Nailing My Son s Tutor
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The Tutor free porn video
"I hate this. I just hate it." Vicky's outburst was nothing new to Scott
Tanner, and he waited for her to calm down before trying again.
"I know you hate math, Vicky, but you have to do this. Your mom is
spending a lot of money to pay me to teach you how to understand this
stuff."
"She has lots and lots of money, after being Miss Golddigger with my
daddy."
"That's not nice, Vicky, and we're not going to get off track by getting
into an argument about why your parents are divorced. Now, come on, let's
finish your math homework, and then we can do something fun with the rest
of our time together today."
"Like what?"
"How about a cyber-shopping excursion on the net? I know your mom has all
of your favorite shopping sites blocked right now, but I have my laptop
with the satellite modem. You can't order anything, cause she'll know you
did it, but you can browse all you want for half an hour."
"Deal! Let's get started."
Scott, relieved that his charge was ready to work again, began once more
explaining the concepts of Vicky's geometry homework.
* * * * *
Scott Tanner never wanted to be a math tutor, or a teacher for that
matter. He'd gone to college and grad school with dreams and visions of
being an aerospace engineer and working for a company that was involved in
the space program. Upon graduation from grad school, he'd had lots of
offers of work, but none in the field he most wanted to pursue.
Undaunted, he'd moved to Southern California and began applying at the
various aerospace companies that were headquartered there. After a few
months of interviews and second interviews, his money began to run low and
he found a job working at a place that taught math and science to kids
after their school day was over. It wasn't a bad job, but the pay was
minimal, and Scott followed the advice of one of his fellow employees
there and quickly located work as a private tutor. His abilities in upper
division math and science allowed him to charge an hourly rate that was
high enough that he only had to work ten hours a week to more than make
ends meet. It was a perfect setup to allow him to continue to look for
work in his dream field while making a living.
After time had passed, his reputation as a gifted tutor had spread among
the 'wealthy' families in one area, and he was able to concentrate his
clientele into that area. That allowed him to get in more work with less
travel time, and he found himself making more money than he'd ever dreamt
possible from this kind of work. Not that he wanted to stay with it, but
it certainly wasn't difficult.
Well, it was at times. Like with Vicky. The fifteen-year-old daughter of
a very wealth lawyer and an actress turned producer, she was a royal pain
in the posterior. Her parents had split when she was only nine, and her
father had never sought custody. His visits were few and far between, and
rather than blame him for this, Vicky blamed her mother.
Tutors had come and gone in Vicky Osborne's life, but Scott had lasted
longer than most. One reason he worked so hard, a reason that Vicky was
unaware of, was that her mother was paying Scott double his normal rate in
an effort to keep Vicky working with one tutor long enough to have a real
impact. Vicky wasn't a stupid child; she was rebelling, and one way of
doing so was to not work at her schooling.
When Vicky had finished her math homework, Scott lived up to hispromise
and booted up his laptop. He logged it onto the Internet, and then turned
control over to Vicky. If her mother had come in at that moment, (a
highly unlikely event, indeed) he would have said that he was merely
tutoring Vicky in how to use the Internet to research a paper for school.
Vicky logged onto a clothing site, and immediately found the pages
withshoes. Shoes that were right out of a girl's dream. Platforms,
pumps, all kinds of shoes. Vicky found a particular pair of platform Mary
Janes that were even higher than the ones she was wearing, and she nearly
began to salivate over them. "Oh, I have to have those shoes!"
"Why? They're just like the pair you have on."
"No, they're even bigger platforms. Oh, Scott, will you order them for
me? I'll pay you back."
"I don't even see how you can walk in shoes like that."
"It's easy. You want me to show you?"
"I don't think your shoes will fit me, Vicky, so I don't think you'll be
showing me, but thanks for the offer."
"I'll bet you that I can show you how to walk in platforms, and that you
can walk in them easily with fifteen minutes practice. And I'll make it a
bet that's really worth your while."
"What's the bet?"
"My Mom's platforms will fit you, and she has a pair just like these. You
put them on and let me show you how to walk, and then you practice for a
few minutes. If you can honestly say you're having trouble walking in
them, then next session I will work the entire time on my math and
science. But if I win, and you have to admit they are easy to walk in,
then you have to order those shoes for me and let me pay you back for
them."
Scott had suppressed his desires to cross dress for so long, afraid that
they might be revealed to one of his tutoring clients, and now here was a
chance to do a little bit of dressing up, and she would never suspect what
was going on in his mind. "Okay, but remember, when I win, you study for
an entire session day after tomorrow."
The shoes were just like Vicky's, and Scott's feet slid into them easily,
even with the heavy white cotton socks he was wearing. He stood up, and
wobbled for only a moment. Then he began taking cautious steps around the
room. Of course, his prior experiences in heels were helping, but he
wasn't about to admit that to Vicky.
Vicky knew something weird was going on. Her best friend's older brother
was a crossdresser, and she'd seen how easily he walked in heels when she
and her best friend had gotten him all dressed as a girl and taken him to
the mall with them. Scott was walking just as easily, and much more
quickly than she'd expected. Then she stole a glance at his crotch, and
saw that he was having an erection. "Scott, you like wearing my Mom's
shoes?"
"Well, they are comfortable, a lot more than I thought they would be."
"Scott Tanner, you promise breaker you."
That got his attention. "What do you mean?"
"When we first met, and we talked alone during our first tutoring session,
we promised never to lie to each other. Now you're all hot and bothered
by wearing my Mom's shoes, and you're lying about it."
Scott sat down. "Vicky, we all have secrets, and this is one of mine; I
can't afford for anyone to find out about it. It would ruin my tutoring
work, and I'd be royally screwed."
"I won't tell a soul, and I won't even make you pay off the bet, but you
have to trust me. I can help you."
"How so?"
"You like dressing like a girl. You're thin enough that you could do it
and pass for one, and I'll teach you how to look like a girl. All I ask
in return is that you do my homework for me in math and science."
"I can't do that, it wouldn't be right."
"Sure it would. It will give us more time to focus on the concepts,
without having to worry about answering the problems."
"Under one condition."
"What's that?"
"We work together again night after tomorrow. I saw on your geometry
syllabus that you have another homework assignment tomorrow night. You do
that homework tomorrow night, and fax it to me at home. Prove to me you
can do it, just once, and I'll go along and do it all for the rest of the
semester, during our tutoring sessions, while teaching you the concepts."
"Okay, Scott. Tomorrow, then."
* * * * *
The following afternoon, Scott was in a curio shop looking through a box
of miscellaneous items when he came upon the find of a lifetime. The
famed Medallion of Zulo. Scott knew full well the power and danger of
this particular item, and it was the danger element that caused him to
seriously consider putting it back into the box and fleeing the store.
But, he reasoned to himself he knew all of its powers and limitations
thanks to that elective course in Archaeology he'd taken as an undergrad.
If he kept it locked up, and was very careful in using it, he might get to
have some of the experiences of a lifetime. So, he bought it.
Having no clients that afternoon for once, since his regular Wednesday
brother and sister were out of town visiting their actor father on the set
of his movie in Eastern Europe, Scott went straight home.
It was seven-thirty when he got home, and Scott knew that if he used the
Medallion now, he could use it again to restore himself to normal in the
morning. He didn't have much of a collection of women's clothing, but he
did have an outfit that his sister had left hanging in the closet of his
spare bedroom, when she'd last visited. It wasn't exactly the most
feminine of outfits, a pair of jeans, a sweater and some cute little
oxfords with medium heels. He had panties and a bra, and he hoped they
would fit, but if not, he'd have to make do.
He slipped the chain holding the medallion around his neck, and then
realized he'd better remove his own clothes. His sister was younger and
smaller, and he didn't want to find himself swimming in his clothes as he
shrank. Once he was nude, he took his sister's sweater and touched it to
the medallion. He felt the famed tingle running through his body, and
settled back on the bed, waiting for the changes to take place. While he
was very excited, the energy he'd expended in gathering the courage to do
this had taken a toll, and he drifted into slumber.
When Scott awoke, he felt very different. Which shouldn't have surprised
him, since he was now a she. She got up and checked out her new, naked
body. Scott's sister, Andrea, was a fitness fanatic, and there was almost
no fat on the body Scott found herself the owner of. Her breasts were
firm, with no sag, her tummy taught and flat, above the flat groin where
her manhood had once resided. She slid a finger into her new vagina, and
felt an electric jolt stimulating her system.
Quickly she withdrew that finger. Joyously, she went to the dresser, to
dig out those panties and bra, and lickety split, she was wearing the
entire outfit. Her long, brown hair hung down to the middle of her back,
and she found a brush and began to brush it, marveling in the tightness of
her bra and skintight jeans.
For a moment, she considered going outside, but the absence of makeup,a
purse and anything even remotely resembling identification stopped her.
Instead, Scott decided this would be an evening at home, and she called to
order a pizza before settling in to explore her new self.
* * * * *
The next day, Scott found Vicky's mother waiting for him when he arrived
at their home. Normally, the maid answered the door, but Katie Osborne
opened it herself. She was still a very beautiful woman, even though she
was now in her late forties. She preferred life behind the camera,
instead of in front of it.
"Scott, I wanted to have a word with you before your session with Vicky
today."
"Of course, Ms Osborne."
"Please, let's go into my office, where we can be alone." He followed her
into her office, where she ushered him into a chair and then closed and
locked the door. "Scott, I'll be honest with you; I'm worried about
Vicky. I don't think she's going to get a good enough score on the PSAT
and SAT to get into a good college. That she gets into a good school is
very important to me. Her rebelling will be the end of her, if she
doesn't get things together soon."
"I know. That's why you hired me."
"I have trouble getting her motivated, so today I'm going to motivate her
with the one way I know how. Before I do that, I want to motivate you, so
the two of you will both be working very hard to reach the goal I'm
setting for you. I want Vicky to get a score of 1300 or better on the
SAT, an equivalent score on the PSAT, and then into my alma mater, Mount
Holyoke."
"All good goals, Ms Osborne."
"And each one worth twenty-thousand dollars in cash to you. Now, you wait
here, while I go make a similar proposal to her, and then I have to get
back to my office. I hope this works, Scott."
"I'm sure it will work just fine, Ms Osborne."
* * * * *
"I can't do it, Scott. The PSAT is the week before Halloween, and that's
only three weeks away. It just isn't enough time, no matter how hard I
work."
"It's worth a lot more to you than it is to me, Vicky. But if you don't
want it that badly, then why should I worry about it? You have to want
it."
"I do want it, Scott. It means a car for my sixteenth birthday, and ten-
thousand dollars to shop with. It just isn't possible to do in three
weeks."
"What if it was? What if there was a way that you could do it?"
"How?"
"Just answer me. What if there was a way? If I find a way for you to get
the score you need on the PSAT, will you commit to working your cute
little butt off so that you can do the SAT and getting the grades you need
for college on your own?"
"Yes, I'd do anything."
"Okay, then; there is a way, and if you will work with me, it can bedone.
But it involves keeping something very secret, and you have to swear
you'll never tell a soul about how we're going to do this."
"All right. I swear, I double-swear I will never tell anyone how we're
going to do this. Which is easy, cause I don't know a fucking way we can
possibly do this."
"I'm going to take the PSAT for you."
Vicky broke up with laughter. "Gee, Scott, I knew you liked my
Mom'sshoes, but I didn't think you were ready to leap all the way into
skirts and tights and the like. Even if you were, though, since the
teachers at my school are the ones administering the test, they'll
recognize that it isn't me."
"No, they won't. On the day of the test, I will look just like you. The
only hitch is, that you're going to have to look just like me that day,
and probably the night before, as well."
"What, are we going to trade bodies? Did you buy some Star Trek surplus
equipment on eBay or something?"
"No. I'll show you proof, though. Pack up an outfit of yours that you
can't possibly imagine me being able to wear, and I'll take it home; I'll
bring back a picture of me wearing it, holding up tomorrow's newspaper, so
you'll know it's me and not some picture of you."
"I don't believe this, but why not? Sit tight, and I'll pack
somethingup." She rustled around in her dresser and closet, and a few
minutes later, handed Scott a gym bag. "It's all there, panties, bra,
tights, skirt, blouse and heels."
"Fine, no more will be said until Thursday, when I come back for our next
session, and show you the picture."
* * * * *
Even when she saw the photos, at first Vicky refused to believe that itwas
Scott. "It can't be. You're taller and heavier than me, you couldn't
have possibly put on those clothes, let alone made yourself up to look
just like me. You must have found some society page photo of me in that
outfit."
"You yourself picked that out, and I'm sure you chose something thatyou've
never had a picture of yourself taken in, right?" Vicky nodded. "So, I
couldn't have done that."
"How *did* you do it?"
"If I tell you, will you stop questioning and go along with this?"
"Yes."
"Okay. I used a magic medallion. If you're wearing it, and you touch a
piece of clothing to it, you will become a copy of the person who last
wore that piece of clothing. If the clothing was never worn before, you
will change to fit the idealized version of yourself that fits into the
clothing. If your gender is different from the clothing, you will become
a version of yourself in the opposite gender. And, if two people hold it
together at once, they exchange bodies."
"So, your plan is for us to swap bodies just before the PSAT, and then you
take it for me?"
"Yes. But you'll have to do the SAT on your own."
"Agreed, once you prove to me that this works."
* * * * *
It hadn't been easy to get to this point, but on the Saturday morning of
the PSAT, Scott stood outside the auditorium where the test was being
given. He was dressed in Vicky's clothes, and the Medallion's magic had
worked to the point that when Vicky's mother had dropped Scott off that
morning, she hadn't a clue that the girl in her daughter's low-rise jeans,
platforms and midriff baring tank top was in fact her daughter's tutor.
Scott had to force herself not to giggle as boys ogled her body. Vicky
had always been considered a hottie among the boys at her school, but her
reputation as one had improved even more over the last year. She was a
stone fox, with perfect hair, makeup and nails every single day of the
week, and that day was no exception. Scott's only worry was that it would
be difficult trying to work a pencil with the long, bright red, square-
tipped nails that adorned her fingers.
It was an unnecessary worry. Scott's fingers handled the number two
pencil just fine. It danced over the answer sheet, marking answers more
quickly than the real Vicky Osborne could have ever possibly done.
Fortunately, Scott was smart enough to know that finishing early and
appearing bored would attract the scrutiny of Vicky's teachers, so she
kept checking and rechecking her answers. To her surprise, she found one
or two in each section that she'd marked wrong on the first pass through
the section, and she'd corrected them. She had intentionally marked a few
wrong on each section, not wanting to get a perfect score and attract
unwanted scrutiny that way as well.
When it was over, four hours later, a very tired Scott picked up her bag,
slid her feet back into her platforms, and started to get up. "Vicky?"
she heard from behind her.
She turned around, to find one of Vicky's female friends standing there
smiling at her. "What's up?" Scott replied, not knowing this girl's name.
"A bunch of us are going to the mall this afternoon. You wanna go?"
"I can't, my Mom is coming to pick me up, and then taking me out to
celebrate my having worked so hard to get ready for this."
"Maybe tomorrow, then?"
"Call me." Scott left, before she had to answer a question that her
limited knowledge of Vicky's life wouldn't allow her to answer.
* * * * *
Scott deposited the money from the PSAT test into his savings account, and
put the medallion into the wall safe that had been built into his
apartment by the previous tenant. While he'd been forced to spend an
entire weekend as Vicky, it had been well worth it. Now he could prepare
her for the SAT at a realistic pace, and keep her grades up; in the end,
he would have $60,000 in the bank. Financial security was just around the
corner.
Vicky's mother wondered about things after the near miracle of
Vicky'soutstanding score on the PSAT. She had a security consultant in
her employ, and she decided that she needed to know more of what was going
on, both with her daughter and with the tutor. She made a phone call.
* * * * *
MONTHS LATER
"Scott, I have a proposal for you."
"What's that?"
"A chance to be a girl for a weekend."
"What do you mean?"
"I know you probably use that medallion of yours to make yourself into a
girl, and maybe you even go outside and stuff, but I'm talking about
spending the weekend with me and my friends, as one of the girls."
"How so?"
"Mom's going to be in Hawaii for three whole weeks. I have an outfit of
my cousin Rachel's here, and we could use that to turn you into her twin
for a weekend. We'd just tell the maid that Rachel decided to surprise
me. Then you could be her on Friday and Saturday, then go home on Sunday
night."
"Why are you doing this?"
"One, because I think you will have so much fun, and two, to thank you for
getting me through the PSAT. Now I have the grades, and next year I'll do
good enough on my own on the SAT."
"All right, I'll do it."
* * * * *
In fact, Vicky's motives were not so altruistic. She intended to steal
the medallion during the weekend that Scott spent as Rachel, and then keep
it until it was time for her to take the SAT. Then Scott would again
stand in for her, whether he wanted to or not, just so she wouldn't blow
the test. Once the SAT was over, she would give back the medallion to
Scott, and that would be that.
Scott had the weekend of a lifetime, an experience he couldn't have
possibly imagined. He was a she for over sixty hours. She got her nails
done, her ears pierced a second time (Rachel's own ears were already
pierced when Scott became her), and shopped with five other giggling girls
her approximate age of sixteen. She went on a double-date with Vicky, and
learned how it felt to be a girl whose hand was being held by a boy. When
her date, Daniel, kissed her goodnight outside of Vicky's house, Scott
felt fireworks shooting through her body. She would have worried about
this, had she not known that over time, the sexual preference of the
person the Medallion has changed you into will govern.
When Sunday night came around, Vicky touched a piece of Scott'sclothing to
the medallion around "Rachel's" neck, and watched as the girl became her
tutor again. Then, before he could react, still feeling the
transformation's aftereffects, she grabbed the medallion and quickly ran
from the room.
"Where's the medallion?" Scott asked, when he was once again himself.
"Hidden away, safely. That's where it's gonna stay, until SAT weekend."
"What?"
"That's right, you're taking the SAT for me. You did so good on the PSAT,
I thought you'd enjoy another chance to be me."
"I won't do it."
"Oh, you'll do it, all right. Unless you want me to use the medallionto
make you into a baby girl, or a dog, or something even more horrible.
I'll give it back to you, the morning after you take the SATs for me."
"Oh, all right."
* * * * *
It was a good plan, and the first part worked to perfection. Scott spent
a Saturday morning, wearing Vicky's skirt, blouse, and sandals, playing
with her hair while once again answering the test questions, this time of
the SAT.
Vicky and Scott went back into Vicky's room that night, looking for the
medallion, so they could swap back.
"It's not there, darlings. I've hidden it away." They both whirled
around, to find Vicky's mother standing there. "You thought you were so
clever. I had hidden cameras installed in Vicky's room, and I saw how you
pulled this little charade off. So, Scott, do you enjoy being my
daughter?"
"Not really, Ma'am."
"Good, cause you won't be her much longer, although you won't be yourself,
either. Not for a while, anyway. I'm punishing the both of you. Vicky,
in Scott's body, come over here." Vicky did so, and sat down sullenly in
the chair that her mother was gesturing to. To both Vicky and Scott's
surprise, a double of Scott came into the room. "That's Alicia, our maid.
I put her into Scott's body so she would have the strength to deal with
you if you got violent. Alicia, tie them into the chairs, so I can change
them without any struggle."
Both Vicky and Scott were tied into chairs, had the medallion slipped over
their heads, and felt the tingle that preceded a transformation. Soon
Vicky found that she'd been changed into Alicia, the maid, while Scott
found that she had become a different woman, a petite, slender brunette.
"Scott, you are now my assistant, Meredith. Meredith is in Vicky's body,
and she will attend school as Vicky for the next two weeks. Scott, you
will be a working girl, my personal assistant for two weeks. Alicia will
be you, but she will cancel all of your tutoring assignments. When the
two weeks are up, if you are all good little girls, you will get your old
bodies back. I will keep ownership of the Medallion."
* * * * *
On the last Friday before everyone was supposed to be returned to normal,
Kate called Meredith (Scott) into her office. "Meredith, dear, go and
collect Vicky from school and bring her here for me, would you, please?"
"Of course, Ms Osborne." Scott, living what she hoped was one of her last
days as a female personal assistant, drove over and picked up Vicky (the
real Meredith) from school. Vicky went into her mother's office and the
door closed, and Scott/Meredith didn't have a clue what was going on in
there.
Soon the mother and daughter came out, and left for home, telling
Meredith, "Come over tomorrow night at eight to get your old body back."
Meredith arrived at the Osborne house at 8, and found all of the players
in the drama gathered in the living room. Vicky, who'd spent two weeks as
a maid named Alicia, was especially ready to reclaim her reality.
"Before we begin, I have an announcement."
Everyone turned to where Vicky's body was sitting. "Meredith is no longer
in here. I am. Katie Osborne. I just wanted a taste of this for myself.
Now we'll all switch back to normal, and then I'll put this medallion in
my safety deposit box, and keep it hidden."
Katie Osborne's body then spoke up. "I don't think so. I took the
medallion already, and no one will be changing at all, tonight or ever. I
like being Ms Powerful, and I intend to stay that way. Let Scott remain
as Meredith; she's done a great job these past two weeks. The rest of
you, enjoy your new life. It is what it is, and that's what it will be.
Happy Halloween to all of you; isn't this a neat trick?"
THE END
Dottie
- 09.11.2020
- 8
- 0
