Was He Becoming A Cross Dresser Ch. 04

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Dressing as a woman in secret, how far would he go?
1.3k words
48.2k
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5

Part 4 of the 6 part series

Updated 11/01/2022
Created 05/02/2010
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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

  • COMMENTS
5 Comments
AnonymousAnonymousalmost 12 years ago
It's OK to feel gay

It's OK to feel that you might be gay. Wanting to be with men, wanting to suck cock, wanting to get fucked -- you can want sex with men as much as with women. It means you are "bi" or maybe "gay". Either way, don't worry about labels. Just enjoy the sex. I DO !!!

peterphunpeterphunover 13 years ago
Having fun with CC!

I stumbled accross your stories and have so enjoyed this crossdressing series... I remember the first times i put on my sisters things... and years latter my wifes things... and the evening i made my first purchases of my own things at a nice second hand shop and buying nylons and panties at Targets... I've never had the courage to shave although i've wanted to for years.... maybe someday soon.... now back to CC's erotica journey!

AnonymousAnonymousover 13 years ago
CC

You don't have to be alone Candy Cane when you dress up. I will be here waiting for you so we can have fun in our sexy lingerie. How about it Candy Cane? Do you want to meet in a beautiful hotel suite and let me admire your beauty up close. Let me run my fingers thru your shoulder length hair, beautiful!

Alpha2BravoAlpha2Bravoalmost 14 years agoAuthor
THANK YOU!

A SINCERE "THANK YOU" TO ALL WHO HAVE GIVEN A POSITIVE REMARK ON MY STORY OR A HIGH VOTE AND LEFT YOU NAME......AND TO THOSE THAT HAVE NOTHING BETTER TO DO THEN TO FEEL THEY HAVE DONE THEIR WRITING A JUSTICE BY GIVING ME OR ANYONE ELSE FOR THAT MATTER A BAD COMMENT OR LOW VOTE, REMEMBER, IT ALL COMES BACK TO THOSE WHO CANNOT SEE SOMEONE ELSE SUCCEED BECASUE THEY ARE FAILING!

DONT BE A COWARD, LET US KNOW WHO YOU ARE SO WE CAN HONESTLY APPRAISE YOUR WORK IF YOU HAVE ANY.... THATS WHAT I THOUGHT, NO BALLS! CandyCane XOXO

AnonymousAnonymousalmost 14 years ago
HOT & SEXY!

This is one of my FAVORITE STORIES........OMG, SO REAL!

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