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Sis’ Birthday

Day: Saturday
Date: 21 November 2009
Time: 12am
Location: Her room

She was out clubbing till about 11pm before collapsing on her bed. I had to go downstairs to pick her up from her friends as she’s too drunk to go up on here own. As she lay on the bed sleeping, I went back to bed as I had plans to go out early.

It was her 19th birthday and I didn’t get anything for her. She is my sister, and a very good one who takes good care of me. Slowly, my thoughts tire me out and I fell into sleep.

Just as I was about to fully sleep, I smelt my beer-reeking sister enter my room and lie beside me. Knowing she’s tired, I took my blanket and covered her, unaware she was naked until we’re under the blanket.

She hugged me and opened her eyes, ‘I’m here to claim my birthday present.’ ‘I didn’t prepare any, tomorrow?’ replied quickly. ‘No. You’re my present.’ said my sister with a grin. Not wanting to spoil her mood, I just let her hand roamed into my shorts I wore to sleep. I didn’t had any undies on then.

She wrapped her legs over me and slid her hips across, her pussy that close to my dick. Immediately, I reached out for my drawer which had a pack of condom from my girlfriend and slipped one on before she attempts anything.

Sitting down slowly, she guided her pussy down my shaft deep and rode it like a real cow girl. Dizzy from the beer, and high from the sex. It was super wrong, but she wanted it as a birthday present.

Her pussy was wet and tight, I became the bad brother who took her virginity, her own brother. There was a little blood, but not too difficult to clean up. My sis and I had the same blanket, it was easy to swap and claim that her period dirtied it.

As I unloaded my first shot into the condom, she fell onto my body and asked, ‘Can you keep moving? I want to make tonight last.’ I moved my semi-soft dick, which is still in the condom and quickly got hard again.

Her moans and look made me continue moving without feeling tired. I kept going at it until she was asleep, with a contented look on her face. I pulled my softened dick out and went to wash up. For her present, I came 3 times in a row. I was happy, and hopefully nothing bad will come out of our relationship.

I covered her up with another blanket and slept on her bed, with thoughts (maybe regret) of our actions running through my head.

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Tv Time

Day: Friday
Date: 20 November 2009
Time: 2pm
Location: Peiling’s living room

Peiling was seated on her favourite cushion in the living room, watching TV. And I was behind her, on the sofa with my legs opened, placing her in between.

I sat up and hugged her from behind while her eyes were glued to the show. Slowly sliding my hands down to her waist, I lifted her yellow nightdress and she raised both her hands to help me take it off her. Placing her dress neatly on the armrest, I moved forward to be closer to her back.

My hands went over her shoulders and onto kneading her firm breasts while she leaned backwards onto the sofa, slopping down so I could get a better feel. Pinching and rolling her nipples with my fingers, her hands were on my wrists as she kept me going with her moans and heavy breathing.

Bending down towards her, my left hand went south and entered her PE shorts and into her panties. She was already wet and ready for me. I stopped and lifted her to seat on the sofa while I maintained my position to be behind her.

She sat up and my left hand could now easily play with her pussy and clit. As she got wetter, my fingers went deeper and pressed harder. Her hymen was still intact, and I had no intention of taking her virginity until she’s ready.

As I felt the stream of pussy juice flowing down my fingers onto her panties. With my non-stop teasing, she leaned on me and with every orgasm, she would place her head on my shoulder while pressing my fingers in her panties deeper into her.

Once she figured she had enough fun, she took my hands out and placed her hands behind her back, trying to untie my shorts. I helped her with it and she took it between her hands and jerked me. It was quite messy and random, but that was all I needed to shoot if she kept going. My fingers were soon on her nipples again into few minutes of her handjob.

Wanting to surprise her, I took her hands open and unloaded it all onto them. She was a little bit shocked, but allowed me to finish cumming. She then went to wash her hands before sitting back down onto her cushion to continue with her TV.

I am an easily contented person, and that was more than enough to make me cook lunch for her before leaving (her parents can come back home anytime).

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Slowing It Down

I thought I would type something different for once, sharing my first sexperience.

It was my first time, and was doing with a friend I felt very comfortable with, who was also giving her first time. It wasn’t hard slipping on the condom, it was more about finding the entry point.

I could finger her at the right spot, I could lick her at the right spot. But I didn’t want to put it into the wrong hole. As I lubricated the condom on my dick with my saliva, thoughts were running through my head to get everything right.

Position my dick at the opening at the end of her pussy, close to her ass, I placed my dick head on a spot, and asked if that is the right place. Pushing it slowly into her pussy, I had no idea where I am going.

I was focused on the sight of my dick entering her. As her pussy skin get slightly tugged with the rubber, I felt as though I was pushing my little brother into a hole. Opening a door, with an oversized key. I pushed it as deep as I could, wanting to feel the difference with my Tenga. There wasn’t any blood to mess anything up, I trusted her statement that her hymen was torn by a (damn) bicycle.

Back to topic, it was warm, tight and slippery. The action of moving my shaft in and out of her made it quite unbearable for my first time. It felt good, it wasn’t just the pussy that made me feel good. It’s the moaning, hastened breathing that I hear, ecstatic, pleasurable face that I see, perspiring, warm body that I felt, that turned me on.

The perfect difference between sex and DIY. I pumped my dick in almost no constant speed as I try not to unload so soon. Fast for a while, then slowed down to close to a stop, then fast again. The whole cycle went for close to 5 minutes, which felt more like 5 hours.

She was in pleasure. Asking if she felt good, I was replied with a nod everytime. We changed to the doggy-style and the feeling was different. The movements were the same, but not the feel.

It was hitting a different part of her, and it gave me the right stimulation on the head of my dick. I could cum many times just being in doggy. Not wanting to risk anything (the thought of cumming in any girl even with a condom scared me a little), I took it out of her and she collapsed to the side of the bed.

In the end, it was her award-winning blowjob that helped me release. I enjoyed myself, so did she. It was the safe feeling that both of us felt. We knew exactly where my cum went and could visually confirm (she could tastefully confirm).

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Surprise for Sister

Day: Thursday
Date: 19 November 2009
Time: 6.30am
Location: Her room

It was 6am and I was wide awake. Our parents were home, but sound asleep. Well, if I remembered correctly, their love-making session ended just hours ago. Going to the kitchen for a drink, I saw my sister’s door ajar.

Thoughts of what we did together came into my mind and I turned into her room instead. My little brother was standing a little while I admired her body on her pink hello kitty bed. She was in a spaghetti top and the lower half covered with the blanket. I lay beside her while lifting the blanket up only to find that she didn’t wear any panties.

Feeling a little adventurous, I ran my hand from her tummy down into the blanket, rubbing her pussy in a circular motion with my middle finger. Her body responded by opening her legs wider so I could stimulate her better.

Sitting beside her, I grabbed her boob and toyed with her nipple. As my eyes were fixed on her face, I saw her facial expression changed as she got hornier. Guessing she was awake but didn’t want to let me know, I continue the little fun in her room.

Going to her feet, I went under the blanket and searched for her pussy hole. In the dark, I finally found it and proceeded to lap it like a little kitty drinking milk. Moist gathered and soon got damp enough for me to slid a finger in. But I gave her 2 fingers instead.

She gasped but did not fight back. As my fingers went deeper with every push, her pussy tighten with excitement and pleasure. Looking at her facial and body response, listening to her quick and shallow breathing, I could tell it’s probably her first time with two fingers in her. Applying the knowledge I learnt from watching so much porn, I worked both her pussy and clit, making sure she got all I could give her.

After about 5 minutes of fingering and pussy-licking, I thought enough was enough and went to prepare for school.

Our parents left for work at around 8am but I wasn’t leaving yet, still taking my time with TV and breakfast. My sister came out of her room after hearing the door closed but TV still on. Standing beside me by the dining table, she reached for my pants and took it out of my undone jeans (was home then, didn’t want to button it). She went down on her knees and licked it like a lollipop. Covering every inch of my shaft with her saliva, it was so wet that her saliva was dripping from my balls.

In a push of her own head down, she forced the whole length of my dick down her throat and kept up with the in-out action. Her gagging produced more saliva but she didn’t seemed to mind. It was the first time I had deep throat and the feeling just couldn’t  get out of my head. With a mix of handjob and deep throat, my cum unloaded right into her mouth without warning.

She sucked it hard to get it all out before putting my dick back into my undies. ‘Don’t wash it’, she said. I gave her a smile and buttoned my jeans.

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Lucky?

Day: Wednesday
Date: 18 November 2009
Time: 5pm
Location: Public Staircase

It was quite a coincidental way to know each other. I was suppose to add a friend on MSN whose address I didn’t get correctly, adding a girl instead, whose name was Christine. Instead of shying away, we chatted and got along quite well with each other.

We’ve chatted online for a few weeks before finally deciding to meet for a photo shoot. She was into photography too, but I was more focused on getting pictures of her. She was slim, with perfectly proportioned breasts, somewhere between B and C size for a 17 year old body, long silky black hair with tints of brown.

We met at Raffles Place to gather some shots of the busy city area. After a tiring three hours of roaming and shooting, we grabbed a bite at City Link before taking the train back. It was then when I took notice of her attire. Dressed in a black tight tank top and denim jeans, she looked very much like a pro with a camera in her hands.

Sending her home first, we decided to separate our ways at the staircase a few floors above her unit. As I turned to leave, she pulled me by my arms towards her and gave me a peck on my cheek. I was stunned for a second or two and felt the heat build up on my face, quite embarrassed. Without wanting to miss the chance, I held her arm and ask, ‘Can I return the kiss too? But on your lips?’ She turned to face me and gently closed her eyes.

Our lips met and it became a naughty deep tongue kiss. With her back against the wall, my body pressed hard on hers and thus, her little sister was aroused by my little brother.

Reaching under her skirt, she pulled her panties down, followed by pulling my shorts and taking out my upright-standing dick. Spreading her legs with assistance from the steps, she guided my dick right to her hole. Moving a step up solved the positioning problem and we had sex standing on the stairs.

Her pussy was not very wet. The little lubrication worked with my shaft skin to give deep thrusts. My hips was the only thing moving, along with her body which sync with the in-out rhythm. My dick was feeling extra warm, unlike with the others. After a long excruciating 20 minutes of trying not to cum, I felt it coming and pulled it out of her. Without waiting for anything, she squatted down and covered my dick with her mouth to give me the final suck and tease to fire it all out. Right into her mouth, she was teasing my with her tongue while I unloaded, right till after I was drained.

She stood up and adjusted her panties while I did up my pants, I didn’t even realised she gulped it down until she opened her mouth to show me that she accepted my gift. Giving me a wink and a peck on the lips, she turned and skipped down the stairs to her unit, not forgetting to gesture for me to sms her.

I left for home while my mind kept replaying the whole scene over and over. Will there be another time? Am I really that lucky?