“Hold this in, pup. Don’t you dare let it slip out.”
It took him a moment to process my words, but once he had, he let go of one leg, sliding his hand underneath himself to hold the dildo in place.
My hand took the place his vacated, keeping his leg tucked up tight to his chest.
With my other, I found the lube again, popping it open and not caring about the mess as I poured more over his already messy hole and the toy. Then I added more to my cock.
I slipped two fingers into his stuffed hole. He cried out, but he didn’t pull away, and he didn’t seem to be in pain. I added a third and he sobbed, but his body accepted me.
He was ready.
I pulled my fingers out, grasped my dick, and guided it to his entrance.
There was a bit of resistance, so I pushed a little harder, and his hole surrendered. My cock slipped into the incredibly tight channel beside the dildo.
He sobbed again, his hole clenching and pulsing around the two dicks filling it.
I’d thought he was tight before, but it had nothing on how tight he was right now. I groaned, rolling my hips slowly, causing both my dick and the toy to press deeper, and Benny whimpered.
“You like that, don’t you, baby? Like being so, so full.”
He nodded.
“Yeah you do. I’m going to fuck you now.”
That was the only warning he got before both my hands gripped behind his knees and I pushed his legs up higher, curling his body into a better position to start fucking him without restraint.
“Fuck, pup.” I panted. “You were made for this.”
He couldn’t stop crying. Tears of pleasure streamed down his cheeks as the noises kept pouring out of him.
I wasn’t playing anymore, wasn’t teasing him or dragging this out. It was a brutal race to the finish line. His sweet body sucked me in with every fast, hard thrust.
The pressure inside me built rapidly.
The sight of Benny so full like this would be enough on its own to make me come, but to pair it with the incredible heat and tightness, it didn’t take long at all.
I roared as I sank as deep as possible, my cock painting his slick insides with cum.
Benny was moaning and crying so hard he could hardly breathe. His cock was dark and angry and so, so hard. All it took was me stroking him a couple of times, and he shouted as he sprayed all over himself.
Seeing the absolute mess I’d made out of him filled me with a huge sense of pride and accomplishment. ThatIwas able tomake such a big strong man into a boneless, whimpering mess, so fucked out he couldn’t even speak.
I pulled out, slowly this time, then gently eased his fingers off the toy so I could slip that out too.
His hole was gaping. My cock twitched again in appreciation.
“Fuck, you’re so pretty,” I panted. “Can I take a picture?”
Benny’s eyes were struggling to stay open, but they remained on me between heavy blinks. He nodded.
I scrambled for my phone, holding him open as I took far more pictures than necessary. At least I’d have something to look at throughout the week before I could see him again this weekend.
I placed a kiss on his knee. “You can rest now, my love.”
His head slumped back immediately.
I took another long moment to appreciate all of him before I got up, bringing back a couple of warm, damp washcloths with me.