The female was wearing a collar and he had a leash snapped to it. She had on an extremely tight vinyl top so tight she could only breathe with small p...uffs. There were holes cut through it for her huge breast to hang out. But the holes were too small. Her breasts were swollen and an evil reddish purple color. There were serrated alligator clips on the nipples with ball chains that looped through a ring on the collar that pulled the nipples up and stretched tight. Her arms were pulled and tied. Playing with her clit and her tit at the same time, he started thrusting in and out of her at the same time as he moved his fingers in and out of her. Being very careful with her, he stood up with her still impaled on his cock and lay on the bed with her back to him as he spooned her still fucking her in the ass and playing with her clit and tit. Moaning quietly, she tossed her head up as his ministrations were starting to get to her and tried to clench her legs shut as she arched her back. ”Tim took the oil, put some on his hands, rubbed part of it on his cock, then added some and started rubbing at Jess’ anus. I could feel him pushing oil into and around her ring and could feel her relaxing and preparing to admit him. “Now Tim. Please.” Jess sounded almost urgent. Tim shifted on the bed. I could feel him kneeling between both of our legs, then pressure when he pushed against Jess’ anal ring. I wrapped my arms tightly around Jess’ chest and Tim pushed. Despite her best. Her ass was looking like the two balloons were crushed against each other.I saw her she was biting her chain. I think she was a bit nervous.I slowly pulled my car and she hasn’t reacted anything.I turned towards her she was sweating a lot though the ac was at its full throttle blowing the cool air.I slowly got close to her and kissed her on her forehead and slowly moved towards her lips and till now no reactions.I placed a kiss on her lips and she wasn’t responding and after few second she too.