Page 26 of Midnight Companion


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“Oh no,” Reiter said with a smug smile. “It is you who tease me, Ichabod, with every movement you make.”

I blushed at that, then heard the creak of wood as the Horseman’s body returned. He had taken off his jacket, leaving him in his black shirtsleeves and waistcoat, the black cover still over the stump of his neck as well. He folded his jacket, then suddenly grasped me around the waist, lifting me easily with his supernatural strength. I squeaked, and he tucked the folded jacket under my knees before settling me back in place. I flushed. “You do not have to do that.”

“I know,” he said. “Now, look at me.”

I turned away from his body to face his head again, and he leaned in to give me a soft kiss. “If you want to stop, we can. I only want to make you feel good.”

I smiled. “I know you do.”

I heard the stopper come out of a bottle, and I instinctively turned to look. “What is that?”

“Oil,” Reiter said, holding it up for me to see.

I blushed at the realization that it would likely be some of the church’s oil, perhaps for anointing. Well, I had already done quite a bit of desecration of this holy space, no reason to balk at it now. The edge of the bottle touched my lower back, and then something wet dribbled down into my most intimate place. I shivered, my fingers clenching into fists at the unusual sensation. Then I felt one of Reiter’s fingers gently circle my hole. I swallowed hard, turning my eyes to meet Reiter’s again. “You have done this before?”

“Yes,” he said soothingly, and I felt some of my tension release as his other hand kneaded the flesh of my spread buttocks, his finger dipping and teasing but not pushing into me yet.

“Have you ever, mm, been on this end of it?” I asked. Why I felt the need to make conversation while he was doing this, I did not know, but it seemed to be calming my apprehension.

“I have done it to myself before,” Reiter said thoughtfully. “But not with someone else. When I am with someone, I like this.” He gave one of my cheeks a firm squeeze, and I squeaked again. His head gave me a soft kiss on the cheek. “May I enter you?”

My hole clenched at that before I willed myself to relax. “Yes,” I said breathily.

His finger massaged me a moment more, and I tried not to tense, until his fingertip breeched my sphincter, just the first inch. I gasped, clenching a little, which sent a spark of strange pleasure through my belly. He drew his finger back and out of me, and I moaned softly. His finger entered again, then pulled back, not all the way out this time, starting up a gentle rhythm where he sank deeper each time his finger pushed forward. I could feel it burning, the deeper he went, before it was soothed again by sweet friction as his finger withdrew and then returned again. “So tight,” he moaned, and I felt slightly delighted I was able to watch his face in front of me as his finger moved. His eyes were half-closed, his lips slightly parted as his finger pulled back and pushed in again. I moaned, my hips suddenly pressing back toward him of their own accord. He grinned, his dark eyes opening to look at me fully. “You like that?”

“Yes,” I groaned, my hips giving a little wiggle, and he twisted his finger inside of me, adding a new sensation that flooded my brain with pleasure.

“Can I add another?” he asked, and I gave a hazy nod. When he drew back to enter me again, this time a second oiled finger pushed at my virgin hole, and I whimpered. “Only for a moment,” he soothed. The second finger popped inside of me, stretching my hole wider, and I gasped, pressing my cheek against the floor. It sank deeper into me until the two fingers were seated together inside of me. “Good,” he soothed, his other hand stroking down my back lightly, which made me arch, tightening my hole in turn.

He worked his fingers inside of me for a minute as I moaned and shivered. Then he drew his fingers back before sliding them inside me again, then back, starting up a slow rhythm. My breath caught as my hips started to move with his thrusts, pushing back to plunge his digits deeper inside of me. The pain was lessening now, my body relaxing around his wonderful fingers as I rocked my hips back and forth.

Reiter let out a breath. “I wish you could see yourself right now. You look so beautiful, riding my fingers like that. You have me spellbound.”

I flushed with pleasure, loving the words of praise as his fingers moved in and out. “Ready for more?” he asked, and I nodded eagerly. The next moment, there were three fingers buried inside me. I let out a cry, my hips stilling for a moment as my body protested the intrusion. I felt something wet slide inside of me and realized he had poured more oil over the area before beginning to move his fingers again. I moaned, pressing my cheek into the cool wood planks beneath me. I had been so focused on his fingers that I had hardly noticed that my cock was dripping between my legs until a sticky bead landed on my inner thigh. “So tight,” he purred again, his fingers twisting inside of me and drawing a cry of pleasure from my lips. “I bet I could make you spill your seed just with my fingers, sweet virgin.”

I opened my eyes to look at him from where my face was pressed to the wood. “Yes,” I pleaded.

“No,” he said, his eyes narrowing sweetly. “It is your first time, and I want it to be the most memorable pleasure of your life.”

His words went straight to my balls, which tightened eagerly in response to his words. He laughed and gave them a brush with one fingertip. “So eager. Do you want to feel my cock inside of your tight, virgin hole?”

“Yes,” I moaned. “Please, Reiter.”

His hand stilled for a moment at that, and I opened my eyes, glancing back at him before turning to his head again, afraid I had said something wrong, but he just smiled. “I like it when you use my name.”

“If… if I can talk,” I groaned. He laughed, and then his fingers slid out of me, one by one. I moaned at the loss, my hole clenching and aching as cool air touched me. I heard the fumble of trouser laces, and my cock gave an eager little jump against my stomach.

“Are you ready for me?” Reiter asked, and I heard his slick hand stroking over his shaft.

“Please,” I moaned, leaning in to give him a firm kiss, holding his head with my fingers so I did not kiss him too hard and knock him over.

He moaned against my mouth and dipped his tongue over my lips, then past my teeth, just as his body slid up behind me, and I felt something much larger than a finger press to my entrance. I whimpered but focused on kissing him. Reiter obliged, kissing me back with equal passion as his strong hands grabbed my hips and began to push forward into my hole. I whined against his mouth, letting him do the moving, guiding my hips back as he pushed into me, so deep I thought I might not be able to breathe. When his hips were flush against my spread cheeks, he broke our kiss to murmur, “So good, sweet one. You’re doing so good.”

“Doing so well,” I couldn’t stop myself from saying breathlessly.

Reiter stared at me, then cocked a brow. “If you are still able to correct me, I am not pleasuring you enough.”

I blushed absolutely crimson. “I’m sorry.”