Anastasia's Life, So Far free porn video

Anastasia's Life - So Far By: Anastasia Messier Synopsis: Anastasia's adventures into womanhood with the help of her loving spouse and a few other characters' Anna finds out what it means to be a Woman! The first three chapters are autobiographical after that however I started to mix reality, fantasy, and just some good fiction. I thank everyone for all the wonderful comments and encouragement to come back and write some more so please enjoy the story from the start. I hope to continue this series. This was originally broken up into several shorter stories I have now put them all together for easier reading. Love to all, Anna Anastasia's Life By Anastasia Messier Chapter 1: Humbling Beginnings My story starts where most every crossdresser's story starts. It starts somewhere around the time I was an infant. I can remember not to mention being told several thousand times that my choice of toys as a child was dolls, strollers, dress up and tea parties, Barbie's, the whole nine yards. I had mostly girl cousins around me and instead of playing with my toys or my brother's toys I would always seem to choose the girl's toys. My mother has several pictures of me dressed from head to toe as a little girl. I was in pretty dresses, shoes, make-up, hats, and of course my hair all nice and curly. They thought it was cute and adorable as a small child. As I got older I quickly realized it wasn't considered cute any more and in fact there was something wrong with any boy who dressed as a little girl and boys just don't do that. These types of comments were commonplace. A boy is expected to be a boy and girls are supposed to do girl things and that was that. Many times the comments went something like this... you don't want to do that it's a girly thing or stop that you're a boy... So needless to say my dress up days ended around the time of age 10. I only got away with it for that long by pretending I really wasn't having a good time and my cousins thinking they were getting over on me. Little do they know how much I cherish those times in my life? My dressing and makeup parties were then resigned to raiding my mother's closets when they would be out for extended periods of time. I would sneak into her closet and raid her lipsticks and nail polishes for a brief thrill. Several times I was almost caught. It was about the age of twelve when I first realized I could go out and pass on Halloween as a girl. I went to several parties as a girl and everyone just thought it was a blast how "cute" I was. This wonderful realization would be short lived as the hormones namely testosterone kicked my male development into high gear. I was soon developing into a man's man. This development was only on the outside. On the inside I was still a very feminine person. The upside is I was turning into a fine looking young man the downside however is my possibility of ever truly passing was becoming evident. Genetically I was split with my parents. I got my masculine features from my father's side and my facial features however are very much my mother's. So when made up, my face was still very pretty. Genetics really suck! They can be such a cruel joke indeed on some very confused children. Needless to say my fantasy quickly became just that, Fantasies. Occasional make up sessions as I quickly surpassed my mother's clothing and then had none to try on any more. And as I got older I was too embarrassed to go out and purchase my own for fear of discovery. Anything Deviant from the typical hetero lifestyle was not an Acceptable behavior and serious repercussions could occur from an alternative lifestyle. Like DEATH! For all intensive purposes my desires came to a screeching halt with the exception of constant masturbation fantasies. My cross-dressing resurfaced believe it or not after I got married. Let's fast-forward a few years to age 21.We had a few too many beers and my wife was very horny. She pulled her cosmetics case out and brought it to the living room and told me she wanted to try something she had wanted to do for some time. I just figured she bought some new lipstick or something and paid her no mind. That's when she grabbed a hold of my face and turned it to her and told me to make my lips like I was going to kiss her. I of course put on the macho man front and told her she wasn't going to put that stuff on me. She then told me if I let her do this I would be rewarded in a big way! So I pretended to not be excited about this opportunity. She carefully applied some lipstick and put on some eyeliner, eye shadow, and mascara. Then a little rouges and even went as far as painting my nails. I was hard as a rock! Little did she know I was as excited as a schoolgirl with a crush. She was amazed at how pretty my face was. She told me it was a real shame that such a pretty face was on such a manly body. You see I am 6'1" and weigh about 270 lbs. Yes from an outward appearance I am all man. That is when she glanced down at my shorts and noticed the pop tent that was now there. A very sly and devious grin came over her face. She said I see you like what I have done to you as well. How could I dent it now? My body had betrayed me and showed the obvious excitement. She then started a barrage of questions and pressure about my fantasies. My face went scarlet red as I was thinking of my childhood and all the times I masturbated over just such thoughts. Renee is now volunteering stuff as I am simply stalling till I can come up with something other than the truth. As her enthusiasm was building and she was assuming she was right all the time I took a chance and figured I had nothing to lose. I am sitting here all dolled up and my wife is having a big old time from it. I went for broke and told her my life long desires. I told her about my childhood and the events that led to this day and the true reason for the wet stain now growing from pre-cum in my shorts. She told me she was excited as this was going to open so many doors for us. I really wasn't sure what she was getting at but to know the woman I loved was as excited about dressing me, as I was to be dressed was more than I could ever hope for! Little did I know my fantasy unlocked a fantasy of hers she had for a long time to dominant her man. She wanted to use me as her sex toy and totally control certain aspects in the bedroom. I would not find this out for another week. That night before the makeup came off we had some of the best sex I had ever had up to that point. I thought I was going to explode that night. Both of our faces made up, lipsticks smearing together sliding over one another effortlessly. The slight smell of perfume that cosmetics have was utterly intoxicating as that scent filled my nasal cavity. She had never been so wet before either. She was literally dripping wet. She said it felt as though she was making love to a woman with a strap on, and she liked it! This was the start of a very incredible journey that has lasted 16 glorious years so far. She also told me that night that she was already making plans in her head for next week. Chapter 2: Anastasia Learns to Submit I was getting very anxious for the next week to arrive. Thoughts were rampant through my head as to what my wife might have cooked up in her devious mind. I know she had shared at least fifty to seventy five different scenarios when trying to guess my fantasies, but nothing would prepare me for what I was about to experience. I had never been dominated before. So we were getting ready to get into uncharted territory. She would very much be in control from now on. Little did I realize just how much she would relish this dominant role? Before this night in question would be over she would have enough evidence to destroy my life. At least put me in so much shame that I would loose my job and probably have to move to another part of the country. I got home that Friday she was not home from work yet which was unusual for her. She normally always beat me home. I went upstairs to shower and on the bed there was a note that said, "You are my BITCH! If you don't follow these instructions to the letter a copy of last weekends little pretty up session, which was caught beautifully on tape, will be sent to your friends, family, and I am sure your work would love to see what a little sissy they have hired." She had explicit directions for me to be hairless from head to toe minus my locks of course. I was to have my face made up on my own and my nails would be polished with at least two coats fingers and toes. I was to have all this done by 5:30. She had some errands to finish and expected me to be naked and ready for her arrival in the living room. It was now 4:35 and without the luxury of practice I was afraid it would take me forever to do my makeup. It had been years since I had done it. I ran to the shower in a panic trying my best to be hairless. Needless to say I hacked myself quite a few times in the process. I slathered down in baby oil after the shower to try to get my skin a little smoother. I applied the nail polish as quickly as I could. You can only go so fast with polish it must dry you know between coats. So by the time I started on my makeup I had my foundation done, applied my lip liner and lipstick, I had some rouges in place, and was starting on my eyes when I heard her car come in the drive. She bounded up the stairs and into the bathroom. I saw the look on her face and she was pissed! I smiled and tried to lighten the mood a little but to no avail. Renee screamed, "BITCH! What did I tell you in the letter? What did I tell you I wanted done before I got home?" I tried to stammer something out. I had never seen her so livid before. She told me if being a female is what I wanted being a female was what I would get. We weren't playing dress up she was going to indoctrinate me into the feminine world. She had too many years to make up for and I wasn't helping her by being so uncooperative. She was dead serious. ?[ ["?[?? s ?E"h
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?u+?P? ?v?v? ?? ??F???]?U??? ) ?> t>?~ u?|?(?~ u?|??~ u?| ??~ u?|  Renee said, "Don't just sit there slut, finish your makeup you've got a very busy night ahead of you. And we don't have a second to waste. I have not been out shoppi little pretty speaking of screwing, prepare yourself for the screwing of a lifetime. Many women wait their entire lives to get an opportunity like you have tonight and you're getting it the first night of your womanhood. You should count yourself lucky you little bitch." My cock was as hard as a rock! I just could not believe this behavior was getting me so excited. I could not believe my little Renee was as passionate in dominating her man as she was. She had always been so demure. She told me to hurry up and finish up then take my ass into the bedroom. I was stunned at her presence. I was just staring at her when she slapped me again. The stinging brought me out of my trance and I figured if I didn't want her beating the shit out of me I better get finished up here. I did a real quick job on my eyes and I knew my makeup was not good. I rushed into the bedroom and she quickly confirmed this notion. She told me my face was totally unacceptable and that I would need practice. I would practice everyday if necessary. But before the next session my face would look tremendously better or there would be hell to pay. She had a bunch of bags on the bed and I was getting very nervous. Every bag was from a different boutique or ladies apparel store. She informed me that tonight I would be putting on our very own fashion show for her and her girlfriends. Fear passed over me as those last words rolled off her tongue. Friends... no one ever said others would be included. That's when I heard the giggling. Her two best friends were standing in the hall the entire time. Melissa and Audrey came into sight. I was totally humiliated. Bare naked with my face all painted up not to mention my pretty nails. I tried to cover my nakedness but that just caused them to bust out laughing. "Look at the little sissy Melissa. What a little pansy she is." Then Melissa chimed in, "I never knew you were such a little bitch. Oh Audrey we are going to have a great time with this prissy little bitch." Renee wouldn't be left out. "We are going to have a great time girls. ALL of us girls, isn't that right dear?" She told me from here on out my name would be Anastasia or Anna for short. When the girls got together from now on they would no longer recognize my male persona in fact as far as they were concerned my male persona was dead to them. I would be required from here on out to be a female in their presence and a female in every way. All my mannerisms from now on where to be as feminine as possible everything from looks, walk, dress, expressions, gestures, to the point that I was no longer allowed to pee standing up. I would now squat to pee as all ladies do. I would no longer refer to my cock as so, now it is a clitty. With that said she dumped most of the bags contents on the bed. My eyes were treated to a vast array of colors, textures, and styles of every kind of garment imaginable. She did some serious shopping. It was obvious she was serious. There was an entire wardrobe from head to toe. She then went to the closet and pulled out some more bags. The contents of these were cosmetics that she told me I would be getting VERY acquainted with. The other bags she pulled out were for later she said. The contents would be getting use on the girls sleep over. My first all girls sleep over! What am I saying? I was excited about this idea! I was really happy about this forced feminization. What was wrong with me? I should be in full protest of this by now and I am just going along with this as if I was already one of the girls. My clitty is throbbing at full mast so I guess my answer is simple. Yes I am enjoying this totally. As I was pondering these questions my world came back to focus when I felt extreme biting pain. The girls are putting on these nipple clamps that feel like it is ripping my nipples off. I yell out in pain and am rewarded with a slap in the face. "Stop being such a little pussy. Your clitty is throbbing you obviously are enjoying this. Not to mention women have endured great pain over the years. It is time you start getting your share of the pain. Anna gets dressed now. It is not very lady like to be exposing your clitty in company. I mean I know it's just us girls, but you need to learn manners and a proper lady isn't naked in front of others. That is considered a tease and you aren't going to be a tease. You will be a real woman and satisfy others." Melissa tells Renee she wants to see me in the white silk lingerie as it is only fitting for a virgin to be in white the day she gets her cherry popped! "You heard the woman Anna pick up the white set and get dressed if you need any help we will be more than willing to show you this one time. You will need to learn quickly as you have a lifetime to catch up on." I start to ease the panties up my freshly shaven legs and the feeling is so erotic my clit is just bobbing with every heartbeat. Audrey busts out laughing. "Look at this little sissy Bitch. She is all fired up about a pair of panties!" Renee bellowed. "Oh this just won't do. You will never appear ladylike with that huge clit showing through those panties of yours. You are going to need to learn to hide that thing away." I tried to push it between my legs but it would not go so hard. "Bitch I said tuck it now!" She reached over and smacked my clit right on the top of it. I thought I was going to pass out. It had the desired effect as it went soft immediately. Audrey was there on my right. "Don't cry sissy. A woman needs to learn to be strong and accept pain if it is eventually going to get pleasure in return." I tucked my clit between my pussy crack. I was no longer allowed to refer to it as my ass. It was now my pussy. So I smoothed my panties and went on with the dressing. The bra came next but it was hard for me to snap the hooks. The girls showed me to attach it in the front and spin it in to place. The stockings were next. They were so sexy. The girls stopped me first and told me to put my garter belt on next so I had something to fasten my hose with. My clit had snapped out again and Renee told me we were going to have to find a better solution to hide that clit. Renee showed me how to roll the stockings and slid them up my legs. As I did this electricity shot through my body. It was such an awesome feeling. Next up was the ultimate topper, shoes! I was overjoyed. I had never had heels on before and I was about to step into them. They had about a three- inch heel on them. "You will start at this height, and work your way to five or six inch heels." I took my first step and about broke my neck! I never realized just how difficult it was too walk in these things. The girls were rolling on the floor with laughter. I was probably turning fifteen shades of red. Renee quickly grabbed my arm to steady me and told me girls need to learn to walk gracefully and practice will be necessary for me so I would not brake an ankle. She showed me the proper way to walk and it took quite a little coaching and much ribbing from the other girls before I could walk right. The girls were getting very excited as I started to learn a little more of the feminine ways. "I believe she is ready to take the next step into womanhood, what do you think ladies?" Renee looked to the other girls for an answer and Melissa said," I thought you would never ask. I am so horny my panties are soaked and I am ready to get to hard core fucking in." Audrey wasn't to be left out. "This bitch is ready for her cherry to be bust wide open I can see that." I was now terrified as I wasn't sure what was going to happen next, but given the turn of events I was shuddering thinking of what was probably getting ready to happen. Chapter 3: Anastasia's Cherry Gets Popped I didn't have to wait long to find out what was going on in the minds of these devious women. I was pushed to the bed face down and Audrey grabbed my left hand as Melissa grabbed my right. Wrist restraints were quickly put on my wrists and I found out I was in no position to go anywhere. My wrists were strapped one to the footboard and one to the headboard. Renee told me," Get on your knees Bitch!" I was struggling with the restraints and the awkward position I was in. SMACK! I felt a very sharp pain on my ass. SMACK, SMACK, SMACK. "Bitch I said kneel and that is what I mean." I scurried as fast as I could to a semi-kneeling position. I had pillows being stuffed under my stomach. Audrey came behind me and harshly pulled my panties down nearly ripping them from my body. "This won't due Renee this bitch is going to have to take these panties all the way off. I want her pussy wide open when I bust that thing." Renee quickly pulled my legs down and yanked the panties off. "Now back to your position bitch. I want to see that ripe pussy that I'm going to bust open." I really started to get scared because I wasn't sure just what was going to bust my pussy open. I thought all the Ladies were looking at my ass when I discovered Audrey and Melissa were really elsewhere and were now standing in front of me with these huge strap-on dildos. Melissa's was long and fat and looked very real with veins and flesh colored. Audrey had an even bigger cock that was real looking only hers was black. Renee said, "I'll be back in a few minutes, while you ladies start getting this slut ready for her breaking in. Melissa told me, "open wide bitch you are going to want this cock nice and slick before it goes into your pussy. So I suggest you do some serious cock sucking to get my cock ready for your pussy." Audrey on the other hand got behind me and started putting some lubricant of some kind on my pussy. "My big black cock is going to look great sliding in and out of this pretty white pussy. I think I better get you nice and loosened up because you're going to need to open this pussy up to take my sweet cock." Audrey laughed as she said this. I felt her finger start to slide in and out as she continued to lube up my pussy. I was going to protest the events when my mouth opened Melissa took it as an invitation to pop her cock right in. I tried to move my head out of the way when she took her cock out and said. "You can either practice on my cock now or learn to loosen that throat up or I will just choke you with my cock roughly." I quickly saw her point and started to give her head. "Now that's more like it you little slut. Suck that cock like you want it." I started to do about like what I would want done to me. In fact I really started to get in to it. I was actually enjoying this cock sucking. Hey Renee, "Look at your little bitch over here. She is sucking this cock like she really is enjoying it!" Now Melissa you know she has never had a real cock in her mouth. Well you come over and see. I suddenly felt someone grab my clit. It startled me and I let Melissa's cock slip from my mouth as I turned to see who it was. "Well you little whore. Look girls her clitty is rock hard from your attention. She really loves this shit. Our little bitch here is going to be more fun than I expected. We might just end up with the little slut we've needed to fulfill our little sex fest." Melissa smacked me in the face with her cock and said, "Bitch I said suck my cock. You don't need to worry what's going on behind you. You will find out soon enough. So get back to my cock and get it as slick as oil slut. It didn't take long for me to realize my cherry was in deep jeopardy. Like I said early Audrey had been bathing my pussy lips with lube. I felt her fingers start to invade me. She started with just one finger and I have to say the feeling was wonderful. She was working that lube masterfully up my pussy. It wasn't long and two fingers were then replaced with three. This was the first time discomfort came in to play. I tried to groan in pain but with a cock lodged in your mouth it came out more as a muffled moan. The girls took this as an incentive. "Look Renee this bitch is getting off. She is getting plowed in the mouth and now has four fingers up her pussy." I wanted to scream out and again in sounded more like a pleasured sound than a scream. Renee came from behind me for the first time and my eyes must have bugged out of my head. "Look at that beautiful terrified look in her eyes. Isn't she just priceless?" I was staring at the biggest cock I had ever seen real or fake and my lovely wife had it hanging from her body! "Now ladies I appreciate you getting my bitch all hot and horny for me, but the cherry is mine first!" I screamed this time as Melissa's cock has sliding out of my throat. "What's wrong dear? It is only fair since you took my cherry I rightfully should own yours." But Renee that thing is so big. I don't think I can take all that. "Well my love if you remember correctly I seem to recall saying something to that effect the first time we had sex. Your reply was "it's only natural that it looks so big. Your body will adjust and after all I am going to be gentle my sweet." "Remember those words darling? Well this time around it will be I that is in the driver's seat." I felt her apply even more lube to my pussy I must have had half a tube of that stuff up there. I once again pleaded with her. "Now, now my dear I will be as gentle as you were with me." That was the trouble I don't recall being super gentle. I then felt her fingers two at first enter my pussy. I was relieved for the moment. Maybe she was just going to finger fuck me like Audrey had. Three fingers were next as she started to push them as far as she could up my pussy. Then came four fingers and this time she was pressing up as she entered grazing my prostate as she tantalized my pussy. A moan escaped my mouth. I tried to stop it but the sheer pleasure that was over taking my body as she played with my prostate betrayed me. I started to moan louder! What was I doing? Am I crazy? "That's it bitch just relax and enjoy this. You will soon grow to the point you need my attention on this sweet pussy of yours." She started to plunge her fingers in a faster rhythm and soon I was backing up against her fingers. "Look at this ladies her pussy is starting to open up all by itself. A nice pretty flower ready to be taken" No sooner had that left her lips and she withdrew her fingers. I was actually disappointed at the loss of fullness. Did I just think that? I really am her little bitch. What's wrong with me? I didn't have to think any more I soon felt the head of her enormous cock at the entrance of my hole. I turned to see her lubing her cock. It actually had me very excited. I appeared she was jacking her dick. I had to gather myself these feelings I was experiencing were all new. I never felt this way towards a cock before. Then I felt her start to push. I tightened up immediately. "I wouldn't do that if I were you Anna. The tighter you squeeze the more this cock is going to hurt. Better just relax like you were and take it like a real woman." "Yeah just relax Anna we aren't going to hurt you. Well at least not too much." Audrey said this and started to laugh hysterically. "Hey Renee look at the little whores clitty. That bitch's clit is just bobbing in the air she's so excited." Melissa pointed this out to Renee to my dismay. "Oh my, my, what a horny little slut I am married to. Here all along I am feeling sorry for you thinking my little princess is frightened and you are enjoying it the whole time. Well looks like we need to satisfy this bitch before she explodes on us." With that Renee pushed further and harder. I screamed out as my pussy was on fire. The muscle ring that bars the entrance was being ripped apart or so I thought. It burned and hurt and I tried to get away but Renee had a vice grip on my backside. There was nowhere for me to go. She continued the agonizing push in as she finally got past my sphincter muscle. I thought I was going to pass out from the pain. I was still hollering and begging her to stop. The pain was absolutely unbearable. Tears started to release from the corners of my eyes. "Well look her ladies she is so moved by her first cock she is crying. Isn't that just like a virgin to get emotional on us? Honey I told you I would be gentle, but it appears you are enjoying yourself and you must want more." I couldn't figure out what she was talking about. I was on the verge of passing out. I felt like I was being ripped in half and she is talking about enjoyment. Just then I felt hands on my clit. This is when I realized I was still hard as a rock. There was no way I felt this pain and was still excited. I could not understand my body's reaction. Melissa chimed in, "see here sissy your clit just keeps pouring out pussy juice." She took her hand and wiped it all over my mouth. It was soaked with my pre-cum. Eat it you little whore. You know you love satisfying the men in your life. Suck up that love juice. Renee started to slowly pull in and out of my pussy. "Look her ladies a sure sign that her cherry is mine." All the girls got behind me and startled giggling. "Oh my Anna you bled a lot when your cherry popped much more than I did." Audrey was giggling as she said this. Melissa wasn't to be left out. "Yeah Anna you don't realize just how sexy it is when you see that cock covered in cherry juice." Renee must have seen the horrified look on my face when they mentioned the blood. "Its ok honey all girls bleed the first time their cherry gets popped. In time you will heal and that pesky old cherry juice won't bother us anymore. Oh yes, you WILL be sore tomorrow I can guarantee that sweetheart. In fact you may not be able to sit right and might even walk a little funny tomorrow. That's ok it's the price we all pay to be a woman." She started a slow rhythmic seesaw action in my no longer virgin pussy. The searing pain was starting to subside. It was not pleasant yet however the pain was slowly diminishing. I was still sobbing like a baby. Renee said, "Look I want you to shut this little bitch up. I want to stuff that sweet little mouth of hers, but first I want a nice thick coat of lipstick on her mouth. I want to see her work that cock. I want to see those sexy lipstick streaks up and down your cocks." I barely had time to let this sink in when a tube a lipstick was being applied to my lips. It was a bright red lipstick that had a very perfumed taste to it. "Bitch I better see that red all the way down at the base of their cocks. Every new cock you suck I want to see a new coat applied. Do you understand me?" I didn't say a word and she shoved her cock very hard all the way in me. It took my breath away. As I gasp Melissa stuck her cock in my mouth. Renee hollered, "Bitch maybe you didn't hear me. I asked you if you understood me." She was thrusting in me with every word. This was to make her point ever so clear. Each time she thrust in me I stopped sucking and gasped for air as the deep thrusts took my breath away. It was clear to Renee I was no longer in pain and starting to enjoy her torment. Every deep thrust drew a gasp but also a moan. Between sucking deep moans were bellowing from my throat. Then it happened. She grazed my prostate with that beautifully huge cock of hers. Oh my god was what came out of my mouth. Then she had the position right. Every thrust and withdraw would bring that wonderful bulbous head knocking into my prostate. I was swooning. Melissa's cock slid from my mouth. I was just one continuous moan. Renee told Melissa to leave that cock out so she could hear me become that bitch she's always wanted. I was soon mumbling stuff throwing my head back like some slut in heat. Then I said it "FUCK ME!" "What did you say?" "Oh baby I said fuck me, oh yes please fuck me. Make me your bitch. Fuck my pussy like you mean it. Oh god yes, fuck me, fuck me, fuck, me! I was begging her!" Renee started to pound my pussy now. She was drilling for everything she was worth. I was screaming only this time it was for joy. I came to realize I was going to be their slut and like it too. Her breathing was getting heavier and heavier and now she was rambling on and I just could take it. This just felt too good I could feel my balls tightening I knew I was getting close as was she. I was begging her now, "Baby please fuck me as hard as you can make me your bitch I am going to cum. Oh god yes, oh god yes, oh yes that's it baby I'm cumming oh right there oh yes right there. FUCK ME OH YES! I'm cumming ugh, ooh, yesss." I was shooting my wad everywhere. I came on the sheets, all over the bed, on my chest, I had never came that much in my life I thought for sure I had passed out. It was just that incredible. I had never experienced anything that intense in my life. If this is what she had been wanting for so long what was I waiting on! I knew then and there this scene would be recreated many times over. My pussy was hers to command. If she wanted it I was ready to give it up at a moments notice. I was snapped out of blissful state when I heard. "Alright bitch you will clean your little mess up right now. We have just started and if you think we are done your sadly mistaken." With that she reached over and took the cuffs off. "I don't think we will be needing these anymore will we Anna?" "No baby we won't. My pussy is yours to do with as you please." "I am glad you feel that way because you have two studs here that are horny as hell from that little show you just put on." "We sure are. My you are a little slut. First time and everything and you've turned into a little nymphomaniac." I looked over at the girls and their pussys were literally dripping around the base of their cocks. That's when I noticed that the girl's cocks went inside their pussy as well. That's how Renee must have gotten off so hard. My ass was quivering as Renee started to ease out of me and shove my face down into the pools of cum on the bed. I felt very disappointed as the head popped out with a pop noise and the sudden rush of air that left me empty inside. "What's wrong Anna?" "It's nothing really." "Tell me sweetheart we are all just the girls now you can feel free to tell us anything. This is what girlfriends do." "Well I just didn't expect that empty feeling when you pulled out that's all." "It's ok sweetheart Melissa and Audrey are going to fill you to the brim as well." With that said I just smiled and went back to cleaning up my mess. "Now go to the bathroom and clean up yourself. I can't have my prize little whore looking bad for these hard cocks waiting to stuff you." "Yes, Renee I will do it immediately." As I stood to walk I realized how rubbery my legs were and fell back on the bed. My pussy let out a large noise from the air that had been pushed inside of me. The girls were now laughing hysterically. "Look Renee you have fucked her silly. She can't even stand up and her pussy is just barking at you. My she must have really enjoyed that fuck." I tried to get up again and very wobbly I walked to the bathroom. "Sweetheart you can't even walk straight and you look like you just got off a horse. Is my Anna pleased to be a woman?" "Yes my love I am." "And speaking of not straight I don't think we need to worry about this girl being straight or not. She will desire cock for a long time to come." I just bowed my head in shame and kept walking because I knew she was right. This morning I was a straight hetero sexual male and now I am a cock loving, cross dressing, backdoor sex loving slut for my three wonderfully hung studs. Whenever and where ever they choose to use and abuse me I will be at their call. "We all know now our little girlfriend is anything but a straight man anymore. Straight is the last thing anyone would call this slut ever again." I eased on into the bathroom as I turned and saw the girls laughing hysterically at my situation and Renee's comments. "Hurry up Anna My cock isn't going to wait all night I want a piece of that lovely pussy also," shouted Audrey. I simply said I am coming my studs need only to wait a few more minutes while I make myself presentable for you. Renee yelled, "You got five minutes whore then I am coming in and beating your ass for insubordination." "Yes ma'am I am coming." As I opened the door my pussy started to tingle and throb in anticipation for what was getting ready to come... Chapter 4: The Birth of a Slut As I entered the bedroom again the women had already started without me. In fact they didn't even realize I had come back in the room at first. Melissa was on top of Audrey in a sixty-nine. My beautiful wife was behind Melissa sucking on her asshole. Her tongue was buried in Melissa's ass and it was driving her crazy! Her ass was grinding and she was jamming her cock into Audrey's mouth. They were sucking each other's cocks like they were animals in heat. It was absolutely hot scene. These hot, sexy, beautiful women in a tangle of lust putting each other close to the throws of orgasm. Renee turned to yell at me when she noticed me watching this hot scene. 'BITCH did I say you could enjoy yourself?" No Ma'am you didn't say that. Then take your eyes off of us bitch. Your studs are priming themselves for your pretty little pussy. The women were now screaming plowing their cocks into each other face fucking one another driving the other ends of their cocks in and out of their pussys'. Bucking and grabbing each other while Renee was now plowing Melissa's ass. Melissa was in the throws of ecstasy. Her eyes were rolled in the back of her head and she was shaking violently and her speech was incoherent. Audrey ripped her cock and harness off. Her cock was saturated with juices dripping from her pussy and they were running down her legs. It was the first time I had an opportunity to see the other end of these huge cocks. She had to have at least eight inches stuffed up her pussy. She told me to get over to her and eat her pussy. I looked at my wife as if to ask if that was ok and Renee plainly stated, "I don't know why you're not moving already." "I have already told you once you are mine first but I am willing to share my sissy slut with these fine ladies. When they want you to satisfy them as women you will be their lesbian lover. When they want to be powerful studs you will satisfy them like the little sissy slut bitch you are. Whatever they ask while I am present you will do. You will not obey them if I am not around. Is that understood Anna? Yes Ma'am I fully understand. Now get over there and suck Audrey's cock clean. Then she wants your pathetic little cock in her pussy. You had better satisfy her and good or else there will be hell to pay. I sucked all the juices off the cock and of course put another coat of lipstick on to insure I have a fresh coat on always. She pushed me back on the bed and I wasn't sure what was about to happen. Renee grabbed my hips and slip then to the edge of the bed. Audrey got up on top of my cock straddling my legs for support. It wasn't long that I realized what we were doing when I felt the now common feeling of fingers spreading my ass and slathering my hole with lube. Very shortly after this I felt the cock head pressing against my still very sore ass hole. "No", I cried. Stop please, stop my ass is killing me. "Oh no my sweet, remember it was you that wanted to experience womanhood." I was now screaming as the intruder was invading my very raw pussy. I was quickly silenced with a wicked slap across my face. Now I was in pain at both ends. "Shut up you little bitch, just take it like a woman!" I couldn't believe this incredible line between pleasure and pain. I was of course was experiencing wonderful bliss from some of the most incredible sex I had ever had. I was getting a hot, wet, scorching piece of ass. The same time my ass was being stuffed full of a huge cock. Each thrust was bumping my prostate and sending wave after wave of electricity through my body. Audrey was riding me for everything she had and Renee was plowing my ass hard. I couldn't take it any more I felt it building faster and faster. Renee was sawing in and out hitting that love button on every down stroke. Audrey was in the throws of a huge orgasm and her pussy was milking my cock now. That's when Renee thrust hard and when she hit my prostate it sent me over the edge I started bucking for all I was worth. Meeting her thrusts and pushing as hard as I could. I needed her cock in me deep. I needed her cock to make me complete. I started to convulse and shake I had the most intense orgasm I ever had in my life. I just started hollering "Fuck me, Fuck me; I need that big cock to FUCK MEEEEE!" "Oooh aghagh that's it make me cummmm uughuhghhghughYes oh yes." I don't know how long I had been coming in fact I think I may have even blacked out. I had never been fucked like that before in my life. I just kept mumbling and babbling as the tremors continued to rock me as Renee was now in the throws of her first orgasm. Audrey got off my clitty and quickly sat on my face screaming for me to clean her pussy up. She told me I had better get every drop or she would beat my ass. Renee was pounding my ass, pulling her cock out to the head and slamming it back to the hilt. She was telling me how dare I cum without her permission and I would be paying for it dearly. She scolded me as she was shaking with orgasm. She continued to thrust and rape my pussy. She was relentless. And then it happened. I can't explain it. My clit was soft but I exploded into and orgasm that ripped through me in a rush of excitement and lust. I just shook. I didn't even ejaculate. It was an orgasm as strong as my last only no cum. I just kept screaming "Oh god, Oh god, Oh god, FUCK ME, fuuuck mee." I was pushing begging for more. "Give me more, I want more! I am a worthless little bitch that needs cock!" Renee spoke up, "Oh your gonna get cock my little bitch. You just don't know how much cock your gonna have." Look at poor Melissa over there. She is just jamming her fingers into her cunt. I'm sorry we left you out sweetheart. Bitch get over there and suck that pussy till she pinches your head off. With that said Renee jerked her cock out of me and told me to clean off her cock. I said started to speak and she smacked my face with her cock. "Bitch did I ask you? No. I said clean off my cock. You got it all dirty now you clean it off." I was about to stall when I opened my mouth to protest she shoved that cock it my mouth. It was covered with lube, and shit, pussy and ass cum. I started to gag and choke. She told me it had better be clean or my punishment for cumming was going to be worse. I still was unsure of just were she was going with this. So I figured I had better cut my losses and start cleaning her cock. I gotta tell you it was the most disgusting thing I had ever done in my life. No sooner had I cleaned her cock than she was telling me I still had a stud unsatisfied. That's when I remembered Melissa still fingering herself furiously. She almost suffocated me pouncing on my face. You had better be good Bitch! I started going to town eating that pussy for all I was worth. I didn't think she was going to let me breathe. She grinded her pussy in my face like a woman possessed. She was now riding my face. Smashing my face I thought she would break my nose. I started sucking on her clit as hard as I could and she was screaming grabbing my head and pulling me even harder to her clit. I was practically chewing on her clit and she was going crazy. Finally she gushed a load of cum. It caught me by surprise. She was a gusher! I started to choke. I was not prepared for that. She told me I had better keep sucking that cum until she stopped. She squirted at least five or six good squirts. My face was covered in her cum. She had a sweet taste. I tried to get my tongue as far into her as possible. That's when she must have been done because she quickly got up and left me laying there on the bed so vulnerable. Now go clean yourself up you nasty little bitch. No respectable lady looks like you. Then they all started to laugh. Audrey said, "that's just it she ain't no respectable lady she's our little fuck slut." They were rolling now with laughter. I felt very ashamed of myself and started to coward towards the bathroom. That's when Renee startled me and slapped my ass very hard. I jumped and asked her what that was for? She slapped me again hard on the ass. "Look at that bed Bitch, you made a complete mess not only of you but my bed also." Ma'am I will clean it up as soon as I can make myself presentable. Your damn straight you'll clean it up. And I better see you in a sexy outfit I just might need some eye candy before I fuck that sweet ass of yours again. I shivered because now all that pleasure was taking its toll and my ass was on fire. I didn't think I was going to be able to sit for a week. "You better manage your time well bitch because you are going to be showcased tonight." I froze where I was my mind speeding to try and process this statement. "Move it Bitch!" I scurried into the bathroom to start my cleansing process. As I sashayed into the bathroom I thought about just how lucky I was. I was getting to be my wife's fuck slave and get to be dressed as a woman to boot. Then the lucky bonus of getting fucked by three beautiful women! What man wouldn't want this life? I got back into the shower and started to clean myself up. I was covered in cum, and sweat not too mention lube and god knows what else. I felt the need to use the toilet when I got in there but what happened next frightened me to know end. I felt a release and that's when I got up and noticed the blood in the toilet. I screamed and my wife came in to see what was wrong. All I could do was point to the toilet that seemed to be filled with my blood. Renee said aw isn't that sweet you had your first period. She went by me reached under the sink and pulled out a tampon. I asked her what was I suppose to do with that. She informed me that until my pussy got broke in right I would probably be "menstruating" after I had my pussy reamed. She suggested that I shove that tampon up my pussy so I didn't soil my panties. I was horrified at the possibility of the constant bleeding. Renee assured me that it would stop in a little bit and the tampon was actually a good idea, as I would leak on my new panties. And this would make her furious. I knew I already had a punishment coming and didn't want to make it any worse. I took the tampon and as gently as I could I shoved it up my raw ass. I didn't realize how painful these things were when they went in! I guess with no lube that's what happens. She got into a fit of laughter and made some comment about everything not being roses or something. With that she told me to finish getting cleaned up as we were going to have an important date tonight. Chapter 5: Anna goes out for the first time As I came out of the bathroom I was walking very tenderly as my ass was still on fire. Renee laughed out loud. "What's wrong Anna? You look like you just got off a horse. Or was it a horse just came out of you?" She just erupted into laughter. I had to admit there was no doubt I had been rode hard, and it was obvious to all. I asked her what she meant by our important date tonight. She just looked at me with an evil grin and said, "Oh you'll find out my sweet. Tonight will be a night you won't soon forget." What happen to the girls? Oh they went on home and said they would be back another day to satisfy our little slut. I just knew that it was going to be another wild sexual experience their next visit. Anna was going to get accustomed to getting her pussy reamed. I was now their slut when it came to my beautiful studs. Now get yourself presentable and we will be under way. Under way where? We are going out. Tonight will be our first girl's night out. What do you mean we are going out? I can't go out dressed as Anna. You are Anna so get use to going places as Anna. People will know that I am a man. You wanted to be a woman and that's what you will be. Be careful what you wish for you just might get it. If you want to be passable you better start doing a better job. You will need to practice your techniques and your body will need to be overhauled. You will suffer so of the most humiliating embarrassment of your life tonight. You have a very pretty face, but you are nowhere near passable in public. So why are you doing this to me? I don't understand why you want to embarrass me like this. Anna I am not embarrassing you it is your right of passage. I want you to fully experience all that womanhood has to offer, the good and the bad. There are wonderful pleasures that womanhood has to offer, but there are tremendous embarrassments and let downs womanhood has as well. I want you to know it all. Renee, I am still a man. No Anna your not. You may be physically equipped a man, but as I have told you the other day as far as I am concerned you are Anna. You will be my husband when it is required other than that you are my lesbian lover and will my newest girlfriend. You will remain this from now on. I expect you to be a woman 24-7. This will allow you to get plenty of practice in the feminine arts. Speaking of practice you had better get rolling. Like I have already told you we have a date tonight. Get your face looking respectable and I will set out your wardrobe. For a little while you won't have to think about your clothing I will select them for you. You had better be paying attention I won't be doing for you forever. She disappeared as I sat down at the makeup table to attempt to make my face look presentable. As I looked at my face in the mirror I was getting very nervous. How was I possibly going to get my appearance where it wasn't a total embarrassment? I mean she was actually talking about going outside the house! What was I going to do? When I was discovered, I say that because surely I was not passable. I may have a cute face, but as tall as I am and my current shape just wasn't going to be believable. With working out down the road I could get a passable body. Yes I would be a very tall girl but with work I could become passable. We however are talking about today and that is why I am getting so fretful. I figured I had better get started. I started first by ensuring my brows were very meticulously done. I figured if I was going to be Anna I might as well get myself in an Anna state of mind. I started to shape my brows to a thinner more feminine shape. Renee walked back into the room and asked what I was doing. I informed her that I was just cleaning up my brows so that Anna's brows where more presentable. "That's a good girl, see I knew this is what you really wanted. I am just trying to release that true inner you." I very quickly thanked my beloved for doing this for me. She warned me not to go to thin and make sure I don't get the surprised eyes syndrome that so many women do. She said that most women look ridiculous with those constant surprised looking eyebrows. So I did my best and they met with Renee's approval. She said it would get easier and I would get faster as I did my brows on a regular basis. She also told me I would need to change my nail color, and she handed me a very pretty rose colored polish. So I took the remover and made sure to clean my toes and fingers well before I applied this new color. I was relishing this process loving the smell of the nail polish remover followed by the unmistakable scent of nail polish. I carefully stroked each nail starting in the center and working my way to the sides. I polished my toes and then my fingers so that my toes would be dry for a second coat after my fingers were done. I think I felt like a little girl getting to put on polish for the first time under the watchful eye of her mother. I was excited and confused all in one. The process was absolutely intoxicating and I think I could have spent all night just polishing my nails. I knew better than that and was ready to move onto other things after the second coat dried. Next came the foundation and I was just enjoying this incredibly. I kept my eyes as simple as possible. I decided to just go with one shade today but figured I would get more daring as I got more practice. I decided I would use a pencil to line my eyes instead of the liquid eyeliner Renee uses. I put two coats of mascara on. I was as hard as a rock at this point. My clit was standing out of my panties and I knew this wasn't going to work. I was going to have to calm down if I was going to tuck my clit properly. She gave me a tube of this sexy lipstick that matched my nails. It had a glossy finish to it and it went on so creamy and smooth. I just love the feel of lipstick being applied it makes me feel so sexy and feminine. It wasn't helping my situation for tucking purposes. As I was putting on the finishing touches on my face I saw Renee directly behind me holding the glorious wig. She placed it on my head very carefully so not to mess up my attempt at femininity. It was shoulder length, styled absolutely fabulous and a nice deep brunette color that suited my face perfectly. If I could just cut my head off I would be so passable, but attached to the rest of my body I was a very attractive woman in a man's body. This was truly going to be a nightmare. I looked on the bed and my lovely wife had a very sweet sweater and skirt set lain out. I was very impressed I thought for sure she was going to dress me as a slut but I was wrong. I was glad to be wrong I would at least look like a lady from afar. Not some cheap slut that I seemed to have turned into. I got dressed including my very sexy black panties, bra, and garter belt. Sliding those seamed stockings up my smooth legs was electric. I straightened my seam best I could and then was presented with a very sleek pair of pumps. They had a modest 3-1/2 "heel that made me ridiculously tall. I asked if there were any flats she had bought me. With that comment she bust out laughing and told me no sexy woman wears flats and I would be no exception. When you dress sexy you feel sexy that is part of the process. Yes you might look like a beautiful man in a skirt tonight but it is just the beginning of your new life. Hold your head high Anna this is your Cumming out party and I do mean Cumming! The evil smirk on her face was more than I could bear. What? I asked her again, what? "Soon enough my sweet, sweet Anna you will know what." She made sure I had perfume on all the right places. I was dressed as a woman, smelled like a woman, my face and hair was wonderful. I was just elated. She handed me my purse put all my essentials in there and got her handbag also. She told me she would be right back and disappeared into the bathroom. This is when it dawned on me about public restrooms. I had better use it before I leave and hope and pray I don't have to when we are out. It could become very touchy. I told her I needed to use the restroom and she told me we had no time for that right now. She said I could use the one at the restaurant when we get there. One of my fears was quickly becoming a reality. With that she ushered us to the car. Luckily it was dark out already so the neighbors would not see our exodus. Wrong! As I exit the door the outside floodlights pop on. I didn't know whether to duck and hide behind the bushes or make a run to the car. Renee grabbed my hand and held my hand so I couldn't be inconspicuous. She held my hand while we walked to the car. She opened my door for me and waited till I got in and shut the door for me. She was going all out to make this a special night for me. Even if this was going to be humiliating she was being more supportive than I could have possible imagined. This was a side I could have only dreamed of. This was the relationship I had always fantasized about. All my fantasies and dreams were coming true. I was being forced into feminization yet my wife was being incredibly patient, understanding, and loving teaching me to be the best woman I could be. As she got in she told me don't run and hide be proud and show the world who Anna is. Renee I love you more than I could have possibly imagined. What makes you say that Anna? Well I am seeing two sides of you when it comes to Anna. I just want you to know how much I love you for letting me become the woman that has always been inside. Well I wouldn't be too thankful yet; you don't know what you have in store for you tonight. And Anna I know you love me that was never a question. I just wanted you to be happy and after I found some things out I knew you weren't going to be happy in life until Anna was born. Thank you darling. "No thank you Anna it is going to be so nice to have a girlfriend around to shop with and just do some girl things. But as I have said already don't thank me yet because the night is just beginning." With that she started down the driveway, but she stopped at the bottom of the drive. I asked her what she forgot and she opened her purse and pulled out a sleep mask. She told me since she wanted this to be a surprise I would have to slip this mask on. So I did as she asked and slid the sleep mask over my eyes. Well it was a little strange to be in a vehicle blindfolded. In fact it was very disorienting since you can't tell where you are and time seems to have no value. I am not sure how long we were driving but I would guess 30-45 minutes. She finally put the vehicle in park and told me we were here. I asked if I could slip off the mask. She said sweetheart let me get that for you so we don't mess up your pretty face. Well at least we don't want it messed up yet. As she took the blindfold off we were behind a store that by the looks of it was probably an adult bookstore. We were parked behind it so I could not see for sure. Renee cut the interior light on to check if my makeup had been messed up from the mask. After a little touch up we were ready to find out what was in store for Anastasia. "Alright my sweet let's get ready to take Anna to new levels of excitement. Welcome to womanhood Anna when we leave this place you will be able to call yourself a woman." What do you mean Renee you already made me a woman. "Not at this level baby, don't look so terrified it is all going to be alright. Now let's get this party started." With that said she came around and opened my door for me helped me from the car and we headed towards the shop. As we were heading in I saw three young guys heading toward the door I knew we would be there about the same time and my stomach was doing flip- flops. Renee told me to calm down it would be ok. As we got to the door the young men got there first and held the door for us. "Ladies" was there only comment. Renee thanked them for being gentlemen. It was then that reality gave me a right cross. As we passed the boys they burst out laughing hysterically. I was easily made and it was dark outside too. Renee assured me that it would be ok. As we entered the store it was a typical adult bookstore. The lighting however was a little bright and I was feeling more self-conscious by the moment. It felt as if everyone in there was staring at me. I don't think I have every felt more embarrassed in my life. I just wanted to crawl under a rock and die. To confirm my thoughts there were several people there snickering and pointing. The clerk saw the predicament I was in and spoke up. "Ladies, can I help you with something?" Renee said we were looking and asked if they had private viewing rooms. The clerk told her absolutely and that they had a large variety of viewing pleasures. He also said with two beautiful women like yourselves you might get some unwelcome company. He winked at me as he said this. Of course he already knew but was being the gentleman. I could see this was a popular place as there was a steady stream of customers, not to mention the amount of people in there already. The longer I was being put out there for everyone to see the more comfort level I was achieving. It seemed people were still laughing, but Renee was keeping me at easy and the storekeeper's nice attitude kept me calm. Renee was holding my hand and directing me toward the back room area where the private booths were. There was a large gentleman who was viewing some magazines looked at me and hollered, "Faggot!" I just cringed and smiled hoping he would not say anything more. "I bet you think you look good don't you, you little queer?" Renee spoke up, "are we jealous?" "Bitch if you like you men like little fairies that's your business, but I don't think jealousy has got anything to do with it." "Obviously thinking has nothing to do with it, you would be lucky to have my baby here," snapped Renee. "I bet you ain't had a REAL woman in your life. And as far as your comment about Anna here being a faggot, you just wish her lips were wrapped around your cock." The man's jaw had dropped and Renee quipped, "close your mouth before someone finds something to put in there." "You ain't nothing but a Bitch," replied the man. "Buddy you have no idea just how big a bitch I can be," was Renee's reply. "But if you're lucky you might find out just how much a woman Anna is someday." With that said we walked into the back area to see what was offered. There were a load of rooms with anything and everything you might want to look at. The also offered a service of renting a tape at the counter and watch the video in the private rooms if the current movies they had weren't to your taste. It was pretty dark back there and there were couples and single guys as well as several gay couples back there heavy into themselves. Several of the rooms were left open and had shows going on inside the rooms if you will. There were women sucking cocks, men sucking cocks, and both getting fucked from all sides. It was like a live porno show right there in from of your eyes. I had never seen anything like this in my life and Renee was just smiling ear to ear. She said, "oh yes we are going to have a great time here tonight. In fact this may become a regular haunt of Ms. Anna. I started stammering and sputtering not really knowing how to reply to this statement. "Oh yes my dear you WILL become a woman tonight." I tried to turn and go but she had a good grip on my hand and I wasn't going anywhere. "You see love, my cock and your other studs cocks were just a warm up for the real deal. If you thought you loved our cocks wait till you get the taste and feel of a real cock! Wait her Anna I'll be right back I forgot to get the tape I had already reserved for us." I was now literally trembling now full of fear. This plan was obviously in the works for sometime. I wondered just how long she knew of my secret desires. Either way I knew there was no way out. Now standing there on my own men were looking me over like a piece of meat. Some snickering or making rude comments others with obvious lust in their eyes. Some men were even brazen enough to come up to me and grab my ass or try to grab my clitty wanting to know "how much I was packin'." No matter the reaction it had become painfully obvious there were a great deal of men that knew I was a man in a dress. I was about to duck in to a room just to avoid future embarrassment when my wife returned with an incredibly silly look on her face. I asked her what was wrong and she simply said you'll see. She grabbed my hand and led me into an empty room. She closed the door behind us and as my eyes focused on the room it quickly brought me back to my surroundings. We were without a doubt in an adult bookstore. These rooms were nasty. They have obviously seen a lot of action. Maybe solo or other but needless to say action had taken place in these stalls. That's when I noticed the glory holes on both sides of the stall. I am convinced these were not the only glory holes here. There were probably holes in every stall I'm sure. My wife was quick to point them out. "Oh Anna I bet a little slut like you would be on her knees all night long in this place." That's when Renee pushed a tape in the VCR and a flick came on the screen. There was an actress on screen getting plowed in the ass by a well-hung stud and of course she was in absolute heaven. This scene went on for a while when this stud flipped this gorgeous woman over on her back. I could not believe it this incredible woman was a she male. She was absolutely breath taking. Renee asked me what I thought about that. I couldn't lie to her. I told her it was without a doubt one of the hottest porn flicks I had seen in a long time. She seemed pleased by her smile and said, "I am glad you feel that way because your gonna be that bitch before long. That smile turned to that evil grin I have been getting to know quite well. "You see while I was gone I told the man at the counter that my girlfriend was a cock sucking, cum loving, likes to get her ass-plowed slut. And that if there was anyone interested to send them to our room for some relief." Renee, what are you crazy? We don't know any of these people. These guys might beat my ass or worse rape me! "I know isn't this awesome! You might get the ass fucking of your lifetime and I'll be here to watch every second of it. Oh my little girl is growing up so fast." Hun, I don't understand. You mean you want a guy to cum in my ass? "No sweetheart I want a bunch of guys to use and abuse that pretty pussy of yours till you have cum pouring out of both ends of you." "Oh don't act like you don't want it. I saw the way you looked at some of those studs out there. You were practically drooling all over yourself. And by the looks of those guys out there you shouldn't have a problem