FOUR

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MOANS are pouring out of my mouth as I stay bent over the desk, my fingers tightening along the edges. The client who I have nicknamed "Tiger" , not just because of the crest and tattoo, but also because of the primal attitude he exudes when fucking, stands behind me, fondling my ass cheeks as he urges me to relax.

After the just concluded, mind blowing, world shattering, body trembling sex, we took a few minutes to recuperate before Tiger reminded me of his desire to fuck me in front of the New York Skyline. His penis was already semi hard and I was trembling with desire, but he said he had a surprise for me, and he wanted me to wear it before we got down to business. This man was a beast!

"During our email conversations, you mentioned that you have never worn a butt plug before." He questions while rummaging through his desk drawer for something. I am too dumbfounded to speak. I know what a butt plug is but I've never had anything in my anal cavity before. Natasha also mentioned this part to me during our lessons. It was why she made me go through this weird anal cleansing process before coming tonight.

"Have you suddenly lost the ability to speak." He asks sarcastically, a small laugh escaping him as he peers at me through his thick lashes, his hair flopping over his forehead. The beauty of this man is striking.

"I uh... I have never worn one before." I shake my head.

"There is a first time for everything. Don't worry. I'll make you feel good." He smirks, eyes twinkling as he places a packet on the table.

I pick it up as I look at the device held within. It is a small, pink, silicone butt plug, 7cm long and 3cm wide at the fattest point. The thin neck of the toy is 0.9cm long and the jeweled base is 3.2cm wide. Beside the toy is a small, matching color remote control with various settings on it. I shudder in anticipation and delight, my vagina is a waterfall at this point.

"I can see the desire written all over your face. You have a fuck me look on right now. Bend over."

I don't hesitate to do as he commands, arching my back, pushing out my ass, and spreading my legs. He is behind me in an instant, his fingers trailing my back and rubbing the softness of my belly, ass, hips and thighs. He presses his hand to my lower back, causing me to arch my back further, and his fingers trail below to my targeted hole, rubbing a lone finger over the ring of muscle and continuing below to play with my pussy.

My knees shake, and my eyes flutter close. I hum in appreciation as he works my pussy, alternating between rubbing my labia and clit in circles, and then dipping his fingers into me, reigniting the flames of the sensitive organ. He slips his fingers out and I cry out at the loss of contact. His fingers continue their journey upwards despite my protest, stopping at my back door and flicking the right anal ring.

I shudder in surprise and he bends at my ear, whispering to me to relax, and tugging the ticklish flesh of my ear with his teeth. He continues his kisses down to my neck, biting the flesh there and soothing it with a roll of his tongue. The whole time his fingers don't leave my anal entrance, rubbing the hole slowly and coaxing it open. I feel the unmistakable cool touch of lubricant, a copious amount, and then the bottle clicks shut and his fingers continue their discovery of my anus. One finger finally pops in, making it past my sphincter, and my walls clamp down on it.

"Oh." I moan, and I can feel Tigers breathy moan on my neck too. I expected this to be painful but it is surprisingly erotic. Very erotic. My pussy is spasming out of control, and my hips are pushing back on his fingers, encouraging him further. I can feel the thick hardness of him on my thigh, moans bursting out of his lips in sync with mine. It's like we're having sex without the sex. Another finger enters me, moving deeper this time, rubbing my anal walls more insistently, stretching the orifice wider. My pussy clenches down hard, and I cry out in surprise as I orgasm, my hips rolling from side to side, seeking friction.

"You are a true anal slut Natasha. You're doing so fucking well." He praises me as I turn my head back and join our lips together. I must have a praise kink i'm just discovering. He kisses me back deeply, sucking on my lower lip, rolling his tongue in mine.
I feel something bigger pressing at my asshole, and without being told, I spread my left cheek with my palm in order to give him more access. Tiger groans sexily at the sight, and spreads my other ass cheek with his left palm. First, he dips the butt plug in my overly sensitive pussy, adding more moisture to the device in the addition to the lube. He presses it back at the targeted hole, and pushes it in slightly. I clench on instinct.

"Try to relax, stop clenching." He squeezes my ass as he instructs me and I release the breath I'm holding, doing my possible nest to relax. He rolls the device around my asshole, pushes it in slightly, and then stops, giving me time to adjust. He continues this process until we get to the widest part of the plug, and I brace up for it. Pouring more lube over the part of the device still left outside me, he begins to rub his fingers over my clit fast. I am taken by surprise and my knees lock in a desperate attempt to protect the quivering organ from further assault.

"Let me in Natasha." He grunts, landing a sharp spank on my vagina and I squeal, instantly spreading my legs. The spank was not painful, rather, it spread a delicious tingle through me. He dips his fingers in my pussy, effectively distracting me from the pain of the buttplug, and when he lifts the hood of my hard clit and starts rubbing the little bean, I am so distracted I barely feel the discomfort of the plug as it fully enters me, seated in my rectum, the jeweled base glinting under the lights.

"Now was that so hard." He sarcastically questions as I trace my fingers over the base, my ass cheeks clenching and unclenching in reaction to the stranger occupying my asshole. It actually feels really good. I feel so full, and my vagina won't stop pulsing even though it's not receiving any action at the moment. He picks up the device's remote and presses it, and the plug starts vibrating in my ass.

"I fucking love it."  I smile widely as I turn around to face him. My eyes are drawn to his massively thick length pointing straight ahead and curving to his stomach.

"Now let's take care of this." He gestures to his penis as he wraps it in a condom. Bending his knees, he begins to kiss me. I had taken off my heels after our first round of sex and the height difference is much more than before. I stand on the tips of my toes to reach him easier, as he nudges me backwards in the direction of the floor to ceiling windows. When we reach our desired destination, he turns me around, pressing me against the cool glass.

Bending his knees for easier access, he guides his penis into my already wet channel, and I moan as his thick length slowly enters me. The vibrating butt plug in my ass is massaging my anal walls, providing me with new sensations and the weight of the it has made my vagina even tighter. My breath fogs the glass as I whimper. He begins to move in earnest, starting out with slow thrusts. His left arm wraps around my neck, pulling me back against his chest, and his right arm wraps around my lower abdomen, trapping me to him.

He controls the pace, alternating between slow and fast, rolling his hips and stabbing into me in deep thrusts. He doesn't let me get used to his movements. One of my palms hold on to the arm on my neck, while the other runs through the back of his thick hair. I just need something to hold on to before I explode. My teeth is squeezing the life out of my lower lip in an attempt to stifle the crazy sounds coming out of me.

Every thrust of his is punctuated by a grunt, and a soft moan of mine follows. When he lowers his arm to lift up my right thigh, his thrusts begin to hit a more sensitive spot in me, and my moans become louder. Even I cannot believe the sounds coming out of me as I am savagely fucked for the whole of New York City to witness, the thrill of being seen, of being caught, coursing through me as warmth floods between my legs.

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