"Guys and Dolls"
Friday April 27th, 2007, Stage West
Note, this a true story, some of the names have been changed, but certainly not the events of the days!, this is taken right from my diary entry of the time.
My (email) name is Joyce Devries and it was a real life adventure I will tell you about, I know internet dating is risky, but I take every precaution and make sure the man I am dating knows exactly when he is getting and how far I will go, as well I have to talk to them on the phone. I am 5'2", TV, live near Toronto, Ont., Canada, pass quite well as a woman and have done tons of "real life" things as a woman and this was another fun adventure.
I started chatting with a gentleman over the internet several months prior to our first date, and we "dated" almost every day virtually and chatted back and forth and when the opportunity arose, we would talk on the phone. I sent him tons of my pictures and voice samples and kept telling me how lovely and feminine I looked, and was always thanking him. Now David was the type of gentleman I love to date, he was older, actually much older than myself, and loved a woman that dressed very feminine and looked very feminine. He liked the fact I have a massive wardrobe and never ever wear pants and always skirts stocking and heels when I go out.
We exchanged very intimate emails over time and David got to read lots of my erotic diary entries on line and was very anxious to take me out on a date. On one of our chats asked what my ultimate date was and I of course told him that was a trip to Stage West, only one of the last places in the area a woman could get into a fancy dress and go out and not look out of place. David was actually from Ohio, and when we started talking about the date, I never thought it would happen, only a fantasy, but one day he told me his wife was going away for a conference for the weekend and he wanted to drive up and take me out, it would have to be a Friday night and told him that was going to be alright. I still kept on thinking it was only a fantasy, until one day he emailed me the date, seat and confirmation number for Stage West, booth #93, and then I knew it was for real and started to set things up at home to make it happen, although it was two months away, I needed to get things in order, for work and with Sharon. I made sure that I was not on call that weekend and Sharon had no personal plans for us. Everything looked like it was going to be fine and I accepted his offer for him to take me out.
Then the emails, phone calls and chats started about the date and David over time told me that he wanted me to be his "Daddy's little girl", and asked me if I would entertain the idea of wearing a "little girl dress" for him after the theatre in the hotel room and playing his 12 year old daughter, and I told him I did not have one, but would if he found one. Together we searched the Web and found several at a few "sissy" sites, but they were $300, and absolutely stunning, but not practical, and finally found a cost effective one on Ebay, a white and red polka dot, "adult sissy dress with matching lace and satin bloomers", and he told me that he would buy it for me if I would wear it for him, and I told him I would. In order to complete the entire look, I managed to find a pair of large hair red satin bow hair barrettes, that would set the outfit off and decided I would pack my white lace ankle socks to finish the look off. Another fetish he had was that he like large breasted women, as his wife was, and he enjoyed that look and asked if I would wear very large breast forms for him, and I told him I would, but really did not have any clothes for the theatre trip to accommodate them, and he asked if I would wear them after in the little girl dress, and I told him I would definitely do that. David told me he had the breast forms and would find the right bra, and after he asked my bra band size, and I told him, I asked him just exactly how large my breasts would be and he told me 38DDD, which definitely knew I did not have clothes to be able to fit with that size breasts as I was only a 38C.
After one chat, David told me he had won the Ebay auction, I took a look a the dress and wondered what I was going to look like with the breasts he was going to have me in, as I had already looked around the Web and saw that 38DDD were HUGE breasts. As we chatted, I suggested that since he was much older than I that our "date" was better off to be an out of town father taking his daughter out for her birthday, as I knew the booth he got, we could be sitting with another couple. Then the chatter started that he wanted me to be his adult daughter at dinner and his little 10 year old girl in the dress pleasing him orally after dinner in the hotel room. It sounded a little strange at first, but I thought the idea was kinky, but fun, and I was going to be wearing a dress I always had wanted to wear anyway and agreed. Since I was going be playing a different role while dating him, I asked him to call me "Stephanie", rather than my given name of Jennifer, and he agreed. Stephanie was my first girlfriend that allowed me to dress with her, and I always wanted to adopt that name, but Sharon would have nothing to do with it when giving me my female name, when we first started dating as females.
With the roles for the each of us set for the dinner theatre, we had to establish a story if we were going to be sitting with another couple, as it was a possibility and I made sure David knew my occupation and that was a manager of a Bridal Salon, and again, we were father and daughter and it was going to be him coming up and taking me out for my birthday. I spoke with Sharon and told her that I was going to be going to a "party", and she was not thrilled, but knew that it was important to me and told me that she would take care of things at home, but ultimately I knew she knew I was going on a date. Now, with the boys getting older and the time I wanted to leave dressed if David was pick me up, which was around 2:30pm on the Friday afternoon, to allow us maximum time together both before the theatre and after, and to not having to rush getting dressed and the possibility of having the kids come home right on time, I had to book a hotel room to get dressed for him to pick me up. I decided that since he was staying at the Holiday Inn not to my far from my house, I would get a room at the hotel across the road rather than the one that he was going to be staying at.
Now that the plans were set, I had to decide on what I was going to wear and started thinking about the many dresses and such I had in my wardrobe and started picking out a few to wear, but since this was the first time going to Stage West on a Friday night and not the usual formal Saturday night, I decided to contact the theatre and figure out what was dress code, as it had been a few years since I had been there. I sent and email and got a reply and I knew men were encouraged to wear dress slacks, and of course no running shoes or track pants were not allowed but was a little discouraged when I found out that the dress style that was encouraged for women was "business casual", and was for both Friday and Saturday nights. I chatted with David and he said he would be in pants and a blazer. For me, I knew a fancy dress was out, and I had a few plain ones in mind, but since it was a Friday evening, I decided to see if David would like me a new satin and lace brown blouse Sharon got me for Christmas to go along with the brown p-leather skirt I already had in my wardrobe the she got it to match for. I emailed David a picture of me in with 4 ½" black patent heels, and he emailed me back and said "PERFECT!", so I knew what I was going to be wearing for the theatre.
We kept on chatting back and forth with rather erotic emails on the weeks leading up to the big date, and there was no question about what we both wanted and David was a gentleman the whole time and knew and respected my limits and kept saying, "I cannot wait to appreciate your sweet lips and your talent", and told him that I would not let him down. The week leading up to the big day, I called and booked my room, but they could give me no guarantee what time the room would be ready, check in time was 3pm, and that was just about enough time to get in and get changed and ready for David to pick me up and get to Stage West in time for the drive to make it to dinner, so I asked for an early check in and they told me they did not have one, but I could call earlier and see if my room was ready. I copied down my reservation number and chatted with David and told him the situation and gave him my cell number and told him to call me the day of the date as he got closer on that day when he was driving.
Then I started on the logistics of the day, how I would pack, what I would pack, etc. I decided that I would pack my clothes for the theatre and all of my makeup, and lingerie for sleeping in a smaller suitcase that we had and that I would leave for the hotel before the kids had a chance to come home from school, even if the room was not ready and find some place to go in the meantime. The following morning, I would set an early morning wakeup call, and go home and go back to bed and it would appear to the kids that it was nothing more than another midnight shift at work when they got up later in the day.
The day of the big date finally arrived and I had taken the day off work and got up in the morning and started to pack, I grabbed the grey suitcase and started putting in the clothes for the theatre. My skirt and blouse all of my lingerie, including my special black lace satin peignoir and my comfy blue terri cloth robe, and my foundation garments, and finally all of the makeup and my contact stuff. I made sure my Obsession perfume was packed, and my 4 ½" black patent heels and the black patent clutch purse with all of the things needed for the evening in it. Final packing was some wine and a plastic glass, as I knew that I was going to have to be having something to drink in between times of sucking on David's member, which we both knew was going to happen. Around 1pm, I decided to call the hotel and see what time the room was going to be ready and the woman that answered the phone told me that it was ready already and about that time David called and told me that he was across the border and only a couple of hours away, I told him I had called the hotel and was going to head to it to get dressed and ready and to call me around 2pm. I immediately packed the truck and drove to the Quality Inn hotel and checked in. I was given room 311 and went right to it and quickly stripped out of my "guy" clothes and jumped into the shower to get clean.
I showered and got clean as quick as I could and then left the shower and put on my black lace and satin floral bra, as it would work well with the brown satin and lace blouse. I then slipped on the special panties that I picked out and they were a birthday gift, from my girlfriend at the time, Stephanie, and were red satin and lace, and reminisced of how those times were, then I slipped them on and the fact I was going to be called "Stephanie" all through the date, found it appropriate. Finally I grabbed my foundation garment that would keep me nice and tucked away and then after slipping on a pair of white satin gloves, opened up a pair of new ultra sheer nude "silks" pantyhose and slipped them on. Final touch was adding a simple gold anklet on my right leg, I then slipped into my 4 ½" black patent heels, and then I was ready for makeup.
I grabbed my blue terri cloth robe and slipped it on. I then used the bathroom mirror and slowly started to put on my makeup as I wanted it to be perfect for David. I started with my eyes, applying a formal application of eyeliner, thicker and darker than my usual business wear and after looking over my eyes, found it was perfect, not too dark and not too light, perfect for low lighting. For the eye shadow, I went for darker brown and charcoal colours that Sharon introduced me to months before, and found that it added another more seductive and mysterious look to my eyes. I was just about to apply my mascara when the cell phone rang and it was David, it was around 2:20pm, and he told me that he had checked in and was ready to come over and meet me. I knew I was not ready and told him, NO!, 2:45pm, and he said that would be fine. I continued with my makeup and applied a healthy coat of mascara and then finally a darker than normal application of blush and finally an application of Sharon and I's matching dark red and pink lipstick. I got another call from David about coming to pick me up, and again, told him I needed more time, and the time of 2:45pm was the time to come and meet me. Final application of makeup was going to be the matching nail polish to my lipstick and I sat at the table in the room, and carefully applied the nail polish. I checked the clock and saw that time was about 15 minutes before David arrived and after applying another very healthy dose of Obsession perfume, behind my ears and ankles, knees and chest, decided to get into my outfit for the evening and went and grabbed the skirt and blouse and put them out on the bed.
I was just about to put on the blouse, when I looked at the clock and realized I really did not have to be dressed for a couple of hours for the dinner theatre and decided to surprise David and grabbed for my custom made black and lace satin peignoir and matching wrap and slipped them on, as well as my 4 ½" black patent heels for the evening. I poured myself a glass of wine and then decided to slip on my blue terri cloth robe and about that time David called and asked if I was ready to have him over and I told him I was ready and he told me that he was ready to come over, I gave him the room number, and knew there was no turning back. I knew he was coming and went to the washroom and made sure my lipstick was perfect and applied yet another dose of Obsession perfume and then made final checks in my clutch purse to ensure everything was packed, blush, some money for drinks, tissues, my lighted mirror, my lipstick and a little vile of Obsession perfume.
I poured a glass of wine and waited and before I knew it, there was the knock at the door, and after a quick check in the mirror, to make sure my lips and hair was perfect, I went and opened the door and there was David. He looked about the way I thought he would, and was in a blazer and dress pants and was very dapper looking. As he came into the room, I walked up to him and our first contact was a hug, and I gave him a light kiss on the cheek. I grabbed his hand and led him to the bed, and we sat on the side and chatted and I asked him how his trip was, I was really wanting to take things slow and show him my lingerie. I sipped on my wine as we talked and then things started to get more intimate. David made the first move and moved his lips to mine and we had our first kiss, it was light at first and I knew it was time to slip out of my terri cloth robe and show him my special lingerie. I stood up and modeled it for him, and he told me how pretty it was, and then sat down next to him on the bed, and we started kissing again, and this time it was very passionate, he was snaking his tongue in and out of my mouth and I reciprocated. Our kissing continued and with the same passion and his hands were exploring all over my silk and lace clad body. Eventually he started groaning, and there was no surprise what was going to happen as we had been talking about it for several months. I slowly moved my hand down to his crotch as we continued to kiss, and again, there was no surprise, as there was a nice bulge at the front of his pants, and as I moved to undo his belt, he broke our kiss and asked, if I wanted it, and I moaned back, "oh yes".
I stood up and went and grabbed my clutch purse and pulled out my lipstick and turned around the see that David had climbed up the bed and pulled his pants and underwear down, and was slowly stroking this member. I slowly applied a very healthy coat of lipstick and licked my lips and smiled with an evil grin to David and in a very sexy voice asked if he was ready and he just moaned back, and said, "oh yes". I slowly crawled up on the bed and approached David's member and on my knees leaned down and grabbed his member with one hand and then leaned over so that the tip of my tongue was at the tip of his member and I flicked out my tongue and slurped up the precum. I then closed my eyes and opened wide and put as much of David's member in as I could and clamped down with my lips and then slowly came back up and as caressed his balls, looked and saw how far I could take David in, and it was almost all the way without gagging. I then really started sucking fast, using all of my favorite techniques, flicking my tongue up and down the underside of his member's head quickly and as I bobbed up and down. David was moaning loudly at this point, telling me how good it felt and softly was moaning my name over and over. Then as I was concentrating on the tip of his member, he came, the first spurt ended up on my upper lip, but I quickly engulfed his member he was grunting and I could feel his cock pulsating as he came several more times. I brought my lips off his member quickly and used my finger to wipe off the cum that missed my mouth and licked it up.
As he started to come down from the orgasm, I continued to aggressively suck him and felt him getting hard again, and at one point I stopped and asked in a sexy voice if he wanted me to stop, and he just moaned "oh no", and went back to aggressively sucking on him, moaning as I did, to increase his pleasure, stopping every once in a while I would stop and kiss down and lick his balls, but mainly concentrating on swirling my tongue quickly around his shaft as I sucked. He again was getting harder and harder and was groaning my name, and then I heard him groan really loudly, and felt his member pulsate and a few squirts of his juice and when I tasted his juice, I knew he had come again.
I need a break and wanted to fix my lips and have a few sips of wine. As I got up off the bed, David was telling me how incredible my lips were, and I thanked, him and he was still gently stroking his member. He was still stroking his member and I noticed he was getting hard again, and I looked at the clock and saw there was still time before I had to get ready for Stage West. I asked if he wanted more and he just groaned and nodded as he stroked his member, and I went and again grabbed the lipstick and crawled up on the bed and leaned over and started the whole process over and was again aggressively sucking him and again he was moaning and telling me how good it felt, and after about 15 minutes, he started groaning and then I felt him thrust his hips up, ramming his member deep to the back of my throat and I heard him grunt and then felt his member pulsate and could taste his juice at the back of my throat and was amazed that he came for a third time.
As I got up off the bed after the 3rd time pleasing David orally, and sipped on my wine, and looked at the clock and realized that it was time to get ready and I could see that David was wanting even more. I leaned over and gave him a light kiss and hold him I had to get ready, and leaned down and gently stroked his member and whispered to him, "have to leave something for you little sweetly dressed daughter". He said, "yes indeed" and after that, I grabbed my clutch purse, skirt, blouse and heels and headed to the washroom to change. I quickly got out of my lingerie and put on the lovely chocolate brown lace and satin blouse, and then loved it as I slid the leather skirt up my legs, the feeling against my silky legs was incredible. I then checked my appearance in the mirror and re-applied a little more blush, fixed my lips and after fluffing out my hair, and double checking my clutch purse, and applying even more Obsession perfume, decided I was ready to go.
I left the room, and David was waiting for me, smiling and I went to him and gave him a little kiss and asked him if he enjoyed himself, and she said "OH YES". He asked if I was ready to go and after handing him a tissue to wipe of some of my lipstick, grabbed my light spring long coat and grabbed my clutch purse and put in my room key I told him I was ready almost ready and handed David my charm bracelet and he put it on my right wrist and we headed out the door and to the elevator and down to the car. David was a gentleman and opened the doors for me, including to the passenger side of his car. As I slid in, I made sure that was coat was open and as I slid in, I purposely hiked up my skirt to give David a full view and access to my silky nylon covered legs. As David got in and started the car, I grabbed his right hand and guided it over to my exposed thighs, and told him to "enjoy". He smiled and gently caressed them as we started the drive off to Stage West.
As we drove he kept tell me how wonderful I was with my lips and told him that I am glad he had a good time, and how much I enjoyed pleasing him. He said, "not sure how I am going to make it through the play", I reached over and gently caressed his crotch and moaned, "oh I think you will last". As he drove he would sometimes reach over and caress my well exposed legs and I would moan, but as the drive went on, thanks to the jet lag from a recent trip back from the West coast, I dozed off a little and when I woke up, I noticed David had missed our exit, but it was just in time, as a quick turn around on the next exit and we were back on track and before I knew it I was all tingly as I saw the sign for Stage West and as we pulled into the parking lot, David asked me where to park and I told him by the Front entrance as it was going to be easiest for when we were leaving. As he parked the car, I started getting more and more excited and waited for him to come and open my door, as he was such a gentleman.
I slid out of the car and carefully adjusted my skirt and grabbed my black patent clutch purse, David asked where we were going and I said I knew what we had to do and told him, first thing was to get the tickets and then I had to check my coat. As we walked towards the entrance, I loved hearing my heels click and looking at the large Stage West sign, I got all "tingly" as we approached the steps to go in. David was the gentleman and opened the door for me and I entered the main lobby of the theatre. There were many people standing around and people entering the theatre, and I told David I knew were to go and we walked down the hall with the marble floor, and again, loved hearing my heels click, and could hear other women's heels click as well. At that point I was not really looking around at other women or the surroundings, but was concentrating on getting us to the ticket pickup window. We passed the bar area that Sharon went to once after a show many years back on her own, and then found the ticket window. David picked up the tickets and I was looking around for the coat check area and could not find it, and knew dinner was being served and rather than spending time looking for the coat check, I slid off my coat and slung it over my left arm and told David we should just head to dinner.
As we walked back to the theatre, I started looking around and saw other women that were coming to the show, somewhat dressed up and a few in skirts and smiled as we walked to the entrance. Once at the entrance, David gave the hostess our tickets and she told us to follow her and as I entered the theatre, all sorts of emotions came flooding back to me and we followed the hostess to the booth, which was booth #93, and was the one close to were Sharon I would be the week following, which was booth #92. As we approached the booth, I was deep down hoping that there would be another couple there, but alas it was just David and I, and I slid in and David slid in next to me on my right side. As we moved into the booth I took a chance to look around and felt very comfortable with the surroundings, and loved the atmosphere and the look of the theatre. David had never been to Stage West and was in awe of what he was looking at, and before we could discuss it, a waitress came and said, "hi my name is Sandra, can it get you something to drink"?. I ordered a glass of white wine and David ordered a pop, as she left David asked, "what next?", and I told him that we needed to get up and go to the buffet to get our dinner.
I grabbed my black leather clutch purse, then converted it to a regular purse by pulling out the strap, and lead David to the buffet. We entered at the end of the line, we both grabbed a plate and started down the buffet and I got what I usually did, lots of salads and a bun and finally at the end, a nice piece of roast beef. David and I left the line about the same time and we met up and walked about to our table a short walk away from the entrance to the buffet. As I slid in I noticed that out drinks had arrived and we settled in and started to eat. I kept looking around and again soaking in the atmosphere and noticed that there were women in dresses and dressed up, and kind of regretted not wearing some of the dresses I was planning to wear. David and I chatted about the theatre and talked about different things and eventually, he wanted another helping and excused himself, as I was fine for the amount I had eaten. As David left for a second help, I could not help but spot a girl coming up the ramp in a knee length black leather skirt with a left right front kick pleat. My mind raced and even though her blouse was bland, her skirt was perfect, but her heels were low and 2", right then I knew exactly what I was going to be wearing for the brunch on Sunday with Sharon the following weekend. I also spotted a girl in a calf length black semi formal dress, and also saw a number of women in skirts and heels and were dressed up. At that point I knew I was going to be wearing a dress and immediately had a few in mind and was looking forward to choosing which one I was going to be wearing with Sharon the following week.
David came back from the buffet and was commenting on how good the food was, and we chatted as we ate, nothing sexual, just about his trip and such and I continued to look around and sip on my wine, deep down I was hoping another couple would be arriving, but at that point, knew we were going to be alone. Eventually I noticed that the desserts were out and people were lining up, I mentioned to David about it, and he decided to go up and get some and I told him I would pass, as am not a dessert person. I continued to look around and read the program about the play, and even though it did not really appeal to me, it was a musical, based on 50's something music. David came back and was eating his dessert and we continued to talk about this, and I asked him he had a good time in the hotel room, and he just smiled and gently touched my hand and said, "oh yes". He mentioned that my charm bracelet was interesting and I went on to explain each of the charms and David enjoyed me telling him.
Then one of the moments I was waiting for came, and that was the announcement that the show was going to begin in 10 minutes, and knew that there would be a mad rush to the ladies room, and converted my black patent purse back to a clutch and waited for the lineup to grow. About 5 minutes went by and I told David that I would be right back and made my way to the ladies room, I was pleased that when I opened the door, there was a lineup to get a stall. I looked over and saw women at the mirror, fluffing out their hair and the line moved quickly, and eventually I was the next in line for a stall, and went in and put my purse on the shelf and carefully pulled up my skirt and lowered my pantyhose and sat down. Even though I really did not have to go, and went a little and made sure to make the usual female "tinkling sounds", and loved it, the woman on my right had on heels about the same height as mine. After I cleaned up, I carefully slid up my pantyhose and adjust my skirt and headed out of the stall to the mirror and after a short wait behind other women at the mirror, I got to the mirror and opened my clutch purse and pulled out my lipstick and added a health coat. As I stare at the women on either side of me, the "usual" smiles back and forth happened. After packing my lipstick back up, I fluffed out my hair, and made sure I looked good and left the ladies room, walking by some of the women still lined up.
When I got back to the table David told me how good my lips looked and I licked them slowly and smiled at him and before I knew it the lights went down and the play started. I moved closer to David and as the play progressed and encouraged him to stroke my silky thighs as I hiked up my skirt for him to enjoy, but he only felt them a little, and at one point I gently reached over and stroked his crotch under the table. The play was not that interesting for me, as I was more enjoying the interaction with David. There was lots of singing and dancing, and I could not really follow the play, but again, did not really care. Eventually the intermission came, and again, I was really looking forward to a trip to the ladies room, and this time I did have to go. Again, I waited for the rush of people to the washroom, and our waitress came around and we ordered another round of drinks, David a pop and I got another glass of white wine.
It had been about 5 minutes and I grabbed my clutch purse and headed to the ladies room, and as expected, the lineup was out the door, which I loved seeing the sight. I got in line and had a great time watching the other women coming out of the ladies room, with lips freshened and the girl with the knee length black leather skirt walked past me, and our eyes met and we smiled at each other and I closed my eyes and imagined with other people would think the week later when I would wear it to Sunday brunch.
Eventually, I made it to the point that it was my turn to wait for the next stall, and I loved looking over at the mirror and saw that there was a lineup and women three wide were there fixing their hair and makeup. When the next stall became available, I went to it and entered and unlike the first time, put my clutch purse on the shelf quickly, and hiked my skirt and lowered my pantyhose and quickly sat down and did my business, again, making sure I was making the right "female sounds" while going to the bathroom. I then carefully pulled up my pantyhose and adjusted my skirt and then grabbed my black patent clutch purse and headed to the lineup for the mirrors as the next woman in line quickly headed to the stall I was in.
I was not in the lineup too long for the mirrors and finally a spot opened up and I opened up my black patent clutch purse and pulled out my lipstick and was touching up my lipstick, when a middle aged woman in a black skirt and cream coloured blouse came up from behind me and quietly said, "miss, you want to check the zipper on your skirt, it is open". I reached back and to my horror, the zipper had separated and I thanked her and was lucky that when I quickly zipped it down, and zipped back up, it actually worked, I felt the back of my skirt and it was done up. I smiled and thanked her again as she was fluffing her hair and wondered how many women were watching what as I was doing as there still was a lineup of women coming into the ladies room, but really did not care. As I walked past he remaining women in the line for the ladies room, and back to the table I wondered how long it had been like that.
As I was going to the table, caught a few glimpses of men and looking me up and down and loved it. When I got back to the table a new glass of white wine was waiting for me, and I slid back into the booth to meet a smiling David. As I slid in, I saw that my glass of wine was waiting for me, and smiled at David and he asked if everything was alright and I told him it was. I then looked at the program for the show and got an idea, and started flipping through it and when I got to a page near the middle, I looked over at David with a sneaky smile and brought the program to my freshly painted lips and kissed the program, leaving a fresh lipstick mark on it, then closed the program. I slowly handed it to David and said, "a souvenir for the evening", He smiled and told me that he would definitely keep it and remember the evening. Our waitress came and gave us the bill for the drinks and I insisted in paying for them, as I was the one drinking alcohol and David only pop, I put down the cash and the waitress came and got it and I told her to keep the change. Eventually the lights went down and just like the first half, I cuddled into David and hiked up my skirt and offered my silky thighs for him to caress, he did caress a little but not that much.
Second half of the show was pretty much the same as the first, singing and such on stage, and again, I was not impressed, but was more looking forward to the end of the evening, and enjoying the company of David and the atmosphere. I sipped on my wine and eventually the end of the show came to and end and the lights went up, and I knew my last chance to use the ladies room was upon me.
As the crowd started to thin out, I grabbed my clutch purse and told David that I would be right back and slid out and made my way to the ladies room. There was another woman leaving as I entered and other than that I was alone in the room. I really did not have to go, but touched up my lips at the mirror and as I was doing that, I saw a woman come in and went into a stall, I fluffed out my hair and made sure my look was alright in the large floor mirror and then packed up my clutch purse and headed out the door and back to the booth to meet David, and I asked if was ready to go and when he said he was, Grabbed my light spring coat and slipped it on and followed David out of the theatre. There were still people around and David and I left the complex and headed to his car. David once again was the gentleman and opened the door for me and I slid in.
As David started driving I made sure that the hem of my skirt was pulled up, and my coat open for David to enjoy my silky thighs, which he a little bit, and every once in a while I would reach over and let my hand wander over his crotch. I could feel his excitement in his pants and as we drove not much was said, but we both were looking forward to getting back to the hotel room, I knew exactly what David was looking forward to and was looking forward to giving it to him. However, there was little girls dress and the role playing that would follow, and wondered how the dress would fit, as well, wearing breast forms larger than I have ever imagined, and how they would suit my body. As we drove told David that the plan was to go back to my hotel, and he said it would be fine, he was not really sure were we would end up.
Eventually we pulled up to my hotel and after parking, David came and opened the door for me, and I slid out with my clutch in hand. David grabbed some bags from the back seat and we were off and as we walked, I again love hearing the clicks of my heels and was getting excited as we entered the hotel lobby. We made our way to the elevators, and as we got in, I knew David would have liked to steal a kiss, but we had company. We got off on the 3rd floor, and my room was not that far away, and I pulled out my room key and opened the door and David followed me in. He then walked to me with a big bulge in his crotch and came and started kissing me like no tomorrow, I could now feel a little stubble on his face and we kissed and I knew he definitely was hotter than hell. We kissed for quite a until David was groaning loudly, I reached down and teased his bulging crotch with my painted hails, and as we broke our kiss, I whispered, "ready for your sweet little pre-teen girl now?". David moaned, "oh God yes".
David then handed me one of the bags and it was the dress and bloomer panties, and another that was really heavy, and I knew it was the DDD breasts forms. I gave David a gentle kiss and told him that I would be right back. As I got in the bathroom, I closed the door and got changed out of my skirt and blouse as took off the bra and breast forms I had worn for the evening. I then opened the heavy bag and pulled out the breast forms and he had gotten me two bras, a beige one, and a while one with lace pattern on it. I decided to go for the white Bra and managed to get all 4 of the hooks done up. This was a serious bra compared to lighter more flimsy ones that I normally wear with my size B breast forms. I then took the Breast forms out of the bags they were in and one alone was at least 3 pounds!, and I slipped them in the bra and, good Lord!!, I was huge!. Before I put on the little girl dress, I grabbed my Obsession and freshened my perfume, and applied another healthy coat of lipstick. I then pulled out the dress, and was adorable, definitely a little girls dress, for a girl maybe 6 or 7, getting all ready for her special birthday party.
I slipped on the dress and zipped it up as far as it could go, and then put on the large red satin belt and tied it up in the back in a large cute bow. I then slipped on the frilly and ruffely bloomer panties, and they were very cute with rows and rows of white lace and red ribbons. After I slipped them up, I adjusted the dress and then proceeded to finish off the "sweet little girl" look with a pair of large red satin hair clips, and after I removed the rhinestone ones I wore to the theatre, out them on, which totally made the outfit so special and even more "cute". To finish the whole look off, I put on white lace ankle socks, then slipped into my 4 ½" black patent heels and I was ready to be David's little daughter.
After one final check in the mirror, I had to admit I looked pretty cute and decided to do my makeup a little darker and applied a little more eyeliner and darkened my cheeks a little more. Finally I was ready and started to get into "little girl mode", and grabbed the clutch purse and as I entered the room, saw David naked except for his socks, stroking his semi erect member, and he smiled at me, after I tossed my clutch purse on the next bed, I cooed, "how do I look Daddy", he said, "lovely little one, but your bloomer panties are on backwards though". I apologized profusely getting in the role of an innocently little girl, and told him I would fix them immediately and scampered off to the washroom and changed them around and then went back into the room. I said, "better Daddy?, he groaned, "much better", I then asked him to do up the rest of my dress and he sat up on the bed and did the rest of the zipper up and then sat next to me and moved in and started kissing me and caressing all over my body, especially my breasts, and I asked him he like playing with his little girl's big boobs, in between kissing and he said "oh yes". At one point he crawled back on the bed, stroking his now, not so soft member and said, "come up here little one and kiss me". I said, "yes Daddy", I kissed him more and his breathing was getting more intense and he was groaning. At one point he stopped, and said, "would you like you lollipop now?", I played coy and pretended not to know, and he grabbed one of my hands and guided it down to his hard member and said, "that lollipop". I just answered "oh yes Daddy, I remember now".
I crawled down to his now very erect member and started assaulting it with my mouth, and I felt David flinch when my tongue first touched the tip of his member. I used all the same techniques as before. I got to a point where I knew what David really enjoyed and that was when I swirled my tongue rapidly around the head of his member. He would moan the loudest when I did this, plus he got a healthy dose of rapid bobbing up and down and me concentrating on swirling my tongue around his shaft while I did and every once in a while would stroke him with my hand and lick his balls, and from time to time would ask in a very coy voice, "am I doing good Daddy?", he would always moan "oh yes little one". One of the times I asked, I could tell he was very hot and he reached down and pushed my head down on his cock and started bobbing up and down furiously, and then David arched his back and trust his cock, deep into my mouth and almost down my throat and let out a loud grunt and I could feel his member shudder in my mouth and he let his load go right down my throat. Again, the only way I could really tell was the distinct taste of his juice in the back of my mouth.
I got off the bed to take a drink of wine, David was breathing heavy and smiling and said, "that was lovely", as I grabbed for my clutch purse to put on more lipstick, I said, "glad you liked Daddy, I want to always please you". He told me that I was wonderful and to come and sit on the bed and as always answered "yes Daddy", he came to me and again started kissing and caressing, concentrating on my breasts and legs and bloomer panties, He liked pushing under my breasts and when I asked him if he enjoyed them, he would always moan "oh yes". He guided my hand down to his not so soft member, and I gently stroked it, and he said, "again, please", I played coy and asked, "what Daddy?", he just groaned, "I want those lips again", I still played coy and finally he moaned out, "around my lollipop", I smiled and said, "yes Daddy", he crawled up on the bed, and I was already at the same level as his member, and got into position, on my knees leaning over his member, and like the other times before, went on aggressively pleasing him, with all the same techniques and he surprised me by how fast he got to a point he got hard and when I knew he was going to cum yet again. Same as before he thrust his hips up and put his member as far as it could go, this time, his pubic hairs were ticking my nose and I felt him go deep. And he let out a grunt and I could feel him cum, again, the aftertaste of his juice on the back of my throat.
I got off the bed and poured some more wine and started sipping on it and there was David on the bed still breathing deep and smiling at me. As I sipped on my wine, David got off the bed and moved to the other one and opened up another bag and told me that he had brought some other things and started pulling them out of the bag, some were vintage stockings, a couple of girdles and a large pair of white bloomer panties, and he asked me if I would put them on for him, and I said, "of course Daddy", and I took them and my clutch purse into the bathroom, and changed into them, they were well below the hem of my little girl dress, but wore them anyway. I opened my clutch purse and touched up my smeared lips and applied a healthy coat and went back into the room. David came off the bed to greet me, and his member was semi erect as he walked towards me.
He wrapped his arms around me and we kissed deep and long our tongues snaking in and out of each other's mouths. I reached down and grabbed his member and could feel him getting hard yet again and his groaning started to get louder and louder, his breathing getting harder as we kissed. His hands were all over my breasts and he was caressing the lacy white satin bloomer panties and was getting more aroused. At one point as we were standing face to face he put his hands on my shoulders and started to push me down, and I looked him in the eyes and said, "yes Daddy", and got on my knees and his member was right in my face and I opened my lips and started bobbing up and down and sucking on it and I grabbed around his bare ass and pulled him in deeper, he was groaning and rocking back and forth and I could feel his eyes watching me. He stopped and pushed me away and said, "come sit on the bed and kiss me little one".
I was a bit disappointed as I love being on my knees before a man, but said, "yes Daddy", and got up and sat next to him and he started kissing me, again hard and passionate and paid particular attention to my breasts and lacy white bloomer panties, I on the other hand reached down and found he was yet again erect and could feel the precum on the end of his cock. His kissing was passionate, but at this point, I wanted control and to feel his lovely member between my lips again and broke the kiss and immediately went down on his lovely member, I think I surprised him, but he fell back on the bed and enjoyed my lips and sucking on his member. He crawled back up to put his head on the pillow and I followed and eagerly started working on his member with my lips and started pumping even more than before with my lips and tongue and at one time I thought I could hear David moaning, "enough", but I was not going to have anything to with stopping. I kept on bobbing up and down and at one point, out of the corner of my eye saw that David had grabbed a mirror and had it in his hand, angled on the bed and was getting a good angle of watching me. I was definitely intent on getting him off again, and after about 10 minutes, I could feel his member getting harder and harder and then just like all the times before in the evening, he thrust his hips and jammed his member so that my nose was being tickled by his public hairs and after a loud grunt I felt him pulsate as he came.
That was not the end of it and I wanted more of his yummy member and instead of stopping, despite him becoming soft between my lips, I continued to bob up and down and then, I decided to get what I wanted, which was a mouth full of cum like he gave me the first time, I would do what was making him moan all night. I concentrated only on the tips of his member and for the next 30 minutes swirled my tongue all over the tip of his member, and he came hard between my lips very quickly. I caressed his balls as I did this, and every once in a while, would bob up and down and lick up and down his shaft, but swirling my tongue around the tip of his member and engulfing the head of his member and moaning at the same time, had him in a frenzy and before I knew it, his breath was so heavy. His groaning so loud, I knew he was going to cum, and this time, I was going to enjoy it, and did not allow him to thrust his hip, and I felt him orgasm in my mouth and felt his juices enter my mouth. When his orgasm subsided, I swallowed what little juice he gave me, but I love it all the same, and I got to taste him.
I got up off the bed and looked down at David, he was still breathing heavy and was telling me how amazing it was, and I smiled and told him I was glad I pleased him so much. As I sipped on my wine, I looked at the clock, 2:30am!!!!!!, I had to be up at 6am to go home, and told David our wonderful time was over and I had to get changed for bed. David agreed and he unzipped my dress and I excused myself to the washroom and slipped out of the dress and into my black custom made peignoir and wrap and after touching up my lipstick, went back into the room, and David was just putting on his suit jacket. He smiled at me as I approached him, and we exchanged a little kiss and he hugged me one final time and thanked me for a wonderful evening, and I thanked him back, and he said, "we need to do this again", and I agreed, and I told him to have a safe trip home and after one last kiss, he left the room, and I cleaned up a little and finished my wine and again called to confirmed my wake up call and then washed off all my makeup and then turned off the lights and fell into a deep sleep in my peignoir.
The wakeup call came, and boy was it early!, I crawled out of bed and quickly started packing everything up and laughing to myself as I had gone to bed with the huge boobs on. As I was packing up, I realized that I forgot to pack the nail polish remover!. I knew that I could not go to the front desk to check out and after all my nails were still painted!. After everything was packed up, I left the key to the room on the table and then grabbed everything and headed out the door to go home.
I got home around 6:30am and dumped everything into my room and eventually crawled into bed and feel back asleep to the memories of the night before.
So here is the offer: This 38 year old, petite, passable TV, would love to entertain you if you are in my area, Toronto Ontario, as described in the story above. I love to be the girl of your dreams, and as long as I can remain the girl at all times, I would love to hear from you. I am not interested in being a TV/TS "girlfriend" and "BI" sex, but rather I will be the woman of your dreams for a wonderful and possible formal evening, I promise, you will not go home frustrated. If you are a NON-smoking male or female, that would like my company for the evening, please contact me, kisses,
Joyce Devries, joyce_devries@hotmail.com MSN chat: joyce_devries@hotmail.com Yahoo chat: joyce_devriestv@yahoo.com