The Boss's Slut - S01 E40

Story 5 days ago

The Boss's Slut - S01 E40

Read Story: SEASON 1 EPISODE 40

At the same time, my orgasm, stimulated by the men and my own efforts, crashed over me with verbal and physical evidence as my moans and gasps joined theirs and my back arched into the man pressed against me.

I would resume sucking their cocks in moments to recharge them, but for the moment we were all relaxing with our other drink. They showed no indication of calling it a night, though they were less than dynamic, which I put off to it not being their normal activity when they traveled and that was a good sign about the men, I thought.

"Harold", I ventured for diversion, "out of curiosity, how many others will be on the ship for the two-day cruise?"

"The cruise ship is small having a passenger capacity of 16 people, but I expect only 12 at the most. The ship's crew is also a dozen, both men and women. Although nudity will be allowed on the main deck, it would won't be in the bar or restaurant." He seemed a bit embarrassed about continuing but finally did. "They cannot allow any sexual activity anywhere but in the staterooms. That is partly for the comfort of the crew members. We have two women in the group and we need to handle this entire thing with discretion so nobody is offended, feeling forced, manipulated, or Intimidated. We will approach each person privately and offer three alternatives without prejudice. They can participate fully recognizing you will be present and available; they can be on board but not participate, or, they can stay in the hotel for two days of free vacation." He watched me. "Knowing the staff, I am expecting nine to be on board and fully participate. The others will remain at the hotel." He smiled, "But, as I said, it could be as many as 12."

I smiled to myself. As I had considered all along, larger groups were much harder for clients to effectively manage in our country's current sexual harassment climate than smaller groups or individuals when it came to this activity. Mr. Woodburn and the Board also understood that even if we were mere participants, any harassment blowback could encompass us as well.

While the men continued to talk, I eased myself back to my knees and my mouth over one soft cock before shifting to the other. I felt Tenor's hand on my head and a gasp from his mouth as my mouth fully took his cock back in. They tried to continue their conversation until they were only talking about my skill in sucking cock and what position the men might want to fuck in next. It was suggested that he could have me bent over the table, lying on the table, or me in his lap doing all the work. The discussion of positions seemed to have the desired effect of increasing their arousal and each cock was again strengthening in my mouth as I moved back and forth.

Tenor chose to bend me over the little table in the room and I wasn't surprised by the choice. It was the most dominant position and these men, willing to risk themselves and money for moments of pleasure, were men prone to a desire to dominate, control, and use.

Wilson came around in front of me and presented his hard cock to my mouth. I kissed the head and accepted it into my mouth.

Leaned over the table top, legs spread wide, I felt Tenor place his cock on my pussy and move it up and down my lips, spreading my lips and coating his cock with the juices from our last fuck. I heard him gasp as he slipped his cock into me from behind and it sent a thrill through me to bring such a response unsolicited from him. He pushed his hips forward until his cock was fully inside me, his hips against my butt, and he held himself there for a moment. I felt the man's hands on my hips, then his cock head moving in and out of wet lips of my pussy. He sighed and gasped as he continued to press in and pull out and back in slowly.

"Ohhhhhh... so wet... so hot and wet... amazingly tight... for a slut." Tenor was saying to Wilson. I smiled. My Kegel exercises paying off. And, I remembered that Wilson had cum in my mouth but had not yet fucked me.

I pulled my mouth off his cock and looked up at him. "Will you fuck me next, Mr. Wilson?" He nodded numbly. I smiled, "Then, I will keep you hard but will save your climax for inside me." He put his hand on my head and it slid to the side of my face where the backs of his fingers gently stroked my cheek.

Tenor, again, obviously having heard our exchange, "Just wait, Henry, she is a fine fuck." He grunted a few times as his bravado seemed to stimulate him. "I think... ugh, yeah... the cruise should be.... mmmmm... memorable to say the least."

He began moving in and out of my pussy with a feeling to me of more urgency and demand. It was the kind of fuck I anticipated. He was fucking me and there was little consideration in his mind of satisfying me, but, again, these men might also be offended if they thought their fucking didn't bring an orgasm from me. That was not a problem I had with most men so far because the stimulation was mutual even if their intention was my use. Here, I cheated, once again, by slipping a hand between my legs and strumming my clit to raise my arousal, then time it to orgasm close to his.

When I felt his cock pulse and throb inside, I pressed hard on my clit to bring my own orgasm. As he collapsed on top of me, pressing me into the table, and his cum spurting and oozing into my pussy, I moaned. He misunderstood my reaction to his suddenly collapsing on me against the hard tabletop.

"Yes, it was good, wasn't it?" He pulled out of me and slapped my ass. "Damn, she is a good fuck, Henry." He really surprised me by pulling me off the tabletop and pressing me to Henry. "Why don't you take her to your room to finish the night off. I'm going to finish my drink and get some sleep." He smacked my ass, again. "Nice doing business with you, Miss James. I'll confirm the arrangement with Charles first thing in the morning before we leave for the airport. I look forward to the cruise. Yes, Indeed. A slut on the payroll, how does he get away with it."

I smiled as I seethed inside, "Thank you, Mr. Tenor. I am sure Mr. Woodburn will be pleased to hear from you in the morning." I reached out to Wilson who seemed to be struggling with his pants and gathering up his other clothes in his arms. "Now, Mr. Wilson, to your room. We have some unfinished business."

I picked up my dress and heels from the floor where they had been discarded. I was waiting at the door. He looked nervous, "Aren't you getting dressed?"

"How far do we have to go? Just down the hall, I presumed." He nodded. "Then, dressing would be silly. I'll just have to take off, again." He shook his head, but his smile grew bigger as I figured he was remembering my naked walk in the hallway earlier.

I walked alongside him down the hallway. We only had a half dozen rooms to walk. He glanced at me several times and I made a point of striding in my heels to make sure my breasts jiggled for his enjoyment.

He fumbled for the keycard that was in one the pockets of his jacket, he just had to find it. All the time I was naked in the hallway and I concentrated on not looking nervously along the door and hallway even when I heard the elevator ding somewhere, not sure if it was this floor or a floor above or below. When nobody appeared in the hallway, I let out a breath of relief despite my appearance of calm.

Inside his room, I dropped my dress on the dresser and kicked off my heels. I took his clothes from his arms and unbuckled his pants, unzipping them and they dropped to the floor. I knelt in front of him to take his soft cock into my mouth.

From above me, "Can ask you something?"

I glanced up without taking his cock from my mouth, "umgha".

He chuckled. "You seem like a very competent and capable businesswoman...", he paused and I glanced up, "why do you do this? Not that I am complaining, mind you..."

I stood up and looked him mostly in the eye, a little up at him. "You seem nice, Mr. Wilson, and I appreciate that. I do it for a couple reasons. One, I like sex and a variety of sex. Two, it helps to keep certain clients happy. Doesn't it?"

He smiled. "Very definitely."

"Good. Now, I want you to be even happier, Mr. Wilson. Is there some sex you haven't tried?"

He blushed but I encouraged him. "Anal. I've never had the chance to do that. Is that possible?" I nodded and pulled him to the bed. I suggest doggy position and that he could use the cum in my pussy for lubrication for my ass. The smile on his face was unbelievable, but the bigger amusement to me was his confession. "Wow. This is amazing. Thank you. Oh boy, I can't tell Tenor about this, he'd pop a cork that I did and he didn't." I laughed.

After getting quickly cleaned up and dressed, I stood by the dooг and took a very awkward Henry Wilson into my arms and kissed him passionately. "I enjoyed this last part, Mr. Wilson. You're a very nice man. Thank you."

"I should be thanking you."

I smiled and kissed him, again. "You did. That was a very nice fuck." He agreed and blushed.

I wasn't sure what kind of a stir I might cause leaving the hotel well after midnight, though I was dressed, again, I had that unmistakable just fucked' look on my face.

The next morning, a little later than normal, after I was settled naked in the chair and my legs crossed discretely, I gave him a run- down of the evening and Mr. Tenor's commitment to calling this morning. He relayed that they had talked earlier and the new project details were confirmed.

"An excellent result, I think. The project and terms will be very good for the firm." He studied me closely, then offered about last night, "A bit boorish, huh?"

I nodded, smiled, and shrugged. This wasn't about being made love to, though it happened on occasions. This was really about fucking or sucking. "Not a problem, Sir. Separately, Mr. Wilson was quite nice." I chuckled, "But, any disappointment in the act I might feel is really your fault, though, you know."

"And how is that?" His face was a big smile, but he was curious, too.

"Simply that you spoiled me, Sir. Your lovely, big cock that touches all the right places inside me... you so caringly introduced me to anal, which did come in handy... your strong, controlled approach without being domineering or rude." blushed. "I'm sorry, Sir."

"Sorry? Why?"

"I don't mean to make it sound like more of a relationship than we really have. I respect you and Deborah too much to have you get the wrong Idea of my feelings. I'm not in love with you, Sir. I am in love with what you are doing to... for me." I blushed, again. "Sir, I love the woman you are bringing out from within me. Thank you."

He seemed a little embarrassed by my proclamations. I smiled and stood up to give him something more physical to consider. I stepped to the side of the desk and bent over it, pressing my breasts into the desktop, then spreading my legs wide.

"If I could be so bold, Sir... your slut would really like her pussy or asshole reamed right now." As he stood up from his chair and moved to the side of his desk behind me, I spread my feet even further apart and settled my head on my forearms and sighed with anticipation and contentment. I really did love being his slut, but I also really loved his cock inside me... pussy or ass. And since his wife and I had had the same conversation ourselves, there was no guilt in my confessing that to him, her, or myself.

As he smeared a dab of cool, slippery lubricant onto and into my asshole. I sighed very contently and a strong shiver coursed through my body.

This story continues in Chapter 40: Convention Slut - Gangbang