Make him beg...

You move your fingers deeper into Alex´s ass, causing him to buck his hips. "Please?" he whispers. You grin teasingly down at him. "Nah, you didn´t phrase it right."

With that you add a third finger to his ass and start to gently rub the skin between his balls and asshole. As he groans in frustrated pleasure your other hand begins stroking his cock slowly. You lean in close and whisper into his ear. "C´mon boy, beg for it. I know you want it."

Alex smiles and keps on bucking his hips. "Nooo..."
O ho ho ho, fat chance! You decide to step up the teasing. You pull your fingers out and put his legs over your shoulders which gave you great access to his asshole. You then press the tip of your dick against his asshole, gently reminding him. "Remember, you gotta beg for it. Or you´re not getting any."

Alex moans, frustrated and embarrassed. "Aw C´mon. Just fuck me! Please just fucking fuck me!"
Grinning, you pour some lube in your cock, push gently and penetrate him. Alex breathing speeds up as you pop his anal cherry. You stop halfway. "I´d like to hear some more of that."

Alex, now **** for you to properly fuck him, spews out some lovely pleas. "Please fuck me, I need to feel your cock in my virgin ass. I need you to pound me til´ I beg for mercy!" And with that you ram the rest of your cock in, making Alex yelp loudly in surprise.

Now that your cock is in his ass, how to continue fucking him?