Page 26 of Dr. Billionaire
The worst part was that she could feel her pussy clenching down around the emptiness there each time his finger left her hole, followed by an overwhelming sense of fullness each time it was thrust back in.
The shame mixed with unwanted pleasure began to overtake her, and suddenly Jenna realized she was getting close to coming from nothing but Mark’s finger in her ass.
Panicking, she strained her neck to shoot him a desperate look. “Mark! I mean doctor… I’m going to…”
He stopped and pulled his finger out, making her yelp as her anus spasmed in protest.
Tears sprang to the corners of her eyes as she looked at Mark pleadingly, not certain what she wanted but more sure with each passing second that he wasn’t going to let her have it just yet.
His expression was still stern. “You’re starting to learn now, aren’t you, Jenna?”
She whimpered in response.
Mark removed the glove he was wearing, throwing it into a trash bin before turning to pick something else up from a nearby shelf. Once he had whatever it was in his hand, he turned on a lamp that was hanging over the exam table, then took his time anglingit so that its bright glow landed like a spotlight directly on her pussy and bottom hole. Sitting down on a wheeled stool, he rolled forward so that he was perched close to her, only inches away from her spread open bottom.
“You’re going to feel some stretching during this next part,” he told her in a very professional tone. “It will be uncomfortable, but it shouldn’t hurt.”
“What… what are you doing now?” Jenna wasn’t sure why she asked, but not knowing somehow seemed worse than anticipating what was coming next.
“I’m going to use a speculum to hold your anus open, then inspect you very thoroughly.” He said this so bluntly that Jenna almost laughed.
“You’re… what?” she asked incredulously.
“You heard me, little girl,” Mark said, holding up the metal instrument so she could see the horrid thing for herself. “I’m going to spread you open and take a look inside this cute little bottom to teach you that you don’t get to hide from me anymore.”
Then, before she had a chance to protest, she felt him squirt several drops of warm liquid—she assumed it must be lube of some kind—directly onto her very exposed, very vulnerable hole.
CHAPTER 10
He couldn’t be serious. There was no way he really meant to use a fucking speculum to open up her… and then…
“I’m not hiding from you!” Jenna nodded down toward her bound, naked body to accentuate her point.
“Youhavebeen hiding from me, and that stops today,” he told her firmly. “You don’t get to hide your emotional needs from me, and you don’t get to hide your most private of places from me either.”
Mark lowered the terrifying instrument until it was out of Jenna’s sight, and she could feel the cool metal rest against her sore pucker moments later.
“Please, doctor,” she pleaded.
He answered by sliding the speculum into her lubed hole.
She mewled in protest, then just as her anus was starting to adjust to the implement’s presence she heard a ratchetingsound, almost like there was an old-fashioned toy being wound up.
The speculum began to stretch the tight ring of muscle, opening her more and more, her horrified humiliation growing more intense by the moment as she was displayed more shamefully than she could have ever imagined.
Just as Mark had promised, it didn’t hurt, but it felt very unnatural, and she squirmed her sore bottom against the paper on the table as much as the cuffs and ropes allowed.
Finally, the winding sound stopped.
“That’s a good girl. Breathe deep and relax and it will start to feel better,” Mark soothed.
Jenna was so relieved to hear him speak in a softer tone after him being so strict with her all evening that she found herself latching onto his words and doing exactly as he asked, taking a deep breath into her belly through her nose and letting it out through her mouth.
It was a technique she’d learned in a yoga class she took with Chloe. If she really thought about it, this was just like an extremely advanced yoga position, right? Totally normal…
The annoying part was that it actually worked, and after a few deep breaths she could hardly feel the stretch anymore. That did nothing to alleviate the embarrassment of Mark looking directlyinsideher butthole, though.
Now that the speculum was in place, Mark began exploring her now fully exposed hole, taking his time to run his fingertips all the way around it and then up to her outer labia, then back down again and around it the other direction. She could feel her pussyspasm, begging for his touch, but he stayed just enough on the periphery to make her keen in frustration.
