Stu walked across the wooden floor, looked down at the tiny wooden stool dead center of the empty attic room, then smiled to Miss Janine at his side.
“That’s low,” was all he could say.
“It’ll be just fine,” the lanky blond woman smiled, placed her hand on Stu’s shoulder and bad him further into the room. With deft hand movements, Miss Janine produced what looked like an 8-inch dildo from her side, came to the stool and stuck the thing-fat head pointed straight up-onto the oval ‘seat’.
“Some are made with suction cup bottoms for this very purpose,” the lady explained as she stood once again to Stu’s six foot height and smiled.
“You’re ready for this?” she asked.
“Yes maam,” Stu said, hi eyes slightly downcast to the stool under him.
He couldn’t have been more _ready_ actually.
Stu had dreamed most of his teenage years of having something put up his ass, had convinced some girlfriends to play with him ‘back there’, had even purchased a few dongs himself to try and accommodate his deep desire. But now, at twenty two, he had come to the one place, under the care of this local mistress who provided just this specific service, for his fantasy to be fulfilled by a woman who would know precisely how to do so.
“Time for you to get undressed,” the lady purred and Stu stood back to do so, hoping that Miss Janine wouldn’t watch him as much as he hoped she would.
“I’m a little nervous,” Stu said as he got out from under his shirt and flipped his shoes off.
“That’s understandable Stu,” the mistress of the house said as she stood to his side and waited.
“But you are safe,” she added, looking over her shoulder at the young man who was now peeling his jeans down his thick hairy legs. “No harm will come to you here.”
“God, I’m a little…” Stu said, stopped to stand up straight, stripped to just his underwear and socks.
“This is a deep fantasy of yours Stu,” Miss Jane said, coming up to him. “It makes sense you’re a bit over stimulated.”
Again she placed a pretty manicured-nailed hand on his right bicep and squeezed ever so slightly. She looked at him with her deep blue eyes and kept her words steady, her breathing soft and easy. Stu could sense the lithe body of the woman next to him, could just about determine and imagine how Miss Janine looked under the thin knee- length robe she wore. He could smell her light berry-scented perfume, feel the heat coming off the older woman, whether from being expert at this job or actually aroused to some point with what was about to happen.
What had been missing in Stue’s sexual fantasy up until now was ‘intent’. The women he had played with, the women who had maybe inserted a finger into his ass or even entertained the idea when he told them how he wanted a big brutal ass-fucking had never been one with him in the execution or the idea. Miss Janine was with him, close in proximity as well _intent_, and even though Stu was paying the lady to be so, he felt warmth in the tight circle of understanding passing between them.
“It’s time Stu,” the lady said softly.
She stood off him and Stu bent to peel his briefs down his legs (he flipped his socks off too, silly as he thought it would look standing there naked with only his socks on!)
He took a step to the stool as Miss Janine looked down at his semi-erect penis then lifted her head to smile in what he hoped, was pleasure.
The mistress bent to the stool and bade Stu join her. Again, from some dimension Stu could not see, the lady produced a spongy package of clear liquid-lube, Stu realized-and poked it open to drop fat drops down the length of the dildo before them. As odd as it was to be squatting here next to the woman, completely naked trying desperately not to look under the open folds of Miss Janine’s robe, Stu stayed in place as the pretty dominatrix coaxed ample lubrication down the toy.
“Turn, on all fours for me Stu” the lady said after a full minute of working a thick sheen coat of cool lube down the shaft of the wiggling dildo.
Stu turned to get into position as he heard the “snap appa” of a rubber glove. As he waited for what seemed only seconds, he sensed Miss Janine moving behind him and then suddenly he felt the lady sneak a finger between his cheeks.
“Breathe deeply Stu, breathe deeply,” the lady said as Stu rocked on his palms and knees and the lady plied his anus with the cool lubricant.
Thirty seconds into the lady’s attentions, Stu began to open his ass for Miss Janine’s second finger, felt his erection popping and his balls stiffing for what he knew would be a very explosive orgasm. But then the lady retreated her finger and with her other hand helped to turn Stu to her.
“Now, let’s get you on that dildo,” she said, sitting back her modest two-inch heels.
“Remember you are safe here Stu,” Miss Janine said, angling Stu into a low squat. He felt the cool head of the dildo just between his cheeks as the lady before him helped to sit ever more slowly. As he sighed to take the initial entrance Stu spied Miss Janine’s upper milky thighs then as her robe fell wide open.
“I’ll let you see more in a moment,” the lady said, holding each of Stu’s arms as he squat lower, lower, deeper, back and onto the huge dildo.
Stu sat sighed and began to cry as he sat deep on the thing’s wide wet head, looked into Miss Janine’s eyes and felt the world finally open to him with infinite possibility.