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Her First(s)

Hmm.. this entry sure did bring back some memories. Maybe bad, but still, memories of my ex-girlfriend, Peiling.

Peiling and I use to play at Block 1 along Thomson Road, opposite Thomson Medical Centre. It was about 4pm if I remembered correctly. For that area, 4pm is pretty quiet. But bright enough to be spotted from the hospital.

To many, I think you would think it’s quite boring and childish. But well, that was what happened for a start.

Because of her conservative and innocent mind, I would respect her as much as I could, while slowly showing her the fun side of pleasure. I would try as much  to wear bermudas of thin materials. We would meet at that spot to have fun, usually after dinner at Novena. She would be in her white ITE uniform most of the times (standard skirt length, she’s not into super short ones).

In the beginning, I would push her against the wall while kissing her in every way and hands massaging her breasts outside her uniform, trying to get her horny. She is a girl who doesn’t masturbate, doesn’t watch porn, very innocent and pure – until she met me. Her moans and hugging would get tighter as I tempted her with pleasure . As I get hornier, my bulge would be very obvious. It was mine (dick) whom she felt  for the first time. Though it was just outside my shorts on my bulge for this part, the previous sentence would apply in the later parts.

I guided her hands to move up and down my shorts to keep me hard. Then, I will push my bulge around her pussy area through her skirt and and move rhythmically to masturbate her and myself. It would be a treat to her when I occasionally moved randomly and violently. She loved it, she felt good but she didn’t know anything then. She just knew she had to continue making me hard so I could pleasure her. The only way I remembered to get off was for her to masturbate me through my undies, and she would hold tissues in front of my dick as I unloaded, without her touching my dick at all.

I remembered there was once she overdid it unknowingly and made me cum in my underwear. It was quite epic as I struggled to clean it.

Soon, it was time to use the vibrator I bought a few years ago from Japan. It was clear in my head. We sat at the stairs and she was convinced by me to try the ‘scary’ vibrating device on her pussy through her skirt. She began liking it and soon, the vibrator was part of of the play we had.

I couldn’t go further than her skirt until much later, she wanted to feel more from the vibrator. My hand would disappear under her skirt and the vibrator would make her high from outside her panties. I wasn’t allowed to even see her panties except when she was too high to care, I would catch a glimpse. That was quite about all she wanted. We could spend two full hours, making each other horny and all sweaty, before letting me shoot.

After a couple of months of playing at Block 1, I asked her for a handjob. She didn’t know how to go about it, and was very unwilling. For her first attempt, I bought an extra thick Durex condom and capped so she would not be too scared to touch it. She gave in and did as I said and made me cum after struggling to keep her tired hands moving. To think we took turns jerking ME off. Lol.

After a few handjobs with condoms, she decided not to waste anymore money and would give me a handjob without condoms. I remember sitting in front on the steps in front, back facing her, and opened my pants (along with undies) for her hand to enter. She didn’t want to see it, but she trusted me and touched it. . From then, she got used to using her hands and handjob became part of our usual play. Most of the sessions, she would sit between my legs a step lower from me, and I would use the vibrator on her while she jerked me off.

I was sure we had fun. I would cum on her hands and we would skip to the kopitiam nearby to clean up – hand in hand.

Finally, it’s time for the blowjob. It was unforgettable. We were making out at the middle part of the stairs, like 2.5 flight of stairs or somewhere. My hand was under her grey denim skirt, rubbing her wet panties, while her hand was in my shorts, getting me off. As I got very very hard from her random speed and movements, I asked if she wanted to try using her mouth and being in a ‘high’ mood, she knelt down and took my dickhead into her mouth, she wouldn’t try taking more of it into her mouth, but was more than sufficient for me.

She didn’t like the taste, but I think she continued because of my ecstatic facial expression. All I knew was my head was spinning and being bombarded with pleasure and numbness. I remembered my eyes were on her all the time, letting her know I was enjoying it.

Although she didn’t suck for long, I enjoyed it and felt especially good after we cummed together. We sort of upgraded from Block 1 after a few months, to her place, my place and hotels. And I’ve even got a powerful pink bullet vibrator for her.

The phrase I remember her telling me is still very loud and clear in my head, ‘我每次想起你的时候都觉得horny,会想要玩。’ I guess she was effectively destroyed at this stage.

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After 120 Days

Day: Thursday
Date: 26 November 2009
Time: 11pm
Location: Alley behind her house

It was the last day of attachment for her and last day of FYP for me. We went out for a chit chat around her house, and it was 11pm when I sent her home.

We walked along the alley of her house as I was around (safer?) and will reach her house sooner. As we walked, there was an awfully long silence. 2 more lanes and we’ll reach her house.

I stopped her and stood in front of her, not wanting to go home so soon, I asked her to accompany me to chat for a while more, and she did. We sat by the steps near the drain and it was totally dark. In between the sides of houses, there wasn’t easy to be spotted.

I hugged her by the waist and her lips immediately went for mine, knowing exactly what I wanted. Our lips did not separate for a second, tongue fighting, lots of saliva exchange, but we didn’t mind. Tilting her body towards mine, my hands ran up her babydoll dress and bra, mynaughty fingers showed at her neckline.

I make sure she would beg for me to touch her more, with gentle squeezes and nipple pinching, she was moaning softly, while trying to grab something between my shorts. Moving my right hand under her skirt, I rubbed her drenched panties to get it all soaked before putting my hand in. While my thumb was pressing her clit, my middle finger ran along her opening non-stop, alternating between rubbing and fingering her.

For one moment, she squealed and her whole body shivered while I felt her pussy tightening around my finger, followed by release of juices from her pussy. She hugged me closer while I kept fingering. High from the pleasure, she pulled my shorts open, took my rod out and massaged it with both hands. Occasionally, she would stick her hand into her panties to collect some ‘honey’ while I rested my fingers by teasing her breasts.

Smearing her juice over my dick, there was more than enough to lubricate it while she stroked. My dick felt big in her little hands, and it was quite an ego boost for me. With that, I made her cummed a few more times before she decided to finish me off with a blowjob.

She squatted in front of me, knelt on my slippers while sucking slowly until I unloaded all into her mouth. Climbing back to the steps, she hugged me tightly after I wore my shorts back, feeling satisfied. As I stunned wondering if I did something wrong, I heard a ‘gulp’ as she clenched her hand on my back. I didn’t let go of her until she felt a little sleepy from the fun we had.

I sent her home and took a direct bus back to Ang Mo Kio. It was our little secret, fun between two singles. =)

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Unimaginable

Content Warning! This entry is about a guy-on-guy encounter. Please do NOT carry on if such topic offends you.

Adam was going through the hardest time after an end to his two years old relationship with his girl. He did everything needed of a good boyfriend, and yet, lost to projects and homework that reduced their precious time together and ultimately led to a communication breakdown. Sitting in front of his computer, the sudden freedom was in fact haunting. He needed to release the pent up frustration and anger. Still filled with bewilderment, he logged on to his IRC which sat neglected on his desktop since.

His usual channels like #sex, #teens and #singapore were filled with bots, run by desperate guys who couldn’t wait to get into a pussy. More than ever, he needed someone to talk to, not look for a woman to relieve his sadness. So, taking a bold move, he logged onto #sgboy, well known for it’s non-stop messages of males offering everything and anything.

Fun36: hey, intro?
Tone: 19m chi.
Fun36: meet up?
Tone: I don’t do anal.
Fun36: just blowjob. Stay?
Tone: AMK.
Fun36: same. Meet at amk cc?
Tone: 10am.

They exchanged numbers and met as planned. Adam was in all black and the mysterious male appeared to be an ‘uncle’, close to forty. Nonetheless, he doesn’t seem all too bad for his first time.

Man: ‘Tone?’

Adam: ‘Yeah. Fun thirty-six?’

Man: ‘I’m Tommy, let’s go to the toilet.’

Adam followed him around the basketball court with a few guys shouting rowdily but not hostile. It was in fact very natural to walk into the cubicle and Tommy entered, closing the door behind him. Being the one who was willing to let his body be ‘abused’, Adam did not know what to do but just stood there and let him did what he felt like.

Tommy lifted up his shirt and sucked on his nipples like a baby, in pulses and lightly. Adam couldn’t get it up at all, he knew it was a guy. Even closing his eyes wouldn’t help a single bit, and imagining it was his ex-girlfriend only made him sadder. Still, no movements from him. The insensitive man then pulled Adam’s shorts down along with his underwear, and unzipped his own office pants.

Tommy: ‘ Come.’

He grabbed Adam’s hand and placed it on his, while he bent over to suck on his. Being a guy, both of them knew what they wanted. Adam stroked him in a manner he liked, steady and a slightly tight grip. Tommy sucked him to transform his little prick like Sun Wu Kong’s magic rod. It was the most agonizing moments for Adam as he felt this foreign mouth on him, to make matter worse, it was a male. Never before he felt so dirty.

Yet, his dick stood stronger and taller than with his ex, this man, Tommy was pushing all his right buttons. It was physically a heavenly feeling, but definitely not a mental one. With more guilt and disgust, Adam was sure girls could only cause heartbreaks and nothing else. Finally after ten minutes, Adam shot his biggest load after weeks of storage and watched Tommy cleaned his dick up with his skilful tongue.

Tommy: ‘Hmm~ Very long never release huh?’

Adam’s rod shrunk at the fastest speed and the two of them left unnoticed. The only think in the heartbroken boy’s mind was how only a guy can understand another, and perhaps, a handjob for a lucky guy would be a good start.

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Delete Them Please

Day: Wednesday
Date: 25 November 2009
Time: 6.30pm
Location: My house

Peiling couldn’t take anymore of the blackmail, which got worse and she couldn’t eat nor sleep well. She had a choice to either let me destroy her life by publishing her photos, or to be friends, and delete the photos. For our first outing, she would have to come to my house and make me happy.

She chose the second option reluctantly and came to my house after my school ended. I was there before she arrived, and had set up my HTC phone on video recording. Lodged at the window sill and ready to record video with a push of a button, it was the most perfect angle everything to capture everything.

After a thirty minutes wait, the doorbell rang and I pressed ‘start’ on my phone before going to open the door. Peiling came into my house and put her bag on the sofa before proceeding to the usual room we had fun long time ago. Her distraught look and impatience was understandable, but it wasn’t helpful at all. She quietly sat on the bed while I took my clothes off except of my undies, which I left on for her to remove. I do feel a little pity for her though, but I was going to get what I could.

Scared and disgusted, she took off her shirt and shorts without knowing the recording going on. She lay on the bed while I took my spot beside her and rubbed her panties, tickling her cameltoe naughtily. Being the first guy to get so close to her, our past experience of constant hormones outbreak prepared here for this, she quickly got high with heavy breathing and could not hide her wet panties any longer. That was how desperately ‘unwilling’ she was.

I went down on her before removing her bra, making sure she was extra wet for my fingers. I proceeded on with her next set of orgasms. I sucked on her nipples while rubbing her slit, going up and down her clit, making her cum many times, I could tell that her body missed the old times making out with me. It brought more than just a hard on, instead, memories and yearnings came back with it, which confused me with rage and jealousy.

She hugged me with such tightness that I missed. In return, to make sure she didn’t regret coming to my place, I used her favourite bullet vibrator on her for longer than usual, and got her panties so wet that she’s so tempted to go without it. Her scent, innocence, inexperience and lack of control of moans and response, it all blended so well.

We exchanged our position and I lied on the bed while she sucked me off, the vibrator doing its job freely in her panties. I’m sure my camera had a perfect view of her numerous orgasmic expression while giving me a hand/ blowjob. I released the huge load I stored for her into her mouth and made sure she spit it out on her hands to show me before going to wash them away.

While she went to wash her hands, I picked up my phone, made sure the video is there before sending her home. Prepared to blackmail her for more, I would need to Google for some censoring tips.

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The Blindfolded-and-Keep-Still Game

This is one of the ways we had fun. It’s usually one of the plays during foreplay. But it only occurred twice or so.

She would ask me to close my eyes, and not to open them no matter what. My actions were also restricted without bondings. I cannot touch her no matter how good I feel, I must lay still.

Using her tongue, she wetted my whole face with her saliva and kisses. Occasionally giving me pecks on the lips as I lay still on the bed, not knowing what to expect.

Her hands would run all over my chest, and one moment, her lips will be on my nipples, biting and sucking. Without my vision, the other senses seem to be more sensitive. Trying to stay as relaxed as possible, she would continue making the whole thing as unbearable for me as possible.

Her tongue goes down from my nipple to the belly button, which I cannot explain why, tickles me quite a bit. After that would be her mouth over my little head. She could suck harder, better without me looking, and her handjob would be more stable, making me ready to shoot in no time.

It was definitely different and stimulating to try things out. And after I’ve calmed myself down not to shoot, it’s her turn.

She lay as still as she could while I did the same, licking her all over and at the same time, fondling her nipples. Her hands didn’t stay still as she grabbed onto my thighs and arms to express her pleasure.

I continued the return of the favour by sucking on her nipples and pinching them with my fingers alternatively. I did work on this part for long because I knew she enjoyed it. My fingers running down her tummy to her pussy, I would pinch her clit, sending pain and pleasure so strong that she would scream.

As I felt her pussy getting wet, my tongue went down to her belly button for a while, before tasting her pussy, readied with juices. I would lick and suck her while she gave up keeping still to push my head deeper. I didn’t mind the mild suffocation, it was her I want to make happy.

Once I finished licking her, she would then suck me off while I masturbated her, enjoying each other’s presence and service.

I love to serve her, I want to make her happy. I am quite okay when she asked me to stop all these ‘play’ until after marriage, cause it’s not sex I wanted. I loved her.