Page 45 of Secret Submission

Fuck, he wanted to please her.

Her hand ran down the small of his back, then over his ass. With his feet spread apart, even when his cheeks automatically clenched, they couldn’t entirely close. Bent forward, feet apart, the little hole where the plug was going to go was entirely vulnerable.

“Hold still, Connor. We’re going to take this slowly… but I am on a bit of a time crunch.” That last part was said a bit reprovingly, probably because it was his fault. He was the one who had wanted a private room, which was why she couldn’t take her time.

“Sorry, Ma’am.” He really was sorry. Next time, he wouldn’t ask. Not if it bothered her enough to make a remark about it, even though she’d agreed.

He heard her let out a long, slow breath as her hand caressed him, sliding down to cup his balls and give them a little tug. Just enough to feel really damn good. Connor groaned as she cradled them in her hand, panting for breath at the pleasant sensation of her fingers rolling them.

“No, I’m sorry, Connor. That wasn’t fair.” She tugged his balls again, like an apology. It hurt just enough to make the pleasure feel even greater. “We’ll make the most of it, and next time, I’ll make sure I have a room reserved for us.”

“You don’t— Ah!” Her hand squeezed a bit harder as the tip of the plastic nosed against his anus. It had already been lubricated, and he could feel the small hole being pushed open as she added pressure.

“Breathe, Connor. I promise I’m not going to hurt you… much.” There was a certain amount of devious, sadistic glee in her voice, which made him shudder even as his anticipation shot even higher. He groaned as she pulled the plug back just a bit, then pushed it deeper, his sphincter aching as it was stretched.

It hurt.

It felt good.

He felt more vulnerable than he ever had in his life, with his balls in her hand and a plug slowly pushing into his ass, yet he wouldn’t have traded this moment for anything.

18

Connor

The plug moved back and forth as Mistress Julie worked it in deeper, stretching him wider with every stroke. The slick feeling of it gliding in, the discomfort of it stretching the small hole, made him gasp and groan—especially when the tip rubbed over his prostate. His fingers tightened around where he was holding the bench, and he leaned forward. It wasn’t that he was purposefully trying to get away from it, exactly—it was an instinctive reaction.

As soon as he started to move away from the plug, she grabbed his balls again.

“Hold still, Connor.” Her voice was soft, only a little louder than a murmur, but he froze—and not just because of where she was gripping. “You’re almost there. Take the plug for me.”

He groaned as her fingers tugged on his balls, pulling him back so that instead of her pushing the plug forward, he was moving himself back onto it.

Fuck.

With his sack in her grip, his dick bounced against his body, leaving behind wet spots as precum leaked from the tip. The tug on his balls pulled him back, the plug pushing forward, rubbing over that sensitive spot deep inside again and making him gasp. The sensations were almost too intense to be pleasurable, yet he didn’t want them to stop.

The discomfort, the burn, grew as the plug went deeper, and he cried out as he felt himself stretch to the point of pain—then it was over. The plug was inside him. His body had snapped shut around the neck between the bulb and the base.

Panting, his head hung down between his arms, his balls still throbbing in Mistress Julie’s grip.

Holy hell.

That had been a lot more intense than in class. Not just because the plug was bigger, either.

“Good boy,” Mistress Julie murmured, and he felt the plug move inside him as she twisted it back and forth, igniting all the little nerve endings around his sphincter. The slickness of the lube made it easy to spin, and when his muscles clamped down instinctively, all it did was amplify the sensations.

“Fuck!” The word came out in a hoarse bark, the muscles along his back rippling as his body tried to curl inward, tried to adjust to the new stimulation. She laughed low in her throat, then gave the plug a little tug, starting to stretch him around the bulb again before releasing it.

“Very good. Now, I want you sitting down on the bench for me, one foot on either side of it.” Releasing his sack, she patted his ass.

Right.

Sitting right on the plug.

Great.

His dick throbbed as he straightened up and turned around to look down at her. The wicked gleam in her eye as she watched him just turned him on even more. His dick bobbed as he stepped back, one leg on either side of the bench, and he took a deep breath. Every movement jostled the plug inside him, bumping it against his prostate, making his cock jerk in reaction.