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Dear Diary #2

I just nodded as I let my hand slip down to caress him. As long as he was growing more comfortable with me touching him sexually, I was happy. I felt him tense up twenty minutes later when our parents called down to tell us they were going to bed, but he relaxed again when we heard the door close.

He gasped a moment later when I slipped my hand inside his shorts to touch him directly. "Tilly, what are you doing?"

"Mom and dad went to bed, so you know they won't be back to check on us and it feels nicer this way. It's so hot and hard, yet soft to the touch. Do you not like it when I touch you like this?"

"No, it feels nice actually," he sighed. "That doesn't make it a good idea though. I don't want either of us ending up frustrated."

"Just for a little while longer," I asked. "You can pretend I am one of your girlfriends if it helps. I know I'm not pretty like they are, but I like touching you and I love you more than they do."

"I think you're beautiful Matilda, and the boys we go to school with are fools for not seeing it," he whispered before kissing the top of my head. "I won't make you stop, but don't play with me for too long. I love you too, but I don't want to take advantage of you."

He was just trying to protect me again, but I wanted to scream at him and beg him to take advantage of me. I knew he was horny enough to agree right now, but he would feel guilty about it tomorrow and I didn't want that. What I did want was for him to cum in my hands, and I had enough experience playing with his cock to be able to do it.

I spent the next half hour listening to his aroused moans as I played with him. He was too big around for me to wrap my hand around and stroke in this position, but I let my fingers trail up and down the front of his shaft. Occasionally I would slip far enough down to caress his balls, but my focus was the softer tube at the front and the ridge around the base of the head.

"Tilly baby, I need you to stop." His voice was strained and he was panting with arousal by this point. I knew he was about to climax, and he was worried about it. "I'm not sure I can hold back much longer."

"You don't have to big br0ther," I whispered. "Is my touch arousing you that much?"

"You have no idea baby girl, but it would be taking advantage of you if I let you finish me off."

"No you wouldn't," I said as I continued to caress him. "I have never felt desired or wanted before. I have the smallest breasts in the school and the boys all ignore me. Knowing I have you so excited that you need to cum actually makes me feel good about myself for once. Please cum for me and let me feel sexy for a few minutes."

Okay, maybe I was pouring it on a bit thick, but I did tell you my br0ther was dense sometimes. His only answer was a groan and I felt his cock pulse as the first stream of cum shot out into my palm. I kept rubbing him as he coated my hand and arm in his cum before grabbing the hand towel and tucking it between us.

As I cleaned him up, I smiled back at him. "Thank you for cumming for me. I enjoyed it as much as you did. It was nice, knowing I had you so excited that you would climax for me when you have beautiful busty girls throwing themselves at you all the time."

"You are just as beautiful as they are little sis, and bra size isn't everything," he said as he held me. "Maybe when we get to college you will find a man who can appreciate your beauty the way I do, but it was still wrong of me to take advantage of you like that. Despite knowing you wanted to do it, you couldn't have gotten much out of it."

"I enjoyed it more than you can imagine big br0ther, and I hope you will allow me to do it again sometime. You could help me take care of myself if you wouldn't be grossed out by it, and you wouldn't have to do anything."

"What do you mean?'

I could hear his confusion and blushed a bit. "If I tell you a secret, will you promise not to be upset with me?"

I could feel him nod and continued. "Most nights, you fall asleeep before me; I have kind of been taking advantage of you." No, I wasn't going to tell him all of it, but a bit would help open him up for now. "When you are sleeping, I can feel your cock pressed up against my ass and your arm around me. It makes me feel safe and loved, so I usually play with my clit until I cum before falling asleeep with you. If you don't mind, I would like you to just hold me while I take care of myself."

"I would love to sissy, but only if you go wash your hands first," he said. "I just came all over your hand and I don't want to risk getting you pregnant."

I just nodded as I got up to wash my hands, not wanting to explain that secret to him quite yet. When I got back, he and repositioned slightly and I laid my head on his arm as I snuggled back into him. With both of his arms wrapped around me, I pulled the hem of my shirt up and started stroking my clit.

"I wish you would have told me you were frustrated before Tilly," my br0ther murmured as he kissed the top of my head. "You have never had much luck with the boys around here, and I would have been willing to hold you like this before now. Why do you think I have always found time for us to cuddle like this and watch movies together? I love you and wanted you to feel loved. We can do this anytime you like, as long as our parents are asleeep. I would never be grossed out by helping you feel pleasure."

His words triggered my climax as much as my fingers on my clit did. Knowing he was willing to keep playing like this made my plans seem much more likely to succeed, but I was still afraid to ask for more quite yet. It was a big step from holding me while I played with myself to fucking me. When my climax ended, I snuggled deeper into his embrace and for the first time in years, we fell asleeep together.

* * *

The next week seemed to drag on forever, but there was some good news. My br0ther got a letter from Texas A&M offering him a full athletic scholarship. He already had offers from WSU and Boise state, but Texas A&M was a better school. I knew he was holding out to see if he got the offer from USC, but I had scholarship offers and acceptance letters from all four schools already. As long as we confirmed before the New Year, we would be set.

His girlfriend dumped him on Thursday, the whole you-never-pay-enough-attention-to-me thing again I think. How they expected him to have time between football practice and studies was beyond me, but he would never let his grades slip for a girlfriend. I kind of felt bad for him, but it made more time for me on Friday after the game.

We won the game, and my br0ther was picked as MVP again. Five sacks and pushing their offense to negative running yards will do that. He forced a dozen more turnovers because the opposing quarterback had to throw early and our defenders were able to intercept the ball. The other team was the lowest ranked in our division, but it was still a horrid beating for anyone to take.

We were home by a quarter after nine, and my parents went to bed as my br0ther and I got ready for a movie. My br0ther was still worked up from the game, and we sat next to each other as the opening from Zombieland started. I just hoped he would go along with my next suggestion. Reaching over, I laid my hand on his cock and smiled.

"Bro, I know you are too wound up to lay back and cuddle right now and you don't have a girlfriend to work off your extra energy with. I know a good climax would help relax you, and you did say we could play again. Would you be upset if I wanted you to take your shorts off and let me play with you so I can watch you cum this time? Mom and dad are already in bed, so it's completely safe."

He just nodded and slid his shorts down for me. I curled up against his side and listened to his heartbeat as I trailed my fingers over his cock. I loved hearing his quiet moans, but I wanted to go a bit further. "Don't freak out on me, but I am going to get down on my knees between your legs so I can use both hands. Your cock is too big for my hand to fit around easily and I want to stroke you."

He moaned again as he nodded, so I shifted positions and smiled up at him as I started to stroke his cock. "Close your eyes and pretend I'm one of your busty girlfriends. I know my hands won't be as good as their pussies, but I hope you enjoy it still."

"I would never disrespect any woman like that," he moaned. "You least of all baby girl. I love you and want our times together to be special for you. If you want to be doing this, I want you to know I am only thinking of you when you are."

I smiled up as I continued to stroke his cock. My fingers couldn't close around it, but I could have done it sitting next to him. I wanted to be in my knees in front of him so I could look up at his face and see the pleasure I was bringing him. I trailed one hand down to his balls, caressing them as I stroked around the head of his cock. As small as my hands were, it was a challenge to stroke him one handed so I mostly rubbed over the head where he was more sensitive.

Bringing my hand back up, I started rubbing up and down the front of his shaft while caressing the head. It went on for several minutes as his moans grew deeper and I could feel his hips thrusting up as he got closer. I was watching his face the entire time and his eyes kept flickering between my hands on his cock and my face. The love and desire he had was clear, but I could also see a hint of concern over what we were doing,

He was moaning and quietly calling my name as I switched back to a two handed stroking. I was covering every inch of his cock as fast as I could, wanting him to cum for me again. The sights, sounds and feeling of his cock in my hands had me so aroused I could feel my juices dripping down my thighs. When he finally groaned and started to climax, I could have gotten myself off with a single touch.

The first shot went almost two feet up before it fell back and I moaned at the sight of it. This was the first time I had ever really seen him cum, and I was fascinated by the power of his climax. Four heavy blasts arched up into the air, growing a bit weaker with each one until the last few pulses dribbled out and over my hands.

With him still watching me, I brought my hand up to my lips and licked a bit of his cum off my fingers before grabbing the towel. "I was curious what it tasted like, and I kind of like it. I can use the towel to finish cleaning you up, but I would like to keep tasting you."

I was a bit disappointed when he took the towel and shook his head. "Go wash your hands Tilly, and then we can give you some satisfaction."

I nodded as I got up and headed to the bathroom, but I licked the rest of his cum of my fingers as soon as I entered the bathroom and then washed my hands. I was curious to see how far my br0ther would go to help me this time and if he would put his shorts back on before I came out. He surprised me a bit when I came back out to find him in the same position we had used last night, still naked.

As I lay down with him, his arms wrapped around me, surrounding me in his love. His bottom arm crossed the top of my chest with his hand on my arm and the other hand settled into its familiar place on my belly. I knew he could smell my arousal, but I laid there stroking along my outer lips for a few minutes. His cock started to get hard again as I writhed against him, panting and moaning as if I just couldn't get off. A single touch of my clit would have finished me, but I wanted him more involved.

"Big br0ther, I am having a hard time finishing, could you help a bit? My breasts aren't very big, but they are very sensitive. Would you be willing to caress them a little? I would do it myself, but my arm is kind of pinned under me."

I smiled as I felt his hand slowly creep up my stomach and his fingers started caressing the bottom of my breast. As soon as his fingers stroked across my nipple I touched my clit and started cumming for him. My breasts really were that sensitive, and I had gotten myself off just playing with my nipples before, but I usually needed a firmer touch. I just wanted him to think he was responsible for my climax.

"Yes Bruce, just like that." He continued to caress my breast as I rode out my climax then snuggled back into him. It was too early for either of us to fall asleeep yet, so we finally started watching the movie. He continued to gently caress my breast, so I reached between us to hold his cock until we finally drifted off to sleep.

* * *

Saturday night started off promising. I heard my door open but there was a delay before my br0ther announced his presence. His eyes were averted when I turned around after he asked if I was ready, but I knew he had been looking at my pussy, probably for the first time ever.

We settled on watching Supernatural again. Neither of us was interested in watching something new right now and we love the show, plus we would not be upset if we missed something. Mom and dad were still up, so I just caressed him through his shorts until they yelled out that they were going to bed.

As soon as I heard the door close, I reached inside his shorts and smiled back over my shoulder at him. "Can I stroke you off like I did last night? I loved being between your legs while I played with your cock."

"I know why I enjoyed it, but why do you enjoy doing it so much," he asked in a confused voice. "It can't be very exciting for you to just play with me like that."

"You know the boys at school just ignore me so I never really got to feel sexy before. Seeing the desire in your eyes when I play with you like that, it makes me feel like more than just some flat chested bump on the wall. I know I could probably find a guy at school who would let me do that for him, but he would just want to get in my panties so he could brag about it. I know you love me and will respect me after you have your pleasure."

"I understand why you feel that way, but it still feels very one sided to me. My girlfriends always get to climax several times, but you only ever get the one after you play with me."

This was one of the things I had been waiting for. His girlfriend's always talked about how much they climaxed with him, and I knew eventually it would start to bug him that I only got one. "You could help me cum before we start and again after you cum if it helps. I really enjoy watching you, but I don't want you to feel bad about it."

His hand slid up to caress my breast as he kissed the top of my head. "Cum for me baby s!ster, then you can play with me." I was still holding his cock, but my other hand slid between my legs. Being aroused enough when I was around him was never a problem, and my pussy was already dripping. I rubbed his cock and my clit in little circles, only needing a few minutes to bring myself to a very satisfying climax. Having him caress my breasts helped, but I hoped I could get him under my shirt next time. Maybe my plan for his hand job would help.

I kept my hand between my thighs as we shifted positions and he slid his shorts off. His cock was standing tall and proud as I took it in my hand and smiled up at him. "I think a little lubrication will help," I said as I brought up the hand that was on my pussy. It was coated with my juices, and I rubbed them over the head of his cock.

His lusty look and deep throaty moan told me he loved what I had done and I started to rub around the head with one hand as the other teased along his shaft. I dipped my hand between my thighs every minute or so, collecting my juices and smearing them all over his cock. His cock throbbed with excitement every time I did and he was moaning constantly.

After only fifteen minutes he warned me he was close and I shifted to a full two handed stroke. I hoped it wouldn't freak him out too much, but I had to take the next step. As his cock started to swell, announcing the start of his climax, I latched my lips over the tip and took the first shot across my tongue. I opened my mouth wider, managing to fit the entire head in as I swallowed very drop of cum he produced. I stroked him until he finished, then let him slip out of my mouth as I looked up at him sheepishly.

"I should have asked first, but I didn't think you would let me. Your cum tasted so nice yesterday that I wanted to taste it again, and it's less messy this way. Are you upset with me?"

"Only a little, because it's not fair to you. It was so much more exciting when you took me in your mouth, but you have to settle with just your fingers again."

He was making it almost too easy for me. "I wouldn't mind if you wanted to use your mouth on me, but I guess my pussy is too gross. Is that why you always turn your head when you come in to get me, because you can see my pussy and its gross looking?"

I saw him blush and shake his head. "I turn my head because it's not right for me to look at your private parts without permission, but from the quick glimpses I have seen; you have a very pretty pussy."

"Would you like to look at me," I asked as I reached down and grabbed the hem of my nightshirt. "I don't mind you looking, but I don't want to disgust you with my body. I look a twelve-year-old girl still. Do you know how embarrassing it is having to buy my clothes in the k!ds’ section because it's the only place I can find anything small enough, or have someone ask where my parents are when I go shopping alone?"

I hadn't meant to say that, but it was a very real frustration for me. Mom had taken me school shopping at the beginning of the school year, waiting outside the shops as I looked for clothing. I had tried several shops catering to teenage girls, but everything was too big and the sales people kept asking me if I was lost. My face was red by the time we ended up in Sears, digging through the p*****n section to find something that didn't look too c***dish for an eighteen-year-old to wear.

My eyes were closed, trying to hold back the frustrated tears that were threatening to fall when I felt my br0ther's hands on mine and his lips on my forehead. "I imagine every inch of you is beautiful Tilly, and I would be honoured if you want to show me. You could never disgust me, because I love you too much to see anything but perfection in you."

I smiled at I stood up and pealed my shift off. My eyes were still closed, afraid to see his response when I felt a gentle touch on my stomach. Looking down, I saw the wonder in his eyes as he took in my body. "Do you really think I'm pretty?"

"I think you're gorgeous, little sis. I know you're small, but if you could find clothes that showed off your body instead of wearing the shapeless outfits you pick to hide it, you would definitely have the boys looking at you. Your body is perfect; you just spent too long in the wash and shrank. I blame the long baths you are so fond of."

I giggled as I reached over and slapped him upside the head. The difference in our heights made it easy with me standing in front of him. He was the only person who could tease me about my size and not have me feeling bad about it, but I couldn't believe he would do it with us both naked.

"I think I am going to have to insist on you licking my pussy now to make up for being so mean to me. I do appreciate the backhanded compliment though," I said as I sat down on the edge of the couch and spread my legs a bit. "Would you be willing to kiss me first? The only boy who ever tried was Jimmy Johnson when we were in the eighth grade, and you remember how bad that was. I want you to make me feel like a woman who you love."

"That won't be hard sis, because I do love you," he replied right before his lips touched mine.

It was soft and sweet, just how I imagined my first kiss would be, but I wanted more. My lips parted and my tongue tentatively touched his lips. As he moved down in front of me, his mouth opened and our kiss grew deeper. Our kiss was still gentle, but very passionate and I felt his cock rising again to poke me in the ass.

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Our New Neighbors Supplement 01 Claras Diary

Introduction: This is a special chapter that is outside the flow of the storyline. I wrote it as a gift for the fans of this series, especially Rinoa, who took the time to PM me some ideas and constructive criticism, which I really appreciate and encourage. Rinoa thought there was something missing about who Clara is and how she came to be such a slut. This should help… The following diary entries have been edited for spelling, grammar and punctuation only. These entries provide some...

4 years ago
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My Sissy Diary

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...

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...

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
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...

4 years ago
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Dear Diary

Dear diary: I look much younger than my twenty-one years. I am five foot two, dark hair and have what is considered a petite figure. My small breast make my puffy pink nipples stand out. I keep my pussy trimmed to a strip just above the tip of my lips. Now that you know what I look like naked... I've been out of High School for several years. I wanted to go away to college but not having the money, I'm taking classes at the Community College and working various jobs to help with tuition. Most...

1 year ago
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Dear Diary

Dear diary, What is Wrong with me???? It’s like there's a raging inferno between my thighs 24/7! This is nuts! I can feel the heat on my wrists as I type. Nothing I do seems to release the ever-building fire that's burning so hot. And believe me, I tried... The first time I masturbated today wasn't long after I got home from work. So that’s about 10 hrs from the last time I got myself off- when I was in the shower 6 this morning. James was looking so hot on the bed when I walked up the stairs...

Masturbation
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...

2 years 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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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...

4 years ago
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Neils Diary

Dear diary, I don't normally find looking out my window to be that interesting, since all there is to see outside is my back garden, the cricket pitch over the wall, and the old people's house over the fence at the end of the garden. Today though, things got more interesting. I noticed that a new, younger family (most of them girls) had moved in with the old people next door! To think there might be pretty girls living across on the other side of the fence, sitting in their rooms...

3 years ago
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The Diary

The Diary by Andrea Lena DiMaggio Romulus, Michigan....November 23, 2016 The young man lay on his couch; another migraine courtesy of a job that promised no future other than being consigned to disappointment. It wasn't so much what he was asked to do as in what manner he was asked to perform his tasks. He heard a soft knock at the door followed by an even softer half-growl from the Weimaraner that lay next to him on the floor. He arose and walked quickly...

Historical
2 years ago
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Watching JulieChapter 8 The Diary

They say our lives are an open book, and there it was: Julie's diary, open on the kitchen table. Its siren call hit me in the gut, and I didn't need any Greek to understand, "Read me, Read me." I reached for it and was about to pick it up when it hit me. This was a line that maybe I didn't want to cross. It's not that Julie was terribly secretive, at least my spouse and I didn't think she was. Sure, there was stuff we didn't know about--she was a teenager, after all--but we were...

1 year ago
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Rachels Diary

I so need to confess what I have been doing for a long time! But I will tell you, can you keep a secret? GOOD! Well for the past few months, I've been a naughty girl! I cant help it, I guess I've become addicted to it. Oh, sorry you must wonder what im talking about. Well let me tell you from the beginning. I've always been curious about my best friends, Rachel, life. We used to talk alot, but lately things have changed. Ever since she met Justin, she has been sorta well distant. Justin is her...

Voyeur
3 years ago
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FateChapter 6 Peggys Diary

From time to time Peggy will put a current entry to her diary in to help you understand her feelings about what has happened lately in her family and friends. And from time to time she will write a section of a Chapter. It will indicate [BY PEGGY] when that is the case. Otherwise it will be by me, John. I don't think anyone else will write any but it will indicate if that is the case. Who knows. [BY PEGGY] Dear Diary Once again I return to my diary to share my most intimate thoughts. I...

2 years ago
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A Peek At Lisas Diary

*This is the first entry reformatted. I hope you enjoy!* Diary, I had the most fantastic evening with Michael last night...I can hardly contain myself! I just have to share it with you right away; he's actually still sleeping beside me and i'm still in my fav pink teddy. You remember when i told you last week how we started fooling around last month? Well I need to bring you up to speed! Mom let Michael sleep over last weekend, so after school on Friday we stopped at his house to...

2 years ago
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My Sexy Diary

My name is Dorothy and I’m nineteen and live with my mother and my stepfather. They’ve been married for the last two years. I’m home on summer break from college. Mark, who is my stepfather, is really cool and we spend a lot of time together. My mother is a nurse at the hospital. She works from three o’clock in the afternoon, until eleven o’clock in the evening. I find Mark very attractive and really sexy looking. He is 6’3” and weighs around two hundred and twenty pounds. My stepfather loves...

Taboo
2 years ago
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The Diary

The longer I live, the more I believe the old adage that things are never what they seem. I am a generally easy going kind of guy, and until recently seemed to have had a fairly normal life. It appeared like I had it all. I was at the pinnacle of success, with a great job, a gorgeous wife, plenty of wealth, and a large home in the suburbs. This is my account of how my perfect life came tumbling down. But before I bring you up to present I will go back six weeks ago. It was February 2, 2014, and...

Cuckold
3 years ago
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Tims Diary

Tim's Diary By R. Gold Chapter One Hey Rob, You won't believe my weekend, buddy! I had to write to someone and who best to talk to than an old college roommate? Well, I found the woman of my dreams partying in a bar in little old Seattle. What a night! What a weekend! It all started when our office went out to happy hour at the tavern around the corner from the office. Brenda, our secretary, dragged me along insisting that I take a break from the paperwork and help...

2 years ago
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St Trinians Janes Diary

September 1 Dear Diary, First of all, let me introduce myself, my name is Jane Stevens and I can't believe I started at the infamous St Trinians school school today! I learned that there are over 600 students in the school - but only about 100 in the senior year - still 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 roommate seems nice enough, but we don't have any...

4 years ago
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Lynns Diary

Lynn’s Diary: my travels down a road of sexual exploration… My mind is reeling; it’s hard for me to comprehend everything that happened last night. I’m lying here in bed, stark naked, and I’m not alone. (That, in itself, is front page news for me, ever since my divorce four years ago). Not only am I not alone, but the companions are in bed with me. (Yes, there are two of them…) I hardly know where to begin, as I think about how to write today’s diary entry. I look back over the last four...

Hardcore
2 years ago
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My Little Sisters Sex Diary

A few years ago, I moved back in with my parents. I became depressed after the man I loved (supposedly) died while touring in Afghanistan, and I needed the support. When I moved back in, I discovered just how big of a whore my little sister had become while I was away. (And how big of a slut she had been without my noticing.)One Friday night she left to attend a college frat party while mom and dad went on date night. With nothing to do so early in the evening, I decided to do some chores. I...

3 years ago
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Dance Diary

Dec 27, 2006 Dear Diary, Mummy has been as good as her word! She enrolled me today in a ballet school, my Christmas present from her: six months of weekly dance lessons to see if I have what it takes for that kind of life. Do I have the discipline required. The instructor is a rather handsome man in his mid-thirties or early-forties, I'd guess ... but with an athletic build and cute bum ... a dancer in his youth most likely. Not sure if he's gay. Most male dancers are, you know. He was...

2 years ago
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TwinsChapter 5 Diary

Beep, Beep, Beep, Fuck, I forgot to turn that dam alarm clock off again, it’s Saturday morning. But before I could get out of my bed, Darcy came into my room wearing her white robe, and she shut it off. “Dam-it Marcy, it’s Saturday,” she said as she came over to me and sat down on my bed. She then leaned down and kissed me on my lips. I open my mouth and her tongue went into my mouth. I could tell she hadn’t brushed her teeth yet, her breath smelled terrible, but I’m sure mine was just as...

3 years ago
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The Diary

All-in-all this has been a crappy year, so when a heavy package arrived from the law firm of Holland, Scharz and Jacobs I was expecting the worst. Inside the padded manilla shipping envelope were two items. The first was an antique leather-bound journal with a worn strap holding its covers shut, the second was a heavy envelope with my name, Melissa Gordon, written on it in neat (if old-fashioned) cursive hand. The letter inside was typed on expensive heavy-weight paper that had the company...

Interracial
4 years ago
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E105 New Years Day The End Of The Diary

Dorothy and Maude spend the week with Donald and Emma. Twice more, the four women do play together. Once in the afternoon when Donald and Emma are both out, and one night when the two older women slip out in the night, as arranged, to spend the night with Karen and Julie. The morning after that night together, all are a bit groggy at breakfast.Donald and Emma want Dorothy and Maude to stay through New Year’s, but the women say no, they want to enjoy being on the train heading home on New Year’s...

Love Stories
4 years ago
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Lindseys diary

Dear diary Sept 12 Saturday, OMG diary this is the first time I have made an entry that really feels like it means something. Today, well tonight actually mom drank almost half a bottle of wine and got really drunk. She started crying and apologizing to me but I couldn't get her to tell me why she was sorry at first. Finally she said it was because she was such a geek, and that she knows that she raised me to be such a geek too. I think that its because she's really lonely, all...

3 years ago
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Great Grand Mothers Brothel Diary

This is a different story format, is historically correct, uses real Western lanquage. and grammer. Hope you enjoy reading it. I always heard stories about how her f****y was one of the first families to settle Durango Colorado. Well my Grandma Putnam finally passed and my mother wanted me to go through all the old f****y papers and heirlooms. I started rummaging through a trunk and found an old leather binder entitled “Madam Patricia Putnam, Business Diary 1875 – 1895”. It must have been...

3 years ago
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My srs Diary

I’m Tom. I am a hard working senior in college with a minimum wage job and a loving f****y. I have a younger s****r that means the world to me, a mother and a father that have helped me get through all kind of tough times and help me out every step of the way. I also have four of the best friends in the world, or so I thought until I rooted through my s****r’s diary. I wasn’t just snooping around, I was worried. It went like this: I noticed that my s****r was dressing in skimpier and skimpier...

2 years ago
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My srs Diary

I’m Tom. I am a hard working senior in college with a minimum wage job and a loving f****y. I have a younger s****r that means the world to me, a mother and a father that have helped me get through all kind of tough times and help me out every step of the way. I also have four of the best friends in the world, or so I thought until I rooted through my s****r’s diary. I wasn’t just snooping around, I was worried. It went like this: I noticed that my s****r was dressing in skimpier and skimpier...

3 years ago
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Dear Diary

January 1st 2017Dear Diary,Well, I did it again. New Year’s resolution nailed within half an hour of the clock striking twelve. And why not, eh? Why set targets that take all year when you can get immediate results?It’s Saskia’s fault. This year, last year and the year before. All her. She’s a bad influence. She arranged things in advance this time - practically sold tickets. Brazen slut! She’s terrible but you’ve got to love her. You should have seen what she was wearing last night. Absolutely...

Oral Sex
2 years ago
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Her Diary

We were having coffee after dinner when she excused herself, with a wink, to visit the restroom. For no particular reason, I glanced at her open purse lying on the table and noticed the small pink book that said “Diary” on the cover. I sheepishly pulled it out and fanned the pages to browse its contents. My heart nearly stopped beating when I read the latest entry: "Dear Diary, I’m going out with him again this week and it is so bitter sweet. Such a sweet, generous man, but one who is very...

Fetish
2 years ago
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Great Grand Motherrsquos Brothel Diary

This is a different story format, is historically correct, uses real Western lanquage. and grammer. Hope you enjoy reading it. I always heard stories about how her family was one of the first families to settle Durango Colorado. Well my Grandma Putnam finally passed and my mother wanted me to go through all the old family papers and heirlooms. I started rummaging through a trunk and found an old leather binder entitled “Madam Patricia Putnam, Business Diary 1875 – 1895”. It must have been...

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