Chapter 25: A Long Day’s End

I was three steps into the room before I caught Jackie’s eye. She turned to look at me. I was surprised to see her on the bed. More surprising was she had yet to go to the shower to wash Stefan’s cum from her. She had chosen instead in favor of pounding her twat with her favorite small dildo. Even knowing I was present, she didn’t stop her from pumping the dildo through her pussy a few more times. I got to hear a few squelches of wet pussy suction on the silicon phallus being pulled out. And the squish of it being pushed back in before embarrassed she turned red and pulled it from her oozing hole. Along with the squelch of pulling the plunged dildo from her hole, I heard her say, “Fuck,” while she turn away from me closing her legs

I looked at her and said, “Don’t stop on my account. I was kind of enjoying it as obviously you were too.”

Her quip back was classic Jackie. She said, “Fuck you,” and nothing more.

I smiled knowing the level of frustration I was generating just with my being there. I pushed her buttons even further, “No thank you. Not right now but maybe later if the dildo doesn’t do it for you.” She just seethed on the bed trying to stare a hole in me. It was one of those looks that ‘if looks could kill’ I would’ve fallen over dead right then and there. I was having way too much fun with her to have it end.

But Jackie managed it. I had come in with a semi-hard dick. So she deflected her embarrassment and said. “What Tyleen didn’t do it for you?” She paused, “God, you’re such a perv coming in here after screwing her. Not even bothering to wait two minutes to proposition me. Hell, you’re still half hard from your last fuck. But you still felt the need to rush down here and show me the dick you just finished fucking her with.”

“Damn girl you need to take a chill pill. I was joking. You do remember jokes,” I teased, hoping to lighten the mood before darkening it again intentionally. Keeping her off balance.

She apologetically said, “Sorry, I am out of sorts today.”

“Truly,” I said lightheartedly. But continued on saying, “Well you’re going to need to get dressed. We’re going out to dinner this evening. Before you object, you have the same three options as usual.”

She once again returned to the try and kill me with her stare, without moving. I then went through the options she surely knew,” You can do as I asked. You can not do as I ask and get your ass lit up before you end up doing what I asked. Or you can go to a different hotel and show up to work tomorrow with a smile on your face. Actually, I’m going to throw in a fourth. Or you can continue fucking yourself with that dildo of yours. I’ll find that just as entertaining as dinner could ever be.”

Jackie’s earlier flush being close to orgasm turned a brighter red. Her chest had been flush being so close to orgasm earlier but embarrassment and or anger turned it a new shade of crimson. She shook in anger as her earlier apologetic demeanor evaporated. “ I don’t know why I put up with you and your shit.”

“Well, I’ve never asked for or demanded more than what we agreed to in the beginning. I pay well and I didn’t demand sex for the extra payment,” I said. “Plus, I treat you as well or better than you’ve earned at any given point.”

“Yeah, and if I don’t do what you say, you just spank me.” She said with strain on her face and in her voice.

“As I said, I treat you as well as you’ve earned. And at times that’s what you’ve earned. So which one of the four is it going to be?” I ask getting back to the original question.

“Fine. I’m getting up,” she said. She slid naked off the bed turning her fine-looking figure and tossing the pink dildo onto the center of the bedspread standing in front of me. All of her glorious body was unabashedly on display. It had some dried cum still on her sweet-looking tits and dried streaks where it had run down her taut stomach toward her bald pussy. She added, “Can I take a shower first and get the sweat off me. Or should I go to dinner spelling like a ditch digger who hasn’t had a shower in two days?”

I noticed she didn’t say anything about the cum on her or said like a whore just getting off work. I had to poke the bear on that front. “No, I’m fine with you getting a shower before we go. You need to wash the cum off you and out of your hair. Though I do hear it’s a pretty nice conditioner. Plus, some hookers smell better at the end of the night.” Again the ‘may you die’ look beamed from her eyes. I additionally added, “But before you do I’m going to jump in first. It won’t take me but a second to wash the chlorine off. Where you will take a lot longer to get the cum out of your hair. As always, you’re welcome to join me if you like.”

She stood there defiantly, arms crossed over her cum stained tits. “You wish.”

I didn’t give her the reply she was hoping for. Though I did think it. ‘Yeah, I do.’ Starting the shower, I wondered if she would go back to using her dildo. I kind of figured not as I had said, I was going to make it quick. I did make sure to keep it short. So, if she did pick back up where she left off, all she would manage to do was further aggravate her condition of needing to climax. Jackie’s knowledge I would be true to my word left the dildo in the center of the bed. Where it had been tossed earlier. What she had not planned on was my leaving the shower running after I got out. Drying myself, I left the bathroom.

While she hadn’t picked up the silicone dick, she had started strumming her clit with her fingers. She was leaning back in the chair her legs spread mindlessly flicking the hard bud. The scramble she did as I filled the bathroom door made me laugh to myself. Like her being caught masturbating a second time was a big deal. Still, the blush returned to her face and chest as her hand flew from between her legs.

The towel was on my head scrubbing my hair dry with my dick hanging down for her to see. It was a not-so-subtle kind of reminder of what really should be titillating her clit instead of her fingers. I didn’t mention any part of what she was doing and I said, “I left the water running for you. It should be at the right temperature so you can get in and out a bit quicker than usual. I’m kind of hungry.”

She stood back up, quickly. “Don’t worry I will,” she stated walking fast to the bathroom.

“Okay, I’ll meet you down in the lobby. I’ll be at the bar and having a quick drink. I can’t imagine, I could get through more than two drinks before you show up.” It was my way of giving her a time frame of how long I expected her showering and dressing to take. “I can have a shot ready and waiting for you. If you want ... I know it always levels out some of my rough edges when other options aren’t available. “ I said in a conciliatory tone, not going into what the other options were. I was fairly sure she thought I was talking about sex.

“Yeah do that,” she said like a queen talking to a surf.

“Ok,” I was slightly taken aback by her demeanor. I then added, “If you would, could you please wear something a bit nicer than usual.”

Just as gruff she agreed, “Sure,” closing the door to the bathroom for a second time that day.

Jackie met my time frame of getting to the lobby but obviously had not learned from the last time. I didn’t care if she dressed like a skank as long as we weren’t going to a customer’s site. But it was her version of punishing me, which did nothing of the sort. All it did was left her looking slutty and like an insolent child. I had just finished the last of my bourbon on the rocks and handed her the shot of bourdon I had waiting on her. She downed it grimacing shortly after it had started to burn its way down her throat.

All the heads at the bar turned to watch her as she put the shot glass on the bar. She was becoming quite infamous at the hotel. Her dinner outfit would just further her reputation. The tiny skin-tight skirt hugged her ass and not much more. It ended just an inch below her asses crease where her firm round ass ended and equally sculpted thighs began. The front was short enough that sitting she would have to keep her legs crossed. Even that would likely show the base of the camel toe her thong was making. The top part of her outfit was not much better. She wore a corset and not much else. Of course, it hugged her body tightly giving her even more of an hourglass shape. She had adjusted her bra to squish together her tits making them look bigger than they actually were. All the while making the pink nipples’ outline atop the compressed breast clearly visible. She obviously wanted me to say something. But I put the cash down on the bar for the drinks, took her arm, and led her out.

With her outfit, we had no trouble getting a cab for the short drive. The driver watched closely as she climbed into the vehicle. Her nude-toned lace thong was clearly visible while she went through the car’s doorway. The color made it a little harder to make out what was pussy flesh and what was thong. Jackie tried to act like she didn’t care if the man saw her undergarment. But, I could tell she was already rethinking her outfit choice.

I gave the driver the address of the restaurant. As we went I was thankful Jackie was spending more time trying to keep her tiny skirt over her thong and the rest of her pelvis. The place I had chosen was across the street from the Sushi restaurant where Jackie had chosen to make a scene. While earlier I thought of taking her back to the Sushi spot for another lesson. But I had changed my mind thinking she had already reached her limit for the day. There was a traditional place across the street which I had decided on.

She was still unaware of where we were when we got out of the cab. She was once again pulling on her skirt this time caring that her barely covered

slit was advertised as she got out. Up straight and the cabby gone Jackie finally got around to seeing where we were. Comprehending we were in front of likely her least favorite restaurant she manically said, “Oh, hell no. I’m not going in there. You just want to get your jollies by making me eat something disgusting. Or embarrassing me by taking me out back and spanking my ass to make me do it. Oh fuck no.” Bending over she pulled her short skirt up to expose her luscious ass to the people on the sidewalk. She repeated her statement from earlier in the day, “Skip the bullshit pretext and get your jollies.”

I stood next to her doing nothing except looking down at her. A couple of the men passing ran their hands over her bare ass as they passed. Each one looked at me beforehand wondering why the woman with the fine-looking ass was bent over exposing her ass as well as the thong-covered pussy lips. After the third man passing groped her ass she waved it at me. “Well get to it.” Still, I stood not moving. It took about a minute before she stood back up and stared at me. Her face was once again a big question. “What is spanking me not enough anymore?”

“Well, I should have done it for being insolent and disrespectful. But your head is in the wrong place to learn anything from it.” My eyes didn’t leave or blink as I looked into hers as I answered. “Now look across the street. What do you see?”

“A restaurant,” She said sheepishly.