PennySaver
Literotica Guru
- Joined
- Mar 16, 2020
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- 1,248
"Remember that time when...?"
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Penny took the hand offered to her by her driver and slipped out of the back seat of the Lincoln Towncar. She straightened her dress, looked to Jimmy -- James she sometimes playfully called him with a hoity toity uptown accent -- and asked, "Well, how do I look?"
The man who'd been driving her to and from appointments for nearly two years looked her up and down with a conspicuous ogle and smiled. "If I preferred cheerleaders over quarterbacks, I would pick you first to be on my team, Miss, tonight or any night."
"Thank you, Jimmy," Penny said as she patted the cheek of the man who had become her friend, driver, chauffeur, and protector all in one. "I'll text you to bring the car around when we're done with dinner. I don't expect it to be a long night, if you know what I mean."
"I do, Miss," he said with a respectful tone. Friends or not, Jimmy always treated Penny as his boss on such nights. "I have no other plans tonight, so, if the night goes into overtime..."
She laughed at yet another sports metaphor. Ironically, a decade earlier, Penny had been a cheerleader, at a private school in Seattle. Six years before that, Jimmy had been a wide receiver for public school just four blocks down the avenue from her own school. And now, without any coordination of life direction and by total coincidence, here the both of them were, working together in Los Angeles, over 1,000 miles from their childhood homes. Penny had called their initial meeting after so many years a one in a million chance that couldn't be repeated again if we wanted.
Ironically, though, Penny would experience an event of even longer odds tonight.
She sashayed her way into the hotel's main entrance, her incredible shape, body hugging dress, and tall stiletto heels causing the eyes of all about her -- valets, doormen, guests -- to fix on her until she'd escaped from their line of sight. In the middle of the lobby, she turned for the restaurant, once again catching many pairs of eyes as she made her way toward a table near a quiet corner by the windows that looked out over the marina.
She hesitated a moment while still some thirty feet from the table, taking a moment to study her client. This was her first night with him, which meant that she was in no way obligated to go to bed with him. She was, after all, an escort, not a whore. No, tonight's guarantee was only of dinner, drinks, and an appearance at some public event for which he had tickets.
If they hit it off well and if he was willing to slip her another $600, she'd allow him to get her out of her dress for an hour of fun between the sheets, in the hot tub, against his hotel room's sliding glass doors while looking out upon the Cityscape ... wherever. Another $1300 would get him the night if he preferred.
The client looked up and caught sight of her and she smiled. Penny began forward, her sashay again highlighting the gentle sway of her delicious figure. At the table, she offered out a hand, asking if he was who she was expecting, then saying with a sweet tone, "Hi. I'm Angela. It's very nice to meet you."