Date: Thu, 29 Sep 2005 16:28:26 EDT
From: TexLee29@aol.com
Subject: Uncle Len part two
The following morning I woke up with a big boner (as
usual) and as I came to my senses I wondered if I dreamed
the events of last night or if it was real. I looked down
and saw the remnants of red lipstick on my cock and a faded
lip print on my stomach and it confirmed that really
happened. Wow, so much to sort out and put straight in my
head.
I lay there awhile thinking it would be strange to face
Uncle Len, or Vicky, and I wasn't sure what would happen
from here. I heard sounds coming from the kitchen and knew
Len was up, so I gathered my nerve and headed in that
direction.
I walked into the kitchen and Len was dressed again like
Vicky, but this time with just a touch of mascara and
lipstick, shorter blonde wig and wearing a silk robe, and
short heels.
"Mornin' Jimmy, sleep well?" She said, like nothing had
happened.
"Yes, very well, thanks."
\
"Are you OK with this sweetie?"
"Yes, I think so." I replied, trying not to look in her
eyes.
Vicky picked up on my feelings and held my hand at the
kitchen table saying she thought this might be too much for
me to deal with and that she was so sorry. She asked me if I
would be more comfortable if she would keep Vicky out of our
relationship, and I told her no, that I liked Vicky and I
actually thought it was great to have such a cool Uncle, or
is it Aunt. She laughed, and said just Vicky would be best.
She told me something I never knew. She said she was adopted
by my grandparents, and although I was her nephew, we really
weren't blood relatives. I had no idea, after all this time,
although he, I mean she, looked nothing like my mom. In a
strange (and carnal) way, this seemed better, considering
the sex we had last night and all.
"So, shall I spend the day as Vicky, or Len? "Your choice."
She asked.
"Vicky would be fine with me." I replied, finally looking
her in the eyes.
"OK then, let's go shopping!" She cooed. "Let's get ready
and I'll meet you back here in the kitchen in an hour"
I showered and dressed and returned early to the kitchen.
Vicky hollered out that she still needed some time to finish
getting ready and that I should just relax.
"Can I look at those magazines again?" I said.
"Sure hon, they're on my dresser, help yourself."
I walked into her bedroom to get them and noticed her
open closet and it was loaded with lots of girl clothes and
shoes.(I cant believe I never knew this about her.) I found
the magazines and as I turned to leave I caught a glimpse of
Vicky standing at the mirror fixing her hair, and felt a
little excited rush run thru me. Spending all day shopping
with this sexy girl was a going to be lot more fun that
shooting hoops with Uncle Len, I thought to myself.
In the light of day I thumbed thru the magazines and saw
there were lots of girls with dicks out there. I had heard
of something like this of course but it certainly was more
widespread than I imagined. The thought crossed my mind
again that I might like to try dressing like a girl, and
wondered if I would feel silly or sexy. Whatever the case,
my familiar boner returned causing a huge bulge in my jeans.
"So how do I look?" Vicky said, startling me.
She was wearing a pink sweater and a black skirt, tan
hose and pink heels. She had on the short blonde wig she
wore this morning, eyeliner and mascara, and long pink and
silver earrings, and a bright pink lipstick.
"Good enough to eat" I said, before realizing what I was
saying.
"Oh you think so?" Vicky replied with a wicked smile.
Before I could reply she asked if I was ready to go. I
replied that yes I was and we headed out the door. Vicky
handed me her keys (to her Corvette that she never let me
drive before) and told me it's too difficult to drive in
high heels. Once on the road she asked if it was the T girl
porn or her that was doing that.
"Doing what?" I said.
"Giving you that great big boner Jimmy boy, girls notice
things like that."
"Um, I ah, um.guess its both" I stammered.
"Good answer, sweetie"
We went to the mall first and I noticed that Vicky got
lots of stares and a few whistles from the guys. She is
short and thin and does make a very convincing woman. Its
amazing how a pretty girl gets treated.doors opened, smiles
and great service.
She bought some make up and lingerie and I headed to the
men's department as she looked at dresses and shoes. We
hooked up about an hour later, stopped and had some lunch
and back headed home.
On the way back home I confessed to Vicky that I might
want to dress up as a girl sometime and try it, and she was
very excited to hear that. She again said that with my
slight build, good looks and full lips that she thought I
would be a knock out. I felt my boner stir again in my pants
just thinking about it.
"How about tonight?" She asked.
"Well, I'm not sure I'm ready yet" was my reply.
"Oh nonsense lets do it tonight."
OK, but I don't want to look silly"
"Don't worry Jimmy, I promise you wont" She said.
When we got home Vicky put away her new girly things and
poured us a glass of wine.
We sat and talked about the plan for the evening and the
more we talked about it, the more excited I felt. All
butterflies inside, and a raging boner in my pants. She told
me that she was going to shower and get ready first, and
then I should shower and shave my legs and anyplace else
that I wanted to shave. As we parted Vicky hugged me and
said she thought we would have fun tonight and for the first
time she gave me a long kiss on the lips and I all but
melted in her arms.
Before showering I lathered my legs and shaved being
careful not to nick myself, and decided my under arms need
shaving too. I decided against shaving my dick and balls but
lathered up anyway and jacked off to release this tension I
was feeling. I took a long hot shower and dried myself off.
When I returned to my bedroom I saw that Vicky had laid out
a pair of red lace panties a robe for me. Slipping on those
panties for the first time convinced me that I was doing the
right thing. Of course my ever present boner did not want to
cooperate and it pointed about two inches out the top of the
panties.
I walked down to the kitchen and Vicky yelled out to pour
us another glass of wine, which I did and Vicky came out to
get it.
She came out wearing her robe but I could tell she was
wearing a black bra and stockings underneath and her make-up
looked fantastic: dark liner on her eyes, false lashes, lots
of mascara, and full red lips with glossy lipstick. Her wig
was a big teased blonde with highlights, and she had on long
silver earrings.
"Oh my Gawd, you look incredible" I gasped.
"Thank you sweetie pie let me see your panties, don't they
feel marvelous? She said.
"They do, yes"
"Oh and look at that big hard cock of yours!" she said as
she gave it a quick rub.
"Lets get you started" and she took my hand and walked me to
her bathroom.
Vicky sat me down and applied a foundation to my face and
neck first, the penciled in my eyebrows.
"Hooker or housewife? She asked.
"Huh?"
"Would you prefer to look like a hooker or do you want it
toned down, sweetie"
"Oh hooker of course" I smiled and said.
"Great, OK, here we go."
Next she put on a light dusting of face powder,
explaining that that will set the foundation and she lined
my eyes with a black pencil. Then she put on several shades
of silver and pink eye shadow to my eyelids and glued on a
set of very long and full false lashes, and lined my upper
eyelids with liquid eyeliner. She wouldn't let me see her
work in progress, telling me it would be best to see myself
when I was all finished. I felt like I had a ton of make-up
on but it felt really rather nice. As she was working away I
had to fight the urge to touch her body. She looked so
incredibly sexy, with her robe now half open showing her bra
and panties, with her dick tucked under. She smelled great
with a mixture of perfume and make up, and those oh so
inviting red lips.
Next was the mascara, and Vicky spent a lot of time
coating my lower lashes with several coats. In between the
coats of mascara Vicky put on a bra that matched my panties
and a real looking set of silicone breasts. They felt cold
at first but soon warmed up, and I marveled at the fact that
I actually had tits. I had no idea how I looked at this
point, but I knew how I felt, and it was absolutely sexy.
She handed me a pair of thigh high sheer stockings and told
me to put them on, and showed me how, and she cautioned me
not to look in the mirror just yet as she retreated to her
closet. I was tempted to look but didn't as I pulled up the
stockings and admired my long shapely legs. She returned in
a few minutes with a pair of red high heel pumps and a curly
light brown wig with blonde highlights. The shoes were tight
but with a struggle I managed to get them on, and now my
legs really looked even sexier. My balls were beginning to
ach from the lack of release, but they ached in a good way.
I now felt much more female than male, and it felt great!
Next Vicky showed me several different lipsticks and I
chose a deep red, same as hers, and she lined my lips,
slightly over my natural lip line and filled it in with the
deep red lipstick. That feeling of lipstick on my lips just
about made me cum right there! (I've since developed a
wicked lipstick fetish.)
Vicky kept telling me that I was really going to like how
I looked and I couldn't wait. She placed the wig on me and
the curly style fell into place with just a bit of work by
Vicky. She again told me to resist looking and disappeared
into her closed returning with a short red leather-look mini
skirt and a white and red blouse. She told me to try it on
while she hunted up some jewelry. The blouse fit great and
was showed of my tits real well and although the skirt was
tight, a wiggled it on. Wow, what a feeling! Sandy put a
string of gold necklaces on me, a couple of gold bracelets,
and big gold hoop clip on earrings.
"Oh my Gawd sweetie, you look so fucking sexy!" She said.
"Can I see now? I pleaded.
OK, come on" as she led me to the full length mirror in her
bedroom. I wobbled a bit in my high heels but Vicky said
they will get easier in no time.
She had me close my eyes as she positioned me in front of
the mirror.
"OK sexy, take a look"
I was stunned. I was staring back at one fucking hot
babe.and it was me!
I was speechless and couldn't say a word. I felt faint and
excited and turned on like never before. I truly made a much
better looking girl that a guy, and I am not a bad looking
guy.
"What do you think? Vicky asked.
"I, um, I, ah, holy fuck, I can't believe it" I think I
said.
Vicky laughed and hugged me and I looked over her shoulder
at the two of us in the mirror. Unbelievable!
"I'll get us another glass of wine and meet you in the
living room, you practice walking in your heels, remember
walk like your walking a straight line and bend your arms up
at the elbow, and wiggle that butt as you walk. She said.
I was in a trance and I knew I was hooked. I walked around
the bedroom watching myself in the mirror for a while, then
into the bathroom. I smiled when my heels made that sexy
click on the tile that guys like so well. I sprayed some
perfume on me, re applied my lipstick and gloss and headed
out to meet Vicky, thinking this was going to be a great
evening...