Diary of a Personal Assistant The Interview
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Diary Of A Personal Assistant 3 : Outdoor Games free porn video
Thought I’d jump ahead a little and share something that occurred a couple of months after being hired by David and Anya as a live in personal assistant/bunny slut.
I’d been living in the in-law suite behind Sir’s house. It was nice to have my own space and it had been agreed that it was to be one of my benefit’s as his personal assistant. It wasn’t very big, but it was cozy. A single divided room with a small kitchenette and living area in one half and a bedroom in the other. There was also a small bathroom that was separate. That was plenty for me, seeing as I spent a good deal of time at the big house as well.
For the record, it wasn’t all fun and games. I earned my keep doing a variety of things for him and Anya that didn’t involve sex. I was, in many ways, a legitimate employee and, as time went one, my duties as such became indispensable. Still, there was always time for fun and games.
Sir’s home is somewhat remote. It’s not out in the middle of nowhere, but he and his wife do have a lot of privacy and it’s not far from a small wood divided by a really pretty stream running through it. It’s peaceful and I enjoy hiking on my days off, sometimes by myself and sometimes accompanied by one, or both, of my employers.
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“It’s a nice day out, Bunny,” Sir said, smiling mischievously as we sat at the dining room table finishing breakfast. Anya had eaten earlier and was in the other room busy with a phone call to a client. Having asked if she needed me today, she’s told me to feel free to take the morning off.
“How would you like to go for a walk?”
He laughed at my enthusiastic nod, knowing how much I loved hiking and being outdoors, especially on day such as this – cloudless and sunny with a slight breeze teasing through the tree leaves. In other words, a perfect day.
“Let me go change.”
“Put on of those sundresses you like to tease me with, Bunny.”
I knew just the one. Light blue with red and yellow stripes and short than some so I could show off my legs and a good deal of thigh.
“Be right back,” I told him, headed for the back door and my small backyard apartment.
“Oh, and Bunny?”
“Yes Sir?” I paused, turning my head, brows raised in question.
“Don’t bother with underwear. Just the dress. And shoes, of course.”
“Yes, Sir.”
It was going to be one of those walks, I thought as I hurried across he backyard, my pulse racing, my nipples already stiffening with arousal as I wondered what he had in mind.
When I’d returned, wearing only the dress and a pair of sturdy walking shoes he had me turn around, and put my arms behind my back. I stood still for him as he locked a pair of leather cuffs to my slender wrists, attaching them together with a short chain. He completed the look with a matching leather collar buckled about my throat.
“There. Perfect.” He announced, looking me over as I stood in the kitchen, near the back door. He picked up a small backpack, slipping his muscular arms through the straps. Snacks and water, perhaps, or something devious. I had no way of knowing unless he volunteered the information. Asking usually resulted in punishment and I had no intention of spoiling the mood. “Ready, Bunny?”
I gave him my best smile and an enthusiastic nod, my heart pounding when he produced a leash and clipped it to a metal ring on my collar and led me towards the path that led to the woods. Just a little tidbit about myself. I enjoy the outdoors. I grew up camping and hiking and am not adverse to getting a little dirty or roughing it. In fact I enjoy it and today was a lovely treat – the weather was as close to perfect as it could be.
We walked in relative silence, enjoying the sound of birdsong and the wind whispering gently through the trees. It was somewhat romantic, if your notion of romance is being handcuffed and led around on a leash. He even occasionally stopped to pick a wildflower or two and tucked them behind my ears or in my cleavage. Eventually he unclipped the leash, warning me to behave. I had a good idea of how far we travelled, having become familiar with this path from previous expeditions. We were near the stream, in fact, I could hear it in the near distance, and there was a meadow about a kilometer or two ahead.
“Sir?” I asked shyly, working out in my head how to phrase a particular favour I wanted to ask.
“Yes, my pretty little slut?”
I couldn’t help but purr whenever he called me his slut. It was almost enough to throw off my resolve. Taking a deep breath, I pulled myself together, hurried slightly ahead, as far as my leash would allow, and then stopped in the middle of the path, facing him. Playfully I gathered the back hem of my dress in one cuffed hand before turning around and bending over so he’d have a good view of my ass. And then I spread my legs a bit, so he’d have an even better view of, not just my ass, but a hint of my wet needy pussy, too.
“Tease.”
I giggled at that, unbending myself and wiggling my ass at him before letting go of my dress. “Enough to be punished?”
There. I’d said it out loud, hoping he took the hint. I stuck my tongue out at him, just in case he needed a little more, then skipped further up the trail, ignoring him as best I could, knowing I’d pay for it.
“Minx,” he called out after me, laughing. I glanced back, unsurprised to see him jogging unhurriedly after me. There wasn’t really any doubt about the outcome. He’d catch me and then? I loved the “and then”. I never knew what might happen. Sir was always unpredictable in the best ways.
He caught up to me by the stream, beside a willow, it’s low hanging branches forming a canopy over our heads, grabbing my upper arm, his grip firm.
“What did I say about running off, slut?” He demanded, his voice hard, sending shivers through me. I often craved this voice. It was cruel and unyielding. I felt my pulse flutter as the fire at my core was stoked.
“You said not to, Sir,” I answered, breathless, wincing as he pushed me stumbling towards the tree. I felt the breath go out of me as I was forced against it, the bark pressing roughly against my face.
“And yet you disobeyed me.”
“I-“
He slapped me, shocking me into silence.
“I wasn’t asking for an explanation.”
There were no more words between us, only sounds. The soft clink of metal as he unlocked the chain trapping my arms behind me so that he could pull them around the trunk of the willow, fastening them over the nook of a branch which trapped me against the tree while balanced on the balls of my feet.
The sound of my labored panting, partially from fear of what he would do to me, and partially from lust filled my ears. The sound of fabric ripping as he tore my dress, exposing my bare back and unprotected ass startled me. The crisp sound of his boots on dried leaves as he stepped away back, dropping the back pack to the ground and rummaging through it before returning got my juices flowing.
“I am going to teach you a lesson you won’t soon forget, whore,” he growled into my ear, his hot breath filling me with a lust I had trouble controlling.
He blindfolded me and then began to fondle me, touching me everywhere, his touch sensual at times, rough at others. I felt his fingers trailing over my shoulders, down my back, teasing long my spine. He cupped my ass, groping me, pulling my cheeks apart rudely. I gasped with surprise and pain when he slapped my ass. Not gentle playful swats but hard strikes that stung painfully, over and over, until I was writhing against the tree, doing my best to avoid them, crying out in pain until he silenced me by stuffing something into my mouth. A pair of panties, I thought, since I could taste stale pussy on them, probably pulled from the laundry hamper. Anya’s, I thought, although I wasn’t entirely sure.
And then he spanked me some more until I was sure that my ass must have glowed bright red. When he eventually stopped, my cheeks were streaked with tears and the insides of my thighs were streaked with the fragrant nectar of my traitorous pussy.
I felt his hand between them, cupping my soaking wet cunt, brushing teasingly over my swollen clit until I moaned into the make-shift gag. He pushed a finger into me, and then another, slowly fucking me as I hung, pinned against the willow, helpless.
“Are you going to do that again, Bunny? Disobey me like that?”
“No Sir,” I panted, or at least tried to, the now soaked panties making it impossible to form coherent words.
He continued to finger fuck me, pushing a third finger inside of my dripping wet snatch. It felt amazing. I was breathing so hard that I wondered if I might actually hyperventilate. I felt the rough bark pressing against my hard nipples through the thin fabric of my dress, giving me an idea. Probably a really bad one, but one I couldn’t resist. I began to hump the tree, trying to press my clit against the trunk, moaning into my panty gag as he continued to finger fuck me slowly from behind.
“You are such a slut.”
I didn’t try to deny it. I was so close, he had me so close, I could feel the dam about to burst. One more moment and…
I wanted to scream when he stopped and pulled his fingers out of my dripping wet pussy with a cruel chuckle.
“You wanted to be punished, Bunny. Bad girls don’t come. I’m going to let you think about that for a while. Maybe it will finally sink in.”
I let out a sob of frustration as he backed up, his footsteps audibly drawing away until I could hear them no more.
I whimpered, trying to call out, to beg forgiveness, to plead for mercy, but the words were garbled. He was watching, I was sure of it, and yet, as the silence grew, as did my doubts. Had he just left me here cuffed to a tree, my dress torn? There were wild animals in the woods. They didn’t often bother people, but it could happen, and I was helpless. And the trail, although secluded, sometimes got foot traffic from neighbors or visitors. Worse of all, I couldn’t stop myself from rubbing against the tree trunk, trying to get off, unable to do more than just keep myself on edge with thoughts of being discovered like this. Who knew who might come along and find me. Even if they’d wanted to free me, they might not free me. And what if they didn’t? What if they couldn’t resist the temptation. What if they decided to ravish me. I was perfectly positioned for someone to stand behind me and push their cock up into my wet pussy. Or my ass, for that matter. What if…
The soft crunch of leaves put a stop to my imaginings.
“Sir?” I mumbled around my gag, hopeful.
No reply. It was my Sir, though. It had to be. In a moment he’d laugh and tell me how sexy I looked and…
I jumped, feeling hands settling on my hips. Rough, firm hands. I felt hot breath against the nape of my neck. The hands travelled upward, slipping between the tree and me, cupping my tits, squeezing them hard, pinching them and twisting my nipples as I struggled, frantic to escape. I felt weight against me, pushing me into the bark, and then it was gone. I heard the soft sound of a zipper’s teeth parting. And then, the hands again, once more on my hips, while something fleshy was pushed between my thighs. A cock. Stiff and hard and thick. I began to cry. Worse, I pushed my ass back and parted my legs as best I could in invitation. I couldn’t help it. I needed relief. I needed to be fucked. I needed to come.
Whoever it was, Sir or some stranger, pushed himself into me, slowly at first and then filled me with a hard thrust, sinking deep into my drenched pussy. I could feel his groin against my tender ass, re-igniting the burning ache in my abused flesh. He began to thrust into me, pulling almost all the way out before slamming into my hungry cunt once again. And again. Over and over, paying no attention to me as I cried and whimpered and moaned and grunted, biting into my gag as I felt something primal within me building, taking over. I shook and trembled and writhed as he used my cunt over and over and then, I felt him pause for a moment inside me, felt him swell, felt him pull out and then slam into me so hard it knocked the breath from me. I felt him explode inside of me, heard him grunt with orgasmic pleasure as he blew his load deep inside me, setting off my own climax.
He left me there like that, shaking and whimpering as cum dripping down the insides of my thighs. Had I not been cuffed to the tree I would have simply slid down it and lay, boneless, on the earthy ground beneath the willow.
Eventually, Sir returned and let me down, cradling me on his lap before leading me back to the house by my leash. When I asked him if it was him, he just looked at me, eyebrows lifted, a smirk twisting his lips, and shrugged. I am fairly certain that it was him but not positive.
When I asked him again, he chuckled, and answered with a question of his own.
“Do you really want to know? Did you want it to be me? Or would you rather it was a random stranger who found you and fucked you like that?”
I had to think that one over, replaying the moment in my mind, unable to answer. To be truthful, I liked the idea of it being a stranger who’d ravished me.
“I think I’d rather not know,” I decided, blushing as he chuckled and stroked my hair fondly.
“Good thing you have me to take care of you or you’d get into all kinds of mischief.”
I could only smile at that. He was right, after all.
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