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This is a work of fiction. All characters in this are at least 18 years old.
I helped my mom and her boyfriend Bill load their luggage into the Uber that would take them to the airport. I tried to hurry, anxious for them to get on their way so I could start having my fun.
“Now, honey, remember Mr. Parsons next door knows we’re going to be gone and said if you need anything you can call him,” Carolyn Grant said.
“I know, mom.” Bill and I both laughed. That was probably the tenth time my mom had told me about Mr. Parsons. I put the last bag in the car and turned to her. “And no parties, and no overnight guests, especially girls, and stay out of your liquor cabinet, and make sure I eat, and…”
We both started laughing. I took her into my arms and hugged her. “I’ll be fine, mom. You go have a nice cruise with Bill.”
“Thank you, honey,” she smiled.
I shook Bill’s hand. I still wasn’t sure about him, but mom seemed to like him, and there was no doubt she had been happier in the five months they had been dating than she had been in a long time. I stood in the driveway and watched the hired car until it disappeared around the corner at the end of the street. Then I smiled and turned and hurried back into the house to start my ‘staycation’.
I’d been looking forward to this week since mom told me that Bill had invited her to go with him on a weeklong cruise. I would finally have the privacy and the time to fully explore my desire to dress feminine.
Up to now I’d only had a few hours here and there while mom was at work or out on a date. I’d never painted my nails and my only attempts at makeup were not good and quickly washed off. I’d used some of that time to try on dresses from mom’s big walkin closet. I loved walking around the house in a bra and panties, maybe some pantyhose and a nylon full slip under the dress I chose.
Sometimes I’d mix myself a drink and go out on the back patio to smoke a VS 120. Mom often took a glass of wine out on the patio to have a smoke in the evening.
Sometimes when I was home alone I’d put on a pair of her used panties and a bra from the hamper and the nightgown she slept in last night and go out on the patio. I felt so y, even elegant, sitting there enjoying a smoke dressed in the soft nylon that she had so recently worn and still had her scent.
This week would be different for me. I’d have plenty of time. I wouldn’t have to worry about mom coming home early to catch me wearing her clothes and drinking her liquor and smoking her cigarettes. I could relax and enjoy letting my feminine self out.
I’d spent hours in an internet chat room talking with other ‘gurls’ like me getting advice on how I should spend this time home alone. There were some gurls in the chat room who were local and encouraged me to dress up pretty and come out to one of the tgfriendly clubs in the area of town known as the Rainbow District. I so wanted to do that and hoped I’d have the courage to actually leave the safety of my own home.
I’d watched countless videos on how to put on makeup. I’d ordered a makeup kit on the internet and breathed a sigh of relief when it was delivered while I was home and mom was at work. When I had a few hours I’d sit at mom’s vanity with my IPad and my makeup and try to do the things the videos showed. At first my eyes and face didn’t look close to the girls in the videos. But I had gotten better with practice.
I’d also watched videos on how to use a blow dryer and curling iron to style my almost shoulder length hair into more feminine look. Like with the makeup, I was getting better at it.
Now it was time to see just how much I’d learned from the videos.
I started by pouring myself some wine from the open bottle in the refrigerator. I knew mom wouldn’t be surprised if she came home and that bottle of wine was empty. She often let me have a glass with her when we sat on the back patio in the evening.
I took my glass of wine and my VS 120’s to the back porch to relax for a while before I started changing. I wanted to make sure mom and Bill didn’t come back for something mom forgot. I sipped the wine and enjoyed the smoke, thinking about what I wanted to wear this evening.
When I was sure they weren’t coming back home I went back into the house. I went to my room and stripped, ready to start the transformation to Christy, my femme persona. I’d started using the name Christy in the transgurl chat rooms a few years earlier. It was just a slight variation of my real name, Chris.
I took a new razor from my bathroom to the big bathroom in mom’s bedroom suite. I got in the shower and carefully shaved my legs and underarms and the small patch of hair growing on my chest. I was lucky that I didn’t have a lot of body hair, and what I had was fairly sparse. I shaved my pubis and my balls and even up my ass crack.
Out of the shower I spend a few minutes rubbing mom’s scented lotion on my newly hairless skin. I loved that I smelled like my mom after her shower. I’d often sat on the bed talking with mom while she was getting ready to go out. I loved how she spread the lotion over her body. I loved how she smelled.
The next step was to go to mom’s dresser and choose what panties and bra I wanted to wear. I was fortunate that mom was not a petite woman and I was quite small for an 18 year old man. I loved that mom’s panties fit snug on my ass and held my small package in place. I loved that her lacy, flimsy bras were enough to support her bcup tits and also fit me.
With the bra and panties on I went back to my bedroom to retrieve the small foam rubber tits I’d found and ordered online. They fit perfectly in the lace cups and even had a fairly large nipple that would show through a thin blouse.
I put on what mom called a dressing gown, a short sleeved light robe she wore while she put on her makeup and fixed her hair. I stopped in the kitchen and mixed myself a bourbon and water on my way to the patio to smoke and paint my toenails. I chose a glossy cherry red that mom often wore. I loved when she asked me to paint her toe nails with it. I wanted my toe nails to be as pretty and y as hers.
I was sitting on the patio sipping my drink, enjoying a smoke and letting the polish on my toes fully dry when my phone rang. I looked and it wasn’t a number I recognized so I almost didn’t answer it. But it was a local number and I thought that it could be mom calling me using another phone, so I hit the button and said “Hello.”
“Hi, Chris, this is Grant Parsons, your next door neighbor. I know your mother probably told you this, but she let me know that you are going to be home alone for the next several days and I told her to tell you that if you need anything you can let me know.”
A chill shot up my spine when I heard his voice. I looked over at his house, half expecting him to be looking over the fence at me. I didn’t see him, so I glanced at the upstairs window and didn’t see him there, either.
“Oh, hi, Mr. Parsons,” I said, my voice a little shaky. “Uh, yeah, she told me,” I laughed. “About a hundred times!”
Mr. Parsons laughed, too. “I figured,” he said. “Anyway, I just wanted to make sure you knew that and that you have my number in your phone.”
“Yes, thank you,” I said, still feeling like he was watching me. “I actually did not have your number in my phone. Mom wrote it down for me, but I hadn’t put you in my contacts yet.”
“Well, now you have it,” he said. “And, please, don’t hesitate to call me if you need to. Or come over if you just want some company.”
“I will, Mr. Parsons. Thank you,” I said before we disconnected the call.
I looked at his house again. The upstairs window was dark, and thanks to our privacy fence he couldn’t see in our back yard from the downstairs windows. Still I decided to put out my smoke and go back in the house to continue my preparations.
My goal, my dream, was that I would drive to the area of town called the Rainbow District. I’d driven around in my car dressed as Christy a few times, but all I’d stayed near my house and I didn’t get out of the car.
Tonight I hoped I’d have the courage to get out of the car and go into one of the clubs known for being tgurl friendly. I’d sat in my car in the parking lot of the club and watched beautiful women who I was pretty sure were actually men go into the club. I wanted to be one of those women.
I took my makeup kit from its hiding place in my closet and sat at mom’s vanity. I propped my IPad up and opened a makeup video. This time, though, I didn’t have to hurry. I had plenty of time to stop and rewind the video if I needed to.
After stopping to wash my face and start over several times I finally achieved the look I wanted. My eyes were y and my cheeks had a hint of blush. I’d wait to put on lipstick when I was closer to being ready to leave.
I went to mom’s bathroom to use her blow dryer and curling iron. Again I propped my IPad up on the counter and opened a video. I really didn’t need the video, though. I’d practiced it so many times I quickly had the hair style I wanted. I stepped back and looked in the mirror and saw a woman looking back at me. A pretty woman. Especially when I smiled at myself.
Back to mom’s closet to get the dress I wanted to wear. I’d tried it on a few times, but not with my ftits and my makeup and hair done. It was a fairly tight sheath with a wide strap over my left shoulder. My right shoulder was left bare. The tight skirt would hit me at midthigh.
I loved it as soon as I pulled it down on my body. Except for where my bra strap crossed my right shoulder. I took the dress back off and laid it on mom’s bed, then went back to her dresser for a strapless bra. I found one and hooked it around my chest, then put my foam rubber tits in it, then put the dress back on. Much better!
I found the shoes I wanted to wear a pair of mom’s sling back open toe pumps with 2 inch heels. I really wanted to wear some of her higher heels, but since I planned to go to a club I wanted heels I knew I could walk in… and possibly dance in.
I opened the doors that were also the mirrors on the vanity to look at mom’s jewelry. I picked out a necklace that would go with the dress, then found the earrings that matched the necklace. Like most young men my age, both my ears were pierced, so I could wear mom’s nice earrings. I picked out a couple of bracelets and laid all the jewelry on top of the vanity to put on later.
I took the dress back off and put the dressing gown back on, then sat at the vanity to apply the precolored gel nails I’d ordered with the makeup kit. I sipped on my strong drink while I carefully, one by one, glued the nails over my natural fingernails. The gel nails extended just slightly past the tips of my fingers and were shaped like a woman’s nails.
I still had several hours until it would be time to go out. I went back to the kitchen to mix myself another bourbon and water, then back to the patio to enjoy a VS 120. I opened the patio door and carefully looked at Mr. Parsons’ back yard before I stepped out onto the patio. I didn’t want to walk out and discover him puttering in his back yard as he often did.
I figured I had time to sit and relax and enjoy the drink and a smoke, then kick back for a short power nap to clear my head before I left the house.
I slept in mom’s recliner for over 2 hours after I came in from outside. It was time to start getting ready to go out. I knew I shouldn’t, but I poured a shot of the bourbon in the tumbler straight to sip on while I finished getting ready, hoping it would calm my nerves and give me the courage to actually do what I wanted to do without making me light headed.
I looked at my makeup and made some adjustments to it. I used mom’s round brush to get my hair style back. Then back to mom’s bedroom.
I sat on the bed and put on a pair of mom’s very sheer black pantyhose. I loved how they felt on my newly hairless legs. I loved how my legs looked in them! I pulled the dress back over my head and adjusted it over my ass and boobs.
I put the shoes on, then the jewelry. I loved the feeling of the dangly earrings swinging from my lobes.
I stood in front of the mirror, turning this way and that, trying to see me from all angles.
I took one last sip of the bourbon, wincing at the taste, then went to the bathroom and dumped the last of it in the sink. I swished some mouthwash in my mouth. I leaned in close and looked in the mirror again. I put my ruby red lipstick on my lips, blotted them with a piece of tissue, and I was ready to go.
I looked out the window. It was dark. I could leave the house now. I put my license, some cash, two condoms and my prepaid Visa card in the small black cross body purse I would carry.
I went to the garage, to mom’s car. I wanted to take mom’s car for a couple of reasons. One, it was more of a ‘girl car’, or so I thought. Mine was more of a sports car. Two, mom’s car was in the garage, so I could get in it without anyone seeing me, back out and leave. Even if one of the neighbors happened to be outside, which was unlikely, they wouldn’t be able to tell that my hair was styled and I was wearing makeup.
I sat in the driver’s seat and pushed the button to open the garage door. I took a deep breath before I started to back out of the garage, out of the safety of my house. “Relax,” I said aloud. “You’ve done this part before. No big deal.”
I did relax when I was a few blocks away from home. No one was paying any attention to me. There was no reason to be nervous now. But I still had butterflies in my stomach.
As I got close to the club I suddenly realized that I’d left my VS 120’s on the patio. I pulled into the parking lot of a convenience store to check my purse to be sure. They were not in my purse. I took a deep breath.
‘Do I go back home to get them?’ I silently asked myself. ‘Or do I go in this store and buy another pack?’ I knew I’d need more in a few days, maybe as soon as tomorrow. ‘Might as well go in here and get more,’ I told myself. I pulled into a parking space near the door and looked around. There were a few people in the store. There were a couple of people pumping gas.
A man came out of the store and looked right at me as he walked toward my car. He was young and cute and, by the way he was dressed, I presumed gay. He looked at me and smiled and winked as he walked past.
I reached for the door handle with trembling hands. I opened the door and remembered to swing my feet out like a lady so I didn’t flash everyone in the parking lot. I took another look around as I stood up beside the car. No one was staring or pointing at me. In fact, no one seemed to pay attention to me at all. I tried to breathe normally as I walked to the door on shaky legs.
As I neared the door a young man stepped in front of me, then held the door open for me. I looked at him and smiled and said “Thank you,” softly in what I hoped was a feminine voice.
“You’re welcome y lady,” he smiled as we both walked into the store. “I hope you’re going to The Triangle tonight.”
“Yes, I plan to,” I told him.
“Great! I’ll look for you. I’d love to buy you a drink.”
I smiled. “Thank you. That would be nice.”
I was feeling less nervous as I walked to the counter to buy my smokes. “Two VS 120’s, please,” I said in a shaky voice to the man behind the counter.
“Sure thing, beautiful,” he smiled. He reached over his head and put the two packs on the counter.
I pulled a bill out of my purse and pulled a condom out with it. I tried to quickly shove the condom back in my purse and pushed he bill back, too. When I pulled the bill out the second time the condom didn’t come all the way out, but it was visible.
The man behind the counter reached out to get the bill. He patted my hands. “Relax, beautiful, you’re doing just fine. Your first time?” He took my bill and handed me change. My hands were shaking as I tried to put the change back in my purse.
I nodded. “Yes.”
“Do you need a lighter?” he asked. He plucked a lighter from the display on the counter and set it beside my cigarettes. I started trying to get the money back out of my purse with my shaking hands. He put his hand over mine. “The lighter’s on me,” he said. “And you really are beautiful. I love the dress!” He put my cigarettes and the lighter in a small bag and handed it to me. “Have a fun evening. Maybe I’ll come over to The Triangle when I get off work to see if you’re still there.”
I took the bag and managed to get back to my car without talking to anyone else. I opened a pack of smokes and sat there thinking about standing outside the car to smoke one. Mom didn’t smoke in her car, so I couldn’t either. I decided to drive the short distance to the club and smoke one in the parking lot.
I was lucky and found a parking space in the light and not too far from the door. I got out of the car and tried to light a smoke with trembling fingers. I finally succeeded and stood to watch the people going into the club, and the few coming out. I saw several women that I was pretty sure were gurls like me.
“Come on in, honey. No one’s going to bite you.” The female voice startled me, and I visibly jumped. “Oh, I’m sorry, I didn’t mean to scare you,” she giggled as three women who I was pretty sure were really women walked by me towards the door.
I smiled and said “That’s okay. Yeah, I’m right behind you.”
I checked my purse to make sure I had everything and started walked towards the door. I finished my cigarette before I got there. I could hear the booming beat of the music when I neared the door. ‘I’m doing it!’ I thought to myself. ‘I’m going in the club!’
I stepped inside to face a tall counter with a big man behind it. He didn’t look like my idea of a typical gay man. His head was shaved and he had a beard. He had earrings in both ears, but not the girly kind like I was wearing, but the heavy gold rings and chains of a biker. He were a leather vest with no shirt under it. He was barrel chested. His upper arms were muscular.
I was almost afraid to talk to him. Until he spoke to me.
“Hi, beautiful,” he smiled. “I don’t think I’ve seen you in here before, have I?”
I shook my head. “No, this is my first time here.”
“Thought so. They call me Tank. And you are?”
“Um, Christy,” I said.
“Nice to meet you, Christy. I’m going to need to see your ID, please.”
A chill went up my spine. My ID was for Chris Grant and I was obviously a male in my picture. I looked nothing like that picture right now. I slowly fished my license out of my purse, my hands again shaking so badly I was having trouble.
Again, when I pulled the license out one of the condoms fell out on the counter. I pushed my license across the counter to him and shoved the condom back into my purse. Tank waited until I had the condom back in my purse before he handed me my license.
“Christy, honey, I’m afraid I can’t let you in. The cops have come through here checking id’s four times in the past 2 weeks. I wouldn’t want you to get taken downtown in a pretty dress like that,” he said. Not to mention the fact that the club would be closed, I thought.
I concentrated on my purse as he told me. All this work for nothing! I felt like I might cry, and I think Tank saw that. He took a business card from a holder on the counter and wrote something on the back of it.
“Go see Brax,” he said, handing me the card. I looked at the front of it. The name on the front was Braxton Hunter. He was a tattoo artist. “I wrote my name on the back. Show him the card and tell him you need an ID. He can make you one that even the cops can’t tell is fake. It’ll cost you a hundred, but it’ll be worth it. And if you want it to be Christy’s ID make sure you fix your hair and makeup before you go see him. He won’t give you time to do all that.”
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