Gretchen's Diary - The Background free porn video

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Gretchen's Diary The Background Story Hi I am Gretchen. Actually Gretchen Sylvia Fitzpatrick, nee Schmidt. I know about now you are thinking WTF but you see I started out similar to many of you Fictionmania readers. I was born male 63 plus years. My story maybe different than many of yours but I have loved every second of my life, especially after my now husband Rob came into it. Over the past almost 40 years I have kept a diary of my life, first at Rob's insistence, but now because I enjoy pouring out my life and feelings. I have retained all my diaries over the years and while some of the entries are short some are very detailed and intimate. My early diaries were all on paper but over the years I have transferred some of them to the computer. I just thought it might be of interest to some of you to have a peek into my life and soul. This first post is more of a basic background to how I got here. I was born back in 1953 to a German immigrants. I was an only child and as both of my parents worked to provide a better life for me I had a lot of time on my hands alone. It was the around the age of 7 or 8 I snuck into my parents bedroom and found myself drawn to my mothers dresser. I picked up a pair of her panties and was instantly drawn to the soft, cool feel of her nylon tricot panties. I think most of you know how it goes from there. In retrospect her underwear and for that matter her clothes was pretty mundane but I was drawn to them. I am sure I looked like a clown as her clothes as they were too big for me and more suited to a 1950' s housewife but I was in seventh heaven. I was 13 when my father died of a massive coronary. My mother was devastated and a lost soul. She took a second job to pay the bills and be sure I could go to college so I could have a better life than she did. I had more time of my hands and her clothes became my pastime, hobby, and obsession. I was never caught and she never said a word to me but something tells me she knew but crossdressing was a taboo subject back then. Yes I did go to college. It was just before the end of my junior year my mother passed away. They said it was high blood pressure that cause her death but I have always maintained it was a broken heart. As I worked through all of affairs I discovered my parents had put away a nice nest egg. I was far from rich but there was enough there to assure I could finish school and have a start on life afterwards. I cleaned out the house I got rid of much of it but I kept many of Mom's clothes. I was taller than her but at 5'7" and 140 pounds I was far from a manly man. I graduated from college and got a job as a junior high Math teacher. What would you expect from a bachelors degree in mathematics and no money to get a post grad degree. By then my dressing pretty much consumed my non working hours and many a night I would be seated at my kitchen table in a corduroy skirt, knee high platform boots with a chunky 4" heel, and my Farrah Fawcett look alike wig grading tests. You have to remember this was 1976 and the style of the time. As time went on I felt choked by the 4 walls of my small apartment and wanted to explore. I had a ground floor apartment with a door that opened onto the parking lot. I remember that first step into the world like it was yesterday. It was November 1977 and probably 10PM but I walked to my car, my purse firmly in my hand, and took a short drive to mail some bills. I had on my green corduroy gauchos with the matching vest and brown knee high boots and of course the long platinum blonde shag wig. I was shaking like a leaf as I drove to the post office but somehow I managed to safely get there, put my mail in the box, and get home. My heart was racing and I was breathing heavily as I closed the door behind me. I did it! Little did I know that once you open the door and go through it there is no going back. It was about that time I also discover adult book stores and soon after the TV magazines and books they carried. As a lot of you at one time felt after I was the only one in the world with the love of women's clothes. I got over the fact and soon I bought and read them from cover to cover. I was hooked! It wasn't long, just a few months I worked up the courage to go the bookstore dressed. That lead to the adult theaters and discovering the joys of pleasuring and being pleasured by a man. I was in heaven! It was at an adult theater I met Cindy. She was like me and we competed for men and their prize but we became friends. I remember the first she asked me my name and I blurted my given name and she laughed and told me I needed one to match how I looked. I went home a little sad but over the next few days I thought about what she has said and wondered what my parents would have named had I been a girl. They loved their new country, even becoming American citizens, but their were proud of their heritage. I thought about and remembered my mother telling me of her mother, my grandmother who I never knew, and how her name was Gretchen. That was it, I was Gretchen! It was later on I added Sylvia as my middle name. Sylvia was my mother's name. Cindy loved my name and over the next few months we became friends and Cindy and Gretchen spent a lot of time together in spite of our age difference. I was barely 25 and she was 40. It was her that helped me perfect my look and introduced me to the catalogs for crossdressers. Soon I had a proper set of breastforms so I no longer had to stuff my bra with socks. I loved the weight and the way the moved when I walked. From there it was a padded panty girdle and a waist cincher so I now looked even more feminine. It was Cindy who first learned of Golddiggers from one of her regulars. Golddiggers was a drag bar and on Saturday nights where the girls like us hung out. It was May 1978 that first time we went. I remember almost fainting tat first night at the show, the other transvestites (remember this was 1978 and that is what we were called) and even more so what we learned were all the men, the tranny chasers we learned they were called. Needless to say Cindy and I quickly became regulars and went almost every Saturday night. By this time Cindy and I were more than just friends but we soon started taking advantage of the availability of fresh meat before us at Golddiggers. The more experienced girls explained we offered "services" their wives or girlfriends shunned so there ws never a shortage of companionship. It was early fall he walked into the bar. He was tall and good looking and even though he looked more Cindy's age than mine there was something that drew me at him. I smiled at him as he walked past on his way to the bar and recrossed my legs allowing the slit in my dress to reveal a good deal of my thigh. I saw him talking with the bartender for a few minutes before the drink appeared in front of me compliments of the gentleman in the tan sport coat. I held the drink up and smiled at him as he looked over. He came over to the table where I was sitting with a couple of other girls and introduced himself as Rob. I asked him to join us and he pulled up a chair and we talked. I learned he was 36 ( I was 25), a lawyer, and divorced a year. I also found out he was an excellent dancer and even at 5'7" and in 4" heels his 6'3" frame towered over me. It was that night I learned the difference between being fucked and being made love to. It was a total epiphany and a life changing event that evening. It only took a few weeks and Rob became a regular. I became know around the bar as Rob's girl and off limits, something both Rob and I enjoyed. Fast forward over a year and a half and my how my life had changed. Rob and I went to the bar just about every Saturday night. We went together because I was now spending just about every weekend at his place as Gretchen. I couldn't wait for Friday nights to race home, change and get to his place. I had a very nice wardrobe at his place and he had gone as far as buying me a vanity for my make up and a desk where I could correct homework and tests. He did insist though if I was going to do my teacher thing I dress appropriately in a skirt and blouse or dress and heels, something I loved as I was starting to wish I could do 7 days a week, Rob were cuddling at his place after making love one Friday evening. School would be out for the summer next week and he teased me about being a lady of leisure for the summer. I started to unload on him, telling him I wish I could quit. He asked why and I explained the are where the school was starting to change and more and more I ws faced with students who were just there because the had to be. Gone for the most part were students who wanted to learn and they were replaced by students quite content to walk away with a C-, the minimum passing grade. He looked at me and said "Just quit!" "Oh yea, like jobs are teaching jobs are growing on trees," I laughed. "And just what the hell am I going to do for money?" "Move in me with me Gretchen," he smiled and gave me a kiss. "And how is that going to work?" I replied. "Two guys Monday from Friday, a girlfriend on the weekend?" "Not at all," he said. "I said move in with me Gretchen. I don't know you as anyone except but Gretchen and its her I want with me. I can't tell you how empty I feel when I wake on Monday mornings alone in bed." "I know what you mean, I feel the same way." I sighed. "But my question is how?" "Don't worry your pretty little head about that," he smiled and brushed a few stray hairs from my face. "Let me handle the details." "I ah, I still don't know," I said. "It sounds lovely but how do we know that we can handle each other 7 days a week? It is a hell of a difference between playing dress up and house on the weekends and 24 hours a day, 7 days a week." "How about a trial run," he smiled. "Let's try it this summer with no commitments. I will even pay your rent for the summer. Why don't you sleep on it and we can talk about on Sunday." "OK." I slept like a baby those next two nights and I agreed to a trial of the summer when we talked Sunday afternoon over dinner. Gretchen moved in that next weekend, I really didn't take much with me but a few summer clothes as I had everything else I needed already at Rob's. I have to admit the summer was fun. I loved being a girl 24/7, going out, doing girly things, and had even made and had even made friends with a couple of the women in the neighborhood, I was not sure if any of them surmised the secret tucked in my panties but no one ever let on. June became July became August and it was soon two weeks to school beginning. We were both well aware of that and what was I going to do loomed over us. It was a Saturday afternoon and we were sitting on the back deck with a bottle of wine. "When does school start Gretchen?" "A week from Tuesday and you know that," I said. "The date is circled on the calendar in the kitchen.' "Yes I know," he sighed. "But that also raises a question?" "I know and I have still have questions as to how," I said. "Anything is possible if you want it enough Honey and I think we both want it," he said. "We do but ..." "No buts Gretchen, just let me handle it," he smiled as he placed his hand on mine. "You trust me don't you?" "You know I do," I smiled. "Good then its settled," he smiled. I turned in my letter of resignation the first day of school. I offered to stay until they could find a replacement but they say I was not needed anymore. I suppose in a way it was a bit of a letdown being told you were needed but by that weekend I had donated away pretty much everything that wasn't Gretchen's and had moved into my new home with Rob. The first few months were like heaven. Rob had hooked me up with a friend of his who was a doctor, a gynecologist of all things and insisted I get a thorough physical. I have to admit it was quite embarrassing having him examine my nether regions while covered by only a hospital gown and my feet in the stirrups. I did though think this could be fun if it were Rob down there. I left that night after he took what seemed like a gallon of blood with 3 prescriptions. I had the prescriptions filled the next day and took them religiously. I was never told what they were exactly but judging by the emotional train ride I went on within a couple of weeks I surmised it was a regimen of female hormones. It took about 4 months and the swelling and discomfort in my chest confirmed my suspicions.. The fact my testicles were starting to draw back into my body and my penis was smaller, not that it had ever been anything to be proud of. My Valentines Day gift from Rob was feminizing facial surgery, They softened my jaw line as well as giving me a cute turned up nose. A few months later ny gynecologist performed an orchidectomy as well as a trachea shave to eliminate my Adam's apple and a tweak on my vocal chords. It was two weeks before I was allowed to speak but when I did it was obvious I was never going to be a soprano. It was more of that husky sexy Kathleen Turner voice but definitely feminine. Rob had definite ideas as to what his ideal woman looked like and had no problems explaining them. We got an exercise cycle and I rode it faithfully everyday wearing one of my leotards and tights. It didn't do much to trim my still larger stomach but soon I had muscular and full thighs. Rob found the look sexy and I wanted to do everyday I could to please him. I have no idea how he did it but my Valentines day present was a packet of documents including a birth certificate for Gretchen Sylvia Schmidt, My birth date and all the information were the same as my original one. There was also a Social Security card for Gretchen Sylvia Schmidt with a new Social Security number. From that I got a drivers license for Gretchen. Armed with that We went to the bank where we opened a joint checking account and within a matter of a few months the wallet in my purse contained credit cards in the name of Gretchen S Scmidt Rob had ordered them for his girlfriend. My birthday that year was yet more surgery. This time they used lipo suction to suck most of the fat from my stomach, just leaving enough give me a little tummy bulge. That excited me until I learned they injected the fat they ahd just evacuated from me was injected into my hips and butt! Rob loved that pear shape so many women had and by the time I healed I had it. I had to admit that with my now small B sized breasts I looked like a typical woman. Was not a happy girl with my new figure at first but when I saw happy Rob was with the results I learned to live with it. At least now I could leave the waist cincher and padded panties in the drawer but it was obvious I was going to wear control top pantyhose for the rest of my life and with certain outfits I may have to swallow my pride and wear a girdle. Well ladies, that gets you to my ripe old age of 28. Is there an interest in reading more about my life and some of my diary? I leave it to you. Drop me a note or post some comments if you want more.

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MY SISSY DIARY by Throne I guess it's my own fault because I accepted that glass of white wine my wife offered me. On the other hand, I couldn't have refused it. And she knows how poorly I handle drinks. Even before she turned me into the sissy I now am, I would get giddy after just one drink. So maybe she just gave me that fatal glass of wine to amuse herself. But the result is what you're reading now, my sissy diary. Wendy's sissy diary. My male name was Wendell but she...

2 years ago
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Kittens Diary

Kitten's Diary by Throne Monday. Okay. Marnie says I have to write in this diary, so that's what I'm doing. The other night we were talking and she wanted to know what I like about her. I didn't really think it through and said something about her big tits. I mean large breasts. She got mad because I didn't start with her smile or how smart she is. So, I tried to cover up by saying how I like that she's short, the way I am. That seemed to help. I even mentioned that I'm not a...

4 years ago
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Singles The Diary of Jane

Singles - Diary of Jane Author's Notes: This story is inspired by the Breaking Benjamin's song "Diary of Jane." I will be rewording some of the lyrics in the story and want to give songwriter, Benjamin Burnley, credit. I also hope that I give his work the respect it deserves. ************ Derrick drove over to his best friend's apartment for he was so sick of not hearing back from George. George wanting to spend time alone was normal, and Derrick respected his best friend's choice...

3 years ago
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Our New Neighbors Supplement 01 Claras Diary

November 22, 2006 Dear Diary, This thing about Daddy, it’s gotten so weird. I mean, these feelings are just not right. I know I’ve always had them, since before I started keeping this diary. But now they are getting more and more vivid. I tried to sneak a look at Daddy naked today. I failed, because he shut his bedroom door just at the last moment. I even thought about hiding a camera in his room. I mean, it would be so hot to secretly have pictures of him, or maybe a video of him and Mom...

1 year ago
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Dear Diary Ch 01

The last time I remember having used or even seen my old diary was about four years ago, after my husband and I got married and found a new home. It was a new start for me, I did not feel the need to have to mark down every single event of my married life. I was on a path into a new territory, and I would remember everything. Every minute, day, and occurrence, every happy moment, probably every bad moment, too, everything would get imprinted in my memory. Or so I thought. Years went by and I...

2 years ago
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Paige From Her Diary

Michael unlocked the door with a sigh, knowing that he had to go through with this, no matter how little he wanted to.The place still felt – even smelled – like home.  He’d grown up here, after all, and upgrading to new apartments every time a promotion made it possible meant that he had never really gotten attached to anywhere else.He had to let it go, though.  After much soul searching, he and his sister Paige had decided that it was ridiculous to keep paying property taxes on a house that...

Incest
1 year ago
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DEAR DIARY

Dear DiarybySion Sierra©I was asked to write this story by a friend. I do hope that you like it. I would appreciate any feedback you would care to give.Chapter 1I shouldn't have done it, but I had to. My daughter was acting even weirder after her Eighteenth birthday. It was only a month ago, I just figured she just thought she was a full blown adult. So here after I heard her scream she was leaving for school, I ran downstairs to give her money for her lunch. She was already gone. I entered the...

3 years ago
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Paige From Her Diary

Michael unlocked the door with a sigh, knowing that he had to go through with this, no matter how little he wanted to. The place still felt — even smelled — like home. He'd grown up here, after all, and upgrading to new apartments every time a promotion made it possible meant that he had never really gotten attached to anywhere else. He had to let it go, though. After much soul searching, he and his sister Paige had decided that it was ridiculous to keep paying property taxes on a house that...

1 year ago
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Dear diary september

September 1 Dear Diary, First of all, let me introduce myself, my name is Becky Ford and I can't believe I started my last year of high school today! I learned that there are over 600 students in my class, and over 2400 in the whole school, I doubt I'll ever get to know all of them, I just hope to recognize a few of them!!! They said that the senior year is the easiest one of all, I don't believe it!!! My locker mate seems nice enough, but we don't have any classes together, so I only see her a...

Erotic
3 years ago
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A Slave Fathers Diary

StoriesA Slave Father's DiaryA Slave Father's DiaryI have always had a submissive streak, I suppose, but over the years, and especially after I married, it became more and more pronounced. Unfortunately, although my wife accepted me wearing lace underwear whenever possible, she could not bring herself to dominate me sexually.... she "loved me too much to degrade and humiliate me," even though that was what I implored her to do. I hold no grudges regarding this, but nonetheless found it very...

1 year ago
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diary pt2

The doorbell then decided to ring. I walked to the door, frowning in wonder as to who that may be, since no one I knew lived around and I didn’t know anyone from around. Looking through the peephole, I saw a sweet looking blonde woman with sparkling green eyes, standing with her hands tucked into a tight pair of jeans, waiting. I smiled and straightened out my clothes. I didn’t mind getting to know that cute blonde though. I opened the door and smiled in greeting, ‘Hi. May I help you?’ I...

2 years ago
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Dear Diary I Cheated My Husband

Dec 3 2015 Dear Diary, I love my FB friend, but I’m afraid, I’m married and he’s seven years younger. It’s hard to believe how soon everything happened, seems as if yesterday that Ajay sent me a friend request on Facebook and started chatting with me. In no time we became close, I shared my joys and sorrows with him and he did the same. This brought us so close in a year’s time that he got some courage to propose me. And even though I told him no and tried to make excuses like age and me being...

2 years ago
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Dear Diary

"Raaaaaaaaaab!" My wife's shrill voice cut through the damp basement air. Geez, it's as if she had dropped a brick on her toes while in the middle of saying my name. I answered quietly, but it didn't matter what I said because it was a reply so low she couldn't hear me. I remember when I enjoyed the soothing sounds of her voice, but today the sultry voice had been replaced by that of one with the same jarring noise to my senses as fingernails sliding down a chalkboard. "Raaaaaab, have you...

1 year ago
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Diary 8211 My Son Made Me Topless Naked Model 8211 Part II

(Chapter Q) My right leg was on floor and my son put my left leg on table. Within a fraction of second, I opened in front of my son. Material of V-String was so less, that both lips of my crack goes out of panty. As if moon came out from cover of clouds. A faint sound erupted from my son’s gullet- Maaaaaaa. My little baby licked his dried lips and with faint voice ordered me to put hands back of my head. With his quivering hands, he attacks on my crack with camera. As a true (un)professional he...

Incest
3 years ago
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Dear Dirty Diary part 7

Dear Dirty Diary, I tried to relax but every thought led back to my ongoing string of bad luck. I thought back and brooded yet again over the theft of my car and the loss of my laptop computer. I got the car back after a week or so but the computer, with my shameful little diary in it was nowhere to be found. Then three weeks later, after the insurance claim gave me a new one, the police department phoned to tell me my computer had been recovered. I seriously considered getting it back, until...

4 years ago
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Cindys Diary Mama

October 5th  Diary, mmmm, I wish you were a real person and could see me just lying here with my sore and stretched open pussy ready for anyone to come in and use me in any way possible. But that isn’t going to happen. I’m going to do what Mama told me. What did she say? Well let me start from the beginning.  “Cindy, open up.” Mama demanded outside my door.I didn’t open it, diary. My heart was beating so fast I thought I was going to have a heart attack. Just like that old black guy from the...

Incest
2 years ago
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diary pt2

The doorbell then decided to ring. I walked to the door, frowning in wonder as to who that may be, since no one I knew lived around and I didn't know anyone from around. Looking through the peephole, I saw a sweet looking blonde woman with sparkling green eyes, standing with her hands tucked into a tight pair of jeans, waiting. I smiled and straightened out my clothes. I didn't mind getting to know that cute blonde though. I opened the door and smiled in greeting, "Hi. May I help you?" I asked...

2 years ago
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Dear Diary Today I Caught My Son Spanking His MonkeyChapter 3

The handwriting on the note was from my son. He was probably the only one with the audacity to snoop in my room and challenge me. I assure you that when I walked up to his room, I was calm and collected. I thought it may be a simple matter of demanding the return of my diary and my sex toy. I did not believe that Michael would dare push me on the issue when I strode up to his room. I was more than willing to lay off of him and not spank him again – at least for a while. I assured myself that...

1 year ago
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Sorority sisters diary part two

October 3 Dear Diary, Kim here and glad to be back at Tech, it was a really nice visit back home in St. Louis, but I think of this as my home now!!! I got an unbelievable welcome home from Betty Sue, it was like she hadn't seen me in a year instead of just a few days!!! When I walked thru the door, she practically tackled me, hugging and kissing me all over my face, she was so hard nipples and we just kept rubbing them back and forth across each other!!! We were grinding our pussies together...

Erotic
1 year ago
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E102 More from Emmas mothers diary

Between playing their different games, Emma now broadcasting on one of the adult sites they found on a regular basis, and just life in general, the fall does seem to fly by.  Before they know it, it is Thanksgiving.  Their first together.  This year has been filled with so many firsts and then repeats.  It is hard to imagine that it is only eight months since Emma attended the lecture Donald gave.  And six months since this all began with them.Neither had really done much for Thanksgiving for...

Love Stories
3 years ago
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The Incredible Diary of Paula Page

The Incredible Diary of Paula Page One thing I want to make clear about this diary. Even though it may seem incredible, every word that is written here is true. The fact that it is published on a fiction site is (as you will learn) is the only reason that my owners will let me post it at all. Yes, owners. If you want to get an idea of what I am talking about, I would suggest that you read the story ?The Frat?. You may want to skip there before you start reading my diary. It will...

3 years ago
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Episode 29 Ellies Diary

Hi, my name is Robert; my bratty little sister is called Ellie and she's still a virgin. I was checking through her underwear drawer the other day and found this diary hidden behind all her knickers. I pulled on the pink ones covered in cuddly bears over my cock and stole her diary back to my bedroom. Author's note: It's often quite difficult to separate fact from fantasy in ch1ldrens diaries: little Ellie rarely stops thinking about sex – who will take her virginity? When will her breasts...

2 years ago
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Poor Amy Diary

Amy Jameson was mortified. She had ripped apart her whole room, and she could not find her diary anywhere. If someone got their hands on it... Amy knew that she should never have put all her secret desires into a place that might one day be compromised, but she had to get it out somewhere. She could not just live with them bottled up. But now it was gone. Unless she had misplaced it somewhere - her fervent yet unlikely hope - someone else had access to her innermost thoughts, and her...

3 years ago
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Little Stephanies Diary

July 14 Dear Diary; Happy Birthday to me! Mommy and Daddy gave me you, my first diary today. Sissy's always writing in hers, and hiding it away. She didn't know that I knew where to find it all the time. Finding it and actually being able to read it were different though. She wrote what looked liked scribbles to me. It was frustrating sometimes, but, you're my diary, and I'm not going to write about Sissy all the time. Sometimes, I may write about Timmy, our big brother. He's...

1 year ago
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Little Stephanies Diary

Introduction: Curious little eyes…. Horny Teen Brother… Sleeping Parent Day 1 July 14 Dear Diary, Happy Birthday to me! Mommy and Daddy gave me you, my first diary today. Sissys always writing in hers, and hiding it away. She didnt know that I knew where to find it all the time. Finding it and actually being able to read it were different though. She wrote what looked liked scribbles to me. It was frustrating sometimes, but, youre my diary, and Im not going to write about Sissy all the...

2 years ago
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Dear Diary part 2 Tracys First Time

Introduction: Nika tells her Diary about Tracys first time with the monster cock. ​ Dearest Diary, Ok, sorry about that, I just had to get the tingling out, it was really distracting me. Whats amazing is it fit so much better this time! Oh yeah, I didnt tell you about the first time. Sorry. So Tracy and I were in bed together and she had just admitted to her relationship with her, as I found out, adopted Dad. So while I admit I was entirely disgusted at the thought of someone letting their...

4 years ago
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Daddys Daughters Diary pt2

Disclaimer all characters in this story are fictional and are over 18 years old. Daddy's Daughter's diary chapter 2The story so farCrystal writes a diary hoping her Daddy will read it and know her true feeling for him! James looked up at Chrystal ,he quickly pulled her hands from his face and pushed her away .“No Chrystal , it's not right!” James cried. Jumping off the bed, tucking his now limp cock in his trousers he ran from the room.“I am going to work, I will see you later. I love you as a...

1 year ago
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Friends Dear Diary

Friends: Deleted Scenes - Dear Diary"Now where did she hide those damn candlesticks?" Rachel asked herself.Chandler was moving in with Monica, and that meant that Rachel was moving out. She was very happy for them, even though she and Monica had been passively fighting over a pair of candlesticks that each girl thought she owned. Rachel was alone in the apartment so she decided to do a little searching. She went into Monica's room and quietly began looking through some boxes in her closet.Near...

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