Chapter 58

I heard the lid snap off something a moment later, making me tense again. His fingers followed, probing coldness as he slipped his thumb into my anus, pushing what could only have been lubricant with it.

"Relax," he said again as I tensed up around him. "Let me make this good for you too."

I exhaled, closing my eyes so I didn't feel quite so robbed of sight and tried to imagine how good it might feel. I'd never been analed before, and I wasn't sure what it would be like.

I'd heard that it could be amazing, but I'd also heard it could be extremely painful. And I had no idea which was likely to be the case.

The coldness turned to warmth as Jack probed deeper into me with his thumb and then pulled back out. I focused on my breathing and trying to remain calm. I wanted him to have this, to show him I trusted him, but I was nervous.

A moment later, I felt him kiss my spine again, right above my ass, before trailing kisses back up me. It made me arch my back instinctively, bringing my shoulder blades up until his head was beside mine. At the same time, he ran one of his hands up my leg until it was at my hip, holding me steady.

"Focus on relaxing as you exhale," he whispered near my ear.

No sooner had I done as requested than I felt his manhood pressing against my hole. On the very next exhale, he pushed in. I tensed a little, but he paused immediately, my body already feeling the strange sensation. A fullness and pressure that was strange but not entirely unpleasant either. Sort of painful as he stretched me, but also full and different.

On the very next breath out, he pushed deeper again, easing himself into me until, after several breaths, he was deep inside me.

Almost immediately, Jack started to thrust in and out, the lubricant helping the process go smoothly, but his body still matched my breathing, pulling out as I sucked air in and pushing deep again as I exhaled.

It felt strange at first, but I could quickly tell he was enjoying every moment, groans escaping him with each thrust. He grew quicker and rougher, but my body took him, my insides full and pleasure building as he rubbed against something deep in me.

Keeping myself as relaxed as I could, I let him claim me in a whole new way, more focused on yielding to him than my own pleasure until he grew even more frantic, pushing hard and deep in several quick thrusts, both hands holding my hips to help drive me onto his throbbing cock.

I whimpered as pleasure started to build in me, but it was too late. He exploded, roaring as he pushed hard into me and orgasmed. For a moment, I held him up, his body draped over the back of mine, and then he slowly eased up and out.

"Good girl," he said, those two words making me feel smug and satisfied in a way I hadn't expected.

Still blindfolded and feeling like I should stay put, I waited for him to clean himself up and then return to the bed and me.

Gently, he pulled me into his arms again and pressed his mouth against mine.

"You're an angel," he said before slipping the blindfold back off.

For a moment, the light made me blink, but then I could see him again. There was an almost relieved look in his eyes as he gazed at me. I smiled up at him and snuggled into his embrace, hoping he felt more trusted and wondering exactly what had happened in his past to make him feel the need for it.

Of course, I'd heard a few rumors, and I knew the stuff the papers had reported, but everyone knew they speculated and went for headlines. Whatever had happened, it clearly still bothered him.

"I've never done that before," I said, the confession feeling right.

Immediately, his eyes widened, and he gaped, trying to say something, but nothing came out.

"It's okay," I added, worried he was panicking. "I'm glad you're my first. You made me feel safe. And maybe we can do it again at some point. I…" I trailed off, not sure how to admit I had enjoyed it.

"You know, kitten, you're continually full of surprises," he said a moment later, stroking my cheek. "Every time I think I understand you, you go and tell me there's more to you. Thank you for trusting me with being your first. And…"

He shook his head and looked away, almost as if he was ashamed suddenly. It was my turn to place a finger under his chin and lift it again.

"What's wrong?" I asked. "What has upset you?"

"Your first time shouldn't have been taken from you like that. While you were so helpless and?—"

I cut off his guilty words with a kiss.

"It was perfect," I said as I pulled back. "I couldn't have given my first to someone in a way I liked more. We agreed to try a dom-sub relationship together. So far, I like it."

Jack pulled me even closer, his eyes shining as if he was momentarily overwhelmed. I kissed him again, knowing this was one of those moments in time that were completely perfect.

Sexually, I was still hungry for more, having been stimulated but not taken to my peak, but I knew what I'd given Jack was worth every moment of frustration I'd feel if we fell asleep then and there.

It seemed Jack wasn't going to forget about me, however. A moment later, he rolled me onto my back again.

"Time for your reward," he said, almost growling the last word.

Another swift kiss followed it, and then Jack shifted downward, trailing kisses down my torso as I went. He deftly pushed my legs open again, his lips pressing against my skin again and again until he reached the top of my pussy.

After a glance up at me and a smirk, he continued, his lips forming an o around my clit. I gasped as he flicked out his tongue and caught the top of the sensitive nub, the pleasure intense and instant.

Slowly, he repeated the movement, spikes of pleasure darting out every time he did. I grew hotter and wetter almost immediately, the sexual tension I'd been feeling pouring into a single mad rush until my body shuddered underneath his assault, an orgasm tearing through me.

I moaned long and deep as the waves rolled over me, but Jack didn't stop until I was unmoving again beneath him, the pleasure so intense I wasn't able to speak for some time.

Grinning slyly, he moved back up the bed and wrapped his arms around me again.

"We should rest now," he said. "We need to travel tomorrow, and then we'll have plenty of time on the island together."

His words sounded like bliss, making me more than a little grateful I'd agreed to go with him. However, as Jack slipped into a deep sleep, I lay awake in his arms a little longer, marveling at how differently we'd gone to sleep the last two nights.

The previous night, I'd felt as if I'd let him down and made him feel like I didn't care about him as much as I wished I did. This evening, I was going to sleep after feeling I'd given him everything he'd asked for and more.

It had been a whirlwind of a day, and there had been moments where I thought it would go badly, especially over brunch with Alma and Kai and then again at the clothing store.

I'd also spent an obscene amount of money on designer clothes for the first time in my life and had no idea how long it would take me to pay off the credit card, but all in all, I still couldn't feel anything but how good things were between me and Jack.

Content, I finally slipped into a dream world. One full of walks on island beaches and dinners under star-lit skies.