Chapter 36

Oliver

My ass cheek still stung as I climbed back on the bed with the bottle of lube. Dean’s eyes were molten where his pupils hadn’t quite swallowed the brown. As soon as I was close enough, he grabbed me and flipped me onto my back, forcing the air out of my lungs.

This. This right here was what I’d been missing in my life. The undeniable need. The fierce possessiveness I saw in every move he made. The mounting obsession, even. It was a type of belonging I could never conceptualize before I felt it, logical or not.

“You’re breathtaking,” he said as he took me in from head to toe.

A shocked laugh escaped me. “You’re not so bad yourself, Prince Charming.”

He made a sound halfway between a hum and a growl.

Flattening his hand against the back of my thigh, he pushed my knee to my chest. I expected to feel self-conscious, but that possessive look in his eyes convinced me that everything he said was true.

What I saw wasn’t uncertainty or nervousness.

Not even hesitation. The Dean above me hadn’t been more sure than he was right now as he stared at my ass.

Slowly, he brushed his thumb across my balls, then he rolled them in his hand. I whimpered, unable to help arching up a little.

“Does this freak you out?” I asked.

“Not really. I just don’t know what I’m doing.”

“Every time you touch me it feels amazing.”

The corner of his mouth lifted as he lowered himself to his elbows. My eyes widened, and all I could do was stare.

“I’ll probably be bad at this,” he said.

“Impossible. Oh, shit.” His lips traced the underside of my shaft, his warm breath acting like its own separate touch. “Fuck, Dean. Fuck.”

“Your mouth is so dirty now,” he murmured. “What happened to my sweet Oli?”

“You’re . . . corrupting me.” I gasped when his tongue darted out to touch the tip of my dick. “And teasing.”

“I don’t want to fuck your ass until we’ve tried everything else first.”

“Oh, Jesus,” I exclaimed when he wrapped his arms around my thighs and flipped onto his back. He pulled me up further until my dick was in his face. With a smirk, he lifted his head and wrapped his lips around the tip, then quickly pulled back.

“Turn around.”

“Like . . .”

“No questions. Just do it.”

My heart beat madly as I flipped around and settled on my knees facing away from him. His hands came up to grip my ass cheeks, and he groaned as he kneaded them.

The position seemed simple, yet I was overthinking it.

Despite our other talks, my lack of experience, even with women, made me wonder if I’d make this entire thing more complicated than it needed to be.

Since he was uncomfortable with the idea of me talking to Remi about the details, I’d decided we would learn together, every step of the way.

I may have Googled some things, but it did little to prepare me.

“I’ve never done this,” I said.

“Good.” He sucked on the skin of my inner thigh, and I trembled from the sensation. “And Oli?”

“Mm?”

“If you get uncomfortable at all, you’ll tell me.”

I made an affirmative sound, then leaned on my elbows.

His hard dick was right beneath my face, just waiting for me to touch it.

Grabbing it at the base, I took him into my mouth, feeling more confident than before.

He planted his feet on the mattress, boxing me in with his knees as he thrust upward gently, sliding across my tongue.

Just as I was getting comfortable with his length in my mouth, he did something that made my body tense up. At the same time, my dick throbbed and a wave of pleasure shot through me.

His tongue circled my asshole again, testing how we both felt about it.

I moaned around him, not wanting to stop.

Gripping his dick, I quickly dropped down the rest of the way.

When I gagged, I pulled back enough to take a deep breath.

Spreading my ass open further, he increased the pressure with his tongue, making me dig my nails into his thigh.

After this, there’d be no boundaries between us. A guy eating your ass had to be the most intimate experience a man could have. Maybe it would get demoted eventually, but for now, this was it.

Apparently feeling bold, he thrust his hips upward at the same moment that he wrapped his fingers around my dick. His tongue pushed into my ass, making my eyes roll back. He stroked me in time with his thrusts, and I found myself craving the way his dick felt when it reached into my throat.

Shifting my body a little, I whined and hoped he would understand what I wanted. His mouth replaced his hand, the heat of it amplifying everything. If he wasn’t careful, I was going to cum before I was ready.

I pulled back from his dick and hissed. “Teeth.”

“Sorry,” he said immediately.

When he took me in his mouth again, he was more careful about it.

I rolled my hips, fucking his throat while his fingers played at my ass.

I heard the cap from the lube pop open, then he spread the wetness around my rim.

When he hesitated at my entrance, I pushed myself back to let him know I wanted him to keep going.

As he started to push one finger inside of me, I took his dick down to the base. His hand jerked, and I gripped him more tightly from the sudden pressure. Rocking back and forth a little, I kept him just slightly inside of me so I could get used to the feeling.

When he pushed in deeper, I moved away from his dick, dropping my forehead to his thigh while I used my hand to stroke him. He stopped moving, maybe waiting for something from me.

“Keep going,” I said.

He released my dick, taking heavy breaths. “Does it hurt?”

“Not bad.”

“I don’t want it to hurt at all.”

“It’s okay. Just burns a little, and it’s kind of . . . weird. Maybe more lube would help.” When he pulled his finger out, I hissed. “And, uh, less abrupt movements.”

“Shit, sorry.”

“Am I ruining this for you?”

“What? No.” He sounded offended by the question. “Here, get on your back. I need to see your face.”

“Why?”

“Cause I don’t trust you to tell me if something’s too much.”

With a groan, I crawled off of him. Before I could do it myself, he wrapped an arm around my waist and flipped me. Gently, he laid me down with my head on the pillow. It was incredibly sweet, and when my eyes suddenly burned, I squeezed them shut.

“Oli?”

“I’m fine.”

He positioned his legs on either side of my hips and began to stroke my face. “I did something wrong.”

“The opposite.” The way my voice cracked sort of made me want to die.

“Tell me or I’m going to throw you in the East River.”

Opening my eyes, I found him staring down at me with worry evident on his face. I touched his temple, hating the expression.

“You’re so soft with me. Like I’m fragile.”

“Do you not like that?” he asked.

“I do. Nobody’s ever looked at me like you do, and I just don’t know what I did to deserve it.”

“Then I’ll keep doing it.” His expression shifted into something determined. “Do you want to keep going?”

“Hell yes, I do.”

“Alright, don’t be such a baby this time.” He winked at me before he added more lube to his fingers. “And breathe. I think you stopped doing that before.”

I nodded, taking a deep breath as he circled my rim with his index finger. When I felt that initial pressure, I met his eyes instead of closing them. The deep brown of his irises bore into me, nearly crippling in their intensity.

This time, there was slightly less resistance as he slid his finger inside me. I fought the urge to tense up, continuing to breathe through it.

“I’m going to try and add another,” he told me.

“Ten-four.”

He snorted. With his next finger, I could feel the stretch more intensely. There was a slight burn, but as he reached further, it eased. My instincts told me to stop him, but as I got used to the feeling, I thought I might want more.

“How many should we do?” he asked.

I propped myself on my elbows and studied his dick. Holding up two fingers, I hummed thoughtfully, then added a third. “This many.”

With a slow nod, he bit his lip. I could tell he was nervous about hurting me, but when I offered him a smile, he relaxed.

The third one made me grit my teeth, and my eyes watered. “Don’t stop,” I said before he could freak out. “Maybe . . . Uh, can you try moving them differently?”

He angled them a little, which made my toes curl into the blanket.

It was a strange mix of burning pressure and a greedy need I didn’t even know I was capable of.

I rocked my hips a little, then choked on my breath when I was struck by a sensation that felt like electricity.

My foot connected with his ribs, and he grabbed my ankle with his free hand, looking at me with wide eyes.

“Oh my God, did I—”

“No,” I interrupted, still trying to catch my breath. “That was . . .” I breathed a laugh and covered my eyes with one hand. “Do that again.”

He angled his fingers the same way. “I feel it. Is that . . .”

“The one and only.”

When he stroked my prostate, it was like an intense buzz that radiated outward, making me clench around him. My heels dug into his thighs, but he didn’t complain. With the new pleasure, I forgot about the burn of his fingers inside me, and as he continued to explore, I opened up for him.

“I think I like this,” he said.

The husky edge to his voice made me look at him. His cheeks were redder than usual, and his pupils were massive.

“I think I really like this,” he added.

Before I could respond, he grabbed my dick with his other hand and flicked the tip with his tongue. I swore and clutched the blanket beside me as I closed my eyes.

He pulled back and tutted at me. “You don’t get to look away.”

Meeting his eyes, I swallowed. “No?”

Angling his head, he showed me the mark near his collarbone that had been covered by his shirt all day. Seeing it made me sit up, and he pulled his fingers free.

I immediately pressed my mouth against the spot where I’d claimed him last time.

“You want to renew?” I murmured.

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