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Chapter 5
by EttaP
What's next?
And the winner is
Kimmy is looking down at me smiling as her underwear descends. She watches with joy as my nervous eyes widen in horror as her cock unravels itself from the tuck job she’d done behind her ass.
Once her underwear has reached her knees, I’m able to really take in what a monstrosity I’m in front of. Lying there was an uncut cock thicker than mine and about the same length. Pale like the rest of her it sat under a neat trim of black hair and over a large pair of pendulous balls. “My god…” I whisper. Thicker than mine and the same length, I couldn’t believe it, because it was clear looking at it. She was still flaccid.
I look back up at her and the earlier smile has been replaced by a predatory grin, a smirk that seemed to make her even more imposing. I look back down at her cock and then back at her. “Well then come on.” She points to the measuring tap at the side and gestures back at her cock.
“I-..—I” My brains stopped working as I just stare at this huge slab of meat that’s right in front of my face. It takes another prompt from Kimmy to get the tape measure. I pick it up and stare back at Kimmy’s limp monster.
“Well come on then, measure it.” Kimmy reminds me again, unable to keep the mirth from her voice.
I look back up at Kimmy. “Jesus Kimmy, you’re not even hard yet…”
“Ha, measure it anyway go on, just the length.”
I unravel a bit of the measure and slowly bring it to her cock. Placing the end in her wiry black pubes I’m **** to pick up the drooping length to lie the tape against. Its soft, warm and heavy. Really heavy. “6 inches” I breathe out nervously as I read the tape.
“Aww rats, seems like you’ve got me beat at the moment.” She picks up one of my hands in hers and places it on her cock. “Why don’t you give her a little stroke.” She gently guides my hand up and down.
Her hands on top of mine start to close, forcing mine to do the same. I’m now gripping her soft cock as we gently pump up and down its length. I can feel heat emanating from it as it grows under our motions. I’m so mesmerised watching this beast slowly awaken that I don’t even notice as Kimmy detaches her hand from mine. Now it’s just me stroking my best friend’s dick. Watching it grow longer and plumper with every stroke. My mouth is open in wonder as I slowly start to see it rise. A angry red head, a stark difference from the rest of her pale form comes out of her foreskin. The hand that’s pumping her, opening wider and wider as her girth increases.
I hadn’t noticed, but my free hand has gone to my own cock and is stroking it in the same rhythm I’m stroking hers. Kimmy reaches down and grabs the hand, “No no no. You have to get me hard before you start playing with yourself.” She moves this hand to join the other that’s stroking her. I don’t even say anything as I just keep stroking her with two hands.
Her cock is now completely horizontal, a feat I find incredible thinking about how much it must weigh. I can now only barely get my thumb and middle fingers to touch at the middle of her cock, the thickest part. I watch her balls swing from side to side. They hang low, so much larger than mine, like chickens’ eggs. I can’t help but get lost in their motion, as they sway from side to side. Like a metronome focusing my gaze as I pump her engorged length, up and down with both hands.
“Kieran” I hear vaguely from close by. “Kieran” Again I don’t reply as all my attention is on this insane specimen. “Kieran” I feel a flick on my forehead and gaze up to see a confident Kimmy. Her eyes are blazing with a predatory lust and her mouth is curved in a smirk. “I’ve been hard for a while now, we gonna measure or what?”
My hands stop pumping and I look back down at her giant prick. ‘Shes right she is hard…how long have I been tugging her off…’ I worry to myself. The once soft pale cock has risen to become rock hard. Her uncut cock head has come fully out, red and engorged. I pick up the tape measure and take a measure of the length. With one hand nestled in her wiry black pubic hair to hold the measure, the other takes the end of the tape and drags it across her rock-hard length. “9-9….2” I stammer out. My mind is blown. Its one thing to see something so impressive, but to actually put a number to it made it seem even more real.
Kimmy laughs. “Ha, sooooo you’re the one who does advance maths. What’s bigger 6.1 or 9.2?”
I look up at her and gulp “9.2….”
“Okay now the girth.” She nods.
I grab the tape and wrap it around the thickest part of her dick which is in the middle. “6.4 inches!” I gasp.
“Okay now which is bigger 4.4 or 6.4?” She says with a composed face.
“6.4” I reply nervously
I unravel the tape from her cock and let drop it on the bed. Kimmy grabs her cock and starts pumping it as she captures my gaze. “So, my cock is 9.2 inches long and 6.4 inches wide, while your cute little guy is 6.1 and 4.4. who has the bigger dick?”
“….” Words don’t come out as she holds my gaze.
She starts slowly moving closer, all the while her hand continuously pumps her length. “Say it Kieran.”
“…You.”
She’s now inches from my face. “Say it louder Kieran.”
“You”
She smiles and looks down. I follow her gaze and see her lie her hard cock over mine. Her large, engorged head touching my stomach. I feel a little dampness and see that a bead of precum has leaked on to it. My own smaller dick is completely hidden behind the shear mass of her own. She pumps it slowly. As she leans into my ear. I become aware of the feeling of her hard nipples as her perk breasts envelop my own chest. “Say Kimmy has the biggest cock.” She whispers gently.
Automatically I repeat. “Kimmy has the biggest cock.”
“Louder.”
“Kimmy has the biggest cock.” I repeat again louder.
“Louder!”
“Kimmy has the biggest cock!” I yell.
She slightly withdraws her head before grabbing the back of the mine and forces our lips to meet. This kiss makes the previous one look tame as she shoves her tongue into my mouth and grinds her body against mine. I can feel her hand grabbing fistfuls of my hair. Her breasts grinding up and down my body. Her rock-hard python bullying my smaller one as her hips thrust passionately against mine.
This continues until Kimmy breaks off the kiss and returns her lips to my ears. We’re both panting, “That’s right and all 9.2 and 6.4 inches are going up this sweet ass.” Her voice heavy with lust, grabbing both cheeks with her hands.
Her words cause a mental bomb to off in my head ‘Holy fuck! She’s gonna fuck me with that?’ The realisation that I mentally avoided over these eye opening few moments.
I quickly crawl back out of grasp as I escape off the bed. “No… No!” I say putting a few metres behind us.
“What do you mean no! We had a deal.” An angry scowl on her face.
“A deal?! Kimmy your clearly knew you were gonna win!”
“I didn’t know that!” She says defensively “So what you are saying is that your backing out of the deal.”
“Backing out!? You tricked me!”
“I tricked you? How the fuck did I trick you?”
“You showed me your ass… then you told me… how I could fuck it if I had” My stammering excuse come to an end as I look back down at her cock. “Bigger… dick.”
“Yea? And how exactly is that tricking you! I totally meant that. I wasn't going to back out like some little bitch just because I lost!” She crosses her arms angrily.
“But! You literally said when you dropped my shorts ‘its bigger than I thought’. So you were pretty sure you were gonna win right?”
A slight wave of guilt passes over her which she suppresses just as quick. “Yea, well. I wasn’t completely sure!” she bites back.
“I-I…” There is real anger in her eyes, but also something else. A look akin to fear. A fear of rejection. I look back down at her dick, even though its deflated slightly, it's see its still as daunting as ever. “I cant Kimmy… I cant…”
She sits back on her knees. “Yea well that’s bullshit Kieran! We had a deal!” A face now a mixture of anger and sadness.
Her cock was now lying mostly soft between her thighs as she sat there in disappointment. I felt bad for her. We had had a deal, a deal I thought I was going to win sure. But even If I didn’t win, there was a very small part of me that had mentally prepared to be on the receiving end. That part just expected something more manageable. Not the bazooka that Kimmy has insanely been hiding between her legs our whole friendship. Even so, I couldn’t stop looking at it. Even mostly soft it was such a sight to behold. My eyes kept being drawn to it, every time I tried to keep my eyes on Kimmy’s face they kept being dragged to between her legs.
This didn’t escape her attention, neither did one other detail I had missed as well. The look of sadness on her face morphs into a small smile. “Well, you know what Kieran? I think you’re full of shit.” She reaches down grabs her dick. “Firstly you can’t keep your eyes off of it can you.” She gets up and starts crawling towards me. She’s quickly off the bed and moving closer. Im rooted in place as she appears infront of me again. I feel her hand encompass my cock. “And secondly, you’ve been hard this whole time…”
I look down and see shes right. Her hand gripping me, I realise that through all of this exchange I've been hard the whole time.
She strokes my cock with one hand and hers with the other. They occasionally bump into each other. “See I think you’re not the kind of friend to back out of a deal, I think you haven’t been able to take your eyes of my cock since you got me out of my dress. I think a part of you really wants this. Be honest with yourself Keiran.” She grips my cock harder. “You cocks being honest, You’re so hard right now. Why are you so hard if you don’t want to do this? Be honest with yourself. You want my cock.”
My mind was racing with every word that came out of Kimmys mouth. “Will it hurt…?” the words take us both by surprise.
Her smile broadens with her prize insight. She takes her hand off my cock and takes a step back. “Honestly? I think so. I haven’t done this before but I’ve spent ages researching it. I know I have a big cock. The answer is just prep, okay? Ill get you ready with my fingers and then once your comfortable with that we can move on. Ill go really slowly as well, in fact you say how fast you want it. But yea…” Kimmy looks away little abashed “I think at the start it might be a little painful…”
“Okay…” I say, hardly believing myself as I say it. Kimmy was right, I was scared, everything was happening so fast. I went from thinking I was about to fuck my best friend, to seeing her gorgeous body in all its splendour. Then she whips out the biggest dick I have ever seen. But she was right. I couldn’t get it out of my mind. Even now It kept drawing my gaze. I was rationalising the decision of the deal, but right now a part of me was excited.
Kimmy pumps her fist in the air and then once again attacks my lips with hers. She then breaks the kiss and puts her hands on my shoulders. I feel my knees buckle subserviently under the pressure. My eyes slowly descend down her body. From her beautiful boobs, to her taunt stomach, to her dick.
“Hey Kieran.” I look back up at her smiling face. “Suck my cock.” I nod, turn my attention back to it. I pick it up with both hands, aim the head and envelop between my lips
What's next?
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Prom
.
Prom. That moment almsot every student looks forward too, the ability to throw off the shackles of school, exams and adolescence - Then boogie all night before heading back to a hotel room with someone for something more intimate. This a story of 4 friends going to prom, which quickly devolves into sex, sweat and salacious activities. This involves: Trans on male, dominant - If thats not you bag, dont read it. Enjoy.
Updated on Aug 16, 2022
by EttaP
Created on Aug 14, 2022
by EttaP
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