Date: Tue, 23 Apr 2002 16:56:19 -0700 (PDT)
From: Marty S <captgravity@yahoo.ca>
Subject: Prom Queen 2 (TG)

Here is part 2 or the continuation of Prom Queen (TV,Mm)

as usual if your not a mature or consenting adult or if you are offended
by graphic depictions of sex or of men in womens clothes or of men having
sex together than DO NOT read beyond this.

If you are into it, ENJOY!

            Last night was a blur. I was shaking in disbelief of the
things I had done. I actually kissed another guy, on the mouth, for over
an hour. I had his cock in my mouth and sucked him. I swallowed his cum.
I looked in the mirror at the small, frail young man that faced me and
still could not believe what I had done. Maybe I was in shock but I was
hard as a rock too. I had morning bone many times before, in fact it was
very frequent at that age but I had spent half the night masturbating and
had cum five or six times. Sleep was out of the question when I went to
bed the night before. The taste of Andy's cum was fresh on my lips and
the vivid memory of my seduction dressed as Mary prevented that. Even
after one orgasm, fatigue did not set in. The image was too intense. I
could still feel his tender hands roaming over my body, holding my head
while his tongue invaded my mouth. I could still picture his bright blue
eyes looking at me with lust as I sucked up and down on his shaft. The
soft feel of my silk dress on my smooth thighs and light caress of my
long tendrils of hair on my back was also vivid. It took several hours of
stroking and two worn out wrists to wear myself out. Now it was 10:30 AM,
I was awake, and I was hard again.

            I began to wonder how Andy felt today; he had a couple drinks
but was sober enough to know what he had done. Would he regret it? Would
he cop out and claim too much booze on his actions. What would his frat
brothers say to him? Most importantly however; would he follow through
with his promise of taking me out on a date? My mind was a fog, I had
been drinking too at that party and my head had felt better. I had to ask
myself, "Would I be able to follow through with my promise if Andy
called?" I looked down at my stiff, purple, straining erection and
answered my own question with an explosive burst on my hand.

            As I licked up the remains of my morning orgasm the phone
rang. I raced to it. "Hello?"

            "Hi, can I speak with Mary?" replied Andy's voice. Mary?
It seemed silly that this charade was necessary at this point but it was
okay with me, I liked the sound of it.

            "Sure! Just a second," I answered. I swallowed deep and
adjusted my voice to the higher pitch I used the night before. "Hello?
Who is this?" I asked coyly trying not to laugh at the same time.

            "Hey babe, it's me Andy, just calling to how you are after
last night."

            "I'm great. I had a really nice time with you. I was
wondering how you were feeling about everything?" I inquired.

            "No worries, I had the best time with you. You were
unbelievable. I have never been with a prettier or hotter girl than you
and was wondering if we are still on for tonight?"

            My heart was racing. This is what I had hoped for. There was
no sound of rejection in his voice at all. I was very pleased and
relieved. "So where are you taking me?" I asked.

            "Pizza and a movie okay with you?" Andy hesitantly asked. I
smirked at Andy's nervous response. It was nice to know I wasn't the
only one. After agreeing to his invitation it dawned on me for the first
time that I was drastically unprepared.

            I quickly scanned my female wardrobe. It just wouldn't do.
Almost everything I had, other than the gown, was fine for flitting
around my apartment but I nothing suitable for a date in public. I had
seven hours until my date and would need most of that to prepare. I had a
quick shower and shave. I assessed that my legs were alright for right
now, so I did a quick makeup job, put on my wig, my stuffed black bra and
panties from the night before, a black turtle neck sweater, grey skirt,
black panty hose and my low heel black granny shoes, tucked away any sign
of a bulge and got ready to go shopping. I felt confident from the
reactions I got the previous night that I could pass in public for a
woman. At that point, even I was spotted I wouldn't care. It was only
Mary's second public appearance but weeks of private practice paid off.

I strutted with confidence through the university neighbourhood. In fact
I turned many heads along the way. It was a different feeling, being
looked at like a piece of meat. I now understood what girls meant when
they talked about that. I found a nice boutique with trendy clothes. Even
the sales lady didn't give me a second look. She helped me pick out a
soft, peach coloured cashmere sweater and a pleated, plaid baby blue and
peach miniskirt. I imagined my white pearls would look nice with it. I
then went to the lingerie store and picked out some white lace panties,
bra and camisole. I decided on white stay up stockings to top it off. At
the shoe store I picked out a pair of peach pumps and a matching clutch.
I figured my dad would have a heart attack when he gets the credit card
bill. I made one more stop at the drug store to pick up some makeup as
well as some lubricant and an enema kit. While I was there I picked up a
pamphlet on hormone therapy.

My successful shopping trip had felt great. Not only was I convincing to
the public but I felt very natural as a woman too. At home I stripped
down and got to work right away. I used the enema, which felt weird. If
that were anything like what sex would feel like I was not looking
forward to it. After that, I had a long bath, fixing up my shave on my
legs and armpits. I soaped up my fingers and began working on my back
door. It had never had anything in it before and my biggest worry was the
pain that I might experience. I inserted one finger easily, then another.
Not too bad so far. I worked them around trying to stretch the muscle.
Then I tried to add a third finger. It was difficult and it hurt. Before
I got too frustrated, I calmed down and began thinking about Andy again,
imagining it was him behind me. This helped and soon my pain was replaced
by a more pleasurable feeling. I worked my asshole with three fingers
until the water started getting cold. The ordeal had got me hard again so
used my other hand to relieve myself while having three fingers knuckle
deep up my ass.

I spent much more time doing my makeup than I did earlier; making sure
every detail was perfect. I used a much more subtle shade of coral
lipstick this time and my eye shadow matched my sweater. I touched up my
finger and toe nail polish and gave myself a nice clean smelling body
spray and a touch of perfume on my neck. I put on my white undergarments,
skirt and sweater. I used the same white pearl necklace and earrings from
the night before. I wore two butterfly clips to keep my long red hair out
of my eyes and finally put on white thigh highs and shoes. I took one
last look in the mirror. I had again amazed myself. There was a totally
different person looking back at me. Who was this girl? She looked part
slutty schoolgirl, part virgin debutante. Feeling virginal and yet slutty
at the same time I figured the look was appropriate for the occasion.

Andy picked me up right on time. He was wearing a casual polo shirt and
dress pants, making him look very sharp. His blond, curly hair was in its
usual state of disarray. When I opened the door to greet him his jaw
nearly hit the ground. He was speechless. I just gave him a peck on the
cheek, grabbed his hand and lead him away.

Andy was very sweet throughout the date and seemed to be able to ignore
everyone else around him. He never seemed to look at others to seek their
approval or wonder if anyone was suspecting me. He put his strong arm
around me while we walked and held my hand while in line waiting for a
table. During dinner I asked him about his frat brothers. He admitted
that he had not told them anything and they were all so drunk at the
party, that few would remember any of the details. He had not decided
what he would tell them exactly. All he knew was that he wanted to be
with me. He then turned the tables on me and asked if my family or
friends knew about my secret. I told the truth too but like him did not
worry about that for the moment.

I ate very lady like, even using a knife and fork on my pizza so as not
to mess my nails and makeup. Andy couldn't take his eyes off of me. I
started playing footsies with him under the table. I took off one shoe
and ran my clad foot up under his pant cuff. He enjoyed the teasing very
much as I discovered when I let my foot touch his lap under the table and
with my toes felt his throbbing erection.

We then went to the movies. Andy kept his arm around me the whole time.
We sat in the back row of the theatre. I don't remember what was
showing, as I was busy the whole time. I started by leaning my head on
his shoulder, then gently blowing into his ear. Before long, he pulled me
closer and started kissing me. It was just as electric as the previous
night, maybe more so since we where one hundred percent sober this time.
I could feel his body heat as his passionate kiss consumed me. We made
out with complete disregard to all others around us. At one point we
noticed several people watching us instead of the movie so we took a
break and just snuggled. I looked down to see that ever present bulge on
Andy's lap. I discreetly let my hand fall on it and gently massaged it
through his pants. This teasing was driving Andy nuts. He kept on kissing
my neck and at one point his hand dropped down to my ass. He cleverly
inched up my wool skirt until he could slide his hand underneath it. He
grabbed my soft bum and felt my lacy panties. I moaned my pleasure so
Andy slipped a finger under my panties and began probing at my bum
entrance. As he discretely worked his fingertip inside me I pulled his
face to me and started kissing him again very forcefully. The heat from
his crotch on my hand was burning hot.

            We decided mutually to not wait for the end of the movie. We
got up and walked out half way through. We almost ran to the car. Once
inside, Andy pinned me to the seat and kissed me harder than ever. His
tongue felt halfway down my throat. I sucked on his tongue just as I had
his cock less than twenty-four hours earlier. He was on top of me with my
one leg wrapped around his waist. My skirt was hiked up to my waist and
Andy had a handful of my ass. The gentleman had given way to the animal.
I thought he was ready to fuck me right there. I reached for his pants
and undid his belt, button and zipper. His raging hard-on pushed its way
out of his underwear. Anyone walking by could have seen us, maybe they
did. I grabbed hold of his big cock and could feel the strain and the pre
cum starting to ooze from the head. Andy backed off our kiss for a second
as I fell to his lap.  My lips immediately encircled his bulbous cock
head. My tongue tasted the dollop of cum as I sucked it down my throat.
Andy quickly scanned around to make sure we were alone. He was breathing
was heavy and laboured as he fucked my face. He pulled my face off his
erection for a second. "Baby, I'm on the edge, you've got ready to
explode."

I grinned, licked my lips, and said, "Just go for it lover." With that
I opened my mouth wide and engulfed his member taking it deep into my
throat. He had no choice but to let it go, sending a torrent of molten
hot cum deep inside my stomach. Andy came and came for what seemed an
eternity. I swallowed the now familiar tasting sperm with relish. When he
had finished I eased off of his pole and raised my head without spilling
a drop save a light glaze on my lips. As we recovered I accidentally let
out a very un-lady like burp. We both broke out in hysterics, laughing
uncontrolled.

"Take you home princess Grace?" he asked. We drove back to my place
still laughing our asses off. By the time we arrived we had both calmed
down. Reality had reasserted itself. We walked to my door hand in hand. I
unlocked the door and asked Andy in. He seemed nervous but was eager as
well. Once inside Andy again pulled me to him and kissed me passionately.
We made out standing up while his hands once again found their way under
my skirt to my pert bottom. I slowly eased back eventually breaking our
kiss and took Andy by his hand to my bedroom.

Once inside the room, I started slowly peeling off Andy's clothes. I
kissed areas of skin as they became exposed.  When he was finally naked,
I marvelled at his masculine swimmers body. It was the first time I was
truly excited to look at a man's body. His cock was already semi erect
and ready for more action. I felt flattered. We were standing next to the
bed, and Andy softly kissed me on the mouth while holding my head. As we
necked, he undid my sweater and pulled it off. He then undid my skirt and
it fell to the floor. I stepped out of my shoes and Andy leaned me back
onto the bed. I was still wearing my panties, bra, camisole and
stockings. He jumped onto the bed beside me and we resumed kissing. I had
a hold of his dick again and was caressing it with my soft hand. I
instinctively kissed my way down his hard body until I came to face his
crotch. I gently sucked his shaved balls giving each a tongue bath. I
held onto his tight buns while licking his shaft like a popcicle. It felt
so good in my mouth and I knew I was ready for him to fuck me with it.

Andy was ready too and he pulled my face to his, softly kissed my lips
and turned me onto my side. He kissed my neck lovingly then my shoulders.
His hands glided softly over my skin. Andy's kisses traced a path down
my arm to my hip. Once there he started kissing my hip and my ass cheek,
it so sensual. His tongue traced the line separating my bum cheek from my
thigh. Soon his tongue was licking the panties along my crack. Very
slowly he began lowering my pretty white panties down my hips until they
reached my stocking tops. He left them there and bean licking my bare
ass. It felt so soft and sweet. When his tongue travelled between my
cheeks I thought I had gone to heaven. He eventually got to my rim and
began licking faster. I could feel his hot saliva wetting my hole. Next
his tongue stiffened and penetrated my asshole. I loved the feel of his
wet tongue inside me and began writhing with ecstasy. Next a finger
joined his tongue and soon he took his tongue out and placed a second
finger in. I reached over to the nightstand and handed him the lubricant.
He made good use of it and eased my little hole open very carefully.

"Have you done this much before?" he whispered in my ear.

"I am a virgin," was my reply much to his pleasure. " Have you fucked
many girls in the ass before?" I added.

"You'll be my first sweetheart."

Andy's hard member was now sliding up and down between my buns. I
reached back with a handful of lube and rubbed it all over his erection.
I guided the big purple head to my opening and placed it against my
virgin rectum. I rolled my hips back a little as my sphincter muscle
started to stretch around the massive organ. I started feeling dizzy, and
there was a sharp burst of pain; it was too big! I was determined to try
again and took a deep breath and exhaled as I eased back onto it. Andy
rubbed my shoulders and kissed my neck to help relax me. That felt nice.
He was nibbling my earlobe and stroking my legs with his hands too.  I
was using my hand to pry my ass cheeks open. I soon felt the ring of my
hole wrapping around the shaft of Andy's cock. The head was inside me.
Slowly he pushed it in deeper. It hurt but not sharp like before, more of
a numb pain. Before long I could feel Andy's balls touching the back of
my thighs meaning he was all the way in. We didn't move for a while we
just lied there enjoying the feeling of being locked together. He was so
good to me, taking his time and soothing me throughout the event. It
wasn't long before he couldn't help but rotate his hips for sensation.
It felt okay so I began moving mine too which Andy enjoyed. I let out a
low moan and indicated to my lover that it didn't hurt that much
anymore.

Andy slid his dick outward until just the head was inside my bum. I
pushed back against it and he buried himself back in again. Fuck that
felt so good!  He took the hint that I liked it and began a slow but
steady fucking rhythm. Andy nuzzled my neck as he fucked my ass. I could
see in the mirror a different angle of our coupling. I could see my white
panties stretched tight by my legs, my round ass held by Andy's hands,
my sphincter stretched rudely around the thrusting pole of my muscular
boyfriend. My own organ was itself hard and standing out to my front.
Andy too was enjoying the view of his big dick pounding away at my sweet
little bottom.

After a good fifteen to twenty minutes of this bliss, Andy could hold
back no longer and launched a good salvo of sperm into the depths of my
rectum. I loved the feel of his hot cum flooding my bowels. It was like a
dream. Andy was not finished by a long shot. He was still hard inside me
and wanted to go again. He rolled me onto my back and put my ankles up on
his shoulders. He ground himself even deeper into me. I could feel and
hear the jism slopping up out of my butt along his shaft. Although the
resistance of my ass had decreased I was still tight around his cock.
Andy lunged with deep strokes into me.  He was fucking me pretty hard
now. It was wonderful. "Yes baby! Fuck me! Fuck me hard stud!" I found
myself yelling uncontrolled.

This made him slam into me even harder. He crawled up on top of me and
kissed me hard on the mouth. We made out while we fucked like a wild
porno movie. My clit was squashed between the two of us and the rubbing
motion was getting me close to cumming too. Andy sensed this and flipped
me back onto my hands and knees and started fucking my ass doggy style.
He reached in front and took hold of my throbbing clit. He stroked it
roughly and whispered into my ear, "My my Mary, what a big clit you
have." He kept stroking me while slamming away like a jackhammer on my
asshole. I couldn't hold back any longer and blew my love juice onto
Andy's hand. He promptly brought it up to my mouth where I licked up
every last drop from his fingers.  He enjoyed watching me eat up all that
cum and it wasn't long after that Andy let go another blast of his cream
into my overflowing asshole.

We both past out in each other's arms after that. In the morning I woke
him up with a blowjob, then we made love again. Andy was some lover. He
decided that he would like to go out with me as Mary full time. It meant
keeping my female persona all the time. I seriously considered the
hormone therapy too. I had no idea how to break it to my family that I
was a girl now and liked it that way. As for Andy, he decided to leave
the frat house and move in with me.  He is now talking about a job when
he graduates in the spring and having me drop out to be his kept woman.
Decisions, decisions, decisions!



Marty