A Fresh StartChapter 37 Sophomore Year
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Twins Part 4 - Sophomore Year free porn video
Twins Part 4 - Sophomore Year
(Alex buys a few pieces of girl's clothing, has sex with Allison for the
first time, gets a new hairstyle and begins wearing makeup.)
I had mentioned to Allison that I needed to shop for a few new clothes
before school started - Mom hadn't given me all that much money and I had
to be careful about how I spent it - so I wasn't unhappy when Allison
volunteered to help me pick out the clothes. A new pair of sneakers, a
backpack and two pairs of jeans were pretty easy to pick out. The problem
was when I wanted to get two or three Tees. Either I got these Tees that
were so big and floppy that I looked really dumb in them, or I got ones
that were the right size but which, well, which were tight enough that the
rounded swellings on my chest showed through. Now, if I were one of the
guys at school that spent their free time working out and exercising and
had developed a muscular build, the swellings on my chest would have just
looked a like a well-developed set of pecs. But with my slim build they
would have looked way out of place - almost like a small set of breasts.
So after spending an hour or so unsuccessfully looking through boy's Tees,
Allison dragged me over to the girl's section of the store. "Oh, come on,"
I protested, "guys don't shop in the girl's section."
"Oh shut up, we're just going to look. You don't have to buy anything. And
if you just keep your mouth shut no one will know that you're a boy.
They'll just think that you're a flat-chested girl." Anyway, Allison
looked around and picked out a couple of girl's polo shirts and had me go
into a changing room and try them on. Well, actually, she came into the
changing room with me and helped me take off the baggy shirt that I had
been wearing and try on one of the polo shirts. I had to admit that it
really didn't look bad on me. Because it was cut for a girl's figure it
was looser in the chest area and the fabric wasn't stretched over the
swellings the way the boy's Tees had been so I picked out a couple of the
polo shirts in dark colors - Allison said that dark colors would make the
swellings less noticeable - and paid for them. I was all set to go home
but she grabbed my arm and said, "As long as we're here, let's try on one
or two more things," grabbed something from a rack, and led me back to the
changing room. When she handed me what she had picked out, I saw that it
was a girl's HALTER TAP! And it was PINK! "I'm NOT going to put this on,"
I protested.
"Oh yes you are," she said, stripping off my shirt, "it's only the two of
us in here. No one can see you. Don't be such a silly."
"Yes, but ....."
"Shhh," she said, "you don't want anyone to hear you," and she pulled the
halter top down over my head. She took a minute or two to get it adjusted
- it almost seemed like she was enjoying rubbing and smoothing the fabric
where it was stretched over my swellings. "There, doesn't it look pretty,"
she finally said, turning me around to I could see myself in the mirror.
Oh gosh, the halter top was tightly fitted to my chest, emphasizing the
swellings, and you could see the straps of my sports bra going over my
shoulders and the halter top was cut low enough that you could just barely
see the top of my sports bra over it. "Yuck," I protested, brushing my
hair back over my shoulders, "It makes me look like a girl."
"No," she said, "I think it makes you look pretty. And I'm going to buy it
for you as a present."
Man I was going to argue with her about the halter top but I was so
embarrassed to be in the girl's section of the store, and in a girl's
dressing room wearing a piece of girl's clothing, and I didn't want to
take the chance that anyone would hear us and I just wanted to get out of
there so I finally said, "Okay, whatever," as I pulled off the halter top
and put my boy's shirt back on.
"You're sweet," Allison said, and gave me a quick peck on the lips as we
left the changing room. At least I did get her to agree to leave the
halter top over at her house instead of having me take it back to my
house.
Man, I'm not sure what's going on with my body. Even though I've gotten
bigger "up there," if anything I've gotten smaller "down there." I used to
be able to get all four fingers around my dick when I jerked off but
lately it almost looks like it's shrunk a half inch or so and I have to
just hold it between my thumb and forefinger when I play with myself. I
mean, it still feels as good as it used to - I just have to hold it
differently. And when I was scratching myself the other day it seemed like
I could hardly feel my balls anymore - there was just a small, loose sack
of skin below my dick!
Christmas Break was boring. The weather was setting record low
temperatures almost every day and I was getting tired of watching a lot of
TV. I was IM-ing Allison one day and said how bored I was and how I'd like
to do something active. She IM-ed me back that her parents had a couple of
treadmills in the basement and I could come over and use one of them if I
wanted to. Well, it didn't sound super interesting but I guess jogging on
a treadmill was better than being really bored so I headed on over to her
house. So we went down in the basement and started using the treadmills.
At first it was kinda, like, not interesting, but then we got the speed up
to where we were jogging at a pretty good rate and we're talking back and
forth and cracking jokes and I was enjoying myself. Man, I don't know how
Allison stayed so cool looking - I was sweating like a pig - and Allison
looks over at me and then says, "You know Alex, jeans and a sweatshirt
aren't the best things to exercise in."
"Yeah, but you didn't have to worry about freezing your ass off on the way
over here."
"I got something upstairs that would be cooler to wear," she said.
I was a little winded and really hot and sweaty at that point so I just
nodded and Allison ran upstairs and came back down a minute or two later
with some clothes in her hands. When she handed them to me I saw that she
had gotten what looked like a pair of her shorts and - get this - the PINK
HALTER TOP! I turned my back on Allison, dropped my jeans to the floor and
pulled on the pair of her shorts - which didn't look all that great as
they were really low rise and you could see a couple of inches of the top
of my briefs showing above them. Allison looked at me and giggled so I
pulled off the shorts and briefs and then pulled just the shorts back on.
Surprisingly, they didn't fit me all that badly. So I'm standing there,
holding the halter top in my hands and looking at it in disgust and
Allison's kidding me and laughing at the look on my face and finally she
says, "So, the great brave Alex is scared of a little piece of cloth?"
That was it. I pulled off my sweatshirt and started to pull on the halter
top when Allison said, "No, there's a better way. Let me help," and she
comes over and pulls off my sports bra and tweaks my nipples with her
fingers and then pulls the halter top down over my head. There was a
mirror in the corner and I looked at it and man, did the low-cut halter
top reveal the top of my swellings and the tight fabric clung to my chest
and emphasized their shape and size. And my nipples were all hard and
erect from when Allison had tweaked them and they were poking through the
fabric.
"Aw, darn," I said, "this makes me look like I've got tits."
"Well, you do," she shot back.
And I'm standing there with my mouth open at what she'd just said and
finally I stammered and said, "Uh ..... well ..... um ..... yeah, like,
uh, I do ..... but ..... but you didn't have to say that."
Allison rolled her eyes and said, "Jesus, you guys are, like, such babies
when it comes to talking about your bodies. Face it Alex, you've got
breasts. And really cute ones at that," and she winks at me before she
jumps back on her treadmill and starts jogging again. So I got back on my
treadmill and wow, all of a sudden I could feel my tits bouncing up and
down on my chest and when I looked in the mirror I could see how big they
looked and how they were flopping all over my chest as I was jogging -
almost looking like they were going to bounce out of the halter top I was
wearing. And the sensation of feeling them bouncing on my chest and the
sight of them in the mirror got me so turned on that all of a sudden I
couldn't hold myself back any more and I came and ejaculated into
Allison's shorts. A couple of minutes later Allison looked over at me and
saw the damp area in the crotch of the shorts and started laughing, and
that got me thinking about how here I am in her basement, wearing a pair
of her shorts wet with my semen, and I'm wearing this tight pink halter
top and jogging on a treadmill with my tits bouncing up and down and the
whole scene just seemed so weird and strange and hilarious that I kind of
collapsed off the treadmill and lay rolling on the floor in laughter.
All of a sudden I felt Allison down on the floor next to me and she's
laughing uncontrollably and somehow our arms were around each other and
we're hugging and kissing, and then rubbing our bodies up against each
other, and then I'm pulling off her clothes and she's pulling off mine,
and we're lying there with our legs intertwined, rubbing our crotches
against each other's upper thighs, and we're rubbing and fondling each
other's breasts, and then our hands slid down to each other's crotch and
we're rubbing and playing with each other down there. I was fingering her
and she was stroking my small dick, and then I came again a second time,
and a little after that she let out a moan of pleasure and rubbed herself
against me one last time, and then we just sort of collapsed into each
other's arms - exhausted. After a couple of minutes, when our breathing
had returned to nearly normal, we resumed playing with each other's
breasts, and sucking on the erect nipples. Eventually we realized that
Allison's parents would be coming home from work shortly so we both got
dressed and Allison gave me one last kiss before I headed home - with the
pair of Allison's shorts and the halter top stuffed inside my jacket.
Several times a week after that I'd put on just the shorts and the halter
top and stand in front of the mirror in my room and move around so that my
tits would bounce and sway under the tight fabric of the halter top and
I'd masturbate into her shorts again.
When the weather turned warmer in the spring, I dug out a couple of pairs
of the shorts that I had worn last year and found that even though they
had fit me then, they were way too tight now - maybe not too bad in the
waist but really tight over my rear end. I remembered how well Allison's
shorts had fit me and I checked the label and found that they were sold by
Victoria's Secret and were something called "The Eva Fit stretch twill
short." Like, I was too embarrassed to walk into a Victoria's Secret store
and buy some so I just ordered a couple of pairs over the internet and
charged them to my Mom's VISA card - I mean, she had let me use her credit
card in the past to buy clothes so I figured this was okay. They only came
in two colors - khaki and wild sage - so I ordered one of each in the same
size as the pair that Allison had given me. When they came a week later I
tried them on and found that they fit perfectly. Gosh, did they make my
legs look long and really nice - well, except that with attention drawn to
my legs, the hair on them was more noticeable. Now I didn't have super
hairy legs or anything like that but the sight of the hair bothered me so
the next morning when I was taking my shower I shaved my legs. "Looks
pretty good," I thought when I had finished, and then I thought, "Well,
why not go all the way," so I shaved my armpits as well.
I was standing in a group of my friends at school the other day between
classes, and we were talking about cars and sports and fart jokes and guy
stuff like that. I wasn't really into the conversation and my mind was
kind of drifting when I heard snatches of conversation coming from another
group of kids near us. As I listened a little more I realized that it was
a group of girl's talking about clothes and makeup and one of the new boy
singing groups and those topics seemed way more interesting to me so I
moved over and joined their group and enjoyed the conversation a lot more.
Before my birthday rolled around near the end of the school year, Allison
asked me if I wanted anything special for a present. "Uh, just surprise
me," I replied, thinking that she'd probably just give me a piece or two
of clothing. But when I opened the card from her I found that it contained
a gift certificate from Cindy's - the same hair styling salon that I had
gone to back in the seventh grade. "Uh, thanks," I said, "You think I
really need this?"
"Your hair is so nice," she replied, "But I think that it could look even
nicer. And let me know when you're going as I might come along and get my
hair taken care of at the same time." So we agreed to go the following
Thursday after school. When we got to Cindy's I started to tell the lady
that I just wanted a trim but she stopped me with, "Don't worry about
that. Let me take care of everything." So Allison got in one chair and I
got in the chair next to her and the stylists got to work. Man, I didn't
know why a trim was taking so long - after over an hour they were still
working on us - like, starting with a shampoo, and then putting some goop
on my hair, and then trimming it a little and then putting other stuff on
it - like, it was supper time before they finished. When I looked at
myself in the mirror I was like, "Wow, what did they do to me?" My dark
blond hair was now a very light blond, and it was really curly, and I
hadn't realized how long it had gotten over the past couple of years as I
had just kept it tossed back over my shoulders , but it now fell in a mass
of curls a good six inches or so below the top of my shoulders. Oh wow -
they had given me a real girl's hair style! And then I looked over at
Allison and saw that they had given her the exact same hair style, and she
was looking over at me with this big grin on her face as she whispered
"Happy Birthday." So Allison and I are walking home from Cindy's, and I
kept reaching up to feel my new curls, and we kept looking at each other,
hardly believing how much our new hair styles made us look alike. Finally
I asked her, "Uh, I kinda like the way my hair looks now, and, um, it's
kinda cool to look the same as you, but how did you happen to pick this
style?"
"Oh, I just told them to make us look like Taylor Swift," she said and
I'm, like, "Who the heck is Taylor Swift," but I didn't say anything.
As we were nearing Allison's house she looked over at me and said, "You
know, that hair style really looks cute on you, and don't take it wrong,
but you face looks a little plain."
"Plain? What do you main plain? I have no idea what you're talking about."
"Alex, you have beautiful eyes but they could use a little eye shadow to
emphasize them, and maybe a little lip gloss."
"Makeup! You want me to wear makeup?"
"Well, you did at Halloween."
"Yeah, but that was when I was trying to look like a girl."
"Okay. Be that way. I don't care," Allison shot back.
I thought about it for a moment or two and then said, "Well, uh, if you
really think I should," and that was as far as I got because Allison threw
her arms around me and kissed me, and that's how I ended up in her
bedroom, being shown how to apply eyeliner, and lip gloss and perfume.
At school next day I was getting a lot of comments about my hairstyle from
the other kids. Now, I did hear a couple of whispered "fag" comments from
several of the boys but most of the kids just smiled at me and several of
the girls told me how nice I looked and they wanted to know what salon I
had gone to, and they're like, asking me if it wasn't a lot of trouble to
keep it looking so nice in that style, and stuff like that. As Allison and
I were walking along together between classes, one of our friends came up
and cooed, "Oh, you two are so cute. You look almost like a pair of
twins." Allison and I just giggled a little and blushed.
Alessandra
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