Brandi and Jessica Halloween final
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Mistress Jessica And Her Asian Boytoy free porn video
Disclaimer: This story is purely fictional. I always welcome comments and suggestions so please feel free to email me – kace.lee at gmail dot com. Thanks!
Lee was bored. He was a 14 year-old student at Osborne High, a large high school that catered for thousands of students, and in his freshman year. Like most Asians, he was a top student in most of his subjects, but also like most Asians, he sometimes found it hard to score with western girls.
Not that there were many good-looking ones in this English class. In fact, the most attractive female in the room was his teacher, Miss Hadley. She was a relatively young teacher – 30 years old, and a petite blonde stunner to boot. Long blonde hair framed gorgeous features, and she was the object of many a lingering glance from both students and other staff members. Her breasts were full and round, and often strained against the tight clothing that she would often wear. Her long, tanned legs were often showcased by heels and subtly-flirting skirts.
As far as the young Lee was concerned, however – and this was in general agreement with most others – her best feature was her delectable ass. It was not that her buttocks were particularly large – in fact, her bottom was quite small – but it was the tightness of it that grabbed most men (and some women). Miss Hadley often wore her favourite tight pants or skirts that left little to the imagination – those perfectly-rounded, firm cheeks, swaying pertly from side to side with each step, hinting at the astonishingly deep cleft in between.
What Lee didn’t know was that Jessica Hadley had been paying him quite a bit of attention in class for an entirely different reason than that he was good at English. Like all Asians, Lee was slim and had tanned, smooth skin. His sleek body was especially attractive to someone who was looking for a new boytoy. While Miss Hadley was an English teacher by day, by night she was a fetish dominatrix, always on the lookout for new people to draw into her favourite activities of female domination.
So when the class finished – it was the last of the day – Miss Hadley asked Lee to remain behind while the others went off to catch the bus. When they were alone, she started asking him some questions.
?So, Lee, your parents are overseas, are they??
?Yes, Miss Hadley,? Lee answered her. ?They’ve put me up in the boarding school here.? Some of the students at Osborne High were boarders who lived in the dorms on the school grounds, but most were day students who went home and lived with their parents like normal. ?My parents will be overseas the next few years, to do with the family business.?
?Ah,? Miss Hadley said. Perfect. She checked to make sure no one else was around. And then she began to unbutton the 14 year-old boy’s pants.
?Um, Miss Hadley?? Lee stammered.
?Shush,? she said, unconcerned, and within a few seconds she had his pants down around his ankles. Rubbing at his crotch, she relished the sight of his cute, tight ass in the white briefs, before she drew them down too, and out sprang his cock and balls.
In comparison to his relatively slim physique, Lee’s genitals were huge. It was a deliciously thick and hard eight inches, with testicles the size of golf balls. She had chosen well. She licked her lips and sank to her knees.
?I don’t think we should?? Lee began, but then trailed off as she kissed the head of his cock, and then swiftly took it in her mouth. Miss Hadley was a good cocksucker. All the while when she was sucking on his shaft, she fondled his balls as well. It wasn’t long before he shot his load and emptied his sizeable balls down her throat, and she drained him of his cum, swallowing it all.
?That was really fun, Lee,? the young English teacher said, as her student hurriedly zipped himself back up again and pulled up his pants. ?You have a beautiful cock. What are you doing on the weekend? How about you sign yourself out of school for the weekend and stay at my place??
Lee gaped. His teacher had just given him the best blowjob he’d ever had, and now she was offering for him to stay at her place over the weekend. Now this was a no-brainer. To have the hot blonde English teacher wanting him to stay over?well, never mind that she was thirty, and he was fourteen. He would be turning fifteen soon.
On Saturday morning, Lee rang the doorbell, and it was answered by Miss Hadley. She was dressed in a blue kimono, as if she had just gotten out of bed, and invited him in. It wasn’t long before she had him lying on his back in her bedroom, and then mounted him. His eight-inch spear was soon wedged in the tight folds of her pussy lips as she rode him cowgirl style, untying her kimono to reveal her breasts in all their glory.
The rest of the weekend was spent fucking, and it became a regular occurrence. In all her experience, Miss Hadley had found it necessary to begin the relationship as a vanilla staff-student affair. You had to use sex to draw the boys in to begin with.
Slowly she began to subtly introduce new things into their sexual play. Whenever she gave him a blowjob, she made sure to finger his ass. With all her previous boytoys, Jessica’s signature domination had been that she would eventually work up to anal fisting. She was a petite girl with small hands so it was bound to be possible after the appropriate preparation and training. Anyway, as it was, Lee began to get used to the idea of having a finger slipped in his tight anus every time he received a blowjob. She also began to squeeze and fondle his balls more aggressively.
She showed him around the house, which often had bits of sexual paraphernalia strategically left out for Lee to see. A collar here, a pair of thigh-high boots there, her screensaver was a picture of a girl holding a leash, attached to the collar of a young man. This continued for a couple of months, and soon Lee was on summer break, about to enter his sophomore year, and he had turned 15.
With a little bit of cunning, Jessica had intercepted the money that Lee’s parents had sent to the school to pay for his boarding fees. As far as the school was concerned, Lee’s parents had come back into the country and he was no longer boarding with them. As far as Lee’s parents were concerned, he was still boarding. The reality was, Lee had moved in with his English teacher and was now living with Miss Jessica Hadley.
After about a week of the summer break, they had covered all the aspects of vanilla fucking. Lee had used Jessica’s mouth and pussy countless times, and on the rare occasion she had also let him into her ass, although she only allowed that when she was riding him on top. Jessica had left a few fetish DVDs around as pointers and hints should Lee want something more.
And it was beginning to become clear that Lee himself wanted more variety and kinkiness when he asked if he could lick her ass. Privately Jessica was very pleased. She loved to dominate young men who wanted to kiss and worship her anus, well apart from the fact that rimming was a wonderful sensation in itself.
And so that night when they were in bed, Jessica spread her legs, and Lee tentatively moved in. He licked at her anus, kissing her rectal sphincter and lavishing attention upon her ass. Jessica loved it and encouraged him as much as she could, before she then had another idea.
?There’s a better way we can do this,? she said, getting up. ?Lie down on the mattress,? she commanded, and her young Asian boytoy obediently complied. She then proceeded to lower her ass over his face, and they had their first facesitting experience. It was the beginning of Jessica asserting her female dominance over her young student.
Afterwards, Jessica asked him, ?Was that humiliating? Having a woman sit on you while you were forced to serve her orally? Licking and pleasuring my ass??
?When you put it that way?a little bit,? Lee admitted.
?Good,? Jessica said. She slipped a few sleeping drugs into his tea that night.
Lee woke up the next morning. He was a bit groggy. And for some reason, he wasn’t in his bed. There were tiles underneath him. He must be in the kitchen. He’s about to call out to Jessica, but a bright red ball gag had been strapped in his mouth. As he gradually got accustomed to the surroundings, he realised he was strapped into a bondage device of some sort – a spanking horse, to be precise. Straps at his ankles, elbows, shoulders, waist, thighs, knees and ankles made sure that he was tightly secured to the bondage furniture, which bent him into the shape of someone who was about to receive some doggystyle sex. In addition to the ball gag, he was collared, with the leash lying on the floor, and he could feel an acute pain at two points on his chest. Craning his head as much as he was able, he could now confirm that a pair of nipple clips had been fixed to his poor stiff nipples.
The sound of high heels brought him back to attention. It was Miss Hadley, but not in any clothing he had ever seen her wear before. She was wearing some towering dominatrix boots, with 8? heels and laced up to her thighs. Her pussy was bare, and a black latex corset clasped her slender waist and pushed her breasts up. She was also wearing long latex gloves and a high mistress’s collar, while carrying a riding crop in her right hand. She moved closer and lightly tapped his bare ass with the crop.
?Well, Lee. You were a filthy little boy licking my ass last night. I think it’s about time we move onto some more interesting things in our relationship. In public you can still call me Miss Hadley, but now, you’ll refer to me as Mistress Jessica.?
Lee was still making some protesting noises in his bondage, so she knelt by his side, and then grabbed his balls. Painfully. ?I’ve already taken pictures of you in this bondage. I can send them to your friends if you like. I’m sure they’d love to see photos of you naked and trussed up like this. You’d be the laughing stock of the whole school.?
She released his balls and produced a curious leather contraption. ?This is called a cock harness. You see, it has both a cock ring and a ball stretcher in it. It stretches your balls until they’re bulging out the bottom. Let me show you.? And she proceeded to fix it to his huge cock and balls, all the while Lee panting and whimpering as she tortured his genitals. She finally locked it on, and his enormous balls were almost bursting, stretched to the limit by the cock harness, while his cock was in a perpetual erection now due to the ring.
?I’ve also got a bit of an interest in ponyplay. With me being the pony mistress, of course, and having young ponyboys around to play with.? She brandished a butt plug, which had a tail of horsehair attached to the end. ?Poor, sweet Lee. This is going to go in your ass now.? Swiftly she lubricated it, and then pushed it into his ass. His anus was so tight that it wouldn’t go initially, but after a bit of persistence, it was lodged firmly up his ass and secured in place by the own tightness of his anal ring.
?Do you know what this contraption I’ve got you in is called? This could be a bit of an English lesson, actually. It’s called a spanking horse. Or a Berkeley horse, more precisely. Let me show you how we use it.? She delivered a stinging blow to his tight buttocks with the riding crop. Lee winced in pain. She cupped his chin and brought his eyes up to hers. ?You’re my little slave now. School doesn’t go back for another couple of months, so we’ll have so much fun all day and night.?
And that was the beginning of Mistress Jessica asserting her dominance over the young boy. Now whenever he was about the house, he had to always be naked, except for certain items that could be (and frequently were) worn – collars, nipple clips, ball gags, butt plugs and cock harnesses. She had him do all the household chores as her slave houseboy and frequently spanked and punished him if he didn’t complete the chores on time.
They never had penetrative sex. She didn’t even give him blowjobs anymore. If he had been good, once every three days Mistress Jessica would give him a dry handjob and he would spurt a very full load, which he’d have to clean up off the tiles afterwards. Given that his cock was in an almost constant state of arousal, and that Mistress Jessica wore provocative fetish outfits all hours of the day now, it was pure torture for the young Asian boy. In contrast, he was made to sexually service her even more. At least half a dozen times every day, Lee would be commanded to eat Mistress Jessica’s pussy and lick and eat out her ass. To make this easier for him, she had obtained a queening stool, which she regularly used and sat on when doing such mundane things as watching the TV. Whenever she was sitting on her stool, Lee knew that this was the signal he had to drop whatever he was doing and crawl underneath to service her anus immediately. Ass worship was a big part of Mistress Jessica’s domination.
She designed other activities that would emphasise her role as dominatrix over this young male slave. The leather cock harnesses became tighter, stretching his balls more and causing longer-lasting erections. Sometimes she would reward Lee by stroking his cock a few times, or fondling his balls, but never allowing him to cum unless it was on his three-day schedule. Frequently she made use of an arm-binder in the form of a long, black leather monoglove. This ensured that he wouldn’t be able to provide any resistance to her, and he didn’t need to use his hands anyway as he was only providing oral services to his Mistress.
His oral services did not consist solely of worshipping her ass or eating her pussy. Now they included a broad range of alternative activities. Mistress Jessica had a very strong foot fetish, and so often he would have to lick her feet, or get down on all fours for a long session of literal bootlicking. It wasn’t long before Mistress Jessica decided to also apply a literal meaning to putting a ‘heel up his ass’, and Lee had to crawl the length of the lounge room with a shoe dangling out his buttocks.
Lee didn’t eat at the table during meals, now. The meals that he prepared for Mistress Jessica she ate at the table, while he ate out of a bowl that was placed on the floor. Frequently he would also have to serve as a footstool, whether Mistress Jessica was eating or watching TV on the couch; and he shuddered when he felt the cool black latex of her varying 6? to 8?-heeled boots on his back.
He was hopeful one afternoon when she invited him to join her in the shower. His hopes, however, were completely dashed when Mistress Jessica commanded him to lie down, his head positioned underneath her pussy and between her feet. She proceeded to empty her bladder all over his head, asking him to drink some of it, too. Lee’s humiliation and submission was complete, and by contrast, Mistress Jessica’s domination was almost complete too.
As with her previous boytoys whom she had trained, Mistress Jessica wanted to work her way up to anal fisting as the ultimate sign of her dominance. But first, she had to educate Lee’s ass in taking a cock. One morning, Lee woke up to find Mistress Jessica standing over him, with a 10? cock in her hands – she was wearing a strapon harness, and Lee was in for a severe pegging. She always fucked him doggystyle, pushing the huge cock up his cute, tight little bottom. She remarked on more than a few occasions that he would make a perfect bottom boy for an older gay man, and that there were plenty of old men she knew who would pay handsomely for his services. This, of course, only gave further incentive for Lee to please his blonde mistress as much as possible otherwise he might be shipped off to somewhere else.
They hadn’t gone out in public together until Mistress Jessica announced that there was a fetish play party that she was going to take him to. Lee panicked about this until she told him that he had been particularly good the last week, and so she would allow him to wear a rubber slave hood so that he wouldn’t be identifiable. And so they went to the play party – Lee wearing his tight rubber hood, monoglove, leash and collar and cock harness, while Mistress Jessica squeezed herself into a gorgeous black latex catsuit. Complete with black gloves and boots and a whip, she was the image of a classic blonde dominatrix.
At the party, Mistress Jessica led him around while she chatted to other fetishists about mundane matters. Occasionally some would express interest in the Asian boy she had brought with her, and were given licence to touch him, stroke him and tease him. However, the real reason for his visit to this play party soon became clear, as Lee spied a familiar face – it was Mr Gary Stone, a music teacher from Osborne High! Seeing Mistress Jessica, Mr Stone swiftly made his way over.
?Oh, look at this one. He’s excellent,? Mr Stone said, his eyes crawling all over Lee’s naked body. ?I do love the young Asian boys.?
?I know you do,? Mistress Jessica said with a smirk. ?I’ll let you have him for half an hour if you pay me five hundred dollars.? Lee knew better than to protest at this stage but she could sense his anxiety.
?Done,? Mr Stone said. ?He reminds me a little of that gorgeous little Asian boy we have at school?Lee. I’ve always wanted to fuck that boy, you know.?
?Well, this is the next best thing,? Mistress Jessica said with a straight face. ?Alright boy?Master Stone is going to have you for the next half hour. Make sure that you please him.?
Lee soon found out that Stone had a massive cock and a voracious sexual appetite. It seemed that he was well known here for having a fetish for young Asian boys, and had gone on many trips to southeast Asia to sate his appetite. Back here, he slapped and squeezed Lee’s hot buns, ordering Lee to assume the position on all fours. After applying a glistening amount of lubricant to his cock, Stone then proceeded to insistently push it up Lee’s tight anal channel, his enormous cock slithering into the hot tight ass of this Asian slave boy. In thirty minutes he came three times inside Lee’s young fuckable ass, and Lee was exhausted and grateful when Mistress Jessica came to collect him.
The rest of the night was mostly uneventful except for the very public humiliation and servicing he was required to do while Mistress Jessica was around. In front of everyone else at the party he was required to lick Mistress Jessica’s boots and perform anilingus on her. She pushed three fingers up his squirming rectum and commanded him to lick her fingers clean afterward.
As they were about to leave, Stone came up to them. ?I’d like to use him again sometime soon,? he noted. ?He really is a very delicious young boy. The sort that you could bed every night for a year and still not have plundered his tight little bottom enough.? He slapped Lee’s ass for added emphasis.
Mistress Jessica nodded. ?You have my number?I’ll let you know.? She smiled.
Finally school came back after the summer break, and Lee had to return to school. This didn’t change much, though – again, Lee’s parents had thought he was boarding on campus, while the school thought that he was at home, so every afternoon he would go home with Mistress Jessica to spend the night, and weekends were often the time for extended fetish play.
During the school day, they managed to keep their relationship entirely secret, although Mistress Jessica did give him some unique challenges. On a few days, Lee would be ordered to wear a butt plug underneath his clothing, and wear his cock harness as well. Concealing his permanent erection while wearing the latter was becoming a hard task. One day, Mistress Jessica told him to call in absent to the school, while she quickly smuggled him in under her desk where he had to lick her feet all day.
Several times each semester he would have to make phone calls to his parents to tell them that everything was going fine. Frequently during these calls, Mistress Jessica would be stroking his cock, or pushing her strapon dildo up his ass as she mounted him. And his parents wondered why he always sounded distracted over the phone.
After a few months she had graduated from using three fingers on his ass to four, and then one night, she had relentlessly anal fisted Lee for well over an hour until his ass was sore and red. Cupping her slender hand, she had managed – with a lot of lubricant – to slide her hand inside her young slave’s tight ass. There was nothing more dominating than having almost her entire forearm inside this young boy. She could twist her hand and feel his insides, and then Lee knew that his submission and domination was utterly complete.
This continued on for the whole year, and Mistress Jessica Hadley was well-pleased. Her young Asian boy had turned out to be a good slaveboy after all, and he’d earnt her quite a bit of money on the side too, due to those calls from Mr Stone. He was definitely worth keeping?forever.
THE END
Vicky
- 02.05.2021
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