Why Didn't I Tell Her? free porn video

Why didn't I tell her? First, let me tell you a little bit about myself. My name is Gary. I am 30 years old, 5'8" and 150 pounds. I have long, light brown hair, some call it blond, but it is light brown. I ride a Harley and am straight. I have a girlfriend named Kelly. She is a 5'6" brunette. She also rides a motorcycle, although she rides a sport bike. I live by myself in a nice, two bedroom town home. My one little quirk, I have been crossdressing for as long as I can remember. My favorite thing to do is to wear a silky nightie to bed. I prefer long nightgowns to anything else. There is something about the feel of silk and satin all over my body that makes me feel great. I have built up quite a large selection of lingerie over the years; mostly from E-Bay. I do have one dress, but rarely wear it. I have worn lipstick, but have never experimented with any other make up. My crossdressing has always been strictly by myself. I have always been very careful not to let anyone find out. No one had ever seen me dressed up until..... It was a Saturday morning. As per my usual, I had worn a nightgown to bed the night before. It was one of my favorites. A long silky, teal colored gown with lots of lace around the neckline. I love this gown, because it is fairly snug around the body, but flows out quite a bit from the waist down. The way it brushes against my legs when I walk around gives me goose bumps. My girlfriend, Kelly and I had gone out Friday night and I had gotten home late, around 3:00 AM, so I was sleeping in. I guess I was really tired when I got home and had forgotten to lock the front door. It was almost noon and I was still in bed when I suddenly awoke to Kelly's voice. "What on Earth are you wearing?" Needless to say, I was scared to death. I didn't know what to say, so I pulled the covers up and just kind of stuttered. Kelly was not going to let me off that easy though. She tugged on the covers, "Well, come on, let me see you." I protested a bit, but realized that it was going to be of no use at all. I pushed the covers back and slowly got out of bed. Much to my surprise, Kelly was smiling. She did not seem mad at all. In fact, she actually seemed to be enjoying herself. As I stood in front of her, I could feel how red my face was. She asked me to turn around for her. As I did, my gown kind of swirled up a bit. It felt great. Kelly's next question took me off guard. "You aren't wearing your boxers underneath your sexy nightie are you?" "Um, no, I'm um...." was the only answer that I could muster. "Well then, let me see." She lifted my nightgown to find that I was wearing matching teal satin and lace panties with a rhinestone set into the lace. "Why those are just beautiful. You have great taste., Now what else do you have?" I didn't know what to do. "What do you mean?" I asked "Do you think I am mad? I have every reason to be, but I'm not angry. I am curious. I know you aren't gay," she said with a little smile. "Are you bi?: "No, I just like the way the clothes feel against my skin. Wearing these is always been a very private thing for me." "Then no one else know? Well then, that means that no one has ever seen you dressed up like this?" She was firing off questions really fast. "This can't be your only nightgown. Why don't you show me what else you have?" "Are you sure? You don't think I am a freak or something?" I said with my head down. Kelly gently lifted my chin and kissed me. She hugged me and ran her hand over my silk covered body as whispered in my ear, "No, I don't think you are a freak. In fact, I think we can have some fun with this." She pulled back to see a big smile on my face. She had a Cheshire cat grin as she took my hand and said "Come on, show me you stash." I led her to my closet where I had an extra dresser. She pulled out the drawer and took it out into my bedroom and dumped it on the bed. She handed me a long white silk nightgown and robe, found the matching panties and sent me to the bathroom to change. When I came out, she was smiling. "You have some gorgeous lingerie. Don't you have anything else?" "What do you mean? Isn't this enough?" "I mean, Do you have any clothes? You know, to wear outside." I explained that I had one dress, but had only put it on a couple of times. "Well, go get it. What color is it? I will get the proper lingerie out for you." I told her that it was burgundy in color and I would be right back. I went back into the closet, got the box off the shelf that it was in and came back. When I did, she had laid out a pair of red lace panties and garter belt and the matching bra. "I can't find your stockings. Don't tell me you don't have stockings." I told her that I had bought some, but had never worn them. She found the package, then laid them out next to the other lingerie. Then she put the rest of my things back in the drawer and set it on my chair. "Let me help you," she said with a wry grin. She walked over to me and slowly loosened the belt on my robe. She slipped it off my shoulders and onto the floor. She stepped back and took a long look at me in my white silk gown. "I bet that makes you feel sexy." "Right now, it makes me feel embarrassed." She came towards me and we began to kiss. As she held me, she began rubbing my ass. The feel of it was amazing. She worked her hand around to my cock. As soon as I felt her had through my nightgown and panties, I became rock hard. "Well, we will have to something about THAT, before you get dressed." She pushed me back onto the bed and hiked my gown up. She pulled my cock from my panties and began to lick my shaft. The feeling of all this was too much for me, I came almost immediately. She kind off laughed a bit saying that it seems that dressing as a woman seems to get me a bit over excited. She cleaned up all the cum with her tongue and then kissed me. She took me by the hand and pulled me up from the bed. I slipped off my nightgown and my panties and stood there, naked, waiting for my next instructions. "OK, now let me help you get dressed." First, she put the garter belt on me, then had me sit in the chair. She gently and carefully rolled my stockings up each leg and fastened the tops to the garter belt. Then she tossed me my panties. They felt so good as I pulled them up my stocking clad legs. I began to get hard again. "We can't have that," Kelly said as she handed me my bra and left the room. When she came back, she told me to close my eyes. I did as I was told them I suddenly felt something cold, I mean really cold. She had filled a bag with ice and well; that took care of my hard on. Kelly then helped me with my bra, I had balled up a couple of socks for breasts. She laughed at this and said that we would have to do better that that later. So there I stood, wearing matching red panties, bra, garter belt an black stockings. Now came the dress. I unzipped it and stepped into it. Kelly had me turn around and zipped me up. The dress was mid-length, falling just below my knees, There were embroidered flowers along the It's low neckline and the short sleeves were sheer. There I was all dressed up. Kelly seemed to really be enjoying herself. "Where's your make up?" I explained that I didn't have any, so she said that I would have to make do with hers, "for now" She went to her purse and brought out her make up. Soon I was wearing, lipstick, eye shadow, and mascara. I tried to see what she was doing, but she kept saying "Not Yet" After she was done with the make up, she got out a brush and curling iron and went to work on my hair. After what seemed like forever, she was done. She had me stand up and look I the mirror. Although I didn't think so, Kelly said that I made a very good looking woman. "Now, where are your shoes?" I had none, so once again; Kelly said we would have to do something about that later. This was beginning to make me nervous, although quite excited at the same time. We went out into the living room where Kelly said, "Now, Gary, You know, it doesn't seem right calling you Gary the way you are dressed. I think I will call you Carrie. So, Carrie, sit down and lets talk." We talked for a long time, I was very conscious of the way I was dressed at first, but the more we talked, the more comfortable I became. I told Kelly of how I had been wearing nightgowns for as long as I can remember. I told her about wearing one of my sisters nightgowns once when on vacation as a kid, I was about 10 and my suitcase had been lost, so my Mom had me wear it, saying that I couldn't share a room with my sisters wearing nothing. They all thought it was funny, but I kinda liked it. I guess that was what got me started, since I loved the way it felt. Of how I was always too embarrassed to go out shopping and how happy I was to have found a safe place in E-Bay to buy my things. The afternoon had turned into evening when Kelly mentioned that neither of us had eaten. She asked if I was ready to go out as Carrie. I was taken by surprise by this. "No, I c- c- can't," I stammered, "and even if I wanted too, I have no shoes." "OK then, let me clean you up." She took a washcloth and quickly removed the make up she had taken so long to put on me. The mascara would not all come off, so she said I would have to deal with that. We went into my room, she unzipped my dress and let it fall to the floor. She then unfastened my bra and it joined my dress. I started to take off my panties, but Kelly stopped me. "You can wear those under your Levis." She tossed me my pants and a shirt. I got dressed and we got ready to leave. I was surprised that with the stockings on, my sneakers were loose on my feet. I was also surprised by how good my stocking covered legs felt. Even under the roughness of the Levis. We had a quick dinner at a local diner. When we got back to the car, Kelly told me that we were going shopping. This was not unusual for us, except this time; we were going shopping for new shoes, for me. "You need shoes, and maybe even a new dress." We went to several different stores, she had me look at what seemed like a hundred dresses and even more shoes. Finally, we went back to the first store we were at. She picked 2 dresses. The first was a black silky dress that came down about mid thigh. It had a sheer bodice and long sleeves. To go with it, she picked out a pair of simple black pumps, with about a 4 inch heel. She also picked out a blue skirt, also mid-thigh with a white blouse. To go with this, she picked out a pair of white sandals with about a 3 inch heel. "Why 2 pairs of shoes?" I asked. She told me that if I was going to dress like a woman, I was going to do it right. And that meant that everything was going to match properly. "Now Carrie, Do you have any camisoles?" she asked I told her I didn't and she went a picked of a black one and a white one. She paid for everything and handed the packages to me. As we walked to the car, Kelly was all giggles. "We are going to have so much fun with this!" Just what had I gotten myself into I thought as we drove home. We stopped by Kelly's apartment on the way home so she could pick up a few things. We also stopped at a mini-mart on the way home, where she went in and bought some wine and some a few other things she said we would need, although she would not tell me what those other things were. When we got back to my place, I carried the packages in, set them down and plopped on the couch. Kelly told me not to get to comfortable. She went into my room for a couple of minutes. When she came out, she asked me if I could go get Carrie. I must have looked puzzled, because then she simply said, "You know what I mean." I went into my room to find that Kelly had laid out one of my nighties on the bed. It was one that I rarely wore; a short black silk babydoll. Next to it were the matching panties and robe. I put them on and walked out into the living room. Surprisingly enough, I was not nervous at all. Especially when I saw that Kelly was wearing a red nightie, very similar to mine. We sipped some wine and sat on the couch listening to some soft Jazz. Before long, we were all over each other. Kissing and hugging each other. We got up and went to the bedroom. As soon as we hit the bed, Kelly took full charge. She got on top of me and we once again were kissing and fondling each other. I reached down and slipped off her panties. She slid herself up higher, so she was right above my face, I pulled her close and began to probe her with my tongue. She was wiggling and squirming like I had never seen her before. She came almost as fast as I had earlier in the day. She scooted down and released my rock hard cock from the panties. She guided it into her waiting pussy. She rode me like I had never been ridden before. It did not take long for me to cum, but it was long enough for Kelly to have her second orgasm. Afterwards, we both fell back, totally exhausted. We fell asleep in each others arms, both still wearing our nighties. When we awoke Sunday morning, I could feel Kelly in my arms, then I felt our silk covered bodies next to each other and realized that yesterday REALLY DID happen. Kelly was already awake and had a smile on her face. We got up and had breakfast, still in our nighties. When we finished eating, Kelly asked, "Well Carrie, you ready for the day?" Wait, she called me Carrie, not Gary. "OK, I'm ready, what do you have in mind?" First thing, we need to shower. We got up and went to the bathroom. We stripped each others nighties off and stepped into the shower. After we were done, we dried each other off and Kelly put on her long black robe and handed me the white one I had worn the day before. I put it on and followed her into my room. She brought out the things we had gotten the day before, along with my baby blue panties and bra set. She also laid out a new pair of pantyhose that she had gotten when she was at the store. "Stockings and garter belts are not for daytime," she said "Now, let's get you dressed" She handed me my panties and bra. I put them on and turned around to find Kelly had something in her hands. "These should work better that rolled up socks," she said as she handed me a couple of water balloons. She helped me slide them into the C cups of my bra. Then she helped me put on the pantyhose. I had never worn them before, so it was a little difficult for me. But once I had them on, I was in love with the feel. I think I was too scared yesterday to fully appreciate the feel of the stockings. Then she handed me the white camisole. I put it on and now there I was, standing in front of my girlfriend again, wearing panties, pantyhose, a bra and camisole. And I was loving it. "Now lets do your face and hair, this time, I have ALL my make up." Just as she did before, she began to work on my face. Soon, she had made up my face and, using a hair dryer this time, fluffed out my hair and styled it quite nicely. We then walked back into the bedroom where Kelly had laid out the skirt and blouse she had bought for me. I picked up the skirt and stepped into it. Kelly zipped it up and fastened the button. Then she handed me the blouse. I put it on and I had trouble with the buttons, they were backwards. But she said, "You'll get used to it." Then I sat down in the chair and Kelly slid my first pair of heels onto my feet. She fastened the strap of the sandal and held my hand as I stood up. Even though they only had 3 inch heels, it was a bit hard walking at first. But Kelly just said, "You'll get used to it." Then Kelly got dressed, wearing a short denim skirt and blouse. We spent the entire day just like we did many other Sundays, lounging around the house, watching TV and just relaxing. The only difference was this time we were both wearing skirts, and I never took off my shoes the whole day. I was a wonderful day. My greatest fear of having my crossdressing discovered had be lifted, and my girlfriend not only was not offended by it, but wanted to help me fully explore my fantasies. It can't get much better than this I thought. After spending the entire day in my new outfit, I was feeling pretty comfortable. Kelly must have noticed this because she again asked. "Is Carrie ready to go out?" I told her that she just wasn't ready. She didn't push it, just said, "Maybe next weekend." Next weekend, I thought. Wow, this was not a one time thing. She stayed at the house until around 9:00. We talked a lot about Carrie. She said that Carrie should wear her heels all week so she could get used to them. I agree, but said that she could come check up on me anytime. Kelly explained that she was going out of town on business for the week, so she would not see me until Friday night. I had totally forgotten about her trip. When she left, I walked her to the door and kissed her goodbye. "I can't wait until next weekend," she whispered. We talked on the phone every night as we usually did. Thursday night when she called, she asked if Carrie was home. I told her, yes, Carrie has been here every night this week. By the tome in her voice, I could tell she was pleased with my answer. Just before we hung up she said. "I will come over right from the airport, will Carrie be there?" I said yes and she said that she couldn't wait. And she would see me around 7. Well, when Friday came around, I was really antsy at work. Partly in anticipation of seeing Kelly, partly because, for the first time ever, I was wearing pantyhose under my work clothes. I even skipped out about an hour early. As soon as I got home, I jumped in the shower. When I got out, I shaved my face really close, then put on my white robe. I had laid out my outfit for the night before I had gone to work. I walked into my room and just stared at the clothes for a few. Then I started dressing. First, I put on my black garter belt. I rolled my stocking up my legs the way Kelly had showed me. My cock was already hard, so I decided I had to do something about that. I began to stroke myself with one hand, while I rubbed my stocking clad legs with the other. It did not take long before I was ready to cum. I quickly grabbed a towel so as not the soil my stockings. I came with a huge burst. I went into the bathroom and cleaned myself up with a damp cloth, then went back into the bedroom to continue dressing. I slid my Black silk panties up my legs, ever so slowly. I then slipped my black lace bra on and fastened it. I put the water balloons into the cups and then slipped the camisole on over my head. I took a look at myself in the mirror. I decided that I would try to do my hair. I used blow drier and fluffed it out like Kelly had done. It didn't come out as great as when Kelly had done it, but it looked ok. I wasn't about to try to put on any make up and end up looking like a clown, but I did put on some lipstick. I went back into the bedroom and stepped into my black dress that Kelly had bought for me. I had a little trouble zipping it up, but I managed. I then slipped the black pumps on and stood up. I was glad I had practiced during the week. I felt pretty good as I walked around the house. I looked at the clock, it was 6:30, I decided to get out some wine and candles. By the time 7:00 came around, everything was perfect, except Kelly was not here yet. The minutes drug by like hours, Finally, there was a knock at the door. I had goose bumps as I took a peek and saw Kelly standing there. I quickly opened the door and Kelly came in "Well hello Carrie, I sure have missed you." We took each other in our arms and held each other tight. We kissed and held each other for a long time. I was so turned on, I wanted to go straight to the bedroom. Kelly said that she hadn't eaten all day and had to eat. I said I would fix something. She would have nothing to do with that. "You are not cooking in that dress. No let's go." "I am not ready to go out anywhere," I protested. "We will just go through a drive through somewhere," she said as she took my hand and just about drug me out to the garage. "You will never have to say a word, and the only person the will see you will be some kid at the drive through window." Before I knew it, we were in the car, driving down the street. I was scared to death as wee pulled up to the chicken place. We ordered and just like Kelly said, the girl at the window, did not even notice. When we got back home, we ate, then sat back and drank some wine. Kelly kept rubbing my stocking clad legs while we kissed. Finally enough was enough. I got up, took her by the hand I said let's go to bed. With a wink and a giggle, she said, "I wondered how long you could hold out, Let's go!" She got up dragged me to my room. As soon as we got near the bed, Kelly pushed me back onto the bed. She jumped on top and just about attacked me. She hiked my dress up and pulled off my panties. Then she hiked her own skirt up. She too, was wearing a garter belt and stockings. She pulled her panties off and climbed on top of me. I was totally in her control. She guided my cock into her awaiting pussy. Her hips were gyrating as they never had before. I couldn't believe the way I was feeling. "Oh Carrie," I heard her gasp as I could feel her orgasm. She leaned forward and kissed me as she continued humping my cock. I was glad I had relieved myself earlier, since I was now able to hold back my climax or a while. Kelly was kissing me hard and driving herself down on my cock even harder when finally I felt it. I came with such a burst that Kelly even let out a squeal, just then, I felt her cum for a second time. We slowed down our pace and shortly she dismounted me. We both laid back on the bed, totally exhausted. "That was amazing" Kelly turned to me and said, "Gary never made me feel that good. I think maybe I should spend more time with Carrie." I was spent, I had no energy left at all. "Anything you want," was all I could say. We got up and got undressed. We showered together. Afterwards, while I was drying off Kelly said for me to wait in the bathroom, that she had a present for me. She left the bathroom and I could hear her getting something in the living room. She came back with two boxes. The first one she handed to me. I opened it to find a beautiful pink nightgown. It was long and flowing and was made of pure silk. It had spaghetti straps that crossed I the back. There were also matching panties with it. I told her it was gorgeous and quickly put them on. First the panties, then I slipped the gown on over my head. As I smoothed it out, I could see that Kelly has opened the other box. It t was a lavender gown of the exact same style as mine. Kelly put hers on and we went to bed. We snuggled and hugged. I loved the way I was feeling. We fell fast asleep in each others arms. When we awoke the next morning, we just lay there, enjoying the feeling of our silk covered bodies next to each other. We talked for a long time about our future. Kelly kept pushing me to truly go out in public. I just was not ready. Finally, I told her that when we went to Big Bear; a small town up in the nearby mountains, at the end of the month, I would go out then. Kelly's cousin has a cabin there that is very secluded. Each year, we ride our motorcycles up and spend a week there. I figured that since we didn't know anyone there and there was very little to do within walking distance. I would be safe. She quickly agreed and said she would help me get ready as much as she could. Over the next couple weeks, Kelly bought me several new outfits. She bought me two skirts sets and two dresses. And of coarse, two more pairs of shoes. She said I have plenty of lingerie, but needed more clothes. As our vacation was getting closer, I was wearing panties every day under my work clothes, and as soon as I got home, I would change into one of my dresses. I wore a nightie to bed each night, although that was nothing new. Kelly spent a lot of time with me, helping me learn to put on make up and how to do my hair. Finally, the time came. Kelly, as we usually did, had driven up to the cabin a couple days before in the car with our suitcases. It is only about 50 miles from where we live. Kelly spent the night at my place on Friday. Then, on Saturday morning, we got on our bikes and headed up the mountain. Kelly on her sport bike, me on my Harley. It was a great ride. There is something about a nice winding road on a bike. As soon as we got there, Kelly had me strip off my clothes. She put them away and said I would not be needing them for a while. She led me to the shower, where she proceeded to shave my legs and under arms. Afterwards, she rubbed lotion into my legs. This was the first time they had ever been shaved and they were stinging a bit. The lotion sure felt good though. We walked out of the bathroom and Kelly told me to find something to wear. I went to the closet and picked out a pastel colored loose fitting dress. I got out my pink bra and panty set and laid them all out on the bed. I pulled the panties on, then I sat on the bed and carefully rolled my pantyhose up my legs. They sure felt different with my legs shaved. Much softer and sexier. I put on my bra and stuffed the cups. Then I stepped into my dress and Kelly helped me zip it up. Then I went back to the closet and picked out a pair of shoes. They were a very soft pink pair of sandals with about a two inch heel. Then I did my make up and hair. All with Kelly's close supervision. When I was finished, Kelly did my nails. She used glue on nails, since I keep mine very short. Then she painted them a shade of pink that was about the same shade as my shoes. Kelly stepped back, had me stand up and walk around her. "Now you are ready for the public Carrie." I looked in the mirror and though that I might be passable. "OK, let's go for a walk then." Kelly jumped up with a gleam in her eyes. She took me by the hand and we walked out of the cabin. The cabin a about a half mile out of town, so I figured we would just take a walk down the street for Carries first time out. I was nervous at first, but soon I became very comfortable. We passed a few people while on our walk, some on bicycles, others walking. No one seemed to realize that I was a man. I loved the way the mountain breeze felt as it passed over my dress and sometimes blew it up a bit. After about an hour walk, we returned to the cabin. Kelly fixed dinner. We ate and then sat out on the porch and sipped some wine. Soon we were in bed, the sex was hot and heavy as it had been every time since Kelly met Carrie. The rest of the week went by in similar fashion. I wore a different dress each day, each day we went walking. Only once did we go all the way into town, even then, it was just to stop at the 7-11. I never spoke as I felt my voice would give me away. Each night, the sex was amazing. Then on Friday night, as we lay in bed after another evening of great sex, I said, "This week has been great. Too bad we didn't get to do any riding." She looked at me with a smile, "I was wondering when you would mention that. Why don't we go for a ride tomorrow." "You took away Gary's clothes, remember. And Carrie can very well go riding in a dress." "You thought it was OK when I rode with you in a skirt," she shot back. "That was different. All the dresses I have are too loose to go on the bike in. You were wearing a tight skirt., and you were on the back besides." "So, If you had a skirt like mine, you would go riding with me?" "Sure," I said. I knew there was no where to get anything this late at night. "Great. Then do I have a present for you," she said with a grin. "I will give it to you in the morning." She then started kissing me. After some more unbelievable sex, we fell asleep. Then next morning when I woke up, Kelly was already up and dressed. She was wearing a pair of new black leather pants with a form fitting matching blouse and jacket and had several boxes laid out. "Where did those come from?" I asked, still groggy. "These are you presents. First, let's have breakfast, then we will get you dressed." We had a fast breakfast, then I took a shower. Kelly came in and shaved my legs and underarms again. I started to put on a robe, but she said that I wouldn't need it. I walked out of the bathroom naked and Kelly led me to the bedroom. Where she started handing my new things to wear. My riding clothes as she called them. First, she handed me a black leather bustier. It was quite long with hooks in the front and ties in the back. There were also garter straps hanging from the bottom. I had never worn anything like this before so she helped me fasten it and then cinching it up tight. Too tight if you ask me. I felt very confined in it. She opened another box and took out some silicone breast forms. These were larger than the water balloons that I was used to, but they fit perfectly into the bustier. Then she handed me a new pair of black stockings. "Here, put these on and clip them to the garter straps." I did as I was told, Then she handed me a black silk thong. I had never worn a thong before, and did not see how it could be comfortable. Surprisingly though, it was. In fact, I rather liked the way it felt as it rode up my ass a bit. At this point, Kelly had me. Sit down on the bed. "Let me do your makeup today." She took longer than usual, partially because she put my hair in a French Braid and combed the front so I had bangs. But she also seemed to be putting far more make up on than usual. "What happened to less is more, like you always told me?" "I am going for a look here," was all she would say. After she was finished, she handed me my skirt. It was a very short black leather skirt. I had to wiggle a bit to get it on. Then Kelly zipped it up. "This is way too tight, I can't ride in this." "I will be the one riding, Carrie will be on the back," she grinned. "Think Gary will mind if we take his bike though?" Now she was laughing. Now she handed me a leather jacket, It was also very tight and only buttoned at the bottom, showing off my bustier. She steped back and looked at me. "Shoes and you're done." I started to the closet to get my black shoes when Kelly stopped me. "You just sit down, I will get your shoes for you. In fact, close your eyes." She was rubbing my calf as she slipped my new shoes on and fastened them. "Now stand up." I almost fell over. These were full five inch spiked heels with an ankle strap that held them snugly on my feet. I had been practicing in heel for a month, but never so high, nor with a spiked heel. Kelly helped me around the room as I tried to get used to them. I caught on pretty quick and she led me to the full length mirror. "My God," I thought. Looking back at me was a biker slut. I turned around to see the heels actually made my ass look more rounded. The skirt barely covered the tops of my stockings. Kelly had put my make up on really heavy and with deep red lipstick and lots of eye shadow. Between that and the outfit I was wearing, I looked like a tramp. And it felt exciting. We walked out to the bikes and I asked Kelly if she was sure she could handle the bigger bike. We decided that we would take a quick spin on her bike first, to make sure she was OK with someone on the back. Besides, I had never ridden on the back of a bike before. She got on first, then I got on the back. I ass felt like it was sticking straight up in the air. My skirt was riding up well above my stockings and as I leaned forward to hold onto her, I could feel a cool breeze on my bare ass cheeks. I reached down, pulled down my skirt and sat on it in hopes not to expose my thong clad ass. We left the driveway, Kelly was riding really well, and I was holding on tight. We must have been a sight to see, Kelly in her skin tight leather pants and jacket, Carrie in her leather mini skirt. As we rode through the windy mountain roads, several car we passed honked and guys were whistling. I was laughing to myself.... "If only they knew." We only rode for about a half hour, and returned to the cabin to get my bike. I was loving the rush of being out on the bike as Carrie. I got on the back of the Harley, It was so much more comfortable than Kelly's Sport bike. As I did, Kelly took out her camera and snapped a couple pictures of me. Then she set the camera on the fence, set time timer and ran over and got on the bike. I looked at the pictures later and they really came out good. We really looked like a couple of biker chicks. She got off he bike again, grabbed the camera. We both put on our helmets and took off. Kelly handled my bike beautifully as we rode through the mountain roads again. I was getting so turned on by the feel of the wind on my stocking clad legs. We had ridden for about an hour when we came across a small bar. There were several motorcycles there and some of the bikers hooted and whistled as we rode by. Much to my surprise, Kelly found a spot and turned around and headed back. She turned back and said "Let's get a beer." I was terrified. Being out on the bike was one thing, with my helmet and sunglasses, no one could possibly recognize me. Actually stopping and mingling with other people dressed like this was another. But it seemed that I had no choice. She parked in the back of the lot, we got of the bike and took off or helmets. I tugged my skirt down as far as I could. I took a quick look in the mirror to see that my hair had not moved an inch, even with the wind. Kelly sure knew what she was doing when she did my hair. We walked over to the bar. I was very careful with my steps. I was still a little unsure of myself in the stiletto heels. We ordered a couple of beers, walked over to the end of the bar and sipped our beers. It was not long before a couple of guys walked up and tried hitting on us. I did not say much, just nodded a lot and kept with one word answers. One of the guys, who said his name was Kyle seemed to be focused on me. He kept getting closer, brushing up against me whenever he could. I froze when he put his hand on my ass. My butt cheeks tensed up as he rubbed my ass. I reached down and gently moved his hand away. At this point, Kelly spoke up. "I'm sorry if you guys got the wrong idea, but we are both spoken for." "Oh really," Kyle said. "Someone must be very happy" With that, Kelly said, "Yes, we are." And came over and gave me a huge kiss. Wow, did that ever throw them for a loop. They were actually pretty cool about it though. I heard them saying as they walked away... "What a waste." Kelly and I both kind of giggled... If only they knew. We went out, got back on the bike and headed back to the cabin. It was a fantastic ride. I was feeling great, with the wind in my face, and all over my body. I was thinking to myself how I had just passed as a woman in front of a bunch of bikers. I was actually quite proud of myself. Although I could hardly wait to get back to the cabin, at the same time, I didn't want the day to end. I was having just too much fun. It had been such a fantastic week, spending the entire time as Carrie, but I knew we had to get back to reality. It was around 6:00 when we got back to the cabin. I could see a bit of reluctance in Kelly as she got out my male clothes and brought them to me. "The week went by too fast. I wish we could spend one more night this way." Then she smiled and looked at me with a little pout. "You think we can wait until tomorrow for Gary to come back?" "You know we have to leave tonight. But when we get home, I will wear whatever nightie you want me too." "It just won't be the same, Why not let Carrie ride back home with me. It would be so exciting. I would love to see Carrie riding next to me." "There's no way I can ride in this," I protested, even though the idea of riding all the way back as Carrie thrilled me to no end. "I mean, I have gotten used to the skirt, and it is a warm night, but there is no way I can ride in these shoes." Kelly smiled and quickly went to the closet. She brought back a pair of black pumps with only a three inch heel. "Here, you can ride in these and they will still match your outfit well enough." The idea really did give me a rush. But a hundred thoughts went through my head. "What if I got pulled over? What if someone I know sees me? What if something happened to the bike?" That type of thing. But the thrill won out over my common sense. "OK, Let's do it," I said, "but I am gonna take my other clothes with me just in case." "You mean Gary's clothes," Kelly said with a wink. "Works for me!" I took off the stilettos, and put on the Pumps. I also put on a blouse over my bustier. It was black with long sleeves and a high neckline. Although it was sheer and you could still see my bustier through the sheer top of the blouse, I thought I would draw a little less attention the I would without it. Kelly then touched up and toned down my make up a little. We put on our jackets and helmets and headed out the door. I have to admit. I was very nervous about the ride home. It is only about 50 miles, but it is almost entirely mountain roads, so the ride takes a couple of hours. I got on my bike and adjusted my skirt so it covered as much of my legs as it could. Kelly locked up the cabin and we headed out. It was a little hard to work the gear shift at first with the heels, but I got used to it fairly quickly. I rode more cautiously than I ever had before. As I rode, I could feel my cock getting hard as the wind was blowing up my skirt. We got down the hill and had about 5 miles to go when Kelly pulled into the parking lot of a small steakhouse. We had passed by the place many times, but had never stopped. Kelly hopped off her bike and came over to me. "Let's get something to eat." After everything I had done over the past week, I didn't hesitate. Just got off my bike, tugged my skirt down and followed her in. There were only 4 people in the place and the hostess told us to sit anywhere when we walked in. Kelly said we need to freshen up first. I followed her to the restroom but stopped dead in my tracks when she opened the door. "Well come on." Then she leaned over and whispered, "Carrie can't use the men's room." I was nervous when, for the first time, I walked into the ladies room. Once inside, Kelly helped me touch up my make up. She told me I was doing fine, and that I should just let her order for both of us. "And remember, eat like a lady," were her last words as we left the ladies room and found a booth near the back. The place was fairly dark. I purposely made sure that my skirt rode up enough to show the tops of my stockings and my garter straps. No one seemed to notice though. We had a nice dinner, Kelly paid our bill and we headed out. Within 10 minutes, we were rounding the corner and entering my complex. I must admit, I was relieved to finally be pulling into my garage. We had just barely stepped through the door when Kelly turned and was all over me. She was kissing me so hard, I could barely catch my breath. As we kissed she grabbed my ass and squeezed my cheeks.. She worked her hand up under my skirt and began to caress my ass. I was loving it. Then I felt her pulling the back of my thong aside and rubbing my hole, ever so gently. Then she took her from under my skirt and brought up to her mouth. She licked her fingers and the reached back under my skirt. She again started rubbing my hole. Then, suddenly I felt the pressure increase. Before I knew it, She had her finger in by hole and began working it around. I must have let out a little moan because Kelly said softly... "Oh, Carrie likes it." I didn't know just what to say, I really couldn't say anything, but yes Carrie did like it. Kelly started to pull her finger out. "Please, don't stop," I found myself saying. Kelly didn't stop, she kept probing me with finger. With her other hand, she grabbed my cock and started stroking it through the silk of my thing. I was so turned on, I almost came right into my thong. Kelly noticed this and pulled back, gave me a kiss and said that she would be right back.. She went out to the garage and came back with the stiletto heels that she had put in with my men's clothes. She handed them to me and said, "Now take off the blouse and put these on. I want to see Carrie as that little biker slut again." Then she went off towards the bathroom. When she came back, she came up to be and we began to kiss again. I was working my hands all over her body as we kissed. We broke our kiss, I unbuttoned Kelly's blouse and began kissing her breasts. She pushed me down a little further. With the heels I was wearing, I couldn't bend down very far, so I got to my knees. I unzipped her pants and jerked my head back. She had put on a strap on dildo. It was not very big, but I sure wasn't expecting it. "Come on now Carrie, You know what do." I was hesitant. But as I opened my mouth to protest, Kelly pushed my face onto he new member. I took it in my mouth and began to bob on it. I took in all the way into my mouth and almost gagged. Kelly giggled at this. After a few minutes, Kelly reached down and pulled me to my feet. She moved me over towards the couch. She kissed me and then turned me around so I was facing the couch. She spread my legs apart and pushed me down so I was bent over the back of the couch. She was running her hands up and down my stocking clad legs and once again pulled my thong off to the side. Then she reached over to the table where she had some Vaseline sitting. She opened it and I could feel her once again probing my ass with her fingers. This time she was lubing up my hole while she worked her fingers around. She removed her fingers and I could feel a different kind of pressure as she was positioning her cock on my ass. She grabbed me by the hips and I could feel her pull me towards her. It hurt so much as my ass was penetrated for the first time., but before long, it began to feel good. It and out she thrust it into me. I turned my head to the side and caught a glimpse of us it the mirror. It was something to see. There I was, My stocking clad legs spread apart, the five inch heels made my ass really stick out. My leather skirt was hiked up to my waist, I could see the even see my D cup breast trying to escape my bustier. Behind me was Kelly, her bare breasts were bouncing with every thrust, I could feel my own cock getting hard as I looked. Kelly must have noticed, because she started to go even faster. Before long, I felt myself cum in a huge burst. I almost collapsed. Kelly withdrew with my ass and started kissing my shoulders. I stood back up and turned around. We kissed again and then went towards the bedroom. Once there, we undressed each other. Kelly threw my thong in the wastebasket saying that she didn't think it could be washed. We went into the bathroom and showered together. As we showered, I could feel all of Carries make up being washed off. I once again got on my knees, this time to eat out Kelly's pussy. Our earlier encounter must have turned her on as much as it did me, as she came almost immediately. I was already hard again and stood up. I lifted Kelly up. She spread her legs and wrapped them around me, guiding my cock into her. She gyrated and bounced up and down. We were kissing each other hard. Kelly's arms around my neck, her legs wrapped tightly around me. My hands held her ass and were squeezing her cheeks. We worked in perfect rhythm as I drive myself deep into her. Finally, we both came together. She relaxed her grip on me. I pulled my cock from her soaked pussy and she let her feet drop to the floor. We finished getting cleaned up and got out of the shower. We dried off and went into the bedroom. Kelly went to the dresser and handed me the teal nightgown and panties that I was wearing when Kelly had caught me. As I putt them on, she got out a pair of black silk pajamas. And put them on. We went to bed and just looked at each other. "It was a great week, wasn't it?" I said softly Kelly gently kissed me and looked at me thoughtfully. "Yes it was. I sure wish you had shared your little secret with me a long time ago." "So do I," I thought to myself. "So do I."