The kiss surprised him. Pleasantly, of course. It was over before he realised it was happening, but he felt the ghost of the touch there, licking his lips as though it might help him savour the moment, as though he could cling to it a few seconds longer. After. Hopefully. After he would kiss Caleb the way he had wanted to kiss him when they were just standing facing each other.
Caduceus wanted to watch when Caleb pulled away, but he couldn't. He needed to keep himself calm and relaxed. He had the barest of expectations, he knew the theory, he knew fingers felt good.
"Oh-" was the first soft sound he uttered when he felt the tip of Caleb's cock pressing inside him. It was thicker than the fingers had been. But he stretched to accommodate, he could feel his muscles happily drawing Caleb in, as though he'd always meant to be there. And the friction against the inner walls of his sheath was incredible. He panted quietly, back to gripping the cushioning as Caleb's hair was out of reach- but Caleb's hands were so close. Caduceus' fingers reach out, stroking over the back of Caleb's knuckles.
He spread his legs, drawing them up, feeling his body opening more as Caleb settled fully inside him. He'd done a good job of keeping the sounds to a minimum, though he knew there was no reason for that. The tip of Caleb's cock was resting so teasingly against the base of his own, right where he needed it, so when Caleb started to move, when it rubbed instead of rested, he moaned shamelessly, loudly, letting go of that tension.
"That's good, Caleb. Like that. Really good," he purred. With Caleb leaning over him he reached up, fingers sliding through the messy, slightly tangled locks and gripping, pulling so that the other man looked up, so that their eyes could meet. "I want to watch you. Don't look away from me."
It was a tight fit, even with his legs drawn up, so there was a lot of friction, and it was blissful. His body seemed content to keep him slicked up though. Caduceus rolled his hips down to meet Caleb as he moved, a jolt of pleasure bursting through him at the pressure against an incredibly sensitive part. He cried out again, momentarily tightening around Caleb as his muscles fluttered.
"I'm going to kiss you after this," Caduceus said.