Andee tossed her purse onto the hotel bed and dropped her suitcase onto the rack tucked away in the closet. She had one last stop -- this time Chicago -- before heading back home.
She hadn't really had the chance to discuss everything that occurred in Denver with her husband, other than to allude how a certain fantasy of hers had become a reality. Of course, there is only so much fun and excitement to be had via webcamming with someone halfway across the continent; even less so when you long for the physical intimacy when describing the events of the night in question.
Given that she had permission to continue on her sexual adventure, she wasn't worried about any consequences when she got home from her road trip -- well, other than a rather sore vagina from the repeated sexual pounding she knew she would get the minute she walked in the door; not like she wasn't still feeling a bit used from her wild night in the Mile High City just a three days previous. She figured it would easily be a couple weeks before she entertained any idea of anal sex.
Her feet hurt from the long day ... and her pussy was only now beginning to feel its sexy old self. It didn't help that after her encounter with the guys back in Denver she had masturbated several times over the following two days; and once for good measure before leaving to catch her flight to where she found herself now.
She plugged in her laptop and flipped on her camming account, waiting to see if her husband would be logging in as arranged. They spent a few minutes chatting, before she said she was going to have a quick shower and then hit some of the stores along Michigan Ave. Outside of a handful of the key sessions, this was the one thing she was really looking forward to in the city.
The first day of the conference was relatively uneventful and fairly predictable. Andee met a few new people including a charming man named Don. She learned he was staying in the same hotel -- well, as were others -- and would be presenting at the one session she had specifically come to Chicago for.
Innocently enough, she invited Don to join her for dinner so she could pick his brain about the seminar subject beforehand. On the elevator ride up from the hotel lobby, Don agreed and said he would drop by Andee's room and pick her up before they headed out to a restaurant that he had been told about and was eager to visit.
When she got to her room, she logged onto her computer again to catch up with her husband. It had been almost two weeks since she had been home and, despite the wild romp with the three guys in Denver, she was feeling exceptionally horny.
"I'm going out for dinner with one of the presenters, but when I get back I want some serious Skype sex," she typed to him.
Andee gave her husband a quick update on the dinner plans she had made -- repeatedly stating that this time around things were nothing more than professional. He teased her about making such claims, knowing full well that his wife had an adventurous and flirtatious streak a mile wide.
She was still typing away her defence to his claim when she heard Don knock at her door. She angled the computer so that it wouldn't be too obvious that she was in the middle of a conversation with her husband and went to let her friend in.
Andee was impressed with what she saw when she opened the door. Don, who she figured was edging close to 50, was quite built. It was obvious that he spent a good amount of time in the gym. He was wearing a black leather blazer and had changed into a nicely fitting blue dress shirt and matching tie. She, on the other hand, was still in the clothes she had worn throughout the day and felt just a little under-dressed as compared to him.
"Sorry, I kind of lost track of the time. I'm just finishing up something really quick," she said, inviting Don in to wait. "Won't be a minute."
"We have time, so no need to rush. Been shopping on Michigan Ave., I see," Don said, giving a nod to the parcels on the chair as he followed her into the room.
"How can you not?" Andee laughed, grabbing some of them so her conference mate had a place to sit.
"I'm always amazed at how they give you the largest bag for the tiniest items," he added, holding up the Victoria's Secret bag she had missed in her initial swipe.
Andee blushed, and grabbed it from his hands. She didn't mind him being so familiar, but she wasn't so sure she really wanted him to know exactly what was wrapped up in the tissue in the bag -- or how true his comment was about tiny items.
Don laughed at her girlish embarrassment. "Maybe I should get you to take me there later. Bringing something home might score me some serious points with my wife."
"I know my husband appreciates it,' she replied, ensuring Don knew she was married. "Let's see how dinner goes. If we have the time we can stop in and I might be able to offer some advice for something nice. Where are we going?"
"It's a little Italian place that someone recommended to me. Apparently the atmosphere is great and the food is amazing," he said. "I figured it would be the kind of place to enjoy a glass of wine and talk about what you wanted to know."
"Hmm ... sounds kind of fancy. Maybe I should change?" she said as she dropped back down into the desk chair and typed a quick update and goodbye to her husband at the other end of the online conversation.
"How would you ever pick an outfit?" Don shot back with a smile, nodding his head towards the shopping bags he had just teased her about. "But I suppose you could start with what is in that one."
Andee looked away from the computer screen to see which one Don was talking about, only to see him pointing to the lingerie package. She looked at him with a slight smile. For a few silent moments they held each other's eyes.
"How do you know there's even anything really interesting in that bag," she said with a flirtatious and biting tone. "They sell more than just the sexy stuff, you know."
For a moment, she thought she had Don off his game. She knew where conversations like this usually went -- having had many with her male co-workers back at home.
Don sat quietly, almost poker faced, then said, "I'm willing to take that chance." He reached over from his seat on the chair, grabbed the handle of the Victoria's Secret bag and then held it aloft with two fingers. It was like he was inviting her to challenge his 'dare' ... something he either saw in Andee or had already figured it out about her personality.
"I'm shocked at your suggestion. What would your wife think?" Andee shot back with a healthy dose of pretend surprise, practically sauntering over to where he was sitting.
"I would just tell her it was research for whatever item I brought home in a similar bag for her."
Andee snapped the bag from Don's hands, and then leaned in so they were almost nose to nose. "Well, research is what we are all about."
She grabbed a few of the other parcels and strutted off to the bathroom to get changed. Smirking at the feigned disappointment in the "where are you going?" coming from behind her.
She quickly slipped out of the clothes she was wearing and routed through the packages she had dumped onto the bathroom counter. She pulled out everything from Victoria's Secrets and plotted how she would make this work. What Don didn't know, even in his jest, was that she had purchased some very -- seductive -- lingerie that wasn't exactly meant for a night out with anyone but her husband. Even then it was more in line with being on the floor longer than on her body.
She gently removed the tags from the very lacy bra and panties first. After she slipped them on, she adjusted the matching garterbelt and wrapped it around her waist before removing the sheer black stockings she bought to finish the look. She took a quick look in the full-length mirror, giving a little twist and turn to check that everything was sitting just right. Her hard work and sweaty hours in the gym back at home was paying off.
The lingerie really didn't do much other than offer a visual indulgence for anyone looking. The bra was so sheer that her nipples could be clearly seen. The tiny wisp of pubic hair above her pussy wasn't hidden any better.
Next up was the dress. Andee wasn't sure exactly what she was going to do here, as once again, her shopping had not been for work-appropriate clothing; least of all going out in public with someone she had only met a few hours earlier. "What the hell," she thought to herself as she held up a wispy red number. It was clingy enough to show off her curves ... and probably a bit more given what she had on underneath.
"Ready," she stated in a loud voice, checking her hair in the mirror one last time and stepping into the black pumps she had brought along.
"Wow!" Don said as she emerged from the bathroom. Andee smiled as the expression on his face was the only compliment she was really looking for. "You look ... wow ... uh, not what I was expecting ... I mean it's really good ... gorgeous."
"Thank you," she smiled touching his elbow as she passed by him the way to get her purse. She could sense his eyes checking her out from behind. It made her feel even better about asking him out for dinner, knowing she would have his undivided attention; even if for some rather dubious reasons.
Throughout the meal they chatted about all the business things she was hoping, mixed in with some personal stuff. Every now and then, she would catch Don's eyes wandering over her body. She was excited at another reinforcement that she still had the ability to attract another man's attention. It was something she and her husband often talked about in this sexual adventure Andee was pursuing.
It didn't hurt that the wine was making her feel a lot more at ease, and added its own hint of spice and innuendo to the conversation. By the end of desert, the business talk had all but disappeared as they each opened up a bit more about life away from work, relationships and past experiences. They took turns sharing some of the unusual moments from their business travels. It didn't take Andee long to figure out that Don definitely was a bit of a player when he was away from home.
"So what does your wife think about you being away from home so much," she asked, taking a sip from her wine glass.
"I think she is pretty much used to it now," he replied. "I guess it doesn't hurt that she's banging her boss on a regular basis."
Andee was shocked at the statement. "Oh my god! Really? How do you know?"