Learning to beg

I made it a whole month without really having to beg. It was easy. I would just go up to him and ask him if I could suck his cock. When he actually went to fuck me, it was a bit harder.

He lined up his dick and asked me "Which hole do you want it in, pet."

"My ass please, master" I replied easily. He obliged and began fucking me sensually. Since I actually enjoyed anal, it was easy to just pretend my pussy didn't exist and tell him I wanted it up the ass. I was going to earn that orgasm in no time.

But one day, he walked in on me during my daily edging session. I was too horny to beg properly.

"Please fuck my ass, master," I said the right words, but my heart wasn't in it. I wanted his cock in my pussy too goddamn badly.

"Hmm, I think I know where you really want it," he said lining himself up to penetrate me.

Too late, my logical brain kicked in, and I realized how much progress I was about to lose. I quickly tried to beg "no, no, no! Please don't! Please fuck my ass instea-" But he silenced me with a kiss and, ignoring my protests, pushed his cock into my pussy all the way to the hilt. I think I almost came just from that. It had been so long. I only got to experience a few heavenly thrusts before he decided I was getting too close and switched to my ass.

"Was it worth it?"

"No master"

"Then next time, be more convincing"

After that, begging became much harder. Not just because I had tasted the forbidden fruit so recently, but because he now made it a habit to initiate lovemaking during my edging sessions. But a few false starts and resets later, and I was a pro at begging. I was starting to believe myself even. One day, when I had almost made it to the required 3 months, something different happened.

"Welcome home, Master. Would you please fuck me in the ass? I've been wearing a butt plug all day so I'd be ready for you. I've been looking forward to it all day." I said, kneeling naked in front of the door.

"That's nice sweetie, but are you sure you don't want me to fuck your dripping wet pussy instead? "

"No, sir. I want you in my ass."

"You know, I actually believe you. Which is why today, I want you to ask me to fuck your pussy instead. Even though you know it will reset your progress towards earning an orgasm. Prove to me that you're not just doing this to earn an orgasm, that you're doing it for me."

I hesitated. He wants me to fail, on purpose? But that's... I...

"Yes Master, thank you for the opportunity to prove myself," I said, reaching back to spread my ass cheeks for him. "Please fuck my needy pussy and deny me my orgasm for another 3 months."

I was finally getting what I had wanted for months, and yet I was no longer sure wanted it.

He took three hard thrusts into my cunt, and then he pulled out my buttplug and put it in my mouth. "Suck on that while I fuck your ass."

After he came inside me, he pulled out and went to clean up. When he returned, I was still laying on the floor. Cum and pussy juice had leaked out of me and left a puddle on the floor. "Clean that up, and then make us dinner," he said, giving me a spank for emphasis.

Almost a year since the challenge started, and we are spooning in bed. I can feel his hard cock pressed against my back, and his arms are wrapped around me. His hand dips between my legs and he feels my wet and trembling pussy, silently begging him to fuck it.

"Do you want my cock, pet?"

"Yes Master," I whimper, griding back against his cock automatically. "I need your cock inside me."

He laughs and pinches one of my nipples. I'm **** to have sex, but he's in no rush. This is just another relaxing Saturday for him.

"I know, pet. But where do you need it, really? You can tell the truth, it's OK." he strokes my clit light as he says this, sending sparks of pleasure coursing through me. He stops suddenly and I whine a little, but I know better than to protest for real.

"In... In my mouth, Master. Or my ass."

He has me get on top of him, 69 style, and give him a blowjob. He begins stroking my clit again and asks "Are you sure? Because your pussy is very wet and I think it desperately wants to be fucked. It's already close to coming, isn't it?"

I stifle a moan and reply "Yes, Master. But my pussy doesn't deserve your cock. It only gets to edge. My ass and mouth are for fucking"

"That's right. That's my good girl. You don't really want me to fuck your greedy little pussy. You'd much rather I fuck your mouth, wouldn't you?"

I've never wanted anything as badly as I wanted his cock in my pussy right then, and I'm sure he knew it. He knew it's all I wanted ever since he asked me to beg and persuade him to keep me as his orgasm denied two-hole fucktoy.

He seems to revel in finding ways to make it difficult for me. Sometimes he'll rub my clit with his dick while I beg him to facefuck me instead.

"Fuck...yes Master. Please!"

He grabbed my head, and pushed it down around his cock, filling my throat. Then he let go, and I took over for him, deepthroating myself.

"Such a good girl. You'd rather have my orgasm than your own, wouldn't you? I remember when you used to think you wanted to cum, but you know better now. You know your pussy's not for fucking. You know you don't really need to cum. You know you're so much better when you stay like this for me, isn't that right?"

I moan my agreement around his cock, but he reaches down and stops me.

"Turn around, grind your pussy against my cock."

I flip around to face him and begin sliding up and down his cock, almost like I'm fucking him cowgirl style. I feel him reach around behind me and suddenly, on the backstroke, I feel his cock filling my pussy. He grabs my hips and pushes me all the way down, and then holds me in place. My pussy flutters hungrily around it.

"Ohh fuck" I moan. This is going to be my most challenging begging yet.

"Please, I don't want you to fuck my pussy. It makes me want to come so badly."

"I know you don't want me to. But slut, what if I want to fuck your pussy?"

"Then you can fuck my pussy, and keep me denied even longer"

"But if I fuck your pussy whenever I want, you'll never complete your challenge, and I'll have to keep you denied forever. Is that what you want?"

I could tell he wanted me to say yes. But I didn't want to be denied forever. I had to come up with another answer that he would like even more...

"When you want to fuck my pussy, I want you to fuck our babysitter instead. I think I can convince her"

He looked at me, genuinely surprised, but he recovered quickly and kept himself in control of the situation.

"Good idea, but she's not here right now. And I'm already inside you, soo... ride me. And you had better stop yourself before orgasm"

"Yes sir, thank you, sir," I said and I began riding his cock. When I got close, I switched his cock over to my ass and kept riding him until he came, then I collapsed onto his chest, exhausted. I stayed there hugging him with his cock softening in my ass, happy and excited for the future. In another 3 months, I'll have earned my next orgasm just in time for our second anniversary. I should be able to convince the babysitter to have sex with him by then. She'll make for a fine anniversary gift.