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Unsure of exactly what would come next, Ariana did as directed, not wanting the spanking he’d threatened. The position was awkward, and she wasn’t even sure if she was doing it correctly. Was she propped high enough by the pillows she lay over? How wide was she to spread her butt? The cool air on her exposed anus not only embarrassed her, but the anticipation of what Costello intended to do kept her heart beating and her breath ragged. She pressed her heated face into the mattress but didn’t dare release her fingers from spreading herself open.
The tiny hairs on her nape stood on end when he spoke next. “I haven’t prepared your ass yet for when a Daddy wants to fuck you there.”
She began to loosen her grip. “But… another Daddy taking my ass?”
“Keep your ass spread,” he snapped, which had her quickly taking a stronger hold and pulling even wider than she had before. “This is the part where the lesson comes in. If you don’t behave yourself perfectly in the playroom tonight, someone else fucking this ass of yours is a real possibility. So, I’m going to show you exactly what that will be like as a reminder when you even dare get an idea in your head to do anything more than to play the sweet, submissive, innocent little girl you are expected to be.”
Chills ran down her spine, even though her face heated to an inferno. The contrast of raging emotions inside her trembling body nearly sent her into a panic.
What if she couldn’t do this?
What if she gave away that the Lullaby wasn’t working on her?
What would they do?
Would Costello be able to save her from what could very well be her doomed fate?
“Has anyone ever fucked you hard in the ass before?”
“No, Daddy,” she said, not much louder than a whisper. “I don’t want to have my ass fucked.”
“And I told you…this will be a hard lesson to take.” He touched the puckered hole with the tip of his finger which had Ariana jumping in surprise. But no matter the startle, she did not release her grip. “You are not to release your cheeks until I tell you, or a spanking will happen. Understood?”
“Understood.”
Knowing he could see her asshole, as well as her pussy, which for the life of her she couldn’t explain was getting wetter by the second, filled her with a shame laced in heavy need for much more than just the touch of a finger.
The sound of a lid clicking open, followed by the cold liquid of lubrication dripping on her anus, had her belly flip. Costello was going to fuck her ass, and she wasn’t sure if she was terrified or excited.
“I’m going to lube you,” he began as he circled his slick finger around the tight little hole. “Many Daddies wouldn’t be so generous. Definitely the fuckers who will be in the playroom tonight won’t be. So, imagine my finger being inserted into you right now completely dry. Raw.”
Without pause, his finger pressed past the entrance and slid all the way inside her.
When Ariana squealed at the invasion, Costello pulled out his finger only to thrust it harder inside. “Quiet. This is nothing you can’t handle. It’s just a finger.”
Ariana took a deep breath, tightened her fingers on her taut flesh, and tried to relax against the invasion of Costello’s finger now pumping in and out of her, spreading the lubrication all around.
“You have a tight hole,” Costello said. “I can see the skin stretching around my knuckle.”
A small moan of humiliation escaped her lips. Why must she be in such a vulnerable and revealing position for this lesson? This part alone could very well be worse than the actual ass fucking to come.
“Now, I want you to tighten your muscles around my finger. Squeeze hard.”
Ariana concentrated on doing as he asked, never in her life trying to control the muscles of her hole before. The tightening only made his finger all the more obvious and uncomfortable, but she tightened them regardless.
“Good,” he praised. “Now relax them.”
She did as he asked, relieved that his finger no longer had the same stretch of her hole.
“Very good. Now, tighten again, then relax. And then do this a few times. Milk my finger with that hole of yours. I’m watching.”
Fighting back a groan of mortification, and burning tears in the back of her eyes, Ariana did the act.
Tighten. Relax. Tighten. Relax.
“That’s it. Just like that,” Costello commended.
Tighten. Relax. Tighten. Relax.
His finger remained firmly rooted in her behind.
“Very good,” he said. “So, now when I tell you to relax when I’m easing inside of you, or fucking you hard, you know exactly what that means. You know how to ease those tense muscles which will make the entire experience much easier.”
The thought of taking anything larger in her ass other than a finger seemed too hard. Relaxed or not. “But—”
