Sorority Tutor
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Sorority Tutor, Part 2 free porn video
Sorority Tutor, part 2, by Linda_C
A few days later, Jake realized this was all out his control. Stacy and
Jill decided to change how he was paid. He still made his full amount,
but only one third of it was in money. The rest, they decided, would be
in material things. "You know," Stacy said happily, "things to help you
fit in more with all the other girls around here."
Jake was surprised by what they got for him. He was terrified that they'd
go for a dress or something, and he almost hoped they did because there
was no way he'd do that, college degree or not. At least, he thought he
wouldn't. But they didn't go for such an obviously outwardly feminine
item such as a skirt or dress. They seemed to enjoy baby steps.
So they gave him belts for his dockers and jeans. A studded skinny jean
belt in teal. A belt with butterflies on it. A pink thin braided belt. A
chain belt that dangled down the side.
He was confused when he was given a black and silver disk belt with a
wide buckle. Jake learned it was a boho style belt. When he said it
wouldn't go through any of his loops, one of the pledges, Vicky, told
him, "Silly, you put it over a flowing dress to define your waist!" Since
he didn't have a dress, she showed him how to wear it around one if his
tunic tops, to further define his waist.
Jill reminded him to wear a different belt every day. Jake didn't
understand. "Why?" He only owned two belts, and wore the same one every
day all year long.
"Silly girl!" They started calling him a girl more and more often now,
and it made him fume. He tried hard not to show it, but they all could
happily tell. Jill explained, "You need a different belt for each outfit,
and it also helps to make a similar outfit unique. And know women in this
house wear the same clothes every day, except maybe for a jacket.
Besides, it is fun!" When he couldn't help but roll his eyes a bit she
said, "You'll understand when we get you new slacks and stuff."
Jake gulped at that and had to sit down. The more he tutored, the more
girl's stuff they would get him. They showed him receipts, and they
matched his pay or a bit more. The girls said that they would cover the
little bit extra because they were so nice. Damn them.
Sometimes he only got a few items when they got more expensive. Watches,
for instance. He never wore a watch, but they insisted. One was a very
feminine charm bracelet with a round watch dangling from it. But he was
also given a number of regular girl watches, with small face, colored or
chain bands, with bright faces.
It became a fun game for many of the women at the University to find out
what he would be wearing next. He never wore the same combination of
items twice - he had to keep a journal in a floral notebook of what he
wore to make sure he didn't - and usually there was something new. He
couldn't hide barrettes in his hair, nor bracelets and additional
necklaces. Sometimes he had a flower in his hair, although rarely, or a
cute perky hair band.
Jake thought he would get used to it, but never did. Some girls around
campus would give him old castoffs of clothes and jewelry, which he had
to happily accept and report to the Sorority.
One of the sisters, Amanda, surprised him after a tutoring session with
some clip on dangling heart earrings. Jill and Stacy loved the idea, but
were more pleased with Jake's reaction. Instead of yelling or being
superior, he instead practically begged, very nicely, to not have to wear
them. "Please, please don't make me do this. I'm wearing all of this
other stuff and ... you are all very nice ... but earrings like that...I
really don't know if I can handle it!" He looked really shaken.
Stacy couldn't be happier and decided to try something, "But they are so
darling!! I'll tell you what, though. If you let us pierce your ears, you
can wear studs in them. Both ears, and many guys wear studs."
It was a big step, and everyone knew it. Stacy was really pushing him.
She was pushing him far. And he caved.
* * * * *
A few weeks later, Shelly let Jake into the sorority house. She was no
longer shy around him. In fact, she was quite confident around him now,
and her confidence was showing in other areas. "Jake, it is so good to
see you! And how adorable you look, come in and let me see! Do a little
spin, there's a girl..."
Jake had no choice but to turn around slowly for her and the other
sisters and pledges in the main room. He felt silly and embarrassed, but
knew better than to make any complaint. His last big complaint, and he
didn't think it was all that big, led to the light pink satchel that he
carried by a crossbody strap across his shoulder. Who was he kidding. It
was a girl's purse. He wore a pink and green sorority tunic with a chain
belt around his waist. His jeans were flaired - bootcut - with jewel
details on the back pockets, and were so tight he couldn't put anything
in them anyway. The girls joked about him wearing heels with those jeans,
but hadn't gone that far. Instead he was wearing sneakers, but girls pink
and black sketchers with pink laces. On one wrist was a heart toggle
bracelet and on his other was a bright pink girl's watch. He had a green
hairband with pink rhinestones that held back his hair that was getting a
bit too long. They wouldn't let him cut it.
Except for his underwear, he was head to toe in feminine clothing. He
even held is books like a girl now, against his chest. Jake also had
little heart stud earrings on. They weren't dangling, but it also wasn't
what he agreed to. But he knew he had no choice and it had gone too far.
Every step seemed so small, he couldn't believe how far things had
gotten. He rarely wore his guy stuff. Days would go by where he just wore
his sorority stuff. He actually boxed some of his old clothes up to make
room for his ever increasing feminine wardrobe.
Shelly complimented his outfit, and other girls made suggestions for what
he should wear tomorrow. The tutoring went well, and he was supportive
and encouraging. The girls were all nice to him, and they learned a lot.
But he couldn't stand it that their favorite way of being nice was by
helping him be more girly.
Shelly said, "I really do think you look great! Oh, by the way, I'm all
done with this issue of Glamour. Feel free to read it if you like."
He glanced over Stacy, who gave him a look that made it clear that he'd
better read it.
When would it end? How far would they push?
* * * * *
Lately his sessions ended not with him tutoring, but him being tutored.
They quizzed him on all the women and teen fashion magazines he had to
read. Sure, Jake only had to read them one at a time, but there were so
many different ones. Yet another sister, Samantha, decided that since he
was new to all this, he should start reading Seventeen and they got him a
subscription that was mailed to his apartment in his name! That got a
bunch of giggles from everyone.
He soon realized that the pop quizzes he was given counted. If he didn't
get at least 80% (his standards when he quizzed them), then they would
choose his outfits, and they made sure to choose the most girly stuff he
had. If he did well enough, he would be allowed to choose, and he'd get
away with wearing plain silver studs, or a demure bracelet instead of a
bright one. So he worked hard and learned as much as he could about
fashion, celebrities, make-up, and boys. He thought they were all crazy,
but the sisters and pledges found his antics more fun than watching
reality television shows.
They loved having the once insulting man to push around.
* * * * *
Stacy walked around Jake while he sat demurely in his chair. She didn't
bother to hide her smile as she adjusted the straps of his cami top. His
jeans were plain today, but still women's blue jeans. And those ballerina
flats were adorable. But it was time to push him some more.
"Jake, I have to say I'm disappointed in you."
It took all his will not to sputter. Not in anger - that was drained out
of him after all this time - but from surprise. Disappointed? How could
she be disappointed? "I'm sorry, Miss Stacy, I don't understand?"
Stacy almost purred. She loved the honorific, and how polite he was all
the time! This was going far better than she ever could have hoped. Some
other sisters were there listening, enjoying the session, knowing what
was to come. "Well, let me see if I can explain it so that you can
understand. When you tutor, you expect your students to want to learn,
right?"
"Of course, Miss Stacy." He had to refer to all the sisters and pledges
in that manner, like he was a servant. "Why bother to learn if you aren't
eager?"
"What a good choice of words, Jake! Eager. That is the point. When you
tutor us, we are supposed to be eager, and we are, because we want to do
well in college, and you are a great tutor. Oh, and thank you, you really
are doing a great job, and our improved test scores reflect that."
Jake actually felt some pride, and said honestly, "You are welcome, Miss
Stacy. I never should have doubted how bright everyone here is." In fact,
he had no idea they were this smart and devious, but that was something
he should have figured out long before this.
"No, you shouldn't have, but we forgive you, and want to help you, and
will continue to help you as we are helping you now. For a long time."
Jake lowered his head. How long were they going to keep this up? It was
only a few weeks before the holiday break. "Yes, I understand, Miss
Stacy."
"Good girl."
They were calling him a girl more and more now. Stacy continued, "Do you
think that you have been eager in learning what we are trying to teach
you?"
Jake didn't answer right away. He had learned to be careful. "Miss Stacy,
I do everything you ask me to do. While there are some tasks that concern
me, we have been able to work things out, and, um, everyone seems pleased
with me." He knew that wasn't the right answer, but it was the best he
could do.
She turned towards him and moved close to his face, "Well, I'm not
pleased with you. You aren't eager enough. In fact, you aren't eager at
all. You should be volunteering to do more. Why do we have to tell you
what magazines to read? Why aren't you going out and buying new clothes
and accessories for yourself? Why aren't you asking us for help?"
Jake was shocked. She couldn't be serious! He had no idea how to answer,
and sat there stunned. It was hard enough doing all this assignments and
dressing up as he did. He was terrified about having to be eager in the
way she described. All he could do was lower his head.
Lori spoke up, "Maybe he doesn't know what to ask for, Stacy?"
Jake looked up at Lori, surprised that someone was helping him. Looking
back on this day months later he realized that this had been planned and
rehearsed too, but at the time he thought he had some hope.
"Doesn't he read enough magazines, Lori? There are makeup tips, clothing
trends, and other things that a girl can try out. Shouldn't he ask about
that?"
"Sure, Stacy, but it comes naturally to us. Jake never grew up as a girl.
He's only been at this for a bit over a month. You should give him a
break and help him out."
The girls talked about it for a while in front of him, and couldn't
believe the suggestions being thrown around. One was to have him actually
pledge the sorority for real next semester. Another was to basically
start him over as a little girl and have him "grow up", learning what
girls do as he "aged". Yet another was to have him start dating men, gay
men who like feminine guys, so he'd have to think about all the things a
girl does.
Jake didn't want to do any of those things. He didn't speak up, knowing
that doing so would make it worse. He realized they could have him do all
of those things and more, and he'd have no choice but to give in
completely or drop out of school.
They talked for a while and he clutched his purse while listening.
Finally they came up with an idea for how to help him to be eager. It was
their plan all along, but he didn't know that, and after listening to it
he felt it was better than the other ideas. It pushed him, far, but not
too far from where he was now.
Lori explained it. "Jake, every so often we'll give you three
recommendations for things you can do. All you have to do is eagerly pick
one and then do it. We'll help you out, as before. I mean, what are
sisters for! But you do have to be eager. We may use the ideas you don't
pick later, but we'll mix things up a bit. How does that sound?" Lori and
the others loved pretending that he had a choice.
Jake didn't like it at all, but it was still better than the other ideas,
and he wasn't going to push them. Not anymore. So he said, "That sounds
fair, thank you, Miss Lori. May I ask a question about this, please?"
"Of course." She smiled. He was so cute when he was polite. If things
were different, she might have considered dating him.
"What happens if I have trouble picking one of the three, Miss Lori?" He
wanted to ask what would happen if he refused, but knew that was a
mistake.
Stacy answered for her, "Oh, that's easy Jake. You'll just do two or
maybe even all three. We will decide for you. So it is in your best
interest to pick the one you adore the most." Adore! Stacy took every
chance she had to insist that this was all his choice.
He had no choice, "Thank you, Miss Stacy, Miss Lori, and everyone else. I
think this is a ... great idea."
It was really going too far...
* * * * *
A week and a half went by and nothing was mentioned about his choosing
tasks. Jake wasn't about to bring anything up, and hoped that they had
just forgotten, but from the way twelve of them gathered after his latest
tutoring session with huge smiles on their faces made him understand that
they were just playing with him.
Tonight was going to be a choice night. More sorority sisters were coming
in, and drinks were passed around. They were making a party of it. Jill
called him forward. "Jake, we all came up with twenty ideas, and I put
them on some slips of paper and into this hat." She showed him a pink and
green sorority knit cap. "We'll probably think of more, but for now I
think it is plenty, don't you?"
Twenty more things for him to do? Jake didn't want to believe it, but
knew that it was only a matter of time before he did all of them, and he
lowered his head, "Yes, Miss Jill, I understand."
"Good girl!" All the sisters laughed at that. Jill continued, "As
President, I am giving myself the honor of drawing the first three
choices. Now so everyone understands, here is how it works. Three
activities or changes are picked from the hat. I'll explain what they
entail. Jake then has one minute to decide which of the three he wants to
do, and he has to tell us with his girlish glee which one that is. If he
doesn't, then we pick one that he doesn't have to do, and he has to do
the other two!" The sisters cheered and applauded.
Jake watched as three pieces of paper were drawn. He had no idea what to
hope for, and broke out in a sweat just thinking about it. Jill called
out, "The first one is...a hair cut!" Through the applause and cheering,
she said, "The second one is....makeup!" That got a lot of laugher, and
he saw some of the girls making kissy faces at him. "The last choice is
... wear a dress!"
Jake was appalled. All of those were horrible. How could he chose any of
them? Maybe he could just wear a dress for them tonight and get that one
out of the way. He realized he was hoping that would work, and shuddered
at how far he had fallen and what he realized he was willing to do.
Jill quieted the girls down and turned to Jake, "Okay, here is what these
choices mean. Hair cut means that we take you to a salon and give you a
new pretty hairstyle. You'll get pampered all the way, and I'm sure
you'll love it!" She fingered his hair, which just reinforced that she
really had full control of him, and reminding him that they had forbid
him to cut it for quite a while now. "It is long for a guy, but short for
a girl. Still, it is far past your ears, and there are plenty of cute
styles we can choose from! You'll also have to maintain it."
Jake swallowed hard, "Miss Jill, may I ask questions please?"
To the side, Stacy and the others smiled at his question, overjoyed with
how polite he had become. Stacy was loving this, and couldn't wait to see
how far she could push him.
Putting some of his hair up, Jill said, "Of course, sweetie."
Jake tried to ignore her fussing and asked, "How long do I have to keep
the style? After a few days can I get a buzz cut or something?"
Jill put his hair back down and said, "Oh no, of course not! No more boy
styles for you!"
"Wait, this is permanent?" This couldn't be happening.
Jill grinned, "No, not permanent." Jake look relieved until she
continued. "At some point we'll want to try another style on you.
Basically, we'll decide when you get it styled again, but you'll have to
learn to maintain it. Also, each hair cut can usually be worn a few
different ways, and you'll have to learn how to do that. Plus buy and
wear hair accessories. But no, it isn't permanent, the styles will
constantly change." With a scoff she said, "So don't worry, it isn't
permanent!"
Some of the girls called out some style names and encouraged Jake to pick
that. When it was clear he had no more questions, Jill went on to the
second option. "Makeup. Oh, this one is fun! You know all those makeup
articles you've been reading in Seventeen, Glamour, Cosmo, and your other
magazines? Well, now you can put them to good use! You'll be expected to
have your face made up every day and night. We'll help you at first, but
eventually you'll learn to do it all on your own. You'll also have to
carry supplies with you, and coordinate your look with whatever clothes
you are wearing. Touching up your makeup and fixing your face are going
to be a big part of your life if you chose this one!"
Many of the girls suggested lipstick and eye shadow for him, and a few
volunteered to help him out. Jake hated this choice. Jill asked if had
questions, and he shook his head no.
"Your third choice, Jake, is the dress option!" Jill beamed at him,
"Basically, your wardrobe will expand to include dresses, and not just
the sorority tops and feminine accessories you are wearing now. We'll
help you shop and pick out some dresses, and expect you to wear a dress
at least twice a week. That is, at least two different dresses over the
course of two days each week, all day long, to class and in the evening.
And you have to wear it as any other girl would, so not over shorts or
pants."
At this, some of the girls offered to loan him a dress until he got his
own, and cheered that he wear one tonight. Jill took a quick vote by
having all the girls cheering, and they all seemed to want any of the
three choices. Jake could barely breathe, as there was no option that he
liked.
He thought over his choices while the girls cheered and laughed. He
noticed that Stacy was looking at her watching, timing him. If he got his
hair style he'd look more like a girl than a boy, especially from behind,
and all the work involved was crazy. But far worse was makeup. He felt
he'd look like a clown, and despised the stuff. No way he'd chose that.
And wearing dresses?!? At least from the waist down he was still dressed
like a guy. Some of the sorority tops were unisex, and he could almost
forget what he was wearing. Ugh, seriously, the thought, if these were
his first three choices, what else could they ask him to do?!?
At ten seconds, Stacy started a countdown. The sisters chanted "Ten ...
nine ... eight ...." A part of him realized that he should be grateful
that they didn't just tell him that he took long ... "five ...
four!...three!..."
He yelled out, "Hair! I choose the hair!"
The girls broke out in applause and cheers, though some yelled that they
wanted a different the makeup or dresses. Jill let that go on then calmed
then down, "Great choice! But you need to tell us why. Remember how you
are supposed to tell us!"
Jake took a deep breath, nodded, then began, "I would l...like to get my
hair cut in a pretty feminine style, please. I...really want this so I
can be closer to the sorority and fit in with you girls better. It will
be fun going to the salon with some of you and I hope you pick something
really pretty." While he started out slow, it became easier to talk as he
went on.
The girls went wild and hugged him, all talking about what they wanted to
do and what would be his best look. Two days later he was with Stacy,
Samantha, Maria, and Bonni at their favorite Salon. Bonni, who was doing
very well in Calculus thanks to him, wanted to reward him for all his
tutoring by helping with his hair. After their session yesterday, she had
him stay an extra couple of hours going to hair style magazines and
getting his opinions on various looks.
"We were lucky that the salon was able to fit you in on such short
notice!" Maria told him happily. "All the sisters come here, so we get
10% off!"
Jake realized he was the only male in the salon, except for one of the
stylists. Everyone else was female, and when he was put into one of the
chairs to be worked on, everyone paid attention. Some were shocked, some
giggled, but no one told him to get out. Becca was the stylist who worked
on most of the sisters, and she readily agreed to help out. Short with
long full brunette hair, she was very stylish and had a winning smile.
Jake would have loved to have asked her out, but in his sparkle covered
sorority tank top, he didn't think he had a chance. Becca and the girls
started talking about his hair, mentioning terms he read in his various
magazines but really didn't care about.
Maria eventually told them, "Jake and I went over a bunch of styles, and
of the ones he just adored, I think these three are best for him." As she
showed some of the pictures, Jake wanted to say that he liked them on
women, not him, but he remembered he terms he was under and kept quiet.
After a few minutes they all agreed on Becca's final choice. "Given his
length I can make it work. Do you like the color?" They all did and Becca
went to work.
At first Jake really liked it. She washed his hair, giving him a really
nice scalp massage as she did so. She was very cute, and they talked a
bit. While she treated him like a girl, complimenting him on his outfit
and talking a bit about fashion, they also talked about school and her
life. Becca thought it was great that he was tutoring the sorority, and
told him that at first the girls didn't like him, but his new attitude
was really winning them over. He didn't know what to say.
When she start to use something like a paint brush on his hair and
wrapped in foil, he began to object. Not loudly, he had learned never to
do that, but he did ask if she was coloring his hair. "Of course we are,
Jake. We all agreed that blonde coloring would really suit your skin
tone, and it would be a nice dramatic change. Stacy wanted pink
highlights, but I talked her out of it, so you really should be
grateful." She continued her work, and he realized it was really too late
to stop her.
An hour and a half and two magazines later (an old issue of Glamour he
had never read and a bridal magazine that Samantha insisted he read for
some reason) it was all done and he was shown the results. He was shocked
at his appearance, and gaped at himself while Becca explained. "I agree
that Elizabeth Banks is really pretty, and the hairstyle you picked out
of her's is perfect. Your hair was just long enough to achieve the look,
and I was able to give it full body with lots of soft waves and those
curls on the ends. You may need to touch it up occasionally, but Bonni
knows what to do and she said she'd be glad to help you. Don't you just
love the bright color?" [see
http://www.stylebistro.com/lookbook/Shoulder+Length+Hairstyles/
YOx8p4vMUJ7]
There was no way he could make this look remotely masculine! Maybe under
a baseball cap, and he'd try that, but otherwise his face looked a bit
cute and feminine now, yet anyone would easily still recognize him.
After being nudged by the girls, the mumbled a thank you to Becca and
paid the bill. She gave him a coupon and set up an appointment for next
month. "Why so soon?" he asked.
"You need to have your hair touched up more often if you want to keep
that style. Don't worry, I won't cut the length, we'll let it grow out so
we can do more things!" She said that as if he wanted longer hair, though
everyone knew he didn't.
He could stop touching his hair as they walked through the mall. He
wasn't paying attention to where he was being led, as Jake kept getting
surprised as seeing blonde hair in his peripheral vision. It also felt
different, all soft, and the weight was odd. They took him inside
Claire's Boutique where they picked out a bunch of hair ribbons,
barrettes, and the like. Jake didn't argue or complain, even when they
added two pink heart barrettes to his hair. The girls were thrilled, and
kept complimenting him, and after a little reminding he thanked them for
being so "nice" to him.
They had pushed him so far, he finally realized there was no going back
at all.
* * * * *
(End of part 2.)
Trisha
- 17.11.2021
- 10
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