After what I had done (see the story "Blowing Big Brother") I was a mess. My mind was gone, despite being able to pay off my gambling debt I could not let it go. Could not shake the memory of me on my knees, sporting an erection sucking off Neil and letting him cum in my mouth. It was too terrible and before I knew it my life was in a mess again. Another card game gone wrong and another set of scrambling for enough to pay it back weren't warning enough and sure enough nearly three months to the day that I humiliated myself by agreeing to suck my big brother's cock in his office I was faced with the prospect of going back to him to ask him to bail me out again. Not something I was looking forward to!
I went after five and wouldn't you know it, his cocky bitch of a secretary, Miss Kebbler, that had witnessed my humiliation was at the desk almost like she was waiting for me. What a look of disdain she shot me as I came in the door. Jeez, the first time I had laid eyes on her I had wanted to get in her pants now she had seen me suck my own brothers cock and she looked at me like I was something on the bottom of her shoe. I asked if I could speak to Neil and she just smirked and departed into the building leaving me standing like a prize lemon in the waiting room.
She was gone for nearly twenty minutes. Twenty minutes in which I mentally tortured myself for coming back here, surely I knew what it meant and even worse I was slightly aroused by it. There was something seriously wrong with me. When the bitch did return her cruel smile was even more in evidence and she had something in her hand that I couldn't quite make out.
"Mr. Clark will be able to see you but he did stress he doesn't have long and that if you are to be given an audience there is a very strict dress code."
I knew what was coming but asked anyway.
"Such as?"
"Nothing at all, you take all your clothes off and put this on and let me walk you through to his office."
And with this information she released a chain and dog collar from her hand and let it fall at my feet. What kind of sick freak was my big brother? Worse still what kind of sick freak was I? I had known it would be like this after last time and yet here I was needing money and prepared to do the lowest things to get it. I barely even held the blonde's stare before I was peeling off my clothes and handing them to her while I allowed her to snap the old leather collar around my neck. I dropped to my hands and knees and let her lead me through the offices like a helpless bitch.
As I crawled across the thick carpet, my eyes set on her high stiletto heels I was forced to realise that somewhere deep inside I must have wanted this. When I had paid off my debts last time with my 'earnings' for sucking Neil's cock and swallowing his cum I could have left it at that and learned my lesson. But I hadn't and all too easily I had come, literally it seemed, crawling back to him to ask him for money, sure in the knowledge there would be a price to be paid for him lending it to me again.
Miss Kebbler knocked on his office and entered with me padding along behind her. My older brother was typing away madly at his desk and did not even bother to look up as we entered. God, the charade was annoying, I just wanted to shout at him:
"Look your loser little brother is here again debasing and humiliating himself so you can get your kicks. Get you cock out and lets get this over with so I can get the cash and get out of here."
But I didn't. I just knelt there patiently and waited for him to acknowledge our presence. It was at least five minutes before he finished and got up, patted his secretary on the ass and came around his desk to stand before me. Here we go, I thought, open up and swallow time. Why did I have a semi hard on?
He looked down at me with that smug, condescending face and sneered his words out.
"So you're back, are you? Looking for more money, I presume. Or just because you enjoyed last time so much? No, don't answer, I'll make up my own mind. How much do you need this time?"
"Five thousand" I barely whispered in shame.
"Well I don't have that kind of money here you'll have to come back at this time tomorrow to collect it. But I'll tell you what as an act of good faith why don't you entertain Stacy and myself."
Here it came. Suck my cock.
"I want to watch you jerk off little brother. I want you to kneel there and play with yourself. I can see you're aroused a bit, that can start you off, no doubt when you think back to what you did last time you were down there on your knees you'll get even more turned on."
I could barely bring myself to look up into his cruel, mocking eyes. Here I was the helpless little brother again and with a growing realisation that this was a position I might have hated but in some twisted, bizarre fashion was also comfortable with. So I put my right hand around my stiffening penis and with Neil and his secretary as an audience began to wank myself. My cheeks burned with shame and embarrassment as I grew harder and pre-cum appeared at the tip of my cock to make my exertions easier.
I felt like I was no longer in control of myself, I was confused and ashamed yet at the same time there was no denying I was turned on as I played with myself. The two of them stood over me looking down and making the occasional comment designed to make me feel even smaller but I blocked them out as much as I could and concentrated on cumming and getting out of there as soon as I could. To my consternation though, the harder I tried to force myself into ejaculation the harder it seemed to be to cum, which my audience seemed most amused by.
"What's the matter little brother? Do you need my big cock in your mouth to get off?"
"Yeah, or maybe he wanked himself dry just thinking about coming back to see you Mr. Clark."
I tried to shut them out but still climax eluded me as I jerked my cock furiously. Then Neil stepped right up so that his trousers almost pressed into my face, his cock becoming hard beneath them.
"Tell you what, seeing as you're such a disappointment why don't I give you some encouragement. Wank yourself onto my shoes then you can lick it off them. See if that gets you going."
Even if I could have stood not getting the money I am not convinced I was strong enough to rebel so, with a deepening sense of humiliation, I continued to jerk off, but now targeting my older brothers shiny shoes. And that seemed to do the trick. Suddenly my cock tensed and then began to spew out its seed all over them, coating them in white slime.
Neil waited until I was done squeezing out the last of it before speaking.