“What did you think was going to happen when you missed your payment?. You owe your bookie a large sum of money, you are unable to pay.  An example must be made, or all the other losers, like you, will think they can get away with disrespecting him and not paying what you owe.” 

“Arghhe syouuu gonnng tooo bhreeeakk myy shleggees?”

“What?  Oh, no we no longer break legs as an example.  It caused all kinds of problems with the cops and did not usually result in us getting paid.  We have found that with a straight boy, like you, it is much more effective to take away your masculinity.  Me and Bruno get to cunt you.

“Cuuuunnttttt meeeeeee?”

“Yes cunt you.  It means that we are going to shove our big, thick cocks up your shitter and turn it into a fully functioning boy cunt.  A gaping hole meant to take the cocks of any man who wants to fuck you.  For the next couple of hours, we get to break you, both physically and mentally. Then when we are finished you are going to become a whore.  We will get the money you owe us by selling your ass to random strangers. So lets get started.  Normally we would train you to suck cock first, but the look in your eyes tells me that you will bite us if we start there, so your ass is first. Let’s get those jeans off.  I think we will leave the underwear in place, and just rip a hole in the ass.”

“Pleeeessssseee noooooooooo!”

He saw the size of my cock as I pulled it out of the fly of my jeans and panicked. With good reason since I am well endowed with ten inches of thick cunt busting cock.  I was told to make this quick, since his first customers would be showing up in two hours.  I slapped some vaseline on my cock and pressed it, between his cheeks, against to his virgin hole.  I let it sit there for a moment, with a minimal amount of pressure on his tight ring.  He looked up at me with pleading eyes, and I punched thru the ring and ten inches into his bowels in one hard fast stroke.  His cherry was not only popped it was obliterated, smashed apart and destroyed. I could have rested there for a moment, to let him get used to the intrusion, but I started fucking him immediately.  This was going to be a hard fuck for him. I did not care how he felt about it, I was going to pound him forcefully and get my nut.  I was relentless.  For about an hour I stretched out that boys cunt, making it wide and deep. Finally I could not hold back any more and shot my load deep inside of him.  As I pulled back and left his ass empty for the first time since I started raping him.  Looking down the sight was amazing. His red swollen ass gaping open, unable to close, a steady stream of my cum dripping out.  The whole thing framed by the hole in his boxer briefs. The edges of the hole dark with sweat and vaseline.  He no longer had that defiant look in his eyes.  He was broken.  As Bruno stepped up to take my place,  He just looked into space, his eyes unfocused and empty. Bruno’s cock was not as long as mine, but it was much thicker.  The kids eyes came sharply back to focus as Bruno started raping him.  His hole was being stretched even further.  That cunt would never be small and tight again.  Bruno was much rougher than me.  He started immediately long dicking the boy, taking his cock out fully on the outward stroke and battering his way back in on every downward stroke. Bruno lasted forty five minutes in that newly opened boy hole, before adding his load to mine. 

As he pulled out the doorbell rang.

“Oh well, I guess our time is up.  Your first customers are here.  Its too bad we did not get to train you in cocksucking.  I guess you will have to learn on the job. You will have plenty of time. You owe ten thousand dollars, We are charging each guy that uses you twenty dollars.” 

“Oh and don’t be surprised if you know some of the men using you. We put up flyers advertising your services in the toilet of that sports bar you hang out in. Remember you are going to be an example to others who bet too much and cannot pay.”

“Have fun”