Friday went by so slowly, all of Diane's thoughts were on the upcoming weekend. Distracted and horny was how she spent the entire day. Michael continued with his occasional touches, making her wince a few times because her nipples were still sore from the clips on them. Also from the amount of attention she now gave them every night when she masturbated, but despite the slight discomfort when he touched them, everything just made her wetter and hornier. Twice that day she went to the bathroom to get the edge off a little.
That afternoon, while she was standing at the copier he came up behind her and ran his hands up the backs of her thighs, causing her to arch in surprise. The hem of her skirt was slowly lifted up to her waist, and then he ran his fingers around the tops of her stockings up to her thong, sliding one hand into the front of her panties, he used to other to knead and work her ass cheek. She moaned as one large finger pushed its way into her pussy, stretching it. Teeth sank lightly into her neck, making her moan again and buck her hips against his hands. When his finger was completely coated in her juices he pulled it out of her and pushed it into her mouth, obligingly she sucked it clean, although she winced a little at the taste of herself. Finally he moved away and she was left leaning on the copy machine, her skirt still tucked up exposing her ass and thong.
A small movement in the doorway caught her attention, and to her shame and horror Juan was standing there watching her pant for breath. She didn't know how long he had been standing there... had he seen her and Michael? Tugging the skirt back down she grabbed her papers and quickly brushed past him with her head down, unwilling to look at him. The rest of the work day was spent in hard contemplation of everything she needed to get done, anything in order to avoid Juan's laughing eyes.
Finally Juan left at 4pm, and an hour later Michael came out of his office, nervously she stood up and grabbed her bag. He smiled at her, "Come on. We've got a lot to do this weekend." More chuckling. The walk down to the garage wasn't too bad, they small talked of things around the office, a few times his hand caressed her round ass cheeks. When they got to his car he put her briefcase and her bag in the backseat.
"Bend over the trunk of the car." Slight hesitation, but she knew better than to really pause. With her heels she was just the right height to bend over the trunk at an almost 90 degree angle. Again there were touches around her thighs, pulling her skirt up over her hips. A moment later he wasn't touching her anymore, but she could hear him taking something from his pocket, she tried to turn her head to look and was rewarded with a sharp admonitory slap to her left ass cheek. She stopped trying to look. The thong was pulled out of her ass crack, and then a nudge at her asshole, pressure as the small butt plug was slowly pressed into her ass. Rather than working it in and out like before, it was just long slow pressure pressing it forward until all of it finally popped in her ass. It hurt more that way, and when it was finally all the way in she let out a sigh of relief. Trepidation filled her as he opened the car door and she realized she was going to have to ride home with it plugging her ass.
The first part of the ride wasn't too bad, although Michael deliberately drove over the two speed bumps in the parking lot very quickly, causing the butt plug to push more deeply into her ass as she bounced in the seat. She squirmed and tried to keep the discomfort out of her voice as he asked her questions about herself, questions which she answered as best she could with the distraction bouncing in her ass; after awhile she began to get comfortable enough to ask her own questions of him. Surprisingly, none of his mystique was gone now that she knew of his entirely normal lifestyle.
A half an hour car ride and they pulled up to a gorgeous stone house, hidden by a mile long driveway out in the woods. There were no nearby houses. Not the size of a mansion, the grounds were obviously enormous and well-kept. Entering the foyer she was faced with a beautiful marble staircase, the hall to the kitchen in front of her, a dining room to her left and the living room to her right. Everything was spacious, with tall ceilings and cream walls; the furniture was modest and simple elegance.
Michael cooked dinner, she cleaned the dishes, they drank some wine. All of it seemed somewhat surreal as the butt plug pressed into her ass, reminding her of why she was there. Then, finally, he escorted her upstairs and even removed the butt plug so that she could go to the bathroom. After such a long time with it in her ass it was a relief, but also almost missed the full feeling it had given her. Exiting the bathroom she found herself looking at a slightly changed room, there was now a pile of three pillows on the center of his bed, with another spaced towards the headboard, lengths of ropes with soft cuffs on the end at each bedpost and the nightstand was covered with various objects - some she recognized and some she didn't.
Moments later she was wrapped up in his arms, his lips bruising hers with their force; she moaned against his mouth as his hands slowly began undressing her. First her jacket fell to the floor, and tremors swept her as the heat from his body seemed to engulf her. Moving his kisses down her neck, suckling, his fingers nimbly unbuttoned her blouse, until it followed her jacket to the floor. The cold air combined with her extreme arousal made her nipples jump sharply even through her bra, enough of her brain remained working to realize that she was panting with her head held back as this man who controlled her every movement was kneeling in front of her. Her skirt fell, and then he slowly rolled down each of her stockings, following each inch of her exposed flesh with a kiss. By the time he worked his way back up her right thigh she was panting and gripping his shoulders for support. Licking his tongue around her stomach and belly button, his strong hands worked their way up her sides and undid her bra; his hands remained high, tweaking her nipples, before a swift slide down exposing her entire body to him. Michael was still fully dressed.
Standing, he swept her up like a romance novel cover, and then placed her belly down on the bed, with the pile of pillows in the middle just under her hips. Each arm and leg was then attached to a bedpost until she was spread eagled, her head resting on the last pillow. A small ballgag was inserted into her mouth, and then he began slowly stroking his fingers up and down her body, making her shiver. There was a pause when nothing was touching her, and out of the corner of her eye she saw Michael pick up a long stick with some feathers at the end of it. The light brushes from it caused a lot of mewlings to emerge from behind her gag; the feathers traveled from left ankle up to her left shoulder, and then down her right shoulder to her right ankle. Inside her upper thighs was the worst, tantalizing and soft, she was burning for a firmer touch.
When the soft light touch left, Diane found herself wishing she hadn't wished it gone so soon.
THWACK!
She tried to scream behind the gag as Michael unexpectedly spanked her ass.
THWACK! THWAK! THWAK! THWAK!