Chad gasped.
“Oh, baby, you’re so tight. Either you ain’t had it for a while or this is your first time.”
Chad moaned as Leon continued to massage his pucker, stretching it with his fingers.
“Which is it, darlin’?” Leon asked, kissing Chad’s ear, his body now pressed hard against Chad’s back, his cock sliding up and down Chad’s crack.
“First time,” Chad managed to say.
“Well now, ain’t I the lucky one? Don’t worry none, sweetheart, Daddy Leon’s gonna take good care of you so you’ll come to love it as much as I do.”
The next thing Chad felt was the tip of Leon’s cock against his asshole.
“You just try to relax, breathe deep, and push like you’re takin’ a shit,” the cowboy said gently.
Chad did as he was told. He could feel his hole yielding to Leon’s hard cock. The head slipped in and a wave of searing pain washed over him. Chad cried out and Leon immediately pulled back.