Todd enjoyed his early days in New York City. It was exciting to be in the heart of such a busy metropolis. The huge crowds of people on the streets on in subway, the wild diversity of culture, the intelligence and attitude of the people he met...it was a long way from Iowa. He found himself a little apartment in Astoria, but he really didn't spend much time there. He put in long hours in his new office -- coming in at 7 or 8 AM, leaving at 8 or 9 PM, with a break to go to the gym (Ms. LeGrand encouraged it), but mostly eating lunch at his desk.
He became close to his fellow assistants Alex and Reece, bonding through their service to Ms. LeGrand and their mutual resentment of Tucker. Todd quickly gained a reputation for hard work and for a slavish devotion to Ms. LeGrand. They would all smile at each other when one would come back from her office rubbing his ass. (Ms. LeGrand believed in "maintenance spankings.")
Todd became a loyal and capable subordinate, learning to anticipate her needs, and doing his work thoroughly. At first, Ms. LeGrand mostly asked him to rub her back and feet. But soon he was stripping and masturbating at her command. Then Ms. LeGrand began calling him in for an "oral briefing," apparently a sign that she was taking a shine to a boy. She would raise her skirt and lean back in her chair. Todd would then kneel before her and pull down her panties. He would push his face deep into her pussy and would tongue-fuck her or suck her clit, depending on her mood. Sometimes he would slide in a finger. He grew proud of her skills of anticipating what would please her and then giving it to her. Before long, her body would start shaking and her hand would push him deeper into her crotch. Her cunt had become his entire world, all he could smell, taste, feel. Finally, she would start moaning and rode his face to one climax after another. When it was over, and she told him to be on his way, Todd wouldn't bother cleaning his face. He wanted the other boys to see what he had done.
Todd realized that his initial observation that LeGrand-Rice was a female-dominant workplace was correct.
Women held almost all the powerful jobs, while most of the men were young and in supporting roles. The executives were constantly joking that the "boys" were hired more for their good looks than for their competence. They felt free to exchange sexist jokes, grab the boys' asses, and engage in crude come-ons ("Mama's clit won't lick itself!") There were salacious competitions among the women over who could bag the most interns, with extra points for scoring a virgin. If a young man wanted to get ahead there, he knew that he had to "give Mama what she wants."
On Friday nights, "the gals" would throw little parties to blow off steam from the week. "Boys" who showed up were often told to "whip it out" so they could be "inspected." As the women got drunker, the young men were told to strip or even to jerk off while they watched. Some of the less experienced boys got pretty drunk easily and would wake up somewhere completely new to them.
Nobody exemplified this "bad girl" culture more than Sarah Walker. Tall, blonde, oozing self-confidence, Sarah demanded attention wherever she went. She was hailed as a "genius," second only to Ms. LeGrand in her talent, which meant that her misbehavior was always excused. If other women talked about their sexual adventures, Sarah would discuss her periods in graphic detail. If other women let their farts rip, she required her male subordinates to accompany her into the washroom. If other women grabbed their boys' asses, Sarah liked to spank them. (And not the tender discipline Ms. LeGrand would dish out. Sarah liked to hear them cry). She would whip out her smartphone and show off pictures of their cocks and reddened asses. Sarah once sexually harassed a gay male employee until he finally gave in and fucked her. She then told the whole office what a hot experience it was for her. Everyone knows that a gay man just needs some good pussy to change teams, right? Boys who spent the night with "Aunt Sarah" were never willing to talk about the experience. But sometimes welts were visible on their backs when they were changing in the gym locker room.
Ms. LeGrand was much too self-controlled to engage in such behavior, and to some extent, her personal assistants enjoyed her protection. She was not above, however, "lending" them out to executives who had performed especially well.
In September, Todd was informed that, for the first time, he would be accompanying Ms. LeGrand on a trip. She was meeting with a big client in the tech world, trying to persuade them to renew. Todd spent several days working on the presentations Ms. LeGrand would make and researching how LeGrand-Rice had helped the client succeed. She told him she was very pleased with his work.
He met Ms. LeGrand at Kennedy Airport early on a Monday morning. She was gracious and professional. She was dressed casually for her, in a matching black blazer and trousers, with a long-sleeve magenta blouse. The two of them went through security and walked to the gate. As they walked, she chatted about the trip. They were staying in one of San Francisco's most high-end hotels, overlooking Union Square. In the morning, they would be making their presentation in one of the hotel's meeting rooms. She was pleased by his hard work on the presentation, but he had to understand that she would be giving it, and that he was not to speak.
Not only had Todd never flown cross-country before, he had certainly never been in first class. He and Ms. LeGrand each had a complimentary class of wine, but she made clear he was not there to get drunk, and they spent most of their time reviewing their presentation. He occasionally started out the window to watch America go by.
Ms. LeGrand teased him, "This is your first time? I'll be gentle with you."
After they arrived in San Francisco, they were met in baggage claim by a limo driver. When they reached the hotel, Todd could not hide how awestruck he felt gazing at the lobby. Once they reached the suite, he was even more beside himself.
They had dinner at a chic restaurant a few blocks away from the hotel. Afterwards, she broke the news to them. They had to get a good night's rest, so no fun for now. He would sleep on a rollaway and she would sleep in the king-size bed. But she promised they would enjoy themselves after the meeting.
The next morning, they met with the executives from the Silicon Valley firm. Her presentation was a triumph, explaining how LeGrand-Rice's consulting had increased their profits. She went on to lay out their vision for the firm's next five years. Whenever one of the executives asked a question, she responded in a firm, confident tone. No one dared challenge her. Todd sat by her, remaining silent as instructed, but passing her the material she needed.
After lunch, they returned to their suite. Almost as soon as they arrived, Ms. LeGrand's phone went off.
She answered her phone. "Yes. Thank you. I look forward to working with you in the future. I'm glad you are happy with our work."
"That was our client. Our contract is being renewed. We've done fine work for them, but also these Silicon Valley boys spend all day with other boys. Which means that a powerful woman can wrap them around her little finger." She smiled and laughed.
"Mr. Stevens, please remove your clothes. All of them."
"Victory spanking."
Ms. LeGrand sat on the couch.
"Get across my lap, boy."
Todd meekly complied.
"I have my own way of celebrating a victory like today's. I hope you enjoy it, too."
Todd knew what was coming. He felt her hand slap his buttocks, again and again. He counted each one until he reached 20. When she was finished, Todd's ass was feeling a familiar burn. "There, there, my beautiful boy. Sit down next to me."
Todd wasn't feeling much like sitting. But he obeyed Ms. LeGrand's command. She stroked his bare shoulders, and then kissed him. This was the first time she had done this and he could tell why she had waited to bestow it as a reward. Her warm lips met his. Their tongues soon intertwined. Their desires for one another raged like a blazing fire.
After a few minutes, Ms. LeGrand broke off the kissing and told him her feet were tired. Todd knew exactly what to do. He fell to his knees and took off her shoes. He kissed, sucked, and squeezed one toe after another. Then he rubbed the tops of her feet, massaged her arches, and rubbed her heels.
"Let's go into the bedroom."
