What now Jami?

by: JamiLin 
View Story Details
Rating: XXX Add Review    Added: 05/26/2007
Complete: yes 
Synopsis:Jami takes another step toward feminization. This time she takes it further that ever expected. Jami comes to grips with her future, or does she? Only time will tell. Jami
Categories: Bondage  Crossdressing / TV  Mind Altered, Hypnosis, Brainwashed  Physically Forced or Blackmailed  She Males 
Keywords: Use of Sex Toys  Very High Heels 


What Now Jami?

This is a continuation of my first story title; The Rebirth of Jami. I apologize for posting that story with so many typos and misspelled words. My spell check was down on my computer and I was so enamored with posting my first part of my story I could wait. Again, I apologize.

To make a link with the Rebirth and this story, I would first like to do a brief introduction. In my first story I introduced myself as James a high school aged boy. Although slight in build and not so macho, I was merely entranced with women, their mysteries and their clothes and mannerisms. My mother was my idol and upon her passing, I drifted until my new neighbors arrived across the street. Tony and Stacey became over time my friends, and Stacey became my mentor. That story describes a young man about my age that after circumstances led me to that path became my first boyfriend and sexual encounter.

After the first incident described in the Rebirth of Jami, the jig was up. It was only a matter of time until my dad, Sam, my brother, David, and my sister, Lauren found out. In a few days, my Dad was speaking to Tony about the circumstances and what to do with me. Tony merely said, that he believed I was finally happy and to just sit down and talk honestly to me. By brother, David who was a police sergeant, and Lauren, my sister came first to my room night after I had just showered and caught my in my cute panties and t-shirt for bed. I think they were for a brief moment shocked, but wanted to help. David was so manly; it was hard at first for him to comprehend. He wanted to know if I was gay. He asked so many questions. I recounted the incident leaving out the X- rated parts but let him know that I felt at that time as a complete woman. I also told him that I did not feel the same things in my male persona as James. But they both knew that I was a round peg in a square slot for much of my life. Lauren, who was as gorgeous as she was supportive, told me that even though at that moment in time she did not understand, that she would be by my side no matter what happened. With that they left me to my thoughts. After a brief time, my dad came into the room and sat at the end of the bed. He was in many ways beside himself. He could never understand he said, but that I was his and my mother's child. Nothing would ever change that. He then told me, upon graduation, was I interested in higher education? I said yes, but I was undecided. After much discussion, we made a pact. For the first part of summer, I could have my wish and dress and live as I wished. I could spend all the time as a woman but I had to agree that I would take my graduation present, from my grandmother's estate, and be a male for the South Pacific cruise. Also a few of my friends were also booked for the two and a half week cruise to the area around Tahiti. After the cruise as a male, we would talk and figure out what was best for me at that time. I think he thought that while on board as a male, I would find some crush and experience relations as a man. I agreed, but I said I wanted to live part of my female alter ego with Tony and Stacey. He said if they agreed that that would be fine but I had to visit every evening. With that I packed almost all of my hidden feminine clothes and makeup and such and called Stacey right away. She was so excited and within an hour I was unpacked and settled into their guest room.

Now let me describe myself so if you are a visual person you may see me in your mind. I am 18, 5'6” and about 134 pounds. I am fair complected with many freckles on my back and a few on my chest. I am a natural redhead with green eyes. I like sports especially running middle distances and swimming. To put a face on me, I guess as many say, I look like a redheaded, masculine, sort of, Kim Bassinger. Well at least that is what I would love to look like.

That first evening Stacey had called Tony and we sat down to a light dinner that was so scrumptious and we talked and talked and talked. Stacey asked if I wanted to meet a doctor who specialized in people with hormonal problems or even a specialist who could help with transgender people. I replied, that maybe in the future, but for now, I need to do some soul searching. I had a tiny glass of wine and went up to my room. I dressed in a real filmy nightie that Stacey had given me and some really cute matching panties. I lay in bed for a time. I wanted to drift off to sleep, but I could hear Tony and Stacey down the hallway in their bed. I could hear more than talking. This realization excited me. After a few minutes, I began to think of my last experiences with Derek. What the heck, I decided to call. Derek answered the phone and we began to have small talk. After about 5 minute, I giggled that Tony was busy fucking Stacey and I could hear almost all of it. Derek replied how hot that was. I asked, are you as excited as I? He said yea, and I wished you were here to suck on my very hard cock. With that, I replied, give me a moment and I will be right back. With that I got my large black dildo out of my bag and some KY jelly. I then told Derek that I had lubed myself up and was sliding a huge cock inside me. I then described in detail how I would love to suck his cock, kiss the head, take it deep in my throat. All the time I pressed the dildo deeper and deeper into me. I had it all inside and to up from my back as sat down on the bed with it buried deep in me. I talked so nasty and so detailed I could here Derek on the phone and told him how badly I wanted his cock in me and in my mouth and how I wanted him to come up behind me and fuck me so deep. I moaned and moaned and moaned. Then I could her Derek on the phone and he said how close he was. I was so hot I couldn't believe it. It felt so good being skewered so deep and to be so full. I talked dirtier and dirtier and said please Derek, I want you to fuck me and us me and fuck me so deeply. I could here Derek moan again and I told him I wanted his hot cum in my mouth inside me, down my throat. I could here him cum and cum and cum. I began to shudder and a little dribble of cum came from my little boy clit. I was so into the feelings that were going on inside my mind and inside my body I nearly fainted. Just the Tony and Stacey moaned and also came to a climax. I looked at them and they at me and we giggled for a moment, but then a look came over Tony and Stacey. They whispered to each other for a moment. Then Stacey came and grabbed my hand and took me to their bedroom and we all got into the shower. Warm water and soapy body wash drenched all three and hands wandered from each of us to one another. With that, we go out of the shower and while Stacey dried Tony, I got down on my knees and began to kiss his partially engorged cock. It was so magnificent. I kissed and ran my tongue all over the shaft and head. When it came back to life fully, I was like a woman possessed, I began to suck it and kiss it and lick it. Tony grabbed the back of my head with his strong hands and then gently pushed. I began to gag slightly and then back off of it a bit. With my eyes and his making contact, I moaned and tried to get it all in. After many attempts it was nearly two thirds of the way in and it felt so glorious and I felt so powerful. I was giving so much pleasure to this hot rod in my mouth and I loved every second. Tony told me to stop for a moment and then he told Stacey to get me ready for the wildest moment of my life.

Stacey and I then went to her side of the bathroom and I blow-dried my hair and Stacey put it in a ponytail. Stacey taped my penis and balls back and away and they appeared almost non-existent. With that she said, let me do your makeup. She put on foundation and some dusting power on my face. She followed with cute pink polish in my nails. She then put on some emerald and lighter greed eye shadows and did my lids with dark liner and then my lashed. My eyes looked so stark and sexy. She then got out some blush and put pink blush on my cheeks to accent my high cheekbones. Stacey then asked if I liked the shade of reddish with tones of purple lipstick she had in her hand, I said of course. She said I want to make you so sexy that you feel and act like a woman who wants it and needs it. I asked, what my outfit might be. She merely replied, they all would love you in what I have planned. She said my lips and then I used tissue to dry it slightly.

With my nails dry, my makeup complete, She then misted me with Passion scent. It was every so slight but it was exactly what I was feeling. Stacey and I went to her dressing room closet. She asked me how naughty I felt. I giggled, hmmm that is a funny question. She then said what would you wear if you wanted men to want you, totally. I giggled and then looked for a panty and bra combo. I found a very sexy sheer bra with lace accents all over. Added to that I found a sating G-string panty in lace and matching black. I said how about this? Stacey said with that I have some ideas and we went and gathered a garter belt and seamed black stockings. I started to put the bra on and she said, what about these new breast forms? They are silicone and heat sensitive. They will bounce and move like a woman's real breast. I said oh yes! She went and got some adhesive and told me to lie on the bed, she then dabbed adhesive on and positioned he breast forms. After about 20 minutes they were set and I had a full C cup form attached. I put the bra on and moved the forms into the cups. Oh they felt so glorious and so feminine. I put the garter belt on and then the stockings. Stacey made sure they were straight and I then slit the tiny panties on and the G-string went into my bottom. My mind was racing. I felt more alive and sexier than anytime in my life.

I walked into the closet and Stacey came out with a white blouse that looked so much like a prep school girls blouse. I looked closely and saw the crest on the chest. It had a crest of The Academy. It was a very exclusive all girls prep. Then Stacy handed me a pleated skirt that had reds and plaids. The pleated skirt looked so tiny. I wondered if it would cover my stockings. I slid into the skirt and buckled the snaps up the side. It fit perfectly but just covered the tops of my stockings. Stacey added a lace vest that was very sheer but hid the fact that I had a black bra and a white blouse. Stacey added a very cute green ribbon to my red hair in a ponytail and then escorted me to the mirror. I looked in awe at what I saw. I saw a very sexy Academy girl right before my eyes. Stacey said yes a girl who wants to get out of the Academy for an evening and be someone's plaything. A many somebody's plaything is what I really wanted. I giggled nervously and she said go down to the living room and she would be down shortly. I saw Tony already there and he was so handsome in a navy blue suit with white shirt and blue striped tie. He was flipping through channels and merely asked if I wanted to see something special? I said of course. There was Stacey and Tony and Stacey was in the Academy blouse all-open with her bra open as well and she was on her knees and had Tony in ecstasy. I was so sexually excited. We watched more and Stacey took him all the way onto her mouth and throat. I stood up and could feel the G-String back tug and it excited me even more. I told Tony that sure looks good. He laughed and, I merely smiled and walked over and got on my knees and slid his cock out. He moaned and said I might want to wait until after dinner. I merely said, I couldn't wait. With that I began to imitate every stroke and every lick in the film, as I became Stacey. I could not get him al the way in, but it was so good. I looked and then saw Stacey on the television grab his cock and squeeze the bottom and milk out some cum. It was so hot to me. I did the same and then licked the cum string from the tip to my lips. I then went down as deep as I could. I moaned every so slightly every time I got him as deep as I could. Finally he tensed ever so slightly. Then he said he was about to cum. With that I took him deep again and again and again. He tensed even more and began to cum in buckets. I worked hard to keep it all in my mouth and then swallow. It was a huge mouthful. I cleaned him off with my mouth and tongue and then like the tart I felt like, went to the washroom to get a moist warm towel to clean him off. I had him shiny clean and then gently kissed the head of his cock again and helped him put it back into his silk boxers and slacks. He told me that every time he looked at me tonight, he would remember my lips on his cock. I merely smiled and said. Gosh I hope you do. That was so hot. It was great.

Just then Stacey came down and was radiant in a teal evening gown to mid calf but slit way up her leg. It was very low cut but classy and she had matching heels about 3 inches o so. She then turned slowly around and the gown was backless cut way low. It was ultimately sexy but totally classy. She had a pair of black pumps in her had with a 3 to 3 ˝ inch heel with a cut glass diamond bow. They were sexy as hell. Stacey said, lets complete your look, and you need to put on fresh lipstick. With that Tony and I both laughed and Stacey did knowingly.

I came out from fixing my lipstick and Tony and Stacey said, we are going to L'Armanac for dinner tonight. I gasped and said that is so expensive. Tony said you would need your strength. My mind began to race. The drive to the downtown area took about 25 minutes. All the time I listened to some great Jazz by a local Jazz quintet. We arrived at the restaurant. The doorman got my door and I made sure as I got out I made eye contact while my pleated skirt rose way up and I am sure my garter and stockings were very clear for him to see. I could see his eyes get so big when this occurred. Stacey got out and Tony left the car for the valet. We walked in and the maitre'd said right this way, and we sat at a table right in the middle of the restaurant. I flounced my way and wiggled by ass so everyone would notice. Stacey, quietly said, relax. They will see you, and all nightlong. The waiter came by and we started with 3 champagne cocktails. With that Tony asked me what I would like. I was already feeling very warm from the cocktail and said, I really don't know. What is good here? He looked me in the eye and then Stacey and said I know how good both of you can be. We all laughed. Then he said that anything would be great. I ordered a Caesar salad and a crab stuffed flounder. Tony and Stacey ordered and the Tony said, 3 more cocktails as well. I looked at him and said not to order me much more. I did not want to be out of my wits this early. We had a pleasant dinner and conversation. The piano player was excellent. More than one teen boy and more than one older than teen man looked me over. It was a tremendous boost to my ego. As we sipped the last of our cocktails, Tony asked me if I would like to go with them to a social club they belonged too. Stacey said that we should visit the ladies room. I followed her and could feel many sets of eyes burning holes in Stacey's and my skirts as we walked into the ladies room. After pottying and freshening up, Stacey told me to sit on the divan in the anteroom area. She waited until we were alone. Stacey told me, Jami, you have to know what to expect and no one on earth will mind of you don't go with us. The social club is a swingers club. Every scenario you can imagine will be represented. Bondage, multiple partners, sex toys, outfits, same sex couples, adult videos, just about everything. I quietly sat for a moment and wondered if this was where I should or wanted to go. Stacey put her hand on my arm and said, please make sure this is what you want and if you are ready for this. I told Stacey, I am ready for this. She told me the safe word of “Raven” and if I said that, everyone would stop and I would not be touched further. I looked at Stacey and said, if you are ready, I am. With that we went to Tony and he put his arms through each of ours and out we walked. Tony gave the man his ticket and in a moment the same parking man watched me get into the back seat as he held my door. I made sure he saw all the way up my skirt as I got in. Off we drove to the semi-rural part of town and drove back a long drive to an amazing huge house made of stone. I thought this must be what a mansion is. I could here music and a man who looked to be a butler opened the door and we stepped inside. I looked around and the place was so expensive, so big and so classy. We walked down a long hallway and went into a parlor. There was an extremely beautiful Asian woman at a table and asked our names. Tony told her and said they had a guest, named Jami. He talked to her a little more and we got a small ribbon that was tied to our buttons. As I found out later they were color-coded. Men were blue; women were pink and people like me transsexuals were color coded with gold. Furthermore there were little accents to the ribbons. Large white accents meant straight sex only, purple mean both sexes. Gold with purple trim like mine, meant transsexual who would interact with both sexes. A red badge meant observer only.

As we walked into a large room with a fireplace and music and many people in various stages of dress, Tony told me, Jami, make sure you understand that you are obligated to no one and we are here to protect you if need be. Just say Raven and then everything comes to a halt and you will be escorted to a room where you can decompress and wait.

We walked to a comfy sofa and Stacey told me to take off my lacy vest. I did so and I felt that every eye was on me. I was a bit nervous but so excited. A few moments later Tony and Stacey began to kiss and then hands were everywhere. Stacey slid her dress off while most everyone watched. She was gorgeous with just her pink tiny panties and half-cup bra on. Her matching pink garter and stockings made her look like sex personified. A valet came and collected her dress and Tony's suit jacket. Stacey unbuttoned his shirt and took off his tie. Tony then tied her hands together and off they went to a nearby room. Another couple made eye contact and joined them in the room.

There I was. Alone. Two huge men came over to the sofa and sat on either side. They looked at my ribbon and chuckled. They introduced themselves and I told them my name was Jami. They asked me what I was looking for. I nervously told them, I did not know. I asked if they knew exactly what I was in spite of the clothing. One man who had an ebony complexion said yes and that many time people like me wish to be more of a woman that genetic ones. I replied, if only I could be. The black mans name was Jason and his friend who had light brown hair and gorgeous blue yes was Mike. After about a half an hour, Jason asked me if I would like to dance. I told him yes and he whisked me to the open area in the middle of the huge room. I felt so tiny and we danced. He was so big and so strong. I could feel the warmth of his body and his strong arms around me. I could feel a large no huge bulge when he pulled me closer. He whispered in my ear to just relax and I would be just fine. Reassured, I held him even closer. His hand went lower to my ass and he began to rub my ass. It was so hot through my pleated skirt. He chuckled and said; hmmm I really love stockings and a garter. After a few more minutes, Mike cut in on the dance and pulled me closer. He was nearly as imposing a figure and when he pulled me close the hardness made me know how excited he was too. I felt more of a woman than ever before. My mind was racing and we sat to have a drink. I said champagne cocktail. When the waiter came back, I reached for my purse and the waiter said, miss, we don't pay for drinks here in the ballroom. We will settle up much later. We sat and drank and then another. I began to get light headed and very excited. As I looked around the room I finally noticed how many people were actually there. Women dressed like Elvira, Cleopatra, women in leather with whips, women in nurse's outfits. Some were completely unclothed. Some with nipple clamps. Nearly everything. Men were dressed as slaves in chains; some were in leather with whips. One very frightening looking man had a penis ring that was right through the head. I gasped when I saw that.

Mike and Jason came back with some champagne cocktails. We began to talk. They asked, Jami, what is your hugest fantasy. I told them I needed a minute. I began to think and then I blurted with out, my fantasy is to be the most beautiful woman and sexiest in a harem. To be a slave that would please whomever the master decreed. Jason said, that is not that unusual. But you Mike here is a world-renowned hypnotist. He can make the mind set come true and we can do the rest. I said, I don't believe that for a minute. Mike just stated, do you want to find out? I thought for a bit and I said. How would we do this?

Mike escorted me into a bedroom with a sitting area and a comfy reclining chair. He said I had to be totally willing and that I had to cooperate with the mindset. I sat in the recliner and put it back and Mike began to talk. Softly he helped me to relax and then I thought I was asleep. I could hear his voice. I was to be a woman and to feel everything a woman did. My senses when I woke up would be so hyper-excited. I would have multiple orgasms but they would be somewhat internal and not directed at my penis. I drifted and saw myself as a real woman with breasts and a vagina and totally feminine. When I woke. Mike and Jason were still there but a very good-looking couple and another woman were there. I looked over on the couch and Stacey and Tony were sitting there. I stood up and for some reason began to walk around the room. My senses were totally on fire and I was ready and willing to please them all. Mike and Jason asked me to come and sit on the bed. I did so. Jason began to take his shirt off and then his pants. He had no underwear on and his cock was starting to get hard. I looked over at Stacey and she just nodded. I said please excuse me, I had to go to the girls room. Stacey took my hand and asked if I was ok with all of this. My reply was, I have never felt so alive. With that Stacey helped my clean myself out with an enema and then I put quite a but of KY to lube myself up. I walked out and Jason and Mike were totally naked. Mike was carved from granite and had the thickest cock I could ever imagine. Jason was nearly as muscular but with a black cock that could only be described and long, longer and longest. I wondered how I might handle this. Mike and Jason then told me to slowly strip for them. I began by unbuttoning my blouse, button by button. Then I slowly slid my pleated skirt down and playfully tossed it to Stacey. I started to kick my heels off but Mike said, leave them on. Just the panties now. I turned around and bent over and pulled the G-String deeper into my crack and then slid it off. They said, leave the bra on for now. Mile came up behind Jason and me in the front. I felt like a sandwich. They were ohh so warm and then their hands and lips began to search me out. Every spot they touched, was so intense. Their lips on mine and my neck turned me on fire. I could feel their cocks. One was on my leg in back and one on my stomach in front. I looked at them and said, Masters, How can I pleasure you? With that they pointed at the bed. There was a wedge pillow and they told me to lay with my stomach on the pillow. Then they put a blindfold on me. I was on fire but with no sense of sight. Then I felt a pair of scarves tied to both of my ankles and another pair to my wrists. I was totally in their power. The said slave, this is how you will pleasure us and all we send to you. Just then a cock came to my lips. My tongue began to lick it and then it parted my lips. My mouth was stretched so wide but it was all I could do not to cum right then and there. Then it happened. A huge hot cock was at my entrance. I heard a voice, say Jami, you are so work it in as I push. If you do not, I will ram it all the way in. I was so excited that I began to work my ass back and forth and try to move back on it. After about two minutes I felt the head pass its way in. I was so hot, so huge. I moaned and then panicked for a second. Then I heard mikes voice in my subconscious. Take it all. Take it and love every second. With that, I lost any inhibitions or fears and it began to slide in ever so slowly but constant. The cock in my mouth began to leak a little cum. Gosh it was so sexy. I could hear other people's voices but I could not see them. I could hear Tony and Stacey moans. But in my mind I was the center of attention. Finally Mike pushed the last little bit and I could feel his legs touch mine and he was in. I was pressed into the pillow and Mike began to pump and slide in and out. I began to slowly build to a climax. It came a few minutes later and was like nothing I could imagine or have experienced before. It was liquid fire in my whole body. It began in my abdomen and worked its way to my legs and toes and then through my nipples and to my head. It was like electricity running wild in my body. Jason got so very hard just then and then he erupted like a huge fire hose in my mouth. I tried to swallow it all but to no avail. As I choked, much of it ran down my chin. Then a feminine set of hands took my head and my lips touched hers. She opened her mouth and forced more gooey cum into my mouth and we shared and kissed and tongued and moaned. Mike slowly slid out of my bottom and then another cock forced its way in and again I was impaled. I was at their mercy. Again and again he pumped deeper and in and out. Stacey, spread her legs and raised her juicy pussy up to my face. I began to like and tongue her all over. I could smell her and Tony inside her. It was glorious. Stacey leaned back and another cock came to her mouth and she took it in. Stacey and I were a triple-header. The cock in my backside was not as big as either Mike or Jason. But it was big enough. It really set my senses up a notch. Stacey began to grind her pussy of my face and when she did I forced my tongue towards her ass. She really liked that. She began to grind her ass into my tongue and I began to fuck her ass with my tongue. Stacy sucked the cock in her mouth and I was being pounded from behind. I could feel myself and Stacey building up to a fiery finish. Just then the cock in my ass began to convulse and it shot what seemed like gallons of hot cum inside me. The cock was then replaced with a fresh hard one in my bottom. The cock in Stacey mouth began to shoot and she took it deep and swallowed it all. I could feel Stacey then begin to pulse and she screamed, yes, yes, yes as she came again. I felt myself from deep inside begin to orgasm again and I could hear Mikes voice in the back of my mind. I was exhausted when one last cock forced its way in with a steady but slow rhythm. He took it gently slow and it was so erotic to be a pawn in their hands. He slowly kept this up for what seemed like an hour and then he moaned and came deep inside me. He lay on top of me as he shot and shot and shot. A lot of his fluid ran down my legs.

Stacey stood up and untied me and led me to a girl's shower room. We took a nice long shower and rubbed up and around each other. By the time we were done, Stacey had taken my little cock in her mouth and gave me such pleasure. Finally I came one last time. I returned the favor and licked her clean with the water showering of her and I. We cleaned up and got into the clothes she had stored at the club. Tony was waiting all clean and fresh. We got a drink and then got to the car and we went home. We were all totally exhausted. I could still hear Mike's subconscious suggestions running through my mind. I went straight to be. A little sore, but totally alive.