A Masochist's Adventures in Wonderland
Chapter 11
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I got my usual stomach-load of butterflies when I climbed the stairs to Ash’s apartment. What did Graham tell him about our phone call? I was about to find out.
I pushed the door open—and stopped dead in my tracks. Ash wasn’t there.
The apartment sounded empty. No one was here.
A pink paper gift bag sat on the coffee table in front of my usual spot. A handwritten note on a full sheet of printer paper stuck out from under the bag.
Put these on, cuff yourself behind your back, blindfold yourself, and wait for me in your usual spot.
I frowned at the note, but I found out what he meant when I opened the bag.
I pulled out the padded blindfold he used on me last time, the black leather sheepskin cuffs with the snaffle clip holding them together, and a matching black bra, panties, garter belt, and stocking set.
The bag also contained a black leather harness. I had to turn it over and rotate it in different directions before I figured out how it was supposed to fit.
Two triangles in the front gave away that these were supposed to go around my breasts. The rest of it made more sense after that.
The neck strap went around my neck with two thicker horizontal straps, one around my ribs and the other around my hips.
The harness also had a strip that went between my legs. It snapped to the back hip section so I could put the harness on and take it off more easily.
I slipped out of my clothes and put on the lingerie first. Everything felt silky smooth, fit perfectly, and slithered over my most sensitive erogenous zones. The whole outfit left me exposed and covered just enough to be mind-blowingly arousing.
I buckled on the cuffs next and then put on the harness over everything else.
Snapping the lower strap into place turned out to be an exercise in self-restraint. The strap fit tightly against my panties all the way up the back between my ass cheeks.
I had to stretch to snap the strap back into place. It pinched, but it also turned me on. It applied constant pressure to my clitoris, vulva, and ass even when I stood perfectly still.
The blindfold and snaffle clip posed a challenge. The question was how to blindfold myself and cuff myself behind my back at the same time.
I clipped the snaffle to one of the cuffs, tied on the blindfold, and plunged myself into pitch darkness.
I clipped the other side of the snaffle by feel—and there I was, blindfolded and cuffed in the most revealing lingerie—all alone in Ash’s’ apartment.
The tension mounted the longer I stood there. Now what? How long should I wait before I assumed he wasn’t going to come? Did he forget about our meeting?
I could let myself out if I needed to. I touched the snaffle. I could find the clip and undo it whenever I wanted.
He wouldn’t forget something like this—not when he went to the time and effort to leave this outfit for me.
I jumped out of my skin when I heard the outer apartment door open. His feet knocked on the stairs getting closer by the second.
I trembled and fought for air until the moment when he opened the door and entered the apartment behind me.
I didn’t dare to turn around. Did I follow his instructions well enough?
He didn’t meet me here to tell me the rules for tonight’s session. I was hoping to ask him how I did during my phone call with Graham.
It didn’t look like I was going to get a chance to do that.
He shut the door behind him—and stayed back there. He didn’t move for a second.
When he did, he took a step toward me from behind. His presence made my knees tremble.
He eased around me and stopped in front of me. He didn’t say a word. Was he looking at me? He must be.
I turned my head from side to side trying to hear any clue about what he was doing or what he was about to do.
He stayed so still that I couldn’t hear anything, not even his breathing. Was he even there at all?
My mind started to play tricks on me—right up until the moment when he laid his hand on my shoulder.
I shivered at the intense, heightened sensation of his hand running down my arm. He stroked back up and passed his warm hand across my chest to my other arm.
He stroked up my other arm, squeezed one of my breasts in a hard, cruel grip, and then stroked down my stomach to my thighs.
He didn’t say a word before he slid up between my legs and squeezed my crotch though the leather strap. The extra pressure made me moan, but he pulled away immediately.
He walked the rest of the way behind me and squeezed me the same way between my ass cheeks.
He put enough pressure on the strap to make it dig into my pussy again. I squealed and then wavered as a surge of pleasure and arousal swept over me.
He stroked my sides, down to my hips, and then grabbed both my ass cheeks in his hands.
He leaned in close to my ear and whispered. “Are you hot right now?”
“Yes, Sir!” I panted.
“Do you want to give yourself to me right now?” he whispered. “Do you want me to take you right now and do whatever I want to you?”
“Yes!” I gasped. “Please….Sir…..”
He grabbed my hips and pulled me back against his hard package. He rocked against me, but he didn’t go any further than that.
All this teasing made me ache for him—and the strap between my legs didn’t help at all.
He stood back, unclipped the snaffle holding my wrists together, and reattached it with my wrists in front of me.
“Bend over and put your hands down flat on the table,” he murmured.
I bent over, but I couldn’t see how far away the table was. He kept his hands on me and guided me down.
My fingers grazed the cold marble. I flattened both my palms onto it.
His hands kept migrating all over me—up my spine to the back of my neck, down my sides to my hips, and around my ass cheeks.
He grabbed a fistful of one hip, gripped his fingers on the back of my neck, and pulled my ass back toward him, but he didn’t grind into me.
“Arch your back.” His voice got a little louder—a little colder. “Stick your ass out for me to see.”
I arched my back. His hand on my neck felt intoxicatingly hot. Was he actually going to take me like this? I really wished he would.
Being blindfolded released my inhibitions. I didn’t have to see him or myself. I let myself go in my own quickening desires.
I stuck my ass out and moaned when I spiraled my hips in the air. Did I look good enough for him to actually take me? What would lure him in?
He moved over next to me, but he didn’t let go of my neck. His hand steadied me. It felt masterful and controlling. Whatever happened to me here, it would be okay because he had me.
His other hand glided down my spine, rested once over my tailbone, and then stroked down my ass to my thighs.
“Such a beautiful ass,” he breathed. “So perfect and enticing…..”
He dragged his fingertips down the backs of my thighs, up through the middle between them, and barely grazed my panties—just enough to make me sob in ecstasy.
He grabbed another crushing squeeze of my ass cheeks before he rubbed them. Heat radiated from his hands into my skin.
That heat turned me on so much I could hardly stand it. I pushed my ass back into his hand and struggled to breathe. Should I beg him to fuck me? Was that what he was waiting for?
He unsnapped the strap from between my legs. A rush of warmth flooded my crotch when the pressure released. Removing it turned me on just as much as having it there.
He pulled the strap all the way down so it hung from the front of the harness. Then he went back to stroking my ass—up and down, to my thighs—and this time, he burrowed his fingers into my swollen tissues from behind.
He rubbed me in circles through my panties until I sobbed and whimpered for more, but he didn’t give me any more.
He kept alternating between stroking my ass cheeks, teasing the backs of my thighs, and rubbing my pussy a little more each time.
The next time, he slipped his hand inside my panties and squeezed, massaged, and gripped my bare ass, but he always stopped before he let it go any further.
He made the same circuit again until I writhed in wild desperation. He came back up to rubbing my pussy from behind and his fingers darted into me—just for a second.
I screamed out as that sudden spike of delicious sensation drove me insane, but he pulled away just as fast and smacked me across the ass.
The two sensations contrasted with each other enough to make me gasp out in surprise—and then the pure wicked thrill of what he was doing hit me full force. He was going to spank me.
Graham’s phone call planted the seed in my mind. I spent the last week masturbating every day and thinking about Ash doing all kinds of wicked, sadistic things to me—things I would probably never do.
Getting spanked was the least offensive example. Most of my fantasies turned into much more aggressive scenes, but I never really let myself believe they would happen.
He didn’t even spank me that hard. It was more of a swat—just enough to give me a taste of things to come.
He immediately went back to fingering me through my panties. The two floods of pleasure before and after surrounded that moment of sting. They masked it so it didn’t really bother me.
“You like that, don’t you?” he muttered under his breath. “You want me to spank your ass, don’t you?”
“Yes, Sir!” I squealed. “Please!”
“What a wicked girl you are. I love how much you want this.”
He caressed my ass again, gave me another swat on my other ass cheek, and rubbed his warm palm into it to ease the pain.
It didn’t even really hurt. I would have expected a spanking to hurt more.
He spent far more time caressing the sensitive skin down the backs of my thighs and then fingering me. He spiraled me into a dizzy cloud of pleasure before he delivered the next smack.
He hit harder this time, rubbed out the pain, and then massaged and squeezed my inner thighs down to my knees.
I moaned and pushed my ass back into his hands. I really needed to cum, but I was enjoying this too much.
This moment fulfilled all the evil, twisted fantasies I had been indulging all week. I might never do any of them, but now I could say someone actually spanked me.
He escalated the pressure the next time he smacked both my ass cheeks. He actually made me yell out in pain, but he instantly soothed it by rubbing both handprints.
He left me whining and squirming in agony when he stepped away and moved behind me. He took hold of my panties and glided them down, down, down.
He slid them to my feet and held them open for me to step out of them. He didn’t tell me what to do. His movements gave me all the command I needed.
He came back to stroking my ass, and this time, he grabbed a fistful of the leather harness around my chest.
“I’m gonna spank you until you cum, baby,” he snarled. “You keep still and take it like a good girl. Understand?”
His harsh words cut to the quick and turned me on as never before. He actually sounded hard and cruel like Graham. Was Ash finally letting his inner beast out of its cage?
I barely made a sound when I croaked out, “Yes, Sir!”
He tightened his grip on the harness and pulled it back. The straps bit into my body on my shoulders, neck, chest, and hips. It actually felt like he was pulling me back into him while he fucked me.
He grabbed a big handful of my exposed pussy, rubbed me until my tissues swelled open for his fingers, and plunged inside.
I gasped and then screamed as he pumped them all the way in. He rotated his hand in a circular screwing motion, pulled out, and slapped me hard across the ass.
He hit lower this time—closer to my thighs. It hurt more, but the aching throb of his fingers blurred the pain. All these sensations fogged my mind.
He smacked both my ass cheeks back and forth one after another. The pain started to become unbearable, but before it went that far, he dropped down and drilled his fingers into me even deeper.
He pumped them in fast and hard. I screamed and leaned back, but I didn’t have to. He used the harness to pull me into his strokes.
He pulled out and smacked me extra hard across each ass cheek. He hit hard enough for it to really hurt this time. It hurt a lot more than I thought a spanking would hurt.
I screamed in pain this time, but all the fantasies I’d been having seemed to be coming true right now.
My scream sounded like I was having an orgasm. Screaming in pain actually felt like having an orgasm. My addled brain couldn’t tell the difference.
He pumped inside me again and again and I spiked out of control. The harness yanking me back into his thrusts overpowered my mind. I needed him to fuck me. His fingers were fucking me.
I spiraled into the stratosphere on the cusp of another brutal orgasm. My ass hurt, but that was nothing compared to what was to come.
At the moment when I got ready to beg him to let me cum, he withdrew his fingers and spanked me so much harder than I ever thought possible.
He delivered hard smacks all over my ass, down toward my thighs, and then spanked the backs of my thighs themselves.
“You want to cum, don’t you?” he barked over my screams. “Do you want me to make you cum? Say you want to cum!”
“Please!” I shrieked. “Please let me cum! I need you so bad!”
He smacked my ass again—hard. “Is this what you want? Do you want me to spank your ass like this? Is this what you asked for?”
“YES!!” I screeched. “Yes, please! Please spank me! I need to cum so bad!”
“Say you’ll do anything I say.”
“YES!! I swear! Please….I’ll do anything….please…..just let me cum.”
He gave me another series of stinging smacks instead.
“Do you feel that?!” he yelled over my screams. “Do you feel how hard I’m gonna fuck you? Do you feel my hips smacking your ass as I drive into you?”
“YES!! Please!!”
He stopped smacking and rubbed his palm over my sore ass cheeks. He lowered his voice to a snarl through his teeth.
“That’s right,” he husked. “You’re gonna feel this every day this week. You’re gonna feel what a bad girl you are that you begged me to fuck you and spank you like a bad girl. You’re going to remember that you belong to me and do exactly what I say. Won’t you?”
“Yes!” I whimpered. “Please….please let me cum….”
“Hmm,” he muttered. “I might if you behave yourself.”
I sobbed in wretched agony. The blindfold amplified all my sensations—the good ones and the bad ones.
There were no bad ones. That was the truth. Even the pain in my ass turned me on. It reminded me of how much I wanted him—how much he was giving me exactly what I asked for.
He stepped behind me, took hold of my hip in one hand, and used the harness to pull me back into him.
This time, he dug his rock-hard bulge between my ass cheeks. “Just imagine how much your ass would hurt if I really did fuck you right now. Imagine how hot it would make you to know that I spanked you like that and turned you into a girl who begged for me to take you.”
I tried to back up to him. If only he would, but he stepped away immediately.
He rotated to my side, grabbed the harness in a death grip, and placed his hand on my raw, sore ass cheek.
“You’re such a good girl,” he murmured. “You beg so fucking good…..”
I would have begged all over again, but he drilled his fingers into me and made me scream instead.
He started slowly and worked up to full, deep, pumping thrusts. He held me steady by the harness while he wound me up to the same pitch of excitement.
“Cum for me!” he yelled over my screams. “Cum for me now.”
I shrieked out and then froze as the wave broke. I shuddered and quaked as deep, crushing pulsations spasmed my channel around his fingers.
He kept pounding into me with all his strength. My mind switched gears. His hips spanked against my ass. It hurt when I felt the handprints of his strikes on my skin.
That pain felt so wicked and forbidden. No one would ever find out I did this.
His fist on the harness made all the difference. It excited me almost as much as the spanking itself.
The feeling of him holding me steady and pulling me back into those thrusts—it intoxicated me. I could have gone so much further as long as he held me like that.
He slid his fingers out and left me shuddering. I struggled to stay upright once he released his hold on the harness.
I was still floating down out of the cosmos when he swept me up in his arms and carried me over to the couch. I still had the blindfold on, so I only felt him sit down and position me sideways on his lap.
He guided my head down on his shoulder and held me there until the last tremors subsided.
He petted my hair, and in the process, wound up pulling the blindfold off. I didn’t open my eyes. I couldn’t face reality after all that.
My ass really hurt just from sitting on his lap. He was right. This was going to serve as a reminder for me all week.
I really must be a bad girl if I got off on this, but thinking that only turned me on even more. I could do the whole thing over again right now.
Then I would have multiple orgasms. Would he ever give me multiple orgasms again?
I couldn’t face making that or any other decision right now.
He stroked his hands up and down my outer thighs and up and down my arms. He kept running his fingers through my hair and kissing me on the forehead.
I thought I would fall asleep, but I didn’t. I went into a numb trance staring at the side of his neck.
So he spanked me. Did that make me a masochist—because I enjoyed it?
He waited a long time before he turned his head sideways. He couldn’t see me, so he rested his cheek against my hair. “So how did your phone call with Graham go?” he asked.
I stiffened. “Don’t you know? Didn’t he tell you?”
“He said you were very polite and respectful. He didn’t tell me anything else.”
I shut my eyes again. “I guess you could say it went well.”
“Do you think you got anything out of talking to someone else?”
I would have turned my face even farther away, but I lacked the energy even to do that.
I got something out of talking to someone else. I got a lot out of it.
I couldn’t explain that to Ash. I never would have let him spank me like this tonight if I hadn’t talked to Graham first. He opened that door. Now there was no going back.
End of Chapter 11.
