connection, and Dare didn't want to be the end of Roman
and Jeff. It was just a matter of having the conversation. Growing
a set of balls and saying the words out loud.
But leaving Roman wasn't going to be easy. On
Sunday they would have their family meeting, the opportunity to
speak candidly about activities, playtime, life, and this bizarre
relationship. Dare planned to tell Roman and Jeff that he wanted to
back off. He had job interviews lined up, and he needed to focus on
himself.
But first he wanted to enjoy this last little
time with Roman, and he refused to feel guilty about it.
Dare smiled to himself thinking about his
punishment last night.
The things Roman could put him through were
astounding. Sometimes the psychological build up was nearly as
orgasm-inducing as the physical sensation.
Dare had managed to accept the whole of the
toy, and there had been difficult moments, moments where it took
everything he had to withstand the stretch and burn.
And taking all ten globes wasn't enough, oh
no. Dare felt himself harden as he remembered and allowed himself
to be transported back to the challenge.
They had shifted on the bed so Dare was lying
across Roman's lap, ready for a paddling, telling himself that he
was ready for blows from the punishment brush, reminding himself
that there was no reason to be afraid, because Roman would help him
through it.
Roman spanked him a few times with his bare
hands, hard slaps that stung the flesh and made Dare press his lips
together to stop himself from crying out.
And Roman had grabbed the ringed end of the
toy and he'd shifted it, and Dare did cry out then, because the toy
was flexible, and yet rigid, and it moved inside Dare in a
completely unfamiliar way. Dare had gasped, then groaned, and Roman
had chuckled. "Oh, you thought it would get easy now?"
Dare writhed and gasped for breath, unsure if
Roman expected an actual answer.
"I want you to release them," Roman had said.
"Push them out. It's going to be hard, and you're going to have to
work at it."
Releasing was harder than accepting. Dare
didn't know why, because that didn't make any sense, seemed like
out would be easier than in, but again, maybe it was the active
part of the process that made it hard. Or it was using his private
muscles on Roman's command, in Roman's view. Whatever it was,
releasing the largest two globes was mortifying, and Dare pumped
his hips and grunted to get it done.
"That's enough," Roman said. "Just the
largest two." He let Dare rest for all of a minute, petting him and
murmuring soft words. "Now take them in again," and the pressure
was back, and Roman's expectation, and Dare had to capitulate all
over again. He felt like his body was on fire, embarrassed that he
was obedient to this, ashamed that he'd given permission for this
punishment.
"Again," Roman said, and tugged at the
handle, and Dare stifled a sob as he worked to expel the two
globes, because he felt so vulnerable, as if his every nerve ending
and his every secret shame were exposed to Roman.
And perhaps they were. "I'm going to press
them back in. And you're going to take them."
Roman made it happen, and Dare was exhausted.
"Remember that you could have avoided all of this, if had obeyed my
instructions to wear the jewel."
"Yes, sir," Roman answered, the only answer
there was to give. If he'd been properly attired, he would have
been able to ease the egg attached to the jewel in and out of
himself a couple times a day, and Roman might have considered that
enough anal training for now.
After some comfort and petting, it was time
for the actual punishment, by the short, mean bristles of the
punishment brush. Dare was still lying across Roman's hips and
groin.
"Do you think I should punish you for the
number of hours you disobeyed me, or for the number of days?"
Dare tried to calculate how many hours versus
how many days. Was it a trick question? It had certainly been two
days and then some. Too many hours. Forty eight