Andrew To Ashleigh, Part 2: New Experiences free porn video

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Still a bit overwhelmed from the morning's discoveries, I decided to grab my laptop and go online. Looking around the room, I couldn't find it though. After looking everywhere else, I decided to look in my purse, where I saw a new MacBook Air. Well that was different than expected! I opened the door to my bedroom, not knowing what to expect (I was used to living in a studio, remember!). The door opened onto a large, open living/dining area and kitchen. Sitting on the couch was a beautiful blonde girl; I recognized her from the picture on my dresser, though I couldn't remember her name. She looked up from the TV, which was playing Keeping Up with the Kardashians, and smiled when she saw me. "Ash! What up girl? I assumed you were at work." Taylor - that was it, Taylor Ellis. "Hey Taylor - didn't sleep great so I took the day off. What are you up to?" "Not much for now, but I was thinking of getting some coffee and treating myself to a mani/pedi." At that she held up her hand; her old nail polish had begun to flake off. Her eyes brightened, and she smiled. "Heyyyyy, you should come with!" I felt a twinge of excitement, mingled with fear. In my fantasies, I had always wanted to get a manicure, and the thought was very enticing. On the flip side, I had no real idea what was going on, or what to do as a woman. Could I even go outside? Wouldn't that just expose me as a fraud? But then, was I a fraud at all though? As I learned first-hand a little while earlier, I was definitely a woman now. Wouldn't having a nice manicure help me feel more like it? I decided to just go along, and ride things out to see where that got me. "For sure - that sounds great!" I said more brightly than I truly felt. "I definitely need some caffeine and some breakfast, and I've been thinking about getting a manicure recently... What time were you thinking?" "Really?" "Yes really, why do you sound so surprised?" "Well, Sloane and I have only been trying to convince you to up your beauty game since sophomore year!" Something - shifted - in my brain. Memories I didn't know I had came flooding into my brain, of hanging out with Taylor and Sloane at NYU between classes, and in bars and house parties over the last five years. I remembered a number of conversations where I declined to go get my nails done with them, or go shopping for makeup, sexy clothes, or cute accessories. Those were all things I had wanted for a long time as Andrew though, and now I had a chance to experience them as Ashleigh. How could I say no to an opportunity like that? How to explain though? "We'll, you seemed so excited about it... And I know you guys love getting your nails done. Maybe it's time for me to try some new things?" At that Taylor's smile widened. "Oh man, Sloane's gonna flip when she hears I finally convinced you!" I laughed. "Here's to surprising her then! When do you want to go?" "Before you change your mind, girl! Go get dressed and let's go in, like, five." "It's a date," I said with a wink, which made Taylor laugh "What's gotten into you? Whatever it is, I like it!" I went back into my bedroom, and closed the door, slumping against it, terrified. What the fuck had I just gotten myself into? I steeled myself: this was something I had fantasized about for years, and now that I could actually have it, I wasn't about to fuck it up. Who knew when this dream would end? Would it end? God, I hoped not! I went over to the closet and walked in (yes, I had a walk-in I could actually walk into!). Looking around the shelves, I found myself a little underwhelmed though. While there were plenty of clothes and shoes, it appeared that until this point Ashleigh had erred on the conservative side. Among the numerous pairs of shoes were mostly flats, sneakers, and sandals - the highest heels looked like maybe 2"? That was fine though, I thought - I didn't exactly know how to walk in heels! Looking at the weather on my phone, I saw that it was going to be a hot day so I wanted to wear something comfortable. Previously that would have meant shorts and a t-shirt, but I wanted to take advantage of being a beautiful woman and dress more femininely than that. Looking around the closet, I found a floral-patterned dress that looked like it fell to mid-calf, with a halter neck. That would do. I looked at the shoes. I wanted to find a wedge, or a strappy sandal, but I didn't see anything. The best I could find was a Tory Burch strappy brown flat. I thought it would look cute with the dress, so grabbed those. I went to my dresser to grab some underwear and found a drawer full of fairly boring panties - a mix of bikini and full cut. I put on a pair of white bikini cut ones with a subtle floral pattern. After that, I slipped the dress on over my head. I realized that I wouldn't really be able to wear a bra with the back cut as it was, but decided to go with it anyway. I slipped the top up and felt the dress gather my breasts together as I tied the halter straps around my neck in a bow; looking down, I could see my breasts pushed together - I had cleavage! I slipped the flats on and buckled their small straps around my ankle. I went to look in the mirror - I looked sexy. The dress was snug in the bust, my cleavage looking amazing, and flowy from there down (I'd later learn this was called and Empire waist - either way, I loved it!); I could have stared for hours. The light fabric felt amazing against my skin - I had never experienced anything like that before. Looking at my hair though, it was clear I needed to do something with it. It was fine for staying in, but a bit messy for going out. I grabbed my phone and quickly googled, "messy bun long hair". A couple of tries later, I had something I was happy with and bound it with a couple of bobby pins and a hair elastic from the bathroom counter. Looking at my face, I wanted to do something, but didn't know what. Then I remembered my lip gloss. I went back to the dresser, unscrewed the top of the gloss, and brushed a slick of the light pink gloss across my bottom lip. I rubbed my lips together and felt the gloss spread to cover them both. It would have to do for now. I grabbed my wristlet, slipping everything back in, and stole a final glance in the mirror. I looked amazing - this had been my fantasy for the longest time, and now I was living it. A beautiful woman looked out at me, in a flowy sundress. I was going to get my nails done. I felt more right and truly more comfortable than I had in a very long time, perhaps years. I felt more like...myself, if that makes any sense? I went back into the living room, where Taylor was waiting. She was wearing a loose pair of linen Capri pants and a tank top, along with a pair of espadrilles with a two-inch heel. Her eyes went wide and she walked over and put the back of her hand on my forehead. "Are you ok? Who are you and where is my Ash?" I smiled. "Just thought I'd try something new. You and Sloane always look so cute, so..." "Well, I love it! Let's do it." We left our apartment and took the elevator down to the ground floor. I had wondered where I lived now and saw it was one of the newer buildings uptown. I followed Taylor into the garage. "Do you want me to drive, or do you want to?" she asked. I groaned, "I totally spaced and forgot my keys!" "Guess I'm driving!" I followed Taylor over to a BMW 3 Series and we both got in. "Where are we going?" "I have a salon I like at Riverside Square," she replied. "Plus, maybe we can do some shopping." She looked at me almost expectantly. "Sounds good! I could use a few things." "Ok, this is getting weird," Taylor replied, smiling. "Where are the cameras? Am I dreaming? This is literally what I've been trying to get you to do since we met!" "I guess you finally wore me down." We drove out of Hoboken and up to Riverside in about 20 minutes - traffic was light. We parked and went into the mall; I followed Taylor to the salon, where she was greeted like a regular. They walked us to stations next to each other, where Taylor said, with a mischievous grin, "I think I'm going to get a set of tips. You game?" My heart skipped a beat. I found long nails incredibly erotic and had wanted them for a long time. At the same time, I was nervous about biting off too much too soon. "Tempting, but I think I'll start with something beginner-friendly". "Worth a try! Make sure you get gel though - it lasts way longer and is stronger." "Sounds good!" Our techs arrived then, and I asked to have a gel manicure and pedicure. My nail tech showed me a huge array of color options, and I picked a rich, glossy burgundy shade. I showed Taylor and got a thumbs up in return. I saw that she had settled on a subtle mauve color; I'd have to remember that one - it was super cute. They did our pedicures first, massaging our feet, trimming and shaping our toenails, and then putting on a base coat and two coats of polish, followed by a glossy topcoat. Between each coat, they put our feet under UV light. While that was going on, I checked my bank balance on my phone, and was pleasantly surprised to see $1,600 more than I expected! I guess work as Ashleigh really was going better. When they finished, I saw 10 perfectly manicured toes staring up me, each nail coated in a high gloss deep burgundy. They looked so sexy! The techs started on our hands; for me, it was the same process as the pedi, but for Taylor, they also put on and shaped a set of tips. She had settled on a ballerina nail that extended about 1/2" beyond her fingertips, and they looked so good on her hands! I was instantly jealous, but still happy with how mine turned out. My natural nails were maybe 1/8" past my fingertips - a good place to start, and the gel looked amaze. When we were done, I reached into my wristlet and pulled out $20 to tip the nail tech, and paid for the bill ($70!) with my Amex. Seeing my burgundy nails on my wristlet and handling my iPhone looked so perfect - so right; I felt so good about it, like it was exactly as it should be. I felt another shift in my brain. I knew that next time, I'd get the tips - but, baby steps for now. We decided to go grab coffee next. While walking there, Taylor took my hand in hers and held mine up, her long nails gently scraping my palm as she did, which elicited a shiver of excitement from me. "OMG, Ash - your nails look amaze! Do you love it?" I looked down at my hand in hers, her long mauve nails and my shorter burgundy ones. I was so turned on in that moment. "I should have let you talk me into this a long time ago, Tay. I love them so much - they're so feminine. And your nails, holy shit! I'm so jealous at how hot they look. I'd be afraid to break them though." That was true, actually; they looked difficult to handle. "I'm sure I'll figure it out, girl. Besides, we always do crazy shit for our boys." "What do you mean?" "Well, Brendan has been complimenting my nails recently, and I've been wearing them longer, so I thought he'd like them really long! I wanted to try even longer but I pussied out. He thinks he's being subtle about it, but he's super easy to read. It's adorbs, actually." I instantly knew that she had been seeing Brendan the past few months; I'd met him a few times. Even though he was 'hot', I actually felt much more attracted to Taylor than I did to Brendan. While I was definitely a woman (holy shit - would that ever get old?!), I didn't really feel my desire stir with men. Yet, anyway - I wondered if that would change> At Starbucks, we got coffee and a very late breakfast. Without knowing exactly why, instead of ordering a black coffee and muffin like I often did, I knew that I wanted a skinny venti caramel macchiato and a plain yogurt. Taylor laughed and called me "such a basic bitch", but in a loving way. They were both delicious, and I was actually full after, which surprised me. As we were drinking our coffees, I realized we were both admiring our new manicures. In that moment, I felt another small shift in my brain. "Tay, we totes need to Insta this." I held out my coffee in a way that showed off my new nails, and noticed Taylor do the same next to mine. I took out my iPhone and snapped a pic, then went into Instagram on my phone. Despite not consciously knowing exactly what I was doing, I was quickly done. I saw that I had posted the picture, and captioned it "#coffeelife and #gelmanis with my bestie @TayTay1993 #treatyoself #gelmanicure #girlsday #retailtherapy #nailsofinsatagram #whydidntidothissooner" on either end the caption was bookended by fire emojis, manicure emojis, and 100% emojis. I guess I knew as Ashleigh how to Instagram! Taylor immediately liked the pic, and laughed. She asked where else I'd like to go, and told her I wanted some new shoes, some new underwear, and that I wanted to get my ears pierced. At each of these, she seemed to get more excited. "Ash. Stop. Don't toy with me like this. Is this for real?" "Yeah girl, I don't know why, but I really feel like it's my time. I want to have these experiences I've been putting off. And I'm glad you're with me for them." "Follow me then!" she said as she took off practically running. I followed her to Victoria's Secret, which had also long been a fantasy of mine. We went in and I was immediately drawn to a table with a huge assortment of thongs laid out. I knew I wanted to get some, so I started grabbing pairs in a variety of colors and materials, from cotton to silk. In the end, I probably had 20 pairs, and I bought all of them! They had a bunch of different deals, like 5 for $30, so it wasn't terrible. I had guessed that I was probably a size six, but one of the saleswomen had helped me discover I was actually a four! I realized that there was a lot I didn't know about my body yet, and I looked forward to discovering it. Taylor bought a lace corset, with matching thong and thigh high stockings. I smiled and said, "Brendan is gonna be a lucky boy." Taylor's smile grew wicked, and she replied, "And I am gonna be a lucky girl when he gets so turned on by this that he'll do whatever I want! I'm gonna make him eat me for hours." I blushed furiously but had to admit I found the thought appealing, feeling another small shift in my brain. I imagined being licked and fucked by a man. Despite my long-running fantasies, I had never really considered that part in detail. The thought of being held, being kissed, of feeling a man enter me... Feeling his tongue darting over my clit and inside of me... I admit, I was a bit turned on. I felt myself getting a little wet. I guess maybe I was attracted to guys? I'd have to keep careful track of this one. We paid for our unmentionables and went on to the Coach store; I wanted to get some nice new shoes but didn't exactly have the budget for Ferragamos or Louboutins, and didn't want something cheap. While I found them super sexy, I also didn't think I was ready for really high heels; I just knew I wanted something taller than flats or kitten heels. I tried on a bunch of different shoes, learning I was a size 7 in the process. I picked out a couple of pairs: a cute pair of brown leather peep-toe pumps with a 3" stiletto heel, and a more adventurous pair of brown leather strappy wedge sandals with a 5" cork heel and a 2" platform. Seeing my glossy burgundy toenails peeking out of both pairs was a huge turn-on. I decided on a whim to wear the sandals out of the store. Walking in them was actually easier than I expected, probably due to the width of the heel and the fact that while they were super tall, the platform height cut down on how much my foot had to lift. As I walked in the high heels, I felt another subtle shift in my brain - I knew that I wanted - no, needed - to get more heels like these so I could wear them all the time. They made me feel so sexy! I could see that Taylor liked them too; the way they looked, the way they changed how I walked, forcing me to take shorter steps and pushing my chest forward while swinging my hips more from side to side. Taylor linked her arm in mine and said, "Ash, I had no idea you'd turn out to be such a slut!" At that she smiled and winked. I turned the word over in my mind. A slut. That was what I had wanted for so long in my fantasies, wasn't it? It sounded... Fun? I wasn't sure. I knew I wanted to have fun and live out all of my girly fantasies. For all I knew, this miracle, while very real at the moment, could have an expiration date. I knew that I wanted to make the most of it just in case. If that meant being slutty, that actually sounded ok. I smiled back at her. "You're such a bitch, Tay! I love you anyway though." "Love you girl!" We went back to Taylor's 3 Series and headed back toward Hoboken. As we drove, she told me we'd go to a tattoo shop she liked back in town and I could get my ears pierced there. When we arrived, the woman at the front directed me to a large, tattooed man. He looked intimidating, but was actually very gentle as he described the process and asked me what I wanted. I told him I wanted to get two piercings in each earlobe, and one in the upper cartilage of my left ear. I had always found girls with multiple piercings sexy, and I figured I'd go all out. As he went to prepare his tools, Taylor noticed me idly looking at some pictures of belly button piercings. She said, "I've always wanted one of those - they look so slutty, in the best way. You want to get one with me? I figure I should ask now as you're clearly out of your mind today!" She grinned at the last part. As I thought about what she said, I got incredibly turned on. Without hesitation, I said, "Abso-fuckin-lutely, Tay - we'll be belly piercing twins!" I giggled. When the man came back, I told him that we both also wanted belly button piercings. He grinned and said, "Sure! You ladies seem pretty fun, and I bet you will love them. I know you probably want the cute dangly ones, but you'll need to get a simple hoop with a ball for now." The disappointment must have been easy to read on my face, as he quickly added, "It should take a couple of months for the piercings to heal enough to swap out, but so long as you take it pretty easy, you should be able to switch to something more elaborate then. They'll be fully healed in three to six months, depending on how well you care for them." "Sounds good - let's do it!" I replied. My heart was racing as he sat us down in next to each other and prepped each of our belly buttons, first cleaning the area with alcohol, and then numbing it with a quick spray of topical anesthetic. It had been Taylor's idea, so she went first. She wordlessly reached out for my hand, and I gave her a squeeze as he sterilized and inserted a thick, curved needle into the skin above her belly button, coming down and out through the upper rim of her belly button. He deftly threaded in a stainless loop, and closed it with a ball. He then repeated the process on me, Taylor returning the favor and squeezing my hand tightly. When the needle entered my skin, it was a moment of exquisite agony, the pain tempered by a subtle feeling that I was becoming more and more the person I wanted to be, deep inside, underscored by another subtle shift in my brain. He quickly slid a matching loop through the hole and closed it with a ball closure. He cleaned us each, and as he put a bandage over each of our piercings, the man said, "I'm sure that hurt like a motherfucker, and it'll be sore for a while. The most important thing you can do is to make sure you keep it clean. Use rubbing alcohol twice per day - in the morning and before bed. I'd suggest not working out for a week or so to let the healing get started, and take it easy for the next few weeks." I let my dress drop down to cover my belly again. In the brief moment I had seen the ring before he bandaged it, glinting atop the tight expanse of my belly above my panties, I knew I had made the right decision. "Let's do your ears now. I'll give you some simple metal studs. The lower ones you'll need to leave for about month, but the cartilage I'd recommend leaving in for 6 months before swapping it. You'll need to keep these clean too, in the same way." With that, he numbed my earlobes with some ice, before sliding a smaller needle through each lobe twice. This hurt too, but not nearly as much. Lastly, he did the upper cartilage on my left ear. Into each fresh hole, he slid in a small silver stud. As we left, Taylor exclaimed, "I can't believe you just did that, Ash! I love it! You were always so conservative and I thought you'd never loosen up. I don't care what's behind it, but today has been super awesome." "I know, right? Tay, I don't know why, but I just feel like this is the right time for me, you know? I'm tired of being so boring - I want to live a little, have some fun. I wish I'd done it sooner! Everything we did today felt so sexy and so right. I'm super glad you were with me, girl." We shared a big hug and I kissed her on the cheek. Holding hands, we walked back to Taylor's Beemer and drove back to our apartment. I immediately went back into my room and started to masturbate furiously - I had been living my fantasy for the day and I was so wet. I came almost immediately, and pushing through, I came a second time before collapsing on my bed. I must have fallen asleep, because when I looked at the clock again, it was just after 5pm. I had fallen asleep in my dress, with my shoes still on! I took the shoes off, again admiring my sexy new nails (would that ever get old?), then went into my closet to change into something more comfortable. A few minutes later, I was wearing a pair of black Lululemon yoga pants and a grey stretchy tank that exposed my cleavage and left my belly bare. Neither of us had plans for Saturday night, so we decided to order Thai food for delivery and binge on Netflix. I realized I was starving but when the food came, I only ate a bit of Pad Thai and some grilled squid. As Andrew I would have destroyed the whole order, but as Ashleigh I was full so quickly! We opened a bottle of Pinot Noir and each had a couple of glasses, snuggled together on the couch. Seeing my own nails and Taylor's beside the dark red wine was pretty awesome. We watched a bunch of Kardashians and some Vanderpump Rules. I had never found those shows interesting before, but I was strangely fascinated by them now that I was a woman. I loved all the outfits, the shoes, and the makeup, and especially the nails (even if they were kind of intimidating!). I was loving every minute. Several increasingly tipsy hours later, we each went to bed. As I lay there, I felt my body, as if to make sure it was real. Was this a dream? If so, it was so vivid. I was happy for the first time in a very long time, and I hoped I wouldn't wake up to find things changed back.

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Three months after Andrew and I had had relations I was close to his house and decided to pay him a visit, knocking on his door he answered it and greeted me like a long lost friend. As I walked into the lounge there was a young Asian lad sat on the sofa, they were playing video games. As soon as I walked in Andrew said “This is Ansa” we nodded and said hello. I sat next to him.Andrew made me a coffee and turned the TV off, we made small talk and Ansa worked at the supermarket where Andrew...

2 years ago
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Andrewrsquos Angel

Andrew always grew up feeling more then just a little different from the rest of the boys. He never felt sexually attracted to girl’s bodies but instead felt attraction for their clothes. He knew he was straight because he never liked guys so he just assumed he was straight. This began his seventh grade year and followed him into his senior year of high school. He started off by reading sissy literotica and watching sissy hypnosis. He then began experimenting by trying on his sister’s...

2 years ago
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Andrew The Unsuspecting Sissy Part III

ANDREW THE UNSUSPECTING SISSY PART III [email protected] MAY I SUGGEST THAT YOU READ THE EARLIER CHAPTERS OF ANDREW SO THAT YOU MAY UNDERSTAND WHAT THE POOR DEAR HAS BEEN THROUGH THUSFAR..... ANDREW NOW DREW: SISSY SUPERSTARSOON TO BE HUSBAND TO JIM JIM : BILLIONAIRE INDUSTRIAL WITH A PENCHANT FOR SISSIES AUDREY: DREW'S STEPMOTHER AND OWNER OF THE MANOR SARAH: DREW'S STEPSISTER AND TRAINER VALERIE: DREW'S DOCENT TRAINER DR NEWMAN: MEDICAL DIRECTOR OF THE MANOR PENELOPE...

3 years ago
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Andrews Girl Goes Black

Larry and Andrew had been friends for about 9 to 12 months. Larry was black, 6 ft tall with dark skin. Andrew was white a little taller than Larry. Andrew was dating Jen, she was Asian probably 5’ 3” with long dark hair and a tight little body. Priya was Indian about the same height as Jen with brown skin, shoulder length black hair, and a very nice little body also. Jen was very much in love with Andrew but very flirty with Larry. Larry thought she was being nice and didn’t think too much...

3 years ago
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Andrew Lake Part 1 Repost My Kinky Chemistry Teacher

Introduction: Hey guys, so my account was rejected by xnxx after I had posted this, so for the sake of simplicity I am re-uploading it here. I apologize for the confusion. Feel free to rate and comment again, and stay tuned for the next parts, assuming my account isnt denied again. My eyes hurt from staring at the small screen all night, but I couldnt bring myself to look away. I had been watching porn for what felt like ages, stroking myself to women on the internet doing unimaginable things...

3 years ago
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Andrew Lake Part 1 Repost 2 My Kinky Chemistry Teacher

My name is Andrew Lake. I am a junior at Brickton High School, even though I just turned 18 last month. I don't consider myself unhappy, just a little out of place. I'm a smart kid, but I'm not the brightest bulb in terms of social interaction. I only had a few friends, all of which in similar situations as me, and not a single girlfriend throughout my school career. Hense, my porn addiction. Romantic relationships aside, I had a pretty decent life, just not a perfect one. My life was,...

4 years ago
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Andrew Lake Part 1 Repost My Kinky Chemistry Teacher

My name is Andrew Lake. I am a junior at Brickton High School, even though I just turned 18 last month. I don't consider myself unhappy, just a little out of place. I'm a smart kid, but I'm not the brightest bulb in terms of social interaction. I only had a few friends, all of which in similar situations as me, and not a single girlfriend throughout my school career. Hense, my porn addiction. Romantic relationships aside, I had a pretty decent life, just not a perfect one. My life was,...

2 years ago
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Andrew Lake Part 1 My Kinky Chemistry Teacher

My name is Andrew Lake. I am a junior at Brickton High School, even though I just turned 18 last month. I don't consider myself unhappy, just a little out of place. I'm a smart kid, but I'm not the brightest bulb in terms of social interaction. I only had a few friends, all of which in similar situations as me, and not a single girlfriend throughout my school career. Hense, my porn addiction. Romantic relationships aside, I had a pretty decent life, just not a perfect one. My life was,...

4 years ago
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Andrew Lake Part 1 My Kinky Chemistry Teacher

Introduction: Hey guys, this is my first story. Its based off of a dream I had, as will the sequels in this series. Please enjoy, like the story, and comment with any suggestions. My eyes hurt from staring at the small screen all night, but I couldnt bring myself to look away. I had been watching porn for what felt like ages, stroking myself to women on the internet doing unimaginable things to one another. I felt like a sick pervert inside, but I was far too busy to concern myself with such...

3 years ago
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Andrew Lake Part 1 Repost 2 My Kinky Chemistry Teacher

Introduction: And it happened again FFS. Made sure this account will not be deleted, enjoy the story and wait for more. I will be posting more I promise. Apologies for the technical difficulties ???? My eyes hurt from staring at the small screen all night, but I couldnt bring myself to look away. I had been watching porn for what felt like ages, stroking myself to women on the internet doing unimaginable things to one another. I felt like a sick pervert inside, but I was far too busy to concern...

3 years ago
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Andrew CAW 10

Introduction: This is my story for the CAW 10, it is also a true story about a dark part of my life that I am just starting to come to terms with and wanted to share. Please try to be constructive when giving criticism to my story. Thank you to my last minute proofreader and to you the reader for taking the time to actually read my story. Vicki x This is my first attempt at writing my story, I have decided to enter it in the CAW 10 also. Please give me constructive criticism and try not to be...

3 years ago
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Andrew CAW 10

Please give me constructive criticism and try not to be too harsh with me as it is my first story and a part of my life. Andrew I felt so lucky to have someone who loved and cherished me so much or so I thought. In my naivety, I gave him my virginity at the mere age of fifteen. It just didn't click that maybe he was using me for his own twisted pleasures. I always thought he truly loved and cared for me and my ambitions to go to art college. Everything was fine until I turned...

2 years ago
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Andrew The Unsuspecting Sissy Part IV

ANDREW THE UNSUSPECTING SISSY PART IV [email protected] MAY I SUGGEST THAT YOU READ THE EARLIER CHAPTERS OF ANDREW SO THAT YOU MAY UNDERSTAND WHAT THE POOR DEAR HAS BEEN THROUGH THUS FAR..... ANDREW NOW DREW: SISSY SUPERSTAR, SOON TO BE HUSBAND TO JIM JIM : BILLIONAIRE INDUSTRIALIST, WITH A PENCHANT FOR SISSIES AUDREY: DREW'S STEPMOTHER AND OWNER OF THE MANOR SARAH: DREW'S STEPSISTER AND TRAINER VALERIE: DREW'S DOCENT TRAINER DR ALICIA NEWMAN: MEDICAL DIRECTOR OF THE...

4 years ago
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Andrew The Unsuspecting Sissy Part V

ANDREW THE UNSUSPECTING SISSY PART V [email protected] MAY I SUGGEST THAT YOU READ THE EARLIER CHAPTERS OF ANDREW SO THAT YOU MAY UNDERSTAND WHAT THE POOR DEAR HAS BEEN THROUGH THUS FAR..... ANDREW NOW DREW: SISSY SUPERSTAR, SOON TO BE HUSBAND TO JIM JIM BRECKMAN: BILLIONAIRE INDUSTRIALIST, WITH A PENCHANT FOR SISSIES AUDREY: DREW'S STEPMOTHER AND OWNER OF THE MANOR SARAH: DREW'S STEPSISTER AND TRAINER VALERIE: DREW'S DOCENT TRAINER DR ALICIA NEWMAN: MEDICAL DIRECTOR OF THE...

2 years ago
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Andrew the Unsuspecting Sissy

ANDREW'S INTRODUCTION Audrey was alone in her study. Up on the 60 inch, big screen was a security camera that flashed from locations all across the manor. Audrey locked in location six and location eleven. She then pressed a button and stood up and removed her blood red silk blouse and unclasped her long black tweed skirt and lowered the zipper and watched as the skirt puddled at her feet. Carelessly she stepped away and adjusted her hose and garter belt. She was braless and wore no...

2 years ago
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Andrew The Unsuspecting Sissy Part VII

ANDREW THE UNSUSPECTING SISSY PART VII [email protected] *** A NOTE TO ANDREWS' FANS: I DON'T GET VERY MUCH FEEDBACK, PERHAPS 4 OR 5 PEOPLE WITH EACH CHAPTER. WHILE I APPRECIATE THE SUPPORT FROM THOSE THAT ENJOY THE STORY, I CAN'T SEE CONTINUING THE TALE IF SEEMINGLY VERY FEW PEOPLE ARE INTERESTED. SO, IF YOU ENJOY THE STORY, OR DON'T, PLEASE LET ME KNOW! MAY I SUGGEST THAT YOU READ THE EARLIER CHAPTERS OF ANDREW SO THAT YOU MAY UNDERSTAND WHAT THE POOR DEAR HAS BEEN...

3 years ago
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Andrew The Unsuspecting Sissy Part II

ANDREW THE UNSPUSPECTING SISSY PART II ANDREW'S SISSY EDUCATION BEGINS............ [email protected] Mother and daughter chatted while they ate their breakfast. Several sissies flitted about changing flowers and removing dirty dishes. "Mother," said Sarah. "How many sissies call the Manor their home these days?" "Hmmm," said Audrey as she placed her coffee cup in its saucer. I'd have to say with the school, the modeling agency, the internet dormitory, the domestic...

4 years ago
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Andrew The Unsuspecting Sissy Part VI

ANDREW THE UNSUSPECTING SISSY PART V [email protected] *** A NOTE TO ANDREWS' FANS: I DON'T GET VERY MUCH FEEDBACK, PERHAPS 4 OR 5 PEOPLE WITH EACH CHAPTER. WHILE I APPRECIATE THE SUPPORT FROM THOSE THAT ENJOY THE STORY, I CAN'T SEE CONTINUING THE TALE IF SEEMINGLY VERY FEW PEOPLE ARE INTERESTED. SO, IF YOU ENJOY THE STORY, OR DON'T PLEASE LET ME KNOW! MAY I SUGGEST THAT YOU READ THE EARLIER CHAPTERS OF ANDREW SO THAT YOU MAY UNDERSTAND WHAT THE POOR DEAR HAS BEEN THROUGH...

2 years ago
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Andrew to Andrea Part 3

 BRRRRIIIIIIINNNGGGGGGGGGG!!!!!!The alarm clock that my wife and I mockingly referred to as “Baby Ben” sounded off and pulled me from what I first thought was a great dream. As my senses slowly came online, I could feel my hand laid over my naked wife’s breasts and that I wasn’t in my usual gym shorts and t-shirt. I was surrounded in silk, and it was not unpleasant, but it was a floor length nightgown! The events of the previous night slowly began to trickle back into focus, and the...

Crossdressing
2 years ago
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Andrew

AndrewCouple of weeks ago, we had been down our local having a drink and laugh with friends, Hubby had a few too many, and decided to get a cab home, but I was hungry, and wanted to eat, so I thought a takaway would be the answer, but again having drank a bit, the restaurant was a mile or two away, but my prayers were answered, when a son of our friends offered me a lift there to collect and return me to the pub, well though I was slightly pissed, I got some money out of hubby and said to chas...

4 years ago
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Andrew 1

I was in my front garden in shorts and T shirt when my neighbour Karen came walking towards me very quickly and agitated. “Oh Andrew, can you help me please I’ve got a leak in the kitchen and I’ve left Brooke holding a rag round it? I just don’t know what to do.”Karen, brunette and hot single mum, wearing a short skirt and T shirt was the object of my wildest fantasies and needed my help. I jumped up, eager to do my bit, “no problem Karen, let’s see what I can do”. I followed her to her house...

2 years ago
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Andrew to Andrea Part One

Hi, I'm Andrew; at least I was Andrew full time until about a month ago. I have always been fascinated by lingerie: its feel, its appearance, how it just makes a body look that much more sexy. Like most curious types I started young (at sixteen, so not all that young), swiping what I could from my sisters or cousins when I could and squirreling my prizes away until I could find time for them. I will always remember the first time I put a pair of lace panties on; my erection was instantaneous! I...

Crossdressing
3 years ago
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AndrewAndrea

My mum and I lived on the outskirts of a small Scottish village. John and his mother Beth were our neighbors, and he and I were best friends from an early age, sharing everything as we grew up. At Primary School and then Senior Secondary School, we were an inseparable pair, supporting each other through the good and bad times. This idyll came to an end when we had just turned sixteen. He and his mom moved away from the area to go look after a sick relative.The house was quickly re-occupied and...

Crossdressing
2 years ago
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Ashleighs first domminance

By: Paul I jumped and grabbed a pillow to cover myself as the front door opened. It was Jack, my roommate and a couple of his friends. They had left several hours before for a boys night out and had left me the apartment alone for the first since I could remember when. Having the evening off, I had decided to dress it down; change into a t-shirt and undies, pop in a girly flick and enjoy some hot-buttered popcorn. I guess I got too relaxed, and passed out on the couch. Now I had to sit...

4 years ago
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Andrew to Andrea Part One

Hi, I’m Andrew, at least I was Andrew full time until about a month ago. I have always been fascinated by lingerie: its feel, its appearance, how it just makes a body look that much more sexy. Like most curious types I started young (at sixteen, so not all that young), swiping what I could from my sisters or cousins when I could and squirreling my prizes away until I could find time for them. I will always remember the first time I put a pair of lace panties on, my erection was instantaneous! I...

2 years ago
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Andrew

‘You’re such a jerk,’ I informed him. He cringed and looked at the ground. I started looking for my belongings and gathering them up. My purse, my wallet, my laptop, car keys. I stormed out of my long-time boyfriends bedroom and into the hallway of his apartment building. He was only a step behind me. ‘Nicks, please, please don’t go,’ he asked seriously. He caught my arm and pulled me to face him. His huge beautiful blue eyes stared me down, silently apologizing. ‘I’m so sorry,’ he half...

4 years ago
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Andrew 2

A couple of hours later Karen returned apologising for being so long and insisting she had to pay me for the helping her out at such short notice. I told her not be silly but she still went for her purse. It was now or never, I thought as I said: “Karen if you have to give me something what you did last time would be more than enough”. I held my breath then, either I was going to get a slap on the face and kicked out or I could strike lucky. The slap never came, just a smile as she said “are...

4 years ago
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Andrew to Andrea Chapter 2

In all honesty, I should have been mortified by the events of the past few minutes, but I wasn’t…I was excited. I walked into our bathroom and set up the steamiest shower that I thought my skin could handle. I grabbed for my body wash, but realized the scent might be too masculine, so I set it back and grabbed my wife’s. It had a slight scent of vanilla and had a couple of butters and oils that claimed to make skin feel like silk…not specifically on the list, but not specifically forbidden...

Crossdressing
3 years ago
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Andrew

"You're such a jerk," I informed him. He cringed and looked at the ground. I started looking for my belongings and gathering them up. My purse, my wallet, my laptop, car keys. I stormed out of my long-time boyfriends bedroom and into the hallway of his apartment building. He was only a step behind me. "Nicks, please, please don't go," he asked seriously. He caught my arm and pulled me to face him. His huge beautiful blue eyes stared me down, silently apologizing. "I'm so sorry," he half...

Love Stories
3 years ago
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Andrew to Andrea Part 4

Chapter 4 It seemed like the time would never arrive. I watched the clock limp around the dial for the last hour between 5 and 6, but finally the time came…the time to go home. I still felt the pressure, not unpleasantly, of the plug installed by my wife yesterday, and still had the memories of the sensations that I felt each time she activated it…again, not unpleasant. Finally, I had the last words from her… “That was only level three… two more…when you get home…next steps…” I finished my...

Crossdressing
2 years ago
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Andrew 6

One evening a few days later I was passing Karen’s place when I saw her outside light was on, the horny bitch did this if she was feeling horny and Brooke was in bed. So never to pass up the chance of a fuck I softly knocked on her door. She opened it wearing just a robe, grabbed my shirt front and pulled me in and soon had her tongue down my throat. I kicked the door shut and with one hand feeling her pussy I tried getting my kit off as well and as I concentrated on my shirt her hand was going...

2 years ago
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Andrewrsquos Angel pt 2

Angel laid in the gym floor for what felt like hours quivering from her encounter with the coach. At this point all the cum had dried on her face and what had leaked from her boipussy also dried. She had never felt so violated in her life. Finally Katie returned to the locker room. She helped get Angel off the ground and take off her now soiled clothes and removed the cock cage. “Here take these and go clean up,” Katie said handing her a towel, shampoo, and body wash which was cherry blossom...

1 year ago
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Andrew and BJ and brett

OK so it was me and my friend andrew. we were both pretty intrested in knowing what each other had. So i said my parents were out of town this weekend why dont you come over. Well after school i gave him a ride to my house in my Black ford mustang. He asked if it was ok if he took his shirt off on the way to my house. I just said yea its fine. So he took off his shirt which revealed his Six-pack which was a really bigg six pack. he has a pretty good trail leading down to his cock. I eventually...

First Time
2 years ago
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Andrew to Andrea Part 3

BRRRRIIIIIIINNNGGGGGGGGGG!!!!!! The alarm clock that my wife and I mockingly referred to as “Baby Ben” sounded off and pulled me from what I first thought was a great dream. As my senses slowly came online, I could feel my hand laid over my naked wife’s breasts and that I wasn’t in my usual gym shorts and t-shirt. I was surrounded in silk, and it was not unpleasant, but it was a floor length nightgown! The events of the previous night slowly began to trickle back into focus, and the...

4 years ago
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  • 466
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Captain Janeway Captains Slave

Well, I know a lot you guys don?t find Janeway hot and sexy but I happen to do ?Well, I know a lot you guys don?t find Janeway hot and sexy but I happen to do. Well when I was a younger man and she was younger. But I still find her kind of sexy for a mature woman. So sue me for using my talent to have a little fun with what I consider a hot older babe. I enjoyed writing it. How you enjoy reading it.???????????????????????????????? ???    ??????????????? CAPTAIN JANEWAY CAPTAIN?S...

4 years ago
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andrew my brother in law

At 24 years old I became a widower. Karen, my wife of three years waskilled in an auto accident on the eve of our third anniversary. She waskilled by some idiot running from the police. I had been depressed andunder a doctors care since the accident. I simply could not get past herbeing gone. Karen's parents and her younger brother were the only family Ihad now. My parents having passed away when I was 13. The aunt who hadraised me after their death died just before our wedding three...

4 years ago
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Supervisor and Cashier Part II A Night at Ashleighs

- The third week of June, 2017 -It had nearly been a week since I followed Ashleigh back to her townhouse last Saturday night. I never worked Sundays, and she didn’t work the following Monday, but we had texted back and forth. Most of our conversation was reliving small moments from that night while others were general conversation – including gossip and trash-talking coworkers.Anyways, on Tuesday, I was the afternoon and evening self-checkout attendant, and Ashleigh was a regular cashier for a...

Straight Sex
2 years ago
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Ashleighs Adventures Bk 1 Ch 08

Ashleigh woke up at 5 am. She rolled over and saw the impression in the pillow where Tom’s head had been. At first her heart sank as she realized he hadn’t stayed the night but then she remembered he was taking an early plane today for the weekend conference. She rose from the bed and went to the kitchen, hoping he had left her some kind of note. It was propped beside the coffee pot. As she read the note, and fingered the key, her knees buckled and she sank to the kitchen floor. Although it...

3 years ago
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Ashleighs Adventures Bk 1 Ch 09

Twenty minutes later, Ashleigh began to stir. As she opened her eyes, she saw Sharon sitting on the chair a few feet away, drinking a cup of coffee and watching her. Sharon was still naked and Ashleigh could see her pussy lips between her legs. Ashleigh moved to her hands and knees and crossed the few feet to kiss Sharon’s knees. At her first kiss, Sharon opened her legs. With this invitation, Ashleigh continued kissing the insides of Sharon’s thighs, first one side then the other. Sharon...

2 years ago
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On Becoming Miss Louisa Harper of New York and Newport 1

From 'The Autobiography of Miss Louisa Harper' ~ "The summer of 1890 was to be the start of my new life. At fifteen years of age, I was to be presented to society and I had expected that I would then be considered an adult. That, at long last, I would have a say in my own life, my own destiny. That was not to be, though. I was still just a doll to be dressed and used as decoration in the home of my powerful parents. I was made up and dressed and used to impress the visitors who came...

2 years ago
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Ashleighs Adventures Bk 2 Ch 09

A few minutes later, Tom and Sharon entered the room. Ashleigh stood up and walked to Tom. She wrapped her arms around his neck and kissed him warmly. Tom returned her kiss and ran his hands down her back cupping her ass cheeks. Diane and Ted followed almost immediately and the scene was repeated as each of them greeted their respective partners. Sharon was the first to speak. ‘Did everyone have a good time tonight?’ A resounding yes was the answer from the assembled group. ‘Good. Then if...

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