The Trip

By Stephanie Ann Warren

My name is Larry and this is my story. When I was at College, my

roommate Micheal was a very outgoing and well liked student. Captain of

the Lacrosse team and member of the student government, Micheal was the

typical "big man on campus" at 6'3" and 215 lbs, he looked the part as

well. With one exception, Micheal was gay. I on the other hand was not

what you call the "macho" type, although I always thought of myself as

heterosexual. (I found out later on I was Bi.) I tended to stay to myself

and not get involved. I was about half Micheals size, at 5'3" and skinny,

I was smaller than most of the girls on campus. I had grown up with my

mother and my older sisters (all four of them). My father had left us

when we were very young and we had to struggle to get by. My mother

sometimes even made me wear some of my sisters old clothes just to save

money. At first I didn't like it, but after a while it was kind of nice. My

older sister Kate would even dress me up as a girl to tease me. I gave

some resistance, but really liked it. I began to find it was more fun to be

a girl than a boy. Katie used to indulge me in my little fantasies until one

day Mom found out, after that we had to play in secret.

That gets me back to my roommate, Micheal. One day I came back from

class and found Micheal had gotten into my trunk where my stash of girls

clothes were. I must of left it unlocked. I turned beet red and didn't

know what to say. Micheal was actually very good about it and that's

when he told me he was gay. I was shocked. I couldn't believe that this

stud was really gay. We talked late into the night, he even convinced me

to try on some of my things to model for him. I was very embarrassed,

but Micheal treated me so kind, I was put at ease. In time I found myself

becoming attracted to Micheal, I would dress up for him in my little baby

doll nightie and wait until he came home from practice. Over time Micheal

and I became lovers, but only in complete privacy. Micheal was very

concerned about privacy. We really didn't associate in public at all. I was

sad about this and wanted to be with him all the time as his girlfriend.

I would go to the lacrosse matches and sit in the stands wanting to be

one of the pretty cheerleaders cheering for her man. I even bought a

cheerleaders outfit and stood waiting in our dorm room for Micheal to

come back after one of his matches. He loved it and couldn't wait for me

to do the little cheer I had practiced before he had my panties down and

kneeling on the bed to take me from behind.

Micheal had always made me feel so good. When we graduated though,

things seemed to come to an end. He had gotten a job in the financial

markets back East, and things would not work out for us. We kept in

touch with letters and phone calls, but it was not like before. I became

very depressed and didn't know what to do with myself. It was almost two

years to the day that we graduated that I got a call from Micheal. He had

been extremely successful in his sales performance over the past year,

and had cleared over $200,000 in income. On top of this he had the top

sales performance of all of the new representatives in his group of over

50 people. Micheal along with 100 other reps from around the country

were given a two week all expenses paid trip to Hawaii. It was going to

be at one of the top resorts on the big island. Then the big shock came,

he wanted me to go with him as his guest, as his Girlfriend!

I didn't know what to say. He leveled with me, that he missed me terribly

and wanted me to be with him, but he had a very high profile position

and could not afford to be found out. The business clientele he serviced

did not appreciate gay relationships. This is where the catch came. I had

to be TOTALLY passable. There could not even be a hint that I was ever

a guy. The trip was six months away, so I had time. Micheal had saved

almost $20,000 for me to do what ever I needed to become a passable girl.

His schedule was so hectic that it was impossible for him to see me before

the trip, with me being in Denver and he in New York. He gave me the

weekend to think about it. It only took me an hour. I said yes and said

I would start right away. For the first time he said he loved me and I

knew I loved him too. That weekend I quit my measly job and told my

landlord I would be moving out. I made myself as presentable a woman as

I could without a lot of help and found myself an apartment on the other

side of town and signed the lease in my new name Lisa Maria Alvado.

Alvado was my mothers maiden name and Lisa Maria were the two middle

names of my sisters. Because of my size it was relatively easy to pass. I

had to loose some weight, about 30 lbs., but I figured I had time. Micheal

sent me some of the money to get started and I paid for a down payment

on my lease. I found out about a woman that helps men with

transformations and asked her to give me a hand. Her name was also

Katie, like my sister, and she was wonderful. She worked as a beautician

at a local salon, it was amazing how good she was at making me into a

woman. I got the works, my body, hairless as it is was waxed and my

longish hair was permed and styled into a very feminine style. She got

me some extremely life like breast forms that gave me a full C-cup look.

I spent a lot of money with her at first (over $2,000) but after a while

she and I became friends and she helped me for free. I bought a sexy

black and yellow leotard and tights and every morning she and I worked

out to a video for over and hour. My shape was becoming much more

feminine. At 5'3" and now 122lbs with my corset on and my breast forms

in I had a 36C-24-34 figure. Katie felt that if I really wanted to go

through with this I had to take it further. I started seeing a doctor she

knew and he started me on a regimen of hormones. As I began to feel

I was more passable in public, Katie and I would go out shopping (my new

found favorite pastime) and we even joined a local spa and started on

their high impact aerobics program. Between that and jogging 3 miles

every day, I found I was in much better shape as a girl than I ever was

as a man. The hormones were redistributing my body fat into all of the

right female places. Katie and I had long talks and she made me aware

that I was much happier as a girl than I was as a guy. I decided to make

some of my changes a little more permanent. Katie set me up with the

cosmetic surgeon who did her implants. He was quite reputable and was

very reluctant about performing surgery on me without me going through

a real life test and having extensive therapy. He told Katie that he would

consider it if he met me. Katie wanted me to look my best for the

appointment. She brought me into the salon and did a complete make over

on me, manicure, pedicure, waxing, my hair was colored from a mousey

brown to a stunning brunette. She did my make up into a sophisticated,

sexy look. I put on a white lace corset and sheer silk stockings which I

attached to the garters. A beautiful pair of french cut lace tap pants

were pulled up my silk covered legs.

I put on a heavily padded push up bra that made my now budding A-cup

breasts look as if the were C-cups . A red suit that Katie had bought for

me as a present was next for me. A short, tight skirt that was fully lined

was put on next and a jacket that was very fitted with gold buttons down

each side and a square cut bodice that the tops of my breasts rose out

of, was fabulous. I wore a triple strand of pearls and gold balls and my

gold and pearl drop earrings. I wore my gold cuff bracelet and my little

gold watch. Finally I stepped into a pair of fantastic red 5" heeled pumps.

I couldn't believe how sexy and elegant I looked. We went to the doctors

for my appointment. When Katie introduced me he was quite taken aback.

He said for a woman I was very beautiful, he could not believe I was a

man. After examining me he agreed to do the operation. The following

week I was brought into the hospital and given breast implants, my lips

were given collagen injections and small implants to make them fuller, My

nose was bobbed and implants were put in my cheeks to highlight my

cheekbones. Permanent eyeliner was put around my eyes to give them a

sensual cat like look. The little amounts of fat on my body were out and

were deposited in my hips and behind. My thyroid was shaved eliminating

my Adams apple and my vocal cords were shortened slightly to give my

voice a higher more feminine pitch. It took almost three weeks to heal

from all of the surgery. When I was released from the hospital Katie took

me home and took care of me. I found that all of the work done on me

was everything I could have dreamed of. My figure was now 36D-22-36

even though my breasts sat high on my chest they looked quite natural.

My lips were very full and pouty and my cheekbones were very feminine.

I had a cute little nose and a beautiful, sexy eyes. I still had over a

month and a half until the trip and was running out of the money that

Micheal had sent me. Katie had an idea. I needed to be out in public more

anyway, so she got me a job as the receptionist at her salon in the city.

That way I would have to get dressed up every day and interface with

people as a woman. My real life test. Katie and I went shopping with the

last of my money. The salon was one of the most exclusive in the city,

and served a business woman clientele. I would have to dress the part.

I could be a little more flamboyant than most of the clients, but still had

to give a certain image. Suits and dresses, and an occasional sweater and

skirt or blouse and skirt were in order. One of my favorites was a ivory

linen suit with a short pleated skirt and a double breasted jacket that

allowed me to wear my lacy ivory camisole. A very classy yet sexy look.

Since I am only 5'3", I always wear heels usually 4" or higher.

I earned enough money to keep my apartment, eat a little, and buy my

wardrobe for Hawaii, Katie took me to a custom bathing suit shop and I

had 5 of the sexiest yet legal suits made, 3 bikini's and two one piece

that were as sexy if not more than the bikinis. Several rompers and

shorts sets and three gorgeous cocktail dresses, One a mini backless

halter top in large black sequins, a red off the shoulder number and a

long gold lame strapless dress to die for. The time had come. I wanted

to look my best for Micheal. I wore my favorite Ivory Linen suit and my

silk stockings. My 5" buff suede pumps were perfect for my outfit. I

waited by the gate for Micheals plane to arrive, when he disembarked, he

walked right by me. I gave him a little coy, "Hello Micheal" and his jaw

nearly hit the floor. We hugged in a most passionate embrace and then he

kissed me deeply. We had an hour wait for our plane to Hawaii. I don't

think we stopped kissing the whole time. Hawaii was wonderful. His

company put on quite a show for all of the winners. The hotel was

exquisite and didn't spare any expense. By the end of the trip I had met

so many wonderful people and was so in love with Micheal. The last night

he informed me that he had made arrangements to stay five extra days.

I was so special to him that he wanted me to be with him forever. He

asked me to marry him. I was bursting with joy. He said that he had

made arrangements to have us married in the little chapel on the hotel

grounds. Katie was flying in to be my maid of honor and was bringing my

wedding outfit with her. With that he gave me a huge diamond engagement

ring and we went back to the room and made love until dawn. Katie flew

in the next day. After she relaxed and got settled, she helped me with my

wedding gown. I loved being a bride and now I was Micheals wife, Mrs.

Micheal Johnson.