The Derby Part 1 free porn video

1 It was 4 am and I was standing in the bathroom of an upscale downtown condo getting myself ready to leave or at least look somewhat presentable. To me this was a practice Saturday night. It started out with me and my practice partner Karen dinning out, getting cocktails and then heading to a downtown club. It was a successful night well at least as far as practice goes for both of us. Karen and I had both left around 1am glued to a guy. Not sure where she ended up but we will meet up tomorrow to watch the games and go over the details. As for me here I am in the bathroom of the guy I met I believe his name is James or something like that. I don't overly care as he is mostly just practice. He is currently passed out in his bedroom and I'm sure he probably won't wake up till noon. He is overcome by the combination of alcohol, dancing and sex which I hope was hot. I stole/took some of his sweatpants and a hoodie. I have written him a note on his fridge that says "Thanks for the night! I took some sweats and a gym bag hope you don't mind. See yeah around town - Vanessa." I pull out my solemates from my purse and put them on my feet. I really can't be wearing sweats and the heels from last night. I pull the hood over my head muting my looks, grab the gym bag with all my clothes and heels in it and step outside. Kind of feels weird to be in men's gym clothes being like this but I quickly hail a cab and off I go back to my tiny apartment. Takes a while but the cab pulls up to my apartment and I quickly pay. There was some small talk between the driver and I about the weather and the night but not much else. I grab the gym bag and my keys and scurry up to and through the apartment door then bolt lock it behind me. I stroll around a little trying to gather all my thoughts. I have nowhere to be until my 6pm meet up with Karen so there will be plenty of time to sleep all day. Right now, I just need to decompress and get out of character. Getting out of character has become harder and harder as I spend more time getting ready for the competition. Character you say what character? Well despite all appearances and the fact you know I just had sex tonight with a man I'm not really a woman at all, well that might not be entirely true. So, I will decompress and start the change back to Tom Hilbert the man I normally am. It's very strange how as Tom hoodies and sweatpants feel comfortable but as I unzip the hoodie and pull off the pants they have a totally different sensation. I stand at the mirror looking at myself with just my black bra and thong on and completely hairless. Even for me it's sometimes hard to believe it's me. As a guy, I'm pretty ordinary and boring but as Vanessa I move into whatever your definition of a gorgeous woman or model type is. An 9-10 on my guy scale well something in there depending on the day and look I guess. Well, I need to get some sleep so let's start to get this over with. I usually like to leave my face and head to last otherwise it looks so strange to me. So, I first pull off the thong and now I'm totally naked down there. I check myself over in that area and then I reach for the solvent on my dresser. I start to apply it where I believe the seams to be in my crotch. I rub and rub and rub and rub and finally the seam starts to appear. I start to peel off the, for lack of a better term, fake vagina. This thing is totally amazing and really undetectable. I've never had a guy say anything about it other than saying things such as "I like a tight woman." The contest I'm in sent to me a while back to practice and get used to it. Apparently, it's state of the art technology which very few people would even know about. Right now, I only wear it a few days at a time but I did wear it for over a week when Karen and I went for a vacation (or more so practice) to Las Vegas. They say it can be worn for months at a time but eventually needs a day or so for cleaning, decompression, etc. It'll be interesting to see how it holds up during the game. It basically has a tube and catheter for your penis to go in then it comes with a special glue that somehow sucks and compresses it all down. Not sure how everything works exactly but I do know that when having sex that I can somehow orgasm in what I imagine to be a feminine way. Whether it's the appliance or me just getting into the role or both I'm not sure but it happens and it feels unbelievable. Way better than it ever had for me as a guy. Albeit I did have to swallow a pill when this came and I have a canister of them that tells me to take a pill on the first day every other month to keep the appliance working properly. I also do get both clitoral and nipple stimulation too. My guess is somehow the pills and these appliances send signals back and forth to my real body. It is so realistic that as a test I tried to play a joke on a gynecologist friend of mine John. I set up an appointment and figured once he was like this feels weird or is fake I would say hey I'm really Tom but he felt up there and said nothing and treated me like I assume he does every woman. Gave me a run down and advice. We flirted innocently a little and he sent me on my way. So, I said nothing and set up another appointment, he is cute and single after all and you never know. Anyway, I pull the fake vagina off and free my penis to its natural state. Still at times feels weird after a night like tonight. I spend a few minutes and rub gently and move it back to a full state from being compressed and wrinkly. I take the vagina and I slowly wash it with some warm water. It is really quite a bizarre sight to be holding in your hand as it looks so real. The guy's cum from tonight mixed with some of my fluids comes out slowly and heads down the drain. It's gross to see and think of a great night ending this way. I drift off and smile thinking about how it felt to be penetrated and then feeling him cum in me. My body squirms just thinking back about it. But I'm snapped back to reality as the last of it goes down the drain all I can think is oh icky. It's not the normal way I do this but figured I need it clean before I pack up tomorrow night. So, it needs to be clean and dried. Usually I would sleep as a woman and keep the vagina piece on and it breaks it down and drains everything in a very natural and normal way. Anyway, I pull on some boxers and finish the cleaning. From there I head up my body. I stop at the boobs. I like that term always have always will. I know not all women call them that but it works for me. I prefer it to tits which sounds so slutty and breasts which sounds so anatomical. I unhook the bra and my C cup boobs are free. I rub, cup and scratch around them and that feels great. I'm still amazed at how they look and how perfect they are for my size. As I said before I definitely feel it when the nipple is touched or rubbed or pinched. I also feel a lot when the rest of the boob is touched too. I believe not as much when nearing the seams but overall it does to a degree feel natural when touched. So, I grab some more of the solvent and rub it near where I know the edges are. After a while I'm able to peel them off and place them in the special case I have for them, the vagina (which is still out and drying) and the special pills. It is always a disappointment once those come off as now I'm a fully boy body with the head of a hot woman. I usually throw on a t-shirt quickly to keep the illusion somewhat intact even if it is really starting to dissipate. Next, it's on to the hair or wig if you will. My hair has been getting longer but I prefer the wigs at least now while I try out different looks and have longer hair. I use some glue remover on my forehead and temples. I love to glue the wigs down mainly because it keeps the wig in place and even if some guy decides run his hand through or pull at my hair it doesn't come flying off. The guy tonight really wanted to pull my hair while doing it doggy style to the point that I thought it would come off. I basically flipped over and begged for missionary just to keep my hair in place. Well I peel back the front of the blonde wig with dark roots and then pull it completely off. There I sit with full makeup and a nude wig cap. A strange site for sure and why I never let anyone see me making the transformation to and especially from being a woman anymore. It's something very personal now. I pull off the wig cap and run my hands through my sweaty wet hair and shake it out. It's been a long night especially with a lot of dancing and then sex and it feels good to get the wig off and air out my head. I place the wig back on the Styrofoam head which it came from. I'll need to wash it but that can wait until tomorrow. Nothing like putting on a smoky wig to teach you to clean it sooner rather than later. Well I need to finish up first I pull off the fake eyelashes. They come off rather easy and sometimes I keep them especially if they are in good shape. These ones are so I put them back on the plastic they came from. I don't usually overdo it with eyelashes. I try to stay in the normal female range to stay believable. Yes, from time to time I'll vamp it up with larger or glittery ones but tonight was not one of those nights. After that it's cold cream time and off comes all the makeup. Only takes a few minutes and looking like a raccoon and I'm back to male. Well except I need these contacts out. So out comes the blue and I'm back to brown eye brown moppy hair Tom. My face is sort of feminine as I have more female features that most men and don't always need tons of makeup. But even still at this point with no hair, makeup or boobs I'm pretty much just the faceless IT dork who works down the hall from you in the office. I open the gym bag and hang up my black dress from tonight. I throw the bra, thong, pantyhose and spanx onto the counter to cold wash tomorrow. I takeout the heels and place them in my shoe rack and that's it I'm off to bed at about 6am. Thus, ends the last practice night before I leave. 2 It's 2pm and my alarm goes off. I always set alarms because otherwise I'd wake up way past the time I want. It be 8pm if I didn't set it especially after a long night out. Well I did get 8 hours of sleep and boy does that not feel like enough. I'll probably mope around in bed for a while before washing my intimates and hanging them to dry. Then around 6 I'll head out to meet up with Karen err Kevin at the local bar. Yes, Karen is also really a man named Kevin. We plan to meet up and watch some of March Madness before I leave. We can talk about last night and let each other know how it went. We usually do this after a night out as it's fun to hear each other's stories. In this case, however we'll have to do it in a quite part of the bar or outside as we are both going to be dressed as men. Many times, we just have a brunch as girls in which case obviously talking and acting like a girl is fine but not today. You be surprised how hard it is to turn off being a woman on Sunday after being one since 6pm Friday night. You have to be careful not only with your voice and mannerisms but also with the tempo in which you talk and what you talk about. Not many guys are sitting watching a game prattling on a mile a minute about how good or bad sex was last night. 3 So, while I have time puttering around my apartment I'll explain why am I here and what am I practicing for and so. Well first my name is Tom Hilbert and I live in New York City well not really New York City but the tristate area. I actually live in small apartment in Jersey. It's not in a big sky rise or anything like that. It's more like each apartment is a slice of the building in more of a townhome like way. As such each has an upstairs where the one or two bedrooms and main bath are located. They're numbered like 515 which is 5 for the building and 15th unit from the left each building has more or less 20 units. Each of the end units are 1 bedroom so I chose that. I live in 311 which is the first unit in building 3. So basically, I have one neighbor 312 but we never really see each other since the end units have doors on the side of the building where as all the others are located on the front side. It's a pretty quiet complex not much going on most days. Kids play in the courtyard playground near build 6 but that is far away from me. Everyone just goes about their days working and not really noticing or caring to much about the others around. My normal job is in IT. I used to work at America Bank in the city which is where I met Kevin. Currently though I've taken a lot of contract work which can range from 3 months to a few years. Maybe someday I'll return to America Bank but not in the short term. Currently my last contract ended at the end of January which I had purposely plan to have happen. That company HGI seemed to want to keep me fulltime but I knew I had to leave and prepare. I grew up in Nebraska a little west of Omaha. Currently I'm 26 years old. I graduated early from college 5 years ago and started into the work force in IT. My only real relative was my Mom she raised me but sadly she passed away from cancer about a year after I graduated. She said I raised you through college now it's your turn to be you. She was an awesome Mom and I could never thank her enough for all she did for me. I never knew my father and my Mom always told me she that she just got sperm from the sperm bank and was lucky to have me. It ended most conversations about that. So, I never really knew if my Mom even knew my father or was just joking or not. She never told me. So, I've come to that fact that I may never know my actual father and really to be honest I'm ok with that. After my Mom passed away I wanted to move away from Nebraska so I took the America Bank job and headed east to New York. It was a great first place to really advance my career. I met many people over my time there. I met Kevin because we both talked about shows and the like and would dabble in sports. In high school, I was in all the school shows and plays which kept me busy. I also ran cross country and some track too. I'm ok with sports I wasn't the gun ho football and wrestling type like most guys in Nebraska were but I was able to hold my own in the average ability range especially when it came to running. Kevin was into watching sports and the show thing much the same way as I was. We we're both 22 away from home, Kevin is from near Cincinnati, and so it was normal to kind of hang out together at work and away from it. Kevin actually lives in the same apartment complex as me. He got me to move over to it after my initial 6-month lease had ended. 4 So how did all this dressing like a woman get started. Well one day he and I went over to the city and watched a drag show on tickets we got from work for completing a big project. It was somewhat interesting to watch. I thought it was a bit over the top campy and kind of slapstick stupid. Afterwards when we were out I said to him if I ever dressed like a girl even for Halloween I'd work hard to have you never know I was a guy. I told him I didn't understand what the point of not going all out was. Drag to me was like a half way point. He agreed and we talked more and more about to the point where it was a bit absurd. For some reason, we both decided probably half-drunk that we should see what it's like to become women for a weekend. We both had plenty of money making over $100k each and neither of us had girlfriends or even the prospects of one currently. We both had free time to give it a try. So, we both said why not try it see if we can do better than these drag clowns. It was almost September and we agreed that we'd do it the first weekend in December. Then as guys of course we came up with a bet as there is always a bet. The bet was we'd each get a room in an Atlantic City Casino for the weekend. We'd both dress the whole time as women and who ever had a picture of a guy we didn't know in his room first would win $5k. Not sure we overly thought what a guy being in our room as a woman would mean but that's for later. 5 I should say we're both around 5'6" he actually might be a little taller. We both run regularly and are pretty lean. I weigh about 133 and Kevin is pretty close to that range. So off we went to learn how to be women. We each kind of threw ourselves into it in different ways. I knew I had to learn how to look and move like a girl my age would. So, I would watch the girls at work constantly, hopefully inconspicuously, do everything they do in a normal day. I figured I had to start learning everything from the beginning. My first goal was to get stuff so that my body would look like a girl then I figured I could go from there. I went on the internet had fake boobs immediately ordered and shipped. I also got a pretty average wig that was brown. Those would arrive in a few days. But I had to figure out how to get other things and change myself to look like a girl. I learned via the internet how to hid my junk by doing something called a "tuck". I went to the local Acme and picked up some pantyhose bought about 5 packs. Being new I had no idea so I bought shear and opaque and tan and black and blue ones. It was easy to buy stuff at the super market because I just went to express checkout and boom I was out with no questions. It felt like I was on some top-secret military operation when it fact I'm sure most people there could care less. Strange thinking back to how that was and how easy and calm it is now. I knew I needed some bras and some clothes that fit but I had no idea what to do. I went to target again because they have express checkout and bought some 34C bras. I bought a nude (or to me up to that point tan) and a black one and also bought the matching panties as a set. Funny to think about buying bras and underwear at target that makes me laugh now. Pretty much all my bras and other intimates now come from Victoria Secret or high-end on-line stores. But 4 years ago, that was conquering a huge first step to becoming a woman for a casino weekend getting underwear. The wig and boobs arrived before the following weekend. I tried them all on at once so there I stood in a long straight hair brown wig with boob things sitting in a black bra with black underwear and some black pantyhose on. Not sure what I thought in that moment other than boy I have a way to go. I looked like a teenage girl who's look was somewhere between gym class and the school dance. My "tuck" was a waistband and a cut up black tube sock. It hid stuff well but I needed more clothes and a look. 6 Kevin and I would talk and hangout regularly still and the conversation would drift to how's it going with being a girl. I think we each knew that it would be tough but were working on it. Kevin had focused more on makeup and explained to me that he took a few class demos at a MAC store. He said he worked on it every night and was getting pretty used to it at this point. I told him about the body shaping type stuff I ordered. I think we both agreed that this would be fun and yet hard. Looking back, we didn't even know the half of it at this point. We both marched on and it was forward to the goal. I got home and immediately called the MAC that was within range but furthest from New York. Princeton MAC here I come for my lesson. I few days later I drove to Princeton in the morning parked my car and boarded the train to New York and my America Bank job. After work, I would repeat the process then head to the MAC store. I had no idea what to expect when I stepped into that store. But I was assigned to Gina a cute Italian looking girl. She took me to a back room that they had and then said "I figured you want some privacy while we do this." I muttered out yeah that's great. She asked what this was for and assumed it was for Halloween or something. I told her no and explained the drag show and how me and Kevin made a bet. She said "You'll be alright and we can work to make you look like girl. Especially if you come in here a few times. But picking up a guy well that's something that you'll need to learn as a girl." She sat me down and did some basics all the while explaining everything to me. This is foundation and this is what it does and this is what you need to do to make it look right. She told me you need to learn a few things at a time so we'll hammer on one or two then when you come back we'll hammer on another. You need to think about makeup like any girl your age would and I'll help you learn that. So, on and on we went in this lesson about foundations and concealers and moisturizer. Oh, the moisturizer she explained how that helps setup the skin to death. But looking back by the time I was done I could easily moisturize my skin and apply foundation and the correct shade of it. Once she was done she asked if I wanted to come Tuesdays and Thursdays until I got it down as that is when she worked and it didn't have the weekend crowd. So, I setup appointments for the next 5 weeks which would be until the about the end of October. Ten lessons that should be plenty she said to be able to teach you almost everything and give you all sorts of looks. Then you'll be on your own to create. I figured I only needed one look or so I thought but she's the expert here. I left and practiced foundation till our next meeting. I got pretty good it by the next meeting. I was back and it was Tuesday. The first of 2 appointments this week. She said that for the most part this week we'd focus on the basics of the eyes. This should really help you look more like a girl. We spent most of Tuesday literally just talking and working on my eye brows. She took tweezers and shaped them into a more feminine arch and look. Not sure how that'll look at work but I can always wear my glasses instead of contacts to hide it. We talked about shaping and coloring and eyebrow pencils and over and over again she'd have me redo it. I learned what cold cream was because we'd draw the eyebrow then she'd apply the cream and we'd remove it with some pads. Over and over until I pretty much could handle it on my own. After this class, she asked if I needed help with parts other than makeup. I said yes, I really do. I have some things but it's hard to know where to start and what to do. She asked if I wanted to stay at her apartment Thursday night and we could go over it. She didn't have to be clear but it was easily assumed to be a girl and trying to be a girl sleepover nothing else. So, Thursday night came and like always I took the train out to Princeton and headed to MAC. This time we worked eye shadows and liner and lashes. And she said we might spend the next 2 weeks on this. "2 weeks?" really, I said. There is a lot going on there she promised me we can teach you contouring and lipstick and blush fast but the eyes are where it's at. Well I started to learn that night. There was classic and cat eye and pin-up and simple thin line and smooth and bold and smoky and Arabian and everyday look. Then the shading and what to highlight and bring out and what to darken and suppress. Plus, the well endless supply of colors and what matches and what doesn't and how to make and evening look or a simple afternoon look or a normal everyday look. I asked why do I need to have an everyday or afternoon look. Gina shot a glare at me and said "being a girl isn't all nightlife and casinos." In order to be a normal girl, there, you have to learn to be one in stores, malls and everyday places first. So off we went and for the next few weeks eyes, eyes and more until I could go home and do it in my sleep. I could at that point go into a drug store and probably know eons more than the teenage or college girl selling me stuff. After that first eye lesson on Thursday we left together. I probably looked a bit bizarre a guy with foundation, feminine eyebrows and well- done eye makeup. But we jetted out of the store fast and I followed her. She stopped at Salad works and waved for me to come in. I was scared to death. She said no one cares in here especially the other women. Order a small salad and we'll head to my place. I ordered and got it and off we went. 7 Well what do you have she said. I opened a gym bag and dumped it all out. So, you have boobs nice she said and underwear and bras and some pantyhose and a wig. Well it's a start I guess. She handed me a razor and some shaving cream and said take a shower and shave it all off. I must have looked puzzled. All the hair not on your head Tom. How can you look like a girl with that much hair? So, off I went and a half hour later I had no hair anywhere below my neck. I was a weird yet exciting feeling. She gave me a big bottle of moisturizer and said put it everywhere. You need to shave every day and moisturize every day from now on or at least until your trip. So, I did every day from then until well now. Then we started in on looking like a girl. She put on the bra and placed the boobs in them and explained this is where they need to sit most times. Then went on to explain other bras and hiking up boobs for certain dresses, etc. I caught most of it but some went over my head. I had already done the "tuck" which she said looked fine especially after panties covered it. I got a lesson in intimates and what certain bras do and don't do and when to use certain bras like strapless and sports bras. I was like why do I need to know this. Her answer because a 22-year-old girl or more so woman would know it. We then went over thongs and their purpose and boy cut and low cut and on and on. I had no idea that woman try to hide lines under their clothes. I just assumed that they liked lace and such. Gina said yeah sure we do but it also blurs the lines. It's like a big under clothes game being played by women. Makes me laugh but when in Rome. Next was pantyhose which I assumed was just one thing. But turns out for one pantyhose have a ton of types. Ones that stop at your waist and then ones that go basically all the way up to your bra. Stockings and thigh highs which need to be held by a garter or some strong rubber lines. Some of the pantyhose are stronger and shape you and basically tighten your body. I had no idea. I thought all they did was just look nice under skirts and dresses and mostly keep your legs somewhat warm. I started to learn that there is shear which I found out means almost see through all the way to opaque which means not see through at all. Some have lines running down the back which Gina assured me was over my head at that point. Pantyhose have huge shaping functions pulling up your butt and making it look smoother and shapelier. I don't have much of a butt so they shaped me into a better more feminine look. Well until I found spanx and they did an even better job albeit they're tough to breathe in sometimes. Gina said pantyhose look good on me and that I might be able to really pull this off. I also learned about leggings and jeggings at that point too. As I would learn leggings would become my friend and allow me to explore stores more as a comfortable female in the coming weeks. Gina had me throw on one of her sweaters and some of her jeans and she put the wig on and combed it a bit. I looked somewhat female albeit like a lazy sloppy one with a bit of overkill makeup. But back out we went and we headed to Kohl's. You need a basic wardrobe something you can use when I'm not here to provide you stuff. So, through Kohl's we went trying on everything. We also bought lots. I now had many skirts and a pair of female jeans and shirts and sweaters and more intimates to wear. We also got some shoes too. I got sneakers in female colors for running I thought. Gina said or maybe for a yoga class which we also got pants for. I was women's size 8 which was about normal so I could try most things. As it was fall she made me get a pair of nice boots. I also got 2 pairs of heels. Nothing fancy just a 3" nude pair and 3" black pair. Practice, practice, practice she said. Every night you need to walk in these. Watch videos on women walking in heels and just do it over and over. Heel to toe she said and go up and down your stairs. On the way home Gina told me I have a very good body and with the makeup lessons and basic clothing etiquette I would be passing as a girl looks wise quickly. She even mentioned I might find myself to be quite good looking. "The men will stalk you", she giggled. I didn't know what to think at that point but just said "Nah you're crazy." 8 The days came and went before it was Tuesday again. I had practiced all weekend walking around my apartment in the heels. I had nothing much planned on the weekend and Kevin was working on himself too. I tucked put on some pantyhose and a skirt and the heels and was looking all girl from the waist down. Then I worked on walking and sitting while watching the games. Every commercial I would get up and walk around and giggle to myself that I was getting my man a beer. I also worked on how to sit and lounge around as a girl too mimicking what I've seen other girls do. By Tuesday I was used to the heels. Don't get me wrong I'm no expert mind you as it was just indoors but I'm good enough to not look silly or fall over. 9 The weeks went by and I learned more and more from Gina about makeup and techniques and what makeup to do for different situations. Gina and I started to hang out on Thursday nights. She prepped me and out we went took a while just to get used to how things feel clothes wise as a girl. She'd have me wear jeans one week and then a skirt the next and then a dress. We'd started by just going out to eat at the local restaurants. Basically, we'd head to her house I would transform myself and she'd layout some clothes for me and say this is where we are going tonight. I would be ready and the we'd head to like a TGI Fridays or the like. I started to learn just how to be a woman while out. Seemingly simple stuff but she'd grill me on it. How to stand or where your hands should be. Things like how to sit in a booth and how to sit with a skirt on. Ordering always scared me because my voice was somewhere between Minnie Mouse and a gay guy. But I ordered and we ate and I would try to carry a conversation in my female voice. I got better at all of it over those next weeks. I went online and looked at everything I could find on speaking female. I'd practice how to speak over and over and over again. I would read all the Harvard sentences in a female voice and record them. Whatever sounded bad I would practice more and more at. It took time and still there's some areas that I'll work on. But after about a month I could carry a conversation with Gina in my female voice and order and not feel judged. 10 A few weeks in Gina said we need to step it up because your trip is getting closer and closer. She said remember you look like a woman and can talk decently as one but we've only really gone to generic restaurants and some basic stores. While guys did check you out you need to learn how to be in that space. I shot back wait guys were checking me out. She said have you seen yourself? Vanessa you're like a high number in most guy's minds your beautiful. Maybe 8 and up and you're hardly into a full girl mode. You've barely even done sexy at all. So, this weekend she said we're going out Friday night to a club in the city and we'll dance and take it from there. I'll stop at your apartment around 6 and we'll head out for dinner and then the club. 11 A few days went by and I was both excited and terrified about the weekend. I knew I needed to be a woman more and out at places but I was scared someone would either know me or I would be exposed as a guy. Gina came over around 6 and promptly changed my outfit. She picked out a one piece black dress that hugged me tight. Between the spanx, pantyhose and breast forms my body now had an incredible shape. Heels Vanessa heels she said. "How am I going to dance then?" I asked. "Like the pretty girl, you are... the guys they're not going to care" she said. So, we called a cab and off we went to the city. Actually, not too far from where I left work a bit early about 2 hours ago. I doubt anyone would even notice me and the only one who knows Gina is Kevin and I haven't heard from him in a few days. We went to Washington Street Pub and we were seated pretty quickly. "Loosen up Vanessa have some alcohol, wine or a mixed drink just no beer. Girls looking like you don't do beer" said Gina. Girls like me what do you mean? Seriously you're a 10 nearly every guy has checked you out since we've come in here. We're going to talk like women but you're also going to scope out guys and tell me what they're doing and how they're looking at you. This is the area that'll take you from a guy who dresses as a woman to actually beginning to think and behave like one. For one you need to learn it to get a guy back to your room for the money but also, you're going to be hit on a lot and you need to be able to deal with it. 12 So, there we were at this little pub. Gina started talking to me about the guys around us. This was different than our normal restaurant visits. Those times we'd talk about work or the news or TV shows. But now it was full on girl talk and I wasn't ready for it at all. Gina would say check out his ass or I could fall in love with him. It would get even more so as she would say things like oh I wonder how big that guy is, or that guy is hard look at his cock bulge. Things like he wants one of us and my guess is that it's you Vanessa. I felt squeamish the whole time she was going on. This Vanessa this is how women talk when we're out on the prowl. "I might have over done it to make a point but it's like that" she said. Join in she said who do you find hot and sexy in here. Who would you want? I looked around and thought. Weird to think that I would want any man in here. Come on Vanessa who's your type? I saw a guy maybe a bit closer to 30 who'd smiled at me earlier across the bar. That guy over there he seems to be a sharp dresser. Kind of reminded me of Brett Favre in a way I thought to myself and then said to Gina. I like the rugged but sharp dresser look. Gina said, "He's checking you out big time by the way especially since we both keep peaking at him." We need to get up and head to the ladies' room. I was used to us both going as that was pretty much how it was everywhere we went. She whispered in my ear "we're going to walk right by him and you're going to strut your stuff and give him a big smile if he checks you out." He did check me out and I smiled back. We made it to the bathroom which was pretty empty since it was still early. She said there you go all growing up on me. I went into a stall hiked my dress up, pulled my pantyhose down and there was my own junk. I thought wow maybe I can do this. I peed reversed the process and headed to the mirror. Reapplied some lipstick and Gina and I went back to our seats. The rest of our time there we gawked about this guy or that. I now know I don't like the skinny skateboard looking guys. There was lots of talk from Gina about this guy or that penetrating me or feeling him inside me. I joined in to play the girl role but was weird to think of someone being in me. When we were walking out I noticed that I had pretty much not even seen most woman in the room. I mentioned that to Gina as we walked and she was like it's because dressed like this you're a girl and you want to be with guys like any other girl. We kept walking to the club which was a few blocks away. I got scare as I noticed I guy I work with was approaching us. He smiled and kept on walking that's when I knew no one would notice me as a guy. 13 We got to the club and in we went. Bouncer didn't even card us just smiled and said come on in ladies. But I thought maybe I need a fake ID when I'm Vanessa just to get in places where they would card. We checked our coats and then head straight to the dance floor. Gina and I were basically just swaying back and forth close together with each other. She whispered just let it go tonight be a girl, be a woman, be desired... then before I knew it 2 guys were on us. It was tight so they were grinding up against us. I could see Gina and basically just tried to follow her moves and do them on the guy I was dancing with. His hands were all over my hips and in general I loved it. It felt so good to be touched and touched sexually. For me as guy I really had very little sexual touching with women if anything really. So, this felt so good I could feel this guy pressed up against and when he pulled me in close I could feel my fake boobs pressed up against his chest. I danced with him for what seemed like hours albeit it probably wasn't that long. He showed no sign of thinking I was anything but a beautiful woman. After a while Gina made her way back to me and said let's hit the ladies room. I whispered in the guy's ear that I'll see you later. Then off we went to the bathroom. Gina said nice play with the whisper even if you don't see him again. In the bathroom line which was quite long she asked, "so how's it feel to be wanted and hit on by hotties." I just smile and said "incredible." I said it never felt like this before and it seems wrong but feels so so right. I don't want to deceive anyone. Well you're not tricking them all you're just becoming a full fledge woman and what's wrong with that. You went from a barely noticed or cared about gu.. hmm can't say that here so person to a stunningly attractive woman. We need to play with these guys some more and then we'll jet out of here on the "next bathroom break." We can't risk them wanting to leave with us because they'll expect something. So back we went to dance with these guys. I can't remember a time when I felt so much in my body. Thank God I was tucked tight and then had spanx and panty hose over top of it all because I was getting so unbelievably turned on that he would have felt me soon. The way I felt was like nothing before the way I just place my body up against his and how I seemed to fit perfectly. I could feel his hands running up and down my sides and it felt erotic to have someone else holding me tight and somewhat controlling me. When I would turn and place my ass up against his crotch I could clear feel him get harder and harder. I really couldn't believe that here I was turning a guy on and it didn't feel wrong at all. After a bit kissing started and my body just started to lose it. I could barely focus on what I need to do to be the woman I had practice to be. My mind was in a sort of hyper-drive and lines were blurring. Just then Gina stepped in tapped me and off we went to the bathroom. Except this time we snuck out of the club and got in the first taxi we saw. Gina gave the Jersey address and off we went. 14 Gina and I began to talk once we both caught up to ourselves after rushing out. I couldn't believe what just happened tonight. So Vanessa how did it feel tonight? I just couldn't even get the words out to explain. Welcome to our side Gina said with a huge smile. Do you like it better? I just mumbled yes and I can't imagine it ever being better as a guy. Oh you just wait Vanessa said Gina. This is nothing and you're only going to get better looking and be able to handle it better when with guys. But for your first time you went well way up there. In a club it's nice because you can get the high and then get off the hook if you want. Remember us women always have the power to just leave but we need to be careful about being to misleading. I asked if I was that way tonight. Nah you were just having fun she said but it was going in the direction where in a bit an after event was going to be in the cards. We got back to my apartment and started to get undressed. I was so tired but Gina suggested I get out of everything. She took a pillow and some sheets and headed down to the pullout couch. She said see ya in the morning let's not make it too early. Enjoy decompressing and the dreams and off she went. 15 I went into the bathroom to start getting undressed. I just stood there look at myself in the mirror and really couldn't believe it was still me. I looked a little ragged from the night of dancing but was still incredibly hot. Was I really able to so easily pick up and dance with a guy? He wanted me bad too and I just seem to fall into the role with such ease. It was almost scary to think that I much preferred this to being a guy at a club. It would be hard to get this kind of high as a guy. So I began to undress and off came the tight dress and heels. I stood there and I still looked very much female. Yeah you could tell that my boobs were padded a little but as I stood there in panty hose and a bra with the tuck concealing my parts I looked very much like any other woman who was half dressed. But It was about to come to an end. I unhooked the bra and took out the breast forms and it was back to flat chest. I then pulled off the pantyhose which always feel so incredible. My spanx still gave me some shape but I pulled those down and now I could thankfully breathe a bit better. My spanx were sweaty as can be but my tuck was worse and just soaked with pre-cum. I thought I can't believe another guy got me so turned on. I pulled the spanx and tuck and everything off and put on some briefs. It looks weird now a boy body with full makeup and wig on. Off came the wig and wig cap and my mop of hair was soaked. I took a few more minutes and wiped away all the makeup. There I stood full guy mode and it just felt blah. I wanted to be the ravishing woman again. I want to be hit on and checked out. I skipped to bed if this is what it's like to be a woman than I'm going to drink this all up and never return to guy mode on the town. I drifted off thinking if I had a real vagina tonight might have been much different. End Part 1