Pretty Woman

Jake moaned his approval, and started to tongue-fuck his ass at a matching speed, really digging in deep before pulling back and replacing it with two fingers. A whimper escaped the eighteen year old's throat at the penetration, but somehow it just inflamed his lust, until he was beating his cock furiously, feeling an orgasm building in his balls.
"Th-three fingers!" he gasped, then reached back with his free hand to grab one side of his ass, pulling himself open and making a little noise of frustration as Jake was slow to insert a third finger into his stretching anus. "Please Jake I- I need it! More!"

"I'll do you one better." Jake growled, withdrawing his fingers and spitting on Tyler's hole before he mounted the boy in one thrust. There was a little pain at being filled so quickly, but it was fast overwhelmed by one of the most intense climaxes Tyler had ever felt. He came for what felt like forever, arching and swearing as cum spurted hard from the tip of his cock. When he'd finally finished, his whole body felt like jello. With his ass still filled the way it was, though, arousal ran through him in an undercurrent. "There's lube in the nightstand, hand it over." Jake commanded, tone strained with the self control it took not to split the boy's pretty ass in two. Tyler fumbled to obey, able to reach without moving much, and a second later there was a tugging feeling as Jake withdrew enough to smear his throbbing cock with lube. After that he slid in perfectly, and was soon rocking smoothly in and out of Tyler's ass. Tyler moaned, rocking back to meet every thrust. He'd never had anything in his ass before, but it felt so good being fucked by another man that he couldn't focus on anything other than being a good little bitch for Jake. "Fuck it was hot watching you jack off like that." Jake huffed, leaning over to trace Tyler's body with his own, biting the boy's shoulder and making him whimper in pleasure. "Who's my good girl?" he prompted raggedly, and Tyler mewled "I am!" He desperately wanted Jake to come in his ass, and was doing everything he could to please the man.