All characters are fictitious and are to be taken that way. This is the first of a part of stories I am working on to have published here. Your positive comments are appreciated and needed. Thank You!
Daniel, Dani, or Dana
After an hour of some hot steamy role playing online I got up from my computer. This newest and best chat friend ever was helping me enjoy this private time more than ever. My feminine alter ego seemed to flourish and delight when I spent time with him in chat. Wearing a little more risque under things and even daring to go shopping for my "Girlfriend" at the local stores was just part of becoming who I desired to become. I had gotten pretty good at hiding the tiny boy parts I possessed. Having a mom that liked spending more time with her friends than caring where I went was getting better all the time. Her son Daniel wanted to be her daughter Dana, and she didn't seem to even notice. I love the name and the hot sexy shorts named the same. One of my favorite outfits to wear when I knew I had plenty of personal time was a terribly cut up pair of tiny jean shorts and a cute tee shirt. My little feminine body looks so cute, as the cheeks hang out both sides.
Mom always seemed to have some snide ass remarks about the clothes I wore or that my hair that was too damn long but she never asked what I did with the sweet allowance she gave me. It was just a way to make sure I didn't have to bother her for anything. There were times I wouldn't see her for two or three days at a time other than at the front door or in the garage.
I spent my share of time too in the small workout room upstairs. Mom would buy every video that came across the TV and I had adapted to the ones for lower body and butt lifting. Amazingly enough the same cute tight little ass women wish they had, I was getting by using those videos. I had worked out to the Pilate's videos so many times I could do it in my own bedroom without the instructors. The cute little booty shorts and a girls sport top made me feel so feminine in my workouts.
I did all the cleaning and keeping up of the house so I just thought of myself as her maid or housekeeper instead of her son. There were never any close friends at school and I kept my grades well above average. After school activities never interested me other than cheer leading but I couldn't really pursue that idea. The only person I ever had anything to do with was one of the nice cheerleaders named Naomi. We had a couple of classes together and she never seemed to be critical of the "different" kid in the senior class. When she asked about what I did after school I had once told her that I did volunteer work. She had even collected clothes once that I went through and kept the cool stuff for my collection of girly stuff. One afternoon on the way home I left the rest at the community mission house. I had even modeled the cute stuff for my online lover when we met to play.
Back to my "Mr. Perfect" online lover for a minute. Before our role-plays -and there were plenty- I would show off outfits for him through my webcam. I always had some type of disguise, because the thought of some nutcase showing up at my door was a huge fear of mine. The compliments from him were sweet and nice as we continued to play. I was always some type of sweet unassuming young sissy for him before it turned into a kinky sex scene that seemed right out of a hardcore porno. I really enjoyed thinking that I could please a man like him even if it was online. He never pressured me like some would into trying to meet me in person. Our online relationship became the highlight of my day and we had lately met as many as five times a week to play and chat. I shared everything with him from school to what I was wearing each day. He by far was the closest friend I had and definitely knew more about me than anyone else. From what I knew he had a very good job that paid nicely and lived alone. I never cared to see the faces of people I played with but I did like how nicely equipped he was where it mattered.
Since the school year was just two weeks from being over I needed to go visit the school I was going to attend next year to ready things for the fall semester. Mom had one of her out of town trips planned so she just dished out the Visa card and apologized for not being able to go along on a college visit. Telling me to her know how I liked the school and what my plans were going to be.
The closest family I had since mom tossed dad's ass out was her brother that lived at the beach and close to where I would be attending school next year. He would visit when he was in town and we would have dinner together when he had time enough to stay over. Uncle Lee was the only link to anything family that I had over the last five or six years. I didn't understand how he had gone without a wife and house full of kids. Mom said it was because he spent so much time working that he didn't have time. But as good looking as Uncle Lee is how does he reaming single though. He tried to get me to come down to the coast and spend time with him in the summer, but I just never seemed to make time to go. I always kept an eye on the mail or a delivery for my birthday because he would surely send something nice or cool. Uncle Lee owned his own business and had bailed my mom's ass out of money trouble a couple of times when her alimony or support didn't come through.
Early on Thursday morning I had my stuffed packed and was letting my online lover know that I was heading out of town for a few days. I didn't know if we would get to play but I assured him I would be back late Saturday. On the way to the coast I received a call from Uncle Lee, because mom had let him know what I was doing. We talked for a while and he asked me if I had made reservations anywhere for the weekend. He insisted that I come on down to his place after I checked in at CCU. Unsure how this might cramp any plans I had of doing some sissy shopping at Myrtle Beach I agreed. Uncle Lee gave me his address and directions so I knew he had moved since the last time I visited.
My mouth fell open as I pulled into the half circle driveway to Uncle Lee's new residence. "Damn business must be good!" I thought when I saw how nice the new beachfront house was that he called home. Uncle Lee met me outside the front door as I pulled in and opened the door to my car.
"If you spend much time here we are going to have to get you into some sort of convertible Dana" he said greeting me. He had called me Dani since I was in elementary school. (I adapted the spelling to suit me)
"Yea well a convertible didn't seem to be in mom's budget when she bought me this car but I like it enough. She spends too much of her money emptying the racks at the mall to worry about what I drive" I reply smiling sarcastically.
"Well you certainly did get your dad's quick wits and tongue that is for sure Dani. But I am glad to see that you got your looks from our side of the family, me not included though. I am so glad you decided to hangout here for a few days. I will be in and out so you will have plenty of time to do whatever you like" Uncle Lee said.
We retrieved my bags from the car and I do not travel light like alot of people but I was the only one who needed to see in a couple of those bags. Uncle Lee had a few years ago bought a house on one of the golf courses but the new place was immaculate. Marble floors, every wall decorated a kitchen to die for, and when you walked out on the patio deck the waves seem to be coming right at you.
"I guess life has been very good to you Uncle Lee! I know this place was many times what the golf house cost you and our house together" I told him.
"Well when I got down here I made some really good real estate buys. They multiplied their money many times over. I now have three small strip malls that allowed me to buy this place. I now own some rental units that puts money in my wallet. Yes I have to say I have been very fortunate in being in the right place at the right time Dani. So tell me are you planning on going to school down here next year. I have a place near the school right now that doesn't have anyone staying there. It could save you tons of money on rent and I wouldn't even tell your mom that I was letting you stay there for free." he said making me an offer that I had no chance of turning down.
I had worn a pair of Soffe shorts on my drive down but they were not nearly as short as what I would wear around the house at home. My hair was under my Carolina ball cap and a light blue tee shirt was modest enough even for me I thought. I did manage to hide a pair of cute panties under the shorts. As Uncle Lee showed me more of his house we made our way upstairs. The top floor had three bedrooms and a large room where I saw a treadmill, large flat-screen TV, some small weights and other stuff. The master bedroom was like a small apartment itself and the bathroom was like a spa. Huge mirrored walls and a very large porcelain tub. I wanted to jump right into the tub for a bubble bath. We walked down the hallway and into the bedroom where Uncle Lee said I would be staying and it was really cool too. Smaller but still nicely furnished and it had its own bathroom also. I opened the closet and there were tons of ladies clothes, from lingerie to dresses to lacy underwear on hangers and the floor was covered in shoe boxes. All of the clothes still had the tags on them from the stores hanging on them.
Uncle Lee said those were from a previous girlfriend that had lives with him awhile and he made her leave it since they were breaking up. "I was stupid enough to have one of my stores gather this stuff up for her and bring it over as a gift the day she told me she was leaving. And I haven't taken the time to gather it all up to take back and I am sure it is probably stuff they don't even sell now! She used this room as hers and left in an hour after she told me the news." he said. I thumbed through them and was sure there must have been several hundred dollars worth of clothes in that closet.
"But that's another day and I am over her now, so no need to go back there." Uncle Lee said seeming kind of hurt by the idea. "You can push all that stuff aside and use this closet Dani. I hope you like this room to use while you're here" he added. We headed downstairs and had something to drink in the kitchen.
"Come here I want to show you one more thing Dani in the garage. When I moved down here I met a couple who were moving out west and wanted to sell their cars instead of taking them. The price for both of them was too much to pass up so I took out a loan and got them." Uncle Lee told me pointing to something. I looked and saw two convertible BMWs in the garage. The larger black one was the high dollar one he told me, saying he paid a high price for it. Right beside the black one was a cool bright candy apple red one. Looking down I saws that the lady who owned it had bright pink pin stripe added down the side. "You can live with that can't you?" Uncle Lee asked as he saw me run my fingers down the side.
"Sure why not, I can handle that to drive a car this cool. Mom would crap in her skirt if she saw these. She whines every time she sees one on TV or on the road Uncle Lee" I told him. I walked down and looked inside since the top was down on both cars. Grabbing my hand Uncle Lee handed a set of keys to the red one and told me when I went out the next time to take it for a spin. "What if something happens to it Uncle Lee I would die because I could never pay you to get it fixed" I say.
"I am not worried about you wrecking it Dani, just be careful I have it insured against stuff like that. So whenever you want to take it around the beach this weekend." he tells me. I gave him a hug and told him thank you. It was the coolest car I had ever been in when I sat in the driver's seat in the garage. I got out smiling like a kid in a candy store and we went back inside the house. Uncle Lee ordered Chinese take out from some place he knew and we had dinner on the patio.
"Dani I know you and your mom don't see eye to eye on alot of things and I am not going to lecture you about any of that stuff while you are here with me. She is totally old school and has her way of doing and viewing things unlike alot of people these days. Have a good time while you are here because I have my work to keep me busy. And I am not usually the best company either since my phone rings all day with business problems. Your mom just really wants to make sure you don't turn out like your dad. He was a loser, yet he had a golden tongue when it came to making a dollar. Have fun but get you education and your life will be just fine Dani. I have always known you were a little different, yet I liked it and this is a great place to be whoever you want to be Dani" Uncle Lee had me listening very intently.
"Thank you Uncle Lee I will try to remember what you said and thanks for the encouragement. I will be me and I just hope you like it and maybe mom will come around too.
His company was so different than at home where I had most of my meals alone. The rest of the evening was pretty cool as we watched American Idol on his big ass flat screen TV. We both decided to hit the sack about 1130 and I thanked him for everything.
I headed up the stairs and to my bedroom for the night. I just then realized that Uncle Lee had taken my bags to my room for me but I wasn't sure exactly when he did it. I opened my laptop on the bed and accessed his wireless internet to check my emails and messages. There was one from my lover online wanting to know how today went on my trip. I accessed it to see he wasn't available but left a message to let him know it already was better than I could have possibly hoped for in a dream. I closed the laptop and washed up in the bathroom as I finished unpacking my stuff. The things hanging in the closet had been on my mind most of the evening. I thumbed through them to see what was there and I was giddy as a little girl looking how nice and even sexy some of the stuff actually was.
I slept really well that night in Uncle Lee's place anticipating my first ride around the beach the next day.
The next morning came with a huge smile on my face and I could not get ready fast enough. Stumbling around my room I had no idea what to wear or what not to wear. I put on a pair of my white shorts, flip flops and a cool tee shirt, knowing I needed a hat of some sort if I was going to drive the convertible BMW. When I got downstairs there was a note from Uncle Lee. "Have a great day and here are the keys to your ride for the day. I also left you a something to go shopping with if you want too. Call me around lunch time and maybe we can get together. The GPS in the car will guide you to where you want to go with your gift since I am sure you don't know" the note said. Beside the note were the keys to the car and a $300 gift card to some store I had never heard of before.
"Wow I could get used to this kind of treatment" I yelled out loud. Grabbing a bottle of water from the fridge I headed to the garage. Got in my dream ride and left the house to cruise. My cell phone rang and it was Uncle Lee on the caller ID. He said "Hello sleepy head are you up yet?"
"As a matter of fact I just left the house and turned on the GPS. I see the location and Thank you for the nice gift Uncle Lee. You are way too nice to me, you know that don't you. Maybe I can cook you dinner tonight for being so nice." I say as I am driving along.
"Well that store has all sorts of stuff and I am aware that you dress a little differently so you buy whatever you want. Don't worry about your mom. You are the only one you have to answer to and you are about to be an adult living away from home on your own, OK? It looks like right now I am not going to make lunch like I thought so have a good day. Oh and ask for Monica when you get to the store" he said.
I thanked him again and said goodbye. The shopping center was a new one and really modern looking with lots of stores. Pulling up I realized it was a clothing store for my generation and saw alot of CCU tee shirts from the people inside. Looking around I wanted to go over to the girl's side but I had to work up the nerve to do so. While I looked through some of the racks a really cute blonde came over to where I was standing. She introduced herself as Monica to me and I was in awe of just how pretty she looked. We shook hands and she said that I must be the one Mr. Lee had told her about.
I blushed terribly and told her yes that her Mr. Lee was my uncle. She was very nice and said that she was the manager and my uncle had hired her right out of college. "You're Uncle is very demanding but he takes care of the good employees around here. I love working for him and he has taught me alot since I took this job. He has spoke very highly of you and that's why I came over to speak to you Dani. So what are you looking for in clothes today?" she said.
I explained that Uncle Lee had given me a gift card and I was told to ask for you actually. "Your store has name brand stuff and I guess I can get some really cool things but I just need to look around." I told her.
"Dani we have tons of clothes in the back that isn't supposed to hit the floor until next week if you want to come back and look around. You can browse through it and get a look at the new stuff before anyone else. I can tell that you like cool stuff and Dani I understand that maybe you are more into something different than what you are going to find over here in this department. I totally understand and want you to get whatever you want to wear. Follow me to the backroom I have some time to help you find some things" Monica told me.
I really did know what she had in mind for me to wear since my "Dana wear" was confined to stuff I wore just around when nobody else was looking. "Does it seem hard for you to go over and look at the stuff you really want to wear Dani? You really weren't interested in what was on the racks in the guys department were you. I don't blame you at all, I can see you wearing something like this a lot faster." Monica said. She had in her hand a really cute red girl's polo shirt and grabbed shorts to match. Next I saw some very slim girl's leggings jeans that seemed really cool and she said those could go with any of these tops, pointing at a rack of cool sleeveless tops.
I smiled at her choices as she turned back around with five or six hangers in her hands. "Did you just read my mind or something because I am so puzzled by your choices of clothes for me to wear Monica. All of this stuff is so cool but I have never worn anything like that in public. None of them seem too totally feminine but cool as hell in my opinion. How much did my uncle tell you about me?" I asked her.
"Well he just said that maybe you didn't like traditional clothes or looks and wanted me to help you pick out some stuff. If you are offended or bothered by this I will let you decide for yourself what you like. I just thought I would offer you some alternatives" Monica replied.
We chatted for a few more minutes and picked out several things once we decided what fit and what I could handle wearing out in public. She was a really sweet person that knew clothes and gave me great advice. Before lunch I had a whole new wardrobe for spring and summer too. When I looked at the pile of stuff I had looked at Monica and told her we were going to have to decide what to put back because I knew the $300 card wasn't going to cover all of it and I didn't have very much extra for something like this. She informed me that my discount would cut it in half and wanted to see how much it all would add up too. Monica came back over to where I was standing and asked me if I had fifteen bucks with a big grin on her face. I handed her a twenty and agreed that I had stolen the farm with all the stuff I had bagged.
She brought me back my change from the twenty and said, "So what are we going to do about getting your hair up to date Dani? You have plenty enough there to work with and I have a friend that works in the mall salon. If you are going to wear the clothes I picked out I would love to see you liven up your wig a little."
"Having never been in a salon before I would need your help there too Monica. I had no idea today was going to be so much fun" I added.
Monica looked down through the stuff I bought and handed me a pair of fuchsia Capri drawstring pants and a long white tee shirt top. "Go into the dressing room and put this on Dani, you will look great in this outfit. She grabbed a pair of cute looking fuchsia two inch heels from a rack behind me. Here you go honey!" Monica instructed me. I glanced back and said "Honey?" with a funny look on my face.
"Get used to it, because when we are done that will be your name for good" She said grinning really big. So I went into the dressing room to change and loved the look of what she picked out. Monica came into the dressing room to tell me we were to meet her friend at the salon, but it was going to be after three before she could see us. She suggested we grab something to eat at a drive thru before we go do some more shopping.
"Where the hell did you get this car Dani?" she asked when I tossed my bags inside the hot convertible.
"Uncle Lee is letting me drive it around as long as I am down here to visit him. He handed me the keys last night before dinner Monica and I didn't turn him down either" I told her.
I had never been questioned about my femininity as much as Monica inquired as we drove around. Mom surely would have never asked those questions and would have died when I gave her a true answer. I let her know the clothes were one thing but my sexuality was something totally different. I was very nervous throughout our discussions but she assured me that there was not one thing wrong with having feelings like mine. If I felt more comfortable and happy being Dana than Daniel, then that is what I needed to pursue and screw anyone who didn't like the idea.
As we were driving along the strip she motioned really quickly for me to turn into the parking lot at a store I had never noticed. The name on the front of the place was "Lacy Leather". I grinned really big and asked her what the hell the place was, but she just told me to let's go look and got out of the car. The place wasn't very big in comparison to the store she worked in but it was full of racks of stuff. I began looking around and almost the whole store was very provocative little female outfits. The name fit it well since everything was either leather or lace. Monica called me over to where she was and showed me around. The lady running the store gave me a puzzled look but I just remembered what lecture Monica and Uncle Lee had given me earlier. Pink lace, white lace, red lace and every color under the rainbow was available. She held up a really short black leather mini skirt and smiled at me. "Give me a week and I will have you in one of these maybe even shorter Dana!" she said laughing. I looked back at it and wishing I could get it right then.
I saw Monica walk to the counter and come back and she handed me a pair of purple and pink lace panties and said "Go put these on Dana and I don't want to hear a word from you either. I know they are your size so just leave whatever you have on now in the trash back there." Turning and walking away after saying that I knew she was serious and I wasn't going to turn down free undies. I heard her call my name so I answered and she opened the door and told me to lift my top. She pulled a tape around my back to measure my chest. She muttered 32B and walked back out.
It only took a couple of minutes before I was back out looking around again. Monica was looking at some small leather purses and handed me a couple to see how they looked as I held them. She settled on a small black leather purse with a long skinny strap. We arrived at the checkout and I saw some more panties, two cute bras, along with the purse. She swiped a credit card before I could even hear the amount and we left. She handed me the bag as we left and said "Happy Birthday Dana, from me to the new you! How do you like the panties honey?"
"I love them and thank you for the gifts Monica" I said and smiled. "You have made this day so awesome already, I don't know how I will ever thank you" I added. I leaned over to kiss her cheek and she turned to face me kissing me squarely on the lips. I laughed out loud in the car and relished that kiss since she had been so sweet and helpful to me today. Letting the top down we hit the strip again to cruise. She was putting my cell phone and the gift card Uncle Lee had given me into my new purse. Pulling a small bottle of perfume from her purse she spritzed it around my chest a couple of times. I loved the smell of it and tossed that hat off that I had been wearing all day to the back seat. Tossing my hair up I let the wind take it up as we drove around. Coming up to a traffic light I noticed her sit up in the seat and when I stopped the car she reached over to take out my stud earrings and placed two cute pearl and silver dangling earrings in my ears.
"Turn at this next light to the right Dani, we need to do something before we go to the mall" she said. It was the parking lot of a beauty salon, a really cool looking place too. We hopped out of the car and I had to step it up to keep up with Monica. When we entered she asked if someone was in and we headed to the back of the salon. There were ten or twelve chairs in the salon and all of them were filled with ladies having their hair cut or styled. Monica opened a door and we went inside the room. She told me to have a seat in the chair and relax. Not that I had much choice in the matter I sat down and heard Monica coming back and another voice. I looked up and a very pretty brunette lady was standing with Monica and discussing my face. I smiled and the brunette quickly laid the chair back as she opened a huge roll around carousel.
"Close your eyes sweetie this won't take very long at all" she instructed me. I felt a brush applying something to my eyelids and then she began working on my cheekbones. After telling me to open my eyes I could see a mascara brush in her hand as she gave a minute or two on each eye. She grabbed else something from the tray and turned it on. It sounded like a small razor and I felt my eyebrows being trimmed. "There you go Monica I have to get back to my chair before that lady gets all pissed with me. Add a little lip gloss or lipstick and you two can hit the road" she said as she got up.
"Thank you Lacy I will get you back on your next visit to the store" Monica said as the lady left the room.
"Pucker those cute lips up for me honey" Monica told me as she covered my lips in some sweet lip gloss. We grabbed our purses and headed back to the car before I could even get a chance to look at my face. I closed the door to the Mercedes and flipped down the driver's mirror.
"Wow, I love it, I really love it!" I cried out. I looked over at Monica beside me for her approval.
"To think how far we have come in the little time we have had is amazing. You are really pretty Dana and I mean it. I told her not to go over the top and she did a great job with your makeup." Monica said with a really big grin on her face.
I started the car and headed out as she told me how to get back to the mall area. "What in the hell would I tell Uncle Lee right now if he saw me in this outfit. I don't know how open minded he would really be if he saw what I look like Monica!" I blurted out.
"I somehow think you are going to be fine and he will like that you found something that fits your personality Dana. Let's head to the mall and walk around some before your hair appointment." she said.
My phone rang and I saw it was Uncle Lee again calling. I showed the caller ID to Monica I answered. "Hello to my favorite uncle in the whole world! How are you doing?"
"Maybe not quite as well as you but I am doing OK Dani. Did you have a good time shopping and how did you like Monica?" Uncle Lee asked. Monica could hear our conversation so I looked at her grinning really big. I shrugged my shoulders, not sure exactly what to tell him or how much to say.
"We are having a great time and I thank you for Monica, she is great. We are on our way to the mall right now to meet a friend of hers. She has an idea that I need a new hairdo but she actually has me kind of scared if you want to know the truth. Hell before long she is going to want to change my name too" I tell him laughing.
She yelled into the phone as we were driving along, "The new name is Dana and she looks hot too!"
"Oh well I guess you two have been busy huh? Be careful and I can't wait to see you two when ya'll finish shopping and playing. Be careful and call me later if you need anything honey. I have to go a client is coming in now. Bye Bye!" Uncle Lee said and hung up the phone.
"Did you hear what he called me? Oh hell!" I burst out in laughter. Monica told me that Uncle Lee may think of me as his niece anyhow instead of his nephew. I guessed he really meant what he said while we were having dinner. We continued on to the mall talking about what just happened. It was only two thirty so we had another hour before we were to meet Monica's friend at the salon. I don't think I paid as much attention to the looks people gave me as Monica did walking in the mall.
"If you changed your walk a little in those small heels, that pretty little ass would get a few more looks Dana! You have the ass honey, so you just need to shake it." Monica laughed. "Put one foot in front of the other and stand taller instead of leaning forward when you walk" she instructed.
I tried her idea and smiled as we kept shopping. The feeling of Monica's friendship was cool, like nothing I hadn't known until now. I asked her advice about different things in the stores we visited and she really knew her clothes. I picked up a red mini dress and a cute sleep outfit on her guidance. She grabbed a plaid skirt and some thigh high hose from the shelf in one store and asked me what I thought about it. Telling her I really didn't think I was ready was that right yet, she giggled and bought it anyway? Walking out of the store I could just shake my head. "I wish I had half the nerves you think I do Monica" I told her.
The salon was really cool and tailored to teens and young adults. Shuffling the pages in some hairstyle magazines we finally agreed on one and she mentioned that I ought to ponder a color change too. My hair color was somewhere dirt and dark dirt but I had never thought about changing. Monica's friend came out to meet us and she was really cute like my new friend. She introduced herself as Dee and we shook hands. We showed her the style I wanted and she liked it but suggested some additions that would work with it too. When the haircut was done and the chair turned I was in shock and loved my new look. Unsure about changing the color the girl showed us some swatches and I liked the idea of blonde highlights.
We had a really good time talking as she worked out my new hairdo. Given it was a slow process; she invited me back for touchups whenever I needed them and put me up to look in her big mirror. My smile was small in comparison to the other two standing behind me. My mouth fell open and a tear welled up in my eyes when I saw myself. They both put their hands on my shoulders and said that they thought I looked great only because they had such a good material to work with today.
"The first guy who asks for your phone number I want to hear about it Dana!" Dee said. My hair looked a whole lot more blonde than it did my old dirty color. I reached around flipping it with my fingers and laughed knowing today was "Dana's Day!"
Monica commented that she thought my nails looked cool, so I just needed to add some polish. Riding along in the convertible we had a few whistles and cat calls that caused us to laugh. Since most of the work was done for today I suggested we head over to the beach house. Monica got into her car and said she would be over shortly and we could cook some dinner together. I got to the house and headed inside with my bags and new look. I moved everything of Uncle Lee's old girlfriend to the side to make room for my new stuff. I couldn't help but look at some of those things and loved them. If things played out right maybe I could try on some of them later tonight.
I still had on the Capri pants and and tee shirt from earlier and wondered if I should change into something differen. Uncle Lee was going to be home later and I knew that was going to be one sticky situaton for me and him. I heard the doorbell ring so I ran down to open it guessing it was Monica. She had a bag in her hand that I was not supposed to open later that night. We gave each other a hug and a kiss on the cheek as she came inside. I told her my dilemna and she said it was no problem. We headed upstairs to see what I had to choose from.
She thumbed through the closet and even went over to the other side and grabbed a cool looking short baby blue skirt and a white sleeveless top. "That stuff was bought for Uncle Lee's old girlfriend Monica. I don't know if I should bother it or not" I told her.
"Honey this stuff is your size do you really think he is going to care if you wear it or not. Put this on and let's find something for dinner I am starving" she said wand walked out of the room for me to change.
I finished dressing and looked in the bathroom mirror. Combed through my new hairdo and admired how far I had come in just one day. I walked down to the kitchen where Monica was just walking back in from her car with a bag that had two bottles of wine. She complimented me on how cute I looked and saying that my Uncle Lee was going to love the new look.
"I sure hope so, I am really nervous right now to see what he is going to say. Something to eat sounds good before
I have to face him because I am going to need all my strength" I told Monica. We looked around and decided Uncle Lee didn't cook very much since the fridge was very bare. The nearby pizza place was one of her favorites so we called and ordered that for dinner.
One piece of pizza was all I could handle, so Monica pulled one of the bottles of wine from the fridge. We sat out on the patio facing the beach with a bucket of ice and two glasses. I told Monica I wanted to go a tanning bed to get some sun on my body before going out on the beach. The shopping center where she worked had a tanning salon so she dailed a number on her cell phone to get me an appointment. The next two hours we spent talking with me spilling everything she wanted to know about me and where I saw myself a year, then two years from now. My new nickname was "Virgin Dana" she blurted out laughing at me as we drank. Then she just smiled and asked me how long I planned on keeping that title. "Well I guess that depends on how good of a job you do and if I get the chance to change that title!" I say toasting with my wine glass. I told Monica of my online exploits, how I had hidden the real me for so long and my desire to be as feminine as possible. "There are too many indicators for me to ignore them any longer. I have always felt a desire to be touched by men. My body other than one small exception and I don't say "Small" lightly. The lack of facial hair, a girlish voice along with a body a third the size it should be only lead me to where I am now. My mom thnks I am nuts and all I want to do is get out of that shit of a house I live in now. Sorry for dumping all of this on you Monica but I have had more fun today than I ever have in my life." I say. My eyes teared up and more were on the way. "Well I just think you need to go out and have some fun Dana. You are a very pretty person, so there is no reason why you shouldn't be happy. Don't worry so much about getting a man until you are ready for one. Get up and let's go fix that pretty litle face of yours. I know of just the place to liven you up a little." Monica said. She led me back into the house to get ready and go someplace of which I had no idea. Monica said for me to grab my purse since we needed to go to her apartment. We arrived at her place and went inside to get ready. She told me that we were going to a place that her and some friends usually went to when the tourists didn't invade the beach. She pulled a black sleeveless mini dress from her closet and heels, pointing me to the bathroom to change.
"I almost forgot something Dana as the bathroom door opened. Wow small is right, but in your case that is great Honey!" she said because I was exposed to her with the exception of my panties. For the first time in my life I was going out in a bra. Monica fastened it and suddenly appeared a pair of breast forms. Instructing me on how to attache them and then moving my bra into place. The tape used to hold them let me know when they moved. We both smiled and gave each other a kiss.
The dress wasn't very tight and it went down to about the middle of my thighs. She yelled for me to wait on the shoes as she tossed me a pair of hot black hose around the door. When I finished and left the bathroom, I saw her in a really hot mini skirt and strapless top. She wanted to touch up my makeup then handed me a tube of some dark lipstick. "Tonight is your maiden voyage little lady so make sure you are on your best girlish behavior legs together, chin up and hips wiggling honey!" Monica advised. She pulled out her cell phone and had me pose in front of the fireplace for some pictures.
"Please forward those to me sweetie. I want to have something to remember this night" I asked.
We hit the road and I was shaking like I was about to go on trial for murder. The place she picked for my coming out was really cool. They had a quiet crowd and you could sit and chat without having to yell across the table. The appetizers were really good and I ordered a virgin Daiquiri so I wouldn't have to give up my ID card to the waitress. Two girls who knew Monica came in and grabbed a table not far from us. I nodded at her when I saw the two of the share a kiss on the lips.
"Honey don't get your panties in a bunch because they have been together since we were all in college. Don't be so shy to accept other ideas especially since you are wanting to find someone to take that little body of yours. You are by the way doing a really good job too." Monica said. I smiled and sipped my drink when the waitress came by our table. Monica stopped her and ordered a bottle of wine with two glasses. I almost jumped out of my dress but the girl did not ask to check my age. I grabbed her hand under the table and asked her how she pulled that one off. She just smiled and told me the girl had slipped her phone number in some napkins 20 minutes ago. "And I guess she must think that you might call her?" I asked. "Well you haven't asked me Dana but you must know now that I am into girls. She has seen me in here before with other girls and she has just put two and two together. The good news is that she thinks me and you are an item honey. But sorry you are just not type" Monica told me and grinned real big. After that we drank to a toast she gave and enjoyed the rest of our evening. A couple of times we had guys wanting to hit on us and after giving up a phone number to one guy she suggested we head home. I asked Monica to spend the night at Uncle Lee's place with me, thinking I might need her encouragement. She agreed saying she didn't have to be into work on Saturday until twelve for a meeting. My cell phone buzzed before we got to the house with a text message from Uncle Lee. It read "Can't get out of Charleston til tomorrow morning..see ya then". I told Monica we would have the house to ourselves since he wouldn't be home til Saturday. We went through the closet and both found something to wear to bed and she gave me a kiss on the cheek. "Hey I never opened the gift you brought earlier" I said as we headed to different bedrooms.
"You open it when you get into bed and let me know what you think tomorrow morning honey" Monica said laughing. I sat on the bed to open my gift and it was a dildo that had a remote to control the speed. The base of if had a suction cup to mount it to any flat surface. There was a small bottle of lube inside also along with a note. "Virgin training kit, use when needed. Monica. Rolling the sheets back and getting on my belly I used a little of the lube on my backside. I inserted the toy into my boy pussy and used the remote control. After two days of not playing with my online lover I achieved a much needed orgasm. Rolling out of bed so I could cleanup, I thought about my laptop. I logged on to my account to see if I had any messages. A few were left wanting to know how my trip was going. I quickly snapped a few pics of the clothes in the closet with my cell and posted them to a message for my lover. "Having the most fun in my whole life these past couple of days. New friend here that is helping me discover myself. By the way I am pretty sure she is gat too, so no worries there. New hair, new clothes, new friend and getting to drive a really hot car. Not sure how long I may be here but will look for you as soon as I get time, Love ya!"
My head was really rocking from the wine we had the night before when I awoke. I slid out of bed and freshened up in the bathroom. Mornings were cool now just deciding what to wear for the day. The coolest thing right now is putting on my bra and presenting a new set of -not matter they are fake- teenage tits. Grabbing a denim pleated mini skirt and a white tee shirt top, I slipped my toes into some black heeled clogs. The smell of coffee coming from the kitchen was very welcomed as I saw Monica looking like she had been to the gym already.
I grabbed a cup and asked her what she had been up to this morning. Monica let me know that she had already had her run on the beach and an hour of yoga. Wishing I had that kind of motivation in the morning but just settling for a cup of coffee at the moment. I asked her what was on the agenda for the day was my first mistake, because from the obvious she also had time to plan my day. "You are going to the tanning bed at 9:15, by 10:30 you will visit Lacy at the boutique for a makeup lesson, at 12:30 a friend of mine is going to make you an ID with your new name. How does all of that sound to you Dana?"Monica asked. I told her that it sounded great and I wish I had met her sooner. We had our coffee and spent a few minutes discussing some other ideas for the weekend. Breakfast was a bagel and orange juice in my room while she helped me with my makeup and hair. It looked really cute tied up with a small white ribbon and a little hanging down the side of my face. As we headed downstairs the doorbell rang and I went to the door. When I opened it there was a very hot looking 30ish aged guy with an envelope. He had on a tie and jacket so I figured he was a business friend of my Uncle. "Good morning young lady, My name is Steve and I need to leave this packet for Lee. If you could be so kind to see that he gets it today I would certainly appreaciate it." he told me. I was dumbfounded from the moment his lips started moving. If I was to be taken and sexually used I would have picked him right off the rack. His dark complexion and deep voice seemed out of a dream. His hand reached out and grabbed mine to shake it as he spoke. Then he asked me my name as we shook hands. "My name is Dana and I surely will give it to him when he gets home from Charleston. Thank you for coming by Steve" I sputtered almost laughing. Knowing I sounded like some silly pre teen girl who just met her idol face to face. I closed the door and turned towards the kitchen. Monica waked over to me laighing and asked me if I was okay.
"Did you see that guy Monica? He was hot as hell!" I say to her gasping and laughing.
"So did you meet the man of your dreams or what?" she asked me. After panting for a few seconds I told her how good looking I thought he was in that suit. She said that him and my Uncle Lee were really good friends that hang out alot together. "He is probably about to call your uncle and ask him about the cute young girl he just met as he dropped off that envelope Dana. Just so you know Steve is single and loaded too. Now whatever floats his boat I am not sure of that part. I am out of here so you have a good day and call me later Dana" Monica said and opened the door to leave. Knowing now I was going to the tanning bed I put a thong panty and a few other things in a small backpack. I muttered around a few more minutes and then grabbed my purse and went to leave. My cell phone vibrated and I knew already who it was calling. "Hey Uncle Lee and yes I am out of bed and already heading out the door. (laughing) We sure did miss you last night" I told him. "Well I should be home sometime after lunch today. So did you and Monica have a good time yesterday? I can't wait to hear all about what you two have been up to." he said. "We had a great time and I want to thank you for introducing me to Monica because she is awesome. We did some shopping and hanging out yesterday and makes me feel really good about myself Uncle Lee. I hope you like everything since I value your opinion above anyone else's, you know that" I reply. "I am sure you look great, so whatever you like is going to be just fine with me. At your age the only thing you need to worry about right now is having as much fun as possible. You will be out of school shortly and beginning the rest of your life" He said making me feel a little better about seeing him later.
I told him I had some things I wanted to do early and then I was going by the college to look around. The school offered tours on the weekends for prospective students and I needed to find out when that was offered. "Tonight I want to take you and Monica out to dinner at the Japanese restaurant. So don't eat much today and I will make the reservations on my way back to town. By the way did a friend of mine come by before you left the house?" He said. "Dinner sounds great because I love Japanese cooking and yes he came by and dropped off something for me to give to you. He came about 45 minutes ago before I left the house Uncle Lee" I told him. "Alright I will see you this afternoon sweetie. Bye Bye!" and he ended the call.
TO BE CONTINUED... SEND ALL COMMENTS TO daisyboi_sissy@yahoo.com