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Chapter 5 by olly olly

What's next?

You plan a business trip with Samantha

You have to go on a work trip that’s about a four-hour drive away from Chicago to meet with some important clients. You don’t need to bring anyone else, it’s the sort of thing you handled many times on your own, but Samantha is excited when you invite her. You tell her it’ll be a great experience for her, and she agrees that it’s a great growth opportunity.

The drive is fun. Samantha is happy you let her do the first shift of the drive out of Chicago. You have good conversation and a lot of laughs. You never have to turn to the radio, and you can talk about a lot more than just Google.

You get into the hotel in the late afternoon and have a couple of hours before a dinner meeting with the clients. The next two days you’ll be meeting with them in their office and then you’ll drive home the evening after the second day of meetings.

You and Samantha’s hotel rooms are next door, so you swing by to get her when it’s time to head to dinner. She’s still finishing her make-up when you get there so she invites you in.

“You look great, Samantha," you say. She’s wearing a pencil skirt that hugs her skinny figure. Her ass looks terrific and she smiles when she sees you checking her out. She’s wearing a silky black blouse and has smoky cat-eye makeup accentuating her brown eyes.

You continue to chat a bit as Samantha finalizes her preparations.

“How do I look?” she asks when she’s done.

“I already said you look great. You’re going to make a very good impression on these guys, I assure you,” you say as Samantha twirls for you to show off her look.

“It’s a good thing that my best employee is also my sexiest,” you say as you walk up in front of Samantha. You remove a stray hair from her shirt, and then you delicately unbutton her top button. You lean back to check her out and then decide to unbutton a second button. “There, that’s perfect,” you say.

Samantha’s heart stopped when you unbuttoned her shirt. Her neck gets flushed. The sensation – even momentary – of being undressed by you is exciting in ways she doesn’t understand.

“I’m not sure my husband will like me prostituting myself for Google,” Samantha says with a nervous laugh.

“It’s a good thing he’s not here then. It’s just you and me,” you say. “But seriously, you look great. Really hot. Now let’s get going.”

Samantha’s heart is beating fast. You walk out the door of her hotel room and she’s about to follow when she sees herself in the mirror. She checks herself out one more time. She does look hot, she thinks, she feels very sexy showing more skin than she normally would. She runs after you after you call her name again.

What's next?

More fun
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