Challenging or punishing?

“How long has it been now?” she asked.

I was looking down into her eyes, my weight supported on my elbows, my forearms wrapped around her back. “It’ll be two months at the end of the week,” I replied.

“Two months without coming…”

She bit her lip and tilted her head back, and a small sigh escaped her lips. Her ass, momentarily tense, settled back into the bed.

“Only two months? That’s like nothing,” she said once she got her voice back. “You know, I’m thinking that this really isn’t challenging enough for you anymore.”

“Not challenging? Seriously?”

“Using your other cock makes it too easy. But I really don’t want to let you out of the cage, either.” She pondered this for a few moments as I continued to thrust into her. “Maybe you need something to really think about while you’re locked up. Like, having you fuck me with your real cock more often and not come.”

“Would that make it more of a challenge for me?”

“I don’t know. Maybe I need to think of a way to make it more of a punishment…”

She closed her eyes and leaned back as another orgasm washed over her.

Challenging?” I asked, “Or punishing?”

“I’m not sure.”

“Like only allowing me to come with a vibrator?”

“Yeah, like, one minute and it’s all over. That would ruin it for you, wouldn’t it?”

I nodded. “Or, like only allowing me to come while in the cage? You know, just allowing me to leak and then that’s it?”

She opened her eyes and looked at me for a moment. “Or not coming at all,” she said.

I moaned. This was pushing a button.

“Not even leaking?” I asked.

Her arms tightened around my waist, and I felt her fingers tugging at the leather harness I was wearing.

“No, nothing,” she said. “Not even leaking. Not until the end of July.”

“July? I’ve got to wait until vacation?”

Her legs wrapped around my calves, and she pulled me in closer.

“Yeah, I’ll let you out for two weeks in the summer, and you’ll have to fuck me as much as I want.” Her eyes were closed again, and she was breathing hard. “For two weeks you’ll come so much you’ll be sick of it. And then I’ll put you back in the cage…”

“Until next summer…” I finished for her.

She nodded, and pulled my head down to hers. We kissed passionately for a few moments.”And then you’ll have to wait for a whole year to come again.” She pushed her hips up to meet mine. “Tell me,” she said throatily. “Tell me you don’t want to come for a whole year.”

I hesitated.

“Tell me!”

“I… I’m embarrassed.”

She opened her eyes. “What? Why?”

I looked away for a second, then moved down to kiss her again. I pulled her even closer against me and looked down at her. “Because… because I think I’d really want that,” I said. “I want you to control me. I want you to not let me come for a whole year, or however long you want.”

I moaned loudly and stopped thrusting for a few moments.

“What’s the matter?” she asked.

“I have to hold back,” I explained. “The idea made me really excited.”

And that was pushing her button. “Now that’s what I want to hear,” she said. “That makes you excited, thinking about it, doesn’t it? Doesn’t it?”

“Yes,” I whispered. “I love it when you want to take that control.” I realized that I was aroused and embarrassed at the same time.

Her eyes were closed again, and she was holding me tightly. “Tell me again,” she ordered.

I bent my head down to talk into her ear. “I want you to not let me come for a whole year,” I told her. “If you don’t want me to come or even leak, then that’s what I want, too.” My CB3000 was pressing against her ass with every thrust, and she felt it.

“A whole year,” she repeated. “Only once a year. You’ll have to think about it, want it for a whole year.” She was talking to herself now, her excitement building. “Maybe I won’t even let you leak. Maybe I’ll only give you a minute with the vibrator…” And suddenly she bit into my shoulder, muffling the noises in her throat. I reached my hand down to cup her ass, pulling it as close to me as I could. My ab muscles were straining to keep moving at the right angle for her.

And eventually she collapsed back into the bed, pulling me with her.

“Yeah, that would be challenging,” she said, smiling. “I think I’m going to have to think about this more seriously.”

I expect we’re going to have some interesting conversations in the near future.