It was a bright sunny day in Chicago when I made the first proposal: "Let's just do it!" I said.
Janie or Jim as he was known, said" Are you serious?"
I said yeah, let's commit, I am tired of being a bystander, aren't you?
Janie's eyes lit up and I knew I had a compatriot.
We had been dressing like women for four or five years, and had become silly sissies with out intending to be. I had just suggested that we get off the pot and go on hormones, and to my amazement, Janie had agreed. We went down town to the clinic and looked into hormones. They gave us a hand sized jar each and the cost was a few dollars, so we left happy and made a pack to stay on the drugs until our bodies changed or one of us became ill. Janie was 5'6 which I thought would not be out of line for a woman, I on the other hand was 6'1. I ignored the fact that I would be well over 6' in heals to accommodate my need to be feminine. Janie and I had a weekly shopping date to buy new cloths, we haunted the thrift shops first and then dressed in our best jeans and blouses, went from shop to shop up Clark street. We met about two years ago in a gay bar which catered to Transvestites on Wednesday nights and soon became best friends and later roommates. Janie and I had experimented with each other on several lonely nights but knew we were not the mates we were looking for. Through it all we remained close friends and big supporters of each others sexuality. Janie had always expressed a desire to be a woman; I mean all the way, I on the other hand had a desire to keep my penis but to have a nice rack and curves that would make a man crazy.
We found wonderful cloths in the second hand stores and supplemented out wardrobe with fill in accessories from the front line stores. We made great shopping companions because I was two sizes larger than Janie and we never had to fight over finds in the thrift stores. Between us, we fought for closet space, I had a whole male wardrobe and an elaborate female one as well.
I guess I noticed Janie first, although I checked my self out in the mirror each day, her breast seemed to be enlarging at a rapid rate, mine were tender and growing but not like hers. She seemed to be growing hips and breast like I had imagined on hormones, I was progressing much slower. I was moody, she was happy, so I went back to the doctor and she changed my hormones to a new type. She said there was no reason to be moody and my results were actually below expectation. Many months past and we both found new jobs, applying as women. Now we were dressing and living as women and interacting as women as well. One night I asked Janie if she was happy and she just looked at me as if I had cursed. I felt pretty much the same way.;
A year had passed now and we had both experimented with dates with men, some women but all in all we found being transsexuals to be a drawback in the bedroom. When need dictated, we would suck each other off and call it a night and lie together and discuss our fate. We were like two very close sisters.
Janie was now very voluptuous and I was coming along as well but with my height, I needed quite a few more curves to look feminine. One night we were in bed together, painting each others nails and talking and Janie suddenly announced that she was ready for srs, and left me with my mouth hung open. I knew she was going to transform all the way at some point but she blind sided me.
I took it in stride as much as I could and thought about the many times I had sucked her penis and the close relationship we had and wondered if anything would be the same after her surgery. I guess for old times sake I seduced her that night, working her wonderful nipples and her precious body until I got to her penis and spent so much attention on it that she came all over my face before I could get it I my mouth to enjoy one last taste of her.
I took her to the airport and saw her off to Colorado where she was scheduled to have the surgery in three months. The doctor likes them to have a break from everyday and think about the change that is coming. On the way back from O'Hare, I felt lonely and destitute with out my soul mate, so I went to a n Irish bar in my neighborhood, to drown my sorrows/ I was very much a woman now and did not worry about passing, I just did not expect to be hit on so much at the pub. My speech lessons and body science lessons had paid off as one thirty year old guy after another hit on me. Still I was in mourning for my sister and found them very crude and forward. I never had to buy a drink yet never felt obligated to go home or for that matter associate with my benefactors. I am sure I broke a couple dreams and was a fantasy for several others but I eventually dropped a twenty in the tip jar and headed out to walk the streets, and think. North on Clark about a mile I came on a familiar bar, it was a transgender bar, recently converted, Janie and I had gone to the grand opening and actually gotten drunk and brought two lady men home and had an orgy of sorts, not all together but changing partners in the dark of night and both having a wonde3rful night of it. Decided to go on in, so I opened the door and the TV at the card table asked me for ID and looked me over and decided to wave the cover. I entered and the music pounded my head like jackhammer, it was pleasant after my ears adjusted but the initial levels made me want to turn around and head home. I sat at the bar, feeling like a lost soul and ordered a glass of red wine. Janie and I would drink red wine and poo poo the ones who drank white wine. We always thought they were sissies, which is pretty ironic since we are true sissies.
Many transvestites approached me, and bough me fresh wine but I shunned them thinking of Janie's sweet love and companionship I was however getting loosened up with my third glass of wine and this Very tall TG approached me, not in the usual fashion but sat next to me and asked why I seemed so sad? I must have seemed half crazy as I poured out the story of losing Janie and how we had been in separable for so many years. She let me hug her and cry on her shoulder which smelled wonderful, like Paco Rabin. We commiserated for several moments, when I realized I had a hard on. She smelled and felt so good, I was actually out of my mood and in a state of sexual attraction. I took a giant leap of faith and let my hand slide under her skirt and found what I had hoped for, a raging had on. This just made my erection more intense, there is nothing I can resist more than a hard cock and an un cut one too as my fingers found out.
The first thing I knew we were in a passionate kiss, she let me do the aggressive tongue action and reacted passively. I like that, so many lesbians and Tran gender's want to the man or the aggressor that a kiss can lose it's meaning, fighting for dominance. I found myself week and very aroused, as we continued to kiss and peck nd flirt. I found out her name was Victoria, which I assumed was originally Victor. Her hands very shyly explored my body and after we were obviously in heat, she asked if I would take her home. I liked the feminine reference and it just made me harder still.
Hand and hand we left the bar and decided to stroll up Clark Street to her apartment. We got many cat calls and some obscenities shouted at us but we were in a rare mood, content and comfortable with out sexuality. Inside her apartment door, she turned to me like a woman and opened up her self to me, I was the aggressor as I attacked her and planted a kiss on her and my body forced he into the back of the door. Now I was very turned on and wanted to explore her body, I ran my hands all over her and began to gradually strip her clothing off. She responded in kind but was much more submissive in the undressing department. I found her small breast, well they were nipples actually to be pert and aroused as I removed her bra and falsies. Her body was slim and lanky but yet very sexy as I removed her slip over her head. She had on all black undergarments and they were very sexy I think as I found myself in a hurry to reach her manhood. When I finally exposed her 8 inches of aroused clitoris, I dropped to my knees and washed it with She moaned and played with her tiny tities and seemed to be in a trance.
I was so turned on, I almost came in my panties.
We managed to take a breather and get aq drink in the kitchen before retiring to the bedroom. There it was all over for Victoria as my expert lips took her huge cock into my mouth and did all the magic I had learned over the years. I was rewarded with a large shot of cum which I gratefully swallowed and then snuggled up in Victoria's arms and we drifted off to sleep.