Debriefing

“Really?”, I asked Ben after finishing reading his little story. “You didn't do it?”

“No!”, Ben said, unsurprisingly red in the face. “And why did I even have to tell you, in writing even!”

I grinned. “I was just curious, and It was easier to write then tell me directly, no?”

Ben couldn't deny that. “Will you please stop invading my privacy?”

“You forfeited your right of privacy when you decided to become my brother. Anyway I have one question.”

“Ugh..what?”

“Here.” I pointed to a specific line. “Everything else here is pretentiously verbose, but...”

“P-pretentiously verbose?”

“But when it comes to the actually time you spent cuddling you only wrote this one little line here. Why is that?”

“Oh, come on! It's embarrassing to write about that.”

“A good writer would have captured that moment. Now tell me what you did.”

“W-we touched each other..in various places.”

“So you did petting. Nothing wrong with that. How will you ever be able to write about your first time with Katy when you can't describe that?”

“I sooner throw myself off a cliff.”

“You aren't allowed to kill yourself.”

“That was a joke!”

“I know. If you keep going like this you might throw yourself off a cliff for a different reason tough.”

“What are you insinuating?”

“Ben sweetie,i love you but as far as dates go, that was bad, like really bad. You have absolutely no game.”

Ben crossed his arms. “Well, excuse me for not being a master dater! But please tell me what I did wrong, my master.”

“Well for starters, you didn't even ask her.”

“Ask what?”

I let out a lough sigh. “To be your girlfriend! Seriously, you can count your blessing that Katy thinks you're cute. Although, she probably sees you more like a little puppy then a boyfriend.”

Ben's jaws dropped open. “You are joking, right?”

“I wish I was, Ben. Look, there is a certain charm to you. I suppose you could say that you activate a woman's maternal instinct. But that gets you only so far. Right now Katy probably just finds the whole situation somewhat intriguing. That or she takes pity on you.”

“Pity?.” This seemed to have a genuine effect on Ben. “H-how can I change that?”

“Well...” I reclined, deep in thought. “No idea.”

Ben didn't like that response. I swear...i don't get paid enough for this.

“Well, I dunno...i mean it's clear that Katy is really into that whole humiliation and obedience thing, so for now you should be safe. However, show her that there is more to you! And most importantly, ask her to be your girlfriend!"

The prospect clearly didn't thrill Ben, but ultimately he agreed. To be honest, that was probably a bit harsh on my part, but better safe then sorry. Katy seemed like a nice enough girl, Ben certainly could do much worse, so i'm rather eager to see him succeed.

I suppose I will have to have another talk with her, tough. Just to make sure she is really right for my darling brother. He is really lucky to have such a considerate sister.

…

..

.

While I didn't intend to mess in my brothers love live more then needed, I also knew that if I didn't push these two in the right direction this relationship would never take off.

I met with Katy a few days after their date for a casual lunch. Suffice to say, it was obvious to both of us what the discussion would revolve around.

“So, from what I heard the date went well?”, I asked while sipping some coffee.

“Yes”, Katy replied with a smile. “Did Ben tell you what we did?”

“He kept mostly mum”, I lied. “But from the sounds of it nothing too crazy.”

Katy giggled. “Well, I think for a first date it was plenty crazy, I didn't want Ben to feel bored.”

“Oh, I think Ben is very easily satisfied.” I paused. “Listen...about Ben's whole humiliation thing.”

“It is very **** I know.”

Not exactly what I was going for, but ok.

“I” Katy began blushing. “I always liked Ben...but since I found out this...thing about him I think I have fallen In love.”

“Uh....hu...”

“So...if I have your permission then...i would love to take care of Ben. I think I can make his life very stimulating.”