He nervously undressed, exposing his tight, puckered hole to her. She stepped closer, running her fingers through his hair and down his spine. Kneeling between his legs, she gently teased his entrance with a fingertip, eliciting a shiver from him. Slowly, she eased her finger inside, stretching him incrementally as he moaned in pleasure.
When she felt him ready, she carefully inserted a thick dildo, working it in and out of his tight ring. Her lover moaned and gasped, his body tensing as he tried to adjust to the intrusion. With each slow thrust, she could feel his tight muscles clamp down on her invader, signaling his discomfort.
She paused, filled with concern for his wellbeing. He looked at her pleadingly, his eyes filled with tears of pain and desire.