Erin's Boy (Chapter 9) free porn video

-----Chapter 9: Date Night----- Erin was usually either actively or passively demanding in her correspondence, not just with me but with anyone. Seldom did she ever ask for anything without expecting a yes, but usually she didn't ask in the first place. She made it clear what she wanted and waited for it to be delivered, and far more often than not, it was. It seemed out of character, therefore, when I received a text from her on Sunday morning that seemed more like an offer. "Hey girlfriend," it began. I wasn't sure if that was just friendly affection, or if she was continuing our relationship narrative that she began last weekend. The rest made it clear. "I was wondering if Lily wanted to go on a date tonight, with me. We can get dinner and hang out. You don't have to, but I'd like to see you. We'll have to get you all ready at my house first though so reply ASAP." In my head, I had imagined going on a date with Erin only about a thousand times before, but I certainly thought that I'd have to be the one to ask and the odds of a yes were slim to none. I also imagined I'd be Lucas, not Lily. It didn't take much pondering. I believed her when she said I didn't have to, but I actually wanted to spend real time with her, even if I had to be dressed up to do it. I replied, "What should I wear to your place and when should I come?" "How about after lunch, 2:00. Wear whatever, I have something for you to change into here. Make sure you're shaved before coming though so we don't have to deal with that. It might take a while." Solid. It was 10:00 which gave me plenty of time to try out the new depilatory mom recommended since shaving wasn't too comfortable last time. I spent my shower figuring out how it worked and applying the awful smelling lotion before rinsing it off, my remaining hair following it down the drain. A few spots I missed and my face I touched up with a razor, and while only a bit had grown back in the last week, I noticed the difference again returning to perfect smoothness. She said I could come wearing anything, and as much as I probably shouldn't have trusted her I wore basketball shorts and a sports tee when I headed over to her place. My reasoning was, if she was dressing me up anyway, she wouldn't care what I showed up in; it was coming off. I had a hunch, too, that if what she really wanted was a full blown transformation, I'd be taking away some of the fun by doing the first half of the boy to girl process myself. I pulled up the long driveway she had taken me down after our first meeting at the library. Erin met me outside and the first thing I noticed was that she had died her hair an intense, deep auburn red color which, just like all of her hair choices throughout the years, looked astonishing. She had gone blonde and black and various shades of brunette all before, each complementing her glamorous appearance differently. This shade hit different, though. It seemed to be made for her, despite being an unnatural color she wore it like she was born with it, and even without makeup (which I had never seen before) her face just exuded beauty, framed by a backdrop of long red locks. Her clothes were entirely casual like she would never wear in public, but she worked the look all the same. I had made the right choice, it was worth giving up everything I had to take her on a date. All it would cost in reality was my masculinity, and the more I looked at her the more I realized it was a small price to pay. She took me by the hand and guided me inside, up to her room. I had nearly repressed the memory of our original photo session, but it came flooding back as I looked around at her pink walls and white furniture, the closet where I put on my first panties, and every other perfectly placed detail. Making light of it, I asked if she still had my boxer deposit. She laughed. "Look over there, in the shoebox in the closet." I dug through and found the box she meant. Incredibly, inside were a pile of boys underwear, mine sitting on top. There must have been at least fourteen or fifteen pairs, presumably one for each of her pet projects. I was both surprised at the fact that she kept them and unsurprised that she would have them in a very specific organized place. "What can I say, I like to have a memento. I like to think I get better every time and they remind me of my progress." "Actually Lucas, I kind of wanted to thank you for being a better sport about it than pretty much anyone else. You're my best work yet by far and I think I've been able to make a much bigger statement with you than almost anyone, at least in school. Some of the others I had to break down and press for so long before I could get them to do my bidding, and I promise you, it was far more painful for those boys. But the way you looked in that dress Friday? Incredible. It's like you were born for it." I didn't know whether that was really a compliment or not. Maybe it was, but one that I'd be better off not accepting. I just smiled. "Can I ask you something?" I barely managed to pull the words out of my mouth. "Yeah of course," she kindly answered. "Why do you do this? And why me? We've barely if ever even spoken before this, I thought you didn't even know who I was. Actually, I thought I'd be safe from it for that reason." "Yeah, you're right. We didn't speak much, but I've known who you are for a long time. We can talk more later though; we better get started now if we want to make the reservation." I guessed that was all I was going to get from her for now. She looked me up and down before beckoning me into a small bathroom attached to her room. I must not have seen it the first time. "You may have noticed, Lily, but your hair has been particularly difficult for me to work with in such short time, since it's quite short. Wigs are alright for some things, but they look too unnatural for everyday wear and I have a much better plan." She pulled out what looked like long, separated locks of blonde hair and laid them out on the counter. I reasoned that those were probably extensions. I knew that some girls wore them to school. "But won't those look weird in my hair? Those are blonde, how will they not look terrible if I'm brunette?" "Well, you won't be for long!" she exclaimed excitedly, and pulled out a box of do-it-yourself golden blonde hair dye. The model in the picture matched the extensions on the counter very well. "I know these match because I used them together a few years ago when I went blonde. Now it's your turn." I hardly knew what to say. I wasn't backing out now though, so I sat down in the chair she set up, pulled a plastic cape she gave me over my clothes to protect them, and I watched her prepare the station, put on gloves, and get the bleach and dye out of the box, and then when she was sure she had everything, started moistening my hair and painting in the solutions as I stood as still as possible. Once she was finished, she said I had to let it sit for a while, but it was no issue since she would use that time to get my nails started. They would need time to dry, after all. I sat motionless and tried to relax, although the dye on my scalp certainly felt odd as the chemicals did their work. Erin set up a small table for me to rest one hand at a time on as she aggressively scrubbed off what remained of last week's blue manicure from my fingers and toes. I closed my eyes and tried to relax, knowing that my best bet was to keep still and let her handle everything. I felt the cool polish on my hands and toes again, just like last time. Erin was very careful and while I didn't want to look until she was done, I could tell she was very focused, making sure every coat was perfect. "Hold still for a few more minutes, I'm going to start rinsing off your hair. Keep your eyes closed, I don't want anything to get in them." I obliged, and felt her pull and tug through my short scalp until finally she had removed everything she needed, leaving behind her creation. I opened my eyes, and she turned me to face the mirror. My originally dark hair was a sunny, movie star blonde, like I'd never seen before and never expected to see. I looked down at my toes and saw a stunning crimson red staring back at me, but my fingers had some extra glamour. Except for my ring fingers on each side, every nail was the same color as my toes but with an added layer of super shimmery glitter, which danced in the light and reflected in every different way with any movement of my hand. My ring fingers were a stunning silver color, also super glittery, but they all felt smooth to the touch since Erin had coated them with a clear protective layer on top. I loved it. Erin decided to secure in the extensions now, but curl it after I was dressed. She seemed to place a thousand of the locks into my scalp and constantly rearranged them to make sure it was seamless and properly balanced, but at the end I was amazed at what I saw. I had a full head of completely natural looking blonde hair, which parted slightly to one side and cascaded just down to my chest and back. I pulled the two sides in front of me to see them better, and I was amazed to realize it was completely passable. I had a real girl's head of hair, and she was right, it was much better than a wig. It suddenly struck me how strange my basketball shorts and tee looked paired with my new hair and nails. That was about to change quickly though, as Erin escorted me over to her bed where she had already laid out the first things I was to put on. I stripped down to only my underwear, showing off my smooth and slightly feminine body. I was embarrassed to admit it, but I didn't recognize some of the all black garments in front of me. I did see a pair of panties though, and quickly pulled off my boxers and slipped on the tiny black thong which barely covered anything of my behind, and the slightly transparent pattern certainly showed a bit of package as well, which I quickly slipped between my legs. Somehow, I managed to keep it in place with only the tiny strap holding it there, until Erin turned back and suggested I use a bit of tape. That made my front smooth and the whole thing easier, although it would certainly make going to the bathroom difficult. I turned to her and the look on my face must have betrayed that I didn't know what to do from here. She had different plans. "You know Lily, padding can do wonders but you really still don't have much on your chest. I have just the thing to fix that though." Erin escaped into the bathroom quickly before returning with two breast forms in her hands. I couldn't believe I was doing this, but I was helpless to resist as she gently pushed my back on to the bed so I was laying chest upwards, and swiped a bit of glue onto the medium sized fake tits, which she then stuck to my chest, holding them there while counting down the drying time. By the time she leaned back off of me, the silicone forms followed my body and jiggled as I felt their weight pull me forward like I had never noticed before. A quick glance in the mirror showed my usual nude body, but now sporting a pair of b or c cup boobs! Paired with my new hair, even without clothes I had never felt so truly womanly. "Now we do need to do a little bit about your figure, and that's what this is for." She held up a tube-shaped garment with laces in the back, and I realized at that moment she wanted me to wear a corset. She pushed the already tight thing over my head and around my waist, where it covered most of the length of my torso and two built in cups supported my new titties at the top. Erin got to lacing it up, and with every pull she told me to exhale as she compressed and compressed my body and waist. Every time I though she must be finished she pressed on, until finally I felt like I could hardly breathe but it was fully tightened. I couldn't imagine it was healthy, but my new figure had an hourglass shape that most girls would envy. Erin grabbed another small lacy item and wrapped at just above my hipbone, letting its multiple straps dangle at the tops of my legs. "Really, you should have put the garter belt on before the panties, but that's okay. We can just thread it through." She took the straps and pulled each one under my thong strap and out the bottom, and then procured two black, super sheer thigh high stockings. God, she wanted her date to be sexy. "These are very sheer and easy to snag, so I'm going to do them for you this time. Next time, I'll trust you to roll them up yourself." I paused at the notion of "next time" but sitting on the bed, I lifted one leg at a time toward her as she carefully rolled up the obscenely delicate and astonishingly sexy fabric up my leg, where at the top they became intricate and gorgeous lace work that Erin clipped to my garter straps. This was heaven. I stood up and took a few gentle steps, and I felt the slight tug of my garters pulling on the stockings, which sent erotic chills up my spine every time. The girl in the mirror was tantalizingly sexy, someone I would dream of or masturbate to in a dirty magazine, and somehow, in the oddest turn of events, she was me, or I was her. Lucas didn't really exist in that state of the world anymore. There was only Lily. Erin admired her work for a moment, then asked if I was ready to see my dress. "I am," I replied, trying not to reveal my incredible excitement. It took her no time at all to find the dress in her closet since she had prepared it ahead of time. On a small hanger the seemingly impossibly small garment fell from two spaghetti straps and my heart began to race when I imagined how good it would look on me. I pulled the mini dress over my head and carefully worked it down my body, clinging to me the whole way down until finally I had it fully extended. The burgundy bodycon cocktail dress had a wrap style, where the skirt was slightly longer on one side. It barely reached the tops of my stockings, covering them when I really tried but brazenly displaying the lace work and my garter straps with even a small movement too far out of place. That was by design. The neckline was a sweetheart top showed off plenty of my new boobs, squeezing their way out of the corset which stayed hidden beneath my dress. The outfit really wasn't made, though, until I put on the heels Erin picked for me, black matte round-toe pumps with five inch heels and ankle straps that crossed once before securing around my stockinged leg, almost like a short gladiator style. Up on my toes my ass pressed even harder against the soft fabric of the dress and it took all my effort to keep everything...in place, let's say. I had thought that wearing less clothing was always sexier, but I discovered in that moment that I was dead wrong. These stockings, this dress, and these heels made me feel like the hottest girl in the world, and I wasn't even a real girl. My ruby red glimmering nails could be seen stroking my legs and feeling the gossamer fabric as if touching it was addictive. While I admired myself Erin got dressed beside me, putting on similar lingerie to mine, except with a bra instead of the corset, and in a seraphim white instead of my sultry black. Her stockings which were a sheer nude tone that still gave her legs an immaculate shine. Her bra and panties were beautiful, almost wedding-like lace, with floral details and patterning throughout. She was surprisingly okay with me watching her in her underwear, but I guess I was her girlfriend in that moment and she didn't mind her girlfriends seeing her that way. She retreated into her closet again to get her own dress and pull it on, so she could emerge for me with the outfit completed. She exited the door and raised her arms to strike a pose, and I suddenly regretted ever thinking I was the sexiest thing on earth because in fact, she was. Her dress was a delicate periwinkle and short sleeved with a round cut neck, and unlike my bodycon skirt hers flared gently outward, reaching just over her stocking tops too. The bodice hugged her perfect body and gave every part of her an elegant, gentle curve to show off her endowments in a demonstrative, but still modest way. The whole garment's outermost layer was elegant floral lacework of the highest quality, and every time she turned her body her skirt would twirl outward and follow her body in just the cutest way possible. Her heels were closed toe blue pumps, matching the dress, and she moved in them effortlessly. Calling me smitten would be a massive understatement; I was in love. "We're right on time!" she announced, as if something she planned would ever be running late. "I'll do our makeup together. Sit at the vanity." I carefully moved myself over to her white, ring-lit vanity table and sat in the chair. She followed close behind, and pulled up a stool next to me, since she would have to alternate between doing my face and her own. I thought we'd jump right to makeup, but she wanted to get our hair styled first which I gladly went along with. For me, she pulled out a curling iron which she, wrapped my extensions around one large piece at a time and held for a moment, and when she pulled away a large beach curl would be left behind. She alternated between forward and backward curls, and at the end, after swishing my hair all together, I had a head full of beautiful blonde loose curls which gave my hair dimension I never thought possible. Her own beautiful newly red hair she pulled back into a high ponytail, its natural curls falling cutely behind her. She pulled one small piece down from the updo onto each side of her face, the right side slightly longer than the left, framing it beautifully. Each of these strands she gently curled until it was a perfect twirl of red on each side, setting up the painting she was about to create. It was makeup time, and then we would be on our way. She did my eyes first, and there was determination in hers as she began her masterpiece. She took out a huge eyeshadow palette with every color I could think of, and after a quick layer of primer, patted my entire lids with a shimmery silver. She then moved on to a much darker charcoal shade, and applied just the smallest amount on the outside corners of my lids and up in the crease, blending it into the silver in order to get a shimmery inside and smoky outside look. Finally, she took out a liquid glitter eyeshadow and placed a small dot right on my inner corners, completing the gradient appearance and drawing a ton of attention to the prettiest parts of my green eyes. She decided to do both of us as she went along, and for her eyeshadow she took a very different approach. Just under her eye she used a very thin layer of blue which matched her dress and heels, and then on her lid she used a red-orange that more closely matched her hair and contrasted the blue underneath. She was truly an artist, and it gave her eyes an intensity that I loved. Next, she pulled out a liquid eyeliner stick, and asked me to close my eyes. With remarkable precision I felt her trace out the very edge of my lids in the jet black liquid and pull the corners into stunning wings, and connected each one to the outermost part of the bottom of my eye as well. On herself, she chose to make a thinner line, but made a double wing at the end of each one rather than my much thicker cat eye wing. My makeup was trying to be glamorous and sexy, while hers was going for bold but cute. I had worn mascara already so I was prepared for when she took out the wand, but I wasn't expecting the false lashes she took out too. She picked her favorites, and very gently applied a thin layer of lash glue to each one, blew on them, and carefully attached the pair right on my existing lashline. I couldn't believe the extra weight of my new, long, stunning lashes, but she wanted perfection. With an eyelash curler, she combined my old lashes into my new fake ones to form a seamless transition, and a little mascara made sure the colors were jet black throughout. I was taken aback at my new eyes - she had never done this kind of makeup on me before and I was living for it. Her own lashes she chose to use only mascara for, but it was the right move. Fakes would have partially concealed her eyeshadow, and her natural lashes were long enough to show off even without mascara, but looked even better with. She curled them first, of course. She explained that we did eyes before face because it was easier to clean up fallout from eye makeup before the rest went on, and I did notice a few flecks here and there that had dropped onto my cheeks, which wiped away easily. Foundation and powder came next, and she applied a very thin layer to my face while blending it around to smooth her canvas. Powder set the whole affair, and a well-placed drop or two or concealer apparently eliminated some dark spots outright. I was glowing. Her own face makeup was effortless and her natural skin was so beautiful she hardly used any. Still, it was incredible how she managed to highlight her natural features while concealing what few flaws she could find as if they were never there. It was remarkable to watch. She highlighted and blushed me very lightly, since my cheeks were hardly the star of the show today, but used a bit more on herself since the glimmer at the tops of her cheeks was important for her look today. She sued a big puffy brush over both of our faces to even everything out and remove any stray dust or debris. Finally, she pulled out a tube of lipstick, and looked me deep in the eyes. "Are you ready?" she asked excitedly. "Yes," I could barely say through my excitement. She removed the tube to reveal a remarkable and striking crimson, an absolutely vibrant and intense deep red shade that would make a perfect sunset envious. I couldn't take my eyes off of the brand new, incredible shade and at that moment I wanted it on me more than I wanted breath itself. But first, she brought it to her own lips, and I could only watch as her perfectly shaped cupid's bow lips took on the incredible color with such ease, and in only a moment became nigh unbearably beautiful. Then, incredibly, with a huge now brilliant red smile, she turned to me, and with the softest touch drew the lipstick across my virgin mouth and finished her masterpiece. She started with the top lip and then drew across the bottom which became pure ecstasy, and finally she pulled away, satisfied with her work. "Close your eyes," she commanded, and I obeyed, despite my desperation to see how it all came out. I waited longer than expected, before I heard and felt her clip something around my neck and then a surprising sharp pain in one ear, then the other. I knew what she must have done. Finally, she placed her hands over my closed eyes and told me I could open. I did, and she pulled away her hands slowly to show me the girl in the mirror. Lily was, in that moment, the second prettiest girl I had ever seen in my life. Her curled blonde hair fell so gently over her shoulders and silver pendant necklace and the thin straps which held up her sexy red dress. Sheer and intricately topped black stockings coated her long and shapely legs, and her heels gave her stature and elegance. Her nails were ruby red and silver and sparkled in the light, just like her smoky silver eyes which glimmered with every heavy bat of her intense, stunning eyelashes. A perfect red lip and ruby stud earrings finished the look, and for a moment, I forgot I could ever be a boy. I was Lily, and I was beautiful, and sexy, and cute, and feminine, and most of all, I was absolutely in love with Erin Meadows, who I turned to with the brightest smile I've ever worn as if to say "look at me!" She was immaculate, but for the first time she didn't want to, or have to be, the center of attention or the prettiest girl in the room. She was more proud of her work, a stupid boy turned into a beautiful and willing girl at her whim. The beauty in front of her was everything she ever hoped for with her revenge project, and an achievement she would not soon forget. She pondered, "If only I could make every boy this way," before accepting that one at a time, to this extent, was amazing on its own. "You asked why I chose you earlier, right?" she asked. I nodded back. "This is why." I looked at myself up and down in the mirror once again and didn't see her approaching me from the side. In heels she was an inch or two shorter than me, but that didn't stop her from grabbing the side of my face with one of her hands, and my hip with the other, and pulling her crimson lips into mine as we kissed deeply and intensely. We were probably ruining the makeup she had just applied but it didn't matter, my world in that moment began and ended at Erin's lips. I was nothing of the person I always knew I was, dressed this way, but I was happier than I had ever been at any moment of my life. The feeling of lipstick on lipstick was new to me, and in my view, added depth and sensation to an already breathtaking kiss. After what seemed like both an eternity and just a second, she pulled away. "We're gonna have to touch up our lips after that one!" she beamed, and drew out the lipstick and a tissue once more, repairing the smudged parts and cleaning up the edges of her lips. After herself, she did the same for me, until once again we looked perfect. She drove us to the restaurant, a swanky place known for its seafood. The meal itself was delicious, but almost wasted given that nothing could ever live up to what had already happened that day. "I knew you would be beautiful from the beginning" she offered while munching on a piece of bread. "I always thought you were cute, but you never talked to me and there was no way I could ever ask a boy out myself. That's not how a popular, powerful girl can do things." I was taken aback. She was out of my league, and as she said herself, powerful. There was no way I could ever take the chance of approaching her before - the chances of rejection were basically 100%, and the social costs of bothering her like that could be terrible. I didn't think she had known who I was, now I was hearing SHE THOUGHT I WAS CUTE? The shocked expression on my face must have given away my thoughts. I spoke up anyway. "Do you always pick boys you think are cute? How do you decide who to choose? I figured it was random." "It's a lot of things. At first it was boys who pissed me off, or boys who I knew I could trap more easily. I didn't know how it would go at first, so I had to be more careful. I never went very far and I always made sure to switch after a while so no one could get too comfortable knowing they might be next." "Well that sure worked, everyone I knew was terrified. Myself included." "I'm glad to hear that," she answered. "Some boys I started to pick because I knew I could make something of them, or they'd be particularly embarrassed. It's fun when they like it, like you started to, but it's also pretty fun when they don't." "And some boys, like you, and Zack, I pick because I know I can make you whatever I want. You're short, have a decently feminine frame already, and a cute face. There aren't many guys I could get to pull off that dress the way you can, even though I might make them try it anyway. They just won't pass, and that's funny, but you will." "And also-" She hesitated. "I kind of wanted to get to know you a bit. I liked you, even as Lucas, and I really, really like you as Lily. I told you you didn't have to come tonight and you did anyway, and look at you! I'm taking the prettiest girl in the world on a date right now, and I'm really, really glad about that." "I was just thinking the same thing." I smiled back. She leaned over the table for another quick smooch, and I happily obliged. "I just don't know how I'm ever going to follow this up," she said through laughter. "After Halloween I'll let you go and move on, but I want to say right now I really hope we still spend time together after I'm not forcing you anymore." "Is that directed at Lucas or Lily?" "Both." We went back to her house after dinner, and took off our makeup, laughing and smiling the whole time. I took off my dress and started removing the corset, when Erin spoke up. "Wait, do you really want to leave?" She was wearing only her angelic white lingerie, and she had replaced her nude stockings for white ones, further enhancing her perfect legs and completing the matching set. I paused, and stood up, but instead of walking away I grabbed her by the waist and we fell back onto the bed, our lips helplessly locked together in a passionate make out and I felt her stockings brush against mine, and couldn't take in anymore. The sex didn't last very long on account of its intensity, but we went round after round as soon as I could recover each time. Her hair became a mess against the pillow and mine could hardly stay in place, but nothing mattered in that moment except for me and her. We fell asleep happy.