Meeting My Probation Officer by Wilderness Cry

She must have seen the nervous confusion in my face. She stood close to me, reaching up to cup my face in her hands. “Relax. I’m not going to eat you. Well, not ‘til later, anyway.” She smiled up at me, and I kissed her.

She undressed me, and by the time I was naked I was already semi-erect, with all my concerns long-forgotten. We embraced, and kissed passionately, as I explored her curves through the silky folds of her negligee. Our lips parted, and I pulled her negligee up over her head, leaving her in just her panties, which were so see-through they left nothing to my imagination anyway. She was shaved smooth, and I couldn’t wait to bury my face between her legs.

“Sit down,” she ordered me softly. As I did so, she turned away from me, bending forwards at the waist and removing her panties; displaying herself to me in all her glory. My cock was now rock-hard. Leaning towards her with my hands on her thighs, I licked her pussy slowly, from clit to perineum, and then continued upwards, taking my time to rim her. She tasted clean and fresh, and smelled vaguely of green apples. She sighed at the soft liquid touch of my tongue against her anus, and I continued lapping at her for several minutes, leisurely shifting from pussy to anus and back again.

Without warning, she stood up, and climbed on to the bed. Lying on her back and spreading her legs wide, she issued a firm command; “Kneel between my legs and fuck me, but don’t you dare cum in me.”

I immediately shuffled into position and slid my cock into her already slick quim. As I began fucking her, rolling my hips back and forth, and reaching down to massage her breasts, she began to stroke her own clit. Moaning softly, she instructed me to fuck her faster. Frigging herself off quicker and quicker, her moans grew in volume and intensity until she cried aloud, her hips bucking as she threw her head back and came long and hard, her pussy muscles rippling up and down the length of my rigid, throbbing cock.

I stopped fucking her so that I didn’t cum, but continued to play with her gorgeous breasts. Her nipples were large and very stiff, and I leaned forward sucking each one in turn deep into my mouth.

She pushed me away and told me to lie on my back. I eagerly obliged. She grasped each of my wrists and deftly wrapped scarves around them, securing them to the bedposts above my head. She must have put them under her pillows in readiness.

Straddling my waist, she kissed me on the lips, and the chin; she shuffled backwards as she continued down my chest and stomach until her searching lips found the tip of my cock. Her tongue flickered across the swollen head and the sensation was exquisite. Then she nibbled her way down my shaft all the way to my balls. She licked my sack, gently sucked each ball into her mouth, and then nibbled back up my cock again. When she reached the tip, she sucked it into her mouth, adjusted her position, and then deep-throated me, her nose repeatedly nudging my pubic bone as she rhythmically sucked me off.

Lying back with my eyes closed, I relaxed and immersed myself in the blissful sensation of this gorgeous, sexy, fuckable girl sucking by brains out.

I became aware that she was doing something else, but I couldn’t tell what. Then I felt her finger pushing gently between my cheeks, and the contact with my anus was wet and cold. I tensed instinctively. She stopped sucking and looked up at me, with an ironic smile on her face.

“Relax,” she whispered. “You must learn to relax as I penetrate you.”

I gulped. Oh, shit! What have I let myself in for?

 

She pushed her finger inside me. After the initial shock, it didn’t feel too unpleasant. Then she began to slide her finger in and out of me and resumed her deep-throating.

As suddenly as she had begun, she stopped and got off the bed, rummaging underneath it. My eyes nearly popped out of my head as she stood up, fastening a strap-on cock to herself. It was black, realistically lined, ridged and shaped, and at least six inches long. I swallowed hard, and she laughed. “I want to see if you can take it, before you give it.”

Her eyes flashed mischievously as she slathered her hard, black cock in a generous coating of lubricant. “Don’t worry, I won’t hurt you.”

I couldn’t speak. I almost tried but stopped myself. Begging would be undignified and would probably ruin everything else to come. This girl was filthy, and I wasn’t about to mess it up. I sighed and spread my knees, bringing them up to my sides. My surrender made her giggle. “Good boy,” she said, teasing me.

She moved into position, and I felt her cock nudging against my anus, I swallowed hard again, and tried to relax. She pushed, and I tensed. It hurt. “Ouch!”

“Shh. You must relax as I penetrate you, remember,” she teased, her voice soft and soothing.

I made a conscious effort to relax my muscles, and when she felt me let go, she pushed again, very slowly penetrating me about half way. She pulled out a little, applied more lubricant, and then slid all the way in. “There. That’s not so bad, is it?”

The best I could manage was a shake of my head. Then she began to fuck me, slowly and steadily at first, but gradually building her speed and rhythm. This was crazy, but I’m shocked to say it felt okay, in a weird kind of way. I would never get off on it, and I am definitely not gay; if it was a man trying to do this to me, I would fight to the death to stop him; but I could actually tolerate the sensation quite comfortably. It felt nice.

She was really getting into her stride now, grinning broadly at me. “So, this is what it’s like to be a man!” she said as she continued thrusting deep inside me.

She reached down and began to wank me off at the same time, matching the rhythm of her hand to the rhythm of her hips. “And this must be what it’s like to be a gay man!” she declared, laughing. I couldn’t help laughing, too. I was getting fucked in the arse by a woman with a strap-on, and I was actually enjoying being helpless to stop it. It even felt pretty good.

She seemed to be satisfied, and pulled out, getting off the bed and removing the strap-on.

Then she straddled me, taking my cock straight inside her. Now this was more like it! She fucked me like she was on speed, her breasts bouncing wildly above me. I desperately wanted to grab hold of them, but she had restrained me too well. She ground her clit hard against my pubic bone and drove herself rapidly and noisily to her second orgasm of the evening.

It took her a couple of minutes to get her breath back. Still sitting astride my cock, she began to move slowly again. “So, can you cum five times in one night, do you reckon?”

“Yeah,” I said, confident that I probably could, for her. “My record is ten times in one day,” I declared proudly.

“Good,” she replied, leaning forward so that I could suck first one nipple and then the other as she untied my hands. She moved and sat on the side of the bed. “Come and stand in front of me,” she told me.

I did as she asked, and she began fondling my balls as she wanked me quickly and expertly. As she felt my body stiffen, she pointed my cock at her cleavage and increased her pace. I grunted in pleasure as I felt the gushing release, and we both watched my spunk splashing across her breasts. She mopped up my creamy mess with her fingers and licked them clean.

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