Would her wince annoy him? Not at all, in fact, it enticed him to work harder on what he was trying to accomplish. His hand wouldn't stop at cupping her breast, instead he gently squeezed it. Just to the point where it became a little more painful than comfortable, stopping just after crossing that thin line.<br/><br/>His thumb quickly moved upwards, brushing over her nipple repeatedly before pressing it into her own breast. It wasn't overly painful, a mixture between pain and pleasure, rough loving one might say. Adrian was just trying to see how much she could cope with, and he hoped, that she would be able to cope with a great deal.<br/><br/>Waiting until she finished cleaning him off, his voice was gentle with a light undertone; "Thats good Umbre," inserting a light pause where he took the time to watch her face, her reactions. "now, lay on your back for me." He wasn't just going to wait for her to act on his command, the hand holding her breast was already pushing her over, the hand with which he held her paw kept her steady.<br/><br/>He would have her on her back in no time, crawling over her in a show of dominance. Though now he did take the time to pull up his pants again, hiding his cock in the process. He brought his left hand over her head, taking her paw with him. Putting her in such a defenceless position was exciting, he hoped she would allow it all he thought as his face came close to hers. So very close to her nose and mouth, he whispered. "Don't worry Umbre, I won't go too far. Just let me feel your body." His hand moved with his words, squeezing her breast, playing with her nipple. Pinching it painfully, though quickly rubbing it afterwards trying to calm her down. "You're my pokemon, you're going to let me play with your body, right?"