Page 25 of Wrestling with Daddy

Nothing too difficult. Get yourself off and send me a picture

Nathan

just this once, or is it gonna be one of your rules?

Daddy

Haven’t decided yet

It wasn’t the answer he’d been hoping for, but there was an allure in the non-answer, in the not knowing and the possibilities.

Nathan was still thinking about it while leisurely stroking his cock when the idea came to him.

If this was a test run, it wouldn’t be too out there to think that Ken wanted to be impressed, or that impressing him would play in his favor.

And Nathan knew just the way to do it.

Clothes discarded, Nathan ignored the shiver of cold than ran through him as he all but stumbled to the bathroom.

Some engineering was needed, but he managed to use a small shelf he’d gotten from IKEA to prop his phone up so he could record the shower at an angle that showed the beige dildo attached to the tiled wall.

He couldn’t say he’d done this before, but he couldn’t say he was nervous about it, either. The moment he stepped in the open shower, bottle of lube in hand, a sense of calm washed over him. That feeling made getting on his hands and knees easy. It took the worry away as he poured a copious amount of lube into his left hand and moved it to his entrance, his finger teasing the sensitive skin there.

A part of him wanted to shove his finger inside, throw being careful to the wind, get to the main event quickly. A stronger part of him, though, wanted to give Ken a show, wanted to make him proud. He didn’t think Daddies appreciated careless boys.

So he went slowly, letting his body get used to that initial discomfort when he slipped that first finger in.

Nathan focused on breathing as he adjusted, as he found the angle to add a second finger and adjusted to the width, his movements becoming faster as he tried to reach his prostate.

He was aware of the way his breathing became more erratic, closer to panting as he fucked himself with his fingers, zeroing in on the pleasure that came from opening himself up, from knowing that he was doing this for someone else.

Someone he needed to prove himself to.

Nathan imagined how Daddy would react when he got the video, his pupils dilating and his nostrils flaring as he watched how good Nathan could do.

Two fingers stretching his hole was probably too little for the dildo if he wanted to show he could be responsible with his body, but Nathan could only be so patient.

His fingers sliding out of his hole stung, but he ignored the burn to pour more lube into them, then turned around to get the dildo coated. It all felt much better when he was back on his hands and knees and guided the toy to his hole.

The first stretch burned, a loud grunt leaving his body as he pushed, forcing his ass to accept the foreign object he knew would feel so fucking good.

It took a bit longer than he would’ve wanted—definitely longer than if he was the kind of person who had time for a quick fuck against the toy every day.

Some incoherent moaning later, he’d managed to take in all the silicone’s inches, the moans becoming louder and needier as the toy could now hit his prostate with each of his movements. His hips swayed as he began to move forward and back, imagining the rhythm Ken would set up if he was behind him instead.

With his eyes closed, it was easy to picture the man there, taking him gently at first, measuring each thrust, hands gripping his hips tight enough Nathan would have no doubt there’d be bruises there later.

Once Ken saw Nathan could take it, though, once he saw how he welcomed the intrusion, how he begged for more, Ken’s pace would become punishing, his Dom coming forth as he showed Nathan who was boss.

Nathan cried out, his body slouching down, back to his elbows, the new angle amplifying all the sensations that had already started to overwhelm him with the aid of a rather active imagination.

Wishing he didn’t have to do all the work, that he had a machine like the one he’d only fantasized about every time he saw it in the dungeon, Nathan wrapped his fist around his cock, jacking it at a speed that matched the pace the silicone cock thrusted into him, sending heat through his system until no other sensation existed.

The world tilted on its axis for a second that lasted too long and was over way too fast, reality and the tiled shower he hadn’t moved from crashing back into him.

The phone, though.

Nathan blinked, eyes finding the device plugged in and still recording. His gaze darted down, zeroing on his fist and the evidence that coated it, the cum he didn’t quite want to wash away yet.