Date: Fri, 11 Aug 2000 14:48:35 MDT
From: Tanya TV <tanyatv9999@hotmail.com>
Subject: a tale of tanya (TG)


A Tale of Tanya


I was your typical college student in most aspects; I was eighteen, away
from home for the first time and looking for sex and parties. The one thing
that made me a little different, was the fact that I was a crossdresser,
closeted but dressing whenever possible. I was at college on a swimming
scholarship, it was a full ride deal, full tuition and living expenses,
unfortunately this meant living in a dorm room with a roommate. This made it
difficult for me to dress as often as I would have liked but I learned to
live with it.
	My roommate was Mike, a star full back on the college team, only in his
second year; every NFL team had already scouted Mike. Mike was built like a
brick shithouse, six foot six, two hundred eighty pounds of solid muscle.
Mike was from a very rich family and had turned down several scholarships
from the top schools in the country. Mike's father had gone to school here
before making his millions and wanted his pride and joy to follow in his
footsteps. Mike received a large living allowance from his family but was
told he must live on campus, it built character his father said.
	Mike and I became best friends and somewhat of a joke in the dorm, "David
and Goliath" they called us, Mike being as big as he was and me being five
foot four and one hundred twenty six pounds made for quite a contrasting
pair when walking down the halls. Mike kept the other guys from giving me a
hard time and in return I helped Mike with all his classes, he was a great
football player but a lousy student. Besides our size difference, other
things stood out between us. Mike could have any girl he wanted and I had a
hard time getting a girl to talk to me, they wanted a masculine looking man
for a boyfriend, not a small wimp with a small face and long hair who was
said to be as "pretty as most cheerleaders". While the crossdresser in me
loved the compliment, it did make it hard to get a date. Despite the many
offers, Mike seldomly dated, preferring to spend his time either at the gym
or in the dorm with me. Mike never went to a movie or club without inviting
me along, I was his constant companion, he spent more money on me than any
thing else.
	I would on occasion borrow money off Mike and get a hotel room for the
weekend, telling him I needed time to study or prepare for a meet, Mike
never asked any questions and refused my attempts to pay him back when I got
my monthly living allowance. I would head straight to the storage locker I
kept and get all my feminine trappings, makeup, curling irons, dresses and
other items I needed to become a hot looking chick. I would check in, put
out the do not disturb sign and spend the entire weekend indulging in my
secret fantasies, reverting back to my male persona only long enough to go
and eat. Once I went to a nearby city and even went shopping en-femme, this
was the most nerve racking yet enjoyable weekend of "Tanya's" life. I found
I needed to get dressed more and more often to be happy and it was not long
before Mike began to wonder about my weekend getaways, while he never asked,
he did begin to hesitate when I asked for the loans. I knew I would have to
cut down on my trips but found it harder to subdue the urges, I thought of
purging but new it would take me months or longer to rebuild my collection
if I did, this seemed like a good excuse so I stuck to it.
	One long weekend, I again borrowed money from Mike, saying I had to get
away to study for upcoming exams, wrong excuse to use, most of the dorm was
empty as usual on long weekends. Mike gave me the money and away I went what
I did not know was that Mike had decided to follow me to see what I was
really doing. Unknowingly, I picked up my things and checked into the hotel
and immediately started my transformation into Tanya. Mike went to the front
desk of the hotel and told them I had forgotten my textbooks and asked for
my room number and a spare key, saying he did not want to disturb my studies
by knocking on the door. After getting the info and key, Mike came to my
room and let himself in. I thought I would die when I walked out of the
bathroom after curling my long blond hair to see Mike standing there. Mike
did get a word out before I began to sputter out a weak explanation; I
should have kept my mouth shut. After I spoke a look of recognition and
shock came over Mike's face, I thought you had a girlfriend in here, he
said, I would never have guessed it was you. My lack of confidence in my
looks had given me away. Mike asked all the usual questions, did I want to
be a girl, how long, why and of course was I gay. I answered his questions,
no; I did not want a sex change operation, since I was about six and because
it felt good to me. It was my turn to be shocked when I told Mike I was not
gay; his response was oh, that is really too bad. I was stunned by the
response but did not let on, I merely asked why that disappointed him, and
did he need a new lover. Again I was floored when he said I don't have a
lover right now, but would have loved to have one who looked like I did,
someone he could take out in public without coming out of the closet about
his sexuality.
	We spent most of the night talking about our lives and sipping on drinks. I
pulled out a joint and Mike agreed to smoke with me since it was the off
season and would not have to take any drug tests. We smoked a few joints and
drank a couple bottles of wine I had with me and before I knew it, Mike was
sitting on the bed next to me, his hand resting on my small nylon clad knee.
  I don't know if it was the dope and wine or what but I made no attempt to
move his hand. Mike took this as a sign of consent and slowly moved his hand
further up my leg until he reached the top of my stocking and felt my smooth
skin. Next thing I knew, Mike had an arm around me and was gently pulling me
closer to him until we were face to face. I did not resist when Mike leaned
towards me and gave me a soft kiss on the lips, before long I had my arms
around his neck and we were making out like a couple of high school kids.
The feeling of having Mike's big strong arms wrapped about me just felt
right, I felt safe. Mikes tongue pressed between my lips, which I parted to
give him easier access, he wrapped his tongue around mine and I melted, I
was his. I realized what I was doing, kissing a man, but the feel of his
strong lips pressing against my soft ruby red painted lips was to enticing
and I did not want it to end. Being a gentleman, Mike pulled away before it
went any further, much to my disappointment, and we spent the rest of the
night trying to figure out where this was going to take us. I changed into a
long slinky black silk nightgown and we fell asleep in each other's arms.
	I awoke the next morning to a knock on the door, Mike had ordered us
breakfast, something I had never done before due to the cost, and Mike
served me breakfast in bed, coffee, toast and a vegetarian omelet. We
lounged in the room until around two when Mike looked at me and said get
your best outfit on, we are going on a little trip this afternoon, I asked
where we were going and all he said was you will see. I showered and dried
and curled my hair, did my makeup and started to decide what to wear. I
decided on a pair of black tanga panties, red garter belt, black seamed
stockings and a black bra. I choose a black spandex skirt, which fell to
just above the knees and a red blouse with sheer sleeves. A pair of large
hoop earrings, a black choker, a gold bracelet, three-inch spike heels and a
clutch purse completed the look. I touched up my nail polish and declared
myself presentable. We took the elevator to the lobby and headed out the
front door, I got several looks from the men in the lobby, and they were
looks of desire, not recognition, as I had feared. We hopped in Mike's
"vette" and were soon on the highway. I again asked where we were going and
Mike said to light a joint and he would fill me in. I lit a fat joint and
Mike started, while you were sleeping this morning, I looked through your
closet. You had a great selection of sexy clothes and outfits for going to
the clubs, I noticed you had nothing that you could wear out for a dressy
evening, or to a formal event. His next statement made me choke on the toke
I had just taken, besides he said, you need to look a little more demure if
you are going to meet my parents. I said stop right there, I never said
anything about meeting your parents. All Mike said was we will talk about it
over supper tonight, for now lets go shopping.
	We pulled into a large mall in a nearby city, just across the state line,
before we went in, Mike made me promise not to argue with anything he said
or did, if I did not promise, we were getting back in the car and heading
home. I promised and away we went, Mike said we had to start at the bottom
and work from there, so we headed first into a lingerie store. Soon I walked
out with several new bras, panties, corsets and other more intimate items
that Mike choose for me. Mike started to head fore a shoe store, but I
stopped him, stating that you chose the shoes to go with the outfits, not
the other way around. We hit several shops and boutiques, that afternoon I
modeled more clothes then I had ever imagined. Soon we walked back to the
car to store the fifteen bags of clothes I now owned; I had skirts, dresses,
and blouses, skirt suits and even evening gowns. Next stop was the shoe
store, where I ended up getting twenty pairs of shoes and boots, pumps,
heels ranging from one inch all the way to five inch and four pairs of top
quality leather boots, including a pair of thigh highs with four inch spiked
heels. Mike wanted to keep going but I begged off, my feet were killing me,
I was not used to all this walking in heels. We went and put the rest of the
items in the car and then headed for a drink before supper.
In the lounge we stopped at, I could feel the eyes of every guy in the place
checking me out, Mike played it up by giving me a long deep kiss before
squeezing my ass as I sat.
	After the first drink, I excused myself to go to the ladies room, another
new experience for me, I did my business and touched up my makeup while
chatting with a very attractive young waitress who came in just after me. We
talked about the weather and other small talk before she asked me if I was
new to the area, I said we were just visiting, explaining the spur of the
moment shopping trip. Lisa said she was jealous and then commented that I
made a very beautiful looking girl, I stuttered and she said relax, I won't
tell anybody. I asked how she knew and she merely said that women could tell
these things, besides she said, very few real women have Adams apples. She
removed the inch wide choker from her own neck and then asked if I would
like to trade, mine was a half inch wide and did not hide my Adams apple
very well. I thanked her and returned to my table. We had one more drink and
got ready to leave, Lisa brought us our bill and slipped me a note with her
address and invited the two of us over to her place for drinks later that
night. I smiled after reading the noted and made Mike leave her a very large
tip, he asked why and I said I will explain in the car, just leave a very
large tip. Mike just shrugged his shoulders and threw a hundred-dollar bill
on the table to pay the twelve-dollar tab, after ensuring that Lisa got the
tip, we left for supper.
	Mike informed me that while I was in the bathroom, he had called and made
reservations at a very exclusive restaurant, the kind that require suit and
tie for the men and gowns for the ladies. With this in mind, Mike rented us
another hotel room and informed me I had about two hours to get ready, then
he left to go get a suit for the evening. I ran a hot tub and shaved my
legs; chest, pits and even trimmed my pubic hair. After getting out of the
tub, I saw a box sitting on the bed that I knew we had not bought that day,
I read the note on top and it said "I thought you could use a few things for
tonight." I opened the package to find several smaller boxes inside; the
first contained a pair of very realistic and expensive silicone breasts and
a bottle of adhesive. I smiled and then understood why Mike had insisted I
buy the strapless bras I had liked so much. I attached the breasts and was
impressed with how well they matched my skin tones, I put on the red
thirty-six "C" strapless bra I had gotten and marveled at the feel of the
weight on my chest.  I next put on a red and black corset, and red tanga
panties. It was quite a task to tighten the corset, but I managed to shrink
my twenty-six inch waist down to a twenty-four inch waist, I was very
impressed by the sexy shape it gave me, garter belt and black stockings
completed the look. I threw on wine colored robe and sat to do my makeup
when I heard a knock on the door, a little nervous, I answered the door and
found a pair of attractive young ladies standing there. I asked if I could
help them and they informed me they were from the hotel salon and had been
hired to come up and do my hair and makeup for me. They asked what I was
going to wear for the evening, I showed them the black cocktail dress I had
chosen and they complimented me on my choice.
	For the next hour, I was treated to the full efforts of these two young
experts. A facial, manicure and cosmetics application made me look very
elegant to say the least and the French roll they put my hair in, added a
touch of sophistication. I went back to the box on the bed and looked again
to discover a box from a jewelry store we had passed and in it I discovered
a pair of clip-on diamond drop earrings and matching choker and bracelet. I
put these on and the my dress and finally a pair of three inch spiked heels,
I then sat and nervously waited for Mike to return.
	When Mike did finally come back, he looked hot, the Brooks Brothers suit he
wore was fabulous, it showed his muscular frame to its finest. Mike was
speechless when he saw me, his jaw dropped, as he looked me over. The dress
hugged all the curves of my shapely body; the heels accented my shapely silk
clad legs. The crowning glory was the hairdo; the updo and curly bangs made
my small-framed face stand out, in a word I was to die for. Mikes only
comment was that he wondered if we should go out or just spend the night in
the room. I said no way buddy, when I look this good, I want the world to
see, considering that I had never really been seen in the public eye prior
to this weekend, this was a very bold statement for me. We arrived at the
restaurant and were led to a small private booth in a secluded corner.
Waiting for us was a chilled bottle of champagne and a dozen long stem red
roses, which Mike had picked up earlier. We ordered a salad to start and
sipped our champagne as spoke. Mike explained that his parents were starting
to pressure him to find a nice girl and settle down for at least the rest of
his college years. If his parents were to discover he was gay, they would
disown him, never mind the fact that his father would most likely kill him
and his mother would have a nervous breakdown. This was the reason he
wanted, no needed me to become his "girlfriend" and come home with him over
the summer to meet his parents. While I felt for him, I was still hesitant
to carry out this little masquerade of his. Mike upped the ante, he promised
me a half million dollars when he took over the business from his father,
which was going to happen right after he graduated, if he did not go on to
play pro football. This along with a promise to get us an off campus
apartment and his word that he would take me for many weekends like this one
were all I needed. I would have given in for the apartment alone; the rest
was just a bonus. I agreed and we changed the subject to more appealing
matters, like shopping and such. We had a fantastic supper and headed back
to the hotel where we changed before heading off to visit with Lisa, the
waitress from the lounge. Mike did not really want me to change so to please
him I stayed in the dress and allowed him to change into some jeans and a
T-shirt, which I preferred to see him in anyway.
	We arrived at Lisa's place and were greeted with a drink and a smile, Lisa
complemented me on my hot look, she went on to eye Mike like a unfed wolf,
but politely commented on his handsome appearance. We sat in the living
room, sipped our drinks and chatted for a while before I offered to spark a
joint, Lisa said great, and offered to freshen our drinks. As I rolled the
joint, Lisa slipped into the kitchen to pour us some drinks, unknown to us
(until later that is) Lisa spiked Mike's and my drinks with some kind of
Spanish fly. We sipped on the drinks and smoked a couple of joints when I
noticed a strange tingling in my groin, a quick look over at Mike's crotch
showed he was feeling something as well. Soon the tingling became a raging
fire, and I began to squirm in my seat, all I could think of was getting
some kind of relief, the only thought in my mind was Mike's cock. This
stunned me but I then noticed that Lisa had disappeared, she had been gone
for quite a while it seemed. Mike did not even notice her absence, he had
lust in his eyes and I was the object of his desire. Mike moved closer to me
and slid one arm around me, by now I was lost in the passion. I leaned over
and kissed Mike full on the lips, this was quite bold for me, as I had never
initiated the kiss before, now it just seemed the thing to do. Soon we were
locked in hard and heavy necking. Before long Mike's hand was between my
legs and sliding under my tanga's and massaging the rim of my asshole, ever
so slowly, the desire to feel him inside of me took over and my legs spread
wider to allow him easier access. I felt something I had never before
experienced once again, the desire to take his long hard cock in my mouth.
Before I could voice my desire, Mike pulled my panties down and then reached
for a jar of lubricant that had mysteriously appeared on the coffee table
beside us, lost in the passion, neither of us thought to question it.
	I felt a warm slippery finger at the edge of my asshole, I squirmed to let
it get closer and before I realized it, it was buried deep within my ass.
Mike began to slowly slide it in and out of my ass sending me crazy. I was
lost in the moment and barely registered it when Mike slid another finger in
to join the first one. I let out a gasp as my ass stretched to accommodate
the new invader and very shortly, I was grinding his hand in an effort to
drive him deeper into me. Soon I was in a rhythm of deep breathing and
moans. This was a totally new world for me, here I was, a young heterosexual
male who enjoyed dressing in women's clothes, moaning in passion as a man
finger fucked me. I barely noticed when Mike slid in another finger and he
took this as a sign that I was ready for something bigger and better. Mike
stood and franticly pulled his pants off followed by his boxers, letting
lose his beautiful huge love muscle. I gasped and at the same time heard a
quiet gasp from somewhere in the room, Mike's cock was huge, a full ten
inches long and it must have been two inches thick, and it wasn't even fully
hard. I gently took it in my hand, it looked massive in my small hands, my
long red nails looked great wrapped around his sausage, I leaned forward and
kissed the tip, leaving a perfect red lip print on his massive head. I
looked up and smiled at Mike before opening my mouth and taking his head
between my lips, Mike took over from there and gently slid deeper into my
mouth. Going ever so slowly so as not to gag me, Mike explained that he in
no hurry, that I should take my time and savor every second and inch. Mike
began to rub my throat in a downward motion all the while keeping up a
conversation, telling me how beautiful I was and how hot I made him. This
went on for several minutes before I realized I could feel his balls
pressing against my chin, I had taken his entire length, I had deep throated
him. I could not believe I had done it, and from the look on Mike's face, he
was surprised as well. The knowledge of what I had done made me even hotter;
I started bobbing up and down on his still growing and thickening cock. This
went on for several moments until much to my dismay, mike pulled out of my
stretched mouth, saying I had to let him calm down before he exploded in my
mouth, he had another place in mind to shoot his load.
	Mike stood me up and embraced me and kissed me, he then sat me down and
then lightly pushed me to my back. Being new to this I was unsure what he
was doing, knowing he was going to penetrate me, I believed he would take me
doggie style, it was quite a revelation when he positioned himself between
my legs and lifted my legs so my ankles rested on his shoulders.  I reached
down between my spread legs and grasped Mike's cock and with a trembling
hand guided his love missile to my waiting ass. I felt the head of his
marvelous cock touch my quivering asshole and then released my grip and let
him take over. Very slowly, Mike slid his cock into me until he forced my
hole open, then with a swift thrust, he pushed it past my lips, it was only
the head but it felt as if I was being ripped in half. I let out a little
scream and Mike stopped and waited for my body to adjust to this foreign
object trying to invade me, to my delight, my ass quickly spread to
accommodate the size. The pain I had felt quickly lessened to an almost
unnoticeable level and Mike drove into me with a fast and powerful thrust
and he was buried to his balls in me. It was ecstasy; the feel of his
powerful thrusts driving into me was unlike anything I could have imagined.
I saw fireworks as he continued to pound me. I was sweating and groaning in
pleasure as he rammed in and out of my now loose asshole, all to soon I felt
him stiffen and then with a scream he shot his hot thick cum into my waiting
ass. That was all it took for me to shot my load as well, with out being
touched, my cock erupted, spewing out my own load of gooey cum all over my
chest and belly. It was the most powerful orgasm I had ever experienced and
I passed out for a moment. Mike collapsed on top of me, smearing my cum
between us, with his still hard cock buried within me, we laid there trying
to recover our strength.
	A short time later, after we recovered enough to clean up and get dressed,
we were sitting on the couch cuddling, when Lisa came in with a bottle of
wine and glasses. She smiled at us and handed us videotape, saying relax,
there are no copies and I wanted you to have a memento of what was obviously
your first time together. Lisa commented on how I was glowing as we sipped
our wine and as we prepared to leave, she hugged us both and wished us well
and invited us to visit any time we were in town. When we returned to the
hotel, Mike reached into his pocket to get the key and discovered a note
from Lisa. Once inside we read the note in which she explained that she
could tell we were in love and was pretty sure we had not yet had sex, she
wanted to witness our first union so she spiked our drinks and cleared out
to let us get wild. We looked at each other and soon we realized she was
right, we were in love, that night we mad3e mad passionate love twice more
before falling asleep in each others arms.

TO BE CONTINUED