One night, while we were lying in bed, Holly turned to me and said, "We're not having enough sex. Let's spice things up. Tell me about some of the scenarios you fantasize about, or what happens in those stories you like."
So, I went over a few various ideas, trying to keep it from getting too wild and not wanting to scare her off. One fairly safe one was the idea of her going into a hotel lounge and flirting with other men while I watched. She could take it as far as she felt and I knew she wouldn't be too freaked out by the whole thing.
"So, you'd be fine watching other men hit on me?"
"I think it would be totally hot."
"Yeah? And how far would you want me to go?"
"As far as you felt comfortable."
"That's not what I asked."
"How far? I dunno. I guess I'd like it if you were a bad girl."
"And what would a bad girl do?"
"What wouldn't a bad girl do, more like it," I said, smiling.
"So, if he invited me up to his room, you'd be fine if I went and left you at the bar?"
"That would be hot."
"So, is there a particular hotel you were thinking of?"
"I dunno. I could have a look. Maybe we could get a room. Have a mini getaway."
"Why don't you take me somewhere out of town for a weekend? Somewhere nice. That way, I'll be more inclined to make it worth your while. Plus, we will be less likely to run into anyone we know."
"Hmm. Sounds like a great idea."
"What if no one hits on me?"
"Oh, trust me, lady. If you're all dolled up, you're hard to resist."
"Well, we'll see about that."
A few days after that, I asked her again if she was serious and she said that she would love to get away for the weekend at a nice hotel. "If I was a good boy and treated his queen right, who knows what else could happen."
So, I went ahead and booked a room for us two weeks ahead in the next city over from ours. I went online first, though, and tried to suss out one that would offer the most opportunities for shenanigans. The internet is amazingly useful sometimes. Not only could I see which hotels had suitable lounges, but with a little digging, I found out which ones had more of a reputation as pick-up bars.
I told Holly that I had booked a room, after which she made sure to tease me as much as possible with what she might do. She suddenly seemed more into than I was, if that were possible.
A few nights later, she was going through her closet and making me watch as she modeled various outfits. One was a particularly scandalous dress that she had only worn once before. It was a "little black number" with the stress on little. It came down to mid-thigh (which resulted in no end of panty shots last time she wore it), and had fairly plunging front and spaghetti straps with a built in bra that resulted in no end of yummy cleavage. Plus, it was slinky material that clung to her every curve and left very little to the imagination, especially if her nipples got hard, as the material was too thin to contain them in such an event.
"You know what, honey," she said as she preened herself in front of the mirror. "I think we should get a bit of practice in before we go. That way, I'm not going in cold, as it were. Why don't you take me out for a drink downtown?"
"Sure!" I said. "Are you going to wear that?"
"Is it okay?"
"Uh, yeah!"
"Then, put something nice on and let's go."
Holly went into the bathroom to retouch her makeup while I got ready. I took the opportunity to try and suss out where to go while I was getting dressed and, after a few searches, found what seemed to be a good place -- the Marriott.
When we got there, given the nature of the evening, I thought I'd spring for valet parking. I pulled into the throughway in front of the main entrance rather than into the underground parking. I got out and came around the side of the car just as the head valet was opening the door for Holly. Between her putting one leg out and flashing him her lacy little panties and then leaning forward as she got out and giving him an eyeful of cleavage, she made sure he got his money's worth for his efforts.
As we headed in, Holly said, "I don't think it'll be good for us to go in together. I'm going to powder my nose. You go and find yourself a chair."
As I went in, I saw that the bar was about half full. The bar itself was a wide semicircle with many of the stools free. I went down to the far end, which would give a good vantage of the rest of the bar itself as well as the room as a whole.
I had just been served my drink when Holly entered. She stopped and scanned the room, almost as if she were looking for someone. Her eyes briefly settled on me and then moved on. I noticed a lot of the men in the room sizing her up (and down...and up again). Apparently not seeing whoever she was looking for, she sauntered up to the bar and choose a stool five seats away from me.
She had been sitting for just a few minutes when the man a few seats beyond tried to strike up a conversation. He was clearly not her type and she quickly let him know she was waiting to meet someone. Soon after that, a couple of men came into the bar and I saw one nudge the other toward her as they saw this hot woman sitting on her own. They were definitely more her type and I couldn't help but feel a little twinge of excitement as, with the shot-down guy still on her other side, they settled into the seats between the two of us, leaving an empty seat on each side.
After settling in and getting drinks, eventually the one closest to Holly tried to strike up a conversation. After a few pleasantries, the two of them established that Holly was here to meet a friend and that the two men were from out of town and staying in the hotel. The conversation continued and, as they got more engaged, Holly turned her stool to face the guy a bit more. She looked fucking gorgeous and sexy. Eventually, the guy (Mark) introduced himself and extended his hand to her. She reached forward to take it demurely, giving a good cleavage show in the process. Her legs were crossed and, while there was no panty visible, there was lots and lots of thigh.
By the time Mark had got himself and her another drink, they seemed to be getting along like a house on fire. While his companion (Tim) was also introduced, he seemed content to let Mark monopolize Holly. He and I even engaged in some random conversation, mostly around the several games on the screens up behind the bar.
At one point, Holly excused herself to go to the washroom, at which point Mark and Tim set about discussing how fucking hot my wife was and how much Mark would like to nail her sweet little ass. As they were talking, I got a text from Holly telling me to come out to the foyer in a few minutes and to call her pretending to be the friend and that I had to cancel. So, a few minutes after she returned (and totally gave us all a panty shot as she settled back into her seat), I went out to the foyer and called her phone.
"Hi, Carol," she said as she picked up the phone. "Where are you?" Not able to resist, I said I was out in the foyer. She ignored this and filled in the conversation herself. "You can't? Oh, that's too bad... Okay, we'll let's talk tomorrow and figure out when we can get together! ... Yeah, you too... K. Bye." She hung up.
I went to the can and then back to the bar. When I got back, I saw that Holly had closed the gap and taken the seat next to Mark. He had pushed his stool back a bit to that the three of them could form a little triangle. Tim now had his back to me pretty much, which, given the landscape, I could hardly blame him for.
I noticed that Holly was getting really flirty, especially with Mark, including touching him playfully when he said something funny or off-color, the latter of which was getting more frequent.
At one point, Mark motioned to Holly's wedding ring and asked, "So, your husband doesn't mind you going out dressed like that?"
"Dressed like what?" Holly said, looking down at her dress in mock innocence. "Well, dressed like you're on the prowl, I guess," he said, not backing down from his comment. "Like you want some attention."
"Well, a girl needs a little attention from time to time, just to see if she's still got it."
"Oh, you've still got it, Holly."
Holly pushed Mark's arm playfully, "You're just saying that."
"No. You're totally hot. Don't you agree Tim?"
"Totally."
Mark then looked over at me, "Hey, buddy..."
"Yeah?"
"Do you think this lady here is gorgeous?"
"Very."
"And sexy?"
"Very."
"See," he said, turning to her. "Everyone thinks you're hot." As he said this, he touched a finger to his lips and then placed it just below her clavicle and above her left breast. Not too far down to be improper, but more forward than just touching, say, her arm. As he touched her, he made a sizzling sound and said, "Smoking hot, in fact."
Holly laughed as she grabbed his hand with both her hands and placed it on his leg, lingering a bit too long as she pressed it there. In so doing, she totally squeezed her breasts together and it was a miracle that neither of her tits popped out to say hello as she leaned forward.
While the two of them (and me) marveled at the near wardrobe malfunction, Holly said, "That's possibly the corniest line I've ever heard. Has that ever worked on anyone?" "Hah. No. Not really," Mark said. Then added, "So, Holly, you still haven't answered the question."
"Which one?"