Archive for January 2014

My Grandma part 2   3 comments

Continuation of my Grandma read this first

My Grandma part 2

By Elizabeth James

Well as I sat there waiting for mom my Grandma could tell I was nervous and told me not to worry. Mom loves me no matter what just like she does which did make me feel a little better. Well it was about 5 pm when mom got home and I was so scared I could hardly move as I waited. Grandma met her at the door and they talked for a minute as I stood in the kitchen listening. I was a little shocked to learn my mom had also known for several months I guess my Grandma had told her. Finally my mom called out to me, Jennifer come in here and let me see my daughter. It took every bit of concentration to get my feet to move but I did and I slowly walked into the front room and stopped. My mom walked over to me and looked me over as I waited. Finally she spoke, my what a beautiful daughter I have and she gave me a bug. I hugged her so hard back as I was so relieved but also I was afraid to let go.

Mom walked me over and we sat on the couch and she smiled at me, first let me tell you she said, I love you no matter what, I just want you to be happy that being said I am a little sad you felt you had to hide this from me but that is behind us now. She smiled again I am happy to have a daughter as I always wanted a girl also and if you want to be my daughter instead of my son or if you just want to be my daughter for a little while that is okay, I would even be okay with you being both from time to time as long as you are happy, do you understand. I nodded my head yes. Now for our trip and need an honest answer from you and I will be okay either way, do you want to go as Jennifer or David. I thought for a moment to make it look as though I was having trouble making up my mind which was not the case as the thought of being Jennifer for a full week was just too much for me. I finally spoke up and said Jennifer.

I could see the smile on my mom’s face as she gave me a hug, I am glad dear as I have had a son for 18 years it will be nice to have a daughter for a little while. With that mom told me to go and touch up my makeup and grab my purse as she was taking us out for dinner. While I did this mom changed into a dress and heels and the 3 of us went out the door and walked out to her car on the street, it wasn’t till I had gotten into the car I thought about how I had just walked out like it was nothing, I looked around and saw none of my neighbors though.

We got to the restaurant which was a really nice one and we all walked in. a few of the men did turn and watch us but then my mom is a very pretty woman and even my grandma was looking hot. We all looked at the menu and I found what I wanted to eat but when the waiter came to take our order my mom ordered a chicken Caesar salad for both of us and a glass of water. After the waiter left I was going to say something when mom spoke up, Jennifer dear as my daughter there are things you will need to learn and do and I will help you. First is your diet, it is okay for boys to eat anything but not young ladies, we need to watch our weight and figures so as Jennifer you will be eating less and more vegetables and fruit and cutting out sugar and that includes soft drinks. She smiled at me I am thrilled to have a daughter but as such I am going to treat you as my daughter and I expect you to act like a proper young lady would. I know you have been having fun but there are some things you need to learn. Young ladies walk, sit, stand and move different then young men. I looked at her and said okay but before I finished she stopped me. That is yes mom, young ladies always use proper English. It will be yes or no not okay or yah. I smiled and replied yes mom.

We had a nice dinner and then went home and it was time for me to get ready for bed. Mom handed me a pink teddy to wear and told me to go and wash my face, brush my teeth and put my hair into a pony tail so off I went to the bathroom. I started to wash my face and found my new long nails got in the way, now I had noticed little things today sense I had got them but nothing to bad but now I was really noticing them same when I tried to braid my hair, I had to ask mom for help. She smiled and told me I would get use to the nails and soon I would not have any issues. I was all ready for bed and both Grandma and mom came in and kissed me good night.

Sunday morning mom woke me up at 6 am to start getting ready. After my shower mom showed me how to put curlers in my hair to bring back the style I had and then she helped me with my makeup she did my eyes with browns and some black to give me that smoky eye look not the night time dramatic look but very flattering to my face and finished it off with a matt red lipstick. I looked very pretty and somehow older. I put on the white skirt and pink top and 3″ heels and then we combed out my hair and there was that beautiful girl. She told me to take my suitcases down stairs and be careful not to break a nail while she got ready. Grandma and I waited for mom down stairs for about 20 minutes but finally she came down. Mom came over and gave me a hug and Grandma just looked at us. I was not sure why and mom smiled at her and said I know it is amazing and I figured they were talking about how I looked. Finally mom walked me over buy the mirror and we stood there. I looked in the mirror and I was in shock, I actually looked so much like my mom. Our hair was the same style and color, our makeup was done the same, we both had on a white skirt although she had her flight attendant top on and heels.

Well it was time to leave and we all grabbed our suitcases and walked them out to the car, now I will admit carrying two suitcases with long nails and walking in heels is a lot more difficult but we managed to get everything into the car, Mom drove and Grandma sat up front and I was in the back and off we went to the airport. This was all so exciting. We got to the airport and parked in the long term parking which means we had to catch a shuttle bus to the airport and again here we were 3 females with way to much luggage, we were struggling with our luggage when two young men came up, probably business men as all they had were computer bags and they helped us get our luggage on the bus.

Well we got to the airport and checked our bags and then went to the security check where we had to stand in line. Now standing here in line I got a little scared as I wasn’t sure what all they were going to search but we made it through fine and then we found a little coffee shop to have breakfast as we still had over an hour till we could board the plan. After we ate we went to our gate and sat waiting for the plane. I was talking to mom and didn’t notice another family come over and sit down, it was a husband and wife and their daughter who was probably the same age as me, well before I knew it her and I were talking, and her name was Linda. Well it turns out she was going to Hawaii with her parents for the week also and they were staying in the same hotel as we were. Meanwhile my mom and Grandma were talking with her parents.

It was time to get on the plane and mom pulled some strings as she worked for the airline and got my seat next to Linda so we had the whole flight over to talk and get to know each other. Now we were ready to take off when it finally sunk in what I was doing. There was no turning back as I had no male clothes and when we landed I would be thousands of miles from home. I was quiet for a little bit but soon I was back talking with Linda. She was also 18 and just graduated and like me this was her graduation present. By the time we landed in Hawaii were knew so much about each other and the funny thing is I really didn’t have to lie that munch. We talked about school, what we liked, what we wanted to do now that we had graduated the only hard part was when she asked me if I had a boyfriend and I simply said no I was not dating anyone at the moment which was true. It was funny how similar my life was now and before other than it seemed easier to talk with people and I felt more at ease which really made no sense as I was passing myself off as a girl. Well the flight was a little over 5 hours but finally we made it to Hawaii.

We all walked down to the baggage claim area and we started to pull our luggage off the belt as it came by. A couple times Linda’s dad helped us and then he put all our luggage on a cart and wheeled it out to the curb. He even put it in a cab for us and as we were leaving he asked if we would like to join him and his wife for dinner tonight which my mom accepted and we agreed to meet in the hotel lobby at 6.

We got checked into our room and which was nice, it had a balcony and two bedrooms so Mom and Grandma would share and I would have my own. Now Linda called our room to see what I was wearing for dinner and I wasn’t sure what to say as I had never had that happen before. Mom told me it was just that girls had a little competition when it came to dressing, you never want to be way underdressed or overdressed so mom talked to Linda’s dad about the restaurant we were going to which turned out to be a really nice one so she told Linda that all three of us would be in dresses and heels tonight and she actually sounded excited about it. So there I was at 5:30 in a pretty somewhat short black dress and my 4″ heels and my makeup looking perfect. My Grandma had on a really pretty blue dress and heels and my mom also had on a black dress but hers showed more cleavage then mine. I thought we may have over done it for dinner. Well we all went downstairs to meet up with Linda and her parents. Her dad had on just a dress shirt and a nice pair of slacks nothing special and then I saw Linda and her mom. Her mom had on this beautiful red dress just as tight and low cut as my mom’s and Linda also had a red dress very pretty but like me not as sexy, both had on high heels and makeup perfect. We all looked like we had just come from the beauty salon on our way to a Hollywood party that is except for Linda’s dad. I guess girls just put way more effort into how they look.

We had a great dinner and again mom told me I should order a salad which I did and to my amazement so did mom, Grandma, Linda and her mom only Linda’s father ordered a steak. Mom must have realized what I was thinking and whispered in my ear, sweetie woman are always worried about the figure and weight especially when they are with other woman or someplace really warm as they want to look good. We had a great dinner and really got to know each other and my mom and Linda’s mom decide we would do things together this week as her husband was actually here on a business trip so he would only be with them in the evenings. Well it was almost 9 when we left the restaurant and headed for our rooms as it had been a long day and we were all pretty tired. Linda’s mom said we should spend the day tomorrow on the beach and why don’t we meet at 10 am. My mom said that was fine but Linda whispered something to her mom and she laughed and said let’s make it 11 okay so it was all set.

As we got up to the room it finally hit me we were going to the beach. I didn’t have a swim suit to wear and it would be hard to find a girls suit that I could wear and not be exposed. I told mom this and she just smiled, don’t worry sweetie I have already taken care of that. I cleaned off my makeup and went to bed, I must have been tired as I was asleep as soon as my head hit the pillow.

Mom woke me up in the morning and had me take a shower and for the first time she actually put hair remover all over my body even though I hardly had any. Any way after my shower I could not help but notice how soft and wonderful my skin felt. Well she helped me do my makeup yes that is right we did makeup but we used makeup that was water proof so it would still look good when we got wet. I went into my mom’s room and my mom was in this really pretty and well skimpy bikini and she looked awesome. It was a red color and wow I knew she would turn a lot of heads on the beach. My grandma had on a really pretty black swimsuit. It was a one piece but it was still open in the middle and did show of some skin. I looked on the bed and there was a bikini in hot pink, I looked at mom and told her there was no way I could wear that. She just smiled and told me she had taken care of everything, then she told me to take off my robe which caught me off guard as that would mean I was naked which I had not done in front of my mom for years. Any way with a little encouragement from her I was soon naked. She pulled out this little pair of what looked like panties that was the same color as the bikini and held them up, this is a gaff Jennifer, I got 10 pairs in different colors and they are designed for men to hide what women do not have. She had me step into it and worked it up towards my waist and it was already tight. She then told me it would feel uncomfortable for a bit but I would get used to it. Then it happened something I was not ready for. Mom grabbed my private parts, she pushed my testicles up inside my abdomen and pulled my penis down between my legs and then pulled the gaff up around my waits. I actually got light headed from the feeling. It was so tight that nothing showed. Mom had me walk around for a little bit and sit down and get up to see how it fit and stayed in place and it did still nothing showed, I was amazed and she was right after a bit the pain went away although it was still not so much uncomfortable but it just felt different.

She looked at me and smiled this will work not I want you to take it off and out it back on just the way I did. I was a little confused but mom just smiled, Sweetie I can’t be doing this for you. If you go to the bathroom you will have to be able to do this yourself so I did and to my amazement it wasn’t that hard to do, after the 3 time I had it down. Now my bikini was a string bikini so mom pulled up the bottoms and then showed me how to twist the strings around the sides of the gaff to make them look like they were all the same thing and as the gaff was a thong back nothing showed and as hard as we both looked you could not tell I had anything on other than the bikini bottoms.

Now the bikini top had some padding built in but I knew it would not be enough. Mom pulled out what she called a Nu bra it was two small silicon breast enhancers. I wasn’t sure what good this would do but she said I had enough baby fat on my chest to make it work. She then put some form of adhesive on the sides of my chest and also on the enhancers and then pressed them to the outside part of my chest just past my nipples and held them for a few minutes. I looked down and really didn’t think they would help as they were too far out. Mom then told me to push the sides of my chest together which I did and she hooked a little clear piece of plastic together in the middle and then put the bikini top on me and tied it in place. When I let go my breast stayed there. I was shocked as I had not padded it out and they were as big as any girl in my class. Mom smiled at me you look great sweetie and this worked better than I thought, you are probably close to a C-cup now. I wasn’t sure what that meant but she led me over to the mirror for a look, I was speechless. I looked totally like a girl. No sign of my male part and my chest it was huge and I had incredible amount of cleavage I was also almost naked. Grandma came it at that moment and she let out a scream, my god you look like a female swimsuit model.

It was time to go and meat Linda and her mom so my mom put some things in her tote bag and Grandma and I each grabbed a towel and we were off. All three of us looked good but mom and I were hot and I could feel the people we passed starring at us. When we got downstairs we only had to wait a few minutes for them, Linda also had on a hot pink but a different cut and style but still really sexy and her mom had on a black bikini. All of us were hot and would be turning heads all day. Linda smiled at me and held out her hands, she had long acrylic nails in the same hot pink color of her suit, she told me her and her mom had gone and got pedicures and nail this morning, I looked over and her mom also had long acrylic nails in a red color. With that the 5 of us walked out of the hotel and onto the beach, yes our hotel was right on the beach.

Now the beach was crowded but we found a nice place and they even had some beach chairs which our moms and grandma used, Grandma brought a book to read. Linda and I just put out our towels and laid down. The sun felt so warm that I kept falling asleep. After a bit Linda and I went down and played in the surf for a while before coming back and lying down again, we never really went swimming as Linda didn’t want to mess up her hair or makeup and in a way I felt the same. We had lunch about 2 and then Linda and I went down to play in the water again. We were having fun when I turned around and there were two boys standing behind us and they started talking with us and soon the 4 of us were having fun. After about an hour Linda and I went back and laid out in the sun again. It was almost 5 by now and Linda’s father would be getting off work so we were deciding what to do when the two young men came over to us. They pause for a moment and then the one finally spoke up, hey Linda and Jennifer we were wondering if you would like to go to the movies tonight, I mean we could grab dinner first. There is a theater just a couple blocks away from the beach. I wasn’t sure what to do at this point but Linda did. She smiled back, that’s sounds fun but I would have to ask my mom, then she turned to her mom and said. This is Jake and Dan we met them earlier do you think we could go to the movies tonight with then? Her mom looked the two boys up and down and then said I suppose it would be alright but they will have to pick you up at the room so your father can meet them. But we will also need to check with Jennifer’s mom. I looked at her not knowing what to do or say. She also looked at them and said, I think it would be okay for the girls to double date as long as your husband approves. Now up to this point I was just thinking or it as friends hanging out together and catching a movie but my mom’s word gave it a whole new meaning. Linda smiled back at them why don’t you give us an hour in a half, than pick us up at room 2345 at 6:30 and we can catch dinner and a movie and with that they thank our moms and said they would see us soon.

Back in the room I took a quick shower and mom helped me get ready, she did my makeup giving me a more dramatic look. My eyes were done beautifully with browns for that alluring Smokey eye look and my lips were a deep red. I looked awesome and she picked out a really pretty and maybe too sexy red dress I thought but with the way she had my breast done and a pushup bra I looked incredible and of course 4″ heels. For the first time sense I had been dressing I had the feeling this was wrong, I couldn’t go out with a boy after all I was a boy and I was not attracted to boys so I tried to explain it to my mom. She just smiled and listened. Finally she broke in, there is nothing wrong with it or you and it does not matter if you are attracted or not to him. This is part of being a pretty girl, boys will want to date you and be around you. Just think of it as being out with your friends and only let him go as far as you are comfortable. I have gone out with many men and always have a good time. They wine and dine me and treat me great and pretty much the most they get is a kiss. It doesn’t mean anything now you go and have fun. With that mom and I went up to Linda’s room to wait for the boys.

Linda had on this really hot pink dress and it was probably sexier than mine and her makeup was also perfect. I looked at her dad and I could see he was not as thrilled as her mom about the whole date and the way we looked. It wasn’t long and the boys arrived, they had on nice jeans and shirt but nothing really special but when they saw us I could tell it was not friends they were thinking of. They talked with Linda’s dad for a while and promised to have us back by midnight. With that we left and walked to a little restaurant around the corner. Jake went with Linda and Dan with me and yes they held our hands as we walked. We had a nice dinner and again I ordered a salad as did Linda. From there we went over to the movie theater and watched a movie. I actually had a good time as long as I forgot about it being a date which was hard as I kept noticing Dan looking at me plus about half way through he put his arm around my shoulder.

The movie got out about 9:40 so the boys asked he we could take a walk on the beach, before I could answer Linda said that sounded like fun so again hand in hand we went down to the beach. Now this is where being a girl gets hard as I had my little purse to carry and of course you can’t walk in the sand in 4″heels so I had to take them off so I had a purse in one hand and my heels in the other which gave Dan the chance to put his arm around me and so there we were walking down the beach that way. Now the funny thing was as strange and awkward as it was to be with a boy there was a part of me that felt safe, after all a young girl out after dark by herself is not a safe thing. Any way we walked and talked and got to know them better. They were from Seattle Washington and down here vacationing like us. Well it was almost 11:45 and we were almost back to the hotel when we stopped and almost like they had rehearsed it they turned to face us and gave us each a kiss right on the mouth. I had kind of figured they would try but didn’t expect to get caught off guard. It seemed like the kiss went forever as it was in slow motion but in reality it was probably no more than a few seconds. Then we went into the hotel. Linda smiled at me and told me she needed to use the ladies room and grabbed my hand leaving the boys standing there. When we got inside I asked her if she couldn’t wait till we got up to our rooms and she let out a laugh as I turned to her I saw her face about the same time she told me to check my makeup. Both our lipstick was smeared. I couldn’t go upstairs looking like this so we both cleaned off what was left and touched up our makeup and redid our lipstick before going out to meet the boys again who walked us up to our rooms. We both thanked them for a wonderful evening and went inside. I thought about it and it was a nice night. I had a great time and it didn’t cost me anything and I bet the boys between dinner, movie, popcorn and drinks spent at least $60 each.

Mom was waiting up for me when I got home as she wanted to know how it went. We sat and talked for a while and I told her it felt awkward to have a boy looking at me that way and I wasn’t comfortable when he held my hand or put his arm around me, I stopped short and did not mention the kiss. Mom said she understood but that boys were a part of being a girl and I would have to learn to interact with them and how to deal with them. She then gave me a hug and said, I guess the kiss goodnight also made you feel uncomfortable? I looked at her how could she have known? I looked down, he caught me off guard and I didn’t know what to do and yes it bothered me, then I looked at her and asked how she knew. She just smiled, it is the payment girls give boys for the attention they give us, for the nice evening out and for them paying for everything, it really means nothing, plus your lipstick looked as good as it did when you left which means you must have redid your lipstick recently and that was the only reason I could think of you would do that to come home. Now off to bed she told me so I went upstairs and washed off my makeup, then mom helped me remove the breast enhancers which took a little work, it is amazing how well the adhesive held and then I removed the gaff which felt so good, I looked at myself in the mirror and my breast tissue was still pulled a little in so I looked like I had small breast but my tan lines I looked like I had a white bikini on. I laid down and fell right to sleep,

Tuesday morning we all got up and mom wanted to know what I wanted to do for the day, as we were talking about it Linda and her mom came to our room. They had got some information about things you could do and just a little way down the beach they were giving Hula lessons so we all decided that would be fun so we all started getting ready. Now I was able to get the gaff on and set but I was still having a little trouble with the breast enhancers so mom helped me again and soon I was standing there in my bikini looking hot. We all walked down the beach turns out a little way down the beach is about a mile. Well we all had a blast although it took me a little longer to catch on as it seemed my hips did not want to move right but the s that was giving the lessons were great and so patient and by the end I was almost as good as the rest of the girls. We finished about 2 so we stopped and had lunch on the beach and then we just found a place to lay out for a while and relax in the sun. We got back to the hotel about 5 and went up to our rooms. I was wondering what we were doing for dinner and mom shocked me, well sweetie she said you are going to dinner with Linda and her parents as you grandma and I have dates tonight. I didn’t know what to say but mom did. You had your fun last night and your Grandma and I want to go dancing tonight and two gentleman asked us to dinner and dancing. It is just like you last night nothing serious just a nice night out. I gave my mom a kiss and told her to have a great time and for some reason I threw in to watch out for that good night kiss as it can sneak up on you. We both laughed about it. I called Linda to see what she was wearing and she said a nice dress and heels so that is what I did too.

The week went by so fast and for the most part everyday was the same on the beach in our bikinis and then the evening fancy dresses and heels we even went out with Jake and Dan again and had a good time and I was more at ease. I could tell Dan would have liked more than just a good night kiss but that was all I was willing to give and he was okay with that. Linda and I became really good friends and in a way I felt guilty about not telling her the truth about me but I just couldn’t as I was sure it would ruin our friendship plus how does one bring something like that up anyway so I just did my best to tell her the truth with that one small detail left out.

On Friday all us girls went shopping in the morning, we were at the mall and mom saw a jewelry store so we went in and looked around, mom bought me a tennis bracelet, a necklace and then she picked out a nice pair of earrings and said it was time her daughter got her ears pierced. No I was actually excited about this and picked out a couple pairs of dangly earrings and a pair of hoop earrings but mom said no it would take several weeks for my ears to heal and get use to the earrings. I could get those later. I sat down and in no time I had my ears pierced.

Saturday Linda and I spent the whole day on the beach and had a great time. The week had gone by so fast, now we were not leaving ti Monday but Linda and her parents were flying out on Sunday. I was going to be sad to see them leave but Linda and I exchanged phone numbers so we could keep in touch after all she only lives about 20 miles from me.

On Sunday after Linda had left the three of us to a ride around the Island and had a great day. I wore my bikini with a skirt wrap as did my mom. It is amazing how flexible girl’s clothes are. You can change the look so easily. This being our final night here we went out to a really nice restaurant and for the first time in a week mom let me order anything so I did get a salad and then a chicken breast. The three of us sat and talked for a couple hours, and finally mom brought up the subject I didn’t want to hear, the fact we were going home tomorrow. More specifically what would happen when I got home? Now I had figured once I got home I would go back to being David and hopefully get to dress and be Jennifer a couple times a week which mom said was one option but would be the hardest as I would be switching back and forth. She asked if I would like to stay Jennifer at least for a while maybe the summer. Now this idea did appeal to me as I really did love being Jennifer and I so loved my long nails, I had gotten so use to them it would be strange without them plus I just felt more comfortable as a girl, kind of fit in better so I told Mom I wanted to be Jennifer a little longer if I could and she smiled and told me that was fine with her.

I asked her how we could do it as it was one thing to sneak out of the house a couple times but being Jennifer all the time what would the neighbors think she just smiled at me. Sweetie I have known about your dressing for a while and I have already talked with some of the neighbors. I got this scared look on my face but mom calmed me down, don’t worry she said I didn’t tell them about your dressing. I told them one of the reasons for our Hawaii trip as you were thinking of going to College hear and you had a chance for an internship this summer and that is why we were coming. I had also told them that my niece might come stay with me for the summer as she was looking at possible moving out to California if she could find a job. So it is simple as the neighbors don’t expect you to come back with me. So when they do see you they will think you are my niece Jennifer from Oregon. I looked at mom and said you don’t have a niece at which she just laughed and then I figured it out.

That night we got back to our hotel room and as I was getting ready for bed I looked at myself. I had such a deep tan accept where my bikini was I was almost white, as I stood there mom walked in and looked at me, wow dear you really do have a wonderful tan but your tan lines those will be noticeable for a long time, probably good you will be Jennifer for a while. She gave me a kiss and said you really do like being Jennifer don’t you? I looked down and said yes, I mean I just feel right, everything about being Jennifer is right except for well except for boys. I still can’t see myself with a boy I guess I will need to go back to being a boy at some point as I do want a girlfriend.

Mom sat down with me on the bed and gave me a hug, sweetie you do not have to be a boy to have a girlfriend. There are woman that are attracted to other girls and even feminine men. What is important is for you to be happy, find what you want in life and if you want to be Jennifer, if you want to be a boy who dresses as a girl, a boy who lives as a girl or even if you want to become a girl that is what is important. I gave her a big hug and told her I wanted to try to live as a girl to be Jennifer but I didn’t think I wanted to have any surgeries. Well then I guess I have a daughter now, when we get home as far as anyone knows David is living in Hawaii and going to school and my niece Jennifer is staying with me for a while.

With that I got into bed to go to sleep, I could stop thinking about what I had just decided to do, was I crazy, I was going to live as a girl for who knows how long. I finally fell asleep and I had such wonderful dreams all night. Monday morning we all got up and got ready for our trip home and my new adventure. Even Grandma was supportive of my choice and she said she looked forward to spending time with me. The flight home was a relaxing one, mom was working but Grandma and I sat together and talked. Grandma told me her and mom talked last night and when we get back I was going to stay at her place for a few days that way mom would go home by herself and then on Friday I would go over so the neighbors would think was just her niece showing up which sounded good to me as I was still a little scared about this. By the time we got home it was after 7 so we grabbed dinner and then mom took me and Grandma to her apartment so I could start my new life as Jennifer.
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My Grandma   2 comments

My Grandma

By Elisabeth James

Well I guess I should start with a little about me. My name is David Johnson and I am 18 years old and live with my mom. My mom is beautiful and works as a flight attendant for a major airline. She is 5’4″ tall and looks like a model and yes she is only 35 years old as she had me at a young age and my father I have never met as he didn’t want anything to do with us. We live in Southern California and the only other family we have close is my Grandma who is 55 and lives just a couple miles away. She retired from the city of LA after 31 years, she would have kept working but her eye sight got too bad that she doesn’t even drive any more. She lives in an assisted homes but she really loves it there. Mom and I live in an older house mom bought years ago.

Well as I said I am 18 and for a boy I am shall we say on the small side, I guess I took after my mom as I am also 5’4″ tall but weigh a little more than she does. Oh I guess there is one more thing, I like to cross-dress. I actually started playing with her makeup when I was about 10 or 11 and this confused me, not enough to talk about it as I have never told anyone. When I turned 15 for some reason one day when she was gone I snuck into her closet and tried on one of her dresses as we were the same size and for some reason I liked it, the way it felt and looked. Now being young and having these feelings is confusing as I knew I wasn’t gay as I never looked at the other boys in my class just the girls but it was more than just how pretty they were and that attraction you feel but it was also about how they looked, the clothes and makeup, I loved everything about girls. I tried to stop a few times but couldn’t and so that was my secret life. Now it was popular for boys to grow their hair out which I did and wore in a ponytail and maybe mine was a little longer than most but when I did get the chance to dress up I could make my hair look feminine. It is funny as there is a girl in my class I really like named Jill and so I try to make my hair look like hers.

Now there is good and bad things about this as there are with everything. Having this secret life I kept more to myself but this also allowed me to get really good grades. So by the time I was Senior in High school I had pretty much everything I needed for Graduation so I didn’t have to go to school on Wednesdays and Fridays were a half day for me. Now my mom had a great schedule as a flight attendant. On Monday and Tuesday she would fly from LA to Seattle and back which was about a 7 hour day, Wednesday she would fly from LA to Honolulu which was her long day about 12 hours and Thursday and Friday she would fly to San Francisco whish was only about a 5 hour day plus once or twice a month she would get a Friday flight to Japan which meant she would come back on Saturday and as I was in High school she would let me stay by myself. Wednesday became my day to dress as I was home all alone for the whole day as mom would leave the house about 7 am and not get home till around 8 at night.

Now as I said I am small for a boy and over the years I had gotten really good at makeup and dressing up and I really don’t think anyone would recognize me or for that matter be able to tell I was not actually a girl but I could never work up the courage to leave the house for fear someone would see me. Well it was just before Halloween of my Senior year when one of my mom’s best friends came over it turned out her husband had gotten transferred to Japan for a couple years, he was in the military and she asked mom if she could keep her car at our house while they were gone as she didn’t want to sell it and mom said okay. She told us we could use it if we would take care of it and run it once a week so it just didn’t sit there. I volunteered to drive it once a week for her. Now our house is an older one and both mom and I park our cars on the street in front, yes my mom got me a car for my 16th birthday. Behind our house is a little ally way and there is a drive behind with a little carport. The problem with this is you have to go out the front door and then around to the back so it was just easier and closer to park on the street in front so that is where we put her car. So I would drive her car once a week. Well it was late November on a Wednesday and I was all dressed up and looking great when the idea popped into my head to take her car for a drive.

Now as I said our house was older with a big front porch that really wasn’t visible except from the street right in front and I could go off the side of the porch and only have about 15 feet that people could see me before I went between the houses to the back and with the hedge along the side the chances of someone seeing me was very small. Now I spent a good hour working up the courage. A couple time I went out on the porch and then back inside. I just had to do this and so it was about 2:30 in the afternoon before I finally did it. I looked to see if anyone was out front and saw nothing so down the side steps to the side walk and across the front to the side. Now I was wearing a short skirt and heels so I couldn’t really move fast and once I started I never looked back as I wanted to get to the cars as fast as I could. Now the car had tinted windows so you really couldn’t get a good look inside so I felt safe plus because this was not my car no one should recognize me.

I drove around for about 45 minutes and never did work up the courage to stop any place or get out of the car. Once back home I did just the opposite. Parked the car and walked back to the front of the house and looked to see if I could see anyone and when it was clear across and up the side steps to the safety of the porch. Now I must say I do wear a lot of my mom’s clothes but I have also managed to buy some of my own and also makeup and shoes. One of the cool things with the internet is you can buy online and you can even schedule when you want them delivered so I was getting a nice little wardrobe. I so looked forward to Wednesdays there were times I might go out for a drive two or three times on a Wednesday but still could not get up the courage to get out of the car.

Now for Christmas my mom and Grandma gave me gift cards which I used online to buy several pretty dresses, heels and makeup so I was so excited so I was really looking forward to the first Wednesday in January as my mom had taken the week off work between Christmas and New Year’s which would mean I could not dress up.

Well the Wednesday finally came and mom left and I got all dressed up in this really cute white skirt and pink top and 4″heels. I grabbed my purse and out the door I went. I was getting pretty bold at this by now. Looked and it was clear so around to the car and off I went for about an hour before coming back for my lunch. It was so much fun.

Well after lunch I was ready to go for another drive so I touched up my makeup and out the door I went. I was just to the corner of the house when I realized I had left my cell phone so I turned around and went back and up on the porch. I was fumbling in my purse for my keys when I heard a vice behind me. I was scared to death as I turned around and saw my Grandma standing there. She said hi and asked what I was doing, now I know she has bad eye sight so I mustered my best female voice and squeaked out that I was here to see David, she smiled and said oh you must be one of David’s friends which I replied yes. She smiled again and said she was also here to see her grandson. I didn’t know what to do so I stood there as she knocked on the door and for a moment I was scared the door would open even though I knew no one was home. Well after few minutes she smiled at me and said looks like he is not home. I smiled and said yes looks that way still not knowing what to do. Grandma smiled at me again and said she would ell David I stopped by and asked me what my name was. I was at a loss as I had never thought about a name and before I could stop myself I said Jennifer. She smiled again and said what a pretty name for a pretty girl and with that she said we should go. I smiled and said I had parked out behind so I left my Grandma standing there and walked back around the house to the car as my Grandma walked back to the taxi.

I left and took a short drive maybe 15 minutes as I was still shaking for the encounter so I went back home. I carefully looked around before going to the porch and quickly inside. I put my purse down and there was a call from my Grandma, she still does not have a cell phone so she had to wait till she got home to call me. The message just said she had stopped by to see how I was and had wanted to know if I wanted to go to dinner with her tonight and also that a friend of mine had stopped by to see me Jennifer.

I calmed down and gave her a call as I wanted to see if she had any suspicions and she seemed like everything was okay so I agreed to have dinner with her so I quickly cleaned up and got myself back to my male looking self as I had had enough for the day. I went over and picked her up at 4 and we went to a restaurant just down the street. We had a nice dinner and Grandma never brought up earlier today till the end when she asked me I Jennifer was my girlfriend, I almost choked and said no there was another girl I liked named Jill which was true. Grandma just smiled and said to bad we would make a cute couple beside she said I think Jennifer likes you from the way she was acting. I didn’t know what to say so I just nodded. Well that night I did a lot of thinking and decided that I was all done dressing up as this was to close a call.

The thing was by Saturday I was thinking about dressing again and come the following Wednesday I couldn’t help myself and soon I found myself all dressed up again and out ten door I went for my drive. I actually went out 3 times for a drive this day and had such a good time. I actually stopped at a store and thought about going in but just couldn’t work up the courage part of it was the fact I was wearing 4″ heels and although some girls my age do wear them and go shopping it still would draw attention to myself so after sitting in the car for 30 minutes I drove back home.

It was now the end of January and it had been 4 weeks since that fateful day I had run into my Grandma and I got all dressed up in a nice black dress of my mom’s, did my hair and makeup and put my 4″ heels on and out the door for my drive. I looked really good and had a great time but still too scared to get out of the car. I got back home about 11 am and came around the corner of the house and as I did I saw the cab out front and stopped as I looked up and saw my Grandma on the front porch at the door. I was just about to turn when she saw me and said oh Hi, Jennifer isn’t it. There was nothing I could do so I said yes and walked up to the porch as I didn’t want to be standing in the front yard, I told her I just stopped by to see if David was home as I knew we would knock on the door and no one would be there and then I could leave and not look suspicious. Grandma looked at me and told me how pretty I looked and we chatted for a second while we waited. She asked me if I liked David and I thought quickly and said yes but he likes another girl named Jill. After I said this I realized this might have been a mistake as I should not give too much information.

Well grandma said looks like he is not home and I said yes it looks that way. She smiled at me and said I came over to take him to lunch and now I guess I will have to go by myself. I smiled and told her I was sure he would be sad he missed her and again thought to much keep quiet. Grandma smiled at me I know why don’t we do lunch, I so hate eating alone. I didn’t know what to say, I couldn’t go out to lunch with my Grandma and as I was thinking of an excuse she took my arm and we started towards the street where the cab was waiting for her. I told her I wasn’t sure I should leave my car out back but she just said it would be fine and by now we were out at the street. I was about to say no when I saw one of the neighbors doors open so I got in the cab quickly to hide and now there was nothing I could do. We were off to lunch. The cab driver really paid no attention to me but I was so scared.

We got to the restaurant and Grandma told the cab drive to be back in an hour and a half. Now I had to get up the courage to get out and I knew there was no choice as if I didn’t it would look strange and Grandma might figure it out so there I stood on the street with her and in we walked. Now as scared as I was I also found it exciting and such an incredible feeling. We were shown to our table and sat down. Now I had to think about what to eat as I wanted to do my best to act like a proper young lady so I chose a house salad. Now Grandma started off with small talk mostly she talked about her grandson David which was me if she only knew. This made it easier but after about 30 minutes she got around to asking me questions, how well did I know David did we have many of the same classes. Now as strange as this was it was actually easy to answer the questions as I knew everything about David and the school and his friends. Now I was so focused on Grandma that I had forgot about being out in public and actually had a great time. We finished lunch and Grandma paid and we went out and waited for the cab which showed up right on time. She had the cab drive down the ally way and stopped in front of the car in the car port so I didn’t have to walk around the house which was nice in some ways but it also meant I had to get in the car and drive away. With the hour I was gone before I ran into Grandma, the two hours we were gone over lunch and now this it would be the longest I had been out.

Grandma smiled at me and said, I had a great time Jennifer, it was nice to get to know you. I smiled back as it really had been an incredible day so far and I am sure it showed, I told her I had a great time also and it was great getting to know her also. That is when Grandma caught me off guard, she smiled and said Well Jennifer why don’t we do lunch next week, is Wednesday good for you? I was so caught up in the moment I said yes before I realized what I had said. Grandma gave me her phone number and address and said I should pick her up at 11 am next Wednesday and we would do lunch again. With that I got in the car and drove off and drove around for about 20 minutes before heading back home. This led to another problem, I couldn’t give Grandma my phone number as Jennifer as she already had it for David and I wasn’t sure if she had caller ID on her phone I had to do something. Now mom had a work cell phone so I had my own plan and mom gave me the money to pay for it she thought that if I had to pay the bill even with her money it would teach me responsibility so I cleaned up and ran to the mall to see what I could do. Well it turned out for only $20 a month I could add a second phone to my account so that is what I did.

Well later that night before Mom got home Grandma called me and told me about her day and having lunch with Jennifer and hoped I could join them, I had to think quick and told her I couldn’t as I had to be at school at that time for study hall and that seemed to satisfy her. Now as soon as I hung up I called from my new number, Jennifer’s number and thanked her for lunch and gave her the phone number so she could call me in hopes this would make it harder for her to figure out her grandson and Jennifer were one in the same. We talked for about 10 minutes and I told her I would pick her up next Wednesday for lunch.

Now next Wednesday came and I was really excited and looking forward to it as it was fun last week to be out in public especially as I was not by myself. But as I was getting ready I really got scared. I picked a grey skirt of my mom’s with a cream top and only 3″ heels this week as last week I had felt I was a little over the top going out. My makeup was also not as heavy as last week a little more shall we say day time look. I grabbed my purse and stood at the door wondering if I should really do this, go out to lunch again with my Grandma. I finally decided to go for it as I knew her eye sight was not that great and I could pull it off so I gave her a quick call and told her I was on my way and would be there in about 10 minutes. As I pulled in it hit me I have come here many times as David I could not walk in like this as I was sure someone would recognize me but as I pull to the front there was Grandma standing by the door waiting for me so I was safe.

This time Grandma said she knew a really nice café and told me where to go. We actually drove about 20 miles into LA and ended up at the mall and went to the a café at Nordstrom’s which had really nice food but it also meant walking into Nordstrom’s and to the front of the store by the mall and there were so many people around. Now I knew that no one could tell I was not a girl from my size and look it would be more the way I acted or if I ran into someone I actually new but I was still scared. We had a nice lunch and talked and Grandma told me more about her which of course I already knew but I didn’t let on as I needed her to think of me a Jennifer a girl she didn’t know.

After lunch Grandma said as long as we are here we should do some shopping. Now I got that scared excited feeling again. I couldn’t walk around the mall like this could I? I smiled at Grandma and told her I was sorry but I didn’t have money to shop at which she just smile and told me you can shop without money and off we went into the mall. Now as I said most of my stuff is my mom’s and what I have managed to buy online but shopping in person is a whole other experience. We hit several shoe stores and a few clothing stores and we both tried on some dresses, as I said this is my Grandma but she is only 55 and doesn’t look that old. The last store had some really cute dresses and grandma found a couple she really liked, as she said she needed something pretty to wear when we went to lunch as I always looked so pretty. As she was handing them to the sales girl to ring up she also handed her 3 of the dresses I had tried on and like. I told her she shouldn’t buy them for me and she just smiled at me and said, please let me do this for you. My daughter is all grown up now and I only have a grandson, I really enjoyed spending time with you today it was almost like having a granddaughter for the day. This made me feel so nice I just gave her a hug and said yes.

On the way out we stopped at the MAC counter at Nordstrom’s and we both got a makeover. Now this really scared me as the lady there removed all my makeup and started fresh. I thought she would for sure figure it out but she didn’t. She just redid my makeup and told me what all she was doing and why and how I should do things to enhance my face more as she said I had great eyes and lips and in the end she really did make me look better so again Grandma bought some makeup here for us both. I was a little shocked as Grandma had probably spent $250 on me today which made me feel uneasy but she seemed really happy so I let it go. I drove her back to her place and dropped her off and then went home it was almost 6:15 when I got home so I quickly ran upstairs and showered and hid my new dresses and makeup. And put mom’s skirt and top back. It really was an incredible day for me.

Over the next few weeks I found I talked with Grandma a lot more as she was calling me as David and Jennifer, I really had to work hard to keep the two straight and not mix up conversations. I also started having lunch with her on Friday’s as David and Wednesday Jennifer would have lunch with her and we always did a little shopping and she would always by me some cute outfit but I really worked on not letting her spend too much money on me as I didn’t want to take advantage of her as I was just so happy going out with her as Jennifer. Because of this we became really close. Now there were those awkward moments when she would ask David why he didn’t date Jennifer or ask Jennifer why she didn’t peruse David more or even worse when she would ask me if there were any boys I liked or if I was seeing anyone. These are always hard questions to answer and that ad my little situation into the mix.

Things were going great and I had a great life. I loved my time as Jennifer and I wish I could spend more time this way. Now I don’t want to have surgery and become a girl but I do feel so right as Jennifer. It was amazing how fast the weeks went by and how comfortable I had become as Jennifer. On the weeks that my mom flew to Japan and come back late on Saturday I started going out on Saturday mornings as Jennifer and even went shopping on my own. I even met a couple girls at the mall one day and we hung out shopping for a few hours. I seemed to fit in so well and at the end of the day we exchanged phone numbers and yes I did give them the one for Jennifer.

By the end of March I was still doing my Wednesday lunch and shopping with Grandma and twice a month when mom went to Japan after David had lunch with Grandma I would rush home and get all dressed up and then go out to dinner and the movies with Sue, Melissa and Amy the three girls I met from the mall. We actually became good friends and it became hard to balance all the things. Only being able to get together with them a few times a month made it hard but I told them I had to help take care of my Grandma and they seemed okay with that but we still talked on the phone all the time and it wasn’t long before Jennifer’s phone was used way more than David’s phone. It also was nice to have friends as David had really kept to himself. It is strange that I had to be a girl to make friends

It was the end of May and I was really looking forward to summer vacation as I would be out of school and able to be Jennifer almost every day. I just had one hurdle to get past. With mom’s busy schedule her and Grandma didn’t talk much but after school got out the three of us were going on vacation. Mom had arranged a week in Hawaii, I would graduate on Sunday June 6th then on Monday and Tuesday that week I would have to go into school to finish up some things, turn in books, clean out my locker and of course a few parties in some of the classes and then I would be done for the summer. Now that Friday June 11th mom would fly to Japan and come back Saturday early evening. On Sunday morning she would do the flight to Hawaii and Grandma and I would fly along, working for the airlines we got to fly for free. Mom had booked a hotel room right on the beach for Sunday night through the following Sunday night and we would come back on Monday, mom working the flight home so we would be there for eight night. This would mean not being Jennifer for all those days could I do it. The other two things that bothered me is this. Spending this much time with Grandma would she notice something? And with her and mom spending that much time together would Grandma bring up Jennifer and then mom ask me a bunch of questions I really don’t want to talk about. I was getting nervous but once I got through this week I would be able to be Jennifer every day during the week. Plus I was actually looking forward to Hawaii as I have never been there before. Now my plan for the week was of course was Jennifer would have lunch with grandma on Wednesday, David would skip lunch with her on Friday and end the day with Sue, Melissa and Amy and on Saturday I would spend it getting ready for the trip.

Wednesday came and I wore one of the Dresses Grandma had bought me and of course a pair of 4″ heels for our lunch date, Grandma was also in a dress as she had really started to dress well I won’t say better but she did wear dresses every time her and Jennifer went out, I guess Jennifer really did have an impact on her life she actually looked younger. I picked up Grandma and we went off to lunch and then some shopping, it was a great day but I could tell something was on Grandma’s mind, when I asked Grandma just smiled, you know I am going on vacation with my daughter and grandson next week. I took a deep breath wondering where she was going with this. She just smiled, I thought maybe we could get together Saturday morning and have some fun I have a wonderful day planed but I would need to be home by 4 so I could pack for the trip. Now I know I said I wasn’t going to do anything on Saturday but get ready but the fact I would go 9 days with no Jennifer I thought why not. She wanted to be home by 4 so I would be home and cleaned up by 5 in plenty of time to get packed and ready before mom got home so I agreed.

Friday came and Sue, Melissa, Amy and I spent all day at the mall looking around and having fun and even went to a movie that night. It was a great girl’s night out. Most of the day they were looking for things for my trip including a bikini, I just kept telling them that I had already bought everything I needed. They made me promise to send them some pictures from Hawaii which I wasn’t sure how I would do, I guess I could send them pictures I just wouldn’t be in any of them. Well after the movie I went home and to bed as I was picking Grandma up at 8:30 which would mean being up by 6:30 to get ready. I love being Jennifer but she does take more time getting ready. I reasoned it would be okay if I was a little tired as I would be in bed early Saturday night and on Sunday I could sleep on the plane if I was still tired.

Saturday morning I got up and ready again a cute skirt and top and heels, all of which were my clothes. I hadn’t realized it but over the last several months between what Grandma had bought me and I had bought myself I had quite the girls wardrobe, probably 20 skirts, 25 dresses, 15 Capri’s, 6 pairs of shorts and a whole suitcase full of bras and panties not to mention 2 dozen shoes. I had so much stuff hid under my bed I was so scared mom would find it but when you are buying it you never think of that all you see is how cute it is. Well I went and picked up Grandma and we went out for breakfast.

We were having a wonderful breakfast and Gram was telling me how excited she was to be going to Hawaii as it has been over 10 years since she was there last. I almost slipped a couple times as I was actually excited about it too. Well as we finished breakfast Grandma told me she had scheduled an appointment at the beauty parlor for her and me as she wanted to get ready for the trip and she wanted to share the experience with me as she missed doing things like this with her daughter, Mom was just so busy. Now I know I should have said no but the thought of being in a beauty parlor fascinated me. I remember when we got the makeover at Nordstrom’s and how fun it was so I agreed and off we went. I asked her what we were going to do and she smiled, you will love it, we will get our hair washed and set, a manicure and pedicure and then a facial and makeup. We will look like a million dollars afterwards. Now I figures what is the harm as I have nail polish remover at home.

We got to the beauty parlor at 10 and went in and the ladies were ready for us. They put us in a big chair and leaned us back and then washed and messaged our hair and scalp. It was so relaxing and Grandma and I just sat there and enjoyed it. I can see why girls love this so much. They conditioned our hair and washed again and then wrapped them up in curlers. Now I have done this many times at home when I get ready and as my hair is now down past my shoulders when it is not in a ponytail it looks very feminine anyway. Now with our hair wrapped up we were moved over to a chair and sat down and they gave us our facials again so relaxing and my skin never felt better.

From here we went over to these chair that had little tubs for our feet and we soaked our feet in the water. Grandma had picked out this really pretty bright red nail polish for us to wear, it really was pretty and it was almost a shame I would have to take it off when I got home but I was going to enjoy it for now. Soon our feet were done and I had beautiful red toe nails. We were then led back over to the manicure tables and sat down. The lady came over and told us to lean back for our mud mask, now this was a funny feeling as they put this stuff on our face that felt kind of slimy but soon started to harden and of course we had to keep our eyes closed and they even put cucumbers on our eyes. I have seen this in movies but I thought that was all it was but Grandma said it would keep our eyes moisturized during the mud mask and keep the puffiness down around our eyes so her we sat in darkness talking between ourselves and of course the nail technicians. This was turning into the best day of my life. It took about an hour on our nails and by then my face was so tight from the mud mask. They leaned me back in the chair and gently washed off the mud mask and dried my face. This was followed my more creams and something warm around my eyes. I felt her press down and rub above my eyes and then she pulled and I felt this horrible pain on my eyebrows. I suddenly realized they had just waxed my eyebrows. I was in trouble now. I wanted to scream but I couldn’t as Grandma would know but then she would notice the eyebrows tomorrow what was I going to do. I grabbed hold of the arms on the chair but something felt different. I looked down and I had long red nails, they were a ½ inch long with square tips and very feminine. I had been given acrylic nails. This had gone for bad to worse. I didn’t know much about acrylic nails other than they were hard to get off. I guess I could cut them short and try to pry them off but what about my eyebrows, how bad were they.

They leaned the chair up and I could see the eyebrows they were a very feminine arch and mom and Grandma would notice. As I was staring at them they took the curlers out of my hair which use to be a light brown but was more of a blonde now. I didn’t know what to do I wanted to cry but couldn’t I was too scared. My secret would be found out soon and mom would be so mad and Grandma I have been deceiving her for the last several months. My world was crashing down and there was nothing I could do. I had to find a way out and so I looked at Grandma and told her and the beauty technician that I needed my hair color back the way it was and the nails off as my mom did not think a girl should change herself like this, I knew there was nothing I could do about the eyebrows. The beauty technician told me I looked great and she thought for sure my mom would be okay with it but that if I really wanted to they could remove the nails and recolor my hair back to the way it was this made me feel better as all I had to do is figure out the eyebrows and right now I was thinking of just shaving them off and telling mom I tried to trim them and messed up that would work.

Grandma leaned over and smiled I am sure your mom won’t mind as you look great Jennifer. Besides you, your mom and I are going to have so much fun in Hawaii next week we just really wanted you to look good for the trip. I was in shock and didn’t know what to say, she knew, somehow she knew I was David her grandson. I wanted to ask but I knew that would sound funny in front of everyone here. The beauty technician looked at me and asked what I wanted and I just told her I was fine how I was. Grandma paid the bill and we walked out to the car in silence as I waited for her to let me have it but she never did. I drove in silence till I could take it no more and pulled over to the side of the street. I looked at Grandma and told her I was sorry for misleading her and for dressing this way and she just gentle took my hand and told me it was okay she wasn’t mad. I looked at her again, I have to ask I said, when did you figure it how what was it that gave me away. Grandma almost broke into laughter and then said. Sweetie you are my grandson, my flesh and blood. You don’t think I could tell who you are, I knew the first day I met you on the porch why do you think I waited for you that Wednesday and invited you to lunch. I just looked down, I thought with our eyesight you wouldn’t figure it out. Grandma lifted my chin up and said, my sweet child I had my eyesight fixed over a year ago. I just looked at her but you live in an assisted living apartment and you don’t drive. She smiled, I don’t like to drive and with where I live I can get everything by walking or a taxi and it is cheaper than owning a car and paying upkeep, insurance and gas and I live where I do because it is close to you and your mom, I have good friends there and I don’t have to do anything I can come and go as I like with no responsibilities. Now why don’t we go to my place and get my stuff and then go back to your home and get you packed for the trip.

I looked at her and started to tear up, but what about mom what will she say. Grandma smiled at me, I won’t lie to you your mom is upset with you but not for what you think. She is upset because you didn’t tell her how you felt and kept this a secret, she is also upset that she hasn’t had time to spend with her daughter and do the mother daughter things but that will all be fixed while we are on vacation in Hawaii. She is really looking forward to spending time with you like I have and getting to know this side of you. I looked at Grandma, you mean I am going on the vacation this way as Jennifer. Grandma gave me a hug, yes sweetie if that is what you want, both your mom and I would love to have Jennifer there for the week but it is your decision and you need to make it quick. We can remove the nails tonight and straighten out your hair and we can figure out something for your eyebrows but we both hoped Jennifer would go. I gave Grandma a big hug and a kiss and told her Jenifer would love to go to Hawaii. That is when I noticed the lipstick I left on her cheek and realized what I was about to do.

We got home and Grandma helped me unpack all my boy clothes and pick out the clothes Jennifer would need, the funny thing is I went from one suitcase to two and still had trouble fitting it all in. now it was just a matter of waiting for my mom to get home and as I waited I got more and more scared wondering what she would think of her son and how she would treat me.

My Grandma Part 2