Booking Out – Elaine

Elaine was waiting for me at Pasir Ris interchange. Immediately, I saw her but she couldn’t really recognise me.

Me: ‘Hi Elaine!’

Elaine: ‘Ehh! Hi! All of you were like wearing the same uniform and everything luh. Can’t recognise you.’

Me: ‘Haha. Yeahh.. Hmm.. where are we going now?’

Elaine: ‘You want to send me home? There’s a park there we can relax and have fun.’

Me: ‘Alright. Naughty girl, let’s just do that.’

We took a cab down to Sengkang and went to a park a few minutes walk from her flat. It was tiring with the field pack on, but the wait was worth it. We sat down on a stone bench and true enough, there wasn’t anyone around us even though it’s just 8pm.

Elaine leaned towards me and circled her hands around my bulge.

Elaine: ‘Naughty boy ah. See how hard you are already.’

Me: ‘Hehe. Will you will make me happy today?’

Without another word, she unbuttoned my trousers a little difficulty (her boyfriend is in NS now too), and pull my dick out of my undies. She started with slow and sensual strokes, while looking at my ‘high’ expression all the time. Of course my hands weren’t lazing around, I slipped my hand under her skirt and groped around. The little horny Elaine didn’t have panties on! All the way from Pasir Ris to Sengkang, and I didn’t know about it.

That made access easier, and my finger was already running up and down her slit. By then, her hands are tired of jerking and my belt is quickly undone. She took my hands and slipped it into her top;

Elaine: ‘Baby, let me suck you k? Just enjoy.’

She knelt on my boots and wrapped her little lips around my meat. It was heavenly, to feel her mouth after 2 weeks of NS. My dick couldn’t be any harder, she worked her mouth up and down, slowly going deeper and deeper down her throat. My hands were in her top, rubbing and pinching and twisting her nipples around. Her moans were cute, and seductive, it just got me harder and already preparing to cum.

Me: ‘Hey baby, I can’t take it anymore, I’m going to shoot le. Where do you want me to shoot?’

Elaine: ‘In my mouth? I want to drink it. For baby Jasper.’

She knew exactly what to do, increasing her speed of sucking and moving her mouth up and down, I was at the verge at no time. Spurting loads and loads of cum into her mouth, she was sucking it as hard as she could, I could feel my legs going jelly.

Me: ‘Elaine, you don’t have to drink it if you want to.’

Elaine: ‘Nah! Finished. Ahhhh…’

She really did swallow. Sitting back beside me, my hand went into her skirt and started to finger her. Her moans were quite loud though, not sure if anyone heard or were watching us. Her pussy was getting wet quickly and she does squirts. As she grabbed my arm tightly, her pussy walls tightened and a jet of juices could be felt on my palm, short but a lot. Hehe. It was my first time really fingering someone who squirts.

Elaine: ‘Baby Jasper, ready for round 2?’

Me: ‘When you are ready!’

This time, she sat beside me and started jerking my dick faster, up and down, using her juice as lubricant. My fingers weren’t resting, so were her hands. Interchanging between blowjobs and handjobs, my dick was hard in 2 minutes. Her high speed jerking could go for a long time, and having a pretty face in front of me, I could help but prepared to cum again.

Me: ‘Elaine! I’m cumming again le!’

She kept going until she felt my dick muscles squeeze tight. Covering her hand over the tip of dick, my cum shot into her hand. I was heaving and panting while her palm is still going around my now-super-sensitive dick.

Elaine: ‘A surprise for you!’

Her hand resumed jerking on my super soft and sensitive dick. I couldn’t stop myself from moaning, she pasted her lips on mine to muffle the sound while her hand continued. My legs were all going wobbly and my head was already resting on the bench.

Elaine whispered into my ears: ‘Round 3.’

Bending her body forward, she sucked my dick in the most sexy way. Her head bobbing up and down, playing and teasing my dick with her tongue. I was tired, but she wanted more. After a few seconds, she stopped.

Elaine: ‘Jasper, put your hands on my head, tell me what to do, how deep to go. I love you.’

Her mouth took my dick once again. This time, I pushed her head down slowly while the recoil was up to her control. Gradually, the time she spent choking on my dick was longer than the time she had to breath, but she was holding up fine. My speed increased and she was enjoying herself as well.

My hard but weak dick is now at her mercy. Having no more energy to control her blowjob, she went own-time-own-target and did what she did to her boyfriend. Going along with the blowjob, she combined handjob with it. After a good 15 minutes of non-stop sucking, I felt the blanks being loaded.

Me: ‘I’m cumming. Can’t take it le.’

All Elaine could give me was an ‘Umm’, signalling me to go on.

Her head stopped moving, and she was pushing her tongue as deep as she could into my peehole. Occasionally twirling around my little hard mushroom. Firing hard but little sperms, she helped me got them out by sucking real hard, making my legs even softer now.

Elaine wiped her mouth with wet tissues and cleaned me up nicely, making sure nothing was missed. Placing her hand on my soft little dick, she kept stroking it as if it’s a tired little bird – it was anyway. I was getting up again, but needed more time.

Elaine: ‘How? You like it? Haha. I’m tired le.’

Me: ‘How can I not like it. You did so much for me, while I only fingered you.’

Elaine: ‘Nevermind lah. You’re tired mah. Let me service you today lo. My boyfriend doesn’t treat me good also.’

Me: ‘Haha. You must make him as happy k? I love you! Really..’

Elaine: ‘Really? Okay. One last round for you. For making me so happy today.’

Without wasting anytime, she knelt in front of me again, and used her mouth to make sure I was really hard. Pulling up her shirt, she squeezed her boobs around my dick, and started bouncing them up and down. Her mouth wasn’t resting, she bent her head forward and positioned her mouth to suck me once every time my dick protruded out of her two medium sized boobs. Sort of like giving short sucking kisses, just on the dick head.

Saliva, cum and her juice were the lubricants of the day. In a long 20 minutes breast fuck, I unloaded onto her boobs. Being super horny then, she smeared my cum and whatever liquid all over her body before pulling her shirt down.

Elaine: ‘Happy? How is my skills?’

Me: ‘Super happy! You are very good. Your boyfriend is super lucky to have you lo. I want you too.’

Elaine: ‘Really?! Haha. Actually I also got no feelings for him le. I don’t do this for him anymore. We just meet and go out and eat and go home. I think he is cheating on me, that’s why I wanted to find someone better.’

Me: ‘Aiyo, ask him and find out. Don’t worry, Jasper is here for you.’

Elaine: ‘Hehe. Naughty boy, of course you will be there for me. I will be here for you when you feel horny too. Let’s clean up and go home ba. I think you’re super tired. Hehe.’

She took my now-really-soft dick and gave it a few licks with her tongue, and sucked on the tip to make sure nothing is left inside. Putting my little bird gently back into the nest, she buttoned up my pants for me, and gave it a little squeeze at my groin area. Holding her in my arms, I kissed her like long lost lovers.

I cleaned her up by putting her on the bench, and perking her legs up. Sitting on my bag, I gave her pussy some lovin’, her moans were soft, and cute. I played with her clit, sucked gently on her love hole, and used my nose to rub her pussy even more, my fingers were already inside fingering.

Me: ‘Hey baby, why the more I clean and wipe, the wetter it gets?’

Elaine: ‘You idiot lah. Don’t stop can? Keep going.’

I continued until she was in a little convulsion and squirted her juices into my mouth. It tasted sweet, and there weren’t any smell like Peiling’s (my ex). I kept licking her to make sure she felt happy too. But after about another two orgasms, she stopped me.

Elaine: ‘Hey Jasper, I think that’s enough for tonight. Thank you. You made me very happy today.’

Me: ‘You too. Want to meet tomorrow?’

Elaine: ‘Okay! This time, let’s go to a hotel so we don’t have to do it in public. Can?’

Me: ‘Yupp. Let’s go to a hotel tomorrow. I send you till your unit.’

Elaine: ‘Why? Later my family see you how?’

Me: ‘But you are not wearing any panties and bra, what if someone tries to do something to you?’

Elaine: ‘Haha. Ya hor. Okay lo. Send me up.’

We kissed again in the lift, while I am in my uniform. It was short but a fierce one.

Me: ‘Bye Elaine. I love you.’

Elaine: ‘Bye Jasper. I love you too.’


Day: Saturday
Date: 21 November 2009
Time: 5pm
Location: Sentosa Cove

She wanted me to bring me to her holiday house to relax and have an escape. I went home after choir and packed some clothes along. She came along and had her black polka dots bag too. Dressed in a pink babydoll dress, I could imagine her naked just by looking at her shoulders.

Upon reaching, we unpacked our stuffs. Of course, I wondered what did she tell her boyfriend. Seems like she told him she will be spending her weekends here with her family. And talk about timing, her parents are going overseas during that period too.

I went to her bedroom after unpacking and fell onto the bed on my stomach. It was a long bus ride to here. She then hopped onto my back and gave me a massage on the shoulders, asking if I still have energy. I turned around to face her and she spread her legs so I could turn around.

She moved a little forward to my tummy and sat on my bulging pants. I sat up and hugged her, carrying her, pressing her pussy area against my bulge for a massage. I threw her naughtily onto the bed and we striped to our bathing suits.

We turned on the air-con to the coolest and cuddled under the blankets. My left thigh was between her legs and I could feel her slightly wet hair. It was ticklish but tempting. I slide down under the blanket and licked her pussy with much hunger.

She was clenching the blankets and clamping my head with her thighs. I almost choked when she pressed my mouth onto her pussy as she was cumming. After my tongue got tired licking her, my whole mouth was covered in her juice.

Feeling breathless, I came out of the blankets and laid beside her to catch my breath. Without saying anything, she turned towards me and gave me a warm hug. We fell asleep until two hours later, I was awakened by my dick hardening with her hand moving up and down my dick. I turned my head and she asked, ‘起来了。。。你还要吗?’ and gave me a peck on my lips.

It was already dusk when we went to the living room to watch TV, naked. There, she put a condom on for me and sat on my dick, facing the TV. As she was bouncing away, she still had the mood to laugh at what was on screen.

Feeling really weird, I then stopped her, turned her around to face me, stood up, carried and placed her on the sofa I was sitting on. I pumped her from the front so she could still watch TV.

We had sex non-stop in her room after the show, switching around missionary, doggy and cowgirl. We always rested for no more than 20 minutes and went for the next round. After 6 condoms, we’re tired but enjoyed each others’ company. We fell asleep only at 10am and woke up at 2pm to wash, pack up and leave.

No doubt it was fun and worry-free, I sure hope she don’t feel too guilty.


Day: Friday
Date: 15 January 2009
Time: 2pm
Location: NYP, clubroom/ CCA room

I ended class early and went to collect the keys to enter the clubroom. As I had some designs to finish up, I didn’t mind doing it alone. There was no one else as everyone has gone home.

As I was focused on my laptop, my phone rang and gave me a shock. It was her, my crush whom knew I had a crush. She called and checked if I was in the room.

She arrived not long after and sat beside me to see what I was doing. Having little conversations about the design and work, I accidentally revealed my desktop long enough for her to catch the ‘porn’ folder I had.

‘Ehh.. 你们男生的脑每一次都色色的啊?‘

I replied her, ‘Uhh.. now counted?’  and she looked down onto my pants.

She giggle and said, ‘wah lau’ and rolled her eyes. I asked her if she does get horny and she replied, ‘Now counted?’

I put my left hand around from behind her neck and pull her head towards mine. She was kind of reluctant but closed her eyes to allow me to move her slowly and kiss her.

Our lips sealed and it felt like a dream come true. Her short cute tongue entered my mouth and I sucked it gently with my lips. We then let our tongue wild and the kissing didn’t stopped. As our kisses got wetter, I paused to lock the door, turning off the lights as though there were no one.

I held her up and pressed her onto the metal cupboard. Using both hands, I squeezed her boobs through her clothes in a few strong moves to keep her breathing faster. Her clothes got me hot and horny.

She was then working in a clinic as an assistant, thus she was in her nurse uniform when we met. It was pretty common, one piece, a little blue by the shoulders, and a long zip at the back.

I pulled the zip down from behind and revealed her white bra and panties. Her uniform slide off her smooth skin and onto the ground. By now, she’s feeling really shy, turning her head away. I pinned her on the cold metal cupboard again and went down to lick her nipples. Making a O with my lips, I placed my lips over the nipple and sucked gently. My tongue then proceeded to make twirls and fondling of the nipples.

She was as though high ecstasy. It was her first time making out in public and in school. My left hand ran downwards to her panties and massaged her. She got really wet and took my hand and placed it inside her panties instead.

Understanding she wants more, I fingered her (hymen broken due to sports) and then she whispered by my ears, ‘I can get very wet de, you ready?’

I seat her down and pulled her panties down to her ankle. I then spread her legs by the knees so I can reach in to get a taste of her. I sat down on the floor and started the pussy licking. There was no hair as she goes for waxing (swimming). I literally ate her pussy inside out. The amount of juice flowing was enough to quench my thirst, and moreover, it was fragrant with her smell.

I got her tired after a long lapping session and she needed to rest as well. She wore her uniform back but removed the panties as it was soaked earlier. I then sat down on the chair opposite her to rest as well. She squatted down in front of me, undid my belt and pulled it down along with my FBTs. She then knelt on my shorts.

She took my hardened dick into her small mouth and sucked in whatever way she knew. She doesn’t watch porn, has no boyfriend yet, not really exposed to the sexual side of life. Her techniques would not get me shooting so I asked her to take a rest. She didn’t know what to do but felt the urge to help me get off.

As we’re not going to be together long, sex is out of the question. She took her panties which was on the chair and placed it over my dick and jerked. Her small hands were perfect enough to cover the whole length of my dick.

The slurping wet sound from her wet panties, combined with her hand action on my hard dick, made it hard to control. I whispered, ‘shooting’ and she stopped jerking, wrapped it around my dick head and massaged the top.

As it was super sensitive, I came for quite some time, body expelling every drop from the teasing of the dick head. She looked at her soiled panties and grinned at me.

Her knowledge in medical science was way beyond mine. She stood up, and put the panties back on. Sharing her knowledge of sperms with me, I felt safer too. She sat back down to rest and spread her legs in front of me, revealing her soaked panties filled with my cum in it.

We turned on the lights and continued with my work. And there she was with her hands on her panties under the table, rubbing the sperms around her pussy. I think I caught her getting off again.

Taking Photos

It was after choir and I’ve agreed to help Joyce take some photos of her doll in new clothes. We went to her house and entered her bedroom to set up the camera. I mounted the camera onto the tripod and set it for remote control.

She came in and I opened my arms to get a hug from her. We held our bodies close and exchanged short pecks. With the remote still in my hand, I took photos whenever I felt like it.

She pushed me onto her bed and fell onto my body. I placed my thigh between her legs so she could get horny by the rubbing of my legs. I lay her on her bed and said with a grin, ‘It’s my turn this time. Just lie back and relax.’

I removed her panties and shorts in one pull and lifted her shirt up, revealing her nipples without any bra on. My dick stood up even stronger and I went to attack her nipples with my mouth. My right knee was at her pussy grinding to keep her horny.

I then went down south and lapped her pussy. It has a sweet taste and a lot of her nice body smell. I licked her till she came twice before I started to take out the condom. She asked me to go forward and took the condom from my hand. Tearing open the wrapper, she rolled it down my dick, not forgetting to pleasure me a little too.

Since the start of this little fun, my camera has been shooting away and I can’t wait to show her what we did.

I went back down and spread her legs wide. Using both my hands, I spread her pussy lips open to get a good view of the hole I’m going to penetrate. She was like waiting for me to put in and there I was admiring her pussy.


I then put my dick at her pussy and moved it around outside before putting it into her. Her moaning echoed through her room as I continued pumping away. As she forgot to turn on the air-con, nor are we bothered to stop to turn it on. We were wet with sweat when we switched over to doggy style, not forgetting to take a picture then.

I pumped hard away to hear her continuous moaning mixed with yelps. Her pussy was tight as usual so I didn’t keep to any position for long. She said she wanted to be on top as the pumping made her kept cumming. Wow, any guys would feel good hearing that.

She got on top of me and grind my dick left right forth and back. It felt as though her pussy was holding my dick tight and moving around, bringing my dick along. Her sweat and juices were onto her trimmed pussy hair.

I asked her which was her favourite position and got a ‘doggy’ for a reply. So I flipped her over, and pumped away. She asked if I was going to cum this way and I said yes.

She immediately paused and turned around, removing the condom and gave me a handjob. She wanted to taste my cum and I feel even more confident about making her liking my cum.

I trembled and said, ‘I’m shooting’, she brought the dick head into her mouth and continue using her hand to jerk me. I shot it all into her small mouth and it sure felt a lot to me. She looked kind of surprised and swallowed!

After wiping her mouth with her palm, she asked me what I ate. I told her the fruit breakfast my brother passed to me as he couldn’t finish, and a few moments later my grandma passed me a plate of papayas and mangos. She liked the taste and enjoyed it all down her throat.

As we were getting dressed, she told me she don’t like the taste of the dick, but didn’t mind trying the cum. I showed her the pictures and surprisingly, she allowed me to keep them but would have to give her a copy.

I finished taking pictures of her dolls and also a few pictures of her in some new clothes too. We had instant noodles cooked by her maid and I left for home soon to enjoy the pictures.

Bad Mood

Joyce was in a bad mood and so was I. Somehow, without saying much, we sort of spill our hearts out. Looks like she was having problems with her boyfriend, which I am facing with my girlfriend, Peiling, too.

We decided to walk around Junction 8 to chit chat and kill some time. She was on the verge of breaking, and I was already single then.

After walking from the top level to bottom, she asked if I wanted to accompany her home. Her family is out and she needs someone beside. Knowing she is feeling down and wants to talk, I followed. She was staying in the houses opposite Junction 8, a long way in though. We chatted throughout the journey till we reached her house. Feeling bad about me accompanying her in and walking out alone, she invited me in.

Once in the house, her mood switched for the better. She asked me up to her room to view some clothes she saw online and see her room’s new makeover. I tagged along and was alone in there with her, with doors closed due to the air-con.

She sat on her revolving chair and I stood behind her. She is those kind of cute girl who had a little girl’s look and a chest quite flat. I was turned on by her bed and the down-blouse which was so close yet so far. She was wearing a grey bra then. She showed me the clothes and new stuffs she discovered on her pink Vaio laptop. I placed my hands on her shoulders and asked if she wanted a massage. She didn’t say anything, so I started massaging her.

As she got more relaxed, I bent over to the side of her face with the excuse of having a better view. The lights were no on since it was quite bright. She then turned and looked where was I and our face came real close.

I whispered to her softly, ‘Can you close your eyes?‘ and she did.

I pressed my lips on her small mouth and started to spread her lips with mine. I slide my tongue into her mouth and her tongue came out to play too. I turned her around (revolving chair) and kissed her. I knelt down on the hard wooden floor so it would be more comfortable for us.

Both my hands went up her legs and undid her denim shorts. With our lips still kissing, she stood up a little so I could pull her shorts down, revealing a cute bunny cotton panties. I spread her legs and ran my left hand up her thighs to massage her pussy through her panties.

My left hand moved under her shirt and into her bra, fondling her tiny nipple. She was getting flushed and moaning while her lips are on me. Her panties got wetter by the seconds and then I stood up, releasing the kiss unwillingly.

I led her by hand to her bed and she tumbled onto it, covering herself with the blanket. I tucked myself on her right side. Turning towards her, my left hand went into her panties, and searched around for her hole.

She stopped me and said, ‘Ehh, I remove my panties first lah. 很挡路。’ (blocking the way). She then took it off under the blankets and placed it above the pillow.

I moved her left leg up and right leg towards me so I could finger her. My middle finger slide into her and she was moaning with heavy breathing. For her small build, her pussy was naturally tight. She asked me to remove my pants and I did. She took a condom from a bag by the wall and asked me to put it on too, and I did too.

She flipped open the blanket and positioned herself over me in a cowgirl style and sat slowly onto my dick. She stopped a few times and kept saying, ‘wah lau ehh, you one so big.’ I did support her by her bottom and helped her get my full dick in.

She paused for a while with my dick inside her, me in a daze with her throbbing tight pussy. She moved forward and backward slowly, something which I have not tried before. Her body wasn’t so heavy so I sat up and hug her. Moving both our hips in and out on a bed feels great.

I fall her onto her back and did her in missionary. She was practically clawing my arms. Imagine this, doing a cute girl with small petite body doggy style, moaning softly and breathing hard. Her pussy is so tight that I had to go slow most of the time in case I ended it too soon.

Suddenly, she screamed, ‘Wait wait!’ and I got a shock, thinking she was in pain.

I pulled out my dick and she gestured me to pull her up. She said her period ended one day ago and was okay for me to do her raw. All the while while saying those, she was rolling the condom up with both hands. Lying back down, I slide my now, raw dick, into her.

It was like nothing I’ve felt before. Her pussy muscles were twitching and sucking me in. I humped her quick and let her know that when I was going to shoot, I’ll pull it out. Just a few more thrusts later, I looked downwards and she held me by her legs pushing me deeper into her, giving my dick a final thrust and squeeze to release it all into her.

She held me in that position for about 5 mins after I’ve collapsed. After that, I moved my hardened dick in her again. Pumping again in missionary on her, who was close to fainting with tiredness and pleasure. Her eyes would close and moaning would go soft, but everytime I tried pulling out my dick, she would use her legs to clamp me down.

After shooting once more into her, she then allowed me to pull my, softening dick out. I admired her pussy which was overflowing with my cum, and there she looked at me lazily from the bed.

‘我喜欢里面有温温湿湿的感觉。’ That phrase really turned me on.

She went to her toilet to clean up and I put on my clothes and waited for her. She came out in her nightdress and sat in front of her computer.

Her: ‘Don’t tell anyone k?’
Me: ‘Yupp, never. Will we do it again?’
Her: ‘Hmm.. maybe? (high pitched)’

She sent me downstairs and off on my way home. She was my type but never had a chance with.