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Charlottes Diaries (Part 13 of 36)

dragonsclaw on Diary Stories

Charlotte’s Diaries (Part 13 of 36)

Introduction to my sexy world

Hi my name is Charlotte, Charly to my friends. I am 36 years old I am married, I have two daughters and ever since my second daughter was born a couple of years ago I have turned into a bi-sexual nymphomaniac slut. I am always horny. I have over the past couple of years discovered that I’ll do just about anything sexual that a wo

My boyfriend(?)George

warriorcat on Diary Stories

This is my first story so it might not b 2 gud,lets hope not,this is real,

I was 17 years old,I hadn`t had a boyfriend all year because of George.George was the sports type of guy,he was into hockey, basketball,wreseling,and long distance running,he was also the quarterback of my school`s football team.As you can tell he is muscular,and tall,he comes from Canada,he has black curls of hair about

day for the bosses

dawno on Diary Stories

well my ole man came in at lunch time and said i had to ride the combine or big truck one,with the big bosses..said we already asked for too money this month,but they would give us 500 more he would bring me with a wet pussy to the Field with him after lunch and i could tend to the bosses needs until quitting time,in fact,one of them would bring me home when the were done with me. I figured i wo

Seaching for Big O

Xandria on Diary Stories

Searching for Big O 

By Xandria

February 1st 2003 12:30am

Dear Diary,

Something happened tonight...

I can’t believe I’m about to write it all down, but I desperately need to tell someone, and I know that I can never say this out loud.

I’m blushing a little as I write this, but it was just so hot, and I’d undressed to have a cool bath, when I caught my reflection in the full length mirror. Confused, it took me a moment to realise that the beautiful woman reflected, was me! I’d

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never really taken much notice of my developing body before, but I’m sure aware of it now.

Shock and disbelief filled me as my eyes traveled over my firm, slightly tanned body. Strong calf muscles stretching up to my long, smooth thighs and meeting at the tuft of black pubic hair covering my small mound. The slight widening of my hips, dipping inwards for my slim waist. Eyes traveling higher, firm breasts rising and falling faster as sweet quivers began to spread through me. Unable to pull my gaze away, I ran a single finger down between my breasts, enjoying the little thrills as my fingers caressed the underside of my breast, running another down my flat abdomen, gently stoking my fingers over my sensitive pussy.

A sudden, indrawn breath caught my attention. Eyes flicking to the refection of the door behind me, I found to my horror that it was open, and in the doorway stood my very besotted looking Uncle! His mouth hanging open as his eyes moved over me, something shifting in his loose black pants. He turned his back, seemingly coming to his senses.

"Ummm", he cleared his thought nervously, "Sorry, I um - just came in to say goodnight, Janice and I are turning in early". He laughed a little, nervously, "I’ll - umm - remember to knock in future", before leaving me alone, closing the door behind him, as I called a shaky goodnight in return.

I fell onto the bed, my face glowing red with embarrassment.

My Uncle Matt had caught me admiring my nude body in the mirror...

My Uncle Matt had caught me touching myself while admiring my nude body...

My Uncle Matt had gotten a hard-on from watching me!

But that’s not the worst part...As I lay there, remembering the way his eyes had moved over me, the movement in his pants, I felt that down low, tickling heat begin in my pussy. I had to admit that getting caught was kind of a turn-on, and seeing Uncle Matt becoming aroused as he watched me...

My hands began to stroke and caress my breasts again. One hand traveling slowly down my flat abdomen, trembling as it stoked closer and closer to my now very wet pussy. Moaning softly, my inner muscles tightening in anticipation, my fingers gently parting the delicate lips, as another began lightly tapping and stroking my sensitive clit.

My mind wandering as the sweet sensations grew. As my strokes became faster, I wondered what would have happened, had my Uncle not turned his back. What would have happened if he’d come in further and closed the door behind him.

I imagined him gripping my slim shoulders, unable to control himself as he crushed my soft lips with his own. His hands stroking down my arms and over my hips to grip my tight ass. Pulling me firmly against his rock hard erection. Whispering my pet name, "sweet thing", into my ear, telling me how much he wanted me, had always wanted me. Spreading my thighs wider bending my knees to give my fingers better access, as they worked rapidly on my singing clit. I felt my muscles tightening, screaming for something to grip onto, as I rode the sweet waves of my orgasm. Racing towards something, just out of reach, just out of sight, the pleasure growing stronger as I drew closer, but I just couldn’t reach. I had to bite back my scream of frustration as the sensations began to fade.

I got so close this time...Damn I don’t even know what it is I’m reaching for, all I know is that every time, I feel myself moving towards something stronger, more intense, and the frustration that fills me when I can’t make it, is overwhelming. Through the wall I heard the rhythmic movements of Matts’ and Janices’ lovemaking, heat spreading again as I heard him moan and grunt his release.

Guilt and shame fills me as I write this. I long to feel Uncle Matts’ strong hands and mouth on my hot body, to feel his cock stretching my tight virgin pussy.

What would he be like? Would he be rough, taking his pleasure hard and fast with little care as to mine? Or would he take it slow, caressing hands, exploring mouth, bringing my willing body to peak after peak before finally enjoying his own release?

February 7th 2003

Dear diary,

It’s enough to make me want to scream in frustration. I’ve started wearing less and less around the house. Desperately trying to make him notice me again as more then just his niece, but as the woman I have become. But he doesn’t seem to have noticed anything! His chaste kisses and hugs are driving me insane. My mind and body crying out for him to "accidentally" stoke my tight ass or firm breasts. But nothing...Nothing!

But his lovemaking with Janice seems to be getting more and more intense. Night after night this week, I’ve lay in bed listening to their now, more vigorous coupling, my fingers stroking at my quivering pussy in time with Matts’, loud grunts and moans, and I swear I heard Janice whimpering once after he’d finished, he was insatiable these days, and she was afraid she wasn’t really satisfying him anymore, he just always seemed to need more then she could give.

I can’t help it, it excites me that she’s unable to satisfy him. Makes me wonder if he needs something – someone - else to satisfy his, now raging libido.

Damn-it! Doesn’t he know he only has to open that door and I would be his sexual slave? God I want him so much.

I want his hands on me

His mouth on me

I want to taste his salty skin, slide my hot mouth over his hard cock.

I want him to be my first, to fill my virgin pussy, and flood my with his cum

February 14th 2003

Dear Diary,

Things have become much worse, or maybe better, I’m not quite sure how I feel yet. Maybe after I’ve written this down, I’ll have a different perspective on the whole episode...

After listening, shamelessly to Matts’ frisky lovemaking to Janice over the last few weeks, I decided that I needed to see for myself. I’m still not quite sure how I came to this decision, but the next thing I knew I was sneaking up the hall to Matts’ room. The door was ajar, and I pushed it open just a little. My mouth went dry and my legs weak at the view that greeted me.

Matt lay on his back, looking up at a rather stressed looking Janice between his spread bent knees. Holding her head tightly as he thrust his cock into her sucking mouth, suddenly growling in vexation, pulling her away. For the first time I saw his large cock. It was a monster! My mind reeled with fearful arousal as I imagined that cock, stretching, filling, ripping my tight virgin pussy in two.

I watched my hand slowly stroking my firm breasts, as he pulled her astride his hips. Delivering a sharp slap to her soft ass.

     "Now - tell Uncle Matty your sorry", he spoke, his voice quiet, dangerously calm. I knew that Janice wouldn’t dare disobey him and I was right.

     "I’m sorry uncle Matty", she whimpered, scared but obviously aroused by his domination.

     "It’s alright sweet thing, I’ll forgive you this time".

My breath caught as I heard him use the pet name he had saved for me, since forever! The light sound of my shocked gasp was enough to gain his attention. His eyes focused on me, in my oversized, only half buttoned shirt, one hand stroking my rock hard nipples, the other, moving quickly south towards my hot pussy.

Our eyes locked. I watched, too terrified to move, as his face darkened, a wicked smile forming, as he gripped Janice’s waist, his eyes never leaving mine as he held her in place and thrust his full size into her. His lips twitching with the pleasure it had obviously sent through him, but his eyes stayed glued to mine. Sitting up, watching me over her slim, trembling shoulder, as he began to move her body forcefully on his hard shaft, his now almost black eyes, burning into my own.

     "That’s it Sweet Thing", he began to speak, "Show me, honey - show me what you’ve brought for Uncle Matty", he spoke to me, holding Janice in place as she tried to move.

Knowing what he wanted, I unbuttoned the rest of my oversized shirt, letting it drop to the floor. Thrilling at the deep groan he gave as his eyes moved over me, pulling Janice down harder on him.

     "Oh yeah Sweet Thing, that’s what Uncle Matty likes - Is this what you want? You want to be Uncles little whore?", his voice harsh, moving the woman kneeling above him faster, thrusting deeper. I heard her moan, and saw her back quiver, obviously she was enjoying the way he was talking, but she could have been a blowup doll for all he cared, his attention was focused solely on me.

     "Touch those titties for me; let me see you stroke those nice hard nipples".

I obeyed blindly, eyes still locked, gasping at the thrills my stoking fingers were causing.

     "God Damn you look good Sweet Thing. Now move that hand back down to your sweet pussy for me, Stroke that clitty for Matty", his voice gruff, out of breath, as he moved the surrogate pussy faster, harder on his hard cock. Again I obeyed, working my ready clit in time with his violent movements, gripping the door frame tightly as the sensations grew. Once again I was racing towards something. That, just out of reach entity. My head tipped back, eyes closing, as waves of ecstasy flowed through me, that entity still out of reach, but I had gotten closer then ever before...

Eyes flickering open again, I was greeted by Uncle Matts’ cheeky grin. I watched as he thrust, once, twice, and a third time before letting out a deep groan, crying out, head falling back, as he pumped out his own rapture within the woman still astride him, his movements changing to long slow stokes as he came back down to earth. I knew at that moment that it was time to leave. Quickly, before he could regain his senses, I turned and ran back to my own room, locking the door before falling onto my bed, confused, scared, and more aroused then I had ever been...

Oh god what have I done? How am I going to face him tomorrow?

What will I say?

What will he say?


February 5th 2003 11:00am


OH THANK CHRIST!!!

He’s gone. Janice said that he’d received a call early this morning, and had to go away for an emergency business trip to Sydney.

I know I’m going to have to talk to him again. And shit is it going to be tense – but at least it won’t be today!


I might go to the beach this afternoon. I’m not sure that I want to be alone in the house right now with Janice either. She’s bound to sense something. Maybe it’s time for me to consider living on campus…


February 19th 2003 8:00pm


I’m so sorry I haven’t written in so long, but the last few weeks have been busy. I know I’ve taken the cowards way out. But I think it was the best thing to do. 

I left while Matt was away, He should be back by now.  I wonder if he was angry when he found out I'd gone, or maybe relieved.

Anyway I'm now living in the Uni Dorms, and it's not bad. The occational party when I'm trying to study, but hey...My room-mates' nice, her names Vicky and she's so pretty. Shoulder length blond curly hair, and a lovely fair complextion. So far we seem to like the same kinds of music and movies, I'm sure we'll be great friends.

Ah just one problem...Her boyfriend Jake is hot!!!

NO! I promised myself that I wasn't going to have any more sexy thoughts about him.

Mmm o.k one more he he he.

Dear Sadie

hillarysmuff on Diary Stories

Dear Sadie,

I'm going to call you Sadie. My mother bought this journal a year ago and now I'm going to call you Sadie. As you can see from the picture I've taped inside your front cover, I'm 13, 5'2", 95 pounds, with long red hair and thick lips. My breasts are just beginning to sprout. I'm between an A cup and B cup. It's kinda hard to get a bra that fits right. Mostly I just use sports bras, or not wear one.

Anyway Sadie, I'm writing you because things in my life have really begun to happen in my life. Last night, I had a sleepover at Nicky's house. Nicky is half Hawaiian. She is my size and weight, but she has the most beautiful olive skin and long dark hair. About nine o'clock, Nicky's mom left us alone and it was "tickle time". That's what me and Nicky ca

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ll it. We take off all our clothes, then lay next to each other on the bed. Nicky usually starts by running her fingers along my body. We've been doing this for three years, but the last time, she actually stuck her fingers in my pussy, then licked them and kissed me. Of course, I had to do the same for her.

I was really looking forward to last night. I was so wet while I watched Nicky undress. Her boobs are smaller than mine. My nipples are pink, but Nicky's are dark brown. We're both only beginning to get our first hairs between our legs. When we were naked, we climbed into the bed. We started to lay next to each other, but Nicky fell over on me. We both giggled and I pulled Nicky as I spread my legs and felt her pussy touch mine. I felt electricity shoot through me and we started rubbing against each other. That's when we heard the noise in Nicky's closet.

We got up and tiptoed to the closet. Nicky pulled the door open and Nicky's ten year old cousin was in the closet. Allen had his pants down around his knees. Nicky grabbed him and threw him across the room. He landed next to the bed and we could both see his thing hanging out. "I can see you enjoy what you're seeing dweeb". She looked at me and I could tell that she was thinking something. "Get on the bed dweeb" she told him, "I'm going to teach Casey something and you're going to enjoy it, but I swear dweeb, if you tell anyone, I'll kill you. Now, get on the bed".

Allen sat on the bed. Nicky pushed him back and made him lie down. She licked her palm, then grabbed his thing. She began working her hand up and down his thing. She used her other hand to put one of his hands on her boob. Allen smiled, then a moment later he shot white stuff all over himself.

"That's called a handjob" she said, "it's an easy way to get a guy off". She stood up and told Allen to stay where he was. She pulled me over to the closet. She started to whisper in my ear. "It hurts the first time a guy puts his thing in you, so, why don't we let dweeb here put his thing in us, then it won't hurt so much the first time?" "You want to?" I asked. Nicky nodded, then walked over to the bed. She climbed on top and slowly put his thing in her. She went up and down about five times, then climbed off. "Your turn" she said.

I climbed on top of Allen. I had a hard time learning where to put my hips, but I finally got his thing in me. It didn't hurt at all, it felt good. I started going up and down. I lost track of how much. Nicky pulled me off of him. "That's enough" she said, "pull your shorts up dweeb and get out of here". Allen got up. We shared a look and I think he knew I wanted more.

A couple of hours later, I was still awake and I could tell Nicky was sleeping. I snuck out of her room and found Allen's room. He was lying on his back. He was only wearing jockeys. I pulled his jockeys down and was surprised to find it hard. I wondered if it hurt. I tried to be careful as I climbed on him. I put his thing in me. It felt so good. I started sliding up and down on him. My boobs felt so hot. I squeezed them and I almost made a noise. I had to bite my lip. I noticed him get stiff, then felt his stuff shoot in me. He smiled, then opened his eyes. "What happened?" he asked. I put my hand on his mouth. "Do you want more?" I asked. He nodded. His thing was still hard and in me. I started riding him again. I put his hands on my boobs. He started thrusting his hips. The bed made a noise and I had to stop him. We started again. A few minutes later, he shot his stuff in me. I gave him a kiss then climbed off.

I had to stop off at the bathroom because his stuff was running down my thighs. I cleaned up as best I could. I climbed back into Nicky's bed. I spooned up next to her. She moaned a little as she held my hand and kissed it. We fell asleep holding each other.

Hi Sadie,

It's been three weeks since I wrote and I have something new to tell you. Three days ago, I was on my way home from school. I noticed this old guy under the creek bridge. I know he was homeless because he had shabby clothes on and he had a shopping cart. I still had the lunch my mom packed because my teacher had bought lunch for me and nicky because we both got A's on a pop quiz. I parked my bike and took him my lunch. He smiled and said "Thank You" as he ate the sandwich. I watched him eat. I guess I was fascinated because I never knew my father or either of my grandfathers. It made me feel good to feed him. I fed him the next day and today, but today.....

After he ate, he smiled and thanked me again. I asked him his name. He told me it was Tom. I asked him if he had a wife. He smiled and said "No". I then got a crazy idea and asked him if he wanted a handjob. He looked at me like I was crazy. "You know, handjob", I said moving my hand up and down. He just sat there, so I pulled up my shirt and showed him my boobs. He grabbed one of my boobs and started sucking on the other. I laid back and started getting hot.

Just then, he stuck his hand under my shorts. He knew where to go because once he started touching me, I felt stirrings in my belly. He stuck his finger in me a couple of times. I wanted to fuck, but I was letting him do what he wanted. Suddenly, he stopped and pulled my shorts off. He moved between my legs and I just let him. A moment later, I felt his thing go in me. Nicky was right, it hurt, but then the pain ebbed and it started to feel better.

It only took a couple of minutes, then he shot his stuff in me. He looked nervous as he pulled his pants up. He looked around, took his shopping cart, and took off. I pulled my shorts up and went home. I took a shower, then a bath. After the bath, I noticed that my pussy stank. I got nervous and worried. When my mom got home, I started crying. I was worried that I had caught a sexual disease and I didn't want to get the old guy in trouble, so I told my mom that I had fooled around with a guy at school and I was scared. She was pissed, but took me to a doctor.

We both cried this afternoon and night. I ended up on the pill and I was grounded until school finished.   

Dear Sadie,

It's been two weeks since summer vacation started. Nicky went away to camp. My mom couldn't afford summer camp, so she made me promise to behave while she was at work. Yesterday, I was riding my bike around and I had to pee, real bad. There's this three story building in my neighborhood. It was the place closest to where I was. I went up to the front door and found it locked. A security guard got up and came to the door. I told him I had to pee. He looked around, and let me in. I thanked him and practically ran to the bathroom.

It was the nicest bathroom I've ever seen. There was a couch and scented soap and towels. When I finished, I went to the desk where the security guard was. Like the homeless guy, he was an old guy. He told me that he wasn't supposed to let me in, but the three people that came in had left. Then he started telling me how he worked 12 hour days on the weekends and how it was slower on Sunday than Saturday. I asked him his name, and he told it was Frank. I asked him if he was married or had a girlfriend. He told me no. I started getting an idea. I asked if I could visit him on Sunday. He told me yes.

When I went today, I wore only a tank top, shorts and flip flops. Frank let me in again, and I went right to the bathroom. I undressed, then poked my head out into the hallway. I called Frank and told him there was something he needed to see. When he walked in the bathroom and saw me naked, his eyes got real big. He just stood there. I grabbed his belt buckle and pulled him to the couch.

I had to open his zipper and get his thing out. I raised up my hips and he finally started responding. His thing was as big as the homeless guy. It didn't hurt at all this time. I was surprised at how long it lasted. He fucked me for an hour before he finally came. He held me for a few minutes, then I got up and got dressed because mom was going to get worried about me.

I gave Frank a kiss as I left the building. Then, as I was leaving, I noticed that Frank had a van. I got an idea, but it would have to wait till next weekend. I can't wait.ÂÂ