With Karen's Help free porn video

With Karen's Help By lsn00 One day about 2 months ago, I was out shopping for some girly things. You see, I'm a closet transvestite and just love shopping for clothes, jewelry, make-up and all the stuff normal real girls shop for. I was in a women's clothing store browsing through a sale rack of slacks when a girl came up behind me and said, "Those would look really cute on you." referring to the pair I was holding up to myself at the time. I just about died. I didn't know what to do or how to react. I guess I was visibly shaken because she said, "Relax sweetie. Your secret is safe with me." She was assuming an awful lot. I mean, how did she know I was shopping for myself? I thought for a second that I could just tell her she was crazy and walk away. But for some reason, I just stood there shaking. She softly touched me on the arm and said, "I'm Karen. I've been watching you shop. I saw you in Victoria's Secret buying panties. Then I saw you buy a necklace at the jewelry counter at Mervyn's and some make-up there too. Don't worry sweetie. I don't mean to be stalking you. I'm just intrigued by you. So tell me. All this stuff is for you, isn't it?" I softly nodded my head while looking at the floor. I was so embarrassed I didn't know what to do. She said, "Why don't you get these slacks. They're adorable. Then maybe we could go somewhere and talk." I was so scared, but this was so exciting to have a real girl interested in my little hobby. I paid for the slacks, added them to my other purchases and we started walking toward the mall's exit. When we got outside, she said, "My car's right over there. Why don't you ride with me? We can go to the park down the street and talk for a while. I want to hear all about you." I said that would be okay. We got in her car and before she started it, she said she wanted to see what I'd bought. So I started pulling the things one by one out of the bags and showing her. I realized right off how much I was enjoying this. It was as if we were two girlfriends showing off our purchases. I took notice how feminine it made me feel to be doing such a girly thing. And I really liked it. After all, that's why I dressed in girl's clothes, to feel feminine. I just loved feeling girly. As I showed Karen my new panties, she asked me questions about the colors and styles I liked best. She asked if I was wearing panties now and I shyly shook my head yes. She said, "Oh, do you think I could see? Pleeease." I slowly undid the button and pulled down the zipper on my jeans and pulled them back to reveal my pink satin panties. Karen reached over with her left hand and rubbed my now hard cock through the front of my panties and said, "Oh, they're so cute. And you look adorable in them. Pink is definitely your color sweetie." Then I showed Karen the necklace I'd bought. It was a delicate chain with my girl name spelled out in cursive attached. Karen said, "So you're Alison huh? That's a very pretty name." I blushed at that comment and noticing she said, "Look at you blushing. You are just the most adorable little girl in the world." When we got to the park, I poured my heart out to my new friend. She seemed to get more and more excited as I told her everything, my girly dreams, desires, feelings, everything. So now she was the only person in the world other than me that knew of my desire to be completely feminine. I had even told her that from the time I was very young, I'd always wished that I were a girl. I prayed every night that I would somehow wake up with a vagina between my legs. At the end of my entire story, she took my hands in hers and said, "I just know we're going to be best girlfriends. Would you like that?" Now it was my turn to be very excited. This was the most wonderful thing that could've ever happened to me. This real girl wanted to treat me just like a real girl and share my feminine experience. A couple of weeks later, Karen and I were hanging out at her house watching TV. She was wearing some shorts and a cute little T-shirt and I had a short skirt and pretty silky blouse on. She insisted that whenever we were alone together, I was totally dressed and made up as a girl. She'd even helped me shave my legs and in fact, all the hair on my body earlier that week. It felt so wonderful and girly to be completely hairless. After all, girls don't have body hair. And the hair they do have, they must keep shaved. So now, that's what I do too. Karen says it's because I'm her little girl. I love it when she calls me that. Anyway, we were watching a video she rented of a love story. She told me it would help me feel feminine and that I should pay attention to the things in it that make girls feel the way they do. This movie featured a budding romance told completely from the girl's point of view. I got very excited watching the actress get excited about their upcoming dates, their first kiss and even the first time they made love. Karen and I held hands as we watched and when it ended, she asked me what I'd thought of the movie. I told her it was very exciting to think of myself in the situations the actress in the movie was in. That got Karen very excited and she asked me if the thought of kissing a cute guy made my heart flutter like all girls. I told her I thought it would be very exciting to be held by a strong guy and have him lightly, very softly kiss me. I said that I thought that would really make me feel like a girl. Karen said, "Well kissing is nice sweetie. But if you really want to feel like a girl, you should feel what it's like to have a guy inside you. You wouldn't believe how wonderful it feels to be completely filled by a guy's hard cock. And to have him cum inside you." I told her it did sound exciting to the girl in me but I wasn't sure about actually having sex with a real guy. She said, "Well, we'll just have to bring out the girl in you more." With that, she stood up, took my hand and led me to her bedroom. Once there, she sat me down on her bed while she undressed down to her panties in front of me. Then she pulled me up by the hand and stood right in front of me as she started undoing the buttons down the front of my blouse. She then removed it and unzipped the side zipper and unbuttoned my skirt and let it fall to the floor. She pushed me back on the bed in my bra and panties and started kissing me. While we made out, she wouldn't let me touch her. She said, "I want you to act like a girl and just lay there and enjoy this. I'm going to bring out that girl in you and play." She pulled my bra up over my breast and started sucking my nipple. It felt so wonderful with her warm mouth sucking on my breast and I breathlessly told her so. "Of course it does," she said as she moved to my other breast. "A girl's breasts are one of the most sensitive parts of her body." She lovingly sucked my breasts for a few minutes. I was in heaven. I imagined myself having beautiful breasts. The kind guys just can't keep their hands off of. As I lay there, breathing heavily with my eyes shut tightly, Karen softly said, "You are such a pretty girl Alison. Doesn't it feel wonderful to have your breasts touched and sucked on?" I was very caught up in the fantasy of actually being a girl lying there enjoying this. I started to actually feel like a girl. This may sound crazy but I actually felt my heavy chest falling to the sides of my slim upper torso. And I could've sworn I was getting moist between my legs. As I lay there in this state of arousal, I actually could feel a vagina between my legs and it was the most wonderful sensation I've ever felt. I think Karen could sense how much I was getting into the role of a girl and she definitely pushed it along. She reached down and softly but firmly spread my legs slightly. As she stroked my inner thigh, she said, "Your legs are so soft and smooth Alison. Any guy would love to get between them." As she said that, she reached up and started stroking me right between my legs. She said, "Alison, you're very wet. Does the thought of a guy between your legs excite you?" I was now totally caught up in this and softly moaned, "Hhmmm hmm." "Oh, your pussy is so soft. Any guy would just love to put his hard cock inside your sweet pussy. It feels soooo good Alison. I promise you've never felt anything better than when a guy is laying between your pretty legs and pumping his rock hard cock in and out of you." The thought of having a guy on top of me with his hard cock inside me was driving me over the brink. The way Karen was talking to me and helping me imagine this happening was going to make me explode in my panties. I think she knew it and she was getting very excited as well. She kept it up saying, "You know Alison, it's also wonderful to have a guy's hard cock in your mouth. Lots of girls, including me love to give head to cute guys. Wouldn't you like to lick up the underside of a guy's hard cock and drive him crazy?" I didn't answer. I'd never thought of actually putting another guy's cock in my mouth before. Karen continued, "C'mon Alison. Girls love sucking cock. You are a girl aren't you?" "Yes" I said. "And what do girl's love to do?" I took a couple of deep breaths and with my eyes still shut tight I whispered, "Suck cock." "That's right," she said. "You want to suck a guy's cock 'til he cums for you in your mouth don't you? It's soooo delicious Alison. You'll love his cum in your mouth." "Mmmmmm" was all I could say. "Do you want a guy's cum in your mouth Alison? Do you want him to cum in your mouth?" "Yes" I said. "I need his cum in my mouth. Ohhhh it's soooo good." I was so close to cumming. My whole body was trembling. I hadn't even noticed that Karen had stopped rubbing my pussy. As I was building to a huge orgasm, she kept telling me how wonderful it was to have a guy cum in your mouth. She talked about the power you have over him when you're licking and sucking his hard cock and controlling when he cums for you. As she said this, she had pulled the front of my panties down enough to slip a condom over the tip of my cock. I figured she didn't want me messing up her bed although I doubt any cum would find its way out of my panties. After she got the condom on me, she started rubbing me between my legs again while saying, "Cum Alison. C'mon. Cum for him. Your man wants you to cum with him. He's going to cum Alison. C'mon. Let it go." With that, I had the most powerful, earth shattering orgasm of my life. It seemed like I couldn't stop shuddering. When I finally did calm down a little, I could feel Karen removing the condom. I was still lying there with my eyes shut. I was totally spent. Karen said, "Well Alison, wasn't it wonderful to have a girl orgasm? I'll bet you've never felt anything like that before." Again, my response was a very delirious "Hmmmmmmm". She said, "You made your man very happy too Alison. He had a huge orgasm and just kept cumming and cumming. Aren't you glad you could satisfy your boyfriend?" "Yesss." I said. "And you know what guys really like is when they can watch their girlfriend eat their cum. Do you want your boyfriend's cum Alison? Do you want to put his warm cum in your sweet girly mouth so you can really make him happy?" I was getting caught up in this fantasy and again said a soft "yes." Then Karen said, "Open your sweet little mouth for his cock Alison. He wants to put his hard cock in your warm moist girly mouth." And I actually did open my mouth. And the next thing I knew there was some warm, thick, salty liquid being poured into my mouth. When Karen said, "Here's your reward girl. Eat his cum!" I realized that she was pouring my own cum from the condom directly into my mouth. I was eating a man's cum. Karen continued, "Isn't it wonderful? Isn't that the most delicious thing you've ever tasted?" I couldn't disagree with her. I felt so feminine and so much like a real girl as I thought about the fact that I actually was eating a man's cum. I moaned my delight and appreciation, which just egged her on. She then said, "Alison, if you're a good girl, we'll find more guy's cum for you to eat. I'll bet you'd like that. How would you like me to get a guy to fuck me with a condom, then I could bring home his cum for you in it. You could actually eat another boy's cum. Wouldn't you just love that? Then you'd definitely be a real girl. Guys don't eat other guys cum." I couldn't believe my own ears when the next thing I heard was the sound of my voice saying, "Oh Karen. Please find me some more cum. I need to eat cum from a real guy. Please Karen. Can we do that soon? Pleasse? I need to have a real guy's cum poured into my sweet little girl's mouth." *** Karen and I hung out a lot the whole next week. I was actually in girl's clothes more than guys. And if you were just counting underwear, I was now in girl's clothes 24/7 since Karen thought it would be a good idea for me to always wear panties, even under my male clothes. She said, "Girls wear panties, pretty soft panties, not those ugly old rough briefs you used to wear." She made me admit that I loved wearing panties all the time. She even insisted that I wear bralettes and girl's socks all the time too. And all week, she'd been going out of her way to make sure she was treating me just like a real girl. We only talked about things girls would be interested in, like home decorating, the kind of exercising we had to do to keep up our girly figures and she especially liked to talk with me about boys. She seemed to be trying very hard to make me think like a girl about the opposite sex. And I was actually beginning to think of men as the opposite sex. The way we talked and the intimate things we talked about doing with our men, it just seemed so natural to have a woman's point of view. Karen called me at work Friday and asked if I wanted to spend the weekend at her place. She said it would be great to have me as a girl for the whole weekend. We could do all kinds of girl things, even have our very own slumber party and stay up late and talk about boys and play truth or dare. She said, "Alison, you missed all that when you were a teenage girl. It's so much fun. I promise. Please say yes." She really didn't have to beg me. I couldn't wait to say yes. So I quickly stopped by my place on the way home from work, picked up all my girly clothes, make-up and other girl stuff and headed for Karen's place. As soon as I arrived, she said, "Alison, go get out of those ugly clothes and put on something pretty." After I did, we had a nice dinner, then sat on the living room sofa, sipped wine and just talked. It was so nice to be able to just act as feminine as I wanted, to be able to talk in a very soft feminine voice, to use my soft, practiced gestures and to just sit and feel feminine in my soft clothes. I wished now more than ever that I could be a real girl all the time. As was the case all week, our conversation turned to guys. Karen said, "Remember last weekend Alison, what you told me? Let's play a little truth or dare here. I'm going to ask you a question and you have to answer it honestly, okay?" I said okay and she asked me if I really wanted what I asked her for last weekend. I had a feeling I knew what she was talking about but gave her a puzzled look. She said, "You told me last week that you'd like to eat another guy's cum. Although I shouldn't say another since you aren't exactly a guy anymore." There was a big pause in the conversation as I just sat there and blushed. "Well Alison, were you just caught up in the moment or would you really like to eat a man's cum?" As she said that, she reached over and brushed my long pretty hair out of my face and stared into my eyes waiting for an answer. I finally said, "I'm really scared to admit it. Even though I now feel completely like a girl, it just seems wrong to want to have any kind of sex with another guy. But I think the girl in me really wants to please a man, to be held by him and to feel small and safe in his muscular arms." "Alison," she said. "There's a guy at work, Jim who's been trying to get in my pants for months. He's very cute but just not really my type. But I bet if I called him right now, he'd come over and fuck my brains out. You could hide in the bathroom and then watch when I take him in the bedroom to fuck me. Wouldn't that be fun?" I said, "I guess, but I might be a little jealous." Karen giggled at that remark and said, "Oh Alison, I wasn't going to leave you out. I was just going to use him to get some cum for you. I like getting fucked and all but I'm doing it for you, to get his cum so you can eat a real guy's warm cum." Karen could tell I was very excited by this idea and reached over and picked up the phone and started dialing Jim's number. Turns out he was home and not doing anything and of course leaped at the chance to finally screw my best girlfriend. This was it. I was actually going to eat another guy's cum. I couldn't believe how excited I was. I was shaking like a leaf. A little while later, Jim knocked at the door. After I was hidden in the bathroom with the door cracked open just a little so I could see what was going on, Karen let Jim in and was immediately all over him. The girl was on a mission, and that mission was to collect some cum for me. She was so sweet. I could hardly believe she'd do that for me. After just a couple minutes of kissing and heavy petting, Karen led Jim into the bedroom. She was actually rubbing his hard cock through his pants as they passed by the bathroom. Thank God Jim didn't notice me as I watched everything that was going on. They both had their clothes off in no time and were going at it in the missionary position. I watched from behind and Jim repeatedly slammed his butt forward and plowed his hard cock into Karen over and over. She was screaming with delight and it made me so happy to know that she was getting something for herself while she was trying to do something so nice for me. She seemed to have a huge orgasm just before Jim did. I could tell that his was huge as well and I thought about all of his cum that was now collected in the condom he was wearing. After a few moments, he regained his breath and pulled his still half hard cock out of Karen's pussy. I knew I was a girl right then when I realized while being able to see both, I completely ignored looking at Karen's pussy and totally focused my attention on Jim's beautiful cock. I wondered if I'd ever be lucky enough to have a cock like that inside me. Once Jim rolled off, Karen said she was going to the bathroom to clean up. Before she did, she laid Jim on his back and removed the condom from his cock being very careful not to spill or leave behind any of his warm cum. She then came into the bathroom where I was sitting shaking again and closed the door. She looked me right in the eye with a gleam in hers and whispered, "Are you ready to eat some man cum Alison?" I slowly, softly nodded my head as she showed me the condom that was full of cum. She stuck in her finger and pulled it out glistening with the fresh cum. She then traced her finger across and all around my lips as I opened them slightly. Jim's cum was still warm and the feeling of it on my lips was nice. But I still hadn't tasted it. That's when Karen said, "Oh look Alison, your boyfriend has left some precum there on your lips. Lick it off girl." I slowly stuck my tongue out from between my lips and delicately licked all around my lips. I was actually tasting another guy's cum and it was making me crazy with lust. Karen said, "Isn't that good? Don't you just love a guy's warm cum?" She then added some more cum to my lips and watched as I again licked it all off. She said, "You're making your boyfriend so horny. He loves watching you lick his cum off your lips. Alison, you are going to make him cum. Is that what you want?" I stopped licking long enough to breathlessly say "Yessssss." Karen said, "Then get ready. Your boyfriend's going to cum. He's going to cum right in your mouth." Karen reached out and gently tilted my head back. She brought the condom full of Jim's cum over my mouth and said, "Open up girl. Here he cums. Here comes your boyfriend's cum." I opened my mouth and watched as she turned the condom upside down, held the tip and used her fingers to squeeze all the cum into my mouth. "Oh Alison. You're such a girl. Look at you eat Jim's cum. You look so sexy with Jim's cum in your mouth. Now swallow it like a good girl." I felt completely like a real girl sitting there eating a guy's cum. It was wonderful. That's exactly how I wanted to always feel. And as usual, Karen seemed to sense how I was feeling. She said, "So tell me Alison. Did you enjoy your first mouthful of a real guy's cum?" I mumbled "mmmmm" and then she said, "Do you want to suck it directly out of your boyfriend's cock next time? Do you want to lick and suck his beautiful hard cock until he cums right in your mouth?" And I knew once I admitted that I did, she would hold me to it. I looked her straight in the eye and said as seriously as I possibly could, "I want that with all my heart." *** Another wonderful week went by. Karen and I had spent every moment away from our jobs with each other. I practically never went to my own apartment anymore. I was living and acting like a girl almost all the time. In fact, if I didn't have to put on guy's outer clothing to go to work, I'd never be wearing anything that wasn't specifically made for a girl. My feminization had been kicked into high gear to the point that Karen and I were actually leaving the house to go shopping or eat as girlfriends now. The first time we went out, the day after I ate Jim's cum, I was very nervous. But Karen had gotten me in a pair of girl's jeans, a pretty floral print T-shirt, girl's sneakers, and had really fixed me up with make-up, jewelry, nail polish and a pretty, casual, girl's style hairdo. I told her I was really scared to go out like this because I was afraid I just looked like a guy wearing girl's clothes. She made me look at myself in the mirror and asked, "Now tell the truth Alison. Do you see any trace of boy in that mirror?" I carefully looked at my reflection from head to toe and she was right. There was no sign of the old me at all. Even the way I was standing, which felt very normal and comfortable by now was very feminine. I couldn't believe it. I actually looked as soft and vulnerable as I felt. "See." she said. "You really are my girlfriend now. And I want to go shopping with my girlfriend. You need some more pretty clothes if you're going to be a girl all the time. And we need to find you the perfect sexy outfit to turn Jim on." Karen then went and got one of her purses. She handed it to me and said, "We'll get you your own purse today. But until then, you can use one of mine." She then helped me load it up with all the girly stuff I'd need while we were out. She put make-up in there, a girl's wallet and even 3 tampons. As she put the tampons in my purse, she said, "You never know when your period may start. A girl's got to be prepared." We had a wonderful evening at the mall. It was a dream come true spending the whole evening as a girl with my best girlfriend shopping for everything girls love to shop for. Everything we looked at and everything I tried on, Karen would comment on how nice I'd look for Jim or how turned on he'd be seeing me in this or that. This caused me to blush a lot and she just loved seeing that. As I started getting into it and commenting on how Jim would like things too, we giggled with each other and just acted completely like two silly girls. We did absolutely everything normal real girls would do. We even went to the bathroom together. I actually didn't feel intimidated at all by that. By that time, it felt so natural to be doing real girl things I just followed Karen in to the bathroom, went into a stall and sat down and tinkled just like a real girl. We even stood next to each other at the mirror, with other girls around and touched up our make-up. I also put some of the new perfume I bought behind my ears and on my wrists rubbing them together like I've seen girls do. Karen insisted I find a pretty scent that I liked and buy it. She said all girls have their signature scent. That's how we subtly reminded our boyfriends that he's with us. The other girls in the bathroom didn't give it a second thought. They never would've imagined I was anything but a real girl. As we left the bathroom, Karen said, "See Alison. Everyone thinks you're a real girl. I'll bet as long as you kept your panties on, you could even fool Jim. And once you're kneeling between his hairy legs with his hard cock in your warm, wet mouth, he'd definitely be convinced that you were all girl. You'd have to make him cum in your mouth so he wouldn't grab you, pull your panties off and try to fuck you." I was really blushing at Karen's comments as I thought about sucking Jim's cock. Then Karen said, "Or is that what you'd like? Would you like Jim to rip off your panties and stick his hard manly cock inside you?" After a short pause with me not responding, Karen said, "I'm sorry Alison. That was a stupid question wasn't it? Of course you want Jim to fuck you. All girls love having a hard cock in them." We went out a couple more times as girlfriends during that week. And all week long, Karen kept reminding me that I told her I couldn't wait to have a real cock in my mouth. By this point, it seemed so natural to want to have sex with a guy. I felt like a young virgin girl who talked with her girlfriend all the time about guys and what sex might be like. Karen was helping me experience the girlhood I'd missed while growing up pretending to be a boy. On that Friday, Karen called me at work. We talked on the phone from work a lot and she'd insisted that I use my most soft, feminine voice when talking to her even when I was at work. I think some of the girls at work were beginning to notice my feminization. Of course the guys didn't notice. They just don't pay attention. My fingernails, although not painted while at work, were a little long for a guy and prettily shaped. My hair was now kept in a more feminine style and Karen had even convinced me that no one would notice me wearing girl's shoes that could pass for a guy's style and blouses that could pass for a guy's button down shirt. Of course, they buttoned on the other side. I also caught one of the girls looking at my rear end while I was bending over getting something out of the refrigerator one day. I went into the bathroom and bent over the same way so I could see my rear in the mirror and my suspicions were confirmed. My panty lines were very obvious. Unfortunately for me, this particular girl was a huge gossip. So I'm sure all the girls at work now know I wear panties. Although none of them have said anything to me yet. But amazingly, they do actually treat me nicer. They're always asking if I'd like to join them for lunch and now our conversations are mostly about their love lives and the guys they're seeing. One of the girls, Sandy even casually asked my opinion about the guys in the office one day. She was saying how she thought Bill and Alex were the cutest guys and just like it was the most normal question in the world asked me which ones I thought were the cutest. Karen had me so caught up in thinking like a girl that I just answered that I agreed that Alex was definitely the cutest guy in the office. I even elaborated by saying that his face was so manly and handsome and his body, with all those muscles was fine. Anyway, back to my phone conversation with Karen. She said she had a surprise for me that night and I should again join her at her apartment after work. I begged in my most girly, whinny voice for her to tell me what the surprise was but all she'd say is that tonight, she was going to make my wishes come true. When I got to Karen's that night, she sent me straight to the shower and said, "Get in there girl and shave your legs. Make sure you're completely smooth all over. Tonight's a special night." I did what she asked and spent about 20 minutes in the shower shaving my entire body smooth. When I turned the water off, Karen was in the bathroom. She handed me a towel and said, "Here. Dry off and then rub this pretty smelling lotion all over your body. You definitely want to smell really pretty tonight." Then she snickered as she left the bathroom. When I finished putting the lotion on, I went into Karen's bedroom. She immediately handed me some brand new white silky panties. I put them on and then she helped me get a new matching bra on as well. This was an actual bra though, not like the bralettes I'd been wearing. It had some padding in the cups and gave me an actual bust line. When I looked down, it looked like I had little breasts. I loved it. In fact, I hoped that I'd get to wear that kind of bra from now on even though I knew the outline of the straps would be visible through my blouses at work and my little breasts would stick out enough to make it obvious that I had them. I just thought I might as well go for it. The girls at work all knew I wore panties everyday anyway and treated me like one of the girls so why not wear an obvious bra as well. As Karen pulled out the prettiest little short black dress she said, "Jim is going to love you in this. He may cream in his pants before he ever gets into your panties." "What do you mean Jim is going to love me in this?" I asked Karen. And she said, "I had a talk with Jim the other day about you." Oh my God. What had she told this guy about me? She noticed that I had started to shake with nervousness. She said, "Relax honey. It's all good. See, I told Jim that my best girlfriend had a fantasy of having a threesome with me and a guy. You wouldn't believe how excited he got hearing that. You know all guys love the idea of taking on two girls at the same time. Anyway, I told him that you had seen him and were really hot for him. He was so aroused I thought he was going to cum in his pants. Then, since I had him so fired up, I decided to feel him out a little. I asked Jim if he'd ever thought about what it would be like to get a blowjob from another guy. And you know what he told me?" I looked at Karen hopefully. She smiled at my anticipation and said, "He said it didn't matter what the gender of the person who had their lips wrapped around his cock was. It was all good. So I continued and asked him 'What if a guy dressed and acted like a girl and wanted you to fuck him in the ass?' Well Jim got all flustered, just like you when we first met in that store and I asked you if all the girly things you'd bought were for you. He didn't say anything and I looked him straight in the eye and said 'Well?' Finally Jim softly spoke and said 'I've never admitted this to anyone. And if you tell anybody I'll deny it. But I've always wanted to make it with a transsexual. I get really turned on seeing a really pretty, sexy girl and then finding out that she has an extra big clit between her legs.' "Well Alison, that's when I told him all about you and your recent feminization. He can't wait to meet you. He's coming over tonight and you and I are going to share his cock in our mouths. After we get his cock good and hard, I'm going to ask you to get on the bed on your elbows and knees. I'm going to slide this pretty dress up over your pretty pantied bottom, slide those pretty soft panties down your smooth legs and then help Jim guide his big cock right into your sweet pussy." I was really breathing hard listening to Karen's itinerary for the evening. She hugged me tight and whispered in my ear, "Tonight Alison, you're becoming a real woman. You're going to have a real man stick his hard cock in you and pump it in and out of your sweet little pussy until he cums inside you." Hearing Karen spell out what she had planned for me had me trebling so badly I thought I was going to fall down. Karen saw the state I was in and came over and hugged me tight. As she held me, she whispered in my ear, "Alison. You're a girl. And tonight you're going to get to do what all girls eventually do... make love to a man." I shuddered with excitement as she said, "Don't worry sweetie. It will be wonderful. I promise. And I'll be right there to help." As we spent the next couple of hours making ourselves pretty for our date, I started to relax, a little, and just feel like a normal girl getting ready to entertain my man. Although a girl doesn't lose her virginity every night so it just couldn't be completely normal. Before we got dressed, Karen took me to the bathroom and handed me a box with two Massengil douches in it. She said, "You'll want to be pretty and clean on the inside for Jim." She pulled one of the douches out of the box and attached the long thin end to the top. "Okay girl. Just sit down on the toilet and slide this inside your pussy." I did as she asked and then Karen said, "Now squeeze it." As I did, the solution inside rushed into my pussy. After the bottle was empty she said, "Now work it in and out of you a little. We want to be sure you're totally clean down there for Jim." As I pushed it in and out of me a few times, Karen said, "Doesn't that feel good Alison? Just wait 'til it's Jim's real hard cock sliding in and out of your pussy. I know you're going to love it. And I'm going to really love seeing my little girl get fucked by a guy." Karen and I finished getting ready for our date and were sitting on the sofa sipping some wine. I couldn't believe how good she'd made me look. And she looked great too. We were definitely two hot babes. As we sat there, Karen commented, "You look so hot Alison. I know you've only been able to dress and act like the girl you really are for a couple of weeks, but believe me you are an absolute wet dream." Just then, there was a knock at the door. Karen looked at me and smiled and said, "Why don't you answer the door sweetie?" My heart was pounding out of my chest as I slowly got up and moved toward the front door. This was it. My date, um, our date was here. I slowly opened the door and was scared to death when I saw a boy of about 16 standing there with a pad in his hand. He said, "Excuse me Ma'am. I'm selling magazine subscriptions to raise money for our high school football team. Would you like to buy any?" This boy actually thought I was a woman. The sudden realization I had that everyone thought of me as a real girl was a wonderful feeling. Karen had jumped up and was looking over the list of magazines the boy was selling. Then as she pointed out one to me said, "Look Alison. They've got Playgirl. Why don't you get a subscription to that one? You know how embarrassed you get when you buy them at the drugstore." I was blushing furiously and told Karen, "I don't know." But she persisted until I agreed to buy the subscription. I used my real last name and address but listed Alison as my first name. The boy was very appreciative and as he left said, "Thanks. I hope you don't mind me saying so but you two ladies are really hot." Karen and I looked at each other for a moment and then simultaneously broke into giggles. We were still laughing when another knock came at the door. This time it was Jim and he wanted to know what was so funny. Karen just said, "Oh nothing. Jim, I want you to meet Alison." Jim stuck out his hand and I lightly put my right hand in his. He looked me straight in the eye and said, "I'm really happy to meet you Alison. I've heard a lot about you." At that moment, I felt the most feminine I've ever felt in my life. I was standing there in my short little black dress and high heels with make-up, perfume, bracelettes, rings, a necklace, my entire body shaved smooth and my hair done very feminine and sexy, my finger and toenails manicured and painted bright red to match my lipstick and I was holding the hand of the man that I knew in just a little while would have his cock inside me. Karen asked Jim if he'd like a beer and as she went to get it told us to sit down on the sofa. Thank God she was only gone for a couple of seconds 'cause I didn't know what to say to Jim. I was so nervous I was shaking all over. Karen brought Jim the beer, sat down opposite us on the coffee table and started the ball rolling immediately. I knew she was very anxious to see Jim and I get started. She looked at Jim and said, "Jim, Alison has zero experience with men, but I think her desire for them makes up for it. She is very much a girl and needs to be treated exactly as you would any girl, understand?" Jim said, "Oh yeah, I understand if I was sitting this close to a hot looking girl like Alison, it wouldn't be long before I had my arms around her and was kissing her." That statement made me feel so loved and wanted. Then Karen said to Jim, "Okay then what are you waiting for?" With that, Jim slowly draped his left arm over the back of the sofa and his left hand rested on my shoulder. Then he softly touched my chin with his right hand and turned my face toward his. He leaned forward and the next thing I knew, I was being kissed by this hot guy. From that point on, I felt completely like a real girl. The way I passionately returned his kiss, the way my hands softly rested on his strong, muscular chest, the way I felt a stirring between my legs, everything was completely feminine. As we continued to kiss, Karen took my left hand in hers and guided it to the front of Jim's pants. She put her palm on the back of my hand and rubbed my hand up and down on Jim's now very hard cock. After she had completely removed her hand, I continued rubbing Jim's cock through his pants. Karen said, "Doesn't that feel good Alison? Why don't you see if you can get him out to play?" It was very awkward trying to undo Jim's pants button and pull down his zipper with my left hand but I finally managed to do it. Then I pulled his pants back and was rubbing his hard cock through just his underwear. They were just plain white briefs and I could feel every bump and curve of his cock. As I stroked Jim's hard cock, he reached over with his right hand and started stroking my bare thigh. It felt wonderful to have this man's strong hand rubbing up and down my smooth leg. After a minute or so, Karen reached out and slowly guided my hand from Jim's cock up to his belly under his shirt. It was hairy and hard and felt so masculine. Jim moved his hand from my thigh as Karen hooked her hands in the side of his pants and as he lifted his rear off the sofa, Karen pulled them down and completely off. She had already apparently removed his shoes and socks. Next she pulled his under shorts down and off. Then Karen started undoing the buttons of his shirt. When she got to the top, she pushed it back and I found myself sitting there very, very close to a naked, sexy man. And I couldn't believe I was actually getting excited. I felt just like I thought any real girl would feel if she was being so intimate with a hot guy like Jim. Karen again gently grabbed my left wrist and slowly guided my hand down to Jim's cock. He was very hard. Karen let go of my hand when it got there and I continued to stroke the object of my desire. As I slowly, softly ran my pretty fingertips all over Jim's cock, Karen softly asked, "So Alison, how does he feel? Don't you just love a hard cock in your pretty little hand? And doesn't it excite you to know that you're making him this hard?" As I rested my head on Jim's strong chest, looking at my delicate hand gently stroking this guy's hard cock, I said, "It's so hot." That kind of surprised me. I didn't expect it to actually be so warm. Karen said, "Of course it's hot you silly little girl. You've got him very excited." I continued to stroke Jim's cock, occasionally getting a soft moan from him as he also watched my hand slide all around his cock. At one point, I wanted to see what his hairy balls would feel like in my little hand so I let my hand wander down below his cock and softly caressed his sack. He seemed to really enjoy that judging from the way he squirmed when I rubbed his hairy balls. Karen was watching intently and said, "Oh Alison. He seems to really like that. He must have very sensitive testicles. I had a boyfriend like that once. And do you know what really turned him on?" She continued, "When I licked and sucked them for him." She let the realization that she thought I should do that for Jim sink in for a moment, then softly grabbed my hand from Jim's balls and gently pulled me to the floor. Then she reached out and spread Jim's left leg out wider so that I could get between him and the coffee table where Karen was still sitting. Once I was on my knees directly in front of Jim, Karen said, "I think you should beg him to let you lick his hairy balls Alison." Jim looked expectedly at me and I'm sure I blushed furiously. "C'mon Alison. You want to lick his manly testicles don't you? Beg Jim to let you do just that." I looked down at Jim's belly and shyly, very softly asked, "May I please lick your testicles?" Before Jim could answer, Karen said, "You don't sound very sincere Alison. Maybe you really don't want to lick his testicles." At this point, I felt like a complete, real girl kneeling there in front of this hot guy and I couldn't believe it, but I actually couldn't wait to suck his hairy balls into my girly mouth. So I somehow found the courage to look Jim right in the eye and say in my softest, most feminine voice "Please Jim. Let me lick and suck your hairy balls. I want to drive you wild with my soft, wet mouth. Please may I suck your testicles?" He didn't even get a chance to answer. Karen already had one hand on my shoulder and the other on the top of my head and was gently pushing me closer and closer to Jim's hot crotch. When my face got to within about 5 inches from his balls, I noticed a heavy manly, musky aroma. It turned me on so much and I knew that this would not be the last time I would be privileged enough to smell this very manly smell. It intoxicated me and I knew I was hooked to being this intimate with guys even before my mouth touched his big soft looking balls. Finally my lips reached his balls and I first, softly kissed each one. I felt like a little girl laying very soft, delicate kisses on this man's balls to thank him for letting me do such a personal, intimate thing with him. "Lick them Alison. And suck them into your mouth." Karen couldn't wait to see me drive Jim crazy. As I made love to Jim's balls with my mouth, Karen continued. "Jim, did you know that our little girl here has already tasted your cum? That's right. She was waiting for me in the bathroom last weekend while you fucked me. Then I took your condom full of cum in there to her when we were done and poured it all into her sweet little mouth. She swallowed every drop and then begged me to find her a cock she could suck the cum directly out of." Between my licking and Karen's talking, Jim was becoming very excited and was really breathing heavy. Without saying anything, Karen put a hand on each side of my head and very slowly nudged it upward while not letting my mouth lose touch with Jim's crotch. I stuck my tongue out and licked all the way from the base of Jim's cock to the big purple, spongy head. Karen guided me so slowly that I had plenty of time to think about the fact that I was licking a guy's hard cock. When I got to the top, Karen put one hand on top of my head and gently but firmly forced my mouth down on Jim's cock. After just a couple of seconds she said, "Look at you little girl. You've got a man's cock in your mouth. Now suck it good for him and he may cum for you. I know that's what you want Alison. Remember? You told me you wanted a guy to cum directly into your mouth." I grabbed the base of Jim's cock with my left hand and was starting to really get off on giving him the best blowjob I could. Again, I felt completely like a real girl on my knees giving this guy a blowjob. And I was loving it just like a real cock hungry girl. I wished so much that I had a pretty pussy that he could stick that hot cock into. Just as I thought that, I felt Karen pulling my skirt up over my rear end. Then she peeled my panties down to my thighs. I didn't really notice much because I was so caught up in what I was doing to Jim. But I noticed the next thing she did. I felt her playing around my asshole. She was stroking up and down my crack with one of her fingers, teasing me. "Oh Alison, your pussy is so pretty." she said. This about drove me crazy. She was actually treating me like I had a real vagina. I subconsciously found myself bucking my hips back toward her, trying to take that finger inside my pussy just like any girl would. She finally relented and slowly pushed one finger into me. She left it in there and wiggled it around a bit. Then she started pumping it in and out of me and I was rocking back and forth to meet her strokes. The feeling in my pussy made me lose some concentration on what I was doing to Jim. My mouth kept slipping off his cock. So he had grabbed the back of my head and was guiding it up and down on his hard cock. My attention returned to his cock when I heard him moaning, "I'm going to cum" and I felt his cock get bigger in my mouth. He held my head still with just about an inch of his cock in my mouth and was bucking his hips wildly as he shot several powerful blasts of warm cum straight into my mouth. I wanted to hold his cum in my mouth to savor but it was full very quickly and I found I had to swallow or lose it all over his belly. I definitely wanted it all in my tummy. I knew I could consider myself a real girl when I'd suck a guy's cock and ate his cum. It was so warm and salty. I just loved having it in my mouth. And it was so much better when it came directly out of his cock. After he finished cumming, I let my mouth slip off the end of his still very hard cock. Karen had moved around to the side of me where she had a close up view of my mouth and Jim's cock. As I pulled my mouth from his cock, some cum strung from the tip to my lips. I opened my mouth, which still had some of Jim's cum I hadn't swallowed in it and licked the head of his cock. I was licking to get every last little drop of this man's precious cum. As I licked, Jim's cock finally started to go soft a little. As I licked around the head of Jim's cock, I looked over at Karen who had a little smirk on her face. She reached out and stroked my hair back as she said, "See Alison. I told you there's nothing like sucking a guy's cum directly out of his hard cock. Didn't you just love the feeling of knowing that you were giving him so much pleasure with your little girly mouth?" As I kissed the very tip of Jim's now half soft cock, I looked at Karen deliriously and said, "It was wonderful. I want to do it again." Karen giggled and said, "Why don't we give him a little break Alison and let him recover? Why don't you ask Jim if you can get him a beer like a good little girl?" Before I could ask, Jim said, "I'd love a beer." I smiled sweetly at him as I got to my feet, moving as delicately as possible as I adjusted my panties and skirt. I actually felt completely like a real girl and as I started for the kitchen to get the beer. Jim playfully slapped my rear end and said, "Good girl." As I stood in the kitchen, I was thinking how much I loved being a girl and how wonderful it was to be intimate with a man. I couldn't wait for the next time. When I got back to the living room, Karen and Jim were whispering to each other and abruptly stopped when I arrived. I handed Jim his beer, then straightened my skirt under me as I sat on the sofa next to him. Karen looked at me, again smiling with that little smirk and said, "Alison, Jim just told me he'd like to see a little girl on girl show. What do you think?" I giggled and shyly said, "Well I definitely know now for sure that I am into guys." Karen giggled at that comment as Jim just smiled. "But I think it might be fun to play around with girls a little bit too." Then Karen stood up and came over and stood right in front of me. She said, "Watching you suck Jim's cock made me so hot Alison." Then she took my left hand and guided it under her skirt right to her panties, which were soaked. "See. My pussy is as hot as yours right now." I rubbed her wet pussy through her silky panties. As I rubbed she said, "See how that feels Alison? That's exactly the same way your pussy feels to me when I rub it. Isn't it wonderful to be a girl and have a pretty pussy? A soft vagina where boys can put their cocks? Feel your pussy Alison. Feel how hot and wet you are. Don't you wish you had a cock in it? Don't you wish Jim would put his hard cock inside your sweet little pussy?" Karen then took my left hand out from under her skirt and guided it to my face. She said, "Smell that pussy on your fingers Alison. That's exactly what your pussy smells like. And guys love it. Rub your pussy with that same hand and then let Jim smell your fingers." I slowly slid my left hand up under my short skirt and rubbed my fingers against my soft pussy. Then I put my hand up to Jim's nose. He grabbed my wrist and inhaled deeply as he put my fingers right up against his nose. "You see that Alison?" Karen said. "Guys love the smell of pussy." Then Karen pulled me to my feet, took my right hand and put it down the front of her panties. She looked at me with lust in her eyes as she said, "Finger my sweet pussy Ally." She drew a deep breath as I inserted my middle finger into her, and then started kissing me as passionately as I've ever been kissed. As we stood there making out in front of Jim, Karen started gently rubbing my rear end. She was tracing the outline of my panties across my cheeks. For some reason that made me very hot. I think it was because it reminded me that I was wearing pretty panties standing there with my smooth rear end pointing right at a handsome sexy guy. I could feel him staring at my ass and found myself subconsciously wiggling it seductively. Karen started nibbling on my neck and ear as she whispered, "You little slut. You're trying to get him turned on aren't you? He's staring at your ass Ally. I'll bet he wants you to sit right on his hard cock. Look at it." As she said that, she pushed my chin around toward Jim. He was sitting on the sofa; his legs spread wide and was slowly stroking his now very hard cock up and down. Karen pressed her body against my back, put her arms around my waist and softly said, "Look at that cock Alison. Isn't it beautiful?" I was practically in a trance. I murmured "mmmm hhhmmm". "That's the cock you just sucked cum out of directly into your sweet little mouth. Where do you think he wants to put it now?" As Karen said that, she had reached down and was rubbing me right between my legs. "Well Alison, are you ready to become a real girl? Are you ready to go all the way with Jim? It looks like he's ready." I was so hot. My legs nearly gave out as I stood leaning against Karen while I watched Jim play with his beautiful hard cock. Karen said, "Grab his hand Ally. Let's take your boyfriend into the bedroom." This time it was my turn to rub Jim's cock as all three of us walked arm in arm down the hall to the bedroom. Karen pulled me away from him when we got there and once again reached up under my skirt to rub my pussy. She said, "Alison, you are so wet. You must be very excited about losing your virginity." Then Karen hooked her fingers in the top of my panties and slowly eased them down my smooth shaven legs. When they reached my feet, I stepped out of them. Karen took them over to Jim, put them up to his nose and said, "Smell her panties Jim. See how hot she is for your cock." Jim inhaled deeply and as he did I saw his cock twitch. I knew he wanted to be inside me as badly as I wanted him inside me. While Karen continued to hold my panties to Jim's nose, she said, "Why don't you make sure his cock is good and wet so it will slip nicely into your vagina Ally." So I walked to where Jim was, slowly eased myself down to my knees and once again took his hard cock into my wet mouth. I was making it very wet with saliva. After just a few moments, Karen said, "Okay honey. I think he's ready for you." She took my hand, pulled me to my feet and led me over to her bed. As she laid me down on my back she said, "This is the very same spot where Jim fucked me last week. I'm sure if he would've known you then, you're what he would've been thinking about as he pumped his cock into me. Are you ready for his cock Alison? Do you want this man inside you more than anything else in the world?" "Yes." I said. I looked at Jim with my best little girl look and whimpered, "Please fuck me." Jim smiled at me as he started to crawl up onto the bed. Karen was kneeling on the bed beside me and she softly grabbed my right thigh and guided it back toward my right shoulder. I did the same with my other leg and just as I did, Jim was kneeling in position and started rubbing his hard cock between my legs. I closed my eyes and couldn't imagine being anything else but a sexy girl who was about to be fucked with a hard cock. It felt so wonderful and so feminine to know that I was lying there with my legs spread as a real guy rubbed his hard cock all around my pussy. I almost came right then just from the ultra feminine feelings I was experiencing. I finally opened my eyes to see Karen reaching over and grabbing Jim's hard cock. She helped him line it up right at the opening of my vagina and then looked at me so sweetly as he slowly pushed just the head into me. It was very painful and I flinched. Karen brushed back my bangs and saidm "It's okay Alison. I promise the pain will turn to incredible pleasure. It hurts for all girls the first time. Don't think about that. Just think about the fact that you're becoming a real girl. A girl whose boyfriend is making love to her. You should feel very special and privileged to have such a hot guy want to fuck you." Jim continued to slowly ease his cock in and out of me, going a little deeper each time. Karen was right. It was becoming very pleasurable. Better than anything I've ever felt. Jim and I were working into a rhythm as he plunged his hard cock deeper and deeper into me. My eyes were now closed tightly as I enjoyed being slammed into over and over. I loved feeling Jim's power and strength as he plowed my pussy. I was really thinking like a girl. I was very turned on by this guy's muscles and power. I felt so weak compared to him and I loved that feeling. I felt so submissive. As I opened my eyes, Karen turned from looking at Jim's face and looked me in the eye and said, "I think he's going to cum sweetheart. Are you ready to take a man's cum inside you?" All I could do was grunt my approval. Jim was now slamming into me for all he was worth. I could actually feel his cock swelling inside me. Then it started twitching and I could feel his warm cum filling my vagina. As he slowed down and then finally stopped all together and just lay on top of me with his cock still inside me I thought, "I'd done it. I spread my legs just like any other girl and squeezed a man's cock with my pussy 'til he came inside me." I nearly passed out with the exhilaration I felt knowing that I was now a real girl. A girl just like any other girl who fucks guys. As I squeezed my pussy, he shivered and pumped yet another spurt of wonderful cum inside me. I looked up at Karen and she was smiling like she'd just seen the most wonderful thing in the all the world.