The Emancipation of Emily & The Adventures of Thomas


    Chapter #21

    EMILY’S POV

    His parents were the most welcoming and hospitable hosts. The genuine warmth they extended to me eradicated all my initial worries. His younger sister was equally cheerful, lending me her clothes and ensuring that I did not feel out of place.

    The same could be said of J’s friends. They made an effort to be sure I was never left out and if they had any judgements about me, they definitely did not show it.

    It seems as if this gathering was a norm for them, as Jacob’s parents and sister would join in for supper as well and the conversation was lighthearted, even when it drifted to the topic of O level results and our future paths.

    After supper, J’s mum headed to the kitchen, while the rest of his family retreated to their own rooms.

    We settled to watch a movie that his friends had rented. Before his mum went into her room, she tossed a reminder to Jacob, “Boy, let Emily sleep in your room. Make sure you sleep outside with your friends ah…” At 16, you can hardly blame me for seriously thinking that nothing was going to happen that night. I had yet to be introduced to testosterones.

    Once again, I cannot remember what we watched but this time it was more because I was feeling tired. It was close to 3am and I’ve had a really long day. One by one, his friends began to doze off and after nodding off one to many times, Jacob shook me gently by the shoulders and led me to his room.

    He tucked me into bed and pecked me on the cheek. “Thanks for coming over tonight. I’m really glad you did. Goodnight.”

    “Hmm… Night.” I mumbled incoherently.

    And he left the room. I flipped over and promptly fell asleep.

    ***

    It was still dark when I got awoken.

    “Hey Emily!” I squinted in the darkness. For a moment, I was unsure if I were dreaming, as the room did not look familiar to me.

    Then I remembered.

    “Oh hey, can’t sleep? What time is it?”

    He did not answer any of my questions. Instead he whispered back. “Everyone’s asleep.”

    And proceeded to lock the door as silently as he could.

    Post #23
    3 comments
    Chapter #22

    THOMAS’ POV

    Our adventures did not stop there.

    The next experience I had was when we were on one of our bus rides home. We were right at the back seat, and we were kissing each other passionately, all that studying must have made us longing for each other. As we were both in school uniform, there wasn’t much room to manoeuvre, especially not in the cramped back seats of our public buses.

    She placed her hands on my crotch and started rubbing my hardened member through the polyester fabric of my school pants. She whispered ‘wow, you’re so hard already. Guess what? I’m soaking wet.’

    I was momentarily unsure of what to do; I had never seen a real vagina before, aside from the on-screen porn that I jacked off to. I became really excited when she carefully lifted her skirt slightly and parted her panties to the side.

    I soaked in the sight of her beautiful pussy, drooling with girl-juice, which began to create a shiny puddle on the pink-hued bus seat. Fiona had a patch of hair situated at her pubic region, it wasn’t particularly bushy, neither was it particularly sparse. Somehow, there weren’t many stray hairs around her vagina itself, which I liked. Her vagina looked very neat, the labia minora was not clearly visible due to her virginity, and her labia majora (outer lips) were fairly thick, with her tiny clit peeking out of the hood.

    The area around her vagina was reddish due to her arousal, and I tentatively cupped my hand around it, feeling the heat and moisture emanating from the deep recess of her love canal.

    She let out a soft ‘uhhh’ when I did this, followed by a twitch.

    She unzipped my trousers and stuffed her hand into my briefs, grabbing my penis with 5 fingers and attempted to masturbate my 5-inch cock.

    My penis was sticky with pre-cum, and she used this as lubrication as she rapidly stroked my cock.

    I continued rubbing her pussy, and she continued her quiet whimpers of pleasure, along with sudden involuntary spasms and twitches which turned me on even more.

    The fun did not last, though, as our destination soon arrived, hence that put our petting session to an abrupt end.

    Post #27
    0 comments
    Chapter #23

    EMILY’S POV

    Let me clarify that at the point in time, I had never gone past french-kissing. I knew full well the stages that followed but what I did not know was that I would venture beyond that stage so quickly. My past relationships (if you could even call them relationships) progressed at snail’s pace and I had just accepted it to be the natural pace.

    So when Jacob started kissing me with more fervour than usual, I realised that I was in for something more.

    Our hands and legs were tangled into each other as our kisses intensified. I have never felt the warmth of a male’s member pressing against me before. The butterflies in my stomach were more frantic this time, yearning to be let out.

    I found myself grinding against his male stiffness and he was pushing himself against me like we were part of a well-rehearsed dance routine. His hands were roaming, roving, and exploring every nook and crevice of my body. When his hands slipped under my shirt, I inhaled sharply. I was not wearing a bra.

    My breasts welcomed unfamiliar hands without any introduction. His two hands felt like two dozens as the sensation and thrill of breaking my own sexual boundaries intensified my exhilaration. I have never been touched that way before.

    His mouth moved away from mine and my lips felt extremely swollen from the previous attack. In the recesses of my mind, I wondered if that was normal. All thoughts deserted me once he began licking my ears and nibbling gently on my earlobes while at the same time, gently twisting a nipple with his thumb and forefinger. I surprised myself with an involuntary moan and scissored my legs even more tightly around his thighs so as to feel more of him.

    “Ooh, you like that, yeah?” He whispered, his hot breath raising my goosebumps.

    I could not bring myself to reply with something naughty as although my body was reacting very positively to this violation, I felt incredibly shy. I simply breathed out “Hmm yeah…” which for some reason motivated him to carry on with more vigour.

    He lifted off my shirt and took off his own. I shivered both from the cold and the shock. My heart was thumping against my chest now, so hard I could hear it pounding in my head. He looked at me appraisingly for a moment and whispered, “Wow… you’re so hot.”

    My body was really toned then as I engaged actively in my CCA and outside activities.

    He then covered my mouth with his and resumed the tongue war from earlier on.

    Then he trailed kisses down my neck, sucking, nibbling, licking, sucking, and nibbling till his mouth reached my breast. His tongue circled my nipple, teasing it, taunting it, while his hand toyed with my other breast. I let out another moan and as he engulfed my nipple and suckled on it, his hand moved down south and found my other set of swollen lips.

    “God, you’re so wet. Oh, I want you so bad…”

    He shifted back up and kissed me once again. We were in the missionary position now and he started grinding me, faster and faster. His stiff rod rubbing furiously against my wetness, separated by just the few layers of cloth.

    I started breathing really heavily, in between the moans that escaped from my lips. I could feel the slight stickiness of his body as our naked bodies rubbed against each other, skin on skin, faster and faster.

    As I found my hands bunching up the sheets and my eyes shut tight, the stirrings in my groin escalated. I tried to concentrate but I simply could not release.

    Not too long after, I felt him spasm and let out a low gutteral moan.

    He collasped beside me and for a few seconds, neither of us said anything. The silence was simply permeated by our laboured breathings. Then he got out of bed and kissed me on the forehead, whispering “be right back, toilet”.

    As soon as I was alone, I touched my wetness and carried on rubbing till I felt the familiar sensation I get all those nights I spent alone in my room…

    Familiar fingers managed to quickly coax myself into one of the best orgasms I had given myself in a long time.

    My heartbeat had slowed down and due to the earlier surge of adrenaline, I felt thoroughly exhausted. I was already falling asleep when Jacob crept into bed and passed me a fresh pair of shorts.

    After changing, he spooned me and apologised, “I’m sorry I didn’t manage to give you an orgasm tonight.”

    Orgasm

    ? I thought in bemusement as I fell asleep. That was seriously the last thing I had expected when I went over to his place.

    Post #28
    1 comments
    Chapter #24

    Quote:

    Originally Posted by

    kittymae

    Lols..Jacob’s apology and the reason reminds me of someone in my past…cute!

    Haha this story seems to bring back a lot of memories for you. Hope they’re good ones

    Post #30
    30 comments
    Chapter #25

    EMILY’S POV

    As expected, the relationship between Jacob and me did not last and we broke up about a month to my promotional examinations (promos).

    It was my first true relationship and despite its eventual failure, I had learnt much from it.

    My relationship with Jacob was very accelerated and my next relationship may prove to be a stark contrast; slow and steady.

    I apologise and seek your patience as the juicier sexual bits will only come in after a couple of introductory chapters which I feel is necessary to breathe life to my new character as well as to form a foundation for what’s to come.

    ***

    Juggling a needy boyfriend and my CCA proved to be detrimental to my grades and I had a lot of catching up to do. I buried myself in my studies and became a regular patron of the school library.

    The school library was always insanely crowded as the exams drew nearer. And as I preferred studying alone, I always ended up having to share a table with people.

    That was how I got to know Caden.

    Before that, we were just acquaintances, never more that that. He lived near me so I had seen him around the estate even before JC.

    Caden was the epitome of all-roundedness. When people lament that “God is unfair,” they were probably comparing themselves to Caden. He was blessed with good looks, was captain of his CCA, and I was sure I noticed his name several times on the list of top scorers.

    ***

    My lessons ended the latest on Thursdays and by the time I got to the library that Thursday, all the tables were already taken up.

    I spotted an empty seat at the table at the back, my favourite table, and made my way towards it. The other occupant was none other than Caden.

    Me: Hey! Um, this seat taken?

    C: No. Go ahead!

    He tidied his stuff a little to make more space for me before going back to his revision.

    I don’t deny that Caden was attractive; he was easily one of the best catch in school. However, having just broken up, I honestly saw him as just a person who stole my table. I was not at all ready to develop feelings for someone new.

    We studied in mutual silence, and as I was packing up, he spoke to me.

    C: Hey, my mum is fetching me in about 10 minutes, she can give you a lift home if you want. You live nearby right?

    Me: Oh yeah, if it’s no trouble, that would be great. Thanks!

    C: Come on, we’re practically neighbours.

    We left the library together.

    His mum was a full-time mother who ferries her children to school and sometimes back. From that day on, I got a ride to school every day.

    We started studying together as well and quickly became fast friends.

    Yet still at this point, with promos looming ahead, I only saw him as a friend.

    Our daily rendez-vous quickly ended along with our exams and with no strings attached, we retracted back into our respective circle of friends. The only times I got to see him was in the short periods of the mornings when I got a lift from his mum.

    ***

    Holidays soon came around and I stopped seeing him completely.

    I bumped into him one afternoon as I was buying lunch at the coffeeshop nearby. Having not met each other for almost a month now, we started catching up.

    C: Hey Emily!

    Me: Oh hey Caden! Haven’t seen you in a long time, how’ve you been?

    C: Good good, just got back from Bintan with my family.

    Me: Haha yeah, I see you’re sporting a new tan!

    C: Haha yeah, but I’m peeling all over now. Who’re you here with?

    Me: Oh I’m just here to takeaway lunch. You?

    C: With some friends (He gestured and I recognised a couple from school)

    Me: Right enjoy your lunch! I’ll just see you around?

    C: Yup, see you!

    He turned to leave before calling out again.

    C: Oh Emily, my family has this annual Christmas gathering on Christmas eve. Since you live so near, wanna join?

    Me: Haha wow, you hinting for a christmas gift?

    C: Do I take that as a yes?

    Me: Text me the details lah I’ll check my schedule later. My stomach’s rumbling now haha.

    C: Okay, bye!

    ***

    My family doesn’t celebrate Christmas so I was actually considering going. But eventually, I made alternative plans thinking that it may be awkward to attend a party without knowing anyone there. But I told him I’d swing by if I were back early. I had gotten a gift for him and thought it would be good to pass it to him then.

    Around half past 11, I received a text from him.

    C: Hey, you coming?

    Me: Hmm I just got home. Think I’ll just pass? Got you a gift though, pass it to you some other time.

    He did not reply and I went to take a bath.

    At around half past 12, I received a text from him.

    C: Hey, I’m downstairs.

    Me: Um, you sure you texted the right person?

    C: Yup, come down.

    I was surprised at his curt messages. We were never that close to be bossing each other around. I went down nonetheless, grabbing his gift on my way out.

    His cheeks were flushed when I saw him. He engulfed me with a big hug and wished me “Merry Christmas”. Wow, I had not expected that.

    Me: Woah, have you been drinking?

    C: Yeah, a little bit too much Christmas wine. Haha the boys…

    Me: Yeah I can tell. Anyway, I got this for you.

    I handed the gift to him.

    C: Thanks! And I’ve got something for you too. Open it when you get home?

    He handed me a plain, simple envelope.

    Me: Aww thanks, I will. Take care yeah?

    C: Yep you too, see you around!

    When I got home, I crawled into bed and gingerly opened the envelope.

    A fulscape paper with my familiar handwriting fell out. There were my scrawls of physics equations and theories on top and in the bottom I had written in bold and caps “HELLO CADEN, HOW TO DO QUESTION 2B?”

    I vaguely remembered that afternoon when I had been stuck at a question and had written him a message even though he was sitting just across me.

    I flipped to the back and saw his handwriting. My eyes widen.

    He had written a poem for me –

    You probably don’t remember,

    that day in sweet September.

    When you took your seat across me,

    I thought perhaps Christmas came early.

    You see, I’ve always known you.

    You’re the girl that makes the boys drool.

    I’ve always wanted to know you,

    but I was afraid of looking like a fool.

    I’ve always been shy.

    When I speak to you, my mouth seems to go dry.

    I’ve never done this before,

    so pardon me if it looks like it’s written by a child of four.

    The end of the poem has drawn near.

    I hope you will not find me queer,

    if I asked, “Would you be mine,

    this Christmas time?”

    Post #61
    1 comments
    Chapter #26

    Quote:

    Originally Posted by

    curiouslala

    Wah..

    Caden is so sweet..

    Lala showing sarpork hereeee~

    Haha yup he is

    Thank you!!

    Post #63
    1 comments
    Chapter #27

    Nice POVs from the both of you. Can really see the difference in the POV of a guy and girl…hahaha

    Anyway upz you my humble 8 points for such a stimulating read. You should have enough now to upz others…

    Cheers!

    Post #65
    0 comments
    Chapter #28

    Quote:

    Originally Posted by

    gambit76

    Nice POVs from the both of you. Can really see the difference in the POV of a guy and girl…hahaha

    Anyway upz you my humble 8 points for such a stimulating read. You should have enough now to upz others…

    Cheers!

    Haha yeah, I keep badgering him to write longer posts and not delve straight into the sex but he refuses.

    But anyway thanks for the support and points!

    I can only up once per day? I was disallowed from adding points to a second person…

    Post #66
    0 comments
    Chapter #29

    Quote:

    Originally Posted by

    Vulvacious

    Haha yeah, I keep badgering him to write longer posts and not delve straight into the sex but he refuses.

    But anyway thanks for the support and points!

    I can only up once per day? I was disallowed from adding points to a second person…

    Hahaha..some guys would go straight to the point…

    As for rep points, you can only give it out once every 24 hrs

    Post #67
    0 comments
    Chapter #30

    Quote:

    Originally Posted by

    gambit76

    Hahaha..some guys would go straight to the point…

    As for rep points, you can only give it out once every 24 hrs

    Haha yeah, but at least it give you guys both perspectives

    Oh okay, I’ll give some per day then!

    Post #68
    0 comments