Meeting My Probation Officer by Wilderness Cry..,

My name is Andy, and I have totally fucked up. I had been sentenced to probation for a first offence. I wasn’t even guilty. I expected my probation officer to be a washed-up middle-aged bloke with an attitude problem. Wow! How wrong could I have been! She was stunning! As I looked at her, it was almost as if she could read my filthy mind. What happened next totally blew my mind… , [u][u]Meeting My Probation Officer

 

My name is Andy, and I have totally fucked up. I’d never been in trouble in my life before. Then a lad I knew asked if he could stick some gear in my garage because his girlfriend had kicked him out and he needed somewhere to stash it until he was sorted. Like a mug, I said ‘yes’. I’m a mug because I know what he’s like, and I’ve always avoided him in the past, so I didn’t get involved. This time, for some stupid reason, I believed him.

Next thing I knew, the cops were round with a warrant and I got nicked for handling stolen goods. They didn’t believe me when I told them I didn’t know the stuff was stolen, but they wouldn’t would they?

So, I got probation for a first offence. I had to report to my probation officer once a week to talk about stuff and work on ‘resolving my issues so that I don’t re-offend’. I’m not sure how you resolve being a mug, but what choice did I have? For some reason I was expecting my probation officer to be some sarcastic, patronizing, overweight, middle-aged, bloke; a has-been with a social conscience and an attitude problem. I got a shock.

She must have been about the same age as me, and a real looker. She was a brunette, average height, with long wavy hair, a good body, beautiful big green eyes, and freckles; very fuckable. Her name was Eve. Maybe probation wasn’t going to be so bad after all.

Of course, I never really expected to fuck her; why would she bother with a ‘criminal’ like me? And, for a probation officer, it was probably against the rules anyway; but you can always dream, can’t you?

In fact, that’s exactly what I was doing when I realized she was repeating my name. We were sat at a table in a tiny little office for our first meeting, and my mind was wandering all over her very appealing body, while she was filling out some paperwork about me.

“Hello? You were miles away. What were you thinking?” she asked me. I smirked and shrugged my shoulders. Some thoughts are best not shared with someone who can have you sent back to court for re-sentencing in an instant.

“Come on. You know you have to be honest and open with me, so now’s a good time to start.”

I shook my head.

“What can be so terrible that you can’t share it with me? There’s nothing you can say that will shock me, I’ve heard it all before.”

[i]Are you sure about that? I thought. “It’s nothing, honest.”

“It can’t be ‘nothing’ Andrew, or you’d just tell me anyway.”

I hadn’t been called Andrew since I was a child. It was strange how it seemed to give her more power over me than she really had. “Some things are best left alone,” I replied, trying to convince myself.

“No, they’re not. You won’t get into trouble, whatever it is. I’ve got to give you space to learn how our relationship will work.”

Relationship? It won’t be the kind of relationship I’d like us to have, that’s for sure.

She was looking at me expectantly. “I promise,” she said trying to encourage me.

I knew I was losing the battle. “You won’t like it.”

“You don’t know that.”

“Yes, I do.”

“Try me.”

“Okay, if you really promise you won’t report me.”

She rolled her eyes. “I’ve told you. You can say whatever you want, just this once. I’ll tell you whether it’s acceptable or not, but I promise I won’t report you, no matter what. It will help you to get used to telling me what’s on your mind. So… what were you thinking?”

I took a deep breath. I couldn’t maintain eye contact. I coughed to clear my throat, and she shifted impatiently in her chair. Suddenly, I decided I’d had enough. Don’t ask me why. Okay, I thought; don’t say I didn’t warn you. I shouldn’t be here, I’m not a criminal; I don’t owe you anything; I’m going to be as offensive as I can, and I don’t care what you do about it!

“I want to fuck your cunt, your mouth and your arse, and I want to jizz all over your face and your tits.” There, I’d said it. Now, here comes the fallout.

Stunned silence. The calm before the storm, no doubt. I looked up at her. She was clearly just recovering from the shock and pulling herself together. “I told you,” I said, defiantly.

“Well, I must admit I wasn’t expecting that, but thank you for being honest with me.”

“So, are you going to report me, now?”

“No,” she shook her head. “I told you I wouldn’t, and I won’t. But I would like to know how you could think things like that about me.”

“Have you looked in a mirror, recently?”

She smiled. She had a cute smile. “I don’t think I’m all that.”

“Well, I do.” I felt myself blushing. I thought I had gained control of this conversation, but somehow it seemed to be slipping away from me.

“Thank you,” she replied, and she blushed a little, too. Probation officer or not, she was still human. “Do you have thoughts like that about other women?”

“Of course, but not all women, obviously. Some of them are right munters.”

That made her laugh. She had a pretty laugh. “But you think those things about the good-looking ones?”

“Some of those things, yeah.”

“What do you mean?”

“Well, some are pretty enough to fuck, or cum in their mouths, but when they turn round I wouldn’t want to fuck their arses.”

“Because they’re fat?”

It was my turn to laugh now. “Yeah, a lot of women have fat arses, these days. There aren’t many women who deserve to be fucked in all three holes, and covered in spunk, but you’re definitely one of them.”

“Thank you. I think. But is it fair to think of women just as sex objects?”

I looked at her. “Don’t you look at good-looking male celebrities on the TV and in magazines and think ‘yeah, I could give him one’?” I was taking control again.

She giggled. “Well yeah, I suppose so.”

“Same thing, isn’t it? It’s human nature. We all want to fuck people we find attractive.”

“So, you want to fuck me?”

“In all three of your holes.”

“And cover me with your spunk?”

“Yes.”

“I’ve never had anal sex before.”

“You’ve got to build up to it slowly, so you get used to it,” I explained. “You need lots of lubricant and start with just a finger. You’ve got to learn to relax while you’re being penetrated. Eventually you’ll be ready to do it properly. Most women enjoy it when they finally get there, and it doesn’t take long. Maybe you should try it.”

“Maybe I should.” She paused, as if she was considering it. “So, if you were going to do all those things to me that you said, what would you do first?”

“Well, a bit of fooling around usually comes before full sex doesn’t it, so I guess you would wank me off all over your tits, first.”

“Then what?”

“Well, I guess it would be a straight fuck next, so I’d cum up your cunt. Bareback.”

“And then what?”

“Probably oral sex. I’d probably shoot my load down your throat the first time, and then all over your face the second time.”