Brad felt his heart pound as he stared at the photo. After seeing so many faces and bodies of so many women, it was an incredible feeling to actually find the 'perfect' one.
"That's her! That's the one," he exclaimed.
Sitting next to him, Jim smiled. "I can't believe it. Eileen is my favorite. But the guys all seem to pass on her because she's not busty enough."
"But that's what I want," Brad said with enthusiasm. "About thirty, thin, average tits and ass and fucking sexy as hell."
He turned the page to see a couple more photos of her in various outfits and poses.
Eileen looked like she could have come straight from the Hollywood set of an Irish movie. Faint freckles dotted her face. A tint of burgundy mixed in with her brown hair. She was an adult with a touch of innocence.
"That's the one."
"She's available," Jim said, taking notes as they spoke. "Let me get the paperwork and you'll be all set."
Jim ran an escort service, specializing in women who accompanied men, or other women, on business trips and vacations. In this case, Brad was going on a cruise. Jim would arrange for Eileen to meet up with him on the cruise ship and the rest would be up to Brad. Jim WAS happy for Eileen, who rarely had this type of an opportunity for a week-long cruise with a class guy. He considered her sophisticated and elegant, but her girl-next-door body made her a less attractive pick for most men looking for the otherwise unattainable woman.
Brad was a good-looking forty two year old corporate executive who preferred going to his old friend Jim for a no-strings-attached week of companionship and sex with a woman he could trust, as long as she agreed to all 'terms and conditions.' Primarily, that meant do what Brad, the client, told her to do.
Little did Brad know that Eileen was capable of far more than that.
###
Eileen could barely contain herself when she got the text from Jim about her 'assignment.'
"A cruise. A fucking week-long Caribbean cruise!" Eileen shouted.
She was alone in her condo, but that didn't matter. Jim had told her this was a perfect guy for her and he loved her photos. She rolled off the couch and jumped in the air like a kid at Christmas.
"Finally," she said. "I'll make this guy the happiest man on the face of the Earth if it kills me. I'll fuck him until his cock falls off if he wants."
She skipped down the hall and into her bedroom, anxious to pack enough clothes for a week of sun, sand, and sex.
###
A long time ago, Brad quit beating himself up over the fact he had to use Jim to find dates like this. In fact, he now chose to take this route every time. He decided his position in the corporate world, once it became known by the women he met, simply made him the target of money hungry bimbos. Nothing against arm candy, he told himself, but long-term relationships with such females did not excite him.
Eileen excited him.
For the first time on one of these vacations, he truly felt nervous. In a strange role reversal, he wondered if HE could satisfy Eileen. He laughed to himself at the thought. Still, he wondered.
She looked too perfect with her flowing brown hair, tan skin, dark eyes and small, turned up nose. Her mouth was thin and sensual. Her breasts hinted at being firm and round. She never appeared nude in the photos, but he liked the way she used her body to tease him with her attributes. Her waist was small and her hips perfectly curved. Her ass was tight; her legs smooth and firm.
Even without a picture before him, he felt his cock react.
Eileen never got to see the man she would be with until the day they were to meet. On that morning, Jim would e-mail her a picture. All Jim told her now was that he was forty two, twelve years her elder. He said she would not be disappointed and Eileen trusted Jim completely.
She filled her suitcase with the 'special' outfits she had reserved for an occasion like this, even though one had never occurred before. She held certain things in front of her as she looked in the mirror, hoping beyond hope this man would appreciate her selections. Or was he more concerned with how she looked WITHOUT them on?
She smiled at that prospect, too.
Brad and Eileen were to meet at a designated spot inside the Miami airport around noon of the day the cruise began. Both flights arrived on time and Eileen instantly checked her e-mail upon landing. The picture Jim promised was there. She smiled with nervous approval when she opened it and felt, at last, that the trip was really going to happen.
Eileen made a quick stop at a restroom to check her hair. A quick glance in the mirror at the deep cut of her v-neck top and exposed cleavage—what little there was—convinced her she made the right choice for this first meeting. She checked the back of her shorts one time and walked out to head for baggage claim.
Fifteen minutes after Eileen was in her designated spot, Brad was approaching. He recognized her instantly, even from three gates away. She was prettier than in her pictures and presented a stunning figure as she sat with her legs crossed. As often as he had met Jim's girls, the process still scared him. But never had he longed to meet somebody as much as he wanted to meet Eileen.
Their eyes met.
"Eileen?"
"Hi, Brad."
Brad reached out his hand and Eileen held it lightly.
"Good flight?" he asked.
"Uneventful. My kind of flight," she replied.
"Ready to go, or do you need more time?" he asked.
Eileen sprang to her feet. "I'm ready."
The ensuing conversations while the couple traveled to the port, embarked onto the ship, and waited for their cabin to be ready persuaded both of them that their personalities matched fairly well. Indeed, Brad was not paying for Eileen's great personality, but it certainly didn't hurt. By the time the cabin was prepared for them, Brad and Eileen were comfortable enough around each other to enter their home for the next week with relative ease.
"When the luggage arrives, you can have first choice on any closets and drawers," Brad said. "I'll take whatever is left over."
"Oh, you don't have to do that, Brad. I won't take...," Eileen said.
