Chapter 17: Spankings

The rest of the night was like we were back in the hotel in DC. I would’ve gone to see if Olivia was up for another round had Jackie not been so nice and pleasant. She sat in my lap, watching a movie on my laptop. Her round ass wiggled against my cock as she got comfortable leaning against me. She didn’t even look away as I stripped. I got into the robe the hotel had left from me that hung only slightly lower down my body than her robe did down hers. She also did little more than turn her back as she stripped, getting into the robe. This time, she had on the thong she had removed at the museum.

She became more and more brat-like twenty minutes before we agreed to go to bed. I wrote it off to her being nervous about me wanting sex. But more likely her watching me had made her want sex. Yet she was afraid of what I would say. Either way, I had a daughter who was five times worse in her younger years. So I looked at Jackie as a novice.

Before finally climbing under the covers, she sat on the bed, slid the thong off, and put it on her nightstand. “That isn’t an invitation. I just sleep better naked. But with this place going down to Arctic temps, I’m keeping the robe.” She stated pulling the covers up over herself.

“Good to know,” I replied in a smart-ass tone. Stripping the robe away I slid under the covers completely naked. “Seeing as we have global warming. Arctic temperatures aren’t what they used to be, I’m going full-on nude.” Then in a tone meant to sound like her, “That isn’t an invitation.” Her arm swung over hitting me as I turned off the last light.

After five minutes with the room dark, Jackie said, “Joe, I’ll be better tomorrow. I promise.” She then rolled over towards me, gave me a quick light kiss on my shoulder, and rolled back so her back was to me.

Sometime in the night she had removed her heavy robe and scooted over to my side of the bed. When I woke up, I could feel the smooth skin of her back sticking to mine. We had evidently heated up enough, our skin had glued together. I tried not to move much. Then I felt the merged skin peel apart once again becoming individual bodies.

I had mostly gotten us apart without disturbing Jackie’s sleep. I was down to getting our asses parted when Jackie woke up. She was more a mad Hungarian cook with a meat cleaver than a surgeon with a scalpel. She yanked her ass free of mine. It also started the day violating what she had promised the night before. “What are you doing? Why are you touching my ass?” she asked still half asleep.

I thought I would try a different approach, “Good morning, Jackie. How did you sleep?”

“Fine until this morning and I find a perv playing with my ass.” She said groggily

“I’m not playing with your ass. I was trying to get up without waking you. But evidently, at some point, you took off your robe and moved over to my side of the bed. And, well our skin stuck together.” I stated calmly.

Wiping her eyes free of the brown hair going every which direction, “Yeah ... well you’re hot as hell. Even with Arctic temps in the room, I got hot next to you. So I got rid of the robe and must have moved over to your side when I wasn’t as hot.”

Smiling down at her as I got out, I said, “No problem just a misunderstanding.” Jackie slid to where I had been lying as I got out from under the covers. My morning wood was standing up proud in Jackie’s face. I said, “I think I’ll go for a swim instead of a jog this morning. You want to join me?”

Staring at my hard cock she said, “God you are a perv. That thing ever not want to fuck something?”

“I’ll take that as a no on the swimming. And no if it’s female, my little head is ready. My big head decides if ready translates into go.” I said picking up the suit I had tossed on the dresser, “Now that we are done with the morning sex talk. Is there anything else you’d like me to do before I go?”

In an alternate universe, she would have said, “Yeah, fuck me until I can eat three desserts.” In ours, she only said, “Can you turn up the thermostat so I don’t freeze my titties off.”

Oh, how I wished we lived in that alternate universe. “Sure.” A piss and swim trunks installed around my waist later, I walked out the door to go down to the pool.

At the pool there were more people than I expected, after all, it was only five-forty-five. A couple of the women caught my eye. They were MILF’s doing their part to stay in shape. Whether it was for their husbands or not I couldn’t say. What I could say was each either had a diamond on their hand or a light tan line where one belonged. One that would cover the tan line when they got back to their room. It was fun to look at the menu even though I couldn’t order at that moment.

Swimming completed I went back to the room. I stepped into the room expecting to find Jackie getting ready for the day. Instead, I found her still in the bed the sheets up around her breast drinking coffee and Bailey’s. “So a second day of vacation for you this morning, while I go into work?”

“Yes,” She sounded more cheerful now, that she had her coffee and alcohol. “Yesterday Olivia said she’d show me where to go shopping. I want to get Karen something. I thought I’d send it to her since she sounded pissed when I called her. I’m amazed she hasn’t called you.”

“Oh, she has,” I said letting that part of the conversation drop. “So you’re going shopping with Olivia again. Remember she has an unlimited budget. And I know what I am paying you. You don’t have an unlimited budget.”

She batted her eyes at me in the fakest way ever, “But you’ll give me a raise if I blow my budget, cause you are a sweet boss.”

“Nope, not that sweet,” I said pulling up my boxers over my cold shriveled nut sack.

“Fine,” She said after losing sight of my dick and balls. “Aren’t you going to get a shower?”

“Nah, the chlorine isn’t as strong in the pool as it is in the Jacuzzi. And this morning I’ll be out on the shop floor. So I figure I should blend in more.”

Having learned a lot in a short time Jackie said, “Probably a good idea.”

“That’s why I’m the boss. Good ideas about how to dress,” I joked. Finishing getting dressed, Again I sucked down my coffee that was no longer hot and went to the door. “Same time as yesterday. Hopefully this time you’ll be ready.”

She showed her mental age, sticking her tongue out at me. All I thought of was how I would like to suck on that tongue again. But work called. I hurried out the door, leaving Jackie to her shopping and whatever else she and Olivia would get up to. I hoped Olivia would continue being a good influence on her and would leave Jackie horny and ready for more. And with a little luck, Mr. Hyde wouldn’t give way to Dr. Jeckle at an inopportune time.

Done for the morning, I came back to the hotel., I passed by the pool on the way to the room. I noticed there were more men around it than the day before. And this time there were also a couple of younger guys in the pool with Jackie and Olivia. They were again playing around splashing and dunking each other. Though, unlike the day before the guys were also dunking the two women. Mainly, they were copping feels. Because of this, both women were constantly brushing their small bikini tops back over their hard nipples.

Olivia had more guys feeling her up than Jackie. It was likely because I saw the look and tone Jackie used with one guy who had lifted her to toss her. Her demand, “Asshole don’t touch me there,” pretty much said it all. I saw her hands quit splashing and go back under the water to adjust the bottom half of her bikini. I stood back and watched the groping and fingering of pussies and assholes. While the guys used the excuse of lifting the girls to toss or dunk them for the fingering. I saw at least six times Jackie had stopped to adjust her suit. Each time her pussy lips were visible and a finger came out from between them, as she flew through the air kicking. Olivia, on the other hand, basically let her suit gather in the crease of her thigh and pussy lips. She unlike Jackie enjoyed the fingering. She didn’t kick or fight anytime a finger pressed between her cunt folds or reappeared out of her vagina. I think, Jackie stayed in the pool only because she didn’t want to appear the prude to Olivia.

“Hey, you said you’d be ready when I got back.” I hollered across the pool. As I did, I saw the last guy have two fingertips re-appear. One came from her pussy and one from her crack in the rear.

Jackie heard me and said, “Sorry, I’m coming.” as she started swimming to the stairs.

One of the men grabbed her foot saying, “Let the old dude wait.” His mistake was pulling her back towards him. Jackie’s other foot’s heel landed squarely on his sternum with the rest of it hitting him in the windpipe. He immediately let go. The others who could have hampered her way kept their hands to themselves. Jackie finished straightening her bottoms over her thick excited labia. After which, she climbed the stairs out of the pool.

“Sorry. We really did just lose track of time,” Jackie again apologized.

Smacking the hands groping her away Olivia came to her defense, “It is my fault. I told her to come with me to the pool.”

“She is a grown-up. She made the choice. But thanks for speaking up for her.” I said. Without thinking about it, I swatted the smooth skin of her bare ass cheek. It was like I did to Karen’s ass. When she had intentionally broken her word. The smack echoed in the open air. The guys in the pool laughed and cheered the quick slap.

“Ouch! Damn it that hurt,” She glared at me. Seeing her ass cheek slowly turn red with my handprint reminded me it wasn’t Karen I had spanked. And doing that to Jackie strictly speaking wasn’t supposed to happen, based on our unwritten rules. But she wasn’t living up to her obligations and I didn’t want to fire her. She was a good companion. So I justified it. But sometime in the future, I would tell her she had the option of quitting if she objected to being spanked. She rubbed her butt where the handprint remained. After the initial rub, her glare ended. Had I not known better, I would’ve sworn a quick smile and twinkle in her eye appeared.

“Oh, that looks like fun. Can you have Joe do that for me?” Olivia called across the water, before being submerged again.

Jackie didn’t reply to Olivia’s request or say anything more to me about her reddened ass cheek. Instead, she started saying where she and Olivia had gone and what she had bought for Karen. She said she would have shown it to me but she had already shipped it to her. “Yeah turns out the robes in the rooms are for sale. So I didn’t really have to go anywhere,”

“Oh, I could have told you that,” I said stepping out of the elevator.

“Then why didn’t you? I would’ve been on time had you done that.” She asked in a smart-aleck tone. It was as if she wanted me to spank her ass again. And I was tempted.

“Good to know, I’m why you’re running late,” I said.

“You also could’ve told me, I could charge it to the room.” She smiled broadly.

“You can charge items in the hotel to the room,” I stated straight-faced. “But being able doesn’t mean you should.”

“You could’ve told me that earlier too,” Her smile broadened stepping into the room.

“You didn’t charge it to the room did you?” I asked not really caring one way or the other.

“Yes. Olivia said that I should,” Jackie stated.

She had managed to get what I assumed was her unspoken wish. My hand swung with absolute accuracy. It was open wide with its fingers spread. The speed at which it contacted her non-reddened ass cheek was precise. The contact filled the room with the sound of the concussion. The upward swing brought her to her toes. “You know better than to do that. Olivia has Max you don’t.”

“Shit, that hurts.” She rubbed her newly red butt cheek. She said nothing else about the newly red butt cheek. I also noticed she didn’t say don’t do that again or anything to that effect. She just rubbed the red area for a moment and tried hiding her smile. She had put on a straight face hiding her unmistakable enjoyment of the spanking. “I’ll be ready in a second.”

“We’re going back to the museum after lunch. So, you might want something a little heavier than yesterday.” I suggested. At the same time, I put away for future use the knowledge of her enjoyment. Or what appeared to be an enjoyment of having her butt turned red.

Turning so her back was to me, she removed her suit standing in nothing but her skin. She grabbed her robe turning back to me before putting it on. She pulled the sleeves on at the same time. For a short time, her small tits stuck out. Finally, the fabric covered her shoulders and closed over her pert hard nipples. Her single line of pubic hair pointed at her pussy. It also had the look of being newly trimmed narrower and shorter. Before it was covered, she said. “So this, I should wear this to the museum.”