A Day at the Races

by E. A. Applebaum
- as edited by SirJeff
- do not use without the author's permission.



# 4 – Jennifer – An executive’s assistant --




# 4 – Jennifer – An executive’s assistant --

A young woman with short, dark brown hair and very large breasts, squirmed uncomfortably in her harness. Though technically a volunteer, Jennifer was really only there because her boyfriend, her lover, told her to volunteer. He showed her some pictures, said he wanted to see her like that, completely naked, driven, raced and watched by strangers. Even as she shook her head in denial and disbelief, Jennifer knew that she would do what he wanted. She had originally approached him with a simple proposition, “Whatever you ask,” she said when she got up enough nerve, “whatever you ask, the answer will be yes.” He raised his eyebrows. “If you tell me what you want, I’ll do it. If you tell me to go away, I’ll do that too.” Jennifer had rehearsed and rehearsed the lines, saying them to herself over and over. They should have been simple to say with so much practice. But she was so nervous that she stumbled over several of the words. When he didn’t reply at once, Jennifer assumed it was a rejection. He was disgusted by what she offered, she thought, offended by this brash American proposal. Part of her attraction was his crisp speech, his above-it attitude, his Englishness. She knew that he was married, that his wife was wealthy and maybe even had a title, and that several of the other girls in the office had tried to seduce him, but none had succeeded.

The wait was painful, almost unbearable. Had she been holding her breath or did it only feel that way. Jennifer stared down at her hands, quite aware that his attention was totally focused on her. At last he put his hands behind his head, leaned back in his chair, and smiled. “All right,” he said. “Take off your jacket and blouse. I want to see those tits of yours.”

Jennifer was amazed at the request. She had never imagined such a direct and assaultive request. “But,” she stammered, “here in the office. Now?”

“Jennifer,” he began, “is that how you do whatever I ask you to do, by questioning my order? You said a few moments ago that you were willing to do whatever I asked of you. Is that right?”

“Well, yes. But I didn’t expect …”

“If you didn’t mean what you said, let’s just treat it as though nothing was said. You’ll have to leave the firm. I’m sure you understand that in the circumstances, after what was said, that is the only solution.” He paused, leaning toward her. “If you did mean what you said, you will obey without question.” They looked at each other for several seconds. “Stand up!” he ordered. Jennifer rose. “Take off your jacket, blouse and bra right now.”

“Smashing,” he said as she removed her bra. “Absolutely smashing. You know, I’ve wondered whether they were augmented in any way.” He grabbed one of her breasts. “But you do deliver what you promise. That’s good.” His manicured nails cut into the underside of her breast. “Stand easy,” he said when Jennifer winced, “stand easy.”

Noises from the outer office caught Jennifer’s attention and she looked toward the door. “You attend only to me,” he said firmly, “only to me. Do you understand?” Jennifer nodded.

He stroked her bottom lip with his forefinger. “Very well, …”

Knowing that she had used her one demurral, she sank to her knees in front of him. He reached down to fondle her breast as she unfastened his trousers. She pushed his shorts down below his knees. Jennifer leaned forward to take him inside her mouth. He rested a hand on the top of her head as she used her tongue and lips to stimulate his sensitive organ.

Their affair had been going for more than a year when he directed her to volunteer as a pony girl. Jennifer convinced herself that he was close to leaving his wife. She refused him nothing, submitted to his every whim and desire. To hear him tell it, Jennifer was the most wonderful thing in the world. Here she was even enduring this public humiliation to please him. Surely he could ask for no greater devotion.