Humilation & Comfort: My Sisters

"Not pleasurable, is it Ben?" asked Traci, "Not in the least I bet, you utterly useless creature. But you'll be begging for that in a second."

She raked my butt with her fingertips and nails a few more times, very slowly, and I shook as I formed more goose bumps. Then I felt what I feared most: her finger probed my anus, gently at first. "That's my middle finger, Ben, the big finger. As you begin to experience this pain, I want you to think of me. Think of Jen. Associate us with what you are about to feel: my dry finger, the longest one, penetrating you over and over. But DO NOT complain or ask me to stop. Don't you dare make a sound."

She rhythmically started pushing her finger into me bit by bit, and it hurt. It hurt badly. I lurged forward as if to escape but it was useless, my erect penis sliding along Jen's thighs as I did so. Traci put her other hand on my back and pressed down on me as she whispered, "I'm going to count Ben, and let's start now."

With that, she shoved her finger the rest of the way in and said softly "One." My entire body filled with pain, a ripping sensation pulsating throughout. She pulled her finger almost all the way out and then back in saying "Two". I cried out in pain as I thrust forward, my penis grinding into Jen's thighs.

"I said to not make a sound, little Ben. For that, now you get two fingers at once, my middle finger AND my index finger."

She plunged her two fingers in and said, "Three". The pain doubled and my vision started to close in, a red halo surrounding darkness as I stared down at the concrete floor.

Still she continued. "Four". "Five". With each insertion I lunged forward, humping my cock against Jen's lap. By the count of "Six", to take my mind off the torture Traci was inflicting, I tried to focus on how nice Jen's thighs felt against my erection.

"Seven!" Traci exclaimed, now much louder. Then "Eight, nine, ten!" In rapid succession Traci continued to violate me with her two fingers, and I humped forward with each thrust in an effort to pull away from her, my boner sliding across Jen's thighs, burying into her warm soft skin. I started to sweat, with beads of moisture forming on my abdomen.

"Eleven," Traci yelled, louder now, and with a quickened pace. "Twelve thirteen! We're just getting started little Ben."

I felt Jen's arm on my back as she said "Please stop, Traci, this is enough".

"JEN!" yelled Traci, "If you don't stop being a cunt, I swear to fucking Christ I'll piss in your mouth." Then she went back to work. "Fourteen, fifteen, sixteen, seventeen!"

I kept my mind focused on my penis, pulsating and rock-hard, thrusting against Jen's thighs which had become moist, my perspiration serving as a lubricant. All of a sudden I realized that I was about to come.

"Eighteen, nineteen!"

Jen leaned forward and whispered in my ear, "Please hang in there. I'm so, so very sorry." I felt my orgasm build but tried desperately to remain in control, because I knew if I shot my load Traci would further punish me in an unimaginable manner. All the same, given how wonderful the lubricating moisture of my sweat made Jen's thighs feel beneath my thrusting cock, I knew this was a losing battle. I was going to burst.

"Twenty! Twenty one! You're breathing harder now, you little pervert. Pain is no fun, is it Ben?"

Oblivious to my impending orgasm, Jen continued whispering to me. "I will make her stop soon, just hang in there little buddy. It's almost over. Just a little more."

"Stop talking to him Jen. He needs to focus. Twenty two!"

Now sobbing, Jen again whispered directly into my ear, "I'm so sorry. I really will make this up to you. I promise. This is my fault. Whatever I can do to repair the damage. "

I felt one of Jen's hot tears drop fall on the back of my neck, followed by another. Traci continued violating me as I lurched forward with each plunge, sliding my boner across Jen's moistened thighs, clenching my teeth as I tried not to come.

Jen kept her lips near my ear, clueless that I was seconds away from ejaculating all over her lap. "I'm so sorry about this, about what she's doing to you" she whispered to me. "Not someday. Later tonight." Another of her tears landed on my neck, as she continued, "Later tonight I will let you do whatever you want to me. I want you to fuck me."

I screamed in orgasm as my semen shot all over her legs, and groaned with each successive convulsion.

"Finally!" proclaimed Traci. "We made the little bitch suffer and now he's crying, yelping like a wounded animal!" She ran out from behind me and started dancing around in circles, thrusting her fists in the air and yelling "YES! YES! YES!"

Jen leaned completely across my back, her soft breasts against me, and shifted her legs, doing all that she could to hide the evidence, the semen that I'd shot all over her thighs, as the mess I'd made formed a warm, slippery goo between our skin.

Unaware of what I'd actually done, Traci grabbed my hair at the back of my head, jerking my head up and said "From now on, you will think of us as NOT PLEASURABLE! Pain. PAIN. NOT PLEASURE. Do you understand?"

"Yes, I know" I said breathlessly, hyperventilating. "I'm so sorry."

Traci gave my head a hard push forward and then let go of my hair. As she stormed away, I stared down at the floor again, my penis convulsing a few final times on Jen's thighs.

As Traci made her way up the stairs, Jen leaned over me and softly whispered in my ear. "She doesn't know you that you came, and she'll never find out. She will never know what really just happened. I promise."

"You don't think she knows?" I asked.

"I'm absolutely positive that she doesn't."

"I hope you're right," I replied, still lying naked across her lap.

"I am. Trust me, she'd be going ballistic on us if she knew," Jen said, no longer sobbing. "But we better start cleaning this up now."

I nodded in agreement and started to straighten up, but Jen placed her hand on my back to stop me and said "Wait." Then she put her lips right against my ear and whispered to me one final time. "Later tonight when you're sure she's asleep, come into my bedroom but don't make a sound. Please. For both of us, just quietly come in."