A Masochist's Adventures in Wonderland
Chapter 22
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Ash rolled onto the bed next to me still gasping. I trembled and shuddered from the epic waves of orgasm spreading outward from not just my pussy, but my ass, too.
Even now, the plug in my ass somehow turned off my mental functions. I couldn’t really think or decide anything as long as it was in there.
How did he plan to take it out? Would that turn into another event in our session?
It was already the next morning. This whole arrangement of only visiting him on Thursday evening—it all seemed to be falling by the wayside in the biggest possible hurry.
He didn’t move for a second. He went so still and his breathing lengthened in deep relaxation. Was he going to sleep?
He snapped alert so fast that he startled me. He reared off the mattress, shook the fog out of his head, propped himself on his elbow, and peered down at me.
He ran his fingers through my hair a few times and kissed the side of my head. “That was so good,” he murmured. “Did you like that?”
I nodded, but still couldn’t think clearly enough to engage with him. Would it always be like this?
I had heard about people wearing butt plugs in public. That would never work for me.
He leaned back and studied me. I couldn’t fathom what I was supposed to think or say—about any of this.
He frowned at me. “Are you okay? Is anything wrong?”
I had to think really hard just to say the word, “No.” That was probably too evasive an answer for him, but it was the most I could do at the moment.
He kept studying me. Did he even realize what this plug was doing to me?
I marshalled every particle of brain power I could summon and blurted out, “Take it out.”
He responded instantly and pushed himself the rest of the way up. “Get off the bed and squat down on the floor.”
I could move as soon as he told me to do something. I heaved off the mattress onto my feet. The plug made every move an exercise in concentration.
He went over there first and used his foot to push the rope out of the way.
I sank down into a squat on the floor. I had to prop my hands on the carpet to balance myself in that position.
The position put pressure on the plug like I was trying to shit it out. The pressure made the plug feel extra tight and the intensity started to escalate.
I gasped for breath and started to whine. I wanted this thing out of me, but it also turned me on so much I couldn’t stand it.
All this anal play did something to my mind. It turned my sexuality into something I didn’t even recognize anymore.
I never thought any of this would turn me on. Once it started, it wouldn’t stop. Where would it end?
I summoned all my mental power to outright beg Ash to take the plug out. I couldn’t stand this any longer. I needed to reorient myself back to normal reality before I lost my mind completely.
He stood behind me. Was he even paying attention to me? Did he even realize how much distress I was in right now?
I didn’t even get a chance to form the words before he scooted under me from behind. My addled brain took way too long to realize he was lying on his back behind me.
He slid underneath me and positioned his face directly underneath me—right in line with my pussy.
I was still staring down at him in a daze when he pulled my thighs down right on top of his face and started eating me out.
His mouth and tongue spiked me into the stratosphere. The plug enhanced everything so much more than before.
I teetered on the verge of orgasm when he grabbed the plug and tugged it. I screamed as the sensation escalated beyond what I could cope with, but he didn’t pull the plug out—not yet.
He held it there at the limit of its thickness—and doubled down eating me faster and harder.
It took me a minute to switch my brain from one kind of stimulation to the other. As soon as I focused on his tongue and mouth, I started cycling back up again.
He immediately tugged on the plug again—harder this time.
He kept increasing the pressure on both. The intensity overcame my ability even to think about which kind of sensation I was experiencing at any given moment.
They blended together—and then it happened. I felt him fucking me again—in the ass. This was the same combination of stimulation as last night—except somehow in reverse.
I rode down on his face feeling myself about to climax. He pulled the plug just hard enough to pop it over the tight sphincter of my asshole.
That spike in sensation blasted me into orgasming right on his face, but he didn’t pull the plug completely out. He stroked it in and out again and again while I ground myself oblivion on his face.
Those strokes definitely felt like he was fucking me in the ass—hard. The mind-blowing intensity would have kept me reeling in orgasmic madness forever, but he stopped eating me out soon enough.
He also slowed down with the penetrations. I would have kept going, but he didn’t give me that option.
My body matched his rhythm and the pace of his lips and tongue on my swollen tissues. I wound up slowing down at the same rate until he took the plug away completely.
I collapsed forward onto all fours groaning and gasping to try to make sense of all of this.
He left me kneeling there with my head hanging down and my eyes closed. A second later, I heard him in the bathroom. He must have been washing the plug off.
Good. I didn’t want to see what condition it was in after being inside my asshole for all of that time.
He came back into the room, sat on the bed, and tapped me on the shoulder. “Come here,” he told me.
I didn’t know what he meant. He took hold of my arm and guided me toward him, but he didn’t pick me up.
He pulled me between his knees without helping me stand up. I wound up kneeling on the floor in front of him. He pushed my head down on his lap.
I collapsed in turmoil, now that I felt his hand on my head in such a comforting position. My asshole felt even more raw and sensitive than it did last night.
All the emotional and mental mayhem I thought I should have felt during the anal play—it all came back, now that the play was over.
I didn’t understand how any of this worked. I didn’t have to. He was here.
Now I could come back to planet Earth and try to figure all of this out.
The longer I sat here, the longer I started to feel somewhat normal—all except for my ass.
He waited a long time before he tapped me on the shoulder again. “Come downstairs and put your clothes on while I make you breakfast.”
He stood up, and this time, he did pull me to my feet.
That was the moment when I saw all the rope marks all over my body. They left rope-shaped imprints on my arms, my chest, my stomach, and all the way down my legs to my ankles.
Ash didn’t give me any time to dwell on that. He kept his hand on my elbow and steered me downstairs.
He parked me by the chair where I always left my clothes, told me again to get dressed, and went to the kitchen to start making breakfast.
I got dressed slowly. A thousand sensations floated into my brain from every part of my body. It would take me a while to separate and understand them all.
I probably should have taken a shower, but he didn’t tell me to, so I guess I wasn’t going to.
He was still cooking when I finished getting dressed, so I went over there and sat down on one of the stools at the counter.
He had his back to me, and in a few minutes, he put a plate of food in front of me.
I started eating. He finished what he was doing and brought his plate over to sit on the stool next to me.
“Do you feel okay about driving home?” he asked while we ate.
I nodded and then, because I knew he expected me to, I said, “Yes, Sir.”
“Is there anything you want to talk about before you leave?”
I stared down at my plate and shook my head. I couldn’t even think well enough to form a coherent thought. I definitely couldn’t have articulated anything.
He stood up, messed around somewhere in the many different sections of his apartment, and came back with a metal box in his hand.
He put the box on the counter next to my plate. “I want you to use these on yourself when you masturbate this week. Start with the smallest and work your way up as you start to get more comfortable with them.”
I picked up the box. Part of me already knew what I would find inside.
I flipped back the lid. A collection of five graduated butt plugs lay inside, each one surrounded by an indentation that matched its shape.
The smallest was less than half an inch wide. The largest must have been at least two and a half inches wide.
The plugs themselves were all dusky lavender purple in color. A small tube of lubricant rested in the box lid.
“I used the smallest on you this morning,” he told me. “Start with that one. Don’t level up until you’re comfortable with it. When you come next week, I’ll ask you which one you’re currently using and that’s the one we’ll use.”
I mumbled, “Yes, Sir,” shut the box, and put it back on the counter while I finished eating.
He didn’t interrupt me again. He waited until I finished, took my plate to the kitchen, and put everything in the dishwasher before he came back.
I expected him to tell me I could go or something like that. He gave me his instructions for the week. What more was there to say?
He took hold of my stool and turned it around to face him. I thought he might do something—like something sexual or something.
He kept one hand on the back of my stool, stroked my cheek, and kissed me while he kept his eyes open and stared deep into my eyes.
He didn’t say anything. His eyes communicated something beyond words. Was this what I had been trying to say or even think since last night?
Those eyes spoke volumes. They told me all the things I would have liked for him to say last night but didn’t.
He looked so deeply into my eyes that it made up for not being able to see him at all last night. This moment balanced the scales.
The connection reestablished instantaneously as if nothing had ever interrupted it. How did he always know exactly what I needed?
I searched his eyes for something…..and then he said it. “You’re so good for doing this for me. I love that you’re willing to try this to give me what I want.”
Unstoppable emotion overwhelmed me at those words. I never understood anal play before, much less full-blown anal sex.
I didn’t have to understand it. He wanted it. That was enough.
I wanted to do it for him. I wanted to do it because he wanted it. I didn’t need another reason.
I broke eye contact and picked up the box. It meant something completely different now. My brain switched back on. Everything made sense all of a sudden.
I rotated it in my hand…..and looked up at him. I raised the box and had to fight back a grin. “I better get home so I can start practicing.”
He burst out in a huge smile. I didn’t need to see anything else, so I just said, “Bye,” and left.
End of Chapter 22.
