There was a smile from him as he dipped a finger inside, just enough to be sure that Riley would not be in any pain. Kim was also on the impatient side when it came to this. He was a very touch oriented person and the more skin to skin, the better. Not to mention how it felt to feel the ones he loves from the inside.

" As you wish." he shifted to the other side of the bed grabbing a pillow from the head of the bed, folding it and guiding Riley to lay with his hips resting on the pillow, giving one more stroke to Riley's cock along the way. He made sure his own cock was nice and slicked, seeing Riley like that just kindled that fire in his loins all the more.

He was behind Riley, a hand delicately tracing a line down Riley's back moving up guiding his cock at first to circle then to slowly guide the head of his slick cock past the entrance of that tight ring.