Note, this a true story, some of the names have been changed, but certainly not the events of the day!, 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 check out the chat rooms, like URNOTALONE.com from time to time to make new friends and possibly find the right man or couple to date, but I am very, very picky as I have very specific wants and limits. Every once in a while one of those men come along and Brian was one of them. We had a lovely lunch and a nice erotic afternoon, and I took him to a place no Genetic woman had ever taken him to orally.

 

3 Times a Charm

by Joyce Devries

joyce_devries@hotmail.com

MSN ID: joyce_devries@hotmail.com

 

Thursday May 4^th, 2006

 

I Met Brian on the internet in a chat room and we hit it off. We started chatting back and forth and we decided that we both might be right for each other, he took dressed, but for this date he was going to be all man. He being a Married guy and liking "girls like me", and had not made love to his wife for a few years and was looking for a woman that could dress and be "pleasing to the eye". I called him a couple of times to talk and knew he was sincere as he gave me his work number, etc. He was perfect as he wanted me to be 100% a woman and liked that at the end of a romantic date liked to please my date orally and the fact I go as long as my date could last with my oral ability. He also told me that no woman had had ever had made him cum orally twice in a row and I told him that I have a few "tricks up my sleeve" to possibly get that done, and they were to wear a very sexy business outfit, flirt at lunch and put on porn while I was servicing him if we got that far, but I never told him that.

We both agreed that we would go for lunch and if all things worked out that we would come back to the house and I would entertain him. I always like to wear one of my costumes and entertain and asked Brian if he would like to see one, if things worked out between us. At first he asked for my nurse's uniform, but after seeing me in my Maid's uniform he said, "DEFINITELY THAT!". Then the usual discussion of what he wanted me wearing and the "typical, male" response came back with a "short skirt and heels", and then when he saw a picture of me in one of my black business suits that an old boyfriend bought me and we went and had the skirt shortened to a ridiculous short length, he definitely wanted to see me in it, as well as the 4 ½" black patent heels and ultra sheer black nearly black hose.

On the days leading up to the day of the date, I tried on the outfit and decided to go with a silky white pure satin and lace full fronted camisole instead of a blouse. The plan was to wear my latex vagina and my new "Veronica" foundation garment to ensure that if things got hot that I would remain smooth and feminine and if Brian wanted to caress my crotch all he would feel is what a genetic woman would have to offer. Problem was that the skirt I had previously shortened was tight and Briane just a little too high and the foundation garment was peaking out underneath. I pulled out another black skirt, one that was almost the same length, black and had a very sexy front slit on the front on the left side. I was able to adjust the skirt to expose maximum leg and slit was literally as high up as to not to expose my panties. With that decided Brian and I chatted back and forth and he was really looking forward to actually seeing the outfit and taking me out in it. We planned for an early lunch, so he was going to be picking me up at 11am and we would head the restaurant and give us lots of time if we hit it off after lunch as he had to be out of the house no later than 2:30pm. Final discussion with him was what perfume he wanted me to wear and he decided that he wanted me to be wearing "Obsession".

The morning of the date arrived and got out all of the clothes for the day and hung up my maid uniform in the bathroom for when I was going to possibly change. I then grabbed a few photo albums of my garden shoots and then the lingerie album and got them ready to go. I also put out a digital camera and a couple of pure crystal wine glasses in case he would have liked a glass of wine as we sat together on the couch. I also grabbed a variety of porn, straight, lesbian and trans and put them out and put them in and easy to find place. I then headed up for a shower and got nice and clean and then headed back downstairs and started to get dressed for the date. I pulled out all of the jewelry I had already thought about and that was going to be my 20" pearl necklace and my favorite pearl drop earrings and my new watch. As my hair dried I say down and carefully put on a coating of nail polish to match my lipstick I was planning to wear.

Once my nails were dry, I then started getting dressed and put on my latex vagina, then my favorite lace burgundy panties and then my "Veronica" and then grabbed my favorite white lace front closure bra and slipped it on. I checked myself in the mirror and liked what I saw, nice and smooth and feminine and knew Brian would like it too. I then grabbed a pair of white satin gloves and opened a fresh pack of ultra sheer, nearly black and sat down and carefully slid them on. While I was still sitting down I put on my anklet and my rings for the day. I then started getting the rest of my clothes on and started with the 4 ½" black patent heels, as I wanted to wear them as long as I could as they are the most comfortable 4 ½"heels I have ever worn. Then I slipped into the pure white full lace breasted silky camisole and slipped it on and then the short black skirt. I then stood in front of the mirror and then hiked the skirt as far as I could get away with, and eventually the slit was less than an inch away from my crotch being exposed. I walked around and ensured that nothing was showing at the back or front, as well as sitting down and found that I definitely was going to have to keep my knees close together when I sat, perhaps not in the car but definitely at Kelsey's. Once I was happy about the skirt I got my jacket and slipped it on and looked myself in the mirror and hiked up the lace of my camisole to ensure that it showed as much as it could then headed to the bathroom to put on my makeup. I checked the time and saw that I had 25 minutes, which for me is more than enough time and planned on making sure I was going to look perfect for Brian.

I started with my eyeliner and ensure I had a business application on, but went just a little more to be more seductive, I then decided to go with my "standard colours", purple on my lower lids and pink on the upper lids and hint of charcoal on the outer lids to enhance the look of my eyes. After a healthy coat of mascara on my lashes, I was just about to apply my blush and the phone went off right about 11:50am, and it was Brian, he was down at a mall near the house and asked if I was ready and I told him that I was not and was still ready, but I would be ready for 11am for the time we agreed on. I rushed in and applied a business coat and then put on my formal deep red lipstick to make my lips irresistible. Once I was happy, I grabbed my favorite pearl drop semi-formal earrings and put them on and then the final thing was a very healthy dose of Obsession behind my ears, chest, and wrists. I came out of the bathroom and stood in front of the mirror and when I saw how I looked I knew that Brian would be pleased, I was dressed as a business woman, but a "little over the top", but did not care as we were only going to the restaurant for lunch then possibly home. I gathered my purse, charm bracelet and then double checked I had my lipstick and such in my purse, and then grabbed my favorites photo album purse and headed upstairs to meet Brian.

I was just checking in the hall mirror and I saw Brian pull up and he looked exactly as he described, and I saw that he had a handful of flowers for me and I started to get excited as he walked up the stairs towards the front door. Brian wore business casual, I was definitely not dressed to match him, but did not care. I opened the door and he came in smiling at me and handed me the flowers and gave me a friendly hug, I look him in the eyes and could tell that he enjoyed what he saw and told him I had to put the flowers down and slowly walked to the kitchen table to put them down, knowing full well he was staring at my legs. I grabbed my purse, charm bracelet and photo album and then headed to the door and Brian. I asked him to help me put on my charm bracelet and he did and he asked if I was ready to go and I told him that I was and we headed out to his car, the weather was a nice warm spring day and there was no need for a coat of any kind. I wanted to see if Brian was a gentleman and stood by the passenger door and Brian already was right behind me and came and opened it for me and I put my purse at my feet and slid in, not caring how high my skirt would ride up. Brian's car was very nice, leather seats and I buckled up and Brian slid in and he immediately told me how lovely I smelled and then, put the car in reverse and asked where we were going. I told him that the fastest way was that we should be taking the highway and we were off.

On the drive to Kelsey's Brian kept telling me how sexy and pretty my legs looked and how pretty my face was, and all I said when he moved his hand over to caress my silky exposed thighs was, "enjoy them, I did this for you", he kept on caressing as we drove and said, "oh and I will dear". I was giving him directions as we drove and he continued to caress and every once in a while, he would sneak his pinky finger up to my crotch, but all he felt there was what any genetic female would have felt like and I was proud and let him continue as I knew he expected to find something not so female to play with. We did not talk much on the way to Kelsey's, but he certainly did not take his hand off my silky thighs and was enjoying them all the way to Kelsey's. We pulled into the parking lot of Kelsey's and I checked my watch and noticed it was 11:20am, perfect timing, Brian parked the car and after he turned off the ignition, got out of the car and I grabbed my purse and favorites picture book and waited for Brian to come and open the door.

Brian opened the door and I slowly swung my legs around and quickly glanced over and saw that Brian was staring at my legs, and what man would not, and I was sure he saw my Veronica under my skirt as I got out of the car. I slung my purse over my shoulder and grabbed the photo album and Brian closed the door and then we started walking towards the entrance of Kelsey's. Brian definitely was an affectionate man, as we walked he grabbed my hand and we went into Kelsey's hand in hand like a couple. As we entered Kelsey's I took the lead as the hostess came and greeted us and I immediately asked for a booth and she told us that would not be a problem and as we walked in I could see the place was pretty much empty. She lead us to a booth along the wall and I made sure as we sat down that Brian was going to be sitting in the seat so that when I went to the ladies room he would not have to turn around and see me walking to and from the ladies room to enjoy my outfit. We got seated and our waiter came and gave us our menus and asked if we wanted drinks, and I ordered a cooler and let Brian know that I did not even need to open the menu as I knew what I wanted to order. Brian ordered a beverage and was continuing to look over the menu and I decided to do what I was planning to do all along and that was to take a trip to the ladies room, even though I had no need to, I wanted Brian to get a good look at my legs. I grabbed my purse and excused myself and headed to the ladies room, and made sure all my motions were slow and deliberate as we got out of the booth and as I walked to the ladies room made sure my steps were perfect and that my hips were swaying as sexy as they could. I never looked back, but I was sure that Brian was watching and almost made a wrong turn to ladies room, but corrected myself and found the familiar ladies room and entered and put my purse on the shelf at the mirrors and decided I would pull out my lipstick and freshen up anyway. Being so early in the day, there were no other women in the ladies room so I took my time and fluffed out my hair and applied another coat of lipstick and then packed everything up and headed back to the table.

As I walked back to the table, I could see Brian watching me walk towards him and knew he was enjoying the show. I slid into the booth and Brian commented, "very sexy legs", I thanked him and my drink was waiting for me, and I slowly sipped on the straw and made a sucking motion and Brian saw and smiled and noticed it. Brian reached over and grabbed my hand and was very "touchy", wanting everyone that might be watching that we were a couple and I had no problem with that. Our waiter came and asked if we were ready to order and we both were, Brian ordered a chicken Cesar salad and I ordered a side Greek salad. We exchanged small talk and Brian kept caressing my hands and then I gave him my "favorites" photo album and he slowly went through the pictures and made comments as he went. Also while waiting for our food, the restaurant started to fill up and I was soon to find out a group of young guys got a table in behind me. Brian then asked about my charm bracelet and I went through each charm and explained to Brian what each one was all about, which I had fun doing. About that time out food came and Brian and I ate our food and every once in a while he would reach out and caress my hands, which I would always smile and occasionally when he was staring at me, I would slowly lick my lips, to which I could see Brian shift slight in his seat and he would squeeze my hands a little harder.

We both eventually finished lunch and Brian was anxious to go as the first opportunity we had to ask for the bill he did. I knew my lips needed fixing again, and I knew that Brian would like another show. I excused myself and told Brian I needed to visit the ladies room, he smiled as I grabbed my purse and slung it over my should and slowly and deliberately walked to the ladies room. However, Brian was not the only one enjoying the show, as I had to walk by a table full of about 8 to 10 "20 or 30 something" men having lunch, I kept looking forward as I walked but could feel all the eyes on me, and knew most of them were staring at my legs. As I got into the ladies room, I again noticed it was empty and put my purse down on the shelf and pulled out my lipstick and applied a fresh coat, and then fluffed out my hair. I did not have to use a stall and once I was happy with my touchups, I packed my purse again and headed back to the table. As I started down the isle where our table was, I could see Brian poking his head out and checking me out. As I slid in he immediately commented that the guys at the table were checking me out, and I said, "well, I would be surprised if they were not", and just smiled. Brian gently grabbed my hands and smiled at me and said, "too bad they have no chance at you, as today you are mine". I smiled back and sipped on my drink and squeezed his hands back. Brian told me he had paid the bill and asked if I was ready to go and I told him I was and I grabbed my photo album and slung my purse over my shoulder and we got up and he grabbed my hand and we walked out hand in hand, and I think Brian want to let the guys at the table who I was with.

As we walked to his car, I loved the sound of my heels clicking on the pavement as we headed to Brian's car. As we walked, Brian held my hand and lead me to the passenger side of the car, and opened it for me and watched as I slowly slid in and did nothing to tug my skirt down as it Briane up on the leather seat, and I knew my crotch was visible, but since I had on my Veronica it made me smooth and feminine and did not care. I placed my purse and the photo album at my feet and watched as Brian slid around and got into his seat and got a glance at his crotch and knew that my teasing and such at lunch was getting to him. Brian started driving back to the house and not many words were said, but him moaning and telling me how silky and lovely my legs felt as he caressed them let me know he was getting hotter. Again, he used his pinky to try and feel something in my crotch, but the latex vagina and the Veronica was doing their job, I was proud and let him continue. I knew at this point that I was committed, Brian was hard as a rock as I looked over and I knew that I was responsible for that and the way I dressed and flirting, I could not let him go home frustrated. Brian continued to slowly caress my silky nylon covered legs and telling me how much he loved them and continued to drive. We eventually got back to the house and Brian pulled into the driveway and parked the car, and I could tell by the look in his eyes and the bulge in his pants he was ready to go.

Brian got out of the car and I waited as he came and opened the door for me and I grabbed my purse and photo album and swung my legs out of the car and saw that Brian was enjoying the show and stood up and quickly headed to the front door and went in with Brian right behind me. As we go into the house, I closed the door behind us and I knew that Brian wanted to kiss me right then and there, but told him that we were going downstairs. As we walked towards downstairs, I paused to take off my heels, and looked at him and said, "house rules", and then reached over and grabbed the flowers and lead Brian downstairs. Once downstairs, I put the flowers down on the table and told Brian to get comfortable on the couch and went and put on a Madonna CD I had put together, I then slipped my heels back on and then looked back at Brian and he was patting the couch beside him, for me to sit down. I slowly walked towards him and as I looked down and could see the bulge in his pants was still there.

I sat down and as I turned my head towards him to stare into his eyes, he surprised me and grabbed the back of my head and forced my lips to his and immediately forced him tongue into my mouth. I was surprised but went with it, after all, I had teased him to death and I probably deserved it. The kissing was intense and he held my head with one hand keeping my lips on his and the other was caressing my silky legs. He was moaning and kept kissing and using his tongue and I reciprocated, we were at it for a while and I could feel his whiskers on as we kissed and I loved it. Eventually Brian got hotter and hotter, caressing my silky legs and eventually was caressing high on my silky thighs and my crotch which was alright as all he was feeling was a smooth female crotch thanks to the latex vagina and the Veronica. During a break in our making out I told Brian that my silky camisole was pure silk and he quickly undid my jacket and enjoyed it, caressing it and my breasts as we kissed away. Brian guided one of my hands to his crotch and I caressed it and felt his bulge and eventually undid his zipper and belt and pulled out his solid member from his underwear and started caressing it with my painted fingers. Brian was fully erect and precum was on the tip of his cock, after we broke one of our kisses I decided to lean down and take Brian into my mouth and gently licked the head of his member after pulling back the foreskin and started licking about 30 seconds later Brian groaned, "I want the French Maid". I stopped and then came back up and we kissed a little more and then I stood up and went to the VCR and turned on the TV, and put on a generic porno tape and looked back at Brian and said, "something to keep you occupied while I change" and told Brian that the photo albums on the table were there for his enjoyment.

He was smiling as I went into my bedroom and I closed the door and quickly started getting changed. After seeing the size of Brian's member I knew I was going to have fun pleasing him and was hoping that I could get him past just one orgasm with my sucking. I stripped out of my suit and carefully took off my camisole and then started getting into my French Maid's uniform. I slipped on the cream coloured "sissy pants" and then grabbed the satin uniform and slipped it on. I then put on the satin apron and did it up and then grabbed for the lace chocker and put it on and then headed to the mirror to adjust my makeup as I knew it was smudged. I looked in the mirror and applied another coat of eyeliner to make my eyes more seductive. I then applied another healthy coat of lipstick and used a brighter red one to highlight them more and finally another application of Obsession perfume. I checked myself in the mirror and then opened the door to the room were Brian was waiting and went in. I asked him if he enjoyed the photo albums and he told me the lingerie one got him even hotter, and asked him which one he liked the best and it was my favorite red sequined teddy and had the page opened to that one.

Brian was definitely ready for me right away, he was rock hard and naked while stroking his hard member as we stared at one another. I walked slowly towards him and I could see that he was completely shaved bald. He said, "Maid, I have something that needs taking care of", and I smiled and leaned over and kissed him and his tongue snaked in an out of my mouth and I reached down and stroked his hard member, and after breaking our kiss, I slowly moved to my knees with my hand still on his member, and prepared to assault it with my lipstick covered lips and waiting tongue. Brian was completely hard and his majestic member head exposed and I spared no time in closing my eyes and leaning forward and started licking and sucking on it. Since this was my first member to enjoy in some time, and all the talk leading up to this moment with Brian, I made sure that I licked and sucked to ensure Brian was going to be pleased. I flicked my tongue all around his member as I bobbed up and down and could hear Brian groaning and such, and felt his hands on the back of my head as I did. I gently caressed his balls as I did and continued to bob up and down faster, then slower, pausing every once in a while to flick my tongue across this head, I grabbed the base of his member with my right hand as I worked on him. I could taste precum oozing out from his slit from time to time, all the while caressing his balls. I was not sure if Brian was watching the porno or me and, but continued with the task at hand.

Eventually I could taste more and more precum oozing out of his member and then something happened I have never had done to me before while pleasing a man orally. Brian grabbed my head firmly, and held it and then started thrusting his hips and jamming his member deep in to the back of my throat, making love to my mouth. At first I was surprised, but realized that I needed to open my throat more, as he was not letting up, and I was gagging a little, I did and he continued to get hotter and hotter. I was wondering if Brian liked it rough?, or liked to be in control?, or all my teasing and my clothing was doing it?, but all I wanted was to take him over the edge. Every once in a while Brian would let go and I would continue to bob up and down furiously, with my tongue swirling around his member as I did. Finally Brian grabbed my head one last time and jammed his member as far as it would go in my mouth and I relaxed my throat muscles and he started grunting and I could feel his member pulsating, and knew he was cumming, however, with his member so far in my mouth, tasted nothing as his seed went right down my throat.

As Brian let go and relaxed I gently licked and sucked his member clean, and could finally taste his seed down my throat and stood up and asked if he enjoyed it and all he groaned was "oh yes". I left him on the couch stroking his now semi-limp member and told him that I would be right back after I fixed up my lips. I went into the bathroom and applied another health coat of both lipsticks and straightened out my skirt and apron and went back into the room, Brian was stroking his cock and was smiling at me. I grabbed my digital camera handed it to Brian and grabbed the flowers he brought me and posed as he took some pictures for memories sake. I then got the idea and asked Brian if he would not mind if I took a couple of pictures of his erect member, he smiled and said, "sure", and took a couple of it. I then got an idea and handed Brian the camera and thought he might like to get some pictures from his perspective as I pleased his member. I noticed that the tape had ejected and then decided to get into "maid mode", and said, "sir would you like another video on", he noticed and played along and said, "yes maid, I want one", I asked what kind he would like and he said he wanted Lesbian, and curtsied and said, "right away sir", and grabbed the Lesbian porno and put it on. After it started, Brian then said, "good, now come here maid and suck my cock".

I curtsied again and said, "yes sir" and slowly moved to Brian and got on my knees and started all over again pleasing Brian by ensuring my tongue was flicking all over his member as I pumped up and down with my lipstick covered lips. As I started, Brian snapped a few pictures as I licked and sucked. The Lesbian porno must have been really pleasing Brian, or he was really enjoying my sucking and licking, as he stayed hard and was moaning and groaning. At one point he commanded, "that's it bitch, suck my cock", after taking a breather I mentioned that was not nice and he groaned that he was sorry. This time was much like the first, with Brian grabbing my head and ramming his member in and out of my mouth and then he would take a break and I would continue to massage his balls and suck with earnest flicking my tongue all over as I did. Brian then started the same as the first time and started breathing heavy, moaning, "yes, oh yes, oh yes", and the grabbed my head again and thrust his member deep into my mouth and I could feel his member pulsating and knew that he was cumming again, and like the first time, he seed went right down my throat and I never tasted it until I pulled back and could tell he had cum with the familiar tingle in my throat. I licked his member a little and cleaned it up, I then stood up and asked Brian if he wanted to see my favorite lingerie and he said he would.

I again left Brian slowly caressing his member and went into my bedroom and closed the door and grabbed a drink to clean out my throat and checked the time and there was enough time to get changed and maybe some more kissing and fondling with Brian. I slipped out my maid's uniform and into the custom made black satin and lace peignor and wrap I had made, and then, freshened my lipstick and checked myself in the mirror and went back into the room. Brian stood up, his member sticking out proud and came towards me and said he liked what he saw and started kissing me his tounge snaking in and out of my mouth and caressing the silk and lace of my lingerie, he then broke our kiss and while staring at me, gently pushed my shoulders down and I knew what that meant. I lowered myself to my knees and sat back on my heels, and Brian moved up and gently grabbed the back of my head and pushed it towards his member, and I opened wide and started sucking and licking. I really love being on my knees pleasing a man orally, and this was no different and I am sure that Brian loved it, as I think it gave him some level of control, and putting me in the very submissive mode. Eventually Brian stopped me and then pulled my head off his member and sat down on the couch and motioned me to come and join him, I crawled over and began to started sucking and licking his member all over again. Brian was moaning and then told me to stop and told me he wanted to stroke his member, which he did and I caressed his balls and I looked up and saw that Brian was staring at the television watching the Lesbian porno.

I was not sure how hot Brian was, but all at once, he grabbed the back of my head and pushed it towards his member, groaning, "now, now", I took the hint and wrapped my lips around his member and he exploded and at last I got to taste him as he came in my mouth. I swallowed him all down, and could hear him groan and relax and I licked him clean and then stood up leaving him to recover yet again. I went into my bedroom and got another drink to clear my throat and then decided not to freshen my lipstick as I knew Brian would probably a final goodbye kiss and did not want to leave any hint of me on his face when he went home.

I went back into the room and Brian had quickly dressed and we shared a light kiss and he asked me if there was any lipstick on his face, and went and grabbed some tissues for Brian in the bathroom and came back and gave it to Brian. I helped Brian ensure that all of my lipstick was gone and then lead him upstairs and to the front door. We exchanged one last light kiss and the last comment that we exchanged is that we should date again, something more substantial like a weekend at Niagara Falls, and he said, that it would be perfect. I watched as Brian walked to his car and then leave for home, I was hoping I would see him again.

I then scrambled downstairs and started cleaning and getting the photo albums away and myself changed and such and got some of the flowers Brian had brought into my press for preservation, and I sat down and relished the day and enjoyed the memories.

Epilogue:

Only a couple of the pictures taken during the erotic activity actually turned out.

I saved a few of the roses and pressed them form Memory sake.

I have tried to email Brian a few times after our date, but no response, nor on-line, so I doubt anything will happen again. Too bad, the chemistry was there.

 

So here is the offer:

This 37 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

My MSN: joyce_devries@hotmail.com

  

  

  

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