Hidden Camera Ch. 02: Jacksons Education

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.