The Story of Emma
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Aunt Emma free porn video
Aunt Emma
Besides Mom and Dad, Aunt Emma was my only known relative. She was an
enigma, a beauty, but she lived alone, without even a pet in the house she
and Mom grew up in. We visited her four or five times a year when I was
growing up but other than to gawk at her, as I did in my early adolescence
especially, we had no special relationship, no unique closeness. The one
exception, as I recall, in the summer I was 14, I was staring at her while
she was hanging clothes on the line. She liked to do old-fashioned crap
like that, and, this day she had her hair up, and was wearing very short
shorts and a little top, with the buttons unbuttoned to show her breasts.
Anyway, she looked great, and I was staring away, trying to fix the image
in my mind for the later, inevitable beat-off session, and she caught me.
I was concentrating, and suddenly became aware of her looking at me, right
in my eye and smiling. I reddened, but she kept in hanging clothes, and I
started looking again, and she bent down to get another garment out of the
basket, and her tit came out of her shirt! I was transfixed, and staring,
at least until I noticed her looking right back at me and smiling, as she
carefully covered herself and winked. Without any other sign, she just
kept working, while I went in the house, to the bathroom. She never said
anything about it, and I didn't either, but I can tell you, I remembered
it.
Our lives continued after that, to the same rhythm. I stayed the same
quiet under-sized boy, who was not a good student, who lived with his
parents and visited Aunt Emma. Then, Mom and Dad were killed in a car
crash during my senior year. It was awful. I was 18, an adult in the
eyes of the law, but totally unequipped for the responsibilities that had
become mine suddenly. I was completely in a daze, but Aunt Emma came to
our house and, even though she was as grief-stricken as I, managed
everything. I moved into the house that I now owned half of and started
walking around in a daze, from bed to dinner table, to bed again.
Aunt Emma really didn't have the luxury of wallowing in self-pity, the way
I did, she owned a spa in town and, all of a sudden, responsibility for a
very immature young adult. She went to work, I stayed home and she did
everything at first, I gave her a little help as time wore on and I
noticed all she was doing.
After a couple of months we were sitting around the living room, watching
some TV, as I recall, when she pulled up a lock of my hair and said. "You
need a haircut."
"I'll go tomorrow, do you know a good barber shop?"
"Don't be silly, I've been cutting hair for 15 years, why waste money on a
barber? I'll do it. It will be fun. Come on."
She didn't say anything more, just put me on a kitchen stool and went and
got a cloth to wrap me up, a comb and some scissors and just started
cutting. After about 15 minutes, which were very pleasant, because she
leaned her breasts on me while she cut, she drew off the cloth with a
flourish, handed me a mirror, and, with a smile said, "Voila!"
It was a girl's cut, no doubt at all, what is called, she proudly
explained, a stacked and inverted bob. "Like it?"
I didn't know what to say, I was so shocked. She stood in front of me, a
little taller, and fiddled with it until I said. "It's different."
She laughed. "So it is, it suits you though, don't you think?"
She theatrically looked down at my crotch, where my erection was straining
against my jeans, and looked directly into my eyes again, like she did
that day she was hanging clothes on the line, with that same grin. I was
barely able to get out, "Yes."
"Now, get the vacuum and get all this hair off the floor, and we're done."
She playfully swatted my butt, which she had never done before, and went
back to the TV. I was left alone, with the cleanup, and my thoughts.
When I was finished, I went to the bathroom and beat off and the orgasm
was the best of my life.
When I finished, I went back to the living room. She looked at my crotch
and asked, "Feel good?"
I reddened and said nothing, just nodded. She kept smiling, arching an
eyebrow, looking at me and telling me how good the haircut looked. I just
thanked her, and, other than that we just had what was, for us, a normal
Sunday.
In fact, except for her compliments, everything went back to normal
between us. And, at night, every night I beat off furiously wondering
what was next, but nothing happened. She made sure I kept the haircut
maintained, she told me she'd have to freshen it every once in a while
"to keep it looking cute" but nothing else.
Then, one day, as I was shaving, which I barely needed to do, I just
decided to shave my legs. I had to stop and masturbate in the middle, but
I did it. They felt so smooth. I wanted to show Aunt Emma, but I was too
shy to just go show her, and I was afraid she'd laugh. So I decided to
compromise, and wore shorts that came to my knees when she came home that
evening. We got all the way through dinner and I was clearing off the
table when she finally broke the suspense and said. "Short shorts would
look a lot cuter. I mean that's only my opinion, but if you're going to
spend all that time shaving your legs for them to look cuter, you should
show them off, don't you agree?"
She cocked an eyebrow and smiled. "Do you want to go look with me to see
what hand-me-downs we might have in this house to show off long smooth
legs?"
I reddened and nodded yes.
"You're so cute, and, you're right, this is going to make you look oodles
cuter, come on."
I followed her into one of the back bedrooms that had six bureaus in it.
She pulled a chair up to one of them and opened a drawer.
"You're going to have to take those shorts off to try on these shorts."
I was deep red, you could even see it on my stomach, but I dropped the
shorts to the floor and stepped out of them.
My briefs, with my erection, were sticking out in front of me.
"Oh dear, that underwear just doesn't work with short shorts. Don't
worry, we've got lots of panties."
She closed the drawer she was in front of, moved to another chest, opened
a drawer in that one and pulled out some white lace panties and held them
out. "Try these."
I took them and stood there. I didn't know what to do.
She grinned. "Now come on. You shaved your legs because you wanted me to
notice. I did. We agreed you'd look cuter in short shorts, which you
will, and that means panties, which are made for short shorts, not briefs.
You want to be my sissy. I get it. I think it's fabulous, now drop your
pants and put these panties on to see if they fit. It's either now, or
later, because there isn't any argument at all this is what you want, is
there?"
I was dying of embarrassment, but I shook my head no, and dropped my
briefs.
She grinned. "And don't worry so much, I love this, perhaps not as much
as you, but I love it."
I put on the panties and they fit, except for the erection straining
against them.
"Good, very cute. We have lots of panties in this size. I'll set them
out and tomorrow you can take them and put them in your room. OK?"
I nodded yes.
She put several stacks of panties on the floor, in front of the chest.
"Now let's get shorts."
The pair she had first pulled were a little too big. She got another and
they were right. She took a couple of stacks out of the drawer and put
them on the floor. "And these are your shorts."
"What should I do with the underwear and stuff I have now?" I asked.
She shrugged her shoulders. "Heck, I don't care, burn them if you want."
She grinned, pinched my cheek and left with a cheery. "Be a sweetie and
get me a soda, and make some popcorn. I'll be in the living room."
When I got to the living room with her soda and popcorn, she was sitting
on the sofa and she patted the seat next to her, "Come over here and sit
so I can see those cute legs in those short shorts."
She grinned and I came over and sat down beside her and she said. "No,
no, keep your legs together. You can cross them above the knee if you
want, but maximize the look, maximize the look."
She kept grinning as I crossed my legs. My shoes stood out. I couldn't
get my eyes off them and, after a few minutes she said something. "Can't
quit looking at those ugly shoes, can you?"
I shook my head no.
"Yeah, that's the problem, once you get started, you have to go all the
way. But, that's a nice problem to have, if you think about it. Isn't
it?"
I nodded in agreement. "There's so much to do."
"I know sweetie, but if you aren't going to be high maintenance, what's
the point of being a sissy?"
I sat there and watched my erection grow. It was even more noticeable in
the short shorts. But, Lord, they were cute. And that made me even more
aroused. I started thinking about high heels and all sorts of things.
Aunt Emma just ate her popcorn and watched the TV while I was roiled in
thought and wondering where this was all going, and if it was all right.
"Clean this stuff up before you go to bed, all right sweetie? And sweet
dreams."
She leaned down and kissed me on the cheek and went to her bedroom. I
cleaned up and wondered. During the day, on the Internet, I started
researching women's shoes and found out all sorts of things about sizes
and availability. I wore a men's 9, which was small, but it converted to
a women's 11, which was huge and not readily available. I started looking
around at shoes and where I could get them on the Internet. I ended up
choosing a pair of what the description said were sexy yellow wedges and a
strap with a bow in size 42 and sat back and waited. And waited. It was
two weeks before they arrived, two weeks of anxiety and Aunt Emma. I
unwrapped the package and there they were. Yellow, faux suede wedges with
an buckle ankle strap with a bow on it. I almost came on the spot. I
tried them on and they fit, snugly, but they fit. I wore them all
afternoon. I told myself it was to get used to them, but, really, I just
loved looking at my legs wearing them. I had them on when Aunt Emma came
home and she said nothing, other than the usual. She was bright and
cheery and talkative, but said nothing about the shoes. After I cleaned
off the table I started to take them off, but didn't. I was really
disappointed.
I went to sit next to Aunt Emma on the couch and crossed my legs and
looked at my new shoes. Without any warning, Aunt Emma reached over my
shoulder and started rubbing my nipple and whispered in my ear. "I love
the shoes. You look so, so, sexy."
I caught my breath and twisted my foot to see the shoes from a different
angle.
She pinched my nipple and held on, the pain went right to my penis. "Is
this the only pair you got? You're surely not planning on wearing the
same high heels every day, are you?"
She kept hold of my nipple and I was trying not to ejaculate. "No."
"Ah, then you need some more."
She twisted my nipple and held it and I came, right there. You could see
me heave and a wet spot grew immediately on the front of my shorts.
"I mean you wouldn't even consider not wearing high heels all the time
since you look so cute and so, so sexy in them."
She kissed my ear and I started to get another hard on. She kept my
nipple between her two fingers, twisting it, playing with it as we talked.
I felt like I was about to pass out, that I was semi-conscious, it was
such a delicious feeling. She kept talking in a low voice, "We could go
shopping for them, but you really can't go like that, can you? We'll have
to figure something out, won't we?"
I nodded, in a trance.
"I guess I could get Mrs. Talbot to come over and give you a complete
makeover, mani/pedi, face makeup, shape your eyebrows, highlights in your
hair..."
She kept talking and I kept nodding. Her fingers on my nipple were what I
was mostly aware of.
"Of course then we'll have to tell her you want to be my sissy is why, but
that's OK, isn't it? You'd like that wouldn't you?"
I kept nodding.
She grabbed my other nipple and was working on both of them; hey were so
hard I couldn't think of anything else.
"Heck, you'd like it if I took pictures of you right now and told
everybody how much you wanted to be a sissy for me, wouldn't you?"
I ejaculated again.
"Get up, pose for me."
I did it, and the wet spot was clearly visible. "Put one leg in front of
the other. Give me that come hither look in your sexy heels, come on.
Walk to the kitchen door and back, let me get some shots!"
I did everything she said.
"I'll ask Mrs. Talbot tomorrow when she can do it. I'll be sure and tell
her how anxious you are. Then we can go out and get you some shoes, OK?"
I nodded while she took pictures and smiled. "This is lovely, David,
absolutely lovely and so are you."
She sent me to the kitchen for a soda for her, then a glass of water, then
popcorn, then a magazine. "Put one leg in front of the other, let's see
that butt sway. It's so cute."
She kissed me on the cheek before she went to bed, "Get everything cleaned
up before bedtime, sweetie."
She left for her bedroom and closed the door. I cleaned up the living
room before I went to bed and masturbated as many times as I physically
could. It had been a great day.
Makenna
- 12.04.2022
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