“Yes, Mistress,” Jackson said and climbed up onto the bed and between Susan’s legs as she handed him the dildo.
Jackson took the dildo from Susan when she handed it to him and then leaned down to blow lightly across her already exposed and swollen clit.
“Ohhhhh, that feels exquisite, Jackson,” Susan moaned, “Are you trying to tease your mistress?”
Jackson grinned and blew across Susan’s clit again, her inner lips opening to reveal her juicy vulva contracting each time his breath caressed her button.
“Ohhhh, yessssss,” Susan moaned again just as Jackson lowered his head to slip his tongue into her vulva.
Susan’s strong, pungent flavor filled Jackson’s mouth but with a hint of something flowery added. Jackson pressed his face down, his tongue questing deep inside of her as he licked her silky smooth flesh while her legs squeezed down on either side of his head.
“Use the toy!” Susan gasped, her hips giving small little jerks until Jackson pulled away.
Jackson took a moment to look at the dildo in his hand which was much bigger than his own dick, caged or not, prominent veins running along the shaft and hard ridge circling the purple glans and then ran the tip up and down between Susan’s wet folds. As soon as he had the head lubricated he pushed the glans slowly into Susan’s vulva, marveling as he watched her body stretch open to accept the full circumference of the shaft.
“Ohhhhhh, yessss, suck on my clit, Jackson,” Susan moaned.
Jackson took another moment to watch Susan’s lips spread open as he slowly pulled the toy out of her body before closing in an intimate embrace when he pushed it back in, her vulva stretched tightly around the shaft already coated in a creamy white honey. Jackson had to make himself look away from the erotic view of a woman’s pussy being fucked from only inches away, a sight he had only seen in online porn before and then leaned down to let his tongue flick across Susan’s prominent clit.
“Ohhh, just like that, Jackson!” Susan moaned, her hips lifting off the bed and her hand pressing Jackson’s face down against her clit.
Jackson let Susan’s hand on the back of his head guide him, his tongue flicking and licking across her clit with the constant pressure of her forcing his face down. Susan’s hips began to buck up each time he forced the dildo into her body, the smell of her musky aroma growing stronger as he began to suck hungrily on her engorged clit.
“Ohhh, god… ohhhh, don’t stop!” Susan moaned, her hips bouncing up off the bed as Jackson fucked her with the dildo.
Suddenly Susan’s body stiffened, her hips shuddering as she held her ass high up off the mattress. Jackson hummed against her clit with her fingers twined through his hair and pulling painfully as she forced his face down. Almost a minute passed before Susan gasped and collapsed back on the mattress, her hand stroking the back of Jackson’s head.
“Oh, my god, that was good,” Susan managed to gasp after recovering for several moments, “I want you to pull my toy out of my pussy and lick them both clean for me Jackson.”
Jackson blinked, the idea of licking Susan’s pussy that had a thick white cream dripping down from her vulva still stretched around the shaft of her toy not bothering him in the least, but having to lick the dildo…
“What do you say, Jackson?” Susan asked a bit more severely.
“Ahh, yes, Mistress,” Jackson quickly replied and then slipped the dildo slowly out of her body.
Jackson eyed the purple shaft covered in milky cream doubtfully before leaning down to lap up the flow that had gushed out of Susan the moment the dildo had slipped free. Susan’s pungent flavor was just as delicious as he remembered from this morning, his penis straining painfully inside his cage as he sucked each of her lips into his mouth.
“Mmmmmm,” Susan moaned contentedly with her legs spread apart, her hand stroking the back of Jackson’s head as he continued his efforts.
After several quiet minutes Susan shifted enough to glance down at Jackson who was licking the insides of Susan’s thighs.
“I think you’ve forgotten my toy, Jackson,” Susan said with a smile.
“Ahhh, yes, Mistress,” Jackson said with a wide eyed glance up to meet her eyes before reaching over to pick up the dildo.
After another glance at the veins along the length of the shaft Jackson took a quick breath and began to lick the soft, rubbery surface.
“You don’t know how hot that is, Jackson,” Susan purred as she watched him lick the dildo clean, “So many memories of having two young men to train together in how to perfectly please and pleasure me.”
Jackson froze at the thought of having to spend time with another guy, his eyes flicking up to meet Susan’s who laughed in delight.
“Oh, don’t look so worried,” Susan said and then began to sit up on the bed, “I’m enjoying myself way too much training just you to share.
“Well, for now at least. Now, how does your dick feel, Jackson.”
Jackson glanced down at his caged penis still straining to achieve and erection which was equal parts pleasure and pain.
“I… ahhh, when are you going to take it off, Mistress?” Jackson said plaintively.
Susan only smiled and got up off the bed to stand over Jackson.
“I want you to get a toy for me, Jackson,” Susan purred, “You’ll find it in the bottom drawer of my night stand.”
“Ahh, sure, yes, Mistress,” Jackson said in confusion and got up off the bed.
Jackson hurried over to the drawers Susan pointed to and opened the bottom one, his heart slamming in his chest when he saw the large black strap on dildo.
“Take my toy out and bring it over to me so you can put it on me,” Susan instructed.
“Ye… you’re not…” Jackson began before hastily starting over at the glare Susan gave him, “If I may, Mistress, you’re not going to use that… on me… are you?”
“Yes, Jackson, I am,” Susan responded with a smile, “Now hurry up and bring it over here.”
Jackson glanced down into the drawer again and then picked up the strap on toy by the leather belt. He felt a little reassured in that the phallus was only half the size of the one that he had just been using to fuck Susan with, but still, the idea of Susan using it…
“Hurry up, Jackson,” Susan said again.
Jackson jumped when he realized he had just been standing there staring at the strap on in his hand and hurried over to Susan who held her arms out wide.
“Put it on me, Jackson,” Susan instructed.
“Yes, Mistress,” Jackson said and felt his face flush at the sound of his voice breaking in his nervousness.
It took Jackson only a moment to run the belt around Susan’s waist as his heart thundered in his chest. Susan reached down to stroke her phallus as if she were jerking herself off while she checked and tightened the belt while staring into Jackson’s eyes.
“Bend over the bed for me Jackson,” Susan said huskily once she was satisfied with the fit.
“Ahh, I… I don’t know about this,” Jackson stammered.
“To bad you don’t have a choice,” Susan replied, “Now turn around and bend over and the next time you forget to include Mistress I’m going to strap your ass again!”
Jackson stared into Susan’s eyes for several moments, his breath coming in quick pants before finally giving a slight nod.
“Yes, Mistress,” Jackson said and turned around to lean down onto the bed.
“Good,” Susan purred, Jackson flinching when he felt her soft hand stroking the flesh of his penis still straining between the bars of his cage, “Very good, Jackson.”
Jackson flinched again when he felt Susan’s other hand stroke up and down between his ass cheeks, a fingertip toying with the butt plug inside of him while still teasing is caged penis.
“Ohhhhhh!” Jackson cried out when he felt Susan cup and squeeze his aching balls.
“Poor baby,” Susan cooed, “Your, poor, tiny little penis is fighting soooo hard to break free isn’t it.”
Jackson closed his eyes and bit his lip when he felt Susan tug at the plug still inserted in his ass and then gasped when she pulled it smoothly out of his body.
“Are you ready to be violated Jackson?” Susan asked as he felt something press against the sphincter of his ass, “Just like you violated all the women you filmed?”
Jackson panted for breath and then cried out when he felt Susan’s phallus press into his asshole, her hand still cupping and squeezing his balls. Jackson opened his eyes and peered down between his legs at the sight of his caged penis and Susan’s hands, her long, slender fingers playing with his sack as he felt her press deeper into his body.
“Does that feel good, Jackson?” Susan purred when she had her belly pressed firmly against his ass cheeks.
“I… I don’t know… Mistress,” Jackson panted even as he felt the pressure building in his balls that meant he was close to an orgasm, “Ohhh, maybe.”
Susan began to rock her hips, her phallus slipping in and out of Jackson’s tight asshole and he couldn’t help but moan as she squeezed his balls tightly.
“Oh, Jackson,” Susan cooed, “It certainly sounds like you’re enjoying yourself.
“Does it feel good to you?”
“I… no… Mistress,” Jackson panted while trying to ignore the sensations tearing through his body.
“Tell me the truth Jackson,” Susan said softly, “Tell me if you like me fucking your tight virgin ass and maybe… just maybe I’ll let your poor, tiny little penis out to play.”
“Ohhhh, shit! Yes! It feels good, Mistress,” Jackson blurted, his face a bright red at letting that honest admission slip out.
“Umm hmm,” Susan said and began to pump into Jackson’s ass faster and faster.
Jackson placed his forehead down on the cool sheets, the pressure of his orgasm building as Susan fucked him and fondled his balls until she suddenly pulled her phallus out of his body.
“Turn around on the bed for me Jackson,” Susan panted, “Hurry!”
Jackson turned around and looked up to see Susan taking a thin silver chain from around her neck, his eyes drawn to the small key dangling from that chain.
“Climb up on the bed and spread your legs for me, Jackson,” Susan demanded as she brought that key down towards Jackson’s crotch.
Jackson’s eyes never left Susan’s hand as he spread his legs apart, never realized he was biting his lip hard enough to draw blood as she inserted the key into his cage, never paid the slightest head to his moan of pleasure as his dick was finally released and he instantly swelled to a full erection.
“Ahhh, god, that feels so good!” Jackson exclaimed and then only watched as Susan stepped up to the bed between his legs.
Jackson had only a moment to realize what she was doing before she pushed her phallus into his ass again while using a free hand to reach down to start stroking his hard dick. The constant sexual arousal from having been forced to wear the cage all day, the teasing and denial of having been made to go down on Susan without any reciprocation, the feel of her strap on in his ass and her hands squeezing his balls combined now with the pleasure of Susan’s hand moving up and down his length while she thrust into his ass with her strap on was to much for Jackson.
“Ahhh, I’m cumming!” Jackson blurted as a long jet of white cum shot up into the air to splatter over his chest quickly followed by a second, third and forth stream of cum.
Susan’s hand never slowed her pumping, her hips in time with each one of her strokes as she stared down at Jackson.
“Mmmm, good boy,” Susan said softly, her hand squeezing and riding up and down his shaft while she stared down at him.
Jackson collapsed back onto the bed and tried to catch his breath while Susan’s hands and her thrusts slowed before coming to a stop.
She stared down at him intently for several moments before finally slowly pulling her phallus from his ass and then bent over, Jackson jerking and gasping at the feel of her tongue licking at his glans. She looked up to catch his eye, her tongue caressing the entire length of his shaft that she still had in her hand before she moved up his body.
Jackson stared as she licked at the pools of cum that had splattered over his lower stomach and even as high as his nipples, each of her licks, each of her kisses bringing her just a little higher up his torso.
Once she had kissed her way up to his chest she climbed up onto the bed and leaned down to kiss him, her lips pressing against his before her tongue slipped into his mouth.
Jackson’s eyes widened in shocked surprise when he felt his own warm, thick cum fill his mouth, Susan only pressing her lips harder against his as she kissed him and he tried to flinch away until he swallowed convulsively. It took only a moment for the shock to disappear as Susan continued to kiss him, his tongue pressing between her lips as he was swept away in the passion of the kiss.
Jackson wasn’t sure how long he only lay there with Susan on top of him while they kissed, her hard nipples as well as the sharp points of the metal studs of her harness pressing into his chest before she finally rolled away. Jackson lay back on the bed with his eyes partially closed as he watched Susan sit up.
“I hope you enjoyed your taste as much as I did,” Susan said and reached down to fondle Jackson’s flaccid penis.
“I’ve never done that before,” Jackson confessed, “I’ve never done any of this before…”
“And so much more for you to do as well,” Susan purred just as Jackson felt the cage slip back over his penis and heard a soft click.
“No!” Jackson said and quickly sat up to stare down at the cage that once again surrounded his penis.
“Oh, yes, Jackson,” Susan purred as she stood up and began to take off the strap on dildo, “I’ll expect you hear tomorrow morning bright and early at 8am to service my pussy.
“And I really do have to control my own desires. I should never have ever given you such a treat as licking your poor, tiny, sad little penis after you came all over yourself until you start calling me Mistress without me having to constantly remind you, now should I?
“At this rate it’s going to be weeks and weeks before I can suck on, months before you get to feel gow good it is to be inside your Mistress’s body unless you start learning a little quicker.”
“Noooo…. shit, no, Mistress, can you…” Jackson begged.
“Tomorrow morning, Jackson,” Susan replied and then gestured towards the door for Jackson to leave, “And remember, I expect you to call me Mistress and I expect to not have to tell you to get naked the moment you step into my home.
“Do you understand, Jackson?” Susan asked.
“Yes, Mistress,” Jackson replied obediently as he sat up on the bed, the stinging welts on his ass vying for his attention alongside the stretched, sore feel of his asshole.
“And here,” Susan said as Jackson began to walk towards the bedroom door, “I expect you to be wearing your butt plug as well.”
Jackson glanced down at the butt plug Susan had placed in his hand and felt the prickle of tears at the corner of his eyes. He wanted to confess to her that he would never, ever consider recording anyone ever again without their permission, but knew it wouldn’t make the least bit of difference to her.
Jackson accepted the butt plug from her and looked up to meet Susan’s eyes for a moment.
And wondered what else Susan had in store to teach him.
“Yes, Mistress.”