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English
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Part 1 of Rolando Self-Insert
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Published:
2024-12-11
Updated:
2025-03-24
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28,321
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8/?
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A Spooky Kind Of Love

Chapter 5: Out Of Your Depth, Aren't You, Little One?!

Chapter Text

It wasn’t long before Rolando took me back to my room. We entered the bedroom and then arrived in the bathroom.

“Would you like to take it off, or shall I?”

I looked up. Rolando was glancing at my bikini.

Trying to pretend he wasn’t there, I pulled down my bottom and lifted the bra-like top over my arms.

Rolando sneered as he stared at my nude body.

I turned red in the face. “D-do you mind?”

“No, not at all,” he replied.

I hurried into the bathroom, closed the door and headed to the shower. The wall tiles were green. I turned the knobs…

…but instead of water, Rolando’s black goo poured out from the tub faucet.

I yelped out loud, backing away from the tub, closing my eyes and rubbing my head.

“Something the matter?”

I looked up.

Rolando…a nude, gray-skinned Rolando appeared out of nowhere and was lounging in the bathtub covered in the black goo. He had the same transparent white fins sticking from his back.

“No,” I squeaked, heading for the door. The bathroom door wouldn’t budge.

“Please come join me. Don’t be shy.”

I inched forward. “When I said a wash, I meant with water, not…”

“Oh, this? It feels good on the skin. Come on in, you’ll love it.”

‘Do I really want to refuse?’ I thought.

Rolando beckoned me forward and I felt my legs move of their own accord.

“I have something special to show you. On your knees, if you please.”

I carefully lowered myself to the floor.

He chuckled. “I have a… ‘Five-Star-Wonder’ ready for you…”

He lifted himself out of the tub, lowering his feet. His feet were also gray with four curved claws on each foot. Right in Rolando’s clawed hands was…

Oh shit…

“Hey, keep watching,” Rolando called as I slowly opened my eyes.

There it was…his gray dick before me.

My hands shook, my mouth dry.

“Come on…suck and get started,” he whispered.

With trembling hands, I took his dick, slowly moving toward my mouth. I tentatively moved my tongue and licked the end.

I flinched.

“It’s okay. Go deeper,” he said.

‘Guess I’d better get this out of the way,’ I thought.

Black goo crept up my body and created a cold soothing sensation on my head. I felt strangely hungry, and the goo pooling under me created a strange, pleasing sensation between my legs…

‘Are you sure you’re not an incubus or something?’

“I’m someone even better,” he responded.

My mouth closed around his member, and I froze. Why the Hell was I doing this?! How could he reduce me to being in such a state?

I slowly began to suck, and he smirked. I expected it to taste fishy and awful, but the goo was doing strange things to my body and mind.

His dick began to swell as I ran my fingers along it. So gross…so vile…but why was I starting to enjoy it?

“Keep going,” he growled.

My mouth felt hot and wet. If he had pupils, they’d probably be rolling in the back of his head. I couldn’t stop myself.

“Heheheh! I don’t even need to possess you anymore. You’re my perfect puppet already.”

I gripped it harder. A few minutes later, he let out low groans. He gripped the sides of the tub with his long, clawed fingers.

It felt strangely good being the one doing the influencing for once.

“Swallow it all,” he mentioned, breathing heavily.

His dick was engorged now, and my heart was beating rapidly. My heart chilled as he reached a climax, letting out a distorted roar and making the lights flicker.

Without warning, I felt hot semen ejaculate from him, flowing into my mouth. After gaging a bit, I swallowed without thinking. I collapsed to the floor, and he lowered his head, panting.

After a moment, he looked at me again.

“Wow…we seem to be… ‘cumming’ along nicely.”

I rolled my eyes at the random joke.

He bent down to pick me up and I found myself in the black goo tub.

“Can’t wait to see how you taste after this,” he mentioned.

“After what?”

He put his hands on my shoulders and pushed me down.

I expected to hit my head, but I could see nothing but darkness.

0 0 0

The scene shifted, and I soon found myself hovering in a vast indigo ocean. It was icy cold. There were no other fish or marine life around. I couldn’t see any sand or coral beneath me…only a dark abyss below. Strangely enough I could breathe just fine and see underwater without having to close my eyes. My glasses were missing. I swam up to a deep blue light on the surface, but I felt myself staying in place, no matter how fast I moved to try to reach the top.

I then froze in fear as I spotted a dark shadow swimming around me, not too far away. It appeared to be some kind of shark or eel.

Becoming shark bait was not my idea, but at least I wasn’t at the hotel anymore.

The shadowy shark swam closer, and I took deep breaths to try and stay calm.

The creature entered the light, and I gasped.

It was incredibly huge, covered with scales in varying shades of gray. It had transparent white fins, and a long tail with fins on the end. Black spikes lined its back, and more fins stuck out from its back and even along its long, clawed arms. Glowing yellow eyes paralyzed me in place.

For a moment, I thought I was finally face to face with Leviathan.

‘Like my true demon form?!’

Rolando!

He opened his giant mouth, revealing his sharp teeth and I screamed.

Before I could react, his jaw enclosed over me, and I found myself in darkness. Something large, soft, and wet was running along my body. It felt strangely stimulating.

Oh, Satan! It was his yellow tongue!

I was almost completely wrapped in it, feeling it move along my chest and back. It licked me in circular motions and slowly nudged me toward his dark throat.

I was too scared to move.

Closer and closer, I was pushed to the edge.

I yelped and cried as I found myself slipping and sliding down his gullet. It was like a waterslide but more terrifying.

I landed with a sickening splash into his stomach. The liquid felt like a hot tub, not painfully burning at all.

But when I smelled rotten fish and my body appeared to be melting, those were enough to almost make me pass out.

‘Surrender,’ Rolando mused in my mind.

I made myself go limp, as the acid grew hotter, I found myself slipping away, blissfully unaware of anything…

 

0 0 0

 

I woke with a start back in the tub at the hotel. I was lying in regular water. The space was quiet as if nothing had happened.

With shaking breaths, I got out and dried off.

I entered my bedroom, worried that I would collapse at any second.

Sharp pains suddenly raced through my groin.

Another illusion?

Nope.

I felt the familiar cramps and saw a trail of red blood on the floor.

Fuck!

Out of all the times to be having it, why now?

“Everything okay?”

Of course. Rolando had to be there, too. He was sitting on my bed next to my black PJs.

‘Stupid period!’ I seethed inwardly.

Avoiding Rolando’s gaze, I reached for my PJs.

He cocked his head.

“Are you bleeding, dear?”

“No,” I lied. I sat on the bed. Rolando moved in front of me and shifted to his nude human form.

My insides squirmed and my clit felt wet at the end.

I buried my face in my hands, screaming in my head.

‘Stop with the arousing and the tormenting, already!’

Rolando laughed and lowered himself to meet my face.

More blood spilled onto the bed. I tried to cover it up.

“Oh shit, I’m making a mess.”

Rolando waved a hand. “Don’t worry about it. Cum and bleed as much as you need.”

“Y-you don’t think it’s gross?”

In response, Rolando licked his lips and inched closer.

“R-Rolando? What are you…?”

He rested one hand on my leg and one slightly over my groin.

“There’s nothing gross about it, little one. Whether you’re male or female, young or old, any kind of blood is savoring to me. You’re just making me more hungry.”

He grinned and held up two fingers. “May I?”

I took a deep breath and nodded.

He gently rubbed his hand on my skin. He moved his two fingers closer and tenderly touched the end of my clit.

I seethed.

“This will sure be fun,” he said.

He moved them deeper into me, ever so slowly. When he moved them in circles, I felt a pang of pleasure. Rolando snickered at my reaction.

My body began to shake and jerk as he moved them faster. Groans began to escape my mouth.

He eventually pulled out his fingers and my clit was pleasantly hot. Blood and cum spilled out onto the floor.

His fingers were coated with blood and white liquid. Fear and arousal flowed through my stomach as he ran his tongue over his fingers, licking it all around.

The sensation was dizzying…I felt like I was going to faint then and there.

I found myself being lifted up, slightly over my bed. It felt like there was an invisible pillow behind my head and rope binding my arms and legs, despite nothing being there.

Demon Rolando hovered over by my legs.

“I think both of us will enjoy this part. You ready?”

Once I felt relaxed enough, I answered, “Yes.”

He read my thoughts. “Don’t worry about any diseases or pregnancy. That won’t happen. Just enjoy the experience.”

My eyes soon rolled in bliss after Rolando gently stimulated my clit and privates for what seemed like forever. He pushed open the flaps of skin, briefly moving his fingers around.

His penis was soon inside me and I gasped.

“Arrrghhh…Rolando…”

“Say my name again.”

As his thrusts quickened, my back arched, and my hips jerked on instinct. He was getting closer to his climax when he leaned his head almost completely back and let out a distorted yell.

I yelled out his name again.

I thought that would be the end of this strange sexual session…

…but when he ejaculated and the sensation reached my clitoris, I screamed so loud that I figured I must have woken up the guests.

He groaned and soon pulled his dick out of me. My legs were coated with blood and semen.

I fell with a start onto the bed. More blissful groans came from me as he licked the stuff off my legs. Then as if that weren’t enough, he playfully squeezed my butt as well.

I was covered in sweat, and it felt like all my nerves were on fire.

My breathing gradually slowed as Rolando finished.

 

After my body had settled down, human Rolando stroked my head. “Feeling better?”

“Y-yes,” I croaked.

My body collapsed onto the bed, grateful for the rest.

0 0 0

 

Rolando let me rest for a while, then tapped my forehead.

“Here’s a question for you,” he said.

He shifted into his fish demon form.

“Which of my forms do you like the best?”

I sat up, dumbfounded. I was drowning under his sinister sexual spell…there was no way to answer that.

“I…don’t know…”

Rolando hovered into the air. “Hmmm…Hard choice, isn’t it? I hope you’re ready for what’s next.”

I gulped, excited and terrified at the same time.

“You wanted to know what a titillator was, yes?” he asked.

I could only watch as Rolando morphed into liquid shadow in the air. His distorted laughter echoed in the room.

He lowered himself to the floor. What I saw next was worthy of being another terrifying illusion.

Only it was 100% real.

His lower half hovered in darkness. Rolando’s demon face looked intently at me…

…and so did human Rolando.

Rolando soon appeared as a conjoined twin, his demon head on the right, his human head on the left. His two suits, the red one and the dark purple one seemed to merge into each other.

Both Rolandos spoke in unison: “Looks like you’re in double trouble!”

I screamed, finding myself cornered.

“This form is only temporary,” said demon Rolando. “Now you can have the best of both worlds!”

The two Rolandos looked at each other and stared at me with wide eyes. Demon Rolando licked his lips.

Both were staring at…

My face turned beat red, my arms crossing over my chest. “Oh, shit, shit, shit, shit!”

In the blink of an eye, his two faces appeared right in front of me. Human Rolando’s fingers curled in and separated again, making playful grabbing motions.

“If you’d be so kind…” human Rolando purred, his voice alluring. “We’d like a taste of you, please…”

I found myself lowering my arms.

Human Rolando extended his fingers and lowered them to my right nipple. Sweat beaded my face as he gently rubbed the top. He ran a hand along the sides, giving it an occasional gentle squeeze.

Demon Rolando’s grip was rougher on my slightly larger left breast, but no less stimulating. My breasts began to go erect, and my hips jerked a bit.

The Rolandos paused.

“More?” human Rolando asked.

“Yesssss…” I answered with a shaky moan.

Demon Rolando ran his tongue along my left breast, making me yelp. Human Rolando did the same on the right side. My breasts were soon swollen, wet, and I let out another moan.

“Looks like you’re at our mercy now,” they said, both with their wide wicked grins.

After several minutes, both of them cupped their hands around my breasts. They opened their mouths, slowly inching toward them.

The tension was unbearable…their teasing terrible.

When they both latched their mouths onto my breasts at the same time, I thought my brain would burst. They sucked and I shook. They licked and I laughed uncontrollably.

When they were through, my face was in between their two faces. After they
licked my cheeks, they both whispered into each of my ears: “Surrender, little one.”

The sensations were too much, and darkness came over me.

0 0 0

I found myself in the hotel hallway, some of the lights flickering above me. I was enjoying his erotic exploits like a sicko, but I was also incredibly tired. My exposed body shivered in the open space.

The grinning Rolando portrait stood before me, his eyes boring into my soul.

Distorted laughter echoed through the halls and more lights flickered.

I looked around and saw one of the doors open. From the darkness, human Rolando strolled out.

“You always were a weakling to begin with.”

From another door, out came demon Rolando.

“You knew you were done for the moment you stepped into my hotel.”

“W-what the Hell is going on?!” I cried.

I was soon lifted upside down, unable to move. Around the other side I caught a glimpse of a nude human Rolando and a nude demon Rolando coming in.

“You’re nothing but mindless meat for my own satisfaction!” they both chanted.

“Seriously?!”

The four Rolandos crept closer like zombies as I was suspended helplessly.

Then a shadow Rolando grinned at me with yellow eyes and gripped my throat.

I screamed in terror again as all the Rolandos let out evil distorted laughs.

Shadow Rolando hovered up to watch, as the Rolandos began licking and nibbling along my body.

I yelped in pleasure, despite myself. One bit lightly into my shoulder. Another one ran his tongue along my clit and slithered it inside. I felt more licks and caresses along my butt and more across my stomach.

I felt like I was trapped in some psychedelic trip.

My right arm was coated in black goo and soon went wet and numb. I didn’t think much of it…too immersed in pleasure.

When sharp pains raced across my arm, I began to sob. I felt a cold blade on my skin.

One of the Rolandos hovered next to my other arm.

“Crying like a baby, huh? Music to my ears. Don’t worry, I’m almost finished.”

Almost finished doing what?!

I broke down. “I surrender, Rolando! I’ll do whatever you want!”

The Rolandos taunted me, calling me “demoness,” “whore,” “puppet,” and “tasty morsel.”

I succumbed to the terror and pleasure, tears trailing down my face, soon believing every word they said. They were savoring my fear, pleasure, and desperation. Not even my yells of protest could drown out his words.

“Make this end, please!”

The Rolando near my arm turned to me and slowly licked the blood off the knife.

“All done! Hope you like it!”

I looked at my arm, about to pass out. “ROLANDO” was carved into my arm in red blood.

The last thing I saw was the Rolando portrait enjoying the show before I crashed into blackness.