Page 61 of Stripping the Sub
Waiting had been a hell of a lot easier when she wasn’t sitting right next to him, looking so amazing, her soft skin smoothing under the caress of his fingers, and the subtle perfume she was wearing weaving through the scent of leather and sex permeating theclub. With her right beside him, waiting had moved from frustrated anticipation to pure torture.
“Where are we going?” she asked, almost a little nervously, as they headed up the stairs rather than downstairs to the private rooms connected to the Dungeon.
“The Office,” he said, giving her hand a little squeeze, and she relaxed. Michael was fairly certain she was relieved he wasn’t taking her to theromantic Arabian Nights room, which was a little disappointing, but it was just another reminder they weren’t quite where he wanted to be yet.
Baby steps.
After all, she didn’t have any qualms at all about coming upstairs with him, when he was fairly certain the only other Dom she’d ventured to the second floor with was Andrew. And only after they’d been playing together for a while.
Once they’d reached the Office, Michael opened the door and ushered her in first, allowing himself a secret grin as he closed the door behind him.Scening with him behind closed doors – and wanting it that way – was like his own little private victory every time he scenedwith her. When he turned around, she was standing by one of the leather chairs in front of the big wooden desk, watching him with nervous anticipation, her tongue flicking out to wet her lower lip as she stared at him.
“So, Ms. Sandler,” he said mock-sternly, raising one eyebrow at her. “I do believe you’re in breach of your contract.”
Ellie’s mouth popped open as he moved forward, obviously surprised. “But… You’re the one who decided not to put the plug in!”
“And you didn’t say anything,” he said as he reached her, spinning her around to face the desk. “But your contract says while you’re in the club, you wear a plug. Now, I’m going to punish that naughty little hole of yours, and if I ever neglect to plug you when you first arrive again, I’m sure you’ll remind me.”
She grumbled as he bent her forward over the desk, but there was a flush of excitement in her cheeks and he was sure she’d be wetwhen he flipped her skirt up. It only took him a moment to confirm his supposition. Her pussy lips were puffy and pinkly swollen, a thin gloss coating her inner surface. As he looked down at her exposed parts, the little star of her anus clenched, as if in anticipation of the punishment that was coming.
Michael gave her ass a little smack, right down her crease where the skin was the most sensitive, snapping his fingers against her crinkled hole and making her gasp with surprise at the sudden sting. A smile slid across his face. While he enjoyed making a woman scream with pain and pleasure any time, there was something even more satisfying about having a real infraction to punish her for. It just added a little something to the proceedings.
******
Dammit.She should have known it was too easy when he hadn’t immediately taken her downstairs to insert the plug. Part of her had even suspected she’d pay for it later, but she’d decided to let things play out. If she hadn’t, if she’d reminded Michaelshe’d needed to be plugged, would she have been rewarded instead?
Too late to know now.
He moved around to the other side of the desk – the ‘boss’ side and pulled his toy bag from underneath the desk and set it on the large chair’s seat.Ellie now had a front row view as he rummaged through the toys, building her anticipation. When he pulled outa toy still in its package, her eyes bulged a little.
Seeing her expression, he raised his eyebrow at her again. “Something to say, Ms. Sandler?”
Dammit, why was it so hot when he used her last name like that?
“No, nothing, Mr. Waverly,” she retorted.
Calling him by his last name only made this whole little scenario seemed sexier, rather than distancing him the way she’d intended. It was half-roleplay, half-reality… because she really had breached the contract, even though he’d set her up to. Still, she was the one who’d made the choice not to say something about the plug; at the time feeling like she was getting away with something naughty.
Maybe she’d subconsciously been hoping and waiting for him to punish her for it.
Still… he was going to putthatin herass?
Apparently he was determined to really push her soft limits. But she wasn’t going to safe word. Shewas a little bit apprehensive aboutthe size of the toy, but she didn’t want to disappoint him… especially not when she really had earned a little bit of a punishment.
The toy was somewhat reminiscent of a beehive, as if someone had glued a bunch of anal beads with expanding sizes together rather than putting them on a string. The smallest bulge, at the tip, was probably only half an inch in diameter… the fifth and largest one looked like itwas an intimidating three inches in diameter.Maybe a little smaller, but not much.It was definitely going to be the biggest thing she’d ever had in her ass and her pussy spasmed in frightened arousal. If anal play made her feel submissive, this toy might just turn her into a little puddle of submissive goo for Michael to mold as he wished.
A thought which should frighten her far more than it did in the moment.
Even more disconcerting was when she realized he’d planned to use that thing on her eventually regardless… since it was sitting in his toy bag, obviously new, and they had a club contract. It wasn’t like he would have bought it with anyone else in mind.
Her anus clenched spasmodically.
Michael leaned his hip against the desk as he stripped the packaging away from the toy. “I think a little time with this toy will help you appreciate your plug, don’t you Ms. Sandler?”
“Very likely,” she said, sounding uncertain even to her own ears. Even while her pussy was creaming with anticipation, and the darker desires of her masochistic side were roused by the size and breadth of the toy, she still couldn’t help but be a little anxious. Every so often she was faced with a toy or implementwhich made her wonder if she’d finally reach her limit for submission and pain… that was how she felt right now.
She stayed in position, bent over with her skirt up, her anticipation building as she watched Michael liberally apply lube to the whole, bulging length of the toy. Apparently he wasn’t worried about it coming out, even with a lot of lubrication. Ellie held in a whimper.
When he finally straightened up and began to move back around to her side of the desk, she felt her entire lower body clench.
