Femdom Stories » His Mother's Friend

His mother’s friend had arrived for the weekend. She was 45, divorced and very attractive. They had put her in the spare bedroom next to his. The family had decided to have a small party to welcome the visitor, as it had been some time since they had last seen her. That night a small crowd of friends arrived, and the party was low key but a good time was being had by all. He had caught her looking at him a couple of times, and she gave him a sly smile as there eyes met. At eighteen years of age, the party was not exactly his idea of a good time, so after a couple of hours of drinking and talking, he decided to hit the sack. He said goodnight to almost everyone including his mother’s friend. She smiled and said goodnight as well. Almost as soon as his head hit the pillow, he was asleep. After about an hour the visitor managed to slink off, away from what was left of the party to her room. Once inside she opened a small leather handbag and removed her lipstick and makeup. She applied her makeup carefully, and then pulled a pair of unlined wrist length leather gloves from the bag. She pulled them tightly onto her hands, so there were no creases in the smooth supple leather encasing her hands. She peeked out of the door into darkness as the hall way light had been turned off. Silently she slipped out and approached his bedroom door. Her gloved hand grabbed the knob and carefully turned it. The door made a slight creak as it opened and it forced her to pause and listen for any noise from inside his room. She heard nothing, so silently slipped into the room. Once inside she allowed her eyes to adjust to the darkness and waited until she could see the outline of his body on the bed. She pulled the gloves tight again and approached his bed. His head was face up on his pillow. Without hesitating she clamped her leathered hand over his mouth, and saw his eyes open in surprise as he felt the smooth leather glove muffle his breathing. She leaned down on him restricting his struggling, and whispered into his ear to be quiet; she wasn’t going to hurt him. He tried to struggle but after hearing her voice decided to stop. The gloved hand remained tightly over his mouth but he could breathe through his nose ok. Once again she told him to be quiet and just relax. With her other hand she reached into his boxer shorts and grabbed his manhood. Her gloved hand slowly worked up and down its shaft, gradually making it harder. He was trying not to squirm, but the feeling of the gloved hand on his cock was unbearable, and the sensation was overpowering. She could sense from his movements that it wouldn’t be long before his orgasm exploded. He was trying to resist the motion of the leather on his cock and the smell of leather filling his nostrils, but it was next to impossible. Expertly she could sense the peak of his excitement was imminent. The gloved hand over his mouth tightened and the one on his cock increased its speed, his body was writhing in expectation of the coming explosion. His cries of ecstasy were muffled by the soft leather of the glove on his mouth as she pushed down with all her strength, his cum flew all over the other gloved hand and his stomach as his cock spammed. He moaned softly into the glove gag as his body relaxed and his heart neat tried to slow. Without removing her hand she whispered into his ear that this was just the beginning and she would be back to play this little game with him again. She reminded him to keep there little game secret removed her hand from his mouth, kissed him hard with her ruby red lips and was out of the door into the darkness in a flash.