Sissy Outed Brandon to Brandy
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My First Bra - Part 4 free porn video
In parts 1 through 3 I explained what happened after my wife and I
bought my first bra. She played with my breasts and got me to shave
my chest, which made the "little boobies" (her words) on my chest
more obvious. Then as a surprise she took me another store for a
proper bra fitting by a very understanding clerk. They had me try on
bras and have the clerk adjust them for me. It was another
embarrassing experience, but the clerk was very accepting and seemed
to really like helping a man buy a bra. She even told me a story she
seemed very proud of where she helped a young man buy his first bra.
It was a little disconcerting when she told me that young man was now
a happily married woman.
As my wife and I left the store I was carrying the bag with my new
bras and panties inside. My wife and I both went to the driver's
side of the car and I opened the door for her. I gave her a hug and
kiss and she entered the car. I walked around to the other side, got
in the car, and fastened my seatbelt. I held the package on my lap,
close to my chest, like the precious cargo it was to me. My wife
started the car and headed back home.
"Thank you so much dear!" I said.
"I knew you'd like your surprise," she responded with a big smile.
"I really did," I replied. "It was very embarrassing at first, but
Adrienne made me feel much more comfortable, since she seemed okay
with a man buying a bra."
"Of course, honey," my wife responded. "Lots of men recognize their
feminine side, and want to have some pretty undies to wear. If they
want to feel feminine and pretty they shouldn't worry about what
other people might think. And I understand that some of their wives
or girlfriends want them to do it so they can enjoy having 'girl
time' together."
"So is that why you made me buy those first bras, just so we could
have girl time?" I asked.
"Oh no, sweetie," she replied. "I knew you would enjoy those girly
things, and I wanted you to be happy."
"So you don't mind me having some bras and panties?" I asked.
"Of course not," she replied. "I know it will make you happy, and
I'm sure it will make me happy too. I knew what you were like when I
married you. I wasn't looking for a macho type guy."
I was glad to hear that again, but she had told me that many times
before. I've certainly never been anything close to a macho man. As
my wife drove us home we talked about typical things, not our
shopping experience. She reached over and placed her hand on my
thigh and rubbed it sensuously. It felt very good. "When we get
home you can thank me for your little surprise," she said.
"Gladly!" I replied and I meant it. It was a fantastic surprise and
very wonderful of my wife to arrange it.
It was after 10:30 when we arrived home. As we entered the house my
wife stopped me and gave me a passionate hug, and I returned the
favor. She dropped her hands a bit and cupped my bottom with her
hands and squeezed it gently. "Take your new clothes into the
bedroom and I'll be there in a couple of minutes. Then get rid of
those clothes so I can see that cute ass of yours in those sexy black
panties." She was ordering me, but nicely. "And put on that zebra
stripe bra. It looks cute on those little boobies of yours."
I headed off to our bedroom, took out my new clothes and laid them on
the bed. I just stared at them, still amazed that they were mine and
that I had tried them on in a store. After staring for a couple of
minutes I decided that I better do what my wife told me to do. I
took off my clothes and stood there for a moment in just my new
panties, still looking at all my pretty new things. I couldn't wait
for a chance to wear some of them. I hoped that my wife would tell
me to wear a bra to bed sometimes, and that she would add that to our
sexual routine. I picked up the zebra stripe bra just as my wife was
entering the room. She was wearing a lavender nighty, which looked
identical to the one I had worn last week. "Do you need some help
dear?" she asked.
"Yes I do. Can you please help?" I asked.
She took the bra from my hands. She stood in front of me and helped
me put my arms through the straps. "Now reach behind and find the
hooks with your hands," she coached me. I tried but I couldn't get
the hooks to fasten. My wife watched me struggle for a couple of
minutes and then said, "It's ok, honey. It takes all girls a while
to learn how to fasten their own bra. You'll get the hang of it
eventually." I wasn't sure I would be wearing a bra often enough to
ever learn to fasten it, but I didn't want to say that to my wife.
She had me turn so she could fasten it for me. "Come with me dear,"
she said as she led me into our bathroom and had me stop in front of
our mirror with us facing each other, with our sides toward the
mirror. "Look at those pretty little boobies, dear," she cooed as
she reached up and cupped each of them gently in her hands. I turned
and watched us in the mirror. "You like to look at them don't you?"
I nodded yes, afraid to open my mouth and interrupt her. "I saw you
looking at them last week when you were wearing your first bra. You
stood and looked at yourself in the mirror for 10 minutes before you
noticed me watching and scampered up the stairs like a frightened
little schoolgirl. Were you embarrassed sweetie?" She was smiling
and still speaking very softly, which made it all the more erotic. I
nodded yes in response to her question and she started to gently rub
my nipples with her thumbs while slightly lifting the breasts with
her hands. "Ooooh, you like that don't you sweetie?" I nodded
again. "You don't have to be embarrassed by wanting to look at your
boobies. All girls do that as they start to develop. They see their
little boobies and hope they'll continue to grow, so they'll be
attractive to the boys. Do you hope your little boobies will grow
too dear?" Reluctantly I nodded yes again.
"I remember when my boobies were your size I loved for a boy to
stroke them gently, like this. Most of them were too rough, and
didn't know how to really turn me on. I know how to turn you on,
don't I dear?" Another nod. "And you know how to turn me on too,
don't you honey? So soft and gentle. That's what I love about you.
You are never rough, so gentle when you touch me. Like the roommate
I had in college. She and I used to enjoy each other's bodies
sometimes." I was very surprised to hear that. She had never
mentioned any lesbian experiences before, and it made me even more
aroused.
"Your boobies look sexy in that zebra stripe bra. There you are in
that sexy bra and those black panties. I used to dress like that
when I went on a date. I told you that girls wear black undies when
they want to be fucked. I'd wear a low cut blouse and a short skirt
with those sexy undies. I looked like I was 'easy', like a slut.
Lots of guys like girls that dress like a slutty girl. I bet you'd
like to dress like a slutty girl, wouldn't you, dear?" She was still
stroking my breasts and I was incredibly turned on. I was willing to
agree to almost anything to get her to keep doing that. I nodded
yes.
"Just close your eyes and pretend," she continued. Pretend you are
me; a 19 year old girl who just returned from a first date with a big
hunk of a guy, a member of the football team. You were so excited to
go out with this handsome guy. Think of how the two of you went to
dinner and then to a bar where you drank too much. You danced with
him and his hands were all over your body as he pressed close to you
on the dance floor. He ground his cock against your pussy and pulled
up the back of your short, short skirt to fondle your tight little
ass and expose your black lace panties. As you sit in a booth his
hands are under your skirt, and sliding a finger into your panties,
trying to reach your hot pussy. And his hands are inside your blouse
too, reaching in to caress your breasts. You are fondling his cock
through his pants, feeling it grow and wishing you were alone with
him. You remember all the times you had done that in cars and in
theaters as you play with it through his pants. You can tell it's
big." She is still stroking my nipples.
"Lots of people are looking at you, wondering about this sexy slut;
wishing they were the guy on the date with her. You are so horny and
want to fuck this guy, so you tell him you want to go somewhere they
can be alone. You return to his dorm room. The two of you sit on
his bed, fully dressed; your blouse with an extra button unbuttoned
to show your sexy bra. You wore a black bra and black lace panties
because you had hoped to be fucked. Imagine how he unbuttons your
blouse and grabs your titties roughly through your bra, thinking that
would excite you, but it really doesn't. How he takes your hand and
moves it to his crotch, to fondle his cock. Then he stands up,
slides down his pants and undershorts and out springs his cock. It
is huge! The biggest you've ever seen. He stands in front of you,
puts his large hand to the back of your neck and pushes your face
down to suck the massive cock. It looks even bigger up close. You
suck it and lick it gently, lovingly, then more aggressively, like a
hooker giving a blowjob. You want that big cock. You need that big
cock. You feel your pussy dripping with excitement. You've got to
have that big cock! 'Fuck me. Fuck me, now!' you shout loud enough
for his neighbors to hear."
"He pushes you back on his bed, pulls up your skirt, tears off your
panties and slams that huge cock into your pussy. He doesn't kiss or
caress you, just fucks you roughly. It is so big it is almost
painful as it stretches your tight, tight pussy. But the pain
quickly is replaced by pleasure as it slides in and out. You've
never felt anything this wonderful before. Soon you feel cum
streaming from the huge cock into your wet pussy. You cum too from
the combination of sensations. He lays on top of you for only a few
seconds, then pulls the cock out, rolls off and lays beside you on
the bed. You lay there wanting more, wishing he would hold you,
cuddle you and help you cum some more. But he is spent, done. After
only a few minutes he says you need to go because he has a test the
next morning. You're shocked. He's treating you like a slut, a
whore. You find your panties, slip them back on, leave his room
crying and head back to your own dorm room."
I was incredibly aroused listening to this story. She continued to
caress my breasts as she continued with the story.
"You walk the block from his dorm to yours with tears in your eyes,
and his hot cum still dripping from your pussy. You are a mess, your
bright red lipstick all smeared from the blowjob and your other
makeup a mess from the tears. You are embarrassed by the way you
were treated but still incredibly aroused by fucking that huge cock.
As you enter your room, still crying, your roommate greets you. She
is a brunet with a plus size body, dressed in a lavender nighty. Her
face is not what most guys would consider beautiful, but knows how to
dress to emphasize her attributes, especially her large titties and
her terrific ass. She normally wears very sexy, revealing clothing
and guys are very attracted to her, as she exudes sexuality. In that
outfit she looks wonderful. She takes you in her arms and asks what
is wrong. You tell her the story and she hugs you lovingly. Your
hands begin to explore each others' bodies and you kiss gently. Then
you kiss again, more passionately. She holds your breasts in her
hands and caresses your nipples gently with her thumbs as you
continue to kiss. You are incredibly aroused. You've never kissed a
girl before, but her gentle touch enflames your passion. You stumble
toward your bed, still locked in each others' arms." With that my
wife started to move us out of the bathroom and toward our bed.
"You fall on the bed, she kisses you some more and then continues
with kisses and she moves down your body to your pussy." My wife
follows the story by pushing us gently onto our bed, and kissing me
as she moves down my body to my cock.
"She gently slides down your panties and eagerly laps at your wet
pussy." My wife follows the story some more, sliding down my panties
and beginning to suck my cock.
"She licks your pussy until you cum. Then sucks out the combination
of yours and your date's cum, moves upward and kisses you, depositing
the cum in your mouth." With that I came in her mouth, filling it
with cum. True to the story she moved up and kissed me, depositing
my cum in my mouth. I swallowed every drop.
"You continue to kiss, and then lie in each others' arms as you enjoy
the wonderful feeling of her touch and your collective passion. As
much as that huge cock felt wonderful, this is even better," she
continued as we copied the story once again, lying in each others'
arms.
"You have fucked a number of guys before but you have never felt
anything like this. You feel a desire to return the pleasure and
begin to kiss her again, with renewed passion. You move down and
suck on her breasts. You have never sucked on a breast before and
are uncertain what to do, but quickly realize that the things that
feel good to you may please her as well. They are too large to take
them entirely into your mouth, so you concentrate on her nipples.
You hear her moans and realize your gentle touch is bringing her
pleasure too." As I listen to her story I follow the script, sucking
her titties and bringing pleasure to my wife.
"You reach down, slip your fingers into her panties and into her
pussy. It's very wet, and she moans softly." My wife was speaking
slower now. Her arousal was making it hard for her to speak, as I
followed her direction.
"Your fingers in her pussy and your mouth on her big titties are are
making her moan even more. You move down and place your mouth on her
pussy. You've never done this, but quickly determine what must feel
good from her moans." My wife had more frequent pauses and gentle
moans as my lips and tongue had their desired effect.
"Finally she cums with a series of shudders and moans, and you smile
with satisfaction." My wife followed the script once again and I was
smiling as predicted.
"You move back up and take her in your arms. You kiss once again and
lay facing each other. Your blouse is open and your breasts, cupped
by the bra, are pressed against her larger breasts. You realize what
a wonderful feeling that is as you continue to kiss gently and
explore each others' bodies with your hands." We did this as well
and she was right about the pleasure of breast against breast. I
wished it was my bare breast against hers, but that wasn't the story.
"Finally she gives you one last kiss and rolls over on her other side
while still in your arms. She presses her luscious bottom against
your pussy and moves your hand to cup her wonderful breast. Then you
both drift off to a heavenly sleep with this beautiful body pressed
against yours, knowing you would be doing this many more times." And
with this my wife drifted off to sleep.
I lay there holding her, thinking about the story I had just heard,
and had acted out. My cock was up against her beautiful ass, but I
was too worn out to get aroused again. This had to be one of the
most wonderful, powerful orgasms of my life and I had done it while
pretending to be my wife. I had no idea where this bra thing was
going, but I knew I would trust my wife to take me wherever she
wanted me to go. Only time would tell where that would be.
Trish
- 08.11.2021
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