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Good Morning, Sir

‘Sir? Good morning. Mmm.. mmm.. ‘

While it was one thing to wake up to an alarm clock, it was another to wake up to the blowjob of our helper, May. She was already naked next to my bed, sucking the life out of me through that morning wood she never failed to catch.

For close to a month now, that was how I woke up, no matter if I had to go to work. I have since become her ‘breakfast’, after those five days when my parents were on an overseas trip.

That fateful morning, I awakened to the smell of bacon, and true enough, she has prepared a gigantic serving of English Breakfast for me, complete with a huge glass of ice Milo. We had breakfast in bed that day, though she wasn’t exactly in my bed.

Like every morning, I would stay in bed until my morning wood died down, but she didn’t leave me alone that day. Instead, we starting talking about our families, partners, and hobbies. My mind was completely off that hard on until she accidentally patted on my groin, swiftly putting the both of us into an awkward silence.

‘Are you ok sir? You are blushing.’

‘Yes. I’m fine. I’ll be out after a while. You go first?’

‘You sure?’

She slid her hand over the white sheets and arrived at the bulge, where my cock was standing upright underneath. A little squeeze from her made me give off a moan I wouldn’t forget, but it did felt good. She then moved that hand so seamlessly under the blanket, onto my thigh, and into the boxers she knew I slept in.

A solid grasp of that erection widened her eyes instantly, and she just kept fondling it. It got so hard to the point it ached, but didn’t stay that way as long as she played with it.

‘Sir? Can I see?’

‘On one condition.’

‘What is it?’

‘Take your shirt off.’

I was so sure I saw a grin when she pulled her shirt over her head, to flash a pair of perky, brown breasts in my face. It almost came too naturally for me to caress them when she bent closer to see my cock, which she spent a long time admiring.

Her head got lower and lower until I sensed a wet kind of cold at the tip, followed by her lips that cradled that pipe in her mouth. She was alert enough to shift her lower half towards me, so I could reach into her shorts to feel her soft, shaven pussy in my hand. The moment she parted those legs for me, I knew better to put those fingers to work.

We quickly got caught up in the mutually-beneficial exchange of pleasure, progressing mindlessly to the part where she climbed over my hips, pussy exactly seven inches away from my body.

‘Sir.. I don’t know if.. ‘

‘May? Me too.. (Pause) Shall we close our eyes?’

That one, unified act concluded our encounter when I felt gentle warmth engulf my cock, descending from the tip to the base of my shaft. When we opened our eyes again, the blissful, exasperated look on each other’s faces were deeply etched into our minds.

Our morning turned primal the second she started riding me, towards a mirage my breaths would not catch up with. I rolled us over and gracefully thrusted my hips in and out of her pussy, to watch her eyes roll back and forth in euphoria.

There was no loud screams, or moans that our neighbours could hear. Only agonising, sexed-up grunts came out of us. She was so tight at the entrance, but calming before that. I would never forget how she covered her own mouth when she lost her mind, thanks to the rhythmic strokes my cock was giving her.

We flipped ourselves over time and she had full control this time, bouncing only her hips up and down on my cock.

‘Sir? I’m going to.. ahhh ahhh ahhh.. going to.. ‘

‘May? MAY! OFF!’

She sobered up abruptly and backed away from my dick, that was longer, and thicker than we thought was inside her. Her mouth went right over it and she slammed her face into my groin, taking all of it down her throat. That very first time she deep throat me, she stayed down while she fumbled around for my hands, so she could put them over her head.

I didn’t think twice and used her as wildly as I needed to, till cum poured directly down her throat. My mind was most confused, when she took that seemingly never-ending cock out of her mouth, with a smile.

We then realised, I was still hard, at that same size.

‘Sir? I have something to tell you.’

‘What is it?’

‘I put some Viagra into the Milo.’

‘What?! No you didn’t! Get in bed, and hold your legs up! NOW!’

She scrambled and positioned herself as I asked, to receive her punishment that would last to this day. Her morning blowjob, is just one of the many times I will be inside her on a typical day.

A helper indeed.

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Revisited

‘Are you alright? It has been so many.. ‘

‘J? Can you hug me for a while?’

‘Yes.’

She straightened her legs and I took my spot on the bed, for her to tuck herself into my arms. We didn’t say anything else that night, but I couldn’t be more worried about her. For one, she wasn’t the type to be in skirts or dresses, but she was in a tight dress that night.

It certainly brought back painful memories when she put her legs around me like a bolster, though it wasn’t like before. I could sense a small grinding motion, on her groin that felt exceptionally smooth. My impression of her, a decent, naive, happy-go-lucky girl, definitely changed when she reached between her legs to find some wetness.

(She whispered) ‘baby.. is it hard yet?’

‘No it isn’t.’

‘Oh? Maybe I can.. ‘

With that, she slid one hand into my boxers and gave it a rub, in the same, familiar manner when we were together. She didn’t move any differently then, sending sorrowful memories rushing back into my head all at once. I put my fingers to good use when she opened her legs for me, to feel that shaved pussy once again.

She had the same wetness, same slipperiness, as I last fingered her. We shared that intimate moment for as long as it took her to get me hard, and then brought her head to my cock from the side, like always.

In the darkness, there wasn’t much to look at, but she was taking me much deeper, moving her head faster, and using her tongue more efficiently. What really got to me wasn’t the blowjob, but how she touched herself when she was going down on me.

I didn’t know what changed her, or if the change was any good for any of us.

‘Can you put it inside me now?’

‘Yes.. can i?’

(She moaned softly) ‘Uh huh.. ‘

A smile that melted my heart stretched across her face when I moved myself between her legs, flashing me the same, jovial, excited look just before I penetrate her. This time, she felt more relaxed, and did not flinch when I went inside her.

She was all hugs and kisses throughout the whole time I pounded her, moaning so playfully and joyfully as I last remembered. We switched to doggystyle and she took me easily into her pussy, letting me thrust as hard and as deep as I wanted without struggling too hard.

‘I’m going to cum baby.. where?’

(As she moaned) ‘Inside me? ahhh.. It’s okay.. I won’t get.. ahh.. yes!’

I kept going, hands holding her waist firmly, so I wouldn’t slip and hurt her, like that one time. There was no stopping for me until I came into her, embedding my cock and cum deep inside her.

After I went back into bed, she continued masturbating herself for at least two more times, climaxing really hard each time. She then put on her panties and showed herself out, looking happier than before.

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Front, and Back

Written in the perspective of Maeve.

I wouldn’t have known if he was Vance, or someone else behind the blindfolds J put over my eyes. Those four hands holding me down onto the bed, felt scary to say the least, until I breathed in the familiar scent of the man I loved. That assurance was all I needed to loosen myself up, especially at my legs they were trying to open.

Who could blame those two boys to be so impatient, to want to get their hands and fingers into every crevices of mine, except for that one they knew better not to go anywhere near. Both my hands were hastily brought to their manhood in two directions, left and right, while they ran their fingernails all over my body. My mind, was just basking in the dirty thought of being so desired by two men whose goal was to pleasure me (first), as I did the same for them.

To have fingers from two vastly different hands working on my clit sent strong, minute shocks through my spine. But when one of them put a finger into me, and carefully moved it in and out while the other vibrated fingertips on the outside, overwhelmed my unprepared body.

For a second, I realised how loud I was and so badly wanted one of them, any of them, to be in my mouth. But the way they were torturing me through my clit, made it impossible for me to summon any strength to do so.

‘Can one of you.. ahhh.. use.. put it in my mouth? Please?’

Never have I expected myself to say the word ‘please’ under such circumstances, but I know how much more fluent was I with my mouth than hands. Yet, none of them budged. Before I realised it, my head was moving towards the side I suspected was him, and the two of them rose onto their knees to get me in another position.

My hands remained on their throbbing penises the whole time they helped me sit upright against the headboard, then asked to touch myself with the hand on the cock I want in my mouth first. I let go of my left as it was my master hand, and promptly had that cock buried in my face.

Since I was in control of my hands, I lightly rubbed myself as I used my tongue to tease that cock coming from my left, sucking hard for as long as I needed to make him groan. Although it wasn’t the voice I preferred to hear, he was clearly enjoying my lip service. That alone, made me wetter, embarrassed, and guilty towards the dick still in my hand.

My mouth was freed before I had my fun and he went to my feet, which I tried to keep shut so he wouldn’t distract me from the other one I was going to put into my mouth. In the end, he managed to force my thighs apart and I had to service my man in a sloppy fashion. That was the only part I didn’t quite like, but he wasn’t the type to accept what he was given.

That was also the reason why I didn’t stop him when he stood over my body, held my head still with both hands, and thrusted his delicious sausage into my face. It was that single, thoughtful gesture of his that made this whole thing less of a ‘get what they want’ and more of a ‘we are doing this with just one more person’.

He has allowed me to keep one hand at the base of his shaft while he used my mouth in whatever ways he wished. Until I was put in the doggystyle position, it didn’t occur to me that ‘part one’ has come to an end the moment he stepped away from me.

Even then, I was just glad that he didn’t go inside me first, so I could still taste him for a bit longer. To be honest, I wasn’t paying much attention to the man behind me. It was the one before whom I wanted to satisfy, like how this three way became possible.

I loved his saltiness, sweetness, almost everything about it. Compared to the other partners whose fluids I have to wash down the basin, none of his ever went to waste. The slight jerking motion from behind made work easy as I just let the motion guide my mouth up and down, lasting for another ten minutes before the dick pulled itself out of me.

To save the trouble of them switching places, I turned myself around and sat over my man’s cock. Once I had a good grip of the one going into my mouth, I rode him like usual, slamming my butt a little too hard and fast to his liking. Nonetheless, he let me do what I liked and that allowed me to focus on both ends – until the one in my mouth came.

Coincidentally, I was about to climax as well from the one in me, causing me to swallow that load without any choice. All I remembered was moving my hips so rapidly that my vision went white, to one of the most intense orgasms I have ever received.

My mouth immediately revisited the cock that just emptied its load and cleaned it up, before turning myself towards my man behind me. I resumed my ride for another orgasm, that I didn’t dare to go through with it when he warned me about his status.

I hopped off his cock and shifted myself back so I could take him in my mouth again, though it was him who guided my head up and down. My pussy found its way into the other guy’s hand and he helped me come just as I received my meal into my throat.

There was hardly anything left when I lifted my head up to steal a kiss as reward for my good job done. The rest of the night formally began once Vance left, with us ordering room service and then continue humping each other weak late into the wee hours.

I couldn’t stop tasting myself the whole night where he came inside me another two times. Mmmm!

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Man-for-Rent

(Melissa asked) ‘J? Can you accompany Tracie for a while? Let me go entertain these guests.’

I gave her a nod and turned to the lady next to her, who seemed too happy to get my attention. To be fair, she didn’t appear to be the type to participate in such parties, given her conservative attire of a t-shirt and jeans. Not only were her clothes very casual, she came in sneakers too.

(Tracie asked) ‘Shall we go up?’

As stipulated in my contract, I couldn’t say no to anything I can accommodate within my means. And so, we went up to the second floor of the bungalow, into a room that was unmarked. She sat on the bed and did not say anything else, until I joined her.

‘Mel said that you are unlike the others.’

‘Unlike the others? What do you mean?’

‘She says.. that you will know what to do.’

Her t-shirt came off seamlessly before I could make sense of what she said, but I didn’t take too long to understand the situation either. With all my clothes still on, I laid sideways along the length of the bed, keeping one arm across the pillow so she could lie on it.

(Tracie smiled) ‘You got it.’

(I whispered) ‘Oh yes I do.’

There was nothing more alluring than to gaze into the eyes of a clueless, innocent little girl, whose mind was debating about initiating that kiss. I couldn’t let her do that and thus took the upper hand, planting my lips softly onto hers. Our inner monsters gradually took over and my hand found its way into her jeans, under her panties, and over a hastily-shaven groin.

The instant I laid my finger on her clit, her chest rose and fell, to each and every stroke I brushed over that sensitive nub. It didn’t take her eyes long before they couldn’t open anymore, much to the sensual rubbing between her legs.

‘Let’s take our pants off.’

We did just that and things grew even hotter then, hands on each other’s parts, doing our best to make each other moan louder. In mere minutes, she got as wet as a waterfall, and I was comparable to a rock.

‘Can I.. ‘

‘uh huh.’

Her shy whisper promptly disappeared the second I put my cock inside her, reaching her inner beauty with incomparable ease. What happened was the most seamless, controlled penetrative sex I’ve ever had, tucking my cock right down her shallow pussy, hit that sweet spot, linger for a split second, and pull back without slipping out.

Her body reacted to my every thrust, sighing on every out-stroke, and gasping at every ‘in’. Her legs went from ‘wide apart’, to ‘knees-at-chest’, then sideways, before arriving at the break where she got on her knees.

The rest went as nature intended, ferocious pumping at unbelievable depth, until we were both perspiring for all that was worth. At the peak of our copulation, I finished inside her to her wishes and let her lick me clean, to satisfy one of her fetishes to taste our mix of sex.

‘I’ll get dressed first. You stay here. Don’t leave right after me. If you get what I mean.. ‘

I understood her perfectly. She wouldn’t want anyone to see her hooking up with a stranger. Barely a minute after she left, another lady, this time a more mature one, showed up at the door.

‘J. Right? I’m Kiri.’

‘Umm.. yeah? Tracie said I could get some help from you.. ‘

Her dress hit the ground on the short path to the bed, and I found myself deep inside her, under her in less than three minutes.

Oh what have I got myself into?

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Unspoken Desires

Arriving at her place in Yishun, she didn’t waste anytime in bringing me to her bedroom, where fairy lights and soft toys lined the bed frame. She almost instantly took my UA drawstring bag from my shoulders and opened it in front of me, for me to fish my towel out. In a similar fashion, she got her towel from her backpack and led me by hand to the common bathroom.

Our backs were facing each other when we stripped, but that seemed pointless once we got the water running. Once we had rinsed the chlorine off our tanned-bods, she pumped some soap into her hand and started lathering me, covering every part of my exposed skin. When she had nowhere else to clean except for my privates, she brought the bottle of soap to my palms so I could begin returning the favour, while she stroked me down there.

Over her shoulders my hands went, down to her voluptuous breasts, around for her back and ass, finally getting to her shaven, woman parts I was still worried about touching. Seeing how focused she was to make sure my cock was fully erected to get in between the crevices, I had less to be shy about putting my fingers at her pussy.

In no time, we were all soapy and wet, enough for her to pull me closer for a B2B scrub. Just when I was getting a little light-headed from the slippery contact, she found the angle to put my little one through the gap in her thighs. From then on, I let my ‘extension’ did the thorough cleaning of her pussy lips, lasting for as long as she needed to wash the soap off our bodies.

The last parts to be rinsed were our genitals, and we didn’t need to break for. Soon, the slipperiness was no longer due to the soap, but something else from her. Once we were cleaned, we dried each other and went back to her room, completely naked and safe from any prying eyes.

We both have agreed, to wait a while before we get dressed. During that pause, she threw a blanket over me and switched on the air-conditioning. I wouldn’t dare to not invite her under the sheets. She could catch a cold. We were seated against the headboard and the wall next to the bed then, and nothing could get cosier than that.

Under the blanket, I could only gasp when I felt her hand going around my cock, one she raised with her own hands since earlier. It was a rhythmic, sensual, light grasp she had when my eyelids began to get heavy, though not intense enough for me to forget. I put one hand between her legs and sure enough, she had already opened them partially, and was still wet.

I thought I sensed some throbbing below, but it didn’t matter once I circled my finger at her clit. The way she jerked me faster and tighter, was all the cue I needed. We already have a good idea of how far we would go on our first encounter, and I regretted not asking about her disappearance under the sheets.

I no longer have to imagine how those pouting, soft, thick lips feel around my cock. She was already on it, pressing them as tightly as she wished while going up and down on me. It didn’t take me much effort to reach for her pussy, that was leaving wet trails down her ass. She has probably guessed, that lying sideways would ensure that she would get some attention too.

Everything was so quiet in her room. We could hear every gasp, every breath, and even the occasional sighs. I felt her tightened around my fingers, followed by a sudden descend of her mouth down my shaft, keeping it at that depth while an orgasm consumed her.

My cock bounced free in her attempt to catch her breath, where after she flipped the blanket away to look me in the eyes.

‘I have never done this before’, she made a statement I didn’t understand, nor do I have to.

She brought herself closer into my arms as she guided my hand between her legs further in, for a finger to penetrate her femininity. A loud gasp caused her to bury her face into my belly, shortly followed by a continuous, constant up-down motion of my wrist. I knew better to take over, to finger-fuck her while she basked in euphoria.

It only lasted a few minutes before she sobered up, likely to have recalled the terms of engagement she set for herself. She went on her knees, and hastily mounted herself over my lap. Our eyes just did the negotiations.

I couldn’t do that to her, or let her do it herself. It was decided that I slip two fingers inside her while she sat right behind my dick, to masturbate me while I fingered her. The safer, non-violent method somehow worked wonders for our unusual encounter, placing both our values above each other.

Our mutual exchange of fingers for a handjob paid off when we pit an unspoken contest against each other, for the same ultimatum. She would come over my fingers, just as I came really hard over her hand. Nothing was broken, everything was in a better place than before.

We had to take another shower after, in the same, unhurried style as we did before. It came quite naturally, that we would get each other off again during the rinse. We didn’t air our bodies anymore, and just laid in each other’s arms until she dozed off.

I left a message for her, depicting the time we would meet the next day for a swim again. We never exchanged numbers, nor mentioned our names. There was no need for those, when we can connect on a much deeper level than many other couples.