Page 40 of The Night I Lost Him

Damn, it was hotter than I’d even expected watching him work that toy in and out. He was already hard, and his cock was leaking. “Hit your sweet spot for me, baby.”

“I am.” It came out a whisper.

I could hear his bed squeak every once in a while. At least I didn’t have to deal with the teasing. I had a feeling Jamie was going to get picked on for Christmas. I wanted to at least make it worth it.

I gripped my cock tight, pretending it was me inside of him instead of that dildo. I let out a quiet groan as it twitched in my hand. “Harder, Jamie.”

He obeyed immediately, pressing it in deep then pulling it almost all the way out, crying out quietly as he thrust it back in hard, over and over. “Oh, fuck.”

“That’s right, baby.” I was already leaking from watching him. “I want to fuck you real hard and slow. Take it, baby. Take it all.”

His head was pressed into his bed, but his eyes slid over to the phone. I had my phone closer to my face because I was trying to keep everything quiet, but I knew he could tell I was jacking off. “You feel so good, Caden,” he whispered. I almost blew my load right there. But just as if I was with him in his bedroom, I wanted him to get off first. I slowed the movements on my dick a little bit. I wanted to savor it.

“That feels good, huh, baby?” I asked him. He nodded eagerly. “Go a little faster for me. I want it to feel even better.”

He sped up his movements, the toy disappearing and then reappearing, his legs jerking every once in a while. “Caden…Caden, I want to come.”

I wasn’t sure what possessed me honestly, but I said, “Not until I say so.”

His eyes widened and his pupils blew even wider as he looked at his phone. He let out a moan that I knew there was no way his mom and sister hadn’t heard if they were awake. His free hand fisted in the sheet below him. Interesting. He liked being fucked gently and praised, but he also liked being told what to do. Maybe letting me take control was another way of allowing me to take care of him. Was it possible he trusted me that much, enough that he already knew I would never want anything that wasn’t good for him?

He continued fucking himself with the dildo, his cock swollen and neglected on his belly as he waited for me to tell him what to do next. I let him simmer like that for just a minute, my hand speeding up and my hips thrusting into it because damn. “How does it feel?” I whispered.

He groaned. “So good, Caden, you fuck me so good, please…”

Begging got him everywhere with me, and he knew it. “Ok, Jamie, go ahead and come for me.”

He continued fucking himself with the toy, but I hadn’t told him to do anything different. He looked back at the phone, frustrated. “I…can’t. Caden, can I touch myself?”

I felt a strange sense of pride. “That silicone can’t get you off like I can, huh, baby?”

He shook his head. “No. Only you. Please.”

“Touch yourself, Jamie. Make yourself come.”

He started jerking his cock, now holding the toy in place inside of him as his hips jerked slightly into his hand. It only took a few strokes before his toes curled on the bed and he was coming all over himself, trying unsuccessfully to be quiet about it. Just like every time, it was the most beautiful thing I’d ever seen. My own dick erupted in my hand almost immediately after he got off, because watching him come was literally all I could ever take.

I lay there panting for a moment, finally moving to wipe my hand off on a tissue. I looked at the phone to see that Jamie’s legs had fallen apart and he just lay there, out of breath and spent. His eyes finally slid back over to the phone. “Fuck, Caden…fuck.”

I grinned at him. “Was it as good for you as it was for me?”

He sat up and wiped his cum on a shirt he’d obviously taken off for the picture he’d sent me. Then he grabbed his phone, laughing. “Damn it, now you know I’m going to hear jokes full of innuendo all day tomorrow and my mom and sister will be talking about how they’d swear if they didn’t know better, I snuck you into my room tonight.”

I smirked. “Luckily my parents are downstairs and sleep with a fan on, and my sister sleeps with earbuds in.”

He made a face. “Yeah. Lucky you. You could have at least let me watch you jack off. I could hear you, anyway. You make the sexiest sounds when you’re almost there.”

I laughed, a little embarrassed but trying not to let it show. “You do, too.”

“Yeah, I know I’m not quiet, Caden. Which is unfortunate since my mom does not sleep with a fan on, and my sister does not sleep with earbuds in.”

“Let’s not forget who started these shenanigans,” I said, and he laughed again. “Now go to sleep, Jamie, or Santa will never come.”

He raised an eyebrow. “I don’t care if Santa comes anymore because I just came enough for all of us.”

I snorted, but I didn’t want to push my luck much further. I told him goodnight, and we disconnected the call.

We texted at various times throughout the next few days, no more pictures that could get us in trouble, just hellos and a little flirting and some comments about our days. I practically suffered through Christmas break without him, and even my old friends could tell something was up as we all caught up with each other at a restaurant downtown.

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