Amber Learns About The Other Side Of Sex free porn video

I started cross dressing when I was about 14, and ever since I tried it, My biggest goal was to be able to pass in public and not being seen as anything other than an attractive girl. Fortunately I have a sister a year older than me, so finding clothes to wear when no one was home was easy. We both have the same slim build. I remember all the fun I had getting dressed up in one of her many outfits, with panties, bra (training at first) and heels. I didn't dare try makeup then since I had no clue how hard or easy it would be to take it off. So I was content with just wearing the clothes and prancing around the house. This went on until One day after I turned eighteen. when I got dressed, I was wearing a white garter belt, yellow panties with a matching padded lacy bra. I topped it off with a yellow chiffon dress and modest one inch heels ( I was still learning to walk in heels) as well as some jewelry I borrowed from my sister, Clip on earrings from when she was little and Mom and Dad wouldn't let her get her ears pierced until she was 18. So she had a large set of clip ons that looked very real and since she recently had her ears pierced I pretty much could use her clip ons with no one the wiser. Well, Back to the story, One day when I was all dressed up in a little yellow chiffon dress, stockings with the seam up the back, matching lingerie,makeup and had my long hair brushed straight with a part in the middle and bangs, having already masturbated, I had nothing to do but watch TV. So I was laying on the couch when the phone rang. It was my Mom calling to tell me that something was being delivered for me and could I wait around until it got their as it required a signature. After I hung up the phone I started to make a beeline to my bedroom to get changed and remove my makeup before the delivery man came (I had taught myself how to use makeup and it was usually with good results and I did a pretty good job if I do say so myself. I learned that makeup was used to just highlight what was already there and not used like the garish drag queens ( No offense to all the drag queens). But back to the story again. No sooner had I jumped up off the couch when the doorbell rang. Knowing how important this package was to Mom, I screwed up my courage and answered the door, I saw a cute guy (did I just call a guy cute?) holding an overnight package. He didn't seem to notice anything and after I signed for the package he just said thank you Miss. I was dumbfounded! I had expected trouble in the way of laughter or insults but he was pleasant and even talked for a few minutes, Then he asked me if I would like to go to dinner and a show with him sometime! I accepted. After he left I sat back down (no one would be home for at least two hours still so I put on the fashion channel, trying to get ideas about clothes, but I was still was so shaken up about the deliveryman that I didn't hear the back door open. All of a sudden my sister and two of her friends were looking at me, I jumped up and ran to my room. My sisters name is Cindy and we were best friends on top of being siblings. I was crying on my bed, I was so mortified, Cindy put her arm around me and asked me how long I had been doing this? I broke down and told her everything and how I felt like I was born in a body with the wrong plumbing. She pulled me towards her so that my head was on her shoulder. Cindy asked how serious I was about exploring the world of women? I said I would love it, but how? She told me to leave that to her. She then got up and told me to wait a minute. She left the room and came back with a beautiful sleeping gown with spaghetti straps,was floor length and flared out at the bottom.. She also gave me a pair of panties to wear under my clothing, They were a silvery color that sparkled in the light. Cindy then said that it was pretty late and I should go to sleep, but not until she introduced her new "sister" to her friends. She said they would be cool about it and the best way to keep them quiet would be to include them in on it. I was so scared I was shaking, but she reassured me that it would be alright, but that we needed a name for me (I think she did that just to take my mind off of being afraid). She asked me if I had a name I liked yet. I sort of stuttered out Ammmbbber between sobs. Cindy said that Amber was a very pretty name and that it fit me perfectly. Then she told me to put on the night gown and panties and she would be right back. I quickly changed but was shaking and crying. I figured this was the end of it for me. My sister was being nice but like all siblings we fought and I was just picturing our first big fight after this and her blurting out my secret in front of Mom or Dad. I was sitting on the bed waiting when she came back in. She said her friends were ready and had all kinds of ideas for me. Cindy then took my hand, pulled me up and started walking towards the bedroom door. She reassured me again that their would be no laughing or teasing and that her friends (Melody and Brenda) thought it was kind of cool to have another "girl" around the house. Cindy stopped me by the mirror and helped me fix my makeup from all the crying I had done, Brushed my hair (I kept it long since I wanted long hair like a girl and it was what most guys had in those days)into a pony tail with a silver ribbon holding it up, muttering under her breath just loud enough for me to hear that my hair had to have something done to it. Now, in my gown and panties, fresh makeup and my hair in a pony tail she led me into the room with Melody and Brenda. They were both very sweet and smiled at me. Brenda said it was amazing how much I looked like my sister Cindy. Melody walked around me looking me up and down and sort of giggled when she noticed the "bulge" pushing outwards from my panties. I started to turn to run back to my room when Cindy said to relax and that we would figure something out about that. Brenda then said she had an idea, her parents were going out of town this coming weekend and we could throw a slumber party at her house. All I had to do was find a way for me to get out for the night too! I said I could ask if it was alright to spend the night at one of my friends houses too. Well with our plans tentatively set, we all said goodnight and Brenda and Melody left. So, there I was, sitting on the couch with Cindy and still at least another hour to kill until our parents got home. As we sat on the couch talking, Cindy had questions for me, like, how long I had been doing this and what did I get out of it. I explained that I had started a long time ago and had always felt more comfortable around girls because we seemed to have the same interests. I also confided to her that I thought I was bisexual. I explained that I liked girls but once in a while I caught myself checking guys out. I even told her about the deliveryman and that we might have a date soon. Cindy smiled a wicked smile and said, Your going to need someone to help you get dressed for your big night out. She said that Melody and Brenda would also love to help me. The bulge in my panties started straining against the silky panties so much that my sister noticed it. "My oh My!" I think little Amber is excited! Well I can't help you with that, so settle down and we'll go look at my clothes for something you can wear on your big date. After a few minutes I started softening up and was hardly noticeable. We went into Cindy's bedroom and she had me try on all sorts of dresses, skirts, blouses and shoes, again we were very close in size even down to our feet so her shoes fit me good but were a little tight. It took me some time to learn how to walk in heels, I didn't know you were supposed to walk mostly on the balls of your feet until Cindy pointed out my problem. About forty five minutes later we stopped I got changed back into my boys clothes except for my panties, removed my makeup, returned the nightgown to my sister and headed downstairs. Just as I sat down on the couch and flipped on the TV, my Mom & Dad got home. After talking to them for a while I said I was going to bed. I said goodbye to my Dad since he was leaving in the morning on a business trip and wouldn't be back for three weeks. When I got upstairs, I went to Cindy's room again to thank her for all her help and fun. She said that she had always wanted a little sister and now she seems to have one. We both giggled like school girls at that. Then she said she had a surprise for me and it was on my bed. I said goodnight and headed to my bedroom. I opened my door and saw a beautiful peach colored tap pants and top to sleep in. Mentally I told Cindy thanks again and closed my door. Quickly I stripped down and tried on my new clothes, I loved the feel and smell of the tap pants and top. I crawled into bed and tried sleeping but I couldnt because I was so aroused. Well, I took care of my problem, careful not to get any cum on my night clothes. I fell asleep into the most wonderful dreams filled with satin and lace. I woke up and at first I couldnt figure out what felt so good, It wasn't until I sat up that it hit me, Im wearing girls night clothes. Reluctantly I took off my clothes, Got into my school clothing and went downstairs for breakfast. Mom and Cindy were already sitting at the table talking about her spending the night at Brenda's over the week end. I pretended not to listen but at one point Cindy caught my eye and winked. This sent a shiver down my spine as I remembered what we would be doing. I waited until after Mom told Cindy that would be fine. Then I asked Mom if I could spend the weekend at Peters (one of my best friends) house and she said that would be fine. She even seemed a little excited herself at having the house all to herself for a weekend while my Dad was out of town. Well, the rest of the week seemed to drag by while I waited for the "slumber party". But Friday finally came and it was time to go to our friends houses. Mom told us to have fun and then asked Cindy if she would drop me off at Peters house on her way. This couldn't have gone any better so far. We both had our bags packed, I had one and Cindy had two because she had stuff for me too. We went over to Brenda's and Melody was already there. Melody then told me that she had just filled the bath upstairs and that I should go and soak in the tub and she would be up soon to help me. I didn't know what help I would need but said O.K. And headed upstairs. I took off my boys clothes and got into the tub. It smelled like flowers and was full of bubbles. I leaned back in the tub and waited nervously. I started to get aroused just thinking about Melody seeing me naked and what they had planned for me. Well, about 10 minutes later, Melody and Brenda came into the bathroom and stripped down to their panties and bra's. They said it was no big deal since it was just us girls, right? I agreed and started getting even harder. Brenda said we cant have that and soaped up her hands and started to "wash" me down there. I started moaning right away, I couldn't believe this was happening to me. I said I was going to cum and Melody put her hand in front of my little cock and caught me sperm in her hand. Then she asked me how bad I wanted to be a girl and I said very much so. She told me to open my mouth. She then put her hand up to my mouth and poured my cum into it. She told me to swallow it all because thats what girls did for their boyfriends and I needed to get used to the taste. I not only let her pour it into my mouth but I also licked her palm clean. My, what a little slut we have Brenda said giggling and asked me if I liked it. I said I did and she told me good because I would get more of that this weekend. Melody then shaved my legs and crotch leaving just a little patch of hair over my cock. She said thats how all the girls were shaving themselves now. She then had me lift up each arm seperately as she shaved what little hair I had under them. I was worrried now a little about gym class because I had no hair on my legs or underarms, but Melody told me just to join the swim team, they all shaved off all their hair regularly. As I stood up and Brenda dried me off, Melody used a powder puff to make me smell pretty. Then they took me to Brenda's room and Cindy handed me what looked like a rubbery thong. She called it a gaff and said it helps boys hide things they dont want seen. I pulled it on and surprisingly, Cindy reached in and tucked my little cock between my legs. That surprised me since I didn't think Cindy would be "touching" me much. She explained that all rules were off this weekend and I shouldn't get surprised at anything that happens as the girls had already planned out all kinds of fun stuff for us. Cindy then gave me a pair of pink panties to wear over the gaff. I pulled them on feeling a stirring in my crotch under the gaff, but nothing was visible. Melody then said she had another surprise for me and made me close my eyes. I felt her sticking things onto my chest that had a little weight to them. After holding them in place for a minute or two, she told me to open my eyes. I looked down and saw little breasts stuck to my chest. She then told me to feel them. I reached up and played with a nipple and was shocked because I could feel it on my nipple! Everywhere I touched on my "breasts" I could feel on my real chest. She said they were new and mad of a material that transferred feelings through them. I squealed with delight!! Brenda then handed me a pink bra that matched my panties and hooked in front. She showed me once how to hook it and then had me do it. I couldn't believe how fast everything was happening. These girls meant business when they said they were going to teach me to be a girl this weekend. Cindy then had me sit down in a chair and painted my toenails a pretty pale pink, after they had dried Melody handed me a garter belt and had me put it on along with pinkish stockings. She showed me how to hook them to the garter straps and explained that the stockings normally went on first before the panties but since I was just learning today, it would be O.K., But tomorrow it would be important to do it right. I asked what was tomorrow and all three girls just smiled and said I had to wait and see. Next came a short white skirt and a crop top that showed my tummy. I was in good shape so I didn't mind. Then they had me sit back in the chair which was in front of Brenda's vanity. Cindy took my hands and glued nails to mine that were about a half inch longer than my own. She then started painting them with the same polish she used on my toes. While she did this Brenda had me face her and she did my makeup. They made sure I had my back to the vanity so I couldn't see how it was looking. After Cindy and Brenda were through, Melody came over to me with hair extensions in her hands that matched my own hair. She brushed my hair out and clicked the extensions into my hair and brushed them all together. She then used a curling iron to flip the front and sides back. When she was finished Cindy handed me a pair of strappy two inch heels to put on. After I had them on they had me close my eyes and turn my chair towards the vanity. Cindy told me to open my eyes. I looked in the mirror and couldn't believe it. I looked like a pretty eighteen or nineteen year old girl. There was no hint of me anywhere. I jumped up to hug them and almost fell over because I forgot the heels. But soon I could stand and I did hug them all. I even noticed that I spoke in a higher voice than normal but it sounded like a natural girl. I was so happy I started to cry. Brenda said to try not to cry or we would have to do my make up again. I held back my tears as I gave each of them a big hug and told them thank you. It was about seven thirty now and Cindy said it was time to eat. I assumed they had ordered a pizza or something, but Brenda handed me a purse with make up in it and said we were going out to eat at the mall. I got scared and said I was afraid to go, What if someone I know see's me? They had me look in the mirror again and said that I was Amber, Cindy's cousin (which would explain any similairity in my looks, but I looked and knew no one would guess anything) We went downstairs and Cindy said to wait, she had forgotten something. Cindy came back with a heart shaped necklace which she put on me and then spritzed me with some perfume that smelled very pretty. I said I had forgot to bring clip on earrings, but they said not to worry, we could get some at the mall. I took my money out of my wallet and put it in my purse and said lets go! WE all piled into Brenda's moms car and drove to the mall. As we got out, I noticed that all of us were dressed nicely and looked like any other teenage "girls" hanging out at the mall. We went into the mall and Cindy said the first thing we had to do was pick up some earrings for me. We went to a jewelry store and Cindy said it was time I got my ears pierced and that it was on her. I got real nervous and asked what people would think of me in my "other" clothes with pierced ears. The girls just laughted and said to think about it, How many of my friends had both ears pierced and some even had multiple piercings. I realized they were right and figured the only ones that might say anything were my parents and since I was such a good student anyway, they would probably just let it slide. We told the girl at the counter that I needed my ears pierced and Cindy picked out a set of dangly earrings that were small hearts hanging from each other. They were real pretty and I just fellin love with them! Cindy also told me I could use her posts when I was dressed normally to keep the holes open. I sat in the chair and the girl put the gun up to each ear and quick as a flash I had earrings that matched my heart necklace. Thats when I realized how far the girls had planned all this. We walked out of the mall and I heard Cindy giggling behind me. She said she just noticed that the heels made my hips swish and I was shaking my ass like I had been doing it for years. We all laughed and even stopped and window shopped for clothes they said would look good on me. When we went past the formal store, they even made me go in and try on a prom dress. When I came out of the changing room they were real serious and said I had to have that gown someday. It showed off my curves in all the right ways. I said I didn't foresee going to the prom "like that" but Brenda said you never know what could happen. I changed back and we went to find somewhere to eat. They insisted on a nice restaurant with music and dancing. We ordered and ate all the while talking "girl stuff" and checking out guys. I was a little embarrased at first but when I noticed they weren't laughing at me when I saw a cute guy, I started having fun like they were. After we ate, they wanted to hang around a little longer and see if they could pick up guys just for dancing. I agreed but said I wasn't going to dance. Soon Brenda and Melody were out with a couple of guys while Cindy and I talked. Cindy asked me if I was having fun and I told her I never expected any of this. I had just thought we were going to be goofing off at Brenda's tonight with different clothes and that would be it. Suddenly I felt a hand on my shoulder and a guy asking mne to dance. I was just about to say no thanks when Cindy chimed in and said she's been waiting for someone to dance with. I gave her a dirty look and she just smiled and winked at me as I stood up and walked out on the dance floor with this cute guy. The song that was upbeat when he asked me just ended and a slow song started. I was sooo scared, but I put my arms around "my guy" and slow danced to two songs in a row. We talked and he said his name was Dan and I introduced myself as Amber. He told me I was the best looking girl in the place. I blushed and thanked him. As the second song played (The Celine Dion song from Titanic) I felt him start to kiss my neck and I tingled all the way down to my toes! I turned my head to say something to him and before I could open my mouth, he kissed me! All I could do was kiss him back but as luck would have it, I stumbled in my heels since I wasn't concentrating on my feet at the moment. I twisted my ankle and asked him if he could just help me back to my table, he said he could do better than that and scooped me up in his arms and carried me over to the table. Brenda and Melody were back and Cindy was dancing with some guy but rushed over when she saw me being carried back to the table. Dan set me in a chair and went and got a towel with ice in it for me. He said he was sorry if he did it, but I said it wasn't his fault, I was just a clutz. Well he kissed me again and asked for my phone number. Cindy jumped in and said I was visiting from out of town but he could reach me at her cell phone and gave hime her number. He thanked me for the nice time and said he hoped we could see each other again when I was feeling better. I just said maybe, I didnt know how long I would be here. He left and the girls all started laughing. I asked what was so funny and they said I couldn't take my eyes off his ass as he walked away. I grinned and said he did have a nice ass didn't he? They all agreed but said we should get going as it was getting late. I tentatively stood up on my foot and found it wasn't too bad. Fortunately we were close to where we came in. Brenda and Melody went to get the car while Cindy and I sat on a bench outside. Cindy had to remind me to smooth my skirt out behind me as I sat down. Cindy then asked me what it was like, My first kiss with a guy? Did we use our tongues? Should I let him talk to me when he called? I answered her questions and said yes we used our tongues and then I said I think I liked kissing boys more than girls. She just smiled and said she suspected that. We were just getting into a serious conversation when the girls pulled up and got out to help me into the car. I said I was O.K., it was just a little sore. Then they teased me about not being able to dance and kiss at the same time. I laughed along with them but could see that Cindy wanted to talk more. That was when I knew that Cindy and I were officially "sisters". Once we got back to Brenda's, We went back down to the finished basement where Brenda lived. It had a bedroom, bathroom and an entertainment room. It was like her own little apartment. Cindy then asked Brenda if her parents were likely to come down here? Brenda said no, they never did, but this weekend they were out of town for her Mom's 20 year class reunion. (This just kept getting better and better!) Melody then came out with a boatload of clothes and lingerie. She said it was time for us to model for each other. We tried on all kinds of lingerie, until we each found something we really liked. I chose a red babydoll nighty with matching panties and mules with 2 inch heels, I even removed the gaff so I coukld feel the silk of my panties on me. The three other girls girls liked the babydoll on me so much that they each picked one out for themselves. We popped some popcorn and Brenda said she had a surprise for us. She put a DVD in the player. She said we should all pay close attention because this was sort of an instruction video for girls. It started up with a girl talking to a hot guy. They were at some sort of pool and started kissing. Then the guy suggested they go inside, which of course the girl agreed to. They found an empty Bedroom and started kissing each other while they took off their clothes. But the girl didnt want to take off her panties at first, but as things got hotter and hotter, the guy finally convinced her to take them off. When she took off her panties she was WEARING A GAFF!! the guy tore the gaff off of "her" and bent down to take "her" soft little cock in his mouth! The movie was pretty much a standard porn after that little surprise and culminated in the "girl" taking the guys cock deep in her ass. As the movie ended I was blushing something fierce. The girls looked at me smiling and Brenda asked what I thought? She said she picked that one just for me. Cindy asked if I ever thought of guys that way and Melody got up and went into the other room. I said I have had dreams like that before. That was how I figured out I was bisexual. We chatted some more about the movie and some of our favorite parts when Melody came back into the room wearing what appeared to be guys clothes with a large bulge in the crotch area. She walked over to me and asked me if I liked what I saw? Subconsiuosly I licked my lips and nodded. That was when Brenda noticed the big bulge in my panties with a wet spot at the tip. She leaned over and reached into my panties and got my precum on her hand and held it up to my mouth. I reached out with my tongue and licked her fingers clean enjoying the slightly salty taste at the same time. Melody then started kissing me and rubbing my nipples which made me even hotter, she pulled down the strap on one shoulder and lowered the nighty so she could suck on my titty. I was laying on my back and without even thinking about it, I started rubbing the large bulge in her pants. Brenda opened Melodies pants and a large strap on dildo popped out. I started stroking it with my hand as if it were real. Cindy backed away and sat in a chair and took out a camera and started snapping pictures of me in my babydoll nighty with Brenda sucking on my nipples and me stroking that big, hard dildo. Soon, Melody flipped me onto my back and asked if I was ready to feel like a real women? I just moaned and nodded my head yes. She pulled my panties and gaff off and my cock sprang straight up. She reached over to the night stand and took a bottle of anal lube, opened it and squirted it onto and into my ass. The next thing I knew I had my shaved legs over her shoulders as she lowered her dildo right up to my ass. Brenda took over licking my nipples while Melody started to slowly push that strap on into my ass. I moaned and begged her to go slow. Melody gently put the head against my anus and started pushing it in slowly. I felt my ass burning with pleasure/pain as she entered me. After she was halfway in she took a break to let my ass stretch to accomadate the intruder. Soon she started pushing into me again until she slowly had it all the way in and I could feel silicon balls hitting just under my asshole. I squirmed and screamed in pleasure as she started moving in and out of my asshole. I leaned forward and kissed her telling her to FUCK ME HARDER!!! which she seemed only to happy to oblige. Soon I was thrusting up against her as she thrust into me. It didn't take long until I said I was going to cum. Brenda put her hand on the head of my cock as I started squirting cum into her hand. After it seemed like a lifetime of cumming, Brenda moved her hand to my mouth and fed me my own cum which I gobbled down like a starving slut. Soon I had a mouthful of cum and had it all over my lips. Melody slowly pulled the dildo out of me leaving me feeling empty. Cindy then commented on how much she thought I was going to like the real thing! We all fell asleep in different states of undress. I woke up feeling sore but content and noticed I was alone in the big bed. I could hear girls voices wafting down the hall into the bedroom. I got out of bed and saw a pink silk short robe laying on the bottom of the bed with a post it note that said "Amber". I put it on, pulled my panties out of the bed and put them back on. There was also a set of silver 2 inch heeled slippers which I slid my feet into (fortunately, I had small feet and the fit perfectly) and started down the hall towards the voices. I found the girls in the kitchen looking at the digital pictures that Cindy had been taking last night. Cindy looked up and saw me and said Hi Sis! You are very photogenic! You look amazing in these pictures! Help me find which ones you want to post on your facebook page. My chin dropped open as she started laughing. Just kidding. But I do think that Amber should have her own page, When you were all made up and dressed up, no one would guess it was you. We could take some nice pictures of you in a bikini or flirty clothes and post them and see what kind of response you get. I'll bet you could have the guys eating out of your hands! I just said I don't know, let me think about it for awhile, but let me see the pictures from last night too!! Oh, and don't take to long Melody said, we are going to the mall today with AMBER to do some shopping for clothes of your own. Maybe we'll even meet some nice guys! End of part 1