Omegle Blackmail – Part 1

*Please note: This is a work of fiction. This story is not real and any attempt to recreate it in real life makes you a terrible human being. I do not condone this behaviour, the fantasy just gets me excited.

More chapters coming soon!

Part 1: The Beginning

I guess I should tell you a little bit of a background before I get into my story. I was always a shy kid growing up. Kept to myself, didn’t have a lot of friends. I spent a lot of time playing computer games online. I guess you could say I was a tomboy. The one friend I did have was my neighbor Scott. We grew up together and most nights would end up playing catch or basketball on the street in front of our houses. My parents were probably worried about me since I didn’t socialize a lot but I was a decent student and didn’t cause any trouble in school so they left me alone for the most part.

I wasn’t a trouble maker mainly because I was so anti confrontational. I hated getting into arguments with people. Whenever conflict would find me, I’d usually just give in so the other person was happy. Looking back on it now, I can see that’s the start of me being submissive but at the time I obviously didn’t know that.

Things started to change in my life when I started reaching puberty. It was the summer before high school started and I remember my body changing rapidly over the course of a few months, conveniently right before school started (or I guess unconveniently, depending on how you look at it). My hips widened, I started growing boobs and my ass became rounder. I didn’t have huge boobs by then, maybe C’s but they looked huge on my tiny body. I guess I had kept a slim physique from horsing around so much that I didn’t really gain any weight, just in my tits and ass.

One day that summer, Scott and I were playing hide and go-seek with a few other kids from the neighbourhood. It was summer time and all of us had nothing to do with our days. We had been to day camp the previous summer but our parents gave up on that after we complained how rigid it was. So they let us stay home and do nothing for the most part.

The group of kids, there was 6 of us, gathered around in the circle at the end of my dead end street and decided that one of the other girls would be the seeker. After she turned around and closed her eyes, Scott grabbed me and we took off running towards the ravine at the end of our street. We got to the entrance and ran up the side of a hill on our left.

“C’mon, let’s get to our usual hide out spot” Scott whispered as we reached the top of the hill.

“Alright, sounds good. But no one could find us there last time, so let’s make sure we don’t lose track of time again” I said, grinning to him as we took off through the forest.

We got to a small hill that had a drop-off behind it and sat down with our backs against the earth wall.

“Let’s give it 10 minutes or so and if they can’t find us, we’ll move closer to check out what’s going on” I said, turning to Scott in a low voice.

He nodded.

We spent some time in silence, listening around for the rustling of leaves to indicate someone was coming up on us.

No one came.

“Hey, can I ask you a question?” Scott said in a whisper

“Shhhh, they’re going to hear us” I said

“No they’re not, they’ll never find us here” he replied “C’mon, it’s just a quick question”

“Alright, sure what’s up?” I said, resigning myself to answering Scott’s stupid question I was sure.

“Well…I don’t really know how to put this…” He stammered

“C’mon already, now I’m curious!”

“Well…I was wondering…what it’s like to have boobs now that you have them.” He stammered

My face went red.

“What are you talking about” I whispered back to him

“You know…what’s it like to have boobs. Does it feel weird having them hang around and be big and stuff?” He said while his eyes dropped down to my chest.

“It’s fine, I guess. I don’t really notice it” I said, surprising myself because I didn’t really feel comfortable talking about my boobs.

“Really? I feel like they’d be in your way all the time”, he replied

I moved my hands up to cover my boobs a bit, silently bitter about wearing a tank top with a sports bra underneath.

“Well does it feel weird to have your penis flopping around everywhere?” I asked Scott. I had only learned about sex-ed in school so I didn’t know much, although I had a general understanding of how boys were different than girls.

“No, I guess not.” He replied

“Well, then, it’s the same thing then.