Henry did not answer for a long time. When he finally managed to speak, clearly highly nervous, he simply said: “Yes. Yes, I do.” Henry hesitated talking about himself this way, because so many people he knows would not understand or find it weird, but Gwen had pushed him, so out of his respect and his growing admiration for her, he felt he should at least be honest. “In my one long-term relationship, she was quite dominant with me. Day-to-day… and in the bedroom.”
Gwen replied with a slight, kindly smile. She was not naïve, she knew what this meant. She realized that someone like Henry–in fact, Henry himself–was quite appealing and he was what she wanted. He was incredibly kind and gentlemanly, always polite and not at all petulant (unlike some of her work colleagues). He deferred to her decisions all the time and at this point in her life, she liked it that and wanted things her way. She imagined she would easily rule him.
It was far too early, of course, but, still. She was starting to imagine a life with him could be like. She would run the household, they would have children, he would be the stay-at-home caregiver and she would make all the decisions. Her word would be law. And if that meant she would also be in charge in the bedroom, that was fine with her as well. He was clearly quite trainable in that department. It would be the exact reverse of many marriages in the 1950s. The more she thought about it, the more appealing it sounded.
“That’s quite all right Henry. I will tell you that I, too, have become very attracted to you and, frankly, I like this about you. I was thinking I would like to take our relationship to the next level, soon.”
Henry’s eyes widened. He wondered if that meant what he thought it meant. Gwen asked Henry to elaborate a little on what he had said earlier, and so he did.
When dinner was over, Gwen drove him back to his place, which surprised him. That wasn’t what he was expecting, but he extended a hopeful invitation. “Would…would you like to come in?”
“No, Henry. Not today. But you will come to dinner at my place next Saturday at 6:00 pm. Be on time.” Gwen offered no more information. Henry, of course readily agreed. Before he exited her car, however, Gwen imposed a rather hot and heavy make-out session on Henry, with long bouts of deep French kissing, in which she probed every aspect of his mouth with her tongue; she placed one of his hands on her breast while she rubbed his crotch in return. When she sensed Henry might come right there in his pants, she stopped and they parted ways for the evening.
Gwen drove away very satisfied with the way the evening went–and what she felt inside his pants.
Even though they talked a number of times during the week, Henry could barely wait for Saturday to roll around. Finally, the day had arrived. He spent it making sure he was immaculately groomed, with a fresh haircut, and smart clothing. He was bringing flowers, a box of chocolates, and a small plant for Gwen. At exactly 6:00 pm, he pushed to doorbell to her rather impressive townhouse.
When Gwen opened the door, Henry nearly gasped at what he saw. She has primped herself as well. Her hair was tied back in tight pony-tail. She was wearing a tight low-cut black dress showing off her ample cleavage, black pumps, dark silky tights that disappeared up under her dress, which itself was just long enough to seem respectable but just short enough to betray a desire for naughtiness!
“Please come in, Henry!” Gwen smiled. Henry hesitated a moment in awe before he managed to answer.
“Th-Thank you! Gwen, you look absolutely beautiful tonight!”
Gwen beamed. “Why, thank you! You are looking quite handsome yourself!” Henry proffered his gifts, which Gwen accepted with thanks. Gwen’s heels were high enough that Henry was effectively lifting his gifts to her as she towered over and dwarfed his much smaller frame. At the same time, her outfit oozed with the Amazonian sexuality, which was now unambiguously on display before him.
Dinner, which Gwen had mostly prepared but saved some for Henry to help–to start the idea of putting him to work for her–went swimmingly! They filled it with interesting conversation, considerable flirting, and a considerable amount of sexual allusion. Once they were done eating, she more or less ordered Henry that it was his job to clean up. She had cooked dinner after all. She found a somewhat frilly apron for Henry to wear, while they continued talking. She studiously avoided any promise of what was about to come.
Once cleanup was finished, she took Henry’s arm and walked him to her living room. She stopped and turned to look down at him. She said nothing at first, and just stared into Henry’s puppy eyes. He said nothing, mostly out of fear of saying the wrong thing.
Finally, Gwen broke the silent tension between them. “I think you should take off your clothes now.”
Henry swallowed and dutifully complied. He stripped off everything, with his underwear coming last. A large, hard erection emerged from it. Gwen smirked, at least as much because she was excited to be with a man who found her sexually attractive, was excited to be taking her orders, and that his “equipment,” while not particularly large, was not inconveniently small either.
After studying and surveying his body, Gwen walked over to her couch and slipped out of her dress, letting it drop to the floor. Henry couldn’t believe his eyes! Her large breasts were well-supported by a low-cut black bra, her thigh-high stockings met a black garter belt. But she wore no panties! Gwen had gone the entire evening without wearing any panties! Henry’s cock throbbed and bobbed in front of her. Her pussy was unshaved, and as a big woman, it looked like a massive black forest. Henry loved it! She looked like a real woman!