Three months later . . .
He knocked on the door to her apartment. Mistress M opened the door and walked back to the couch without saying a word. She was only wearing a long t-shirt. As she sat down on the couch he noticed she didn't have any underwear on. He closed the door behind him and immediately began taking his cloths off, folding them, and placing them in a pile. When he was naked he got on his knees facing her with his legs spread wide, eye's down looking at the ground.
"Crawl over here, bitch," she told him. She took a sip of her wine as she watched him crawl to her. When he was near the couch he assumed the same kneeling position. She told him to look into her eyes and began roughly pinching and twisting his now perpetually sore nipples. She smiled at him as he moaned and grimaced, and his cock got hard. Then she took the nipple clamps she had sitting next to her and put them on his nipples, and gave the chain that linked the clamps a good tug.
Without saying a word, she got up, went to the kitchen, got a plate, and placed it on the floor in front of him. "You know what to do," she told him.
He began to jerk off. She had done this before. Sometimes she liked to have him come at the beginning of their sessions. She knew it would make things, such as the removal of the nipple clamps, more painful. Plus, as she had told him, once his orgasm was out of the way she felt like he was truly doing things for her. And in the past three months he had done a lot for her.
She had "promoted" him from "asshole slave" to "cunt licker," and, most recently, to "cum eater." He still licked lots of pussy and more than a once in awhile her ass. But she commanded that his new focus be consuming cum, both hers and his. She had an uncanny capacity to have orgasms. Before her, he had had more than a few vanilla lovers and had short lived relationships with dommes. But he had never encountered anyone who could cum as often as her. She didn't squirt—he had been with a few women who did—she gushed. When she came she produced an abundance of fluid.
When she noticed that he seemed to back off after she came and left her wet, she decided to make it his goal that he lick, suck up, and swallow all her cum. When she talked with him about it and discovered it was not a particular turn on for him she relished the idea even more and renamed him. She also discovered that he didn't like the taste and texture of his own cum. And he admitted to her he found eating it degrading. Henceforth, he was to eat all the cum he produced. He was her "cum eater."
He enjoyed the countless hours he spent between her legs pleasuring her. For one thing he enjoyed giving her pleasure. For another thing, being between her legs became a sanctuary of sorts. When he was between her legs she wasn't torturing and tormenting him—an activity which she enjoyed as much as having him service her with his mouth. His pain, discomfort, and humiliation made her wet, aroused, and, in a very distinct way, high.
She had also taken to having sex with him. She was impressed by his thick slightly over eight-inch cock—she measured it. Often she got on top and rode him. But she also had him fuck her in missionary and other positions. She liked the missionary position because she was shorter than him, and in that position she could easily lean down and bit his nipples. She loved to bite his nipples when he came. Then she would push him down between her legs and have him suck up and swallow their collective cum. This usually resulted in another orgasm or two for her.
Biting his nipple when he came turned her on so much that she decided that, for the foreseeable future, he could only cum when his nipples were in pain. After a few weeks she discovered that this had the added benefit of having him become hard anytime his nipples were toyed with or tormented. She wondered if eventually he would not be able to cum if his nipples weren't in pain. She decided she would find out.
A lot had happened in the past three months. After his first night at the hotel she had had him rent a room at other nearby motels, a few times for an entire weekends. She would meet him there, use and abuse him, and then leave for awhile and come back and toy with him as she pleased. She would take his cloths with her so he couldn't leave. Sometimes she would give him assignments: "write a list of the thirty nastiest things I could do to you"; "clean my worn underwear with your tongue"; "insert and pullout this butt plug three hundred times."
The latter assignment was surprisingly more challenging and tiring than he thought it would be—it was a large butt plug. He found the least taxing and painful thing to do was slowly work the plug up his ass and slowly pull it out. But as he neared three hundred he panicked, thinking that he might not finish his task before she returned, so, he painfully speed up his insertions and withdrawals. When she finally returned, she was delighted to find him spent with his ass gaping. She couldn't resist strapping on a large dildo and fucking him harshly.
He was consistently amazed at her imagination, the new ways she would find to torment him physically and mentally. She kept asking him questions about his reaction to the things she would do to him and his fantasies. She would then take that information and bring it back to him in some twisted and diabolical way.
One day he told her about being fearful the maid would come in and see him naked. The maid had knocked at the door that day. He had told her while standing behind the door that he didn't need room service. The next day Mistress M left him gagged and tied to the bed with a note duct taped to his dick that read: "Dear maid, no need to change the sheets just give me fresh towels." What she hadn't told him was that she had talked to the maid and given her $20 to pinch and twist his nipples as "hard as she could." At first she pinched them timidly, but after a few seconds it was like a switch was flipped, and she twisted them with a ferocity as if she was punishing him for some pain someone had inflicted on her. Then she suddenly stopped, as if the experience had awakened in her something she feared or didn't understand. She backed away, left the towels, and left.
After weeks of hotel sessions, Mistress M became more comfortable with him and wanted to further their relationship. She began inviting him to her apartment. Sometimes for a night, occasionally, for a weekend. He had become a project for her. She'd stopped seeing other subs. She wanted to see what it would be like to mold and fuck with him on an ongoing bases. They both had busy professional lives, but this had become an obsession for both of them.