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Naïve Natalie

Natalie and I had been seeing each other for a weeks at this stage, as we sat cuddled side by side on my couch, with her leaning into me a bit, showing off the contours of her curvy, slightly chubby body. We were sexually active, but the strictly by the book missionary style type of couple. Natalie seemed happy enough with the situation in the bedroom, but I yearned for change, for corruption. Corruption of Natalie. I craved deviance. Perversion. I wanted to defile Natalie. I wanted to violate her. Natalie obviously had no clue as to my true intentions. She only saw the polite, courteous, high achieving college guy I was. Kind and generous. Witty. Funny. Caring towards others. And most importantly towards her. This was all true. And yet it did not tell the whole story.

As we sat together on the couch watching TV, smiling, cuddling, and chatting inane nonsense, all I could think of was how badly I wanted to fuck Natalie in her ass. To spread her ass cheeks wide open, as wide as they would go, and stare into her secret, shameful hole. Her most private space. Her anus. Her asshole. Her rectum. Natalie’s rectum. Her shithole. I still hadn’t seen her asshole properly due to the vanilla nature of our sexual relationship, but I was struggling to wait any longer. I wanted to see her anus so badly. To even just look at it. Observe it. Smell it. And finally of course to inspect it, with all the bodily tools available to me. Yes, the thought of Natalie’s ass spread open like that, her asshole on view, and of what she would be thinking and saying at the same time, was such a thrilling prospect to me that I simply couldn’t wait any longer.

Natalie was such a nice girl. She had those kind of Disney eyes, which screamed goodness and innocence. But which also spelt gullibility and naivety. I would use these attributes to my advantage in convincing Natalie to indulge my sordid tastes, my most dishonourable intentions towards her body. She was about average height for a girl, curvier than most, slightly chubby even, but with the most beautiful round ass. Not too big and not too small. Just enough ass to make my mind explode every time she bent over to get something out of the fridge, or wore her favourite yoga pants. I spanked her a few times around the house whenever she would turn to walk away from me. But never much more than that. And never really in the bedroom.

Natalie had never explicitly said, or even suggested, that her ass was out of bounds. It just seemed that way I guess, what with her being such a good girl type. Her ass was more of a kind of unchartered territory I suppose. Unexplored. That was all going to change that night. I had decided I couldn’t wait any longer. I wanted to taste Natalie’s asshole now. I wanted to lick it. I wanted to press my tongue firmly against her private hole. I wanted to push my tongue in and out of her asshole with force. I wanted to tongue fuck her asshole. And I wanted her to like it. I wanted her to both like it and feel bad for liking it at the same time. I wanted Natalie to become one of those naughty girls. Girls who let guys do anything they like to them. My dick was getting hard just thinking about it. I began to put my plan into motion. Operation Natalie’s asshole.

It was getting late now, and near enough time for bed. Usually we’d both just head up to the bedroom, undress, and get down to business beneath the bed covers. A little fingering, maybe some oral, followed by sex. But not tonight. I had much different plans for tonight. Tonight Natalie was going to become victim to the desires of a sexual deviant. Natalie was lying across my torso still, her attractive ass staring invitingly at me. I moved my right arm from its position on Natalie’s midriff, slowly down towards her ass. I kept it there for a moment. And then began to gently massage her ass cheek. I patted her ass lightly. And then squeezed her ass cheek. Natalie shifted slightly, but didn’t say anything, or signal for me to stop. I continued to both massage and manhandle Natalie’s ass. I told her how much I love her ass. She said nothing but seemed slightly unsure. At this point, I manoeuvred my hand to the top of her yoga pants and slid my hand inside, pushing between the elastic of her panties, feeling the soft flesh of her skin. I kept my hand there for a moment. A moment of bliss. But I wanted more. I wanted her asshole.

I positioned my hand on her ass crack, and slowly pushed my finger inwards towards her asshole. She stopped me at this point, perhaps unsure of my purpose, or simply uncomfortable with the process. I suggested we go up to the bedroom and she agreed. I opened the door of the bedroom and allowed Natalie to enter ahead of me as usual. I watched her ass walk away from me like so many other times before, but this time I followed and stood behind her, putting my hands around Natalie’s waste, and pressing my body into hers.

“What are you doing?” Natalie asked, almost in bewilderment.

“Sssshhhh” I replied, “Just trust me.”

“Ok”, she said, rather reluctantly.

“Don’t speak” I told her, “It’s just me, don’t worry. Just go with it”

“Fine”, Natalie relented, seemingly more relaxed now.

I knew now I had her under my spell. She was mine. And so was her sexy ass.

Still standing behind Natalie, I fell to my knees, so that my head was in line with Natalie’s ass, and slowly pulled down her pants, leaving just her panties remaining. I pressed my nose against them, right into the middle of her ass. Natalie said nothing. Next I placed one hand onto Natalie’s back and gently applied some force, almost beckoning her to bend over. Which she duly did. I was so close now. Natalie’s asshole was so close. Sweet, innocent Natalie, whose beautiful ass I was now staring directly at, with only her panties lying between me and her pretty little rosebud. I pulled her panties down to around her ankles, keeping her in position. Bent over. I stared in wonder at the line of her ass crack. Natalie’s ass crack. I couldn’t wait any longer. I placed my hands firmly on each of Natalie’s ass cheeks, making sure to get a nice firm hold. And I spread them.

To be continued…

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A discovered fetish

My fetish began when I was probably about eleven. I was brought up in a strict household in a small town, and as puberty struck, I had very limited access to any members of the opposite sex, either real or fictitious. My mom and my teacher were the first members of the opposite sex I noticed. As I did my chores at home, I quickly started noticing the lingerie my mom wore, although looking back it was nothing special, but the different materials and styles compared to my own underwear began to...

Even Steven

Andrea stepped down off the bus, feeling self-conscious. She shifted her daybag to the other hand, and hurried away from the stop, positive that everyone on the bus knew exactly what she was doing. The feeling was silly, but it hadn’t stopped her from worrying through the entire ride across town. In a block or two, she would be safely inside, and she could forget all about it. Andrea turned her thoughts to the weekend. She didn’t have much in the bag – just one change of clothes, and a few...

Woken in the night

I had been to work all day and on arriving home the wife had left me a note saying she had gone out with the girls for a day trip and it would be a long one cos they were planing on going out straight after for a few drinks, i relaxed with a few shorts whilst watching a film. it was about 10 and i thought i might as well have an early night, i must have been a sleep for about half an hour and there was a noise in the kitchen and then some giggling Claire must have come home and she sounded...

Dominating Miss Davenshaw Ch 02

‘Good morning, Miss Davenshaw.’ She halted in her stride momentarily. She was somehow aware of her nipples tingling under her bra, and of what could only be described as a faint tingling between her perfectly toned legs. Her breath caught, ‘Uh…good morning, Edmund,’ she replied. The faint quiver in her normally confident, authoritative voice would have been missed by most but he was glad to detect this ever so subtle sign that the hypnosis still had an effect on her. This was a deeper set,...

A Second Trip to See Miss Cynthia

Using the Bluetooth feature on his car, Evan had called his office and asked to be connected to his assistant, Laura. “This is Laura,” he heard her pleasant voice. “May I help you?” “Hi darlin’, it’s Evan.” “I’ve been waiting for you to call,” she said with an exasperated voice. “What happened?” “It’s all good news,” he replied. Laura could see the smile on his face from the tone of his voice. “You got them to sign?” “Of course I did,” he answered. “Did you ever have any doubt about it?” “Not...

Mature

Chloes Frustration

‘Talk soon xx’, and with that he signed off and was gone. Chloe felt the same way she always did when Jack disappeared, slightly giddy and wanting more. It was late. She should really go to bed – if only she could be going with him. They’d been chatting online for a few weeks now and had some amazing conversations. Once, he’d turned her on so much that she’d stripped off from the waist down as her clothes were rubbing her closer to orgasm, only to find that without clothes was worse, much...

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