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BrookeI was 27 years old when I decided.I had been married to a very pretty woman by the name of Mandy for 3years. She was about 6 years older than me and very much into her”career”. She traveled a lot in her business and most of it took her tothe city her parents were retired in. What that meant was that there weremany times when she would go on a business trip and then spend the weekendwith her parents and then work in the same city the next week. It alsomeant that I had about every third weekend to do whatever I wanted.The BeginningEver since I could remember, I had felt “different”. As a c***d I alwaysfelt more comfortable with girls than other boys. As an adolescent, Iparticipated in sports and was pretty good but I always wanted to be acheerleader. I used to go into my parents’ room when I was alone in thehouse and put on my mom’s clothes. I was so ashamed of what I did andwhile I did get aroused by wearing women’s clothing it also felt”comfortable”. Sometimes I would even try some of her makeup but alwayswashed it off and put everything back where it belonged.I thought I was a transvestite but there was always the feeling thatsomehow I was not really a boy. When I was very little, I would pray toGod at night to please change me to a girl. When I watched movies or thetelevision, I would imagine myself to be the lead female role. The firsttime I saw the Star Wars movies as a k**, I wanted to be Princess Leiaespecially when she wore that costume in Return of the Jedi. When I was inmiddle school and the girls bodies started changing I was so jealous ofthem.Mostly I just pretended to be a normal k**. I was a good athlete andplayed baseball, football and basketball. I got my height early and I was5’8″ by the time I was in 7th grade. I had really strong legs and a prettylarge butt for a boy but my dad always said that was why I was so fast.However, my dad was 5’10 and my mom was 5’2″ so I never grew after that. Iwas good enough to play in high school but once I graduated, my sportscareer was over.I dated one girl all the way through high school. She was the HomecomingQueen and very popular. She was nice and had lots of friends. We used tohave some very hot make out sessions and we used to mutually masturbateeach other to orgasm. We started having sex our senior year but Isometimes had trouble. I secretly wanted to be her sometimes and it usedto just really fuck with my head.After high school, we ended up going our separate ways. I went to collegeand she went to beauty school. Even then I wanted to be her but I camehome during freshman year and she was already dating someone else. Wetalked on the phone a couple times and then had coffee a couple times andparted as friends. She told me her new boyfriend was a “real man” and thathe sometimes made love to her 2 or 3 times a night. I told her I wasjealous and she smiled and said, “Of him or me?” and I blushed and smiledbut never answered.My dad was named Mark and my mom was named Ellen. They were both stillvery conscious of their appearance. They watched their diet and my mom didyoga. They both had sort of “mousy” brown hair with my dad being a shadedarker. Dad had hazel eyes and mom’s eyes were blue. I had inherited theirbrown hair and my mom’s blue eyes. They were very still both young eventhough they seemed old to me. Mom told me once that I was conceived onProm Night their senior year. They got married right after graduation andI was born 6 months later. My given name is Jerry but if I had been borna girl, my mom told me she was going to name me Brooke. Dad was aconstruction worker and ran heavy equipment and mom worked retail. I wasan only c***d and we had a nice life. I never told either of them about myfeelings as a k** because I just didn’t think they would understand. Theywere both kind and tolerant but they were also very traditional.After high school graduation, I went to the State University where Iworked and went to school. It was during this time I began to buy my ownfemale wardrobe. At first, when I lived in the dorm, it was only a fewpairs of panties that I would sometimes put on when my roommate wasn’taround. I even wore them under my boy clothes sometimes to class or evento my job as a janitor in a shopping mall.They made me feel sexy and naughty and normal if that makes any sense. Iloved they way the felt so light and airy. Sometimes I would tuck my boyparts back between my legs and put on a pair of panties and look in themirror. While my strong legs from being an athlete in high school werestill a little “thick” for a boy and my butt was kinda big for a boy, Iwas beginning to be not so defined muscles because I wasn’t working outanymore. Sometimes when I did this I looked like a girl from the waistdown.After my freshman year, my roommate Zack and I decided to get an apartmenttogether. We found a place not far from campus that had two bedrooms andtwo bathrooms and it was mostly furnished. We got along okay, probablybecause we each were pretty independent. He had a girlfriend and so did I.He ended up spending a lot of time with her and when my girlfriend and Iwere together we were alone a lot. We had sex but it was never “rock myworld” sex and I occasionally had trouble maintaining an erection. It wasthe same problem; I wanted to be her not me.My female wardrobe was growing though a little at a time. I now hadseveral matching bra and panty sets. I also had a pair of girl jeans thatseemed to almost fit better than my own jeans and a denim mini skirt and acouple pastel tees and one yellow sundress. I also had several pair ofstockings and some garter belts and some assorted tights and panty hose. Ialso had a pair of inexpensive breast forms. I bought an inexpensive makeup kit and a cheap platinum blonde wig.I kept all this under lock and key in a foot locker in my closet. While Isometimes wore the panties and bras under my boy clothes, I only gotcompletely dressed when my roommate was home on break. I had to stay thereover breaks because of my job. I never went out but I would get dressedand then sometimes go online and pretend to be a beautiful, sexy woman insome of the chat rooms on websites.This lasted for a couple of years. I broke up with my girlfriend duringthe fall of my junior year and that was the first time I ever shaved mylegs. O…M…G! I loved the way it felt and I kept them shaved all winter. Ialso sometimes would go to a grocery store and buy a couple of bottles ofNair. Then I would go home and within minutes I would be bald as a babyfrom the eyebrows down. The only problem was that I had to stop around theend of February so that all my leg and body hair would grow out by thetime it got warm.The fall of my senior year, things began to change. It had started to getcool again and it was jeans and sweater weather. After class one day Iwent to the store and bought a couple bottles of Nair and went home andremoved all my body and leg hair. Then I went online. For some reason, Idecided to place an ad. I wanted to meet someone. I was tired of dressingand fantasizing about being with another man. I wanted to explore and seewhat it was really like.I didn’t have any pics and so I didn’t get much response. The next Monday,I opened my email and there was a notification that I had received aresponse so I followed the link to the site. It was from another transperson named Sherri. She was from another city but occasionally traveledto our area. She had attached a photo and looked semi passable but dressedin a “cheap” manner. My hands were shaking as I typed a response. Over thenext several weeks we exchanged many messages and eventually emails. Shewanted to know my “fem” name. I wrote her back that I went by Brooke.After a couple of months, we agreed to meet. Sherri was going to be in thecity south of my college town over one of our winter breaks. My wardrobehad expanded a little more by now. I was a size 10 because I still hadmale muscle mass. For our “date” I picked a salmon colored skirt suitalong with a very pretty blush colored sleeveless top with a scoop neck.The skirt came to just about 2 inches above my knees. Matching bra andpanty set along with nude thigh highs and salmon colored 3 inch pumps. Ihad also bought a better wig that more closely matched my natural haircolor. It was shoulder length with bangs and some highlights runningthrough it. We were going to meet at her hotel then go out to gay barthat featured a “drag show” on Saturday nights.I was so frigging nervous I almost didn’t go. But about 4 that afternoon,I took a hot bath with some scented oil and some candles. I shaved everysquare inch of my body and then patted myself dry. It was break so Ididn’t have to worry about Zack walking in. I went to my room and began todress. First I took some flesh colored medical tape and pulled the fleshon my chest from one side and attached it to the other side. This gave theappearance of real cleavage and even with inexpensive breast forms made mefeel fem. I put on my matching burgundy colored bra and panty set. Thepanties had a lacey insert and were bikini style and the bra was size 40″B”. I drew the panties up my hairless legs which gave me an erection. Irelieved myself into a tissue I took from my nightstand and then “tucked”my boy parts back between my legs. I fastened the bra and then turned itaround to put my arms through the shoulder straps. I inserted my breastforms and then went to the kitchen to get a glass of wine.Then I went back to my bathroom with my makeup kit. I had shaved as closeas possible but as a brunette, I still needed concealer. I went slowly andcarefully. I wanted to look good but I also enjoyed this part of theprocess. I had several women’s magazines under my mattress and had spenthours on youtube watching makeup tutorials. I had decided to dounderstated evening shades and colors that went with my natural tones.Once I finished I went back downstairs for another glass of wine.It was now about 6:30 and I didn’t have to leave until 7:30. It was goingto take about 45 minutes to get to Sherri’s hotel and the show didn’tstart until 10:00. I had two glasses of wine already so I put on a shortpink lace robe and went downstairs to watch a little television. At about7:00, I went back up to my room and put on my outfit for the evening. Iwas feeling very sexy and fem by now and when I put my wig on and brushedit out, I looked in the mirror. Brooke looked back at me and I felt verycalm and “right”. I then put on some red “press on” nails and put mywallet in my purse along with some money and a few necessities like lipstick and compact. I took one last look in the mirror and walked to thefront door. Fortunately, our apartment was on the first level and our doorled to the outside. I walked over to my little Honda Civic and opened thedoor. Hearing my heels click on the pavement, wiggling my panty cladbottom as I walked, the act of sitting while smoothing my skirt andswinging both my legs into the car at the same time gave me a sense ofexcitement and joy.I got to Sherri’s hotel and called her mobile. She met me at the door andwe embraced. I went in and we sat with another glass of wine and talkedlike two girlfriends who hadn’t seen each other in a month. I was inheaven. From how I was dressed to the lipstick imprint on my wine glass, Iwas totally Brooke. At about 9:30 we decided to head out. We both had topee and of course I sat and felt very fem. Sherri drove in her companycar. We stopped at a light in the left turn lane and a car pulled up nextto my side. I felt eyes on me and looked over. There was a young guy in abeat up Chevy and he looked over at me and smiled. I smiled back and thenthe light turned green leaving my new “boyfriend” at the light.We got to the bar and went to the main door. There was a $5 dollar covercharge and they checked ID. The guy at the door must have been about 6’5″and was a total muscle head. He looked at my Jerry ID and then back at me.He smiled down at me and said, “Have fun pretty lady.” I almost melted. Wewent inside and Sherri ran into some other “girls” she knew and we satwith them right by the dance floor. I ordered another glass of wine. Weall chatted and laughed and then the lights went down and the showstarted.The MC came out and she was an obvious “queen” but very funny and thenthey had a few acts with a “Shania Twain” impersonator and a chorus line.Second up was a “Cher” and then a “Madonna” impersonator came out and didthe grand finale. The MC came out and did a little more comedy and thenthe first show closed. In between sets they played dance music and acouple of the girls at our table got up and danced and I saw Sherri lookat me and then suddenly I felt a hand on my shoulder.It was the guy from the front door. “Wanna dance?” and he stuck his handout. I looked back at Sherri and her eyes got big and she motioned to goahead. So I put my hand with the long red painted nails in his and we madeour way to the dance floor. The first couple of songs were fast and I hadjust enough alcohol to allow me to be totally Brooke. I felt sexy andfeminine and alluring. Then they started playing slow dance songs and mymystery man took me in his arms. “What’s your name?” He asked. “I’m Brookeand you are?” He said his name was Mike. We danced and talked. Hecommented how had never seen me here before and hoped I would come back.”We need more girls who actually look like girls here.” which I took as acompliment. He wanted to know if he could see me again and I told him Iwas with someone. He said, “Lucky guy.” By now I could feel his very hardcock up against my tummy as we danced and I felt a tingle in my panties aswell.The last song ended before the second show started and Mike escorted meback to our table. The MC came on and the second show was a littleraunchier than the first. The MC interacted with our table antep rus escort and during one”rif” she said, “How come you bitches brought a real girl with you?”Suddenly the spotlight came on me and I was terrified. Sherri piped upwith, “Hey, he’s with me.” And everyone laughed. The MC looked at me andsaid, “Sorry sweetie. But was you always ‘fish’?” With that everyonelaughed and the MC moved on. But eventually 2:00 hit and the place beganto close. Sherri drove back to her hotel and asked me in. At first Ideclined and then she put her hand on my thigh, “Please? She said. So wegot out of the car and went in. I went in and peed while she poured morewine. I freshened my make up and went back out. She did the same while Isipped my glass of wine.Sherri came out and sat next to me on the bed. She wiped away a stray hairfrom my face. I was nervous but I looked up. She took my wine glass andset it on the table. “You’re very pretty, Brooke.” I was shy and smiled.Sherri said “I mean it. Didn’t you notice all those other girls tonight?They all looked ‘hard’. You were the one who tried to look like a woman.”I smiled and looked at Sherri again. “Thank you. I’ve always felt somehowdifferent and tonight was really magical for me.”Then Sherri leaned in for a kiss. I kissed back. Then we kissed moredeeply and I felt her tongue as it began to explore my lips and probe mymouth. I felt Sherri’s hand on my thigh and we made out as her hand workedits way under my skirt. Sherri paused long enough to whisper, “Touch mebaby.” And so I took my hand and began to reach under her very short blackevening dress. Either she didn’t wear panties or she removed them in thebathroom.Sherri began caressing my pretty panties and then I felt her hand goinside where she pulled out an organ I was wishing wasn’t there. Soon wewere kissing and mutually masturbating. It only took a few minutes for meand I cummed and moaned like a girl. She stopped kissing and took her handand licked it clean. The she looked me in the eyes and said, “Ever suckcock before?” I shook my head. Her voice took on more authority, “Get onyour knees.” I did as I was told and she stood in front of me and liftedthe front of her dress. “Suck it, bitch!” So like a good girl I licked thehead and the drops of precum tasted salty. I kissed the head and thenlicked all along the shaft. I worked my way up to her balls which weresalty and smelled like a man and then I took each one in my mouth andsucked gently. Sherri rolled her head back and moaned; “Damn girl!” wasall she said. Then I licked my way back up the shaft and took the head inmy mouth where I swirled my tongue around it. Soon I was bobbing up anddown on that dick like a pro with both of us moaning and sucking sounds.I began to feel Sherri tense a little and then I felt her whole body tenseas she grabbed the back of my head and shoved her cock to the back of mythroat. I swallowed and swallowed again. I stayed on my knees and suckedthat dick until it went soft. Sherri laid back down on the bed and I wentin to fix my face which was a wreck. I did the best I could and came backout and picked up my purse to leave.While I had been in the bathroom, Sherri had taken off her wig and waswearing boy jeans and a tee shirt. She was removing her make up in themirror. She topped and came over and kissed my cheek. “When will I see youagain?” I said. “Oh…don’t worry, I’ll call you.” And with that I left andI knew I would never see her.It was 4 in the morning and fortunately I was almost sobered up. I droveback to our college town and took off my pretty clothes and wig and makeup. I put everything away in my locked foot locker and wished I could beBrooke all the time. She was pretty and fun and confident and sexy and Iwas ….me.That spring, as I was letting my leg and body hair grow back, Zackinformed me that he and his girlfriend were moving in together. Icongratulated him and then helped him move. I decided against trying tofind another roommate and I talked to our landlord. He had a one roomefficiency that was furnished and we agreed to let me move there.I didn’t have a girlfriend and had no real prospects so I ended up keepingmy legs shaved all the time now. I even gave myself pedicures and my toeswere almost always polished a very bright red or pretty hot pink color.Even though it was summer, I wore jeans and I almost never wore my boyunderwear. I could hardly wait until fall when I could get rid of all myugly body hair.I went to an “adult shop” in the city to the south and I bought a verylife-like rubber penis with balls and some lube. It was almost 7 incheslong and about half the size of my wrist. Almost every night I would getcompletely dressed and then drink wine until tipsy and go to my bed whereI had mounted the rubber cock on my bed post. I would suck it and turnaround and fuck myself on it. It hurt a lot at first but after I got usedto it and was a little “stretched out” back there I found I could hit my”spot” and I made myself crazy. I believed I was gay and I was very muchin the closet. I was getting a little flabby and sometimes I could feelmy ass and my thighs jiggle when I walked real fast or tried to run.So my senior year came and went and I graduated. My folks came to town andI had only seen them a few times over Christmas over the last 4 years. Mydad joked a little about how chubby I was getting and my mom wanted toknow if I had a girlfriend. I lied and told her yes. She wanted to knowwhere she was and I told her she was working but wanted to meet them soon.The MiddleI looked for a job until I was worn out. I had a 2.7 overall GPA and mydegree was in communications. I would send resumes and not get jobinterviews. I was still working as a janitor at the shopping mall when Imet Mandy. She was in town on business and we just happened to meet whenshe spilled her drink in the mall. We made a couple of jokes and then sheleft. She was back in town a few weeks later and she was at the mall whereI ran into her just as I was getting off my shift. We chatted for a secondand then she asked if I wanted to have a drink.Over the next couple of months, we got together every time she was intown. I had made a decision that I was going to try one more time to beJerry. So I stopped shaving my legs and I let all my body hair grow out. Ipurged all my female clothes and vowed to quit dressing. I said goodbye toBrooke and that was the end.Mandy and I dated for almost a year and then she asked if I wanted to moveto her town and live with her. I had nothing holding me back so I agreed.We became a couple and she was very understanding with my occasionalinability to get an erection. She said, “All men have a problem once in awhile.” I found a job with a recruiting company and found I was quite goodat it. It was almost all over the phone I had a winning way with people.Soon I was making as much as Mandy. I started to feel better about myselfand I finally took mom’s advice and started doing yoga myself. I startedto tone up and I lost a little weight even though I was still “thick-thighed”. My flexibility increased exponentially and soon I was almostgood enough to teach the class instead of being the student.I asked Mandy to marry me and she said she would and we had a big churchwedding. I remember standing at the front of the church with Zack as myBest Man and seeing Mandy’s dad walk her down the aisle and thinking, “Iwould so rock that wedding dress.” I shook my head and wondered where thatcame from. We went through with the ceremony and started our livestogether. Mandy was very career oriented and she was in the process ofclimbing the career ladder. She got promoted a couple of times and thenstarted traveling.One night while she was out, I was looking for a cuff link and so Istarted searching drawers in our bedroom. I opened her underwear drawerand the scent hit my nostrils. I was so overwhelmed that I sat on the bed.I stared at the open drawer for what seemed like an hour. Then I stood andwalked over to it. I looked in and saw a beautiful peach colored camisoleand matching bra and panties. I touched her things and closed my eyes. Iwas swept away in a wash of feminine thrills. I quickly stripped off myclothes and put on her things. I looked in the mirror and for the firsttime in two years saw Brooke staring back. I started looking throughMandy’s closet. She was a size 8-10. Her bras were tight around my chestbut the panties fit like my own.I sat around for a while and just tried to absorb what was happening. Iwas married. We had a house. I couldn’t do this. I had to try to be a man.Mandy had told me that she didn’t want k**s so I had a vasectomy. Thenafter about the first year, our sex lives dissipated to almost nothing.She was tired or working or traveling. I had a few friends from work butit wasn’t like I was known all over the city. I tried to fight. I reallydid. But over the next 6 months, Brooke started to live again. Living witha woman who was also brunette and was almost the exact same size, didn’thelp my effort to be Jerry.One Friday afternoon, when Mandy was spending the weekend with herparents, I took the afternoon off. I was sitting there watching TV andhaving a glass of wine. I was wearing that same peach cami and matchingbra and panty set along with a rose colored silk shortie robe. I couldn’ttake it anymore. I went down to the post office and got a PO Box. Then Icame home and got online. I ordered a shoulder length brunette wig withbanks and highlights. Mandy and I didn’t wear the same show size so I wentto Google and queried women’s shoes. Almost $800.00 later, I moved on tomake up and skin care. Next I moved to the trans sites where I found themost realistic looking breast forms I could find. Mandy and I maintainedseparate bank accounts so I wasn’t worried about being found out. By thetime I was finished that night I had spent almost $2,000.00. I alsodownloaded a “female voice tutorial” that I began practicing every spareminute. I still had my foot locker even if it was empty and it was up inthe attic. Mandy came back to town for a week on the next Thursday andthen was going to be gone for almost 3 weeks on her next trip.I put her on a plane on Wednesday evening. On the way home I stopped andbought Nair. I got home and took off all my clothes and within 30 minutes,I was totally bald from the eyebrows down. I put on a royal blue shortsilk nightie and got a glass of wine. I sent an email to my boss and toldhim I was sick and would out Thursday and probably Friday. I drank asecond glass of wine and then went to bed. I woke the next morning aftersleeping better than I had slept in 3 years. I got a cup of coffee and asilk robe and watched some television while I gave myself a pedicure. SoonI had pretty red toenails and they looked very sexy as I stretched mytotally hairless legs. After they dried, I got up and put on a pair of redlace panties and a pair of my wife’s jeans. It was one of the last warmdays of fall so I wore my own sneakers and a light brown t-shirt. I didn’tcare if anyone noticed the man with the hairless arms. I went to the malland window shopped getting ideas for things I could order online. I alsostopped at an earring shop and by the time I left, I had two gold studs inmy left ear and one in my right.It was about noon so I went home and put on my wife’s bikini and grabbed aglass of iced tea. We had a privacy fence around our back yard so I wasn’tconcerned with getting caught. I took a copy of glamour magazine and mytea and sun tan lotion and lay in the warm fall sun for almost 3 hours. Itried to give my longish nails the best manicure I could and painted themthe same color as my toes. I turned a couple of times and by 4:00 when Icame in, I had tan lines no boy should have. I made a salad and put on thewhite lace cover up. I watched one of the talk shows and the news and thenwent back to our bedroom. I hopped in the shower and shaved as close as Icould.I sat in front of my wife’s vanity and started my makeup. First concealerand then foundation was followed by powder. I decided that for effect Iwould do my eyes a bit more dramatically than I usually did. I was goingto a bar that catered to trans people so I figured the light would be low.Once finished I stripped naked. I then applied the adhesive and breastforms to my chest. I had decided on a “B” cup and I was really verypleased with how they fit and looked. I applied a little makeup to theedges and looked in the mirror. They looked and felt and moved sorealistically, I almost thought I might feel it when I pinched the nipple.I selected a matching bra and panty set that was berry color. The pantieswere bikini style and almost transparent. I had to relieve myself and thentucked myself away. I then selected my wife’s apple colored silk cocktaildress that came to about 4 inches above the knee. I had a terrible timegetting the back zipped but finally managed. I had decided to go withouthose as I had noticed many women doing. It felt so yummy with my naked,hairless legs. I then put on the matching open toed sling back mules withthe 3 inch heels that I had ordered online. I took everything out of myboy wallet and changed it over to my girl wallet and tossed it in my pursewith the rest of my necessities, (hair brush, lipstick, tissues, nailfile, tampon, KY jel, condom) I found a light blush colored lace shawl andit was almost 8:00. It would take me 30 minutes to get to the bar so Ispritzed myself once with Nina Ricci and took one final look in themirror. I felt such excitement and peace and total joy.I went out to my new Honda Accord and smoothed the back of my dress as Isat and then turned my hips and brought both legs inside together. I putmy purse on the passenger seat and buckled my seat belt which accentuatedmy breasts. I hit antep rus escort bayan the garage door opener and started the car. It was anuneventful trip other than I felt pretty again. I arrived in the sameneighborhood as the bar I was going to but found that I had to park almost2 blocks away. I turned off the car and put the keys in my purse.I checked my hair and makeup in the vanity mirror on the visor one lasttime and then grabbed my purse and opened the door. I swung my legs outtogether and stood. I closed the car door and hit the lock button andbegan my walk to the bar. Hearing my heels as they clicked on the pavementwas so erotic along with the cooling fall air as my silk dress swirledaround my bare, hairless legs and panty clad bottom as it jiggled. Ineared the door and there was no cover charge. The bouncer looked at meand smiled as I walked in the front door.It was almost 8:45 and the place was starting to fill. I walked over tothe bar and sat and the bar tender said, “What’s the lady drinking?” Ianswered in my best girl voice, “I’ll have a cosmopolitan please?” and Ismiled at him. He smiled back and I began to look around the bar and sawlots of “obvious trans” girls with heavy garish makeup and semi sluttyattire. Some that seemed to be a bit more on the scale towards TS. I wassitting next to a girl and we started a conversation. Her name was Terri.She commented about never seeing me before and how pretty I was. Shelooked at my breasts and said, “Hormones?”, I shook my head “Breast forms.You?” She said she had been on hormones for a year. I was fascinated. Shewas self medding and hadn’t gone full time yet. She worked in an officeand people were starting to ask questions. She had to wrap her boobs soothers wouldn’t see but it was uncomfortable and she was thinking abouttalking to HR. She told me where she bought the hormones and I made amental note of the website.I was about finished with my drink when the bar tender delivered another.I looked at him and he said, “From the gentleman.” and nodded to a man atthe end of the bar. I followed his look and saw a tall, (like 6’6″)handsome gentleman with short blonde hair. He appeared to be about 40 tanand fit. We made eye contact and he raised his glass and smiled. I smiledback and raised my glass to him. It only took him about a minute to wadethrough the now packed bar to my side where he introduced himself as Tom.I stuck my hand out as femininely as I could and said, “Brooke” and hetook my hand and kissed it, “Pretty name for a pretty lady.”So we talked. I’m sure I went on like some sort of airhead but he waspolite and listened and also talked. He was a successful business man andhe wanted to know what I did. I told him I was a “headhunter” and he madea little joke which I giggled at and batted my eyes. He asked if I wantedto dance and I said yes and we made our way to the dance floor. Afterabout 45 minutes we moved back to where I was sitting. He ordered anotherCosmo for me and a Scotch for himself. We chatted some more and finishedour drinks. I was tipsy again and feeling very sexy. He said he was intown on business and had appointments in the morning. He looked mestraight in the eyes and said, “Let’s go back to my hotel for a nightcap.”I nodded and I asked him where he was staying. He was at the hotel that Ihad walked past on the way here from my car. I giggled a little and toldhim that and he helped me with my shawl and off we went.We left the bar and he offered his arm and we walked to the hotel. Myheels clicking and my panties covering my bottom and I was so turned onthat I would have let a one eyed homeless man fuck me. We took theelevator up to his room and he unlocked the door. He helped me with myshawl and I told him I wanted to freshen up a bit. I took my purse intothe bathroom where I touched up my makeup and re-applied lipstick. I alsotook the KY and lubed my ass up as much as I could. When I finished I peedand washed my hands and opened the door. He was standing there with twoglasses of wine and had turned the television on to a music channel thatwas playing very softly in the back ground. I set down my purse and tookthe glass of wine. We clinked glasses and took a drink.I set my glass on the desk next to his and he leaned down and took my chinin his fingers and he gently kissed me. I kissed him back and then he tookme in his arms and kissed me fully. I felt his tongue begin to probe and Iwillingly opened my mouth to receive him. We kissed passionately as heheld me and I began to moan a little. I could feel his erection against mytummy and I wanted his cock in me. He took a step forward and I took astep back and felt his bed behind me. I sat down and reached up tounbuckle his belt. I unzipped his fly and his pants fell to the floor. Hewas wearing boxers and they were tented out with his hard cock. I pulleddown his boxers and his erection sprang into view. I looked up at him andhe looked down at me, “Suck my cock, bitch.” he commanded. In no time, Iwas sucking his dick and licking his balls and mewling like a kitten. Thenhe grabbed my arm and said, “Turn around and get on your knees with yourass in the air, slut!” I did as I was told and he roughly pulled down mypanties and stepped in behind me. As he entered me, he wasn’t gentle. Hewas bigger than anything I’d ever taken back there before and by the timehe pushed forward about 5 different times, I felt his tummy up against myass. Then he just started pounding into me. I could feel my ass and thighsjiggling as he fucked me.I don’t know if it was the alcohol or what but he went on for a good 15minutes like that. I had moved a little so that each time he entered me hehit my “spot” and so I was very into it. I was moaning and saying “fuck mehard daddy” and “Give me that cum”. He was calling me names like “fagslut” and “cock whore”. I’m not sure why but I liked that. Finally hesaid, “Ohhh you bitch…I’m gonna…..cum….” and with that he gave me one lastmassive thrust and we collapsed on the bed as he cummed in my ass. I alsohad an orgasm as I felt his moistness in my bottom. We were both exhaustedand lay there for at least 5 minutes as his cock went soft in my ass andbegan to feel him leaking out of me. Eventually, he rolled off of me and Istood and went to the bathroom with my purse. I freshened my makeup andtried to clean up but his cum was leaking from my stretched out ass.Suddenly I remembered the tampon and I inserted it just like a girl on herperiod.I pulled up my panties and walked back out. He was asleep and so Igathered my things. As I picked up my shawl, I saw a note with some cashnext to it. The note said, “If a $100 isn’t enough whore, wake me.” Ilooked at the cash and counted out 5 $20 bills. I put the money in my girlwallet and left. I loved the feeling of being a sexy girl and walking downthe street with my heels clicking on the pavement. I got to my car and hitthe key fob to open it. I opened the door, sat and swung my sexy legs in.I drove home and took a shower with the breast forms still on. It was 2:00am and so I put on a black lace nightie and went to bed.It was almost 11:00 when I woke the next morning. I got up, took 2 Adviland grabbed a cup of coffee. As I began to feel human, I realized I had topee. I went into the bathroom and then realized that I still had thetampon in me. I pulled it out and then a large glob of cum leaked from me.I finished and went back out to the living room. I took the red polish offmy nails and replaced it with clear polish. I put my wife’s bikini back onand then some jeans, a sweat shirt and a coat to hide the breast forms. Igot my ID from my girl wallet and put it in my boy wallet. There was achill in the air and I headed out to a tanning salon. I purchased apackage of 18 sessions and then went back to the bed. I took off myclothes and sneakers and climbed in. After about 20 minutes the timer wentoff and I got dressed and went home. I took off my clothes and the bikiniand stood in front of the mirror. God, I loved having tan lines and boobs.My ass was a little sore from the night before but about 6:00 I decidedthat I wanted to go out again. I had a salad and then got in the showerwhere I shaved. I was going to have to do something about that. I put onmy makeup and did my nails. Then after they were dry I found a pairmatching pair of cream colored panties and bra. I took my wife’s beigesweater dress and put it on and then put on a pair of nude panty hose anda pair of cream colored pumps with a 3 inch heel. I changed everythingover to my purse and I was out the door by 8:30 and at the bar by 9:15. Itwas a Friday night crowd and a little more rowdy than the night before.I ordered a glass of wine and I ran into Terri again and she wanted toknow everything about what happened the night before. I had pretty muchfinished the story when a couple of guys approached us and asked us todance. We danced for like an hour and then back to our table. Eventually,Terri left with her guy and I left with mine. I followed him back to hisapartment. He was gentler and it was very nice but I he still filled myass with cum and I had to use another tampon.Saturday night I stayed home and played in the chat rooms. Sunday I tookoff the breast forms. I had to use a special solvent and it took a couplehours. Monday, I went in and talked to my boss. I asked him how he wouldfeel if I worked from home a couple days a week. I made up a story aboutMandy and I thinking about having k**s and since most of my work was doneon the phone anyway, he gave his okay. So that’s how my life was then forabout a year. Tanning salons, and pretty panties and letting guys fuck me.Working from home on Fridays and Mondays and having my wife travel 1 to 3weekends a month. I even had laser hair removal done on my face and chest.Mandy and I weren’t having sex anymore and I had moved into the sparebedroom.Then I met Malcolm.The EndFor the most part, Mandy and I now had separate lives. When she traveled,I was now almost living full time as Brooke. I was even going out duringthe day to the grocery store and running regular errands as Brooke.It had been over a year now and I had been through a lot. I had lost bothmy parents in a car accident. It didn’t take long to close their estateand when we sold the house and everything in it, I netted about $150,000.I was sometimes getting confused and speaking in my Brooke voice when Iwas Jerry. Work was fantastic. I was now working from home all the timeand only had to go in once a month for team meetings. At least 3 times aweek, I was going out with my new friends and being crazy. I had even leta few guys take pics of me sucking cock or getting “spit roasted” and thenthey were getting posted on the internet. I was hanging out more withTerri than I was with my wife. She was now living with a guy and lookingfor a doc to get her through transition and ultimately surgery.I put Mandy on the plane one Wednesday night and went home. I had a fewwork things to do before Friday. I had my left ear pierced three times nowand my right one twice. The only time I wore studs was when Mandy was intown or I had to go in for a team meeting. I had let my own hair grow andit was down to the back of my neck. I had it styled in a feminine cut butwhen I was in Jerry mode, I just pulled it back in a pony tail.I had started self medding about 6 months ago. I could no longer wearMandy’s size 10 clothes as I was now a size 8. My measurements when Istarted ‘mones were 40-31-34. After only 6 months, I was 37-29-36. Ialmost couldn’t wear my Jerry clothes anymore because the tops were baggyand the bottoms were tight. When I went in for team meetings at work I hadto really “butch up” but I still got looks from people. I had boobs. Theyweren’t an “A” cup yet but they jiggled when I walked and if I wore a t-shirt or went topless, it was pretty obvious. I had done my homework anddiscovered that male to female trans, could expect breast growth to beabout one cup size smaller than their mom’s. Mom was a “C” cup so Ifigured I would end up around a “B” cup.Thursday I got all my work done early and had a nice dinner of a salad andfruit. I put on a pretty yellow nightie with my now always red paintedtoes and got a good night’s sleep. I woke the next morning at 5:00 am andgot showered and dressed. Terri was there by 6 and she drove me to thedoctor’s office for surgery. About a month ago, I had started seeingTerri’s gender ther****t and my meds were now “legal”. We got to theclinic around 6:30 and I got checked in. No food. No Liquid. Check. I wasgiven one of those hospital gowns with the open back. About 7:30 thesurgeon came in and checked my chart. They had me sign some forms sayingI was cool with what was about to happen. He took my hand and told me notto worry. Then he left and the nurse gave me a shot. About 2-3 minuteslater I was like high as fuck. At about 8:00 they came in to take me downto surgery. Terri kissed me on the cheek and went to the waiting room.They wheeled me into the operating room and there were a couple of nursesand the doctor waiting for me. They moved me to from the gurney to thetable which had stirrups like a gynecological exam table. They nursehooked me up to an IV and told me to relax. The shot was in full effect bynow. The doctor sat on a rolling stool and slid between my legs. He liftedthe sheet and then, “You might feel a little sting or a pinch.” He wasright but then after about 10 minutes. Everything was completely numb.Then he said, “Scalpel.” He leaned in and did something which lasted about10 minutes. “forceps” and then about 10 minutes later the nurse handed himstainless steel dish which he put something in. “Sutures” he said. Thenurse put the dish on the tray and I looked over. I saw 2 lumps of tissueabout the size rus escort antep of a walnut. The Doctor stood up and said, “We’re doneBrooke.” My orchiectomy was over. My testicles were gone. I didn’t have totake Spirolatone anymore and I was committed. It was my 27th birthday.After I came around they gave me a couple of bags of ice and Terri droveme home. She spent that Friday night and helped me with ice bags and such.By noon the next day I was still taking Advil and ice but able to managefor myself. By Monday I was able to work since I worked from home. By thefollowing Friday I was pretty much up and around. I went in to have mysutures removed. After the doc was done he gave me a mirror. I was stunnedhow much smoother I was. I pulled up my panties and tucked what was leftof my boy parts back and I was even more amazed at how flat I looked.I stayed home that weekend but by the following weekend, I was ready toparty. It was Saturday May 15th. It was warm outside (like 80 degrees) andMandy was with her parents for the weekend. I had bought some denim shortsonline that were so short I had to wear thong panties with them because myass cheeks almost showed. I also wore a white “wife beater” tee and nobra. I wasn’t even an “A” cup yet but my nipples stuck out and I lookedlike a slutty school girl. I also work a pair of white wedgies with a 2inch cork sole. I styled my hair after I got out of the shower and I wasjust amazed at how I looked “down there”. If I didn’t tell you, you wouldhave bet I had a vagina.I did my makeup and my nails and when they dried I grabbed my purse andheaded out. I got to the bar around 9:30 and all my friends were glad tosee me. We did a couple of tequila shots and I was feeling it when a 3rdshot arrived at our table. I looked at the server who simply said, “Fromthe gentleman” and nodded over to the corner. I looked up to see a baldblack man with a diamond stud in his left ear. He smiled and raised hisglass. I smiled back, tossed back the shot and then let the glass lingerby my lips. He stood up and my eyes almost fell out of my head. He was atleast 6’9″and buff. He walked over to our table and stuck out his hand,”I’m Malcolm”. I took his hand which was at least 3 times bigger than mineand said, “Brooke. Would you like to join us?” He smiled and sat down.Malcolm was a former NFL player. He had gotten hurt and now ran his owngym. He was charming and funny and sweet. We drank and danced together andall my girlfriends were jealous. When we slow danced together I could feelhis cock. It felt like it was as big as my forearm. About 1:00. He leanedin and whispered in my ear, “Let’s get outta here, baby”.I nodded and we left. We walked to my car and I gave him the keys. Forsome reason, I decided to take him home. I had only done that a few times.Most of the time, I went home with a guy, it was their place. We got homeand pulled in the garage. Got out and walked in the kitchen. I no soonerset down my purse that he had his arms around me in a deep passionateFrench kiss. He picked me up and carried me into the living room to thesofa. He pulled off my top exposing my little boobs and then leaned downand sucked on them. That sent me through the roof and I moaned veryloudly. He sucked one and then the other. The one he wasn’t sucking, heplayed with and tweaked it between his fingers. I lay back on the sofawith my head lolling back and moaning. The he lifted up my butt and pulledoff my shorts and my thong panties. When he saw my little cock without herpartners, he smiled and then he went down on me. I was in heaven.Then he stood up and unzipped his pants and let them fall to the floor. Iwas right. He was almost as big as my forearm. We proceeded to a very hot69 while he kept putting his fingers in my ass and then using more salivauntil he was banging my ass with 4 fingers all the way up to his hand. Igot up and staggered out to my purse and grabbed the KY and came back inand lubed up that hard black cock as best I could. The he stood and pickedme up again. He bent me over the couch and stood behind me. I could feelhim at the entrance to my ass pussy. He pushed forward a little and I felta pop as the head entered me and then I saw stars. He stayed still for aminute and then moved forward again. Again it hurt like crazy. He took itout and put some more KY on his cock. Then he stepped forward and I felthim at the entrance to my ass pussy again. He pushed a little and I felt apop as he the head entered me but it didn’t hurt as bad. Then he pushed alittle more and I took it little by little until after 5 minutes I felthis stomach touch my ass.Slowly we fucked. Building a rhythym with each other. He told me how”tight my pussy is” and how he was “gonna be fucking my pretty white assall the time.” He asked me how much I “Liked nigga dick” and I justmoaned. He told me to beg for it. “Call me Daddy tell me you love blackcock.” “Yes Daddy, I love black cock” Tell me you “just a white fag ‘howho needs big black cocks 3 times a day. “Yes Daddy, I’m just a white fag’ho that needs big black cocks 3 times a day.”He reached up and grabbed my hair and pulled my head back, “Ya bitch, ridethat black dick” He was pounding into me now. “Gonna cum bitch. Gonna fillthat white fag ass!” and he plowed forward as he pushed my head roughlydown on the sofa. I screamed,”Yes Daddy, Fill my hot white fag ass withyour cum!” He tensed and then started shaking and I felt the familiarmoistness in my ass pussy as it filled with cum. Then he collapsed on topof me and I lay there in his massive arms with his softening cock insideme.All of a sudden, I heard a familiar female voice say, “What the fuck isthis?” I opened my eyes and it was Mandy standing there in her robe with alook of disgust on her face. Malcolm stood up and his cock pulled out andleft me gaping with cum running out of me. Mandy just stood there and saidto him, “You better leave.” I stood up with just my shoes. My makeup was amess and my little tits were so very obvious with the larger areola andthe hard girl nipples. My waist had begun to narrow and my big butt wasnow bigger and my thick thighs were now thicker. You couldn’t see that mynuts were gone but my dick was smaller than it had been because of all theestrogen. Cum was running down my leg.Malcolm got dressed. “I ain’t got no ride” and Mandy coldly said, “Waitout front, I’ll call you a cab.” I looked at Mandy who just sneered at me.”Well. The little fag likes black cock huh?” I was totally embarrassed andsaid nothing. “Go fucking put some clothes on bitch.” She went into thekitchen and opened the fridge and grabbed a beer.I slipped past her and went back in the bedroom and put on a short robewith some of my girl slippers. I inserted a tampon and pulled on a pair ofplain white panties and then went back out to the living room. I satacross from her with my legs crossed while she drank her beer and laughed.”Fuck…I married a panty boy.” I asked if she had called a cab for Malcolmand she said she had.”When did you get home?” I asked her. “I got in about 10:00 tonight. Ithought I would surprise you so I took a cab. You weren’t home and I wastired so I went to bed. Then I was awakened by some little fag with agiant black cock in his ass screaming ‘fuck me daddy’ so I got up.” shesneered. I was silent and then after she finished her beer I said, “Iassume you’ll want a divorce. I’m going to fully transition to female.”She turned and said, “How long have you been on hormones?” I told herclose to seven months. She looked at me and said, “Well at least I didn’tlose you to another woman. Yes I want a divorce and I can’t afford forthis to be messy so we’ll have to do it quickly. You already look like agirl. God you’re even pretty.”With that, we each went to our separate bedrooms. My sleep was fitful andwhen I woke the next morning I was a wreck. I went pee and took out thetampon and the biggest glob of cum ever fell out of my ass pussy. I hoppedin the shower and tried to freshen up as best I could. I went out forcoffee with no makeup and Mandy was already sitting there. She glanced upand shook her head. “I want you out of here as soon as possible. In fact,I’ll pay for the hotel until you find a place if you’ll just go now.” So Ipacked up my laptop and my mobile phone and went in to grab my clothes. Imade another decision then as well. I left all Jerry’s clothes behind andonly took my clothes. I drove to the hotel and Mandy followed me in hercar. We went in together and she gave them her card.I went up to the room and called Terri and told her everything. We agreedto meet at the bar that night. I lay down and took a nap and when I wokeit was almost 7:00. I quickly did my makeup and put on a cute denim miniwith a pastel yellow tank top. I went braless again but wore some verysheer pastel yellow panties with lace around the legs and a flower infront. I didn’t feel fancy so I just put a pair of flat sandals, grabbedmy purse and out the door I went.When I got there, everyone was all there. I walked in and sat down; Iordered a glass of wine and waited for Terri. I just sat there thinkingwhen I felt a presence next to me. I looked up and it was Malcolm. He gaveme a sheepish smile and then said. “Listen, I think you’re really hot andwould like to get to know you better. Will you have dinner with me?”I smiled and nodded. I sent a text to Terri that something had come up andMalcolm and I headed out for dinner. This time, he followed me back to themotel where I left my car. I hopped in next to him and we went to littleout-of-the way Italian place with red checkered table clothes. Malcolm hadthe veal and I had lasagna. We talked and laughed for what seemed likehours and we shared a nice bottle of red wine. I invited him back to thehotel and we made love for what seemed like hours. All I know is I woke upnext to him the next morning and I was sleeping in the wet spot. I alsochecked my bottom and I was still gaping a little. That made me hot allover again that I was enough of a woman to take on a “monster” cock likethat.We spent the day together on Sunday and made love again before he leftthat night. He had to be up early and I had things to do as well. I got upthe next morning and showered. I did my hair and makeup and called theoffice. I asked my boss to meet for lunch on Wednesday. That was the lasttime I used the Jerry voice. My next call was to a prominent divorcelawyer in the city and I made an appointment to meet with him Tuesdayafternoon. Then I called a well known salon and made an appointment forthat afternoon. I wanted a cut and color, mani/pedi, eyebrow threading…theworks.I had a few hours and so I made a few business cold calls as Brooke and itseemed to go very well. In fact, I got fewer questions about why I wascalling a male executive than I did as Jerry. Go figure. Anyways, I put ona matching lilac colored bra and panty set under a mauve and white polkadot sun dress with a halter and open back. I put on some white pumps withno stockings and headed out to my salon appointment. Four hours later, Iwalked out of there with a cut very similar to Jennifer Aniston and myhair was now ash blonde. My eyebrows were thin and femininely arched andmy perfectly manicured fingers and toes had a very pretty hot pink polish.I stopped at the mall and promptly dropped another $1,000.00 on a couplenew outfits that I thought Malcolm would like taking off of me. I headedback to hotel just in time to meet him and we went to dinner and a movie.Then he took me by his gym and introduced me to everyone their as hiswoman. Then he took me back to the hotel where he filled my tight littlepussy with his cum again. This time was more like the first with lots ofdirty talk and a little rough. The next day I went to the tanning salonearly and then met my divorce lawyer that afternoon. He needed a $1,000.00deposit and so I wrote him a check. He told me to let him handleeverything and considering my situation he didn’t see a problem.I met Malcolm for dinner and he was charming as usual. This time we wentback to his “crib” where he proceeded to fuck my brains out 3 times beforetaking me back to the hotel with my tampon in place. I slept in the nextday and then got up and got ready to meet my boss. I selected a navy bluematching push up bra and panty set and navy blue thigh high stockings. Itook the tags off my new navy blue skirt suit and then put on a crèmecolored blouse that showed just a little cleavage created by my push upbra. My navy blue 3 inch pumps along with two small gold hoops, two pearlstuds and a diamond stud completed my ensemble. I drove to the restaurantwhere I was meeting my boss and walked in. Several heads turned as Iwalked in. I finally found him at his table and walked over to him. “HelloEric,” I said as I sat down. He looked up and said, “Sorry Miss, I’mmeeting a …” and his words just stopped as he recognized me.He stared and I finally said, “Eric honey, stop staring and order me aCosmo.” He shook his head and asked for an explanation. I told him some ofthe story that I thought was important then I asked him point blank if hewould be okay if I bought out my non compete for $20,000.00. He asked mewhat I was calling the new firm and I told him Brooke Benson andAssociates. He agreed and we finished lunch. I told him I simply had todash and I felt him looking at my butt as I left the table so I put alittle extra wiggle in my walk.The lawyers took care of the divorce in about a month. She kept what shehad coming in to the marriage, I kept what I had. We split all the jointproperty and I kept my inheritance. After about 6 months, the divorce wasfinal. I had already formed my corporation and was working as BrookeBenson. I met with an attorney who was recommended by my transition shrinkand he did the paperwork to change my name to Brooke Bethanie Benson.After a year, of living full time as Brooke, my doctor gave me all thenecessary clearances to have my SRS surgery. I am now a full “B” cup. Mydress size is almost a perfect 6 except occasionally my ass is too big fora 6. I’m engaged to Malcolm who tells me that black men like big butts soI shouldn’t sweat it.

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