The Softening of Jessie Part 2
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The Softening Of Jessie (Part 16) free porn video
"What are you thinking Ashley?" Jessie asked. He knew she was always full
of great ideas.
"Well, seeing that you enjoy wearing your pantyhose so much, why don't we
just buy you some shorts? Then you can keep your nylons on?" Ashley
plainly stated. She knew it would not be hard to convince her feminine
friend to take this leap.
"I don't know. Are you sure you that people won't be able to tell I'm
wearing pantyhose? I don't want to take the risk and look like a sissy,
cause boys don't wear pantyhose after all."
"Listen silly, you're wearing 'nudes' which means that when you have them
on it looks like your legs are nude, which means you can't see the
pantyhose. Get it?"
"Yeah, I got it. I just wanted to make sure. Ok, I will try on some shorts
then."
The two headed into Charlotte Russe and Jessie found himself surrounded by
nothing but women's clothes.
"What do you think of these?" Ashley asked as she held a short pair of
plaid shorts against Jessie's waist.
"Hey, those are girl shorts. In fact, everything in here is girl's stuff.
Let's go to Old Navy or something."
"Absolutely not Jess. You can't wear boy's shorts when you have pantyhose
on. That's just dumb! Think about it Jessie... when is the last time you
saw a boy in pantyhose wearing boy's shorts?" Ashley asked, not really
knowing where she was headed with this one.
"Ummm, I don't think I've ever seen a boy in pantyhose? Or girl's
shorts???"
"Exactly! So make a decision. Either wear the girl's shorts, which don't
even look like girl's shorts cause they are plaid, or take off the
pantyhose, so we can go get some boy's shorts. Personally, I think you are
being ridiculous and am a little hurt that you don't trust my judgment,"
Ashley emotionally replied trying to tug at her friend's heart strings.
"Hey, don't get upset sweetie. I guess I could try them on...I mean they
really don't look that girly."
"Great! Here, go into the dressing room and come out to model them."
Jessie went into the dressing room. He felt a little awkward being in a
girl's area and figured the sooner he got his shorts on the better. He
closed the door behind him and pulled his jeans off. They were a struggle
to get off, being as form fitting as they were.
Jessie quickly tugged and pulled his pantyhose back up and stepped into
the shorts. Once again he was amazed at just how well the shorts contoured
to his body. The hips fit snug but the waist did as well.
"Dang, these are really short," Jessie thought as he surveyed the shorts.
They were a white, yellow, and peach plaid design with two mini pockets up
front and none in back. The bottom of the shorts ended several inches
above the knee and exposed a lot of leg.
"Are you coming out or what?"
Jessie reluctantly stepped out of the room and into the store.
"Well well well, look at you. You look fantastic babe!" Ashley showered
Jessie with praise. He looked amazing. Since when did he develop such nice
legs?
"You don't think the shorts might be too short?" Jessie asked with a
concerned tone.
"Not at all. At least you won't be hot right? I'm glad to see that you
have on sheer pantyhose as well...good call. Hey Jess, have you been
shaving you legs or what?" Ashley asked with a giggle.
"Ummm, yeah. I shave them every week, but the hair doesn't really grow
back. So I look okay then?"
"Yep, I already paid so let's go eat!" Ashley said as she grabbed his hand
leading him out of the store.
"Thank you ladies!" the salesgirl said as they exited. Jessie turned and
wondered who she was speaking to, only to find her looking directly at
him. That was odd. The poor girl is probably just used to saying that,
since mostly everyone that comes in the store is female, he thought.
As the two headed over to the food court Jessie once again became
uncomfortable with the fact that men seemed to be staring at him. In fact
the problem had grown much worse all of a sudden and he noticed some men
who would turn around and follow him and Ashley for a while.
Ashley on the other hand was finding the whole situation very amusing. She
glanced a stare at him and could plainly see why he was getting so much
attention.
Jessie was all legs in his short plaid shorts and unbeknownst to him, it
was very apparent that he was wearing pantyhose. Ashley could see the
glossy shimmer from the nylons, which encased his silky smooth legs. His
open toed sandals showcased his rosy toes, which peeked through their
nylon veil. The stitch, which ran across the front of his toes, was indeed
a dead give away that those pretty legs were nylon clad.
That, however sexy it was, was not the highlight. It was the way he
carried himself that was making the men stumble over themselves. He was
unaware at just how feminine his gait had become. He walked in long
strides, with one foot before the next, and a nice little sashay to his
ass. He would be ready for the runway before he knew it.
"Have you noticed that a lot of guys seem to be staring at me Ashley? It's
making me very uncomfortable. Why the heck are they doing that?" Jessie
asked, being rather confused.
"They are staring at you cause you are with the prettiest girl in the mall
silly. They all wish they were in your place," Ashley replied with a wink.
"Wow, is this what it's like being with you? All these guys want to kick
my ass then?" Jessie countered feeling nervous about his well being.
"I don't think you have anything to worry about sweetie. I'm going to hop
in this store for a minute to say hi to my friend. You can wait out here.
I'll be right back."
Ashley disappeared into the store, leaving Jessie to fend for himself. He
noticed that every guy that passed him by looked at him. Some tried to be
inconspicuous, with a little glance here or there, while other obviously
stared at him up and down.
"Dang, every guy in here is jealous of me since I am with Ashley. I'm so
gonna get my ass kicked today," he thought.
"Are you ok? You look worried," a strange boy said. He appeared out of
nowhere, but now was right in Jessie's face.
"Umm, I'm fine. Look, I'm just friends with her ok? We just came here to
hang out and stuff, but that's it," Jessie nervously explained to the
stranger. He really did not want to get a whuppin'. In Jessie's clouded
head he assumed that all these men who were looking him up and down were
trying to size him up to kick his ass, since he was with such a pretty
girl. A pretty girl they wanted for themselves.
"What are you talking about? I just want to chat with you a bit, if that's
cool," the boy explained.
"Really? Yeah, that's cool. I'm surprised you aren't like the rest of the
guys in here. They keep looking me up and down like they want to kick my
ass or something," Jessie expressed.
"Well, I'm sure they want to do something to you, but you can rest assured
that it's not kicking your ass. I apologize for my gender...men can be
dogs a lot of the time. I'm Scott by the way."
"Oh hi, I'm Jessie."
"Jessie, is that short for something?"
"Nope, just Jessie," Jessie replied, wondering what Jessie could possibly
be short for.
"What school you go to Jessie?" Scott asked the very pretty girl.
"Northern High. You?"
"No way, I go there too. You sure you go there? I certainly would have
noticed you walking the hallways," Scott replied feeling a bit hard
thinking of her and the way she carried herself.
"Well I've been out of school for a little bit, cause I've been sick, but
I'll be back soon."
"Are you ok? What was wrong with you?" Scott asked in a concerned tone.
"Long story, but to put it simply my chest had an infection and it kind of
swelled up and stuff."
"Well your chest looks perfectly fine to me Jessie. I don't have any
complaints," he replied in a flirty tone as he glanced at her beautiful
bosom.
"It's getting better I think and thanks," Jessie responded and found
himself blushing a little for some odd reason.
"Alright Jessie, let's go have lunch!" Ashley said as she came out of the
store and grabbed his arm.
"Err, ok. I'll talk to you later Scott," Jessie quickly yelled as Ashley
pulled him away from his new friend.
"Bye...I guess we'll meet again at school maybe," Scott replied as he
watched Jessie walk away. He couldn't take his eyes off her butt as it
swished from side to side as she vanished in the crowd.
"Damn, now that's one piece of ass I'd like to get my hands on," he
thought.
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- 24.12.2021
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