Cracking Chris’s Cherry

To my buddy and fellow writer, Khalid, for his input.

Opening:

There's a lot of good guys on the Internet, and then there's some who are all ego. The type of guy who needs to be taken down a peg. I like to ‘break’ them in a cybersex setting. Basically doing a job on their smug self-image and ego. The following was how I did one on a guy called Chris.

He was just my type. Well-built, good looking, and a self-proclaimed stud. As arrogant on the net as he probably was in any gay bar. We had chatted a bit. As I listened to him boasting about his conquests on cyber, I decided it was going to be my aim to bring him down a notch.

Now the one thing that helps is when the guy in question thinks that he's a total macho top who isn't scared of anything. The way to get them is to make it look as if you think they're scared to try something. Rather than lose face or “wimp out” which, would ruin their self-image, they insist they are not. I make them prove it by promising to try a sub role play and add the clincher, ”unless you are afraid you’d enjoy being submissive in our sex play. Yep, no matter how much they insist they wouldn't like it they know that, if they back out…well, you both know what it would look like. In the end., not willing to look as if they're scared of your challenge, they agree. Then you've got it.

Now we have been chatting a bit, so we were comfortable with each other. About two weeks in, I've decided to go for it. He was doing his usual boasting about who he'd scored on; the guys that he had totally turned out as bottoms. He'd had one or two drinks, so he was pretty loose. He thought I was drinking, but I had my eye on something bigger than a drink. I brought up the subject of cyber role play. He was hot for it. I decided it was a good time to toss the grenade.

It begins:

Breaker

So, you ever been on the sub side of the cyber?

Chris

I don't think I'd be into it honestly

Breaker

You might like it

Chris

I don't think I'd be into it honestly

Breaker

Never know until you try, but I mean if you are scared to try then it's cool

Chris

Fuck you. I’m not afraid ok...just know I'd suck at it

I’m simply naturally dominant

Breaker

Yeah then it shouldn't affect you much after the cyber ends right

Chris

Following orders won't get me hot.

I’d be fighting it to keep my dom side down

I’d suck at being a fag in it

I’m just being honest

Breaker,

Well if you’re worried you’d like it too much then we don’t have to

Chris

I’m not scared

Breaker

Haha I see I see

Chris

I’m just being honest

Breaker

Seems like you are pussying out man ; too worried?

Chris

Shit I don't pussy

Don't think I’m backing out or shit cause you worry me

Breaker

If you ain't a pussy then give it a try

You won't back down from a challenge right?

Chris

Fuck it...you're on

So, how do we do it?

Breaker

Haha good ;good

(GOTCHA)

Let's think up of a scenario

Chris

Ok

You’re in charge in it

So whatever

I’ll suck in it but won't pussy out

So how do want me to play it

Breaker

I want to see you play it out like one of those subs who goes up against a master

First thing you can do is start with calling me sir.

Chris

Hello sir

This is too weird

Breaker

I know you are total Dom, so you won't pussy out from this challenge

Chris

Ok but just tonight

Breaker

Fag one more time. You can do is start with calling me sir.

Chris

Ok Sir

Breaker

Good faggot

Tere jaisa kutiya pehli bar dekhra hu

(I’m seeing a bitch like you for the first time)

or (for the first time you are acting like a bitch)

Chris

Huh?

Breaker

Just goofing with you. I saw your picture when we exchanged them. I see you are a muscled man right? That's how you have...or had such an alpha build

Chris

Yes Sir

Breaker

Why don't you tweak your nipples for me

Chris

What!

Breaker

Backing out already. Pussy

Chris

No I’m doing it. Yes Sir

Breaker

Give em a good slap, bounce your pecs and do it fag

Tell me how it feels

Chris

Fucking hot actually …Sir

Breaker

Turned on maybe, boy?

Chris

Ah. Turned on yeah

Breaker

Think about how it would feel if I was right there behind you, rubbing on your chest, pushing my bulge on your ass and playing with you

You forget to type sir, faggot.

Chris

Sorry sir. Yeah it would be hot

Breaker, 1:00 PM

Remember your place

Chris

Sorry Sir

Breaker

You promise to do whatever I want as long as it doesn't cause you hurt, eh fag? That includes no climaxing unless I approve it

Chris

Yes Sir

Breaker

If you cum before I give you permission it means you’re a pussy. Agreed.

Chris

Yes. I promise. Don’t worry I can hold off blowing. Not a pussy…Sir

Breaker

Not good enough boy

Reply in all caps, louder like you mean it.

And work those tits

Chris

YES SIR I PROMISE

Fuck my tits are hurting.

Breaker

And change that to yes master. Not sir.

Like a good obedient faggot.

Chris

YES MASTER

Breaker

You feeling hard boy?

Chris

Semi-hard Master

Breaker

(1/2 way there boy)

Keep working your tits. What's one thing you never thought you'd do as a sub

Chris

Shit, my tits are stiff

Act like a bitch

Breaker

Give them another pinch and this time moan like a slut

Chris

Yes Master...fuccc

Breaker

Your hard?

Chris

Yes Master

Breaker

(Good)

Don't touch your cock-let for now

Want you to push your tits up to the monitor as if you are offering yourself up to me, both your nipples in between your fingers and twisting them both roughly. Turn on your speaker so I can hear you.

Moan for me chut

Chris

Ok Master

(moaning heard)

Breaker

Now give your ass a hard slap

You are gonna be a total bitch for tonight

Chris

Yes Master

(Slapping sound and gasp heard)

Breaker

(Fuck I took a chance and he complied)

How's that ass feeling boy?

Rub your fingers down your crack too

Chris

My ass is on fire Master, but my cock is throbbing

Breaker

Good boy.

(He’s hard now just needs to be high)

Relax and have a drink before we continue

Make it strong

Chris

Thanks man I need one. My butt and nipples are red

Breaker

It’s Master, fag

Chris

Sorry Master.

Breaker

I'm gonna have you fuck that pussy hole tonight

Chris

Shit. Yes Master

Breaker

OH look at you, you thought you wouldn't be a good sub

But here you are slapping your fucking ass too

No coming unless I permit it

Chris

I keep promises…Master

Breaker

Still behaving like a proper pussy

Has me rock hard

Chris

Me too master

Breaker

Want you to pull your underwear down

Get naked faggot

Chris

Done sir

Breaker

Put your legs up on your table, spread your fucking ass wide open

Chris

What the fuck?

Breaker

Backing down on that promise huh

Chris

No…done Master

Breaker

You can touch your cock with one hand

Want you to pull your underwear down . Get naked faggot

Chris

Done Master

Breaker

Keep your legs up on your table, spread your fucking ass wide open

Chris

Done Sir

Breaker

You can touch your cock with one hand

But stick the other fingers first into your mouth

Chris

Master

Breaker

Get it nice and wet

Chris

Done Sir

Breaker

Done what faggot?

Chris

Sucking on my fingers

Breaker

(Buzzed and boned…got you)

Sir or master…got it pussy-boy.

Slap your ass and tits to remind you

And apologize to your master

Chris

Shit that hurt. I apologize Master

Breaker

Do you have poppers?

Chris

Yes master. Why?

Breaker

Take a good strong whiff

Chris

Not sure about that bro

Breaker

Backing out again? Figured you'd be a wimp

Chris

No okay. Just one hit

Breaker

Good fag.

Chris

Fuck. Done Sir

Breaker

(now to press, keep him high and not thinking except on his need to cum)

Oh yeah. now stroke that cock-let of yours

Want your fingers on your ass

Chris

Yes Sir

Breaker

Take another good hit. Don’t pussy out boy

Chris

Done. Fucking my head.

Breaker

Gonna fuck you up boy. My brown Indian cock up your faggot ass

Chris

Yes sir

Breaker

If you gotta loosen yourself up more

Then take another whiff

Chris

No I’m good

Breaker

Changed my mind, that's an order, faggot.

Chris

Okay but just this one more time okay, Sir. I’m wrecked right now on stuff

Breaker

Yeah we will see about that

Make sure your sniff in hard

Take another deep whiff and then insert your fingers in

Chris

Yes sir

Fuck my finger is in my shitter

Breaker

Yeah faggot?

How's your pussy feeling

Chris

It’s tingling

I haven't pushed in too tight

Breaker

Need a man's cock up your ass don't you?

Say it faggot

Chris

The fucking shit …the poppers

I’m so hard

Breaker

Another whiff Chris

Relax yourself up for more

Cracking you up pussy boy

Chris

I’m flying man hahaha

Breaker

Fly Chris.

Push those fingers in now boy

Fuck yourself for me

Chris

Shit slipped in good

Breaker

Your pussy loosened up now ?

Chris

Uhuh

Breaker

How are you feeling faggot

Chris

Fucked up and I’m leaking like crazy

Breaker

Push into your chute deep. Taking your ass faggot.

Chris

Yea you are

Breaker

Making you into a chut…that is Hindi for cunt. You’re my cunt tonight right?

Chris

Yes Sir

Breaker

(Yeah pushing fast not giving any time to think)

Fucking right you are.

Yeah fuck yourself deeper

Chris

Fucking hell my hole is feeling it

Breaker,

Wanna hear you say yes sir as you fuck yourself

Chris

Sir. My ass is on fire

YES SIR

Breaker,

Louder boy. Who's ass is it?

Chris

YOURS SIR

Breaker,

Good.

Now fuck yourself harder and edge that punk cock

Make your pussy fucking wet boy as you edge

I want my chut leaking and in heat

Imagine if your subs could see you right now?

Chris

Fuck sir. Master…whatever

Breaker

Legs spread, ass on fire with your fingers shoved in deep

Chris

FUCK YEAH!

Breaker

(okay bring him off like a bitch)

Moaning for this Indian Dom

Chris

Fuck yes

Breaker

You forget your place faggot.

I want you to say Sir

I want you to say it right now

"It's your ass SIR!"

Chris

It's your ass SIR

Breaker

(Got him..he can’t take it back)

Top Dom alpha giving up his pussy

Fucking you now boy

Taking your ass

Chris

Shit so close to losing it Sir close

Breaker

Don’t come yet unless you admit you’re a pussy

Chris

No pussy..won’t come

Jabber

Go deeper and harder. Slap your fucking cheek while you do it

Spank yourself cunt

You boned up like a bitch in heat

Type it

Chris

I’m boned like a bitch in heat. Master.

Shit slapped my nuts. I can’t hold off.

Breaker,

Sounds like your pussy is getting quite worked over eh faggot

Do you want to cum?

Chris

Yes sir

Please sir

I’m so wrecked too many hits. My balls are ready

Breaker

Beg for it like a total faggot. Then maybe I'll let you cum

Tell me who your pussy belongs to

And that you want to cum for me faggot

Say you’re a faggot too

Chris

You own my pussy Master.

I’m your faggot.

Please man I gotta cum so bad.

Breaker

Turn up the audio. I want to hear you pop it faggot like a good faggot

Chris

(Audio heard of him blowing his load)

Breaker

Ohhhh that's fucking it

You are my white faggot pussy boy

Chris

YES SIR…fuck it’s coming

I’m shooting

(sound of him gasping and wheezing now)

Breaker,

You came for me pussy.

My pussy faggot

(He is still breathing hard. I’m letting him come down slow by I talking him down)

Chris

Whew. Ah shit that was pretty intense shit

Still somewhat high too

Breaker,

So how was it being a fagged-out pussy?

Chris

Messy for sure. Head throbbing too

Breaker,

Sounded like you enjoyed it though

Chris

Yeah it was fun. I admit it

I hope you popped your wad too?

Breaker,

Oh I imagined doing it inside your pussy ass when you were moaning for me

Chris

Coming down. Fuck though

A nice thick fucking load

Shot long and hard

Breaker

Don't know what you were saying about not being a good sub. Go clean up and we’ll chat tomorrow. You got off big. Admit it

Chris

Yea. I fucking blew my nuts. It was hot.

*******

So what happened next? Did we chat the next day? Did he shyly ask to ‘try it again’? Do you want to hear what he sounded like blowing his load? Feedback, comments or whatever welcomed.
gelded_alpha@outlook.com