Best Friend’s Brother

(Mavis whispered) ‘Kor, am I disturbing you?’

(Sean replying lazily) ‘Not at all. Why?’

‘Nothing really. Just want to see your room.’

‘What are you looking for? Just ask me before opening anything.’

The seventeen year old girl who just completed secondary school education with his sister had came over with their classmates for a graduation BBQ, ending up with a small group of ‘BFFs’ to spend the night at their place.

As it was an informal event, she had a very ‘homely’ outfit on, a simple white shirt with some cartoon prints, and a matching pair of white shorts that resembled exercise pants. Casual, comfortable, without being revealing.

Sean wore a t-shirt on that night since there were guests around, and he was just lying in bed, reading under a lamp while soft, acoustic music played from the speakers. When he started working after poly, his taste has gradually became more refined, settling for the simple pleasures of mundane activities compared to the guys his age were into.

It was almost too easy for Mavis to feel attracted to him by his easy contentment.

(Mavis asking shyly) ‘You know, your sister’s bed is quite crowded with the other three girls. Can I just stay here until later?’

‘Sure. I won’t be sleeping anytime soon.’

She sat next to him and covered her legs with the blanket he was under, getting that close feeling something else that stemmed from being ‘too comfortable’. Seeing how focused he was in that book, she peeped from the side and he acknowledged her interest by moving the book between them.

Passing midnight, he found her snuggling very intimately in his arms, like a girlfriend he could take huge whiffs of her feminine scent. Just as she had intended, he put his arm around her and kept her warm, while she slowly slid her hand (under the blanket) to his thighs.

(Mavis whispered) ‘Are you comfortable like that?’

‘Uh huh.’

The short and sweet answer made her a little braver and she made her way up his shorts, feeling a semi-erected boner in her hand. For her first time touching a man that way, all she could remember was how good the male pornstars looked when she did that – stroking it up and down using his foreskin.

Soon, he felt a little ache from the friction, and swiftly put his book down to stop her.

‘Can you put a little saliva in your hand?’

‘Like this?’

She dropped a blob of saliva from her mouth over his dick head he exposed, and continued jerking him to more sensual groans.

(He groaned) ‘Yes.. Yes.. Just like that.. ‘

Nothing but adrenaline filled her body when he slipped his hand into her shorts, digging under her panties for the pussy that was getting wet for some unknown reasons.

(Mavis whispered) ‘Is it wet?’

‘Just a little. Does it feel good?’

‘Yes.. I think I’m feeling what you are feeling now.’

‘Good.’

His middle fingers were tracing up and down the tiny slit, occasionally stopping at her clit for an extra long, rapid rub. Mavis was being overwhelmed by this tingling, excited, hot, relaxing sensation pulsing into her mind. He had control of her speed just by teasing her clit.

After a few minutes of mutual pleasing, he slowed his movements down to a stop and ended her handjob as well.

(He whispered) ‘I don’t know where is this going, but you have done enough for the night. I don’t want to affect your friendship with my sister in case she found out.’

(She grew impatient) ‘But I’m not done yet. I want to taste you in my mouth.’

‘Hey. You don’t have to do that.. ‘

‘I know.. ‘

He let her hold his chest down and watched her head went over his groin, taking a deep breath when her lips pushed their way down his shaft. The shiver that travelled across his body totally turned Mavis on in ways she couldn’t understand. The desire to control and make him squirm to her each stroke was just unbearable.

She was having her ways with him, licking, kissing, sucking, and even nibbling on his cock to get his attention. It didn’t take long for a hand to go over her head, and the resistance she put up had unconsciously created a mouth-fuck experience for him.

‘I can’t seem to get enough of you Mavis.. ‘

‘Neither can I. Unless.. ‘

He raised her chin up to his eyes and gave those hardworking, wet lips a kiss that went too far. She had gone completely weak in his dominating tongue-fight, and allowed him to pin her under his masculinity.

(She whispered) ‘Gently k?’

Without stopping the French kiss, he arched his hips forward and spread her delicate, wet, lower lips apart. Helpless to the warm, soothing temperature of his penis, her legs opened as wide as she could for him to send the last of his dick inside her.

For the few seconds he was fully buried in her, their everlasting kiss had turned into a lustrous one. One trying to kiss amidst the toes-curling penetration, the other was trying to keep their volume down. As soon as Sean began thrusting, the fight left her at once and she was just moaning (softly) to each and every of his deep strokes.

As for Sean, the hardness, piercing into that marshmallow-ly softness, drove and kept him on his edge. The only reason he could last more than five minutes was how much he wanted to let her enjoy more of him, through the exasperating groans, muffled cries, and looks of pure bliss.

(Mavis moaning) ‘Sean.. Fuck me till you cum.. FUCK YESSSS!’

Hearing that, he shut both her knees together and flipped her over into doggystyle, resuming his merciless pounding against her ass. Deep, long strides of his cock cleaned her vagina out with near-death speed Sean barely managed to keep up. The bomb in his head was about to blow both of them up in minutes.

(He whispered loudly) ‘I’M CUMMING! CUMMING!’

That last stroke sent him beyond the point-of-no-return, flushing hot cum right into her pussy and overflowed onto the mattress. Throughout his ejaculation, she had gone eerily quiet, clenching and releasing her fists to the orgasm that was still milking him.

The duo stayed in that position for at least a good five minutes, before his shrivelled cock slipped out to the abundant lubrication of semen. Large blobs of cum just leaked over his sheets and Mavis had nothing but the most satisfied look on her face.

‘How long before you can do it again?’

‘Actually.. Right now.’

True enough, he had grown slightly stiff, or, hard enough. In a swift motion, he slid his cock into her again and let her felt the pleasurable growth inside. Once he was back to his previous hardness, the unlikely couple fucked even harder, thanks to his newly extended stamina.

Creampie, after creampie.

Wet Shavings

Sister: ‘Wei. Be careful hor.’
Me: ‘Don’t worry la. Having someone to shave is better than doing it yourself lo.’
Sister: ‘You also shave ah?’
Me: ‘Yeah. Keep clean ma.’
Sister: ‘Okok. Focus!’

I dragged the shaving blade across her groin for the umpteen time and her labia moved a little to tuck itself in, clearly worried about me. It took me another few minutes before I got her down to a baby smooth skin, even conquering the area close to her raw clit.

Me: ‘Hold the mirror.’

I proceeded to shift her delicate folds left and right to show her my work, and even lifted her puffy sides up.

Sister: ‘Woah. It’s really smooth leh.’

Her two hands ran down the sides of her slit and touched her exposed flesh, completely satisfied with the outcome. Once she started to stroke her clit, I got up and went to wash the razor, only to be stopped by her.

Sister: ‘Kor.. can help me apply aftershave?’
Me: ‘I don’t have any leh. Is it itchy?’

Right there, she raised her hand and showed me the webbings connecting her index and middle fingers, enlightening me in a single picture. I sat on the cold bathroom floor and aimed the shower head at where needed to be washed, brushing away the short bits sticking on her skin. After that, I gave her soggy, wet opening a few swipes before poking my finger into her, to have a thick, warm gel lubricating my entry.

The happy ‘customer’ of my service leaned against the wall next to the toilet and opened her legs wider, giving me ample space to finger her as she rubbed her own clit. There was no strong feelings at that point, treating it like a massage after shaving. The scene was like, the Malay uncle giving you a back massage after your haircut and beard-grooming, except this was more sensual.

After some time, like how nature intended, the gradual tightening of her pussy came with an orgasm she moaned out loud in the enclosed bathroom, making my boner harder under my wet sports shorts. As much as I wanted to bone her, sex was too much to think of in my state of tiredness.

Me: ‘Don’t you even feel wrong to ask your own brother to finger you?’
Sister (moaning): ‘No ah. Later I help you lor.’
Me: ‘Haha. No need no need. You save that for your boyfriend.’
Sister: ‘Boyfriend? Haven’t found one yet?’

After two orgasms, I retracted my hand and smeared her Durex lubricant-level juices around her shaved area, coating it securely where it looked reddish. She was finally done and I let her take her shower alone, while I went into my bedroom to rest for the night.

Just after I got comfortable lying naked waist down (due to my wet shorts), my door opened to a silhouette of my sister in a towel, clothes hugged in her arms. She stealthily closed my door and creeped up to my side, and climbed into bed with me.

Me (whispering): ‘Eh. I need to sleep now.’
Sister (whispering): ‘It won’t take long la.’
Me (whispering): ‘What do you want now?’

She was sitting by my side when the blanket was removed, revealing my dying erection since earlier. Our parents had long gone to bed and let us sleep at our own time, fully aware that youngsters nowadays spend a lot of time on their computers. For clarification, the Jhae-shave happened in the common toilet where it was furthest away from their bedroom.

I felt my cock cooled down in her washed hand, foreskin yanked downwards to let my sensitive area breath. A soft, spitting noise notified me that her saliva would be used, and groans forced their way out of my mouth the moment she started pumping. From the brightly-lit, charging-LED lights in the background, I could tell her knees were up but slightly spread, cold feet in contact with hairy calf.

My cock never felt bigger than this, having a young, juvenile hand wrapped around it and stroking it with care. Her erratic body movements joined me as I began shivering, drowning in the pleasure that was pulsating through my body. To think back, I was totally relaxed and did nothing more than holding her busy hand (at certain times), ready to let her complete my spiritual journey through my pee hole.

Me (groaning softly): ‘Mei! Keep going like this. I’m going to shoot!’

The tiny change in speed did not affect my intensifying mood much, but she had a bigger concern.

Sister (moaning softly): ‘Wait.. where are you shooting?’
Me (whispering): ‘Just stop once I tell you. I can clean myself up after that.’

She wriggled her butt a little and her fidgeting got more obvious, assuming she was masturbating faster too. Within a minute, my mind went blank and I muttered the only words that mattered.

Me (whispering): ‘Mei!’

She squeezed her fingers tighter and jerked even faster! My cock had past its safety mark and there was no stopping of the cum that shot into the air, landing on her cupped hand that was still moving. The liquid pleasure just kept oozing and all of a sudden, her head went over my dick.

Me (trembling voice): ‘Mei! Ahh!’

Her lips were grinding at the deadly (and usually hidden) ring of mind-blowing sensitivity, forcing my cock to deliver another few squirts. A loud slurping sound came and the cum around her fingers were sucked up, giving me a tingle of weakness as she lifted her head away.

Mei: ‘Ghor! ..Shho machu.. !’

She removed her towel around her chest and thoroughly wiped me down, before going out of the room. I could not move after that life-draining activity and was in a daze, until she returned in the short nightie she sleep in.

*Muacks*

Mei: ‘Goodnight kor. You’re slightly sweet!’

Her prance out of my room was in a much energetic one, and her door shut in the silence of the entire household now-sleeping. For the next ten minutes before I fell asleep, light, non-mind wrecking thoughts surfaced in my head. Tt wasn’t how the whole thing started that bothered me, nor was the righteousness of our act. It was the new definition of love, between siblings, beyond our daily, subtle acts of love. The bond we had translated into a strong feeling represented by orgasms we cannot deny. That was what my mind was soaking in.

Me (Whatsapp): ‘I love you mei.’
Mei (Whatsapp): ‘You just made me stop masturbating to reply you. ;( Love you too!’

Too Young to Be

I knocked harder on the door after the first try, afraid to be seen standing outside as if I was up to something. After a few nerve wreaking seconds, the door opened to a surprise sight of a girl in school uniform.

Me: ‘Umm.. I am here for massage. Is this the right place?’
Girl: ‘J is it? Yeah yeah! Come in!’

I quickly stepped into the house and took my slippers off, looking around for someone who looked more capable of giving massages. She took my sling-bag off my shoulders and brought me into a bedroom, the wall in front of the bed covered in photos of the school girl and her company. A towel was handed to me and she went to the dressing table, untying her hair while looking at my blank face.

Jamie: ‘You can take everything off and use the towel there.’

While I hesitantly removed my clothes, she was unbuttoning casually and was stripping down to her undies before I got to mine. Walking towards me in her cute training bra and panties, she put my towel around me and squatted down, helping me get my underwear off my groin.

She threw another towel on the centre of her bed and asked me to lie face down, then proceeding to climb on top of me to start with my aching shoulders.

Me: ‘How old are you?’
Jamie: ‘Fifteen?’
Me: ‘And you have been doing this for long?’
Jamie: ‘Not really. You’re my first customer actually.’
Me: ‘Serious? Aren’t you afraid of letting strangers into your home? Your parents?’
Jamie: ‘I only have my mum. And she provides massage too. I know what happens behind the door.’

Right there, I couldn’t summon anymore questions and just let her take my stress away, stiff muscles succumbing to her skillful kneads and squeezes. Working her way down my back, she targeted each spot perfectly and I was ready to part with my hundred dollar out of the eighty bucks fixed rate. Once she managed to get my calves sore and weak, her next command really shook fear into my heart.

Jamie: ‘J.. turn over for me.’

I flipped onto my back and let her work on my thighs, far enough not to stir an erection. Feeling her knees just resting inches away from my manhood, she then removed the towel to cover my chest with it. Before my eyes, she trailed her fingernails up my inner thighs and poured some oil over my awakening cock.

Jamie: ‘Don’t worry k? I’m not charging you for this.’
Me: ‘WAIT! Stop! You are too young and your mum won’t.. won’t.. allow.. ‘

She saw my erection die down and promptly removed her bra, flashing a pair of perky fair boobs with a light pink cherry on top. My mind couldn’t fight the temptation at all and went back to pumping blood, reinforcing the stick that was rising in her hand. After she knew I had given in to her mentally, she went on to stroke my cock rhythmically, monitoring my facial expression while applying pressure at strange intervals.

Jamie: ‘Tell me when you are shooting k?’
Me: ‘I don’t think I can cum easily through handjobs. It might take.. argh.. ‘

She tightened her grip slightly and moved faster, while her other hand slipped into her own underwear. When she took out her webbed fingers, she got uptight and stood up on her feet, removing her panties while standing over me.

Jamie: ‘You’re the first guy to make me wet without me touching myself. Hehe. Let’s continue!’

Her strokes became slower as she listened more to my groans, half the time distracted as she touched herself between her legs.

Me: ‘Do you want me to help?’
Jamie: ‘You sure you know where to touch?’
Me: ‘Let me try?’

I let her lie in my post on her bed, switching roles like playful children. As soon as her legs opened for me, my finger dived into her clit and rubbed her fast and wild, scoring moans that sounded way younger than her speaking voice. Likewise, my cock was twitching non-stop to her voice, and she got more restless than before.

Jamie (weakly): ‘Let’s switch back. I have an idea.’

We returned to our initial position (me lying face up) and she sat on my lap, my dick pressed under her pussy lips and resting on her straightened fingers. Slowly, she rocked herself back and forth, using my shaft to stimulate her clit while I got to use her juices as lubricant. Our momentum grew intense to a point she was that close to riding me, but she never let her pussy moved too far forward.

Jamie (moaning): ‘Fuck! I’m cumming!’
Me (groaning): ‘Just keep going! I’m almost there.’

She slid her ass over my cock and onto my belly in one move, and caught my hand to rub her off using my thumb. Attacking her vulnerable spot, a gentle stream of love flowed across my belly to the sides, while she continued moaning her lungs out.

For an exhausted girl, she was quick to sit back down between my legs, and pumped my cock upright with both hands interlocked. As if I was in a pussy, the sensational handjob pushed me over the edge and the hot stream of cum launched into the air, landing on her hands that was gradually slowing down. Following the involuntarily nods of my dick, she squeezed my tube once at a time, until there was nothing coming out of me.

With her whole hand coated with my warm semen, she continued to jerk me at a constant speed, tuning my senses from a disinterested, numb one to get a shortcut to my next ejaculation. Magically arriving at my second load, I was pleading for a gear change when she picked up speed.

Jamie: ‘Just. cum whenever k? Make sure you are empty inside.’

I let off a deep groan when the eruption happened again, pouring lava out of the tip over her fingers and my shaft. Once my body was cleansed, she cleaned me up with my towel, and brought me into the shower for a thorough wash. Feeling her hands running all over my sensitive body, it was hard not to get hard, but my mind knew I had already taken a bite of the forbidden fruit.

Me: ‘Here. Keep the change.’
Jamie: ‘Really? Thank you! You know, I think I’m lucky you are a shuai ge, and don’t want to try massaging random guys anymore. If you want, we can go out together one day!’

We exchanged our first kiss at the doorstep and I left happy, in fact, all my muscles left happy, except for the one in my pants who is too tired to think. After that day, we did hang out, but nearby her area and out of sight. Though there wasn’t anymore massages from her, we still managed a little work out together when her mum attends off-site appointments.

You guys call such situations – playing with fire?

Birthday Pleaser

Sister: ‘Kor, can you help carry the birthday girl in?’
Me: ‘Wah. What happened to her?’
Sister: ‘Haha. We drank, and then threw her in the pool. Tonight can let her sleep in your room? You got spare mattress right?’
Me: ‘Have la. She’s your age uh?’
Sister: ‘I go get towel and clothes for her first.’

She left her friend to me at the corridor, going into her room for clothes while I carried her into my room. Despite me being a guy, it was the tidiest room to hold another bed and the most presentable room in our household. Keeping her standing against my cupboard, my sister sure took a long time to find suitable clothes, even though they were the same size, small and child-like.

Sister: ‘Here here. Help me take her shirt off.’
Me: ‘Eh. Siao ah?’
Sister: ‘She won’t know one la. Haha. Drunk until like that. She’s the my best friend I told you about lo, Ally, always do stupid things with me one.’

We lifted her shirt over her head and she removed her bra, using me as a hanger to hold all her wet clothes while she dried her. Before me, the naked, mumbling girl was cleaned and given a fresh set of clothes, smelling sweetly after her hair was dried a little.

Once we placed her on the spare mattress from under my bed, I was left to tidy the room and wiped the water off the floor. Seeing the girl sleep so soundly in the tiny white shirt and grey shorts, it just felt so blissful to be their age again and just play worry-free.

Just as every night before I doze off, I would think about the day of activities. It wasn’t long until I felt the sides of my bed move, and the same drunken girl climbing on it.

Me (whispering): ‘Hey Ally. you should get some sleep.’
Ally: ‘You are her brother?’
Me: ‘Yeah. You want some water?’
Ally: ‘Nope. I just need a softer bed.’

She helped herself into my bed and under my blanket, snuggling into my arms while i was confused if I should swap beds with her. But seeing how comfortable she was in my arms, I did not move and she buried herself even deeper into my chest.

Ally (whispering): ‘You smell nice.’
Me: ‘You too.’

Her legs brushed across my exposed thighs since I wore short shorts to sleep, and her hands easily went to my waistband to stretch them open. Sticking her hand inside, my cock felt her cold fingers and she fondled it playfully, shyly keeping her face out of my view.

Ally (whispering): ‘Play with my boobs?’

Being so close to each other, I let my hand glide up her waist, going under her shirt to reach her nipples. Her prominent hard tip was fun to play with and it was her moans that got me really hard during the foreplay.

Ally (whispering): ‘I’m going down on you.’
Me: ‘Hey.. you don’t have to.’
Ally: ‘Shhh.. I want it.’

She dived under the bedsheets and I felt her tiny lips on the tip of my cock. Her hand remained at the base of my shaft, using her mouth to go deep down and then move up slowly. The slower she did it, the more sensation travelled across my dick. Those deep throat moves she executed, really warmed my cock head so much that I was shivering from pleasure.

She seemed to take delight in my reaction and did not give up pleasing me, making me groan just loud enough to not wake anyone else. Just as we were engaged in the unexpected act, I watched in horror as my bedroom door opened, to my sister staring at the empty mattress on the floor.

Her stern eyes changed to a grinning one when she saw my face, with a hand pointing at the bulge under my blanket moving up and down. The door then closed silently and my mind went back to Ally, who was embarking on a rhythmic up-down motion that was slowly intensifying my orgasm.

Me (whispering): ‘Ally.. I’m cumming soon.’
Ally: ‘Just shoot anytime k?’

Her hand started moving together with her sucking mouth and I was at my desperate moment, abs stiffening so hard that it hurt. I couldn’t hold it in anymore when she shoved her face into my groin, plunging my cock down her throat.

Tiny thrusts sent my hips jerking upwards and hot cum spewed into her, through the pulsating cock that was expanding like an overfilled rubber pipe. She took everything in quietly without a gag and I didn’t know what was happening under the blanket.

When she emerged satisfied, I knew she had gotten what she wanted, but what about her? I let her laid facing up on my pillow and stuck my hand into her shorts, rubbing her to moans, and then to silence.

Juicy folds of soft, raw flesh between my finger, she had fallen asleep. I went to bed too and did not wake up until she touched my face, puppy eyes looking at me when I let the first light through my eyelids.

Ally (whispering): ‘You’re hard.’
Me: ‘Uh huh.’
Ally: ‘Lubricant?’

I reached under my bed for my ‘toybox’ and pulled out a bottle of strawberry lube, one that lighted up her eyes when the sweet scent of berry drifted into her nose. Biting her lips as she stuck her hand into the sheets, her hand once again came in contact with my rod, and we started the morning off with a mutual exchange of pleasure, through masturbation.

My sister knew what happened between us, and Ally became the best friend to our parents too, visiting about twice a week. Only my sister knew what we were up to. Nothing good of course.

On Diana’s Account

Randy: ‘Hi Diana. Is she coping well?’
Diana: ‘Uncle. Yes. She’s a quick learner.’

The Math tutor adjusted her sitting position when the father of her student came out of the bedroom, topless but wearing a thin cotton shorts. For the morning class, she had worn a basic t-shirt and a pair of skorts, purple bra tightly pushed against her XS top. He went into the kitchen to his newspapers while she continued the tuition, till an hour later when the session ended.

Randy: ‘Diana! You are studying accounts right?’
Diana: ‘Yeah. Why?’
Randy: ‘Can you help me look at these? I can’t seem to balance my accounts.’

She walked into the kitchen after dropping her bag pack, sitting on the wooden chair in front of the dining table. His daughter had went into the room to continue sleeping since it was a morning class, leaving the forty plus year old man with a jailbait nineteen year old.

Carefully examining the dense piece of paper, she did not pay attention to Randy going behind her, setting down a glass of water by her side.

Diana: ‘Thank you uncle.’

Her eyes never left the paper during the whole time, until a pair of grey shorts hooked on the backrest of his empty seat. Turning behind to see his nude body, she was about to jump out of her seat. Before she could do so, he twisted both her arms behind the chair and held her until she stopped struggling.

Diana: ‘Uncle.. please stop. You can’t do this.’
Randy: ‘Shhh.. can you feel it?’

Her fingertips were touching something hard when he popped that question, forcefully pushing his cock into her palm.

Randy: ‘Jerk it.’

Her icy cold nails went around his shaft and his hips moved automatically, while both his hands went on top of her chest. Kneading her small A cups gently, the padded bra soon proved to be too much a distance between them. Sliding his hands under her shirt, her bra was flipped above her boobs and finally felt the full wrath of his coarse skin, fondling her weak spots non-stop.

After about two minutes of silent foreplay, he was big enough to scare Diana into submission. Grabbing her by the neck, he lifted her up on her feet and bent her over the table, one hand reaching to the sides of her skorts to unzip the pants. In under five seconds, her pants drooped to her knees and her panties were yanked in the same direction.

Diana who was unable to open her feet any wider felt his dick brush along her cold bum, unwilling to scream with her face pinned on the table. The moment she felt the tip of his cock poke between her ass, her knees stretched her panties to its limit before a soft tearing sound was heard.

Randy (whispering): ‘Just bear with it k? It will be over soon.’
Diana (sobbing): ‘But I’m still a virgin!’
Randy: ‘Noted.’

In a single move, he shifted both hands to her hips and kept her at the edge of the table. Piercing his raw cock below her barely moist pussy, the most erotic, hot, non-penetrative intercourse began with him triggering all her sensitive spots on her clit and everywhere along that line. Diana’s mind simply went blank in the presence of a mature cock, a size inaccessible to girls her age.

The table was so sturdy that it did not budge even when pushed against the wall, sending his cock so fast between her thighs, effectively destroying her impression of how sex would feel like. The oversized shaft was thrusting faster with her pussy secreting fluids, lubricating the narrow entry where their genitals were almost burning.

He relentlessly pounded her with no mercy, egged by her moans that she was trying to suppress. Never had she felt so wet before, and this position could well be better than sex. Randy pulled her up shortly after he found his rhythm and mishandled both her boobs, giving little care to those pointing nipples when he rolled them in a pinch.

Diana started shivering as the rape went on, climaxing from the furious rubs on her clit. His dick head stretched her labia a few times as he missed his stroke, making her hornier than she already was. The amount of juices that was leaking kept Randy moving, groans escaping into the kitchen as his thick cock counted down to a spectacular explosion.

After the craziest, breath-taking series of orgasms, the father finally stopped moving and pulled her panties up over her groin. Confused about the state of things, she had little time to think before he engaged on his maximum gear, poking so dangerously close to her vagina with each fiercer stroke.

Randy (groaning): ‘Gonna cum now!’

He let go of his hands and warm semen poured into her panties, coating the front with thick cum as his hips buckled to the unbelievable sex. Randy popped his cock out casually after he was done and helped pull her panties and shorts up, squishing his man juice on her pussy immediately.

Randy: ‘You’re done here. I’ll see you next week.’

He did not let her go to the toilet and showed her to the door, walking awkwardly as warm cum was smeared over her clit.

Diana: ‘See you next week uncle.’

At the lift, she saw his wife and smiled normally, bidding her goodbyes as she made her way down. Without any privacy to adjust her panties, she let them be till she got into the bus, stretching the thin micro-fibre panties as far as they could, to see sticking threads of cum moisturise her wet hole.

What would happen next week?

Mathematical Diana

Sister: ‘Thank you cher!’

I entered the bedroom at the same time she ran into the living toom to the PS4, leaving me with Diana who tutored her in Math. Wearing a white sleeveless top and black skirt, the simple but gorgeous teacher remained seated marking a textbook, giving me a sweet smile revealing a little of her ‘tiger’ teeth.

Me: ‘May I?’
Diana: ‘Sure. Here’s the work she did today, and here’s the homework I gave her.’

She flipped through a few pages to guide me along her progress, and I followed to where she pointed her mistakes out. Seeing that everything was going well, I took the workbook from her and continued the marking.

Diana: ‘You can actually teach her right?’
Me: ‘Until the harder questions appear. This is about all I can do.’

Her low cut top attracted me like bees to honey and until she adjusted the shirt to hide her cleavage, did I realised I was caught red-handed.

Me: ‘Umm.. I’ll leave you to yourself now. Need another drink?’
Diana: ‘Hey. I’m alright. Maybe you can help me mark the primary school kids’ work? I’ll settle hers.’

I was sure I looked dumb when I sat back down, noticing her shifting her seat closer to mine to guide me through the corrections. Soon, she was leaning forward to perch her chest on the table top and she looked even more tempting. My hand silently went behind her back and landed gently, to her slyly turning in my direction.

Her shy eyes darted back and forth a few times before her pink lips parted seductively, tongue wetting them to let them shine a little. Needless to say, my head neared her and our eyes closed romantically, bringing our lips together as we slanted our bodies even more.

With the intensifying french kisses, I brought my palm to cup her padded boobs while she slid her hand across my jeans, fingers unzipping me notch by notch.

Diana (whispering): ‘The door.’

We got up the same time and I closed the door as quietly as possible, while she made herself comfortable on my sister’s super single. Hiding under the blanket, I felt like a kid again when I joined her underneath, covering our heads to continue making out.

My jeans were loosened to my knees and her skirt slipped easily off to the floor. It was my hand that could not resist her perky A size boobs and kept kneading them, over and under her shirt while she unbuttoned.

Once we were naked enough to have unrestricted access to each other’s private parts, we were hugging so tightly while turning our raging hormones wild. She grabbed my wrist when I shoved my hand between her legs, resisting slightly when I neared her pussy.

Diana (whispering): ‘I’m a virgin J. And I want to keep it that way.’
Me: ‘I understand.’

She relaxed her grip for me to massage her clit to sensual moans escaping into my ears. As I make her wetter, she was doing a good job pumping me hard too. It was almost too overbearing to have a virgin who was skilled in non-penetrative pleasure moments. She was a gem that no one would get unless she allowed them to.

Diana (moaning): ‘Am I doing it right?’
Me (groaning): ‘Yes. Don’t stop.’
Diana (moaning): ‘I’m going to cum soon. I’m super sensitive on my clit.’

I rotated myself to allow my fingers to move more freely, vibrating on her pearly pink spot till her legs started trembling. Upon looking at her orgasmic expression, did I realised she drifted in and out of unconsciousness, eyes rolling white with her head tilted up.

For the next minute or so, she remained in that position until the powerful orgasm died down. A little worry had overtaken me then and I was shrinking from the new response of what an orgasm might do to a girl.

Me: ‘You okay?’
Diana (breathless): ‘Yeah. I’m fine. I react to orgasms like this.’

She sat herself up on her elbows and moved to the headboard, opening her legs and patting on the area between for me to sit. I pasted my damp shirt on her chest and watched her arms went around me, finally holding my dick in her plain, glossy manicured fingers.

The handjob started slow and picked up pace as she masturbated for me, moaning as I reached my hands behind my back to feel her pussy. Both of us struggling to keep composed, an unspoken competition started to see who gave in first.

Since she already climaxed once, the renewed strength pushed me to my limits, making me groan like a little girl in the high speed jerks of her fist. Shamefully, I was at the edge of cumming in mere minutes.

Me (groaning): ‘Ana! I.. ‘

She heard me and curled her fingers over my dick head, suppressing the powerful jets of cum that gathered in her palm as minute movements got me to squirt even more. I was panting non-stop then and she was giggling at my pathetic state of desperation.

After I was done, my tired body laid motionless on her while she smeared my cum over my cock, almost stirring up another erection in those playful fingers of hers.

Sister (shouting): ‘KOR!’
Me: ‘Wait! Diana isn’t feeling well. So she took a nap on your bed. Give us five minutes.’

The two of us jumped into action and wore our clothes back, me helping her as one of her hands was soiled with my sticky substance. When I opened the door to let my sister in, Diana went straight to the toilet to wash her hands, while I was questioned about my sister’s messy bed.

Diana: ‘J. Can you walk me to the road?’

I put on a more decent piece of shirt and went down the lift with the Math teacher, admiring her kinky act of stripping her panties for me.

Diana: ‘Keep these till I come the next time k? I want to see it covered with cum. Dry or wet.’

We went our separate ways after she flagged a cab and for the rest of the night, we were texting sweet nothings to each other non-stop. Perhaps it was time for me to get private tuition from her. Or should I not shit where I eat? Can I resist?

Debt Repayment

The first year uni student stepped into my view in a thin cotton grey dress, bra cups pushing against her chest area as she strutted to the table. Pointing to a seat opposite mine, she slid into position and her bag landed on the table. I held my new camera up and turned it on, giving the settings a check through my phone to make sure everything was set up right.

Me: ‘Put your feet up here.’

I patted on the edge of the empty seat next to mine and she took her feet out of the weathered slippers, perching them at where I wanted. Her frilly light pink panties immediately tightened against her pussy and a perfectly smooth mould appeared. The indication lights blinked to the shutter clicks I made, and the results flashed clearly onto my screen.

Me: ‘Okay done. Let’s go.’

In my hand, the camera was kept on, walking to a block where I knew it was quieter. Going up the lift, the opening and closing of her fists told me how uncertain she was. But there was nothing she could do about it. After all..

*Ding*

I turned straight into the door leading to the stairs and she hurried through quickly, worried about being spotted. Once we set our bags down on one of the stairs, it was time to work. In my bag was a short tripod, which I set up in front of her, aimed and framed to see her whole body. Even her face was captured in it. Since she could not see what was the camera recording, she just waited till I stepped away from the whole camera rig.

Me: ‘Ok. You can start masturbating now.’
Cheryl: ‘It might take some time for me to get wet.’
Me: ‘Then start now.’

The awkward, lost girl wriggled her butt to raise her dress slightly, exposing her panties in full to my eyes. Looking for somewhere to focus on, she finally settled on a blank spot on the wall behind me, and ran her fingers up her legs. Pushing hard against her underwear, the gentle circular rubs came to warm her up.

Her chest rose and fell faster as she continued to touch herself through her clothes, one hand between her legs and the other on her breasts to speed things up. Soon, she was panting and the surprising act to remove her bra took place on screen, stripping her bra off her hourglass figure into a pile next to her bum. Hard nipples poked through her dress as she dug her hand into her panties, middle finger clearly attacking her clit to explain the wetness that was forming a patch.

Seeing how much fun she was getting, the whole session wasn’t just about her. I unzipped my pants and opened it enough to let my briefs down, before jumping into the picture. Cheryl immediately stopped her act and made space for me, to sit next to her but faced towards her. She quickly removed her panties without showing too much of her pussy, and then looked at me for her next cue. We placed one feet on the higher step and rest our other on the lower one, shifting our groin closer till we were almost touching.

We straightened our backs to get really close and continued to move towards each other until my cock was touching her groin.

Me: ‘Put it in.’

She carefully bent my erection down and sat nearer, popping my dick head into her pussy at a comfortable depth. Before we knew it, my cock was sliding endlessly into her pussy where she tightly grabbed my forearm in response. Placing both my hands on her waist, I used the slight flabbiness of her ass to rock back and forth, plunging my cock into her as she moaned softly.

Cheryl instinctively grabbed both her boobs and massaged them desperately, working her nipples with her fingers as dirty squishing sounds were heard. Next thing I knew, her manicured fingertips brushed on my shaft while she massaged her sore clit, largely erected from the continuous public penetration it was receiving.

Me: ‘Let’s change position here.’

I backed away from the flushing faced girl and kneeled upright, signalling for her to get on her knees as well. She turned towards the plain beige wall and lifted her dress even higher, flashing the camera with a flawless, smooth complexion of her ass.

Grabbing her waist again, I sank my rod into her deepest spot in a single stroke that made her groan, and repeatedly hammered her to my heart’s content. It wasn’t everyday that I had excess to such a fine body, let alone bang one. Anyway, it was in the deal I had struck with a certain individual.

Our slamming hips echoed slapping noises into the tiny space, accompanied by her loud breaths that almost turned into screams. Droplets of juices were forming a puddle under our genitals, and the secretly kinky girl couldn’t stop orgasms from shaking her body up.

Cheryl (whispering): ‘Oh fuck.. I’m cumming again!’

She suddenly shoved her hips back and held me motionless in her squeezing cunt, sensually contracting in a wavy motion from my shaft to my sensitive tip. That single move of hers drove me really high and my body screamed into my head for the incoming orgasm I was about to have.

Me: ‘Okay okay. I’m almost cumming too. Let’s move down.’

She tiredly lifted herself away and we moved closer to the camera, red LED light still blinking in recording mode. She had returned to her sitting position and I stood before her, dick levelled at where her mouth was. Watching her closely, those glossy pink lips went over the tip and slipped along my surprisingly thick shaft, reddened and pushed to its limit from the vaginal intercourse earlier.

Although there were little tongue action, those wrinkled pressed lips did the job and I was tiptoeing to her deep suction. Just after two minutes, I was tapping her head to warn her and she was quick to push me out. She shut her eyes lightly and kept her fingers wrapped around my cock, jerking me at high speed with her saliva.

Me (loud whisper): ‘Cumming.. cumming!’

Her luscious lips parted a little as my hips buckled, sending creamy white semen spraying across her nose and mouth, forming huge blobs on her cheeks. As some dripped from her chin, more took its place and clung onto her exquisitely gorgeous skin.

Finally, I was done with her and behind the camera I disappeared to. She used her fingers to clean my cum off and stuck them into her mouth, licking and swallowing everything on her fingers with a tensed look. The camera stopped recording upon a click of the shutter button and she went on to put her bra and panties back.

Both now dressed and tidied, we made our way back to the void deck, where a mutual friend await.

Guy: ‘So how?’
Me: ‘Two hundred and fifty.’
Guy: ‘So much ah. Luckily she still has a lot of debt left.’

He showed her the IOU with the new details in, and I replayed the video of our little intimate act for him to verify. Smiling happily to himself, he took off on his motorbike, leaving Cheryl and I to ourselves.

Cheryl: ‘So can I go now?’
Me: ‘Give me your panties first.’

An instinctive click on the camera started the video mode and I aimed it at her, from the point she walked back to the table and till her panties landed in my palm. Shyly tugging at her dress, we coincidentally walked the same route to our bus stop, amidst the scanning eyes of the males we walked past.

Me: ‘I’ll edit and censor the video, then help you clear some of your debts with it. I don’t think it will take too long.’

The sudden lit in her eyes melted my heart a little, knowing that she would have an easier time and also to keep her from doing this to other guys. We exchanged numbers before we boarded our respective buses, and it did not take more than three videoed meet ups to finally get her debt to a manageable amount.

The gratitude she had for me somehow got me to spend nights over at her place, with her mum whom had no idea what her daughter did to repay her debts. My appearance came with the fast disappearing debt and no one in her family was happier to see Cheryl with a guy whom did not mind their broken background.

Sex with a desirable, educated hottie. Who wouldn’t want that right?

Lena’s Lenny

Part 1 | Part 2

Girl: ‘Are you lost?’

I turned to see a fair skinned girl, in basic white spaghetti top and high waist shorts, looking concerned at me. Despite the isolation of the hotel, there were houses nearby and eyes were beginning to judge the sight of an obvious Singaporean with their local SYTs.

Me: ‘No I’m not. I’m catching some air here. It’s so different from Singapore.’
Girl: ‘Oh. From Singapore. I stay behind the hotel. Good you not lost. Eaten?’
Me: ‘Nope. Not sure what’s there to eat around here.’

A frown appeared between her brows as she thought hard about a place, but it was mostly the number of choices that got her.

Girl: ‘Eat together? Ten minutes walk.’

I nodded and made the universal sign for money, returning to my room with her tagging closely behind. Once I got the cash, we went for dinner and the hospitality of the locals filled my stomach beyond maneuverability. Lenny walked me back to my hotel no matter how much I assured her I remember the path, sending me into a state of dilemma when we reached my room.

To send the girl back alone would be dangerous, and thinking back, it was equally dangerous for me to walk back alone too.

Me: ‘So now you are going back?’
Lenny: ‘Yupp.’
Me: ‘It’s quite late you know? Can you spend the night here?’

The offensive request shocked her into taking out her phone, and dialling ‘Mum’ without hesitation. After a minute of incomprehensible chat, she gave me a nod and I knew the first part of the worry was over.

In the room, I let her take her shower first and for thirty minutes, there was no sound. Although I know she was just enjoying the bathtub, I was in a hurry to rinse the BBQ smell off my clothes.

*Knock knock*

Splashing sounds came and the door swung open to her in a bath towel.

Lenny: ‘Yes?’
Me: ‘I thought you fainted. Umm.. are you almost done?’

She pointed to the bathtub and a overflowing bubbles told me how much she was enjoying it. While distracted, she grabbed my wrist and pulled me inside, slamming the door accidentally behind my back.

Lenny: ‘Oops. Shower together? I won’t see anything.’

Hmm.. a plan indeed. She walked to the tub and threw the towel over a hook, casually stepping into it in front of the mirror wall. With her eyes on the mirror (away from me), I proceeded to strip and joined her in the bubble bath.

Lenny: ‘I clean your back for you.’

She offered to help after I wet my head, holding me carefully while I turned around. Just two rubs on my back later, her hands slid across my waist to my groin, peeling the foreskin backwards of my erecting cock. What else could I expect when she wanted to ‘rub’ me? My little head won this time.

With her fingers stroking my penis underwater, I backed up on her till she hit the edge, without any space to run. Both my hands went behind my back and I located her groin quickly, submerging between the delicate labia lining the path to her clit.

Engaged in the mutual masturbation, we moaned our hearts out as temperature rose in the bathroom. She had gone all out pumping my cock in her hand and two fingers were digging her pussy out.

Lenny (whispering): ‘I need to pee!’

A hot jet of pee hit my back with her body shaking, triggering an orgasm while she relieved herself. As soon as she was done, she unplugged the stopper and we leaned on each other till only the foam was stuck on our bodies.

Gleefully, she took the shower head and rinsed me clean, doing the same for herself once I got out of the tub. We joined hands for support on the slippery floor to the mirror and that was when she began to blow-dry her hair, body bent over the sink to give me slutty glances through the mirror.

Lenny: ‘You have a condom?’

The only person who could beat my timing to get that condom would be The Flash. She took the rubber off my hand and spread the ring over her pussy, telling me that that was the only way to put it on.

Naturally, I unlocked my knees and slid my cock up her pussy, until she perked her ass up for my dick to pop into the condom and into her hole. She held the rubber ring for the few strokes I used to get ‘armed’, and soon let go after I was buried deep inside her.

Her body kept jerking as I hammered her from behind, disrupting the blow-dry and combing process. Once she slammed the comb down in a pouting look, I stood upright to miss my next entry. Lifting her small frame onto the basin, she instinctively wrapped her legs around my waist and let me pound her weak.

God, if only you guys could see how she slouched against the mirror, biting her lips as moans were fucked out of her. While at it, I took her shirt and pulled it over her head, leaving her braless to do the same for me. Once the basic attire was decided on, I carried her to the bed and let gravity did the work. To fall, and ram my cock into her.

The yelp did not stop us from fucking the sheets off the mattress, swapping to doggie style when she wanted to look out of the window. Facing the rows of private houses, the pounding she took jerked her up and down against the glass. If anyone spotted us, they couldn’t be any more right as to what we were doing.

Me (groaning): ‘You’re getting tighter Len.. ‘
Lenny (moaning): ‘It’s you getting bigger!’

We turned towards the bed and she climbed on it, waist still in my hands for me to tug her over my dick. Finally, the next orgasm threw her forward and she flipped around, spreading her legs for me to step into.

Out of her pussy, it was safe for her to rip the condom off and to use her hand on me. As if she was beating herself off, she made sure to aim my little head low while stroking the shaft.

The glorious sight of a young girl in obvious braless state, boobs bouncing up and down on her firm chest, waist skinny enough for my fingers to touch if I squeezed her hard, there was no reasons for my cock to delay any longer.

Me (grunting): ‘Ready!’

A smile followed by lips-bite appeared on her face and she went all out. In mere seconds, she lit the fireworks over her body and quickly sat up to gather the rest on her face. Shots after shots my cum stuck to her beautiful skin and she was this close to make me shoot blood when I stopped her.

She stretched her arms out to push my shoulders down and I was on my knees between her legs. Watching her streetlights lit face, my slightly watery cum dribbling down her nose and was vacuumed into her mouth. She used her fingers to scoop the rest into where she ate and stuck her cute tongue out for me.

Lenny: ‘Dahz-in (dustbin).. ‘

Her fingers pointed my gaze to the white bin under the bedside lamp and I brought it to let her clear her mouth. Bottomless, we went for a quick wash up and brushed our teeth, falling asleep almost together after that intense night.

For a country that was one hour ahead, I woke up before the sun rose, to see her sprawled legs opened lying on her chest. Needless to say, my morning wood was harder than usual and I laid on top of her, inching my rubberised dick into her raw slit.

Lenny (whispering): ‘heyyy.. ‘
Me: ‘You’re wet?’
Lenny: ‘Dreamt about you.’

I let go off my hips and let it sink into her, getting an immediate response from her through a moan. I used my weight to keep her still as the condom squeaked its way in, silencing only after a few strokes. Bouncing atop of the petite lady, her groans rhythmically followed my tempo, until I saw her fists closed to the sexiest orgasm wriggling her body.

Lenny: ‘Let me do my morning workout now.’

She lifted her ass up and nudged me out, bringing me to the bathroom and into the tub. With the wall’s support, I sat at the shorter ledge and let her sit reverse cowgirl over my lap. Rocking back and forth using my knees to balance, my little head indulged in the hands-free sex, feeling every inward stroke stuff it into a narrower end.

There was nothing for me to do once she rejected my takeover, sending me into a lightheaded haven with her slurping hole.

Me: ‘Len, I’m going to cum soon. But not yet.’

She gracefully dismounted and split my thighs apart. Going down on me again, the absence of condom let her worked her tongue on every inch of my shaft, milking me in sensual upward strokes.

Me: ‘You are having breakfast right here?’
Lenny: ‘Mmm-Hmm!’

Her slim fingers joined her lips and the hand-mouth combo pushed me to my wits’. My toes curled up in the porcelain tub and she sucked even harder, forcing me to make girlish groans.

Me (moaning): ‘Cumming cumming!’

She dropped her jaws this time and sank my whole rod down her throat, massaging my rod with the gag reflex. My mind peacefully blew the load down her throat, emitting waves of pleasure down my body into her lips. It was the most soothing, muscles relaxing ejaculation that week, and it refreshed me to new heights.

She showed me an ‘OK’ sign and I gave her a wide smile. Before my very eyes, my dick reappeared in slow-mo and she frowned upon swallowing whatever that was left on her throat.

Lenny: ‘Okay! Done!’

The shower head splashed warm water on me and we took a bath together, this time scrubbing down our bodies without anymore interruptions. It was somehow heart settling to watch each other get dressed, knowing how satisfied.. or a better word would be ‘complete’ after the brief ‘get-to-know-you-better-night’ of activities.

Part 1 | Part 2