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Was He Becoming A Cross Dresser Ch. 01

By: Alpha2Bravo



Chapter 1

FEELING STRANGE

I started to feel strange after I retired a few years ago.....like I was getting old, ugly, unattractive but the funny part was my testosterone was raging. I wanted sex everyday but my partner wanted it less and less! It was getting unbearable and it started by being alone, doing laundry and feeling the silky panties my wife wore...I wanted to wear them and feel sexy like her, feel beautiful, feel attractive. I was feeling strange but didn't understand why just yet!

I quickly put all the laundry away, ran upstairs and grabbed a pair of her silk pink panties! I locked myself in our upstairs bathroom all alone, the house was empty but why was I shaking? I took off my cloths, all of them and slide into her pink panties. Immediately, my cock started to get hard as I rubbed my sack with my hand through the material. It felt so good and I was getting a rush from these panties.

I walked to the mirror and glanced down at the panties and my cock busting out of the top and my sack was so hard and tight I could see the panty stretched over my sack so soft and smooth with little ripples at the bottom where my sack was so tight. I was so aroused that within a minute of rubbing the material on my cock I began to drip pre-cum from my cock! It was leaking out and I felt so feminine and I reached down and let it run onto my fingers and had a desire to taste it and put it into my mouth! I had never done that before but it wasn't bad, kind of sweet? 

It really got me horny to the point I convinced myself I was going to take my whole load in my hand and drink it, did I dare? I even walked in front of the mirror like my wife would, looking at her back side and turning to the mirror all girlie and I even pretended I had high heels on and tippy toed around in front of the mirror. 

I was almost ready to cum now and my cock was pulsing without me even touching my cock? I couldn't believe how much this had turned me on. I started to panic and peeked out the door to look at the clock, it had only been a few minutes but it felt like an eternity! 

I quickly ran back to the mirror and bent over with my ass to the mirror and looked at my butt in the silk and thought not bad if I wasn't so hairy! Maybe I could shave my butt the next time; I bet it would feel even better then now! I was having crazy thought in my head about these pink panties. By now my cock was throbbing and I couldn't stop rubbing my hand over the silk up and down, up and down on my sack and shaft, it felt so fucking good.

Within a few seconds I pushed my cock and my body against the mirror kissing my image with my tongue out and was rubbing my COCK up and down on the cold mirror till I EXPLODED on the mirror, my body pulsing with tremors and I was getting cum on everything, on the panties, on my sack, my legs and even some shot up to my stomach. I had not cum that much in a long, long time; it seemed like a gallon of white beautiful cum. I slide my hand up the mirror scooping up all the cum I could so I could taste it, to eat it, to drink it, no it looked to gooey, maybe next time, I was spent. 

Immediately I started to panic and after whipping my hand off I took the panties off, rinsed them in the sink with hand soap and squeezed them out and wrapped them in a towel so they would dry fast so I could put them in her panty drawer without her knowing. I was panicking again and didn't know why; I still had a few hours? Once I got dressed I went back to my duties and felt a little paranoid once my wife and the kids got home from school but I kept it cool and pretended nothing happened!

That night in bed my mind was racing and I was trying on different color underwear and even putting on my wife's bras and walking around the bathroom in front of the mirror. Was I going crazy? I hardly slept that night and anxiously waited till my wife went to work and the boys went to school the next day. I was alone again and desperate to try on another of my favorite panties my wife owned and one of her matching bras! I couldn't wait to get into her panty drawer. 

This time I didn't take but a few seconds and I was standing naked in front of the mirror with a hand full of her best, cutest bras and panty sets. Wait a minute her bras were to small, they didn't fit my chest? I thought they stretched to any size? I was disappointed. I wanted to wear a panty and bra, what could I do? I decided to go on line, on my favorite buying and selling sites and see if I could find women's clothing in 1X PLUS SIZE I had guessed I would be! After a few searches my eyes were glued to the computer screen and I was glued for hourS searching and looking at all the pretty cloth, shoes and lingerie. CandyCane XOXO

Was He Becoming A Cross Dresser Ch. 02



Chapter 2

I COULDN'T RESIST

I was retired and that's how I ended up cleaning house and running errands for the family, I didn't mind, I didn't have to get up too early to go to work! I still was a part time contract recruiter for the company I had worked for 22 years and was expecting a big bonus for two 2 recruits very shortly and decided I was going to spend half on myself. No one actually knew what I made on the bonuses in my household anyway, I had to have SOME secret money, don't we all? 

For the next few days I would spend an hour a day bidding or buying like mad for undergarments that were so SLUTTY and sexy, blouses, skirts and even a few dresses! I was going crazy buying sexy cloths but didn't know what size I was exactly so I had a lot of cloth come in the mail to big or too small till I figured out my size! Most of the cloths that didn't fit went straight to my kid's school yard sales they would have all summer but what a waste. Anyway, my biggest challenge was shoes, heels, pumps all new words to me but I found one seller who had a conversion chart and it even had the conversion for males to women's sizes! 

I was so excited to order my first pair of heels, pumps and my soon to be favorite thigh high WHITE Patent Leather boots!! All in all I spent over $500 dollars on my clothing shoes, boots, and lingerie in less than a week. I was on pins and needles waiting everyday for the mailman to come, some day's 2-4 packages and some days nothing! I was like a kid in a candy store with all these packages arriving daily, and every time a package would come in I would run up stairs to the bathroom, open it, try it on alone in the bathroom and cum, cum, cum! It was so erotic to be buying cloth and undergarments for myself but the high, the rush was over the top. I was assembling my outfits, but what about makeup? 

My wife had 2 drawers she would throw all her used or unwanted makeup and I hit the JACKPOT! I found eyeliner, lip liner, lipstick, mascara, a few different shades of makeup and even some blush! The first time I put on makeup, it was a mess, and nothing looked good on me especially the base. I was olive skinned and my wife was very pale skinned so I had to find makeup to fit my skin tone! 

On one of my grocery shopping days, I would cruise the makeup Isle till it felt safe to grab a bottle, throw it in the basket and quickly run to the food isles pushing my basket and slowly open the makeup as I walked and dab a drop on my hand like I had seen my wife match her skin tone many times. Finally after a few bottles I found one that was almost transparent on my skin, it blended well, "this is it" I said to myself! Then I was in a race with time to get home and have at least an hour to play before the house filled up with activity and people!

I arrived at home, put the groceries away as fast as I could, got the roast in the oven, opened the cans of vegetables put them in a bowl ready to heat later and was up the stairs in a flash, I was ahead of schedule. I first took out a new razor, carefully shaved my face closer than ever, then dried my face off and looked into my eyes in the mirror, "what are you doing", I asked myself? There was no turning back now. The sink counter was covered in used and new makeup and I was ready for my transformation. 

I first started with the makeup I had bought, smoothed it on as I had watched my wife do for many years, even borrowing a makeup sponge from her makeup drawer and smoothed it on perfectly. I looked pale but it matched my neck which was what it should do, blend in. Next I got the eyeliner pencil and lined my upper eyelid with VERY BLACK eye liner and even did the bottom inside eye lid. It made my eye water a little but as my wife would do I dabbed it with a tissue and was ready for the next step. 

I opened a used eye shadow kit and decided to go with pink and white high lights on the inside corners of each eye as I had seen in many glamour magazines my wife had in the bathroom and even opened one to a page with a close up of a made up eye! It went on so beautifully and once the WHITE high light were added into the corners of both of my eyes I was becoming aroused and my COCK was starting to twitch, I was looking beautiful. 

I rushed to my closet where I had hidden all my lingerie and quickly grabbed the matching pink set of undergarments, bra and thong panty and slide into them, they fit perfect. MY COCK was so hard the head was purple and throbbing, but it felt so good in my own panties,my own cloths.

I looked in the mirror and was so excited to see me becoming beautiful, sexy; attractive...was this what I wanted to be? I reached for the lip liner and made the "V" in the center of my top lip my wife would make and curved the pencil around my lips even enhancing my upper lip PERFECTLY. 

It was amazed at how just watching my wife do this as we chatted in the morning before she went to work I had LEARNED how to put makeup on! Was I subconsciously studying her all these years for this day? I don't know but I was looking beautiful. Once I had curled my eyelashes with a used lash curler, I quickly reached for the used mascara and started to see a new person; I was squirming in my panties and was starting to breath in a panting like breath. 

I was so excited for me, I was feeling so HORNY, SO SEXY so HOT! Once I had applied a few layers of mascara on to my lashes I finished my lip with a BRIGHT RED Lipstick and lastly blush on my cheeks, chin and jaw line. I was ready for the full length mirror....would I look stupid, or would I like what I saw? I slowly walked over to the mirror and actually gasped at myself in amazement. I didn't look too bad...Actually looked like my mom a bit in her hay day, and a combination of my sister who was just as beautiful as my mom was! 

I was sexy, beautiful and so fucking turned on! I reached for the throw rug on the floor and slide it to the mirror, and lay on the floor rubbing my cock and my bra as if I had breasts and I rubbed my legs together.... They were not very sexy with all that hair but I was still on fire. I rubbed my cock, reached inside my panties and reached my ass hole with the other hand and started to finger myself, moaning and sighing never taking my eyes of myself! I rolled on that rug with my finger buried in my ass and my other hand rubbing my bra, my chest and even caressing my face once in a while blowing kisses at myself in the mirror. 

I had done it; I had gotten all made up and wanted nothing more than to cum as a woman being made love to with my finger now pumping in and out of my ass I was close, very close! I stood, looked in the mirror, turned my booty so I could see my hand in my panties pumping in and out, in and out and started blowing kisses at myself as I moaned "mmmmmm, fuck me , fuck me" and my cock quickly pulsed and pulsed HOT CUM into my new panties without me even touching myself! 

I dropped to my knees and squeezed my thighs together to feel the hot burning LAVA flow down my legs and my finger was nearly crushed in my ass with the sensation of cuming with my finger buried in my wet, wet ass hole! I slowly eased my finger out of my now sore hole and I looked at myself one more time before I had to quickly get all the makeup off, the bathroom back in order, get myself back to being the man of the house and getting dinner going as I normally would by this time and lastly, rehide my cloth and makeup. It was a race of time I had to win or be discovered!

CandyCane XOXO



Was He Becoming A Cross Dresser Ch. 03



Chapter 3

BAD DREAMS

After that day I was actually afraid someone would find my hidden cloth and moved the bags several time even dreaming I had died and my son who is in the Army discovered me after being the one to dispose of my things and was saddened by the discovery, his dad was a CROSSDRESSER! I would wake up in cold sweats late at night thinking I had been discovered! BUT, the feeling of being beautiful was more powerful and drove me even harder to make changes that even my wife started to notice. Was I mentally ok or was I losing it to be driven so hard? Was this normal, were there others out there that had these same feelings or was I alone? 

My never ending thoughts eventually drove me to the web and I started to search for any site that would show men dressed as women! I was looking at many tranny sites, strap on babe sites, and others more EROTIC. Finally I came across a site that had men and a few women who loved the feeling of nylons and loved to dress and have sex in nylons and I stated to search this site even becoming a registered member just so I could see other men dressed as a woman. It was such a turn on to see other men in my situation or should I say in my state of MIND? It was erotic, taboo and even arousing at times as I spent more and more time on this web site even commenting on some of the pictures. Not many would show there face only their bodies or legs all in hose and panties some even ejaculating in there hose! It was an eye opener and it felt good to know I wasn't weird or strange, was I one of them?

After a week of not playing with my new cloth and makeup, I decided one day I was going to really start working on my body to get ready for my next big personal show! I rushed again one day from the grocery store to have time to myself, filled the tub with hot water and added a razor to my hot bubble bath like my wife would do before a night out. I imagined I was her, raising my leg out of the water through the foam and started to shave my thighs, the more I did it the more I became aroused, eventually shaving below my knees. I thought, "I am going to get caught, I know it"! I even shaved all my hair from my sack, and cock and even shaved my ass underwater. This was very hard but with one hand feeling the stubble and the other guiding the razor I got a very close shave and my ass looked so feminine and smooth. 

I even checked in the mirror a few times getting out of the tub and spreading my ass, rubbing soap on it where there was hair or stubble, then shaving. I wanted to make sure I had gotten it all. My ass hole actually looked like a little pussy, a man pussy when I would stretch my ass cheeks to look in! I was getting hornier and hornier by the second and I felt so sexy and smooth and my cock was getting harder and harder by the minute in anticipation of the finished product. I wondered what my wife was going to say if she touched my cock with no hair. I had actually done this once before a few years back and we both enjoyed it for a day or two till it started to itch so she might not think much of it or maybe not even notice since we had just gone a week since our last sex night. It wouldn't be another 3 weeks before she would want it again, I think I was safe? 

After I had bathed and got out and put lotion all over my body, every once in a while sliding my finger in my smooth shaved ass with all that slick lotion, I was ready to try on my RED FISHNET hose matching bra and high heels, but wait I still wasn't complete. I didn't have long beautiful hair...I needed a wig. I decided I was going to finish what I started and work with the hair I had for the day! I started with some of my wife's styling jell and started spiking my hair on the top and smoothing the sides and it actually didn't look to bad, kind of diky but still looked like a female style in a way? just a little short for my liking but it would have to do for now! I would get a wig later, for sure. I was ready to start a new transformation. 

I began again with a good close shave and after drying my face used the makeup I had bought smoothing it on and covering my scars and facial shadow as much as possible. This time I did a way better job than previous times and now feeling a little more confident I felt I was learning how to apply makeup and how it flowed and covered. Then the eyeliner, this time using some used liquid eyeliner but very carefully drawing a dark black line over the top eyelashes and even flicking the outside edge with a small spike on my skin just like my wife would do at the outside corners of each eye to give a cat like appearance. Then the eye pencil for under the bottom eye lid and then the eye shadow. This time I used a dark purple and of course my white highlights on the inside edges of both my eyes. Then the "V" on the center of my top lip with the RED lip liner and again drawing in the shape of the lips I wanted perfectly. I applied the pink blush on my cheeks, my forehead and jaw line and even a little on my chin and forehead. Now the finishing touch, my LIPSTICK. I found a cute PLUM color in the box of discarded makeup that looked almost a perfect match to my eye shadow. 

I was looking so beautiful and I was getting more and more aroused as the transformation was nearing completion. My hands were even shaking in anticipation of putting on my lingerie and heels. I sat at the edge of the tub, in the same spot my wife sits when she puts on her hose, I opened the package of my new RED fishnet hose and inch by inch raised them to my thighs, OH MY GOD!!! I was feeling so FUCKING SEXY! I then grabbed the box with my white stiletto heels and put them on over my feet which I also had shaved, and now the bra, it matched my fishnets perfectly, FIRE ENGINE RED! 

I was burning with passion I had not felt in years. I wanted to be FUCKED? What? What was I thinking? My mind was reeling and all I wanted was to walk to the full length mirror and experience this feeling forever, I wanted my wife to see me, I wanted to post some pictures on my new found web site. What? Would I be that bold? Could I do it? I grabbed my iphone and walked to the mirror.....I COULDN'T BELIEVE IT WAS ME. 

I actually started to tear up and kissed my reflection in the mirror, I was gorgeous! I stood there trembling, a little wobbly on my 5" stilettos but aimed the camera phone at myself and started taking pictures. I took at least 50 that day in several poses, my ass in the air, kneeling, blowing kisses, legs spread wide in the air and even with my mouth open, imitating some of the shots I had seen on my new found web site! 

I couldn't control myself any longer and my cock BURST OUT A GALLON OF CUM all over my new panties, and this time I wanted to taste it, drink it, eat it. I cupped my hand and slide it up my thigh now covered in cum and belly gathering a hand full of my HOT BOILING LAVA and slurped it into my mouth. It was so HOT; it was sweet and tangy at the same time, BUT I LOVED IT! I loved the smell, the texture the way it felt in my mouth I wanted more! I even held it in my mouth for few seconds, slurping it in and out of my lips letting it drip a little out of my mouth and run onto my chin so I could take an erotic shot of my mouth FULL OF MY OWN CUM, would I dare post this shot on the web site? I felt like a SLUT, A HORNY HOT SEX SLUT. Was this what I wanted in a woman or was this what I wanted to be? All I knew was that I was never going to stop, I LOVED FEELING BEAUTIFUL AND HOT and I was determined to keep dressing up! I still needed more, a wig, nails, jewelry; I never realized how much it takes for a woman to look beautiful. I didn't care; nothing was going to stop me now.

CandyCane XOXO



Was He Becoming A Cross Dresser Ch. 04



Chapter 4 NEEDED MORE

I was at a point of no return.... I was spending money like crazy. I didn't care, every chance I had I would run to my computer and go back to the site I had bought most of my cloth and lingerie and searched frantically for a wig. Once I typed in the word "WIG" there were hundreds of sellers. I looked at hundreds and hundreds of wigs till I found the one that seemed to be me. 

Long over the shoulder length hair and it was even highlighted light brown over black hair, it was perfect. I clicked on "BUY NOW" and knew it was on its way. Before I logged off I was hit by a pop up that asked me if I wanted to see other similar items and if I wanted to see adult sex toys and other lingerie, and I decided to look! 

There were so much gadgets and lubes and lots and lots of dildos,PLASTIC COCKS! I remembered the feeling of wanting to GET FUCKED when I was laying on the rug in my bathroom and decided I wanted one, one that vibrated so I could feel a vibrator UP MY ASS and REALLY FUCK myself when I got dressed up. "Yes, let's buy one" I said to myself! I kept thinking it should be skinny but long, no fat but short,I didn't know what I wanted just that I wanted something in MY ASS when I was fully dressed up with my wig and an outfit so I could pretend someone wanted me, someone cared! 

Was this just a way to get my rocks off since it was more than a month between sexual encounters with my wife of 20 years or was I craving attention, someone to want me? Maybe it was the feeling of being attractive to someone again, BUT it was ME? I was fulfilling MY OWN fantasies and I was satisfying my craving for more sex, who was I hurting? I was getting totally satisfied and it felt good to be this excited AGAIN to have sex when I wanted it, but with myself and my make believe lover?

Once my wig came in a week later, I could not stand the tension and the wild thoughts running through my head of how I was going to look, was it going to fit, when is everyone going to leave so I could try it on, was it going to be all worth it? I had to plan the perfect day, no one around, just me, my wig, my cloth, heels, makeup, my lingerie and my shaved body! 

It was days before I could see a break in my schedule, a break from anyone at the house and I was getting edgy and snapping at everyone. My wife even barked if I was on my PERIOD? Ironic, or did she notice something or was that just a coincidence? I didn't care anymore and decided I was going to make my day special when it came.

After a week and no time to myself in sight, I finally told my wife a close friend she knew had called and invited me on a two day fishing trip and I needed to get away for a few days, and she agreed. "I'll take the two days off and you can go with your friend so you can have some time to yourself" she said! WOW, I thought, she really does care about my mental health or was she just trying to get rid of me? Who cares I was going to have my day to dress up as...as, "CandyCane"! I had registered on that nylon web site as "CandyCane" and decided that was going to be my GIRL name. It even sounded SLUTTY, like a HOOKER on the street and for short CC. 

My juices were flowing again and I wanted to play with MY things so bad. I decided to get a hotel room in a town which was about 2 hours away and I made the reservations! That night before going to bed, I snuck into the closet in my room and grabbed my bags of cloths, makeup, heels, wig, and all my lingerie I had bought and threw it into the back of my truck, that way in the morning all I was taking to the truck was my regular suit case. The next day I acted like I was packing for the two day fishing trip and got some work cloth out of my closet and underwear and socks, just like if I was going on a fishing trip with the same buddy I had gone with a few times before. My wife even asked if I had remembered my tooth brush! 

I was going to secretly be alone at hotel miles away to get dressed up like a HOOKER, as "CandyCane" just for my satisfaction. Was this normal, was I betraying my family? I did need to get away and it would feel good just to be on the road, alone with ALL MY GIRL STUFF. It was going to all come together for one BIG SHOW! 

I stopped for some coffee on my way out and hit the highway leading to the town I had reservations at and before long my mind started to race about the wig, my makeup, my lingerie in the back of the truck! My COCK was so FUCKING HARD and it was trying to RIP OUT of my pants as I drove. I turned the radio up to get my mind off of it...but it wouldn't go away.

I finally unzipped my pants and let my cock out and it was RED from the constriction it had been under. My cock head was PULSING WITH BLOOD and it was so sensitive to my touch. I decided to lower my pants to my knees as I drove and stroke my COCK. It was fucking awesome to have my SHAVED NAKED ASS on the heated leather seat and my cock in my hand. 

I notice a car coming and I acted like I was dancing to the music in my seat but never took my hand off my COCK. My balls were getting tight and my cock was TWITCHING in my hand! I stated to think I was going to make a mess on my shirt so I let go of my cock for a few second and started to unbutton my shirt with one hand until it was open and my shaved stomach and chest were exposed! 

Now I was ready to shoot a BIG load of HOT CUM on my skin, my shaved smooth skin. I slid my wet shaven ass down the seat a little and even slide my car seat as far back as it would go and started a slow rhythmic stroking with the music on the radio. Up down, up down, up down, it was BOILING IN MY BALLS and it was coming UP MY SHAFT fast! As I drove faster and faster I could see cars blurring by but I wouldn't stop. They really couldn't see my COCK in my hand OR COULD THEY? 

I hoped someone did, it was so FUCKING SEXY to know someone might be getting a glance of MY COCK, exposed, in the open air. It only took a few strokes of my hand and I was cumming in my truck, "uuuuhhh, uuuhhhh", it was shooting everywhere. It actually shot so hard MY CUM was dangling from my chin. I quickly licked every precious drop OF MY CUM from my hand even sucking my fingers clean and wiped the rest of MY CUM from my chin with my hand and straight into my mouth, sucking each of my fingers till they were clean. 

Mmmmm, The ELIXIR was so intoxicating. I LOVED THE TASTE OF CUM! OH MY GOD, WAS I GAY? Only gays and girls that sucked cock liked the taste of cum, not a regular guy! I didn't care it was good and I wanted more! CandyCane XOXO 



Was He Becoming A Cross Dresser Ch. 05



Chapter 5

THE WIG WAS PERFECT

After nearly killed myself with my eyes rolled back in my head doing 85 miles an hour. I snapped I was driving and started to slow down to the speed limit and get control of myself, my cock and my pants. It was a lot easier to push my pants down then to pull them up while driving but I got it done. Once I had relaxed a little I drank my coffee with slow sips and started to think really brave thoughts. 

What if I stepped out of the hotel to the lounge for a drink DRESSED AS CandyCane? Would I be made fun of or would they laugh and run me a way? Would there be a lot of people in the lounge or would it be slow since it was a week night? I could just walk to my truck, get in it/ Maybe even take a drive dressed as a woman, as CandyCane! My ideas were so ridiculous I even started to laugh at myself..., or were they? 

Maybe I could get made up near the evening, close to dusk and sneak out of the hotel to my car and drive to a drive through at a fast food place? Someone, at least someone would see me, see me so beautiful, so sexy. I shook my head and decided I needed to concentrate on my driving. I drove the speed limit the rest of the way so I could get there a little after check in which was eleven and didn't want to seem to eager to get in my room. 

Once I arrived everything was exactly as I had planned. Check in, get my key, and drive to the side entrance, park and take up a suitcase. Then once I checked out the room I could grab my other bags, the ones for CandyCane! I went in, turned on the air conditioner and was feeling my stomach so nervous, so anxious but at the same time my cock was twitching and my shaved sack was tingling but it was feeling real good. 

It felt so good to have no one looking over my shoulders. I wasn't waiting for someone or I wasn't rushing to be some place, I had two days all to myself. I went back to the truck and carefully grabbed the precious cargo and hurried up the stairs to my room and laid everything on the bed. I dumped out all the bags on the bed and laid things out in piles. 

First was two miniskirts one black and one red, thigh high nylons in four different colors white, black pink and red. Four garter belts matching the nylons, two pairs of high heels one black and one white both with 5" stiletto heels. A pair of thigh high patent leather boots, lots of makeup, my wig, my life like 8" plastic cock, a new pack of razors and an enema! I was shaking so bad I had to sit on the edge of the bed and take a few breaths, I was so nervous! Why? I was alone and far away from home. 

I finally decided to lay out my evening wear and decided on my thigh high boots, My red min combination short skirt, a see through white blouse and matching black lace bra and my thong panties. I was so aroused touching my girl stuff, My panties, my boots; I couldn't believe I was going to become CandyCane in a few hours. My cock was hard as a rock! 

I got all the makeup and carried it to the bathroom counter and laid everything out. I had forgotten that a lot of this was used and some of it was dry and hard. I wasn't in a hurry and decided I had to go shopping for some new makeup. I grabbed my keys and took off. 

First I stopped by a fast food place and got me some breakfast and ate while I drove to the nearest department store. Once I got there I quickly ate my breakfast and went in searching for the makeup department. I was so nervous looking at makeup and there were girls in every isle sniffing or trying on different things. I bet I looked like a pervert to them? 

Hey, they don't know me, I'm her to get what I need, what CandyCane needs and I'm going to get it, WOW! Where did that courage come from...I didn't care I was on a mission. Once I decided I needed mascara, I quickly grabbed the same one my wife uses, the one with a green top and a pink bottom. Ok I got one item and it's easy to conceal in my hand. Now the lip sticks. 

OMG, there's thousands of different kinds and colors! Oh look they have the color on the bottom with a little color stickers. Easy, just grab bright red. That should match my miniskirt. Eye shadow, I'll get the big kit that has lots of colors. What? I have to buy white separate. There it is, ok now blush, lip liner, Uuuuh, I like that color of eye shadow. 

Before you knew it I had more then I could carry and grabbed a hand basket and nearly filed it half way. Ok now to the counter to pay...Oh My God they are all girls. I have to come up with a story, ok got it. "Hello" I said to the girl at the cash register, "how are you"? She said fine as she looked in my basket and raised her eyes to me with a weird look. Could she see my blushing cheeks? 

I quickly said, "my wife sent me from the hospital to get her makeup...she had surgery last night"! "Oh I'm so sorry to hear that, hope she's better" she said. She fell for it! "Ummmm, yea she had an emergency operation for her gall stones and were here out of town and she didn't bring makeup...I sure hope I got enough for her"! The cashier laughed and said "oh, I think you have enough for at least a month in here" as she giggled. 

I didn't care if she believed me or not, I was relieved and on my way out the store. WHEW! It was about 12:30 in the afternoon by now and I figured I could cruise around and check out the town for a little while, grab lunch, drink a couple of beers and head back to the room in a few hours. I was so NERVOUS, my stomach was jittery and I don't even remember what I saw in town or where I ate. I do remember going to a liquor store having a few beers and buying two bottles of sweet red wine, 

I needed a wine glass, I needed a cork screw, I'll just go back to the department store and get it. I walked back in to the same department store and saw my cashier and she looked at me kind of weird...did she suspect something? Who cares? I went to the home product area and found a cork screw and grabbed two wine glasses, they were only a dollar fifty, WOW! Who was the other glass for, was I expecting company? 

About 4:30 in the afternoon I got to the room, called the local pizza hut and order their chicken fettuccini and bread sticks and filled the tub with HOT, HOT water. In a few minutes the food arrived and I sat it on the wet bar and went into the bathroom. I grabbed my razors and shampoo and climbed into the tub ...aaaahhhh! It felt so good. I decided to take my time, I had all night! 

I shaved my legs completely for the first time to my ankles, I shaved the top of my feet and all my toes, I shaved my sack and cock which was already shaved but the feeling of running a razor over my sack was so sexy and aroused! Every time I would shave I would get so fucking hard but I ignored my twitching cock for now.

Once I had shaved my body, I go out of the tub and inserted the enema into my tingling ass hole and squirted the liquid into my body...it felt so cool in my tummy. It only takes a few seconds and that stuff starts working. I could feel the rumbling in my guts and held on tight for at least a minute, I wanted to be clean, clean inside so when I fucked myself with my life like 8" rubber cock I would be clean, I didn't want anything to go wrong. 

Once I sat on the pot and emptied my stomach, I got back in the tub to clean my manpussy and shave my butt. That was the last thing I had to shave, I was ready to start my transformation. I couldn't wait to try on my WIG and opened the package; it was prepermed and had some beautiful flowing hanging curls. I bent at the waist, threw the wig hair forward and pulled the inner wig cap over my head. I flipped the hair back and stood in front of the mirror in shock! 

It was perfect, OMG it was perfect. I got so nervous and quickly took it off and laid it on the bathroom counter very carefully. I quickly shaved my face really close as I had before but this time using a women's razor, they even have Aloe Vera on them to prevent razor rash, I'm going to use these from now on. After I shaved I applied my base, the one I had bought at the grocery store at home. Then my eye liner, the new one I bought and lined my top eye lid right above the eye lash with a nice dark blue. Then my lower eye lid under the lashes, perfect. 

Now the eye shadow, I opened the new kit and applied dark pink eye shadow to my upper eye lid, smoothed it on with the applicator and then the finishing touches to my eyes. The white high lights to the inside corners, "WOW", that was the best combination of colors yet. Now my lips! Fist the "V" in the center of my top lip with the lip liner; now draw the outline of my lips just above my natural lip line. Now the bottom lip which needed to be enhanced so I would go just little bigger then my natural lip line and then my new bright red lip stick. Mmmmm, I blew kisses at myself in the mirror. 

My cock was leaking precum and I had to do something fast, I didn't want to waste my cum.

I grabbed one of the new wine glasses and rinsed it out and pointed my cock into the glass and with two strokes I was filling the glass with my delicious cum. I put the glass in the refrigerator with the other to chill the glasses and my cum, Mmmm, I thought that's going to be good later. 

I quickly wiped off my cock and ran back into the bathroom and added blush and was finished with my face. Now my wig, "Oh My God"...I was fucking gorgeous! But no one to see me, I felt like crying but I pulled myself together and wanted to finish my transformation so I could finally see CandyCane complete. I quickly went to the bed and grabbed my panties, my bra and slipped into them, uuuuhhh I was getting so turned on. 

OH NO! I was starting to sweat, I didn't want to ruin my makeup so I ran to the air conditioner and let the air hit my face for a few minutes. 

"calm, calm down" I kept saying to myself. I finally wiped off the sweat with little dabs of a tissue and sat at the edge of the bed and slipped on my white thigh high nylons and my white garter belt and then my thigh high boots.

This was the first time I was going to wear them and they fit perfect and so beautiful on my shaved legs under my nylons. I fastened the nylons to the garter and slide the first boot on and zipped it up past my knee to my mid thigh. Then the same on the other side, clip the garter to the nylon, then the boot. I stood up and felt like I was 6" taller than my normal height.

It was fucking such a rush and I was becoming a woman. I ws becoming CandyCane the little slut that wanted some dick in her ass. I Grabbed the Bra that matched my panties and I knew by watching my wife to fasten it in the front, then rotate the bra around my waist and then raise it up so I could put the straps over my arms. It was perfect! Now my see through ruffled white blouse. 

Lots of buttons, hey they button are on the left instead of the right? That must be a woman thing, now it's my thing. "OH MY GOD", I was almost done. I wanted to go to the mirror behind the bathroom door right then and there but not yet...I need to paint my nails and put on my jewelry I had bought myself. A pearl necklace, clip on pearl earrings and a matching pearl bracelet. 

My cock had never gotten hard this many times in one day; it was fucking SO hot, so sexy. I walked to the bathroom to get my red nail polish and I felt like a queen, A hooker, a littel slut. It felt awsome. I even walked one foot in front of the other like you see the models do on the runway; I was feeling so horny, so hot! 

I grabbed the nail polish and sat on the couch in my little foyer and grabbed the polish remover and a sponge and started with my left hand since my dominate hand was the right. slowly, slowly applying the red polish to each nail. My hands were transforming into girl hands, and I thought how good they would look wrapped around my cock that was trying to rip out of my mini skirt. 

Next, I waved my hand in the air for a few minute and turned on the TV, hey, I can order a fuck flick. They'll just charge it to my room. I found some hot girl on girl action that will do, uuuuhh, she's eating her pussy! I need my pussy eaten, my manpussy but I need to finish my nails, this side is harder but I can do it. Slowly, slowly painting all of them, oops; I need the sponge I got some on my skin. "WOW", my hand look so feminine. 

OK, now wave that hand till it dry's, uuuuhh, she has a dildo, a double headed dildo and she's ramming it in her cunt. I want to play, "can you fuck me next" I said out loud. I finally said something and broke the ice and even giggled that I had not said a word yet. I was nearly finished and was so fucking horny but nervous! Maybe I was relieved that I had done it without rushing around, It was fantastic. 

Ok, should I go look in the full length mirror now? No, I need some wine to calm down and enjoy seeing my legs crossed and feeling beautiful. I went to the refrigerator and got the two glasses out of the refrigerator, uhhhh, I had some cum in this glass. I gulped it down slowly licking my lips then filled both glasses with wine and sat them on the coffee table in my little foyer. I wanted someone to be there with me, but who? 

I wished it was my wife, she was my best friend in the whole world and I wanted her to participate in my dress up. would she be open to the idea I thought? 

I sat there and sipped my glass of wine, putting red lipstick on my glass and even taking a drink out of my guests wine glass leaving lipstick on it. I glanced at the empty space in the room and said "is that good wine"? I felt stupid talking to no one and refocused on CandyCane. I said "are you ready to revile yourself Candy"? I got up walked like a model, one foot in front of the other, and closed the bathroom door!!! 

I couldn't believe this was me...I was hot, I was so slutty. I was so gorgeous and I started to blow kisses at myself and even kissed the mirror with my image in it. I closed my eyes and stuck my tongue out and French kissed myself and moaned, "mmm, I love you" I whispered ,"you are my fuck toy, I'm going to fuck you good Candy"! I reached a hand into my miniskirt and panties and felt my cock so fucking hard. I wanted to suck it with my red lips. 

Wait; let me get my rubber cock. I ran to the bags and got it out, ripped the package open and ran back to the mirror. I raised it to my mouth and kissed the head and started to suck it, pushing it in and out of my mouth thinking I was gong to swallow it down my throat and I loved the way my red lips looked in a circle around that cock...I wanted a real cock! I tried to deep throat It but it would stop about 5" in my mouth. Was there a trick to deep throating...I'll do some research later.

Now I rubbed the rubber cock on my cock and it felt a little cold. So I turned on the hot water and filled the sink with hot, hot water and put the rubber cock in the water. The whole time I was rubbing my cock, squishing my sack between my thigh and the patent leather boots and uuuhing and ahhhing at every movement feeling the silk panties in the crack of my shaved ass and the material of my blouse on my skin and the lacy bra under the blouse. 

It was fucking ecstacy! I wanted it to never end. I took the rubber cock out of the hot water and dried it off and shoved it into my panties between my ass cheeks and started trying to get it in my an pussy but I had to drop my mini skirt and my thong panties. I pushed them down around my thighs and I was bent over in front of the bathroom full-length mirror and was trying to push the rubber cock in my ass. 

It was a good 4" around and I had never had anything that big in my ass but I needd it right fucking now! I grabbed the vaseline and dipped the head into the jar and rubbed into in my virgine ass hole and kind of rotated it at the same time I was pushing it forward. Once it penetrated the first half inch, It fucking hurt but I just squeezed my eyes together and said "wait, wait, go slow"! 

Who was I talking to? After a few seconds the pain subsided and I looked at myself and blew a kiss at myself and said "fuck me you big dicked mother fucker, fuck me". I shoved it in a few more inches. It was so fucking big. It slide in about half way and I dropped to my knees and squeezed my ass together from the pain. "Ouch, Ouch" it hurt when I did that so I relaxed for a second almost out of breath and again it subsided. 

I stood back up and said to myself "I want a better view of this big monster cock going in my man pussy so I laid on the rug in front of the tub that was directly in front of the mirror, I raised one leg and had my tongue out licking my red, red lips and blowing kisses at myself. I was fucking myself and it was awsome. I pushed my rubber cock in farther and could feel my knuckles at my ass hole and I felt so full and I could feel it pressing my stomach inside me! It was so erotic and now my cock wanted attention!

I let go of my rubber cock slowly, and reached my engorged cock with my hand and I noticed the head of my ciock was purple. It had never gotten that color and I knew this was going to be a big explosion! I touched my cock and it twitched like he was going to fire off that instant, he was ready. I wanted to be fucked on the bed so I stood up holding the rubber cock in my ass and gingerly walked to the bed, sliding everything off onto the floor. 

I slowly lay on my side on the bed. Oh, look the mirror on the wall, I can see myself on the bed, "this is going to be good" I said to myself. Then I slowly rolled over on my back and raised my thigh high boots in the air and reached around my hip and grabbed the end of the cock. I pressed the vibrator on button and that fucking cock started to pulse in my ass fucking me good! I pulled it out a little bit and pushed it back in, a little pain but bearable. 

I kept the sliding action going and reached with my other hand and grabbed my cock it ws hurting from being so hard. I started to fuck my ass faster and faster and the penetration was getting deeper and deeper without any pain, "OH MY GOD, OH MY GOD" I screamed, "fuck me, fuck me" I yelled at my rubber cock and my other hand felt the lava rising into my shaft and boom! 

My cum sprayed about 5 feet across the bed and onto the lamp and I screamed "uuuuhhh, uuuuhhhh, uuuuhhhh", "FUCK MEEEEEEEE, PLEASE" I yelled as my ass muscles contracted and it felt like I was going to cut that rubber cock in half deep, deep,in my ASS. I laid there panting with my legs slowly lowering to the mattress and my hand still holding my pulsing, twitching COCK. 

My eyes were watering, I was crying, I was sobbing, I had never cum that good in my life, not even with my wife. I could hear myself whispering "you did it Candy, "I love you, I love you" as my hand slipped off my cock and the rubber cock still buried and buzzing all the way to the ON an OFF button in my manpussy. 

I thought my ass was going to be gapped when I pulled that big fat monster out! I held my breath and slowly inched it out, "Ouch, Ouch" it fucking hurt when my butt hole squeezed together tight, but I loved it and wanted more. It even took my breath away for few seconds. I was fucking exhausted but the night was still young. 

CandyCane XOXO



Was He Becoming A Cross Dresser Ch. 06



FINAL Chapter 

Dressing as a woman in secret, how far would he go? 

*

Once my manpussy stopped throbbing I decided to freshen up and have some more wine and enjoy the porn movies that were on the television I had ordered. The girls in the video were shoving this big double headed dildo into each other. They were eating each other out and were cuming over and over. They were making me horny again and the wine was going down so smooth. 

I started felling brave again and getting a little tipsy and wanted to test my courage. I decided that I was going to take the chance and drive to the nearest liquor store and buy another bottle of wine dressed as CandyCane. I was hoping to be seen by someone, anyone and hopefully not laughed at. 

I freshened up my makeup and put my red miniskirt back on and wiped the excess Vaseline off my manpussy that was making my butt cheeks slide too much. I even got a feminine pad and stuck it to my skirt just in case I leaked a little from my big dildo that had just fucked and gapped my ass so good. I was getting so nervous as I gathered my keys and wallet. 

I stood at the door and took a deep breath and opened the door to the hallway and hurried to the nearest staircase which leads to the parking lot. As I started down the second set of stairs from the third floor, someone was coming up! I didn't know where to turn or to stop so I just kept walking at a steady pace holding my breath.

As I approached the couple, a man and a woman, I hid my face under my wig hair but peaked out of my bangs as we started to pass. The man was a tall handsome European looking man in his mid 40's and was talking sternly to the woman who he had by the arm. As we passed I noticed he looked directly at my face and actually turned a little to see more of me as we passed. 

I was so afraid he was going to laugh but didn't hear anything except his voice directed at the woman. After they were almost out of sight I looked back and caught him still looking at me. Oh my god, did he know I was a man? Did he think I was ugly? Did he think I was a hooker? 

I must have looked very different than anyone else in the hotel and all I could think about was if he found me attractive or not and how big his dick was. I finally reached the door to exit the building and as I searched the parking lot for anyone else I realized I still was holding my breath and let out a huge sigh. 

The coast was clear. I hurried to my car but felt a complete feeling of freedom walking in plain sight dressed as CandyCane, as a hooker, a little slut! The cool air rushing up my skirt and was so cool and soothing. So this is how a woman fells when she is outside in a skirt? 

Mmmm, the breeze was cool on my face, my makeup, and it cooled the back of my neck. I could feel it going through my thin white blouse and was cooling me off all over my chest and shoulders.

Once I arrived at my truck and got in, I looked in the rear view mirror and started to check my makeup like my wife always does when she gets into the car. How funny I thought to myself. After I adjusted my skirt and got situated, I started the truck and headed to the liquor store I had been to earlier in the day. Would it be a guy or a girl at the window this time? 

Please let him or her be nice and not make any comments that will embarrass me I thought. Once I arrived at the drive up, there was a car in front of me. I decided to remove cash and my ID from my wallet so the guy which I could see didn't suspect I was a man if he saw my man wallet. 

"Hello," I said in as low a voice as I could, "could I have a bottle of Sangria in the green bottle, please?" The guy looked into my eyes, then the car, leaning out of the drive up window a little more than usual I imagined and said, "sure young lady, you partying alone? Can I see your ID?" Just then I hesitated with my ID card, it was a man on the picture, me! 

Oh my god, what an idiot I thought to myself that instant and slowly handed it to him. He looked at the ID, looked at me and smiled from ear to ear and handed it back to me and said "$12.75 please" as he went to the wine cooler. Whew, he wasn't going to make a big deal out of my ID not matching my face. 

I handed him a $20.00 as he handed me the wine and I nervously waited for my change. He reached out and handed me my change and again he looked into the car and down at my shaved legs in my thigh high stilettos. I looked up at him right into his eyes to see his reaction and he gave me a little wink as I drove away. I did it! I did it! Someone finally saw me as CandyCane and I even got a wink from a man I thought to myself, WOW!

Now, after being seen I was getting even braver and decided before I go back to the hotel I wanted to drive around a bit and feel the freedom of just being a girl in a car driving down Main Street. It was exhilarating and it felt so good to have my bare butt cheeks on my heated seats and it was making me tingle all over again. 

My stomach was feeling jittery again as I thought to myself, I just want a warm throbbing cock in my ass but how would I do that without exposing myself? As I drove around keeping my face semi-hidden, I could hear people talking at each intersection in their cars or radios playing music as we passed on the street with their windows down. 

No one was making a big deal out of me dressed as a girl but, who knew I wasn't? No one but me.

Once I arrived at the hotel I hurried across the parking lot and up to my room without anyone seeing me. I was very surprised that all the practice I had walking in heels at home I can actually walk pretty unnoticeable in my stiletto thigh high boots. They make me feel so sexy with the leather on my thighs. 

Once in the building, I start up the stairs and notice something. Oh great, look up there on the ceiling, hall cameras. Great, now I'm being videoed entering a room that was rented to a man. I wonder if they will report this or not even notice? Oh well, I'm here and I'm ready for a glass of wine. 

Once I got the wine unwrapped and poured, I sat with my legs crossed over my shaved sack and could feel the warmth from my balls creeping up my thighs again and my cock stating to twitch. I wondered if that guy at the drive up would fuck me as I sipped my wine. I wondered if he was gay and how big his cock was? I guess I'll never feel that REAL feeling of a cock in my manpussy.

After having a few more glasses of wine I was feeling no pain and the porn movies were getting to be boring. I said to myself,"You know what Candy, let's go to the lounge." I bet its empty and I can just sit at a little table in the back and just relax listening to some music. 

Did I have the courage? I was drunk enough. 

I grabbed the glass of wine and tipped it up and drank it to the bottom. Then lifted the glass of my imaginary friend and said out loud "fine, then I'm leaving" and giggled as I went to relieve myself before going downstairs. As I sat on the toilet with my cock between my legs I started to realize what I was about to do. 

I was going to have to show my ID card again if asked and possible be exposed. You know what, the worst that can happen is I don't get served and I come back to my room and fuck myself again with my dildo.

Once I finished relieving myself, I wrapped a few wraps of toilet paper on my hand and reach between my legs and wiped my manpussy off and the tip of my cock, feeling just like a girl. I was feeling so feminine and girly and it was wonderful. I then touched up my lipstick and powdered my face and rechecked my eyeliner. I couldn't resist the full length mirror again and stood there admiring myself one more time before the revel. 

Was I nuts or plain desperate? 

I think it was a combination of the wine and my desire to be seen and admired, or maybe the craving to have a hot real COCK in my ass. I just want to be told I'm beautiful, just once dressed as CandyCane.

Once I finished in the bathroom, I practiced walking back and forth in the room from one end to the other so I could see if I needed to work on my walk or if I looked to manly. I was amazed that I looked the part, walked the part, and actually didn't look to manly in the outfit I was wearing. The blouse hung perfectly to hide my small belly and wide shoulders. 

The thigh high boots hid my very muscular manly legs and the fingernail polish and fake nails feminized my hands and my makeup was perfect. I had finally mastered the art of makeup and even toned down the small wrinkles and small bags under my eyes to the point they weren't even visible. Using different tones of makeup to lighten the deep areas and darken the areas I wanted highlighted, I was ready.

I grabbed my key card to the room, my ID card and some cash which I stuck in my bra and headed to the elevators. Once I arrived at the first floor, I could hear the music through the doors and took a deep breath and walked out of the elevator. I scanned the room quickly and saw the room was fairly empty except for three guys playing pool and a man in the back where I wanted to sit. 

The bartender saw me as I walked to a dark table in the back; a few tables away from the man in the back that looked like he was having a mixed drink. Once I walked to the table I could feel the guys at the pool table looking at me as my heels made their clicking sound on the wooden floor. As I sat I crossed my legs and faced them. 

A few of them were gesturing obscenely as most men do when a lady walks into a room. 

I was feeling no pain. I was numb but getting wet and excited seeing all these cocks in one place. Was this going to be the night CandyCane was going to be fucked by a real man with a big fat cock?

The bartender walked over and asked what I was having and I said "a glass of sangria wine if you have it?" For a second he looked at me like he knew something and asked for my ID card. I got nervous and said I had forgotten it in my room and he said "oh you're a guest, what room?" I said I was in "room 308" and he said "no problem" and went for the wine, whew! 

No ID needed and no embarrassment in front of all these guys. I was starting to feel good about the situation. 

Once I got my wine I noticed that the guys at the pool table were drunk and one of them started to approach me. I turned away from him as he stepped closer and asked if I wanted to join him and his friends. I slowly raised my eyes to him and said "I'd rather be alone if you don't mind" and sipped my wine again. He was persistent and continued to get closer to me which was making me real nervous. 

Just then the gentleman who was seated a few tables away got up from his table and said "the lady's with me" and sat at my table! 

I was in utter shock. It was the man from the hallway. He was gorgeous and had the most piercing blue eyes and perfect kissable lips. I looked up at him and said "Thank You." He looked up at the man who was still standing there and he took the hint and walked back to his friends who laughed at him once he was back at the tables. 

I sat staring at this hunk of a man and slowly his gaze reached mine and we were staring at each other. I finally blinked and he said "are you really alone?" I cleared my throat, took a tiny sip of wine I thought, and squeaked out a "yes" and asked "if he was alone as well?" He said he was for the night and put his hand on top of mine. 

I almost screamed with fright, joy, delight. His hand was heavy and warm as he caressed my hand with his thumb and said if I remembered him from the hallway.

I looked up and said "yes" in a shaky voice and he said "then you know I'm with a woman in this hotel." I again said "yes" and sipped my near empty glass of wine. I hadn't realized I wasn't sipping anymore, I was gulping it down nervously. He then said if I was offended by him coming on to me with another woman upstairs and I said "no." 

As I stared at his handsome face I felt a connection with him and felt like he knew my secret, or did he? He ordered both of us a drink as we watched the guys at the pool table leave. We were alone except for the bartender. He looked at me as we drank our drinks and asked "if I would be more comfortable in my room?" 

I actually started to feel my cock get hard and my manpussy get hot and wet as I said "I would" and started to stand up as a gesture for us to leave. He threw a $10.00 bill on the table and asked the waiter to send up a bottle of Sangria to room...hesitating as he looked at me and I said "308."

He placed his hand on my shoulder and walked me to the elevator and pressed the up button. My legs started to shake and my manpussy was getting real hot and wet. I could feel the warmth of his hand through my blouse as the doors opened he eased me forward into the elevator. Once we stepped inside he pressed the "3" button knowing I was on the 3rd floor. 

The doors closed and he turned himself towards me, looked into my eyes and pressed his swollen lips into mine! I instinctively opened my mouth as he snaked his flaming hot tongue into my mouth. I could smell his cologne...mmm. I could feel his unshaven face stubble pierce though my makeup and I could feel something on my thigh. Was he getting hard already? Was that his cock or his keys? 

I could only imagine what his motives were, his thoughts, did he know?

I didn't care at that moment when the elevator started to move up to my room. I just continued to suck his tongue like my wife would do mine and tried to remember to be gentle with my hands. I even raised one of my thigh high boots and rubbed his leg with my thigh as we entwined for the brief ride. 

As the elevator started to jerk in the usual stopping motion, we slowly separated and for an instant looked into each others eyes knowing this was going to get hotter and hotter by the second. 

He reached down and grabbed my hand as the doors to the elevator opened and he lead me to room 308. We stood there for a second and again he kissed me as I reached for my room card in my bra. He took the key, inserted it into the slot. As the green light flashed I knew I was going to be in for a treat and hopefully a good fucking.

As we entered the room, he stopped and looked around and said, "I thought you were alone" as he pointed to the two glasses on the table. I looked up at him and said "they were both mine" blushing I'm sure. I know I must have had an embarrassed look on my face so he took me into his arms and kissed my swollen lips and stuck his tongue down my throat. 

I could feel his muscular hand on my neck as he continued to tongue fuck my mouth and squeezed my ass through my miniskirt. I was starting to get hard as a rock but leaned my pelvis away from him so he wouldn't feel my cock on his body. 

Should I tell him now? He has to know or he might get angry once he reaches down to touch my pussy and all he grabs is cock. I stopped him for a second and put both hands on his chest and looked up to his eyes and said, "I need to tell you something."  

He reached up with his hand and gently touched my lips and said "I need this" and proceeded to shove his tongue in my mouth. 

I stopped him again and said as I grabbed his hand and pressed it to my cock "does this change anything?" He gently squeezed my cock and shaved sack and said "I was hoping you had a cock I could suck." Than he slowly knelt to the ground kissing my chest and then down to my waist as he reached into the waist band to pull down my skirt.

I shuddered as the cool air from the air conditioner and his hot breath hit my upper thighs as my skirt slid down my thigh high boots. He licked all the way around each boot at the thigh and with his other hand slide a finger into my manpussy. I let out a small moan of pleasure..."mmm" as his hot mouth continued to search for my now engorged cock. 

I could feel him nibble at my silk thong underwear at the crotch and finally letting my cock out of the mesh. He slowly kissed the tip then slurped my cock down his throat. I stood there looking at myself in the mirror with a man sucking my cock and trembling near collapse from the fear I had thinking I was going to lose him or anger him once he found out I was a man. 

I stepped back and slid onto the couch and started to sob and he quickly came to me on his knees and said "why are you crying, YOU'RE BEAUTIFUL!" I stopped crying, looked into his eyes and said "I've waited so long to hear those words and I thought you were going to be mad and leave once you knew I was a man!"

He wiped my tears and kissed me passionately with his sexy lips, sliding his hot tongue passed my enflamed lips and down my throat.

I stepped out of my miniskirt and started to unbutton his shirt and looked into his eyes and said "I want this to last all night" as I sucked his nipple into my mouth. He let out a moan of pleasure and I reached between his legs to find he had a monster cock. He must have been 10-12 inches long and at least 5" in diameter! 

I wanted that cock in my mouth, in my ass and wanted it now. I continued to suck his nipples and with the other hand undid his belt and then his pants. His pants once unbuttoned slide down his muscular legs from the weight of his belt and I immediately dropped to my knees to see his gorgeous cock and to my suprise, no underwear. 

The head of his cock was huge and purple and barely fit in my mouth much less his length. I opened my mouth as wide as I could and put that throbbing head into my mouth and slide all I could into my mouth. His cock was huge and on fire. I could feel every vain engulfed in blood with my tongue as he pumped it deeper and deeper into my throat. I could fell his cock head at my deepest point but I wanted him in further and grabbed his ass as he pushed forward. 

I pulled as he pushed into my mouth stopping him every few seconds for air as he lunged forward. I know girls take a cock and swallow it so I thought so can I if I'm persistent. I continued to pull him in further until I felt my throat give at the deepest point like something broke or give in as he pushed down my throat to my adams apple!

I could feel him deep, deep in my throat. 

Could my throat ring I had read about finally be broken? He knew he was in deep and he even reached down with one hand to feel his cock in my throat. Once he felt my neck and his cock inside my throat he immediately started to moan and groan holding back his cum. I could feel it boiling up in his shaft on my tongue as I held his cock deep in my throat as I inserted a finger in his ass.

He let out a moan of joy "uuuhhh," as I finger fucked his ass.

I wanted every drop of his manhood in my throat so I pulled him out for a few seconds to get some air. I took a few deep breath and shoved him in as far as I could get him in with hot wet saliva dangling from my chin. His balls were against my chin and nose and I could feel my mouth stretched open farther than it had ever been opened. 

He reached behind my head and started to pump his monster into my mouth and throat like he was fucking a pussy. 

Inch by inch he pushed and inch by inch I swallowed until I could feel his legs tense up and then the lava rising up his shaft gushing down my throat. It felt so good that my own cock began to twitch and squirt cum onto my cloth and thighs as I sucked him dry. I could feel every pulse of his cock on my tongue as he came. 

He pumped and pumped cum into my belly till I felt like I was going to bust. Then I pulled away gasping for air with sticky saliva running down my chin and clinging from his cock and my lips. I gasped for air and looked up at him with my tear filled and mascara smeared eyes and immediately sank his cock back into my throat remembering a video of deep throating and how men loved it. 

I remembered from the video if I stuck my tongue out under his cock I could breathe small amounts of air and could last longer with him in my throat. I could feel his hand holding the front of my neck again so he could feel his cock pulse his hot lava down my throat. I could feel his man meat deep, deep in my throat. 




Was He Becoming A Cross Dresser Ch. 06



Once he pumped what felt like a gallon into my tummy, we pulled apart and collapsing into each other's arms on the couch. We were both panting like dogs in heat and gasping for air from the hot sex we had just enjoyed and I was a mess.

My mascara was running down my face and I had slimy cum mixed saliva on my chin and neck and I could feel it running down my chest.

I sat up looking for something to clean my mouth covered in hot sticky saliva, and the cum from my cloth I had squirted all over my own tummy and thighs. He giggled and handed me some tissue and we both laughed as he poured us both a glass of wine as I cleared my now well lubed and fucked throat. 

As we sat in my little foyer, I asked him who the woman was with him. He said "it was his wife and they had come to see a divorce lawyer." I said "I was sorry" and he said "don't be, she has lost the drive to have sex and I can't live without it." 

He then asked if I wanted to tell him my story and I said "it was a long one but as he could see I was a man who loved dressing as a woman and was felling alone, lonely, ugly and wanted to be loved like it used to feel." He reached out to me and slid me close and said "he would be happy to fulfill all my dreams now and in the future." 

He raised my chin and kissed my lips ever so softly and again said "Your so Beautiful Candy."

I leaned into him and put my head on his chest as the porn movie on the television changed to a new one with a girl getting hammered by a huge cock. I glanced at the television and looked up at him and he began to kiss me ever so gently. I reached down to his semi-flaccid cock and started to massage his sack and could feel his body heat and his huge balls. 

I wanted to feel a real cock in my manpussy and he knew it. 

Once the movie started, he suggested we move to the bed. I asked if I could freshen up with a giggle and took off my cloths except my thigh high boots and bra. I didn't want to take off my bra because it concealed my breastless chest and held my fake silicone breasts. I went to the bathroom and redid my lip stick and had to redo my entire eye makeup, I was a mess. 

After I redid my makeup, I walked over to the bed as sexy as I could foot infront of foot like the models walked on the runway where he was laying. He reached out for me and said "he loved my sexy boots and my lip stick" and said "I was so sexy" as I rolled into his arms thanking him. 

As the movie started to progress so did we. My manpussy was getting hot and tingly again and I could see his monster getting hard under the silk sheets. I leaned forward and slowly started to kiss his sack and lick his rod up and down leaving my hot saliva on his cock. I looked up at him and said,"Will you fuck my manpussy now?" 

He smiled and slid me onto my belly on the silk sheets. I instinctively raised my butt off the bed and exposed my bright red love hole. He immediately leaned forward and kissed it causing me to whimper "ooohhh." He then inserted his tongue into my butt and started to tongue fuck my ass and I could tell he was experienced. 

His tongue darted in and out of my hole sending shock waves up my spine as my butt got higher and higher off the bed. 

Eventually he had me coming out of my skin and crawled up behind me on the bed. He nibbled on my shaved butt cheeks and stated to lick my back sending shivers up and down my spine. I was already rocking back and forth giving him the green light to bury that monster in my ass. He didn't need much persuasion and was in position ready to stab my waiting manpussy. 

I looked back at him as he kissed my shoulders and I could feel the head of his cock aimed at my back door. I whispered "this is my first time, please be gentle" and he kissed my back and slide his tongue down my spine and once more penetrated my ass with that meaty tongue, lubing me good one more time for his cock. 

As his cock pressed into my opening stretching it wide, I tightened up instinctively and I could feel the pain surge through my body and I said "stop, stop" as he backed off just for a second then slowly eased forward till his huge knob penetrated my entry. I let out a gasp "aaahhh," as he continued to slide in and out very slowly. 

I could feel my own anal lubrication start to flow as he began to pump in deeper and deeper with each stroke. I thought he was going to bust me in half as his enormous cock stretched my ass hole wider then it had even been stretched. 

It felt like my butt hole was going to tear open and it seemed he was in as far as my tummy. 

I could feel every ridge of his veins and cock head as he slide in and out and my tummy felt so full. The pain eventually began to become pleasure and the heat began to rise into my thighs and tummy. As his pumping began to increase in speed and strength, I could feel my love hole began to open to accommodate my lover. 

As he grabbed my shoulders he whispered "are you ready for the ass fucking you always wanted with a real cock Candy?" I looked back biting my lip in pleasure and said in a whimper "Yes, yes, fuck me good, please, please!" 

All the times I had fucked myself with a dildo and imagined how it was going to feel with a real cock didn't even compare to the real thing. It felt sexier and his real cock was sending hot flashes up my spine and throughout my body. It moved with my back pushes and bent as I moved and throbbed inside me and I could actually feel his heart beat through his monster cock as it slid in and out of my love hole. 

He was huge and I couldn't have asked for a better fucking then the one I was getting. He was grunting and groaning and was making deep growling sounds as he pumped forward. I wanted him to shoot all his elixir in my ass and fill me up. As he started to tense I was ramming backwards as he rammed forward into me and I could hear myself screaming "fuck me, fuck me" and I could hear him grunt "ugh, ugh." 

I no longer had the pain that I had experienced initially and could definitely feel him bumping my tummy with his cock head, he was way in me. I was going to cum too and as I closed my eyes I imagined how my wife would move when we did it doggy style. I wanted to make the same sounds she made as her pussy contacted around my cock which I loved.

I emulated her sounds exactly, "amor, amor, cojame, cojame!" translated; "my love, my love, fuck me, fuck me!" 

I wanted my lover to feel my contractions; I wanted to be a woman, his woman getting fucked right at that moment. As his cum started to fill my ass I started to squeeze with my anal muscles and I could feel him squirming with pleasure. He was screaming, "yes, yes, oh god, yes" as I tightened and released my anal muscles. My own cock was throbbing and slapping my belly with every twitch and thrust. 

As he pumped what seemed like a gallon of cum into my hole and tummy, my cock began to squirt cum all over my stomach and bed again. I could feel the heat of his lava oozing inside my belly. It felt so good being filled up with real cum which I could feel oozing out my ass as he slowly went soft. 

After we collapsed onto the bed before I could say anything, he had his tongue darting in and out of my cum filled ass and he had me squirming with pleasure once again. He sucked my now gapped and now bright red love hole and it felt like he was eating me alive and his tongue was on fire. I rolled over on my back and he continued to clean my manpussy, my sack and my cock, not leaving a drop. 

I glanced one more time into the mirror watching Javier lick me clean and couldn't believe it. I could not have imagined CandyCane was going to get the fucking she always wanted by such a gorgeous man, but she finally did. 

My secret life is still going strong and boy does my manpussy and throat know it. Oh well, what my wife doesn't know won't hurt her but she is missing out on some great sex! Little did I know at the time that my new lover Javier and his wife Cheryl and I would become great friends and become threesome lovers and save their marriage? 

It has been close to a year now and we get together at least once a month. I love it when his wife calls me to arrange to meet. She talks to me like she's my best friend. When we do get together, "Javi" always makes sure I'm not neglected and his wife really loves being fucked by a woman as her husband looks down over my shoulder fucking me simultaneously. 

Maybe someday soon my wife and I will have them over for dinner and we'll see what happen! I wonder what or who could be for desert? Besides, I think my wife has had a secret craving for a new cock anyway. 

You know what; on second thought, I don't think I want to share that monster cock with her. CandyCane might get jealous! The End

CandyCane XOXO