Aimee Lee
Aimeeminn@hotmail.com
Caught
caught.txt
Fetish
MM, CD, trans

The best part about weekends was being able to bounce around my house dressed as
a woman. I loved putting the week behind me and watching the "transition" as I
dressed. This particular Saturday was no exception. I got up early and took a
leisurely bath and shaved what little hair was left on my legs. When done I used
a blow dryer to put a little more body to my hair that I usually wore in a
short, flat ponytail. I'm blessed to have very little facial hair and use some
cremes and tweezers to remove the rest. I'm fairly petite (5'7") and thin, with
"sandy" brown hair and brown eyes. I quickly put on my makeup and nails and sat
down to apply my breast forms, taking care to wait for them to seal well in
place. Then I picked out a short skirt and a sheer blouse, put on some short
strappy heels and sashayed downstairs into the kitchen. I walked along feeling
every bit a pretty young woman as I turned into the kitchen...and walked face to
face with my neighbor Jenny staring at me through the screen door. I stood there
frozen for one awful moment and then dove behind the corner. My heart was racing
and I felt like my whole world was collapsing around me. I barely registered the
knocking on the door but heard my neighbor say "Dave, it's okay. It's just me,
Jen. Are you all right? Let me in." I pulled myself up and walked up to open the
screen and let her in.

"Please Jen, oh my god, don't tell anyone. I'm so embarrassed. I've never done
anything like this before!"

She smiled at me and said, "Oh, I'm very sure you've done this before, but it's
okay. I think it's kind of cute. Don't worry, your secret's safe with me!"

Still shocked, I relaxed a little bit as she came in and sat down at the table.
"I've suspected for a while. I've noticed some feminine things around here but
haven't seen any women besides me over here! Besides, I was always jealous at
how "cute" you were and now I understand better". I collected myself and sat
down across from her trying to compose myself as I thought a woman would. She
grilled me about how long I'd been doing this and why. Soon enough we were
chatting like we always do and I felt so relaxed I almost forgot I was sitting
there as a woman in front of my friend. Finally she said she had to go but
wanted to borrow some laundry detergent and, with a sly wink, promised to return
the favor later. I got her what she needed and with another wink she was off. My
embarrassment returned after she had left and I wondered if I should change back
but I figured the damage was done and tried to relax "en femme".

Later that afternoon the doorbell rang and as I peeked out the window I saw it
was Jen carrying a large satchel. I let her in and quickly shut the door behind
her. I asked what was up and she said with a smile, "It's time to return that
favor!" Jen works as a stylist and as she opened her bag I saw she had brought a
lot of her gear from work.

" I thought we could touch you up a bit, really get you the look you are after."
I blushed but smiled and suddenly felt really excited at the prospect of a
professional completing my look. She set up in front of the mirror in the master
bath and sat me down to assess my look. "Well, you've obviously had practice
because you've made a very good start but I can get you to the next level. First
let's style that hair a bit so it really looks like a girl cut but we'll make it
so no one will know when it's pulled back during the week!" She set out with her
comb and scissors and before long I was smiling as a whole new appearance was
staring back at me. She showed me how to cover up the stylings when in a pony
and how to set them up when "dressed". Next my makeup. "You need some work
here...you do okay but you're so fair, I think I can make you look really
feminine with more subtle colors". This time when she worked, I was almost ready
to cry as I saw a real woman looking back at me in the mirror. When she was done
I barely recognized myself but it didn't look like I had much makeup at all!
"Next, let's see your wardrobe. I want to see you in something you would wear
everyday". We went through my closet and she settled on some low cut jeans and a
navy body suit, topped of with some 3 inch heels more meant for evening than for
day. The first hesitation of the afternoon came when she told me to put the
outfit on. I was blushing again but Jen told me, "C'mon, Dave, it's just "us
girls"; after everything else you've shown me today you shouldn't be embarrassed
anymore. Besides, "Dave" doesn't cut it anymore...hmm, how about Dana?" With
that, "Dana" only slightly hesitated as "she" pulled her blouse off revealing
her breast forms and dropped her skirt showing her thin pink panties. "Not
bad...not bad. Here, put your heels on; I want to see you walk". I couldn't
believe I was nearly naked, walking in front of my girlfriend and trying to
impress her with my girly bottom! I thought I had a good feminine walk,
especially in heels but Jen showed me how to gently swing my bottom alluringly
without swishing my hips like a model on a runway. Lastly, Jen had me dress in
the jeans and bodysuit and gave me the once over. "Perfect!" she said. "For
what?" I asked. "We're going shopping!" Jen answered. After several minutes of
protest (of which Jen listened to virtually none) she convinced me it would be
okay to make my first trip out in public. She persuaded me that I looked very
feminine and she told me she had already called a friend with a shop who could
help me out. I reluctantly gave in but at the same time was secretly excited to
finally be carrying out one of my fantasies.

I threw my wallet and some necessities in a purse and followed Jen out to here
car. The toughest part was the first few steps out that door...I was convinced
the whole world was watching and knew what a fraud I was. But once in the car I
gradually relaxed and soon was enjoying the ride...as a woman! Jen kept
encouraging me as we went, pointing out women as we rode and telling me I was
much cuter so that by the time we got to the mall I was much less nervous and
ready to step out. As we walked in the entrance I noticed that none of the other
women even gave us a second glance. I caught a few of the men looking us over
and even though I knew they were checking Jen out, I fantasized that they
thought I was as cute. We got to her friend's place and while I expected a
women's store I wasn't quite expecting what I found. Expressions was a store
that featured clubwear...sexy outfits for dancers and hot nights out. Stacey,
the owner, greeted Jen warmly and turned and shook my hand. "Jen told me ALL
about you and I would be happy to help you out. You'd be surprised at the
clientele we have with similar "needs". Let's start over here....". Jen assured
me that Stacey was discreet and urged me to relax and enjoy the experience. Over
the next hour or so we tried on dozens of outfits and I was having a great time.
Finally Jen said, "Stace...how about that special outfit?" and Stacey brought
out a black minidress, black 3-inch thin spike heels and some black hose. Jen
told me to go try them on and with a "here's a little present from me" handed
over a tiny box. I went into the dressing room, opened the box and found a tiny
black Victoria's Secret v-string panty with a rhinestone T-back. I had to force
my strengthening man-clit back down as I slipped the panty on...God, they looked
so sexy! I slipped the hose on...sheer black thigh highs with a diamond pattern
up each side...and slipped on the heels. Standing there in front of the mirror I
felt totally sexy...so hot I imagined the nipples on my breast forms were
hardening! I slipped the dress over my head, thinking it was too small but with
one look in the mirror I knew what Jen and Stacey were shooting for. It was a
tight fitting, stretch mini with 3 diamond cutouts down each side: one level
with my breasts, one at my waist and one by my hips ending just above the hem. I
looked ready for a seduction! I stepped out of the room and the girls applauded.
"A perfect little hottie we've created!" Jen squealed to Stacey. "Okay, let's
go" Stacey said. I asked what they were talking about and Jen explained, "Stace
has already locked up and we're going out to get some drinks. And no sense
complaining...we've already stashed your things away and you coming with us!" My
protests were useless as they both took me by the arms and led me out of the
store. I thought I looked too slutty to be out but I did think I got my share of
admiring glances from the guys we passed as we walked out to Jen's car.

The club was just a few miles away and it seemed like moments before we were
there and the girls were leading me in. Fairly crowded, with drumming dance
music, the evening was clearly well underway. Jen led us to a table and Stacey
went to get some drinks. Expecting a beer, Stacey returned with a fruity house
special-a gift from the bartender. "Gotta watch that makeup Dana! I'll be right
back..." and she was off again. Jen and I sipped our drinks and chatted and I
was enjoying just fitting in and being accepted. Soon Stacey was back with a
very cute guy. "This is Rob, one of my good friends. I wanted him to meet you".
We all exchanged pleasantries and then Rob asked if anyone wanted to dance. The
girls both answered in unison "Dana loves to dance!" I protested vigorously
saying I was too tired but they would have none of it, pushing me out of my
chair as Rob put his hand out to me. He led me to the dance floor and I just let
the moment flow, the two of us mixing in with all the dancing couples. Just when
I thought I would escape back to the table, the song ended and a slow number
started right in. Rob stood there with his arms open expectantly. I glanced over
at the girls and they were giggling and motioning me on. I gave him my hand and
he placed his hand around my waist as we started to move with the music. I
thought I would be okay but then he dropped my hand and put his arms around my
waist. I had no choice but to put my free hand up around his neck. He pulled me
in close and I had to reach up a bit to fit in around him. I felt like my
ass-cheeks were almost exposed above my thigh highs in that little mini as I
reached up, especially when his hands began caressing the top of my ass. I tried
briefly to push his hand away but he just pulled me in tighter. I could feel his
hardness through his pants, pressing against my abdomen. I looked up at him to
say anything but he was staring down at me and I was speechless. He leaned down
to me and put his lips against mine and I found myself kissing him back. I was
so hot, I actually became the aggressor, sticking my tongue in his mouth and
kissing him hungrily. I looked over to the table...and the girls were gone! I
almost panicked but Rob said, "Don't worry...I'll get you home". He led me off
the dance floor and into the night. He slipped his arm around my waist as we
walked to the parking garage to find his car. He went ahead to open the door for
me but as I approached he hesitated and leaned in to kiss me again. We started
making out like teenagers right there next to his car. His hands were exploring
me every chance he got but I did my best to keep him away from ground zero. He
then reached down and opened the car door...to the back seat! We stumbled in
kissing and groping. Rob lay on top of me kissing me hard with his hands
slipping up under my dress. I slid down thinking the only way to keep my secret
was to please him another way. I slipped down and fumbled with his belt and
zipper, letting his erect cock spring out to face me. After all this time and
all those fantasies, here was the moment of truth. A big beautiful cock, fully
engorged, glistening with precum and bobbing in my face. I surprised myself by
not hesitating at all and taking him in my mouth. The taste was wonderful; the
sensation everything I had imagined. I began to suck like a hungry animal,
working his cock into my mouth and stroking him with my hand. I could tell it
was working for him by his quiet moans and subtle body shifts to push himself
deeper into my mouth. I was lost in the moment when he stopped and pulled my
face up to look at him. "I want to fuck you. I want to fuck you so bad I'm ready
to explode" I froze kneeling there on the floor with that magnificent cock
straining in front of me. At a loss I just said, "I'm not that kind of girl" and
got the biggest shock of the day when Rob answered, "I know. Stacey told me. I
still want me inside you..." I don't know why or how but all my remaining
inhibitions evaporated and I climbed up to kiss him. He reached over and pulled
up my dress, massaging my ass-cheeks and the pulling my panties down and off. I
lifted my leg, straddling him and sitting down against his cock, feeling it
throb against my ass. We kissed some more and he looked me in the eyes and said,
"Tell me what you want" "I want you to fuck me" "What?" "I want you to FUCK me!"
"What?" "I want you to fuck me! Take my cherry! Make me the woman I've dreamed
about for years!!" With that he grabbed me and kissed me so hard it hurt. He
pulled on my ass-cheeks and fingered my ass-pussy. I ground against him as he
played with me physically and emotionally. I was a hot slut and I wanted him in
my ass right away! He reached into his jacket and pulled out some lube and
placed it on his cock and then put his cock-head flush against my opening. Then
he stopped, stared at me and waited. I knew what he wanted and slowly began to
grind and writhe against his member, feeling the head start to spread me,
feeling him enter me. It hurt some for sure but the overriding pleasure had me
moaning like a whore. I lowered myself until I could feel him fully against me.
Then I began to bob up and down on his lap, turning and twisting, pinching and
moaning as he repeatedly filled me up with his meaty cock. It took what seemed
like no time at all before waves of excitement rushed over me, and I shook with
a thundering orgasm, shouting out, crying and cumming all over his abdomen. I
came forever and finally relaxed against him with tears on my face. He kissed
them away but then said, "Now it's my turn" as he lifted me off his lap and
pushed me down on my back across the car seat. I was weak and nearly helpless as
he lifted my legs up, spread my ass-cheeks and put his still hard dick right
back in my hole. He entered me in one swift motion and began to bang away. He
seemed in a trance as he lifted his head up, arched his back and continued to
stroke in and out. I knew what it must feel like to be a woman and be the object
of pure desire, pure sexual lust. I just held on to him and rode what I knew
what would be the greatest fuck of my life. Everything came together as he
plunged into me, fucking me, wanting me, banging away with my cries of lust
shouted in his ear. He fucked me forever until I thought I was going to split
open and then suddenly stiffened and with an ear splitting groan shuddered and
unloaded his seed into me. I could feel him throbbing in me, felt him spurting
in me, felt the warmth fill me, drip out of my opening and down my ass. He soon
collapsed into me sighing heavily and I kissed whatever I could reach, quietly
crying on his shoulder but never feeling more fulfilled.

Eventually, Rob pulled himself up and we, almost embarrassed, pulled our clothes
together and got dressed. He kissed me again and told me I was beautiful. I
looked in the mirror and I saw a happy woman looking back. I wondered how I was
going to get home looking like this and Rob said, "It's all set. Stacey and Jen
are waiting back at the shop. They want to hear how it all went!" I guess I knew
I had been set up but could only smile as Rob said, "Stacey and I agreed...we
have a lot more friends that would like to meet
you!!"...................................