Many times he had expressed his desire to stretch, or have stretched, his virgin ass. But I wanted him to beg, so for the last month, he’d pleaded with me to take him. Over the last 2 days, I’d expertly worked on him with fingers and toys to get him to this point, and now he was ready for my cock.
At my command, he obediently got on all fours facing the big mirror in the corner. I knelt behind him, no words. Suddenly a blob of cold lubricant on his asshole, softly massaged inside. He heard another squirt go onto my strap-on cock. And just because I could, he heard me spit on it for good measure too.
Softly, I whispered, “Now my slut, assume the position I showed you last night. Your time has come.”
He lowered his head onto the leather couch and put both hands behind him, pulling apart his cheeks like a wanton whore for me. I let him dwell there, feeling the air conditioning on his open and exposed asshole, waiting.
Then I moved with purpose. Probing with my fingers, I quickly inserted the head into him. At first it felt pleasurable, but after a little more pressure he felt it invade him properly, burning against his sphincter. He resisted involuntarily, increasing his discomfort.
“Ssshh there’s a good boy. Take it for me.”
Suddenly I was inside him. He groaned. I smiled and breathed heavily, and began thrusting. Deep, penetrating strokes which stretched his virgin ass and milked his prostate. I reached down and took his hard cock in my hand and began stroking it as I fucked his ass. I felt his pre-cum leaking out of his cock and then he moaned a deep, primeval bellow from deep inside his soul. “FUUUUUUCCCCKKKK.”
“It’s OK . You may cum now for me. Cum like my good little bitch.”
His head thrown back in abject agony, his prostrate probed and toyed by my black strap-on, his whole body quivered and then bucked violently as his cock exploded a four-tissue load of thick creamy cum.