Sorority Tutor
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Sorority Tutor, Part 4 free porn video
Sorority Tutor, part 4, by Linda_C
The sorority was having so much fun that they had another drawing the
next night, and the choices were to wear bras all the time, to shave his
body completely, or to wear a corset all the time. To him it was no
contest - shave his body. He was not going to ever wear a bra, let alone
a corset! Deep down he knew it was a matter of time, but he still hoped
they'd tire of this. Maybe after the holiday break...
He had to admit the sorority helped him out a lot with this task. They
explained hair removal and razors and the like. But Stacy decided it
wasn't enough, "Look, he has quite a bit of body hair. We can help him
learn how to maintain it, but he really needs a treatment. Let's take him
to a salon and get it done right!"
Jake argued, but when Stacy took him by the arm and lead him to her car,
he was amazed that he didn't resist. While Stacy drove he tried to
convince her to not do this, but she just asked, "Don't you have knitting
to do?" So he sat there while she drove, knitting a scarf, and she just
kept reminding him of his current status. "Jake, I have to tell you, I
just adore your butterfly motif today. The butterfly clips in your hair,
all sparkly, really bring out your eyes! And they match your belt and
earrings too! I wish you'd let us getting you dangling earrings and not
just studs, but still, you look really adorable! And I love the five
bracelets on your wrist, it is so cute! You chose that yourself?"
He didn't, but last time he denied it, even though it was true, Stacy
just gave him more jewelry to wear. He learned his lesson quickly, "Yes."
"Yes what?" she pushed and smiled.
He missed a knit stitch and had to be careful, "Yes, I chose it myself,
because I really like this look and though it would go with my other
jewelry."
"Atta girl!" Of all the sisters, Stacy really loved to call him a girl
and was never shy about it.
She took him back to the salon. Becca was there, of course, and she
immediately complimented Jake on his pretty accessories and outfit, and
she also noticed his perfume. She wasn't overly loud, but she also wasn't
quiet about either, and the other patrons noticed. Even though Jake was
head to toe in girl's clothes and accessories, with a pretty hairstyle,
it was still very obvious he was a guy.
They had to wait a while for an opening. "Good thing you have your
knitting, huh Jake!" He dare not glare at Stacy. And two hours later, he
was a new person. They waxed his body. Oh, sure, they did everything they
could so it wouldn't hurt much, and were very nice and professional, but
they told him that it was either that or shave every single day. They
gave him body lotion and razors for his armpits and legs. They gave him
tips on how to shave too, which he did need. His face would always be a
problem, and they recommended electrolysis for his beard if he really
wanted to look proper, but Stacy said he didn't have to do that.
She did say she would add it to the list though. He stared back at her in
horror.
Becca comforted him, "Don't worry, Jake, even electrolysis isn't
permanent. So if you change your mind later, you'll be fine."
He actually expected all of this, even the waxing. The big surprise for
him, though, was when they shaped his eyebrows. He could have stopped it,
but he was stunned when they started. It really didn't hurt, the women
here were professionals, but when they were done, he was shocked at how
much the thin feminine arches really changed his face. Combined with his
hair, he was starting to look really androgynous. Becca wanted to put
makeup on him, but he flat out said no. He didn't have to do it. Stacy
whispered in Becca's ear, and Jake overheard her say that it was only a
matter of time.
He wondered yet again how far would he really let this go? Why couldn't
he stop? Every step he takes makes it that much harder. He realized with
a shock that he actually doesn't have that many guy clothes now, as the
girls would take some occasionally when he didn't dress properly, and
with all his purchases he really had to watch his spending so he had
nothing left over for more men's items. With his hair and eyebrows the
way they were, he'd have to get a crew cut and ... what? Wait a month for
his eyebrows to grow back? His arms didn't even have hair, and this
spaghetti strap top almost looked appropriate on his body now.
As expected, he tipped Becca well and thanked her, taking his packages
with him. Now getting ready in the morning was going to take him even
longer. Hair, perfume, and now shaving. All the jewelry. He would never
complain about how long a girl takes to get ready ever again.
That is, if he could ever go out with a girl again. He then had a horrid
thought as he got into Stacy's car: which was worse, not dating because
of how he was dressed, or finding a girl who actually preferred him this
way?
* * * * *
It was the night before Christmas, and the sisters had decided that a
couple would stay with him at his apartment, giving him decorating ideas,
and also "give advice" on what he could sleep in. "Just so you can be
more like one of us girls!" Kim said.
Eight girls were staying over the holidays: Jill, Lori, Stacy (figures,
he disappointingly thought...), Amanda, Holly, Cheryl, Susan, and Kim. At
the sorority house they were all lounging around in sensible nightgowns
or pajamas. He was dressed in a teal three tired ankle length skirt that
he made at sewing class, along with a sorority top and a cardigan. While
he didn't have to wear skirts or dresses yet in public (again, he
thought, yet), everyone agreed that whatever he sewed he should wear at
the sorority house whenever a sister asked. Oddly, they didn't ask all
the time, but, as Kim said, "Tonight is a special occasion!" They put
ribbons in his hair, commenting that in a month he'd need another
haircut, and as his hair was growing nicely they could really do
something pretty for him. He also had his toenails polished pink, lots of
jewelry, and some holiday perfume.
They sat around talking and watching movies. He was knitting, along with
some of the other girls. He hated the skirt. Sure, he did fine job sewing
it, and at least it was long so he didn't have to worry about modesty,
but it felt like it was always getting in the way, and it was yet another
thing that reminded him of his predicament every time he moved! The girls
kept complimenting his skirt and, worse, how good it looked on him. He
felt completely covered yet totally exposed by the skirt. And it jarred
him every time the skirt swirled when he turned his body.
Under the tree there were a ton of presents. At the end of the movies for
the evening, Jill told him, "We all got you gifts! Isn't that great?"
"You really didn't have to go to any trouble," Jake said. Really, he
wished they hadn't, as he knew he wasn't getting a baseball glove or
anything remotely stereotypically male. "Besides, I didn't know we were
exchanging gifts, and, well, I didn't get anything for any of you..."
"That's okay, girl!" Stacy decided the perfect way for Jake to make up
for it. "Tomorrow you can open presents, but tonight, your present to us
will be to choose three different tasks tonight!" Jake hung his head, as
he had hoped to not have to do any of that over the holiday. And three
more tasks, not just one?? What would he look like next time Sarah saw
him?
They gathered around and had him draw slips of paper. Jake asked, "There
seem to me more pieces of paper in here..."
Lori answered, "We had more ideas!!" Wonderful, Jake thought sadly.
The first three tasks he drew were start wearing skirts, finger nail
polish, or wear women's sweaters and coats from now on. Jake insisted he
wasn't going to wear skirts, which just made them remind him of his
pretty skirt that he sewed himself. "I mean in public!" They all laughed,
but understood. They gave advice about how pretty his nails would look,
and also that a cute cardigan in the spring and during class now would go
well with his tops. Susan, one of the newer sisters, and one benefiting
from his tutoring, told him, "You'll need a winter coat. I'm thinking of
a pink peacoat would be so cute! Old Navy has one, shouldn't cost you too
much."
Faced with the choice of buying new clothes or wearing nail polish on his
fingers, Jake made a decision he thought he'd never do, "I'll um, happily
wear nail polish!" He figured that with everything else, few would be
surprised at his nails. The girls were thrilled and decided to paint them
right then and there. They found him a color that matched his skirt, and
had him do it. Jake had plenty of practice with his toe nails, so this
wasn't hard, but he cringed at seeing his fingers looking so girly.
"Show us your fingers!" Holly yelled. He did, and was also shown how to
hold them out for others to see, and also up against his body. "Oh so
pretty!"
Jake was told that every day he had to wear new nail polish on his
fingers, but his toes now only needed to be done every few days or so.
Next choices for him were the sweater/coat again, heels and sandals, or
dresses. The sorority sisters all cheered! This was the best set of
choices for them, and Jake felt it was the worst. He didn't want to do
any of them at all, and begged for some new choices. Stacy and Jill
reminded him that if he didn't choose, he'd be doing all three. He
couldn't bear to wear a dress or heels, even though he knew that it was
only a matter of time unless they let him go. So he agreed to the coat
and sweaters. The girls said they'd take him shopping over break to help
him out with his new wardrobe needs. "You are a lucky girl to have all
this help Jake!" Susan insisted that he'd have that new pink coat.
Lori reminded them all that he still had one more to do, so they stopped
talking about coats and cute sweaters and let him pick the next three:
help clean, electrolysis, or carry a purse. Jake understood the last two.
Electrolysis might be okay since he wouldn't have to shave so much. He
couldn't believe that he was even considering that, but compared to all
he had gone through, why not? Carrying a purse was just as bad as a skirt
or dress, something only women did, and was another huge outward step
down the path of femininity.
"What does help clean mean?" Jake wouldn't mind doing dishes or
something.
Cheryl answered, "Oh, that was my idea! We talked about you helping out,
doing the trash and being a fix it guy, but I thought it would be better
to go with the theme, and so if you chose to help clean, you will end up
being our maid!"
"Your...maid?" Jake got a horrid feeling in his stomach.
"Yes, maid! It is perfect. Basically, we agreed that we could have you
move in with us and be the live in maid. This holiday is a test run of
you being around here all day long actually, and we all think it would be
great. You'd help out with a bunch of chores, like laundry, dusting,
vacuuming, dishes, whatever we want. We'd make you a list, and about one
or two hours a night you'd be our maid! Eventually you'd have to dress
the part." Cheryl was going on so happily that she kept cutting Jake off
every time he tried to speak. "Either we'd buy you a uniform or you'd
eventually sew one, or both! But we'd get you a full skirted apron to
start with, and maybe one of those cute caps like they wear on Downton
Abbey...yes! Oh, and you'd have to curtsey to us all the time. It would
be soooo cool!" All the women started talking about the idea, and really
liked it. They told him that he'd be the prettiest live in maid, and as
he had made his own skirt, he'd definitely be wearing skirts while
cleaning.
He fidgeted in his skirt. He never would have guessed that being a maid
was in his future. Wasn't sewing and knitting bad enough?
So he couldn't choose to clean and be their maid or carry a purse. No way
he was living as a girl in a sorority house or carrying purses in public
everywhere and all the time. But the electrolysis was something that
would last for weeks if not longer. And the nail polish and sweaters, it
was just too much. Jake sat down and begged them to let him go, "Please,
I am sorry for all that I did. I know I was a jerk. I'll happily tutor
all of you for free, just please, enough with turning me into a girl."
Stacy just said, "No way, this is too much fun!" But Jill motioned for
her to be silent and sat down next to Jake.
"You are embarrassed by doing all this society based stereotypical girl
stuff?" Jill asked him. When Jake nodded yes, Jill asked, "Why?"
Jake was really confused, "Because I'm a guy, and we don't do things like
this. It is embarrassing!"
"See, that is the problem, Jake. You think that being female is
embarrassing, right?" Jake didn't answer, so Jill continued, "The thing
is, you are the one who is letting yourself be embarrassed. Sure, people
tease you, just like you teased and bullied others, so I'm glad you are
learning that the bullying is wrong. But you still think of women as
second class citizens, which may be why you are embarrassed by the whole
thing. Or maybe you secretly like it, and that is why. But it doesn't
matter to me, or any of us. You have a choice."
"No I don't!" Insisted Jake.
"Oh sweetheart, you do," said Jill, as she laid a hand on his shoulder.
"The University is fine with you dressing and behaving like a girly girl.
Anyone who hurts you for it will probably get expelled, so you are safe
there. But yes, the choice is yours. You can walk out right now. You'll
have to quit college because we will keep our promise and expose your
crime, because it has always been your choice to come in here, and we
aren't going to stop you. But you can be a man again. Or if you are too
scared and cowardly to face up to your actions, then you can do this, but
still graduate. Your choice."
Jake fumed. How dare she call him a coward! Deep down he knew she was
right, but that made it all the more painful. He had to finish college
with a degree. His parents would never accept failure. "Fine," he
grumbled, "I'm not being your maid or carrying a purse, so I'd do the
fucking electrolysis!"
Jill shook her head sadly, "Oh Jake, you were doing so well. You are
supposed to be happy, or at least, pretend to be happy. But instead you
are cursing and being petulant. Haven't you learned anything?"
Stacy jumped in, "He should have to do all three now!" Some of the other
girls agreed and there was some cheering and clapping, but Jill quieted
them.
Jake swallowed and looked on in horror, how could he make such a stupid
mistake? "I'm sorry! I wasn't thinking..."
"Quiet Jake. I want you to apologize better, or I'll do what Stacy
suggested. Stand up, tell us that you are really sorry and will be a good
girl from now on, curtsey to us when done, and your punishment will only
be that you have pick three more and choose one."
Jake got wide eyed and started to open his mouth, but Jill said, "Say
anything but an apology and you will be a maid and carry purses from now
on." She paused and looked him right in the eyes. "Try me."
Jake almost immediately looked away, ashamed at himself and how easily he
was letting himself give in. He stood up, took hold of the sides of his
skirt, and said with his head lowered, "I am really sorry for getting
upset and for cursing. I was bad and I will do my best to never act that
way again. I will be a good g...girl from now on. And please, I'd love to
have three more tasks to choose from." He then dipped into a deep if
clumsy curtsey while all the girls applauded wildly!
The girls picked out three more topics from the hat: wear a dress, attend
yoga classes, or start wearing a corset at least three times a week.
Stacy explained, "One of those days will be one of those outerwear
corsets. You've seen girls wear them as tops before, really sexy and hot.
The other times will be used to give you a really girlish figure. You may
even look like you have breasts!" Many of the sorority sisters laughed at
that, and Jake new that he'd have to chose going out in public
occasionally in a yoga skirt. He had avoided this for so long, but now
there was no choice. Worse, he had to be polite about it too...
"Given those choices, I think I'd like to join those of you who do yoga.
I'm afraid I won't be very good, but I'll try to do my best, and I could
use the exercise." He couldn't make himself sound excited, but he tried
to be pleasant, and the girls cheered him for his effort.
Susan told him excitedly, "You can join my yoga class! It is early in the
morning five days a week. It is mostly girls, but there are two guys who
join us so you won't feel alone!"
Jake felt very alone. He agreed with Susan and went back to his knitting
while the sorority sisters enjoyed the rest of the holiday evening. They
drew Jake into their conversations, and they drank and played games
(although he made sure he continued to knit!), and realized that after a
while he was having a fun time. Still, whenever he stood up he'd feel the
swish of the skirt on his bare legs, and he'd be all embarrassed again.
And they never stopped treating him like one of the girls. Eventually
some of the women went off to bed, and he politely asked to be excused.
He was allowed to sleep, and some of the sisters even hugged him
goodnight.
It was late when he went back to his apartment. So late that the girls
decided he shouldn't change, and they loaned him a long coat to wear.
Amanda and Holly escorted him to his place, and they were right, hardly
anyone was out on Christmas Eve, and no one paid him any more attention
than the other two girls. At least at night they let him wear his boxers
and t-shirt, and when the girls saw him, they gave each other a knowing
smile. Well, at least when the lights went out, he could pretend that he
was a man.
But he knew that all through the holidays, they'd never stop pushing him
to be a woman.
* * * * *
He was woken up early the next morning by Holly telling him that his
bathroom was free and he could shower. However, he didn't have to get
dressed. He could put on what he wore to bed, slip the coat over it if he
didn't want to wear his skirt, and head back to the Sorority house. No
question that he'd have to shave, of course, as required. But not having
to do that other stuff was a nice Christmas gift, he thought. He kept his
sleeping clothes on, avoiding the skirt, although he wished he could have
brought some pants with him. Holly was really eager to get back so they
all could open presents.
After breakfast, the sisters gathered around the tree and handed out
presents. Kim explained that they did a Secret Santa, where one girl
would only buy a single present for another girl randomly picked. Nothing
too expensive The ones who went home over the holidays brought their
gifts with them, while the ones who stayed beyond were going to open
them.
The sorority sisters open their gifts first, and they were really having
fun. Jake was surprised that the gifts weren't all ultra girly, which
meant he still had a ton to learn. There were some clothes, but also
books and craft items. However, they were far more excited when it was
Jake's turn.
Jill said, "We got you three gifts, and don't worry about getting us
anything. Last night's fun more than made up for it! Since you were
surprised that we didn't really get each other many girly things, then I
know you won't be disappointed with your gifts!" All the women agreed and
Jake was made to go over to his presents. All wrapped in pink with huge
green bows.
The first gift was small: a gift certificate for a spa day, and he could
bring eight of his friends. He immediately invited all of them, which was
expected but still, he kinda felt good about that. He'd already had a
kind of a spa day or two, and so this was nothing new. Honestly he was
just dreading getting lingerie.
His second gift was obviously clothing, but it seemed really light. When
Jake unwrapped it and looked in the rectangle box he cringed. It was a
nightgown. He pulled it out and the girls had him change into it right
away. They made him take his shirt off, slip the long gown over his head
and through the arm holes, and it flowed down to his ankles. They then
made him take off his boxer shorts. "Now you are all girl again!" Stacy
said with glee. They brought him over to a full length mirror so he could
see. It was somewhere between pink and purple (Amanda told him it was
orchid), and it had little floral lace on the square neckline. The fabric
was cotton, but it was so light and soft, that he felt totally naked and
exposed. There were little cap sleeves (also edged in delicate lace), and
a huge flouncy ruffled hem at the bottom, so it swirled all around.
Stacy went over and adjust it, moving it a bit so that he felt it caress
his body, "From now on you are to wear a nightgown or chemise every night
when you sleep, Jake." She brought over the box and also pulled out the
long sleeved matching robe. "If you are cold you can wear this too, or a
shawl, your choice. We may do a surprise check at your apartment, and
trust me, you don't want to get caught cheating, do you?" He shook his
head no quickly. "Come on Missy, tell us how much you adore it? And give
us a spin."
Dejectedly he spun around, the hem flounce swirly around his legs, "Oh, I
really do love my gift. It is really pretty and comfortable. I love how
light and airy m...my new nightgown is. I'm really happy to have it!" The
girls agreed, and Holly came over with another clothing box.
"This is also sleepwear, which you can also decide to wear. You will have
to wear both of these items at least once a week, but you can choose
which to wear the most." Holly gave him the box and had a huge smile on
her face, "I picked it out myself!" It was the last gift.
Jake pulled out a wisp of fabric. It was the most girly thing he had ever
seen. It was a sheer purple babydoll nightie, and as he pulled it out of
the box a matching thong fell to the floor. He was told to change into it
immediately. Holly grabbed his hand and led him to a bathroom, "Here,
slip on the thong and hand me your nightgown through the door, then I'll
hand you the babydoll back."
In the bathroom he sat on the closed toilet seat lid and put his head in
his hands. This was just awful, and he had no idea how much more he could
take. It was just clothing, but he was totally losing himself, and he
felt so weak and helpless. That was how Jill said he made some of the
pledges and sisters feel. Holly knocked on the door, wondering what was
keeping him and giving him encouragement. How could the girls act so nice
while doing this to him? They seemed to enjoy the embarrassment, but also
to enjoy just making him pretty and girly and then hanging out with him.
He was so confused.
He carefully took off the nightgown and handed it to her through the
door, and was given the babydoll in return. He put it down and stared at
the thong. It would be his first pair of panties. He knew this day would
come. But why a thong?? He winced, but put them on, feeling like he was
throwing away even more of his manhood. It felt so wrong, yet the fabric
was really nice. Really tight on him. Thongs like this weren't made for
men. Not wanting to see himself like this, he stepped into the babydoll
then realized he had no idea how to put it on. That must have been why
Holly was staying around to help him. He couldn't put it off so he let
her in. She had a huge grin on her face, "I knew that color would be
perfect on you! Here, let me help you with the straps." They were like
bra straps, but really long in the back going down to his waist, and he
felt Holly fasten him in the back with hooks like a bra. When he looked
down, he saw it was very low cut, with lots of flouncy ruffles above the
lined bra cups, with a big purple flower in the middle, and little blows
where the cups met each strap. It was like a bra. His first bra and panty
set. And the babydoll didn't hide the thong at all.
He almost fainted but Holly was there for him, "It is okay, honey, you
really look great! And trust me, in your long nightgown you'll feel like
a princess, but in this, wow, you'll feel like a woman."
In the flimsy outfit that caressed his body, he felt so exposed,
vulnerable, and weak. They were really pushing him to be a woman.
* * * * *
Two of the women joined Jake to get his yoga outfit the next day to take
advantage of the sales between Christmas and New Years. He thought he
would be far more embarrassed than he was, but considering all the
jewelry he was wearing, the sorority top, and his pretty hair, it wasn't
too much more. He let the girls hold up various tops and skirts against
his body. They were looking for both cute and functional since "you want
to make the right impression!"
Jake asked if he could just wear his sorority shirt for yoga, but Amelia
told him no, that was for fashion, not exercise. He didn't think that
anything could be more feminine than one of his spaghetti strap tops, but
he was wrong. He ended up with one they called "sweet pink" color, with a
slightly ruched bodice, wide flutter short sleeves, with sides that were
heavily ruched with little pink cord bows at the bottom. The top wasn't
skimpy, but it was still incredibly girly. They also found him a light
blue medium length yoga skirt, with more corded bows on the side that
were fashionable.
They had him go to the men's dressing room to try stuff on, and he had to
come out wearing the skirt and top. Guys basically avoided him and tried
to ignore what was going on, while some of the women shoppers did the
same or smirked. He was made to spin, and he realized that the skirt
flared out like a full tennis skirt. Susan suggested that they also get
him a sports bra, but he reminded them, politely, that he hadn't agreed
to that. "That's okay, we'll just have to go shopping again for it later
then!" They did take pity on him and let him change back, but only after
he agreed to wear his outfit tonight at the sorority house for everyone.
Susan then reminded him that he needed a coat, and after looking around
everywhere, they finally found the perfect pink peacoat, just as she
promised. As he modeled it for them, Susan and Amelia remarked that it
looked great, and he was a very lucky girl.
"Aren't you Jake?"
He lowered his head and said, "Yes, I'm a very ... lucky girl."
* * * * *
(End of part 4.)
Madison
- 03.01.2023
- 8
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