The Trap

The Trap, Part 3

Friday couldn't come soon enough for William, but when it finally arrived he almost couldn't believe it. He only felt alive when he was together with Ms. Caroline Tanaka, as if his life only consisted of those minutes he spent with her and the rest of the time he was like a light with its switch turned off.

As Ms. Tanaka opened the door to her company's penthouse William could read in her eyes what he was supposed to do. Without her having to say a word he quickly removed his clothes, left them in a pile next to the wall, and crawled to Ms. Tanaka bringing her the research paper she had commissioned after their last encounter; the research paper that would unwittingly give her employer, Ms. Sato, a pitiless hold over William.

"Good boy. You finished it. I knew you could do it," said Ms. Tanaka grabbing the research paper and putting it aside.

Coming back she leaned down and took his upturned face between her smooth, elegant fingers. "You know, boy, I'm starting to get really attached to you," she said, looking deeply into his eyes. "Tonight may be the night we become lovers."

William's jaw dropped. He could hardly believe his ears. He felt his cock get long and hard and his heartbeat quicken. But he was now cautious enough not to do anything that might jeopardize this barely-to-be-hoped-for possibility. William simply waited on all fours to see what might transpire.

Caroline rubbed his head affectionately and then led him along by the hair to the bedroom. "We've already been somewhat intimate, but I want to take that a little bit further now. Here, you may sit up on the bed with me." She patted the bed to indicate where he could sit.

William scrambled up onto the bed and sat on the bedspread naked next to Ms. Tanaka in her little black dress. She nuzzled him, her eyes taking on that wider set that William knew well meant sexual receptivity. But William now knew not to make any first moves and instead to leave each new initiation, each aggressive step, to his more powerful partner.

Ms. Tanaka leaned over and kissed him tenderly and as their lips opened her tongue stole into his mouth, delicately tasting and exploring him. They kissed and caressed, her hands running up and down him in a more masterful and proprietary way, his hands touching her in a more tentative and timid way.

"See, I do have a tender side," she breathed playfully at him, placing little smooches all over his face as she held his hands down firmly in his lap. "Now, just let me change into something a little more ... comfortable."

Caroline exited the room giving him an impish look over her shoulder as she left. William sat there waiting for her to come back. His position in the bedroom was what his position in life had become. He was waiting for Caroline. She was what gave him meaning. When she was gone momentarily there was nothing in life except the anticipation of her return.

William simply stared at the open doorway, which meant he didn't miss a thing when Caroline made her dramatic re-entrance wearing a red ensemble of heels, stockings, garter, panties, bra, and camisole. The surprise was that she was wearing a strap-on again, this time a bold black one, a strap-on that advanced and was suddenly poised at William's lips.

"You know what to do, sweet thing," said Caroline, twisting William's hair in her fingers and pressing up against his mouth.

William yielded and opened up. The artificial cock was uncomfortable as it probed too deeply in his mouth that was unaccustomed to such intrusions. William tried to relax his tongue and throat, but it was no use. He kept making gulping and choking noises. Caroline meanwhile hugged his head and urged him on.

Finally, when she felt like she'd taken him enough that way, Caroline pulled out. "Don't want to turn you into too much of a cocksucker," she teased him. "Now, lie back."

Caroline pushed William down on his back and then pulled out both pillows and placed them under his rump.

William felt so exposed and wanton with his ass angled up and on display on top of the pillows. He guessed that's how women had felt, too, when he put them in that position in the past without thinking about it much one way or the other at the time. It wasn't an unpleasant feeling exactly, because it was sexually arousing, but in a vulnerable sort of way.

"I want to be looking into those beautiful blue eyes of yours as we do it this time," said Caroline. "Think you got it wet enough that we don't need to use lube?"

Caroline crawled on top of him and he could feel the warmth of her body through her lingerie. William sensed her grab her artificial cock and insert the head of it into him, fiddling around to get a good angle. William heard himself moan as she pushed it further into him and began to rock into a rhythm, fucking him.

"Wrap your legs around me. We're making love."

William embraced her with his legs and his arms. He sensed how the physical sensation of being penetrated this way could actually be pleasurable given the nerve endings down there. But Ms. Tanaka did not seem concerned with his pleasure and instead kept increasing the speed and power of her thrusts. Soon she was moaning loudly, whether from stimulation from the base of the strap-on pressing back on her clit or from the joyful exercise of power involved in the penetration of a spread open lover, he didn't know. She came in a powerful shudder, yelling loudly, and actually squirting cum onto him. William had heard that some women could do that, but he hadn't really believed it; until then.

Still hard, William wanted badly to cum too, but he knew better than to bring that up. He could only hope that Ms. Tanaka would come up with an idea that would involve that. Meanwhile, he basked in the pleasure of having given her an orgasm and gazed up at her lovingly. And she looked down on him.

"Who OWNS you, bitch?"

He felt uncomfortable at the question. After all, they had just been making love – in a way. He blinked shyly, blushed, and averted his eyes, but his eyes were drawn back to her insistent stare.

"You do, Ms. Tanaka."

She smiled and kissed him.

"Need to use the facilities?"

"Sure, uh, thanks."

"Don't forget to crawl."

William crawled to the bathroom. When he got there he saw that Ms. Tanaka had come too.

"May I stand to do it, Ms. Tanaka?"

"This time," Ms. Tanaka smiled.

As William peed he felt Ms. Tanaka standing next to him, her arm lightly around his waist. He felt embarrassed at the lack of privacy as she watched him do his business, but he knew he'd better just get used to her taking whatever liberties she felt like taking.

When he was done she declared, "My turn."

William looked at her and then realized she didn't want him to simply give her room at the bowl. Meekly, he got into position with his head in the bowl face up and mouth open. Ms. Tanaka sat on his face and used him.

"Now clean me," she commanded.

William licked her clean. Ms. Tanaka loved having a boy to pee in and she loved the sensation of sitting on a warm and pliant face. She didn't really feel like getting up, so she kept William licking for quite a while, ending in another shuddering orgasm as his face was bathed with her juices. Then she had him lick her clean again, of course.

She led him to the door to the penthouse and let him dress inside this time before holding the door for him to crawl into the corridor.

"Monday at eight," she told him.

He could live again starting Monday! He would count the hours.