The naughty list chapter 4
Introduction:
You better watch it, You better not to cry…
Chris pressed his lips to my forehead and rubbed my back. “Since we’re being open here, before we go any further, I think it’s a good time to address something important.”
“Okay…” I started to lift my gaze and got as far as his mouth.
“Holly, are you a good girl?” he said seriously, as though my answer was the most crucial decision of my life thus far. Then I saw a shadow of his dimple. “Or a naughty girl?”
I ducked my head again Oh. My. God. My face probably looked like Rudolph’s fucking nose!
###
Even when I’d finally recovered from my shock and found my voice, I couldn’t look at him. I had an inkling about what he was referring to. Yet, I decided to play naĂŻve. “I-I’m not sure what you mean.”
“You read the list,” Chris said, his finger lazily trailing a path down my arm. “I’m curious how you answered the questions. If they matched up to any of mine.”
A shiver ran through me. “Where did you even find something like that?”
“On a fetish website that I subscribe to.”
My head snapped up to stare at him. “A what?”
“Fetish website. It’s where people like me hang out.”
I let out a small squeak and tried to push him away. “P-people like you? I don’t—”
“Shh. Listen.” He kissed me softly, his hand stroking my hip now. His voice was lower…seductive…when he said, “I like to bring my partner absolute pleasure, not pain. Never pain.”
I stilled. “H-how?”
“With my body. Sometimes with just words. Or the aid of some toys.”
“L-like handcuffs…and blindfolds?” I gulped, remembering those and other questions from the bottom of the list.
“Exactly. When a woman surrenders control, she allows herself to experience pleasures she has only dreamt about. It gives a whole new meaning to the word ‘intense.'” He pulled back and looked down into my eyes for the longest time. “I would like to give you a demonstration of what I mean. Do you trust me?”
I hesitated, and Chris added, “But you should know that if you say yes, I intend to touch you. Tease you. Give you extreme pleasure. And ultimately, I will make love to you.”
Before I could start hashing out the pros and cons with my conscience, I slowly nodded, whispering, “Yes.”
He deserved a chance. After what he’d done for me in the short time we’d known each other, I owed him at least that. And I owed it to myself. To prove he wasn’t like the other guys I’d known.
“Good.” He kissed me softly then pulled the covers off us both. He moved to sit on the edge of the bed, patting and smoothing his hand on the mattress beside him. “Come here.”
I was on my hands and knees before I understood what he probably intended. I froze mid-crawl, two thoughts registering in my head. First, the hungry look in his eyes while he watched me made me feel like the sexiest woman on the planet. And second, he was going to spank me.
I was comfortable in my own skin despite some physical imperfections—every woman has ways they wish they were different or better, even the skinny ones. I kept myself toned at the gym, a convenience and a perk of working there. I imagined him seeing the curves of my naked, fit body posed as though stalking prey, my messy, red locks hanging like opened curtains presenting my breasts, which were just about a good handful, nothing more. I did not miss the way the tip of his tongue darted out and licked his upper lip, his lower lip briefly rolling into his mouth when his tongue retracted.
My breath caught at the second thought. He said he did not like to cause pain. I said I trusted him. Surely he would stop if I said he was hurting me? I could not deny that my curiosity was piqued, along with my arousal.
After a couple of deep breaths, I was moving again. I refused to look at his cock when he helped me lay across his lap. I didn’t need that distraction. But I became more nervous when it tapped my belly as I settled into the most comfortable position.
I also noticed a slightly hard and cool sensation that I started to ask about, but his hand rested on my exposed ass, creating yet another distraction. He caressed lightly, his other hand on the middle of my back. A moan escaped before I could stop it.
“Say ‘red’ if you need me to stop, okay? It’s called a safeword. It’s for your security.”
I swallowed heavily. I could do this. I wanted to at least try. “Yes.”
His own moan met my ears at the same time as the words of the latest song on my laptop, which I’d forgotten was still playing. ZZ Top crooned “Rough Boy” while Chris Berry splayed his fingers out across my right butt cheek, massaging lightly.
A slight shudder made me arch my hips, raising my ass toward his touch when he lifted his hand before he laid it down on my left cheek. Then there were more soft caresses. More nerves sparking to life before shooting directly toward my core.
My arms were folded on the bed, my forehead resting on them. My breasts pressed against the mattress, Chris’s thighs firm and warm under me. I was lost in the moment…the rhythm of the song, the gentle touches from him.
His first smack made me cry out, although I knew it was coming eventually. It hadn’t been hard, and it hadn’t hurt. It was just…startling. I was prepared when the second one came on the opposite butt cheek. And I sighed when he brushed his hand across both points of contact.
“Doing okay, Holly?”
I nodded and moaned again when his hand slid a little lower. But I choked out another cry when his hand hit the new spot a little harder. This time, there was a tingle, like after you smack your arm to kill a mosquito. Despite my muscle mass, the skin there was tender.
Had he been testing out the padding of my ass for the most vulnerable area? Another swat on my other cheek in the same low spot told me the answer was yes. And among all the emotions running through my head, I acknowledged that my pussy muscles were clenching. Spanking was actually turning me on? Who would have—
“Oh!” I squealed when his hand hit the middle of my ass hard, across both butt cheeks, making my whole body jerk. Without thinking, I reached back, grasping his wrist.
He smoothed his hand over the spot. “Too much? If you want to stop, just say the safeword.”
I froze, his wrist still clutched in my fingers. Slowly, I released him. “No. I just wasn’t expecting it.”
But after I’d reached back again on the next two swats, I heard him sigh.
“Holly—”
“No, I-I want to do this.” Tears brimmed my eyes. My mind was bombarded with emotions. Confusion, because I didn’t expect to be turned on. Desire for what lay on the other side of what he was doing to me. Frustration that I couldn’t just let go and let him be in control. And strangely, there was the fear that I would disappoint him. But it was just basic instinct to stop someone from hitting you. “I’m sorry, Chris. I don’t… I’m not… I want…”
He returned to smoothing his hand over the areas where I could feel my skin had heated up. Then he paused. “We can stop. Or… What if I bound your hands? Would you consent to that? It might help.”
My breathing grew shallower while I considered his suggestion.
He must have sensed my uneasiness because he added, “You can still tell me to stop at any time.”
“O-okay. Y-yes.”
I felt his body move and looked back to see him leaning away from me. He sat up, removing his belt from the last loopholes on his jeans that were laying at the foot of the bed. I concentrated on breathing steadily when he reached over me and laced the leather strap around my wrists before threading the buckle end of the belt through the slats on my headboard and fastening it tightly around one slat.
“Don’t pull too hard. It’s not the item I would use, but I don’t have an ideal binding at the moment.”
I snapped my head around to stare at him.
“You’ll be fine. Just remember, say ‘red’ if you want to stop.”
I blinked at him.
“Breathe, Holly. In and out slowly. Again. Good. Keep doing that.”
My next breath was shaky. I could see the desire flickering in his eyes like a flame. I would hang on for as long as possible. For him.
“I want you to sing ‘Santa Claus is Coming to Town.’ Okay?”
My smile was wary. “Seriously?”
“Yeah. It’ll be fun.”
“For you or for me?”
Chris just chuckled.
I turned to stare at my hands. At the way he’d bound them. A flutter of excitement passed through me at the thought of being at his mercy. Then I remembered his words…that he said he wanted me to get pleasure from this. That in order to do so, I needed to relinquish control to him. I’d said I trusted him. It was the moment of truth.
“I promise to be gentle.” With each word, his hand stroked across my ass. Then he snickered. “Unless you mess up.”
Was he serious?
I closed my eyes, concentrating on the music in the background. His right hand moved over my nether region, and his other hand held my back, his fingers slightly curling onto my side, probably so I didn’t roll off his lap. My breathing evened out. I clenched then released my hands. The belt wasn’t tight, but the presence of something on my wrists—restricting movement—made my pussy throb. Interesting…
You can do this, girl. It’s a simple song. Just stay focused.
With a deep breath, I started. “You better watch out, you better not cry. Better not pout. I’m telling you why. Santa Claus is coming to town.”
“You’re doing such a good job, Holly.” His fingers played at the cleft between my cheeks, pressing slightly before returning to stroking back and forth. When they went lower and grazed over my pussy lips, making me pant, he moaned. “Mmm. You’re wet, honey. Good girl.”
Yeah, tell me about it.
“Keep singing.”
“H-he’s making a list. A-and checking it twice.” I closed my eyes and swallowed heavily.
I guess my pause was too long because the force of his hand was a little heavier when he patted my butt again.
“Uh…He’s going to find out who’s naughty or nice. Santa Claus is coming to town.”
Damnit! What was the next line?
My mind just would not focus with competing music playing…with his lighter pats again on various places of my ass. I whimpered when he removed his hand completely. And when it came down hard a moment later, I cried out, my arms jerking on the belt.
“You…no, he…um…”
“Nope. Try again.”
“I-I am!”
After a second smack, the heat intensified on my backside.
“H-he…” Shit! Come on. Oh, wait! Yes! “He sees you when you’re sleeping.”
“Very good.” His hand smoothed over the spot that tingled, which made it throb.
“He knows when you’re awake. He knows if you’ve been bad or good, so be good for goodness sake.”
His hand slipped down again between my legs, and I rocked against his legs with a mewl.
“Oh, you better watch out. You better not cry.” I was licking my lips between every couple of words at that point. “You better not pout. I’m telling you why. Santa Claus is coming to town.”
I let out a deep breath. Good God. I’d done it.
I waited for him to release my hands and let me up. But he kept stroking and patting, although I noticed the force was a little heavier throughout now.
“C-Chris?”
“Hmm?”
“I-I sang the song.”
“Mm hmm. Yes, you did, Holly.”
“Uh…so…”
“Oh, do you want me to stop?”
I gulped. Did I?
“You know what to say if you want me to stop before I’m ready.”
I licked my lips. This wasn’t so bad. I wasn’t uncomfortable.
Chris continued the smacks, alternating cheeks, the area of contact, and the amount of force he used. Surprisingly, the more he spanked me, the more my body relaxed. And the more aroused I became. Especially when his cock pressed harder against me from below. My nipples became tender, rubbing against the bed whenever my body jerked from the blows.
But the longer we went, the more I was tempted to use the safeword. I almost did. Twice. My ass was stinging, but I pressed past the slight pain, focusing on the growing, pulsing sensations in my pussy that warned of an imminent orgasm.
I wondered if he could actually make me come this way, too. Suddenly, he spread his knees, his arm across my back tightening. My own legs fell open. I was about to ask him what was going on when the palm of his hand landed flat across my pussy lips. I screamed, jerking harder on my restraints.
“Holly?”
“No! No! Don’t stop!”
It was right there. I licked my lips while I panted desperately.
He didn’t seem to need any more encouragement. His hand hit the same spot again, eliciting another sharp cry. Another swat. But this time, I whimpered. Why was it being so elusive?
“Harder!” Then I gasped, realizing I’d said the thought aloud. Before I could retract it, Chris landed a whopper directly over my pussy.
I cried out louder, the tears in my eyes spilling down over my hot cheeks when he hit again. I was still certain I was going to be disappointed when he did a succession of rapid smacks on each ass cheek then my pussy again. On his third round, my entire body went taut before a wail was ripped from my lungs. Then I was thrashing like a fish flung out of the water and onto the beach.
###
“Shh, shh,” Chris whispered in my ear, his hands releasing the belt binding my wrists.
I moaned at the feeling of my ass touching the bed and adjusted to lay on my left side. Tender didn’t even begin to describe what I felt back there. I imagined I wouldn’t be able to sit for at least a day. The thought made me choke back a sob.
“I’ve got you, Holly.” He sat down next me, his left hip in the curve of my bent legs.
A tremor rippled through me when he stroked my hip then moved up to massage my breast. His other hand caressed my cheek.
He kissed my forehead. “That was amazing. Thank you. My hand stings like hell, but it was worth it. I had not expected that reaction from you. You were absolutely wonderful. It’s a great start.”
I wanted to ask him to elaborate, but the thought died on my lips when his hand left my breast and his fingers slid between my legs…up into me. My jaw dropped, my breath catching somewhere in my throat. I gripped his shoulder, my body twisting at the waist so I could spread my legs open, my ass be damned.
“Mmm. Very nice. Do you like to touch yourself, Holly?”
My answer was more of a gurgle because his fingers had found and were rubbing my G-spot.
“Do you come hard? Do you think of someone touching you like this?” His thumb lightly strummed my clit. “Or do you prefer it a little rougher?”
I clenched my eyes shut—dug my nails into his skin—when he thrust faster, the heel of his hand slamming into my pubic bone. He’d latched onto that impulsive admission in my sleep and uncovered a part of me I hadn’t even realized existed. With other guys, I had always cringed at dirty talk during sex. But rough sex? Bondage? Spanking? I’d never experienced any of that. Apparently, I did have some naughty tendencies.
Chris kept talking…asking me questions—his own version of the list. His deep voice was erotic, hypnotizing. In the distance, I heard the constant base of an obscure song, my heart beating in time with the rhythm. Soon, my hips joined in, undulating to the beat.
When his hand changed speed or position, I whimpered, unsure if I wanted him to stop and go back or continue forward. The crest would swell within me, then I’d dip—sometimes farther than others—before being lifted again. Up and down. Rise and fall. Over and over again, like a rollercoaster. I rode the waves in a mixture of content and frustration until I lost all sense of myself, releasing my death grip on his shoulders, my hands flopping to the bed.
“There you go, Holly,” his voice registered in my head. “So beautiful.”
And just like that, bliss spread throughout my body. I had the vague knowledge that I was arching my back…rolling my head…crying out. That his ministrations became more centered, prolonging my sensation of floating. Through it all, his voice coaxed me to surrender completely to him. He told me he wanted to give me a Christmas gift like I’d never received before. I just had to say the word.
“Yes, please,” I heard myself mumble between moans of ecstasy.
Slowly, gently, he eased his hand away, drawing raspy whimpers from my lungs. Then he was lying on top of me, one hand caressing my face so that I turned my cheek to press against his warm palm. His lips grazed my forehead, eyes, and nose before settling on my lips. It was light at first, but then his tongue joined in, making love to my mouth.
One hand twined in my hair, preventing me from turning away. His other moved between our bodies. There was a brief, cool awareness and some pressure before I was being filled in the most incredible way. Stretching me little-by-little as he rocked back and forth.
His moans filled my head. I pulled up my knees and spread my legs wider. I was wondering how long he was when something else hard and cool rubbed against my entrance—three times in succession, in fact, with a brief absence in between. It was something bumpy, reminding me of when I used to use the handle of a toothbrush to masturbate before I’d discovered vibrators, the ridges creating friction against my sensitive ring. That was nothing compared to this. And just when I thought it couldn’t get any better, something pressed against my G-spot. The combination sent delicious waves of pleasure rippling through my abdomen, my arms grappling at his but failing to get a grip.
“Oh, fuck!”
Chris chuckled then groaned into my mouth. His cock slid all the way out then back in again several times, multiplying the sensations. Each time, his thrusts were slow and deep. And each time, my resulting sounds grew louder.
I swallowed, trying to find my voice. A sudden orgasm made me cry out and thrash beneath him.
Holy shit! He was fucking right, again. Best. Christmas. Present. Ever!
When I started to settle down and my brain was no longer hazy, I felt his mouth on my breast, his tongue swirling around my nipple.
I blinked down at the top of his head. An aftershock made my body tremble. It was then that I registered his cock throbbing inside me. Still moving in and out in gentle but deliberate motions. Reigniting the fire that had started to die down.
He looked up at me suddenly, the heat in his eyes sending a shudder straight to my core. “Can you come again, Holly?”
My head started to shake in the negative. But my whole body arched—a scream catching in my throat—when his fingers played over my clit. All while he continued stroking within me.
I lost track of how long that one lasted. One moment, I was staring at the ceiling, the weight of his body pressing down on my lower body. The next, I was curled into his warm embrace with a sense of emptiness inside. Then my hand was wrapped around his cock, his hand over mine. I heard his grunts. Knew that he was stroking himself off with my aid.
The strange rigidness of the underside of his cock pressed into my palm. I wanted to ask him what caused it, but the sudden warmth spreading over my hip distracted me. Then he was holding me tighter, pressing his lips to mine. Rolling me onto my back and covering my body with his, his spent cock resting between my legs.
When we’d both recovered, I managed to form some words, although less eloquently than I’d planned. “What the hell was that?”
Chris chuckled. “You submitting all control to me. Letting me give you ultimate pleasure.”
My throat was slightly sore when I swallowed. “No…your fucking cock.”
He moaned and rolled off to lay beside me. Taking my hand in his again, he placed mine on his cock. “Open your eyes, Holly.”
I blinked slowly then looked down to see the light glinting off metal in several places between our hands. The second to last question on the list suddenly popped into my head. My eyes grew wide when I glanced up at him. “Oh, my God! Doesn’t that hurt?”

