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Chapter 6
by KirstenEclipse
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Chapter 7: Discovering a Woman's Wiles
The next few weeks went rather fast. I dove into work at the gallery waiting for Greg to make contact. During this time I spent a sizable amount of time on the internet. I was surprised at how many sites that were dedicated to CD's and transsexuals. There were biographies, a large amount of porn, chat rooms, forums and more. I found I had a real affinity for shemale porn. I never was really attracted to women sexually, a woman with a cock was really hot! I got involved with one chat room that didn't have a lot of male lurkers looking for dates, pics, etc. Most of the 'T-Girls' I spoke with seemed to be genuine. I was also surprised how many hated their bodies. I was always careful to never reveal my real name or location. Many were envious that I had be out for long as I have. There was one CD named Nancy who lived in the City. We did get together for coffee. She was in her early 30's and did not look good as a woman. She looked like a man in drag! Her makeup was heavy handed and sloppy. I saw what Zoe had mentioned about wrists, brow bone, beard, etc. She was nice and in **** need of a friend and someone who could offer her a sense of fashion. She looked like she got dressed in the dark! We talked on the phone often. I finally offered to take her to Elaine's for a make over. Elaine showed her how to put on makeup that fit her face, suggested a couple outfits and how she might get her hair done. The problem was she was still living in both worlds. I realized I was too. I really started thinking seriously about HRT.
I finally received an email from Greg. I was actually kind of giddy and felt like a school girl! I'm supposed to be cool and aloof, but with Greg, that never happened! I told him about my threesome and getting 2 cocks in my ass. I was afraid he would be angry but he wasn't. I mentioned that I kept fantasizing about him watching and he said he was sorry he missed it. He set a date about 3 weeks out that he wanted me to come over. He also mentioned that it was an important date. He told me wanted to see me as a platinum blonde. Okay, platinum blondes have that slutty edge, I thought to myself. I made an appointment with the stylist that always did my hair for the next day. I was really excited. The next day, I worked at the gallery until noon and took the rest of the day for myself. Walked the couple blocks to the salon and Morgan was waiting for me. He was a very nice gay man who I kind of developed a relationship with.
“So what are we going to do today sweetheart?” he asked in his sing-song lisp.
“I want to go platinum blond. What do you think?” I replied.
“Oh my, that's kind of edgy for you! We can make that work!” He looked at my hair.
“What would you think about a spiral perm and a frosted platinum with light red and gold highlights? He suggested. He picked up one of his style books and showed me what he was thinking. My hair had grown out a bit and the perm would really give my fine hair some body.
“Oh, I love it! Let's do that!” I said excitedly.
He started with a shampoo, conditioner and a light dry. The whole time he's blathering on about his new boyfriend and a new club he found. He like my septum piercing and the my 3 hole ear piercing with the graduated hoops. I told him of my nipple piercings and my PA. He loved the concept! He started with the color and waited for that to set, rinse and started the perm. I gagged though the obnoxious smell of the perm solution! About an hour later she finished. He turned the chair around...WOW! This was really different! I loved it! My hair was kind of flared out on the sides and my earrings peeked out from the bottom. The color was perfect! I gave Morgan a hug and a tip. I chose to finally have my nails done. The salon I was at had a 3 nail techs and an open chair. I chose a medium length 'fashion' length with rounded tips. I didn't like the 'square' tips that were popular. The tech was fast and efficient. I chose a fire engine red (what else) as a polish. She asked me if I wanted any metal appliques. Nothing caught my eye except for a ring that could go in in a hole at one side of the nail. She took a small electric drill and put a small hole in the outside edge of my left pinky nail. She then put in a small gold ring. I loved it! I paid for everything and left. Walking home, I realized how nice it is to be a woman having the ability to make major changes like this. I stopped at a coffee shop to see what kind of public reception I would receive with the new me. Paying for the coffee was a little awkward with the new nails. I suspected it would take a bit of adjustment. I sat down in the patio. It was fall in San Francisco and a gray, drizzly day. Something I've found interesting since I have been out in public as a woman is how men look at me and how women look at me. Men tend to undress me with there eyes and women tend to see me as competition. I had taken out a cigarette and both admiring how sexy it looked and musing about what needed to be done at the gallery. A gentleman sitting at the table next to me with a lighter and offered me a light. He looked like a budding 'master of the universe' type. He had a nice suit though.
“Lunch break?” he asked.
“Yes, a short one today” I said wondering if he was going to hit on me.
“What do you do?” He continued.
“I'm a student. World history.”
“Where are you going to school?”
“City college for now. I'll transfer to a university after 2 years.”
“What do you do?” I asked, not really wanting to know.
“I'm a commodities broker. Are you in the market?”
“No. I have a hard enough time making rent and buying food.”
“Do you ever go out” 'Uh oh, here it comes!' I thought to myself.
“Don't really have the time and I have a boyfriend.” I replied.
“Too bad. We could have some fun. He's a lucky guy. Here's my card in case you want to do some investing.” I put the card in my purse. I took out my compact and freshened my lipstick. I could feel him watching me. I always wondered what the fascination is with women putting on lipstick. I still like to watch women put on lipstick.
I left the cafe and walked back to the gallery and went back to the office. A few minutes later, Julie came in.
“Wow...new look?” she said.
“Yeah, had to do something different.”
“Stand up and let me see!” I did so. She walked around me.
“I really like it! It really fits you!” she said in honest appraisal. I held out my hand.
“Look.”
“Those are beautiful!” she exclaimed.
“I wonder how hard it's going to be to use a keyboard.”
“You'll get used to it. The polish may chip a little.” Julie replied.
“Oh...before I forget, Jules Sanders will becoming in today. I really want to close him. He has a new artist whose work will sell. He'll be here about 5.” Julie said walking to her desk. Jules Sanders was an older gentleman who had been agent for ever. He had a knack for finding good artist. Our gallery was an 'up and comer' in the San Francisco art world. I spent the next couple hours on paperwork. Around 4, Julie picked out a bottle of Zinfandel from our wine rack along with a couple glasses. She let it breath for about 5 minutes and she poured 2 glasses. We sat down in conversation area where we often entertained clients. I sat in a chair kitty corner to the couch where Julie was sitting. I took a sip of wine...good choice!
“You know, we really haven't spoken about what happened to Steven.” I said in thought.
“What do you mean?” she replied.
“Well, it seemed like Steven disappeared one day and Kirsten took his place. You never really shared how you feel about it.” I said looking at her face for reaction.
“Like do I feel like I lost a son and gained a daughter?” she replied.
“Yeah...maybe.” I said.
“In some ways yes. I do know I'm much more comfortable with you as Kirsten. Steven was sullen, very reserved, unhappy and occluded. I wasn't sure if you had some personality disorder or just feeling the effects of your prick of a father. Kirsten on the other hand is gregarious, personable, affectionate, fun and happy. Watching you grow and find your identity as a young woman has been very fulfilling! Today, coming in with a new hair style and manicured nails was so much fun! Can you imagine Steven doing that? I still think Steven is in you, somewhere. Is that what you wanted to know?” She answered with thought.
“Yes, actually, it is.” I replied with a level of relief.
“Ok, while we doing 'true confessions', what do you feel about me being gay? I know it's one thing to have gay friends but it's sometimes a little different when it's close to home” I asked.
“I'm happy if you're happy.” She replied placing her hand on mine.
“Mom, are you going to tell me about Teri?” I asked. I rarely called her 'Mom' anymore. She glanced around, trying to formulate an avoidance maneuver. She finally caved.
“Teri and I have been seeing each other for about 9 months now. I think I'm in love with her!” She blurted out. Her body almost slumped in relief.
“What did you think? I was going to run screaming out of the building?” I said as I moved over to sit beside her on the couch. I hugged her.
“Feel better now?” I asked.
“Yes, much better.” she held my hand.
“So what's she like in bed?” I asked in a playful manor.
“Gawd...you're unbelievable! Let's get ready for Jules.”
Jules and his assistant, Alden arrived late. I was sure that Alden was gay but I couldn't get a read on Jules. He was wearing a wedding band. Julie and Jules walked around the gallery discussing his new find and what he was thinking for an exhibit. Alden and I followed taking our respective notes. Jules was trying to low ball commissions and Julie was making counter offers. Everything kind of stalled. I suggested that maybe we could have a bite to eat and discuss things further over a meal. Jules sent Alden down to a local deli. We went into the office. I offered Jules a drink and he wanted a Scotch. We kept a 12 year old single malt in our small bar and I poured him a couple fingers in a low ball glass with some ice.
“This is very good Scotch!” He said after taking a sip.
“It's 12 year old Laphroaig. We keep it on hand for our special clients.” I offered. He nodded. Both Julie and I worked on our wine. About 20 minutes later, Alden arrived with a simple deli platter. I had brought out some plates and silverware. Jules was still not budging on his commissions. Conversation wound down to a certain degree and David, one of the gallery employee's stuck his head in thee door and said she was needed on the floor. Alden said he needed to take some measurements in one of the display areas. I went to my desk and got my lipstick and compact out of my purse. After putting on a new coat of lipstick, I took out a tube of high shine, clear lip gloss. My lips looked plump and sexy. I called David at his desk and told him not to let Julie to come to the office for a half and hour. I sat down on a couch opposite Jules. Jules was probably in his late 40's, had thinning hair and was out of shape. He had florid complexion and small spider veins on his cheeks, probably from drinking too much.
“There must be some way we can resolve this commission issue.” I said as I subtly flicked the ball of my tongue stud on my teeth.
“My rates are pretty firm. I always bring in artists who are sellers. Your gallery will make it up in volume.” He said with a direct look. I lit a cigarette rested my elbow on the arm rest of the couch. I unconsciously started to rub my ring finger and thumb nails together; a habit I picked up some years ago. I very delicately licked my lips. 'The squirm..the bait has been taken!' I could see the bulge developing in his trousers.
“There must be some way for you to raise our commission.” I said in a subtle seductive fashion.
“I've been doing this a long time. I know what my artists will fetch in sales.” he replied. I just looked at him. I stood up and sat down beside him on the couch. I could see all the conflicting thoughts rushing high speed thorough his mind. His cock was hard and throbbing. He kept adjusting, trying to hide it. We both knew what was coming. I slid off the couch and positioned myself between his legs. I unbuckled his belt, unfastened his trousers and opened his zipper. 'Boxers...really! I just hope he's washed!' His cock popped up like a switch blade. I put my newly manicured fingers around his cock. I opened my mouth and stuck my tongue out, placing my tongue stud in full view.
“Nuuuhh...” he groaned delight. I started rubbing the ball on the glans of his cock. He stiffened further. I slowly wrapped my lips around the head looking in his eyes as I did. I rubbed his glans on my lips then took him in my mouth. As I did, I swirled my tongue around the head and shaft. I became acutely aware that trying to keep him from cumming is the challenge. I already tasted pre-ejaculum. I worked his cock for about a minute and then I pressed 'the cum button'; that little spot on the bottom of the head, right at the beginning of the shaft. I pressed my stud ball on it hard! A few seconds later, a giant shutter! He shot a medium size load in my mouth and I swallowed. It wasn't too bad, but it did give me that weird taste on the back of my throat. I tucked his dick away and fastened him up. I stood up, went back to the other couch, lit a cigarette and took a long draft of wine to was down the cum.
“Is that worth a 10 percent commission increase? I asked him coyly. I really am a slut...oh well! I thought to myself.
“I don't know about 10, but definitely 8!” he said, still trying to catch his breath. Perfect! I was hoping for 5!
“Let's keep this negotiation between us.” he said with a bit of concern.
“My thoughts exactly.” I replied.
Julie and Alden returned to the office 15 minutes later. Jules explained that he had changed his mind about the commissions after talking with me. Julie shot me a strange look. The contract was signed. “What did you do?” Julie asked after they left.
“I appealed to his sense of fair play and used my feminine wiles!” I replied. She again gave me a strange look.
“Well...good work! We need this contract. I went upstairs, took off my makeup, changed into my flannel night gown and was just going watch some TV. The phone rang and it was Sophie. I guess Sandy had a family thing and she wanted to do a sleep over. Sounded good to me. She arrived a half hour later changed into pajamas and we ended up in the entertainment room. Looking at Sophie, I realized how much we had both grown up. Sophie was actually an inch taller than me, had beautiful brown, naturally wavy hair and pretty brown eyes. She had long legs, a slender waist which really set off her rather large breasts. She had freckles on her nose and cheeks that gave her a 'girlish' look. I had pulled my feet out of my slippers and curled my feet up under me. She loved my new hair style and nails.
“You need to polish your toe nails.” she observed.
“I bought a bottle of nail polish to touch up my nails.” I answered.
“Well, go get it. And bring some cotton balls.” I returned with the supplies and a bottle of chilled Chablis with a couple glasses. She proceeded to put little rolls of toilet paper between my toes, then started to paint on the polish.
“How have you been?” she asked.
“Kind of horny. I did have an opportunity for a threesome last week. I told her about Jeff and Darrell. I decided not to tell her about sucking off Jules Sanders to get a good contract.
“My God Kirs...what's happened to you?”
“Loosing inhibitions and getting honest with myself.” I said.
“Heard from Greg lately?” she inquired.
“Just emails. He doesn't want to see me until my piercings are healed. We do have a 'date' in a couple weeks though.” I answered morosely.
“Sounds like you're pretty taken with him?” she observed.
“Yeah, he's something!”
“You like his sexual appetites?” she asked looking at me.
“I love it!” I said with enthusiasm.
“Really? Getting tied up?” she asked with interest.
“Well, it's more than that. I'm surrendering my will to his and allowing him to guide me. I've lost all my inhibitions and modesty. It may sound strange, letting go gives me power. I guess it's one of those unusual paradoxes of life.” I answered.
“Interesting. As long as your happy.” Sophie observed.
“I think he wants to collar me.”
“What does that me in Greg's world.” she asked
“I would be his sex **** taking care of any of his desires. I will have to do whatever he directs. I know there's a club he wants to take me to.”
“It must be Eric's. Remember the butch girl at Aphrodite? That's Angie. She's a top and takes her **** there a couple times a month. Eric's is a popular place with D/s scene.
Sophie finished on foot. She lit a cigarette and leaned back. I still love watching her smoke.
“You're really going off the kink scale, baby!”
Sophie finished my toes and now they matched my nails.
“I'm really thinking seriously about HRT.”
“Well, I'm not surprised. It's the next obvious step. I think you will be much more at ease with your outsides matching your insides.” Sophie replied.
“I'm going to talk to Zoe and find out what I need to do.” I said.
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Chrysalis of Kirsten
Chapter 1: Youth and Confusion
Chrysalis of Kirsten
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- crossdressing, Bondage, Dominance, Submission, Gay, Oral, Anal, Fisting, Sex Toys, Blow job, Shemale, makeup, transformation
Updated on Apr 2, 2019
by KirstenEclipse
Created on Mar 23, 2019
by KirstenEclipse
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