Re: The Emancipation of Emily & The Adventures of Thomas
EMILY'S POV
Having been introduced to this sacred world of lust, I found myself getting increasingly horny. It was as if this introduction had added colour to the dull fantasies I created in my mind during masturbation. As a result, I also masturbated more often.
That aside, I started hanging out at Jacob’s place as often as our commitments permitted. Otherwise, we would fall back into our usual routine of purchasing love seats tickets to a movie we never bothered to watch.
I was getting more comfortable with unfamiliar hands touching my private parts and I craved more.
The first time he slid his fingers into my wet love hole, I shivered in ecstacy. Although I was worried about wetting his bed, I couldn’t help but to beg him to go “faster, faster…”
I knew that I was probably hornier than the typical girl out there; given how much and how young I started masturbating. When I first started masturbating, I thought I was queer; I was very very embarassed about it. Since no one had ever taught me how to do it, the act seemed very wrong to me.
As a child, I used to grind myself against my bolster, faster and faster until my groin exploded into a myriad of wonderful flavours. Then filled with guilt, I’d fall asleep. I did it frequently; it helped me sleep better anyway. As I grew older, it required more concentration and wilder fantasies. I also learnt how to use my fingers to rub myself to a climax.
Despite masturbating innumerable times in the past, doing it with someone was completely foreign to me. And for that period of time, I sort of understood how a drug addict feels: The constant craving for more. I was always screaming for “more, faster, deeper, 2 fingers, 3 fingers…” Hence, it seemed inevitable that I would lose my virginity to Jacob soon.
And I did.
***
We had just watched a movie and decided to make our way to his place. It was a long journey by bus, which was spent groping each other in the relatively empty bus. By the time we got to his place, we were already getting restless in addition to feeling extremely horny.
His parents were not home and his sister was engaged in CCA that day and would not be back anytime soon. Having the whole house to ourselves shredded all my inhibitions and even before he locked the door, we were already peeling the layers of clothes away from each other.
“Wait,” he said suddenly, “don’t undo your buttons, I want to punish you like you’re a naughty school girl.”
This was one of the fantasies I had played in my mind many times, and I knew my line well. “What if I disobey? Are you going to spank me?”
But alas, an actress I’m not, I was merely a shy teenage girl at that time and I just meekly obeyed with a “Haha okay.” (Lame, I know.)
He started kissing me; my mouth, and all around my neck. “Ooh, you’re an obedient one aren’t you?”
He rubbed a finger against my clit, my swollen clit behind the thin layer of my panties.
“Go in,” I said hoarsely.
He pulled his hand away immediately, tormenting me. “What’s the magic word?”
“Please. Go in, please,” and he obeyed by sliding his finger beneath my soaked panties and penetrated my wet sex.
“Oh…” I exhaled a moan. “More…”
“More?”
“More please…” and he inserted a second finger.
Faster and faster, deeper and deeper. Then a third. It was a tight fit. I could feel the walls of my love canal squeezing tight against his fingers, and his fingers sliding in and out, against my wet walls.
“God, you’re extra hot when you’re under my control…” His eyes were glazed with lust.
He removed his fingers and lay above me grinding his hip against mine, his tongue swirling in my mouth furiously.
“Can I remove my boxers?”
I nodded, my eyes closed, savouring the rhythm.
I felt his penis in all its glory against my most sensitive nether regions. By now it was already leaking with pre-cum, which interacted with my own wetness to create a lubricant of our own, stimulating the movement of his rod against my wet snatch.
“Can I go in?” He asked, “please… God, you’re irresistable.”
“Do you have a condom?”
“He nodded,” continuously rubbing himself against me as if tearing himself apart would kill him.
“Go get it,” I urged. “Quick”
It was both our first times.
“Are you sure?” He asked.
I nodded, “do it.”
He capped the condom on his shaft and shifted me so that I was laying with my butt at the edge of the bed. He propped my feet up on the bed and stood in front of me, his rod poised for entrance.
“Are you ready?” He asked and I nodded my assent.
“It will hurt,” he said, “I’ll go slow, I promise.”
He slowly rubbed my clit and stimulated it till my cunt was wet and waiting.
He then eased himself slowly, bit by bit, inside me.
“Hmm…” I groaned.
“Pain?”
“Tight,” I replied, frowning.
“Do you want me to stop?”
“No, keep going,” I said.
He removed his penis, spat on his hand and rubbed his spit over it, lubricating it further.
This time, it went in smoothly. Very slowly, but smoothly.
“Wow, it feels amazing. Are you okay?”
“Surprisingly, it doesn't hurt much at all.” I smiled weakly. Perhaps my hymen had been broken ages ago owing to my years of ballet and my passion for cycling. I engaged actively in both activities.
I couldn’t decide if I liked it or not, at that point in time, it simply felt like something was wedged in my hole. Unlike his fingers, it had no flexibility and could only move in and out.
While all these thoughts were running through my mind, he announced that he was going to cum. It couldn’t have been more than 2 minutes.
He started to spasm. And with each spasm, he jerked himself into the tight confines, again and again till he was milked dry.
“OMG WOAH… It felt so good… God, you’re so tight. I don't think I’ve ever cummed so much.” The condom was filled with his milky white babies.
He looked at me, and cupped his hands around my cheeks.
“I’m sorry, it probably didn’t feel very good for you. We’ll keep perfecting it okay? Are you feeling okay?” He asked, concerned.
My pubic region was redder than usual and my cunt was starting to feel sore from this new form of intrusion. I felt exhilarated from losing my virginity yet at the same time a little disappointed that it wasn’t as good as I had expected. But otherwise, I felt fine.
“Yeah, I’m okay. It was… haha I don’t even know how to put it. But don't worry, it’s not bad or anything. I think I will learn to like it.” I reassured him.
And again, I did.
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