Boss's Pet: Billionaire Office Romance Series

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Boss's Pet: Billionaire Office Romance Series Page 36

by Jamie Knight


  “Not really,” Eileen admitted with a little shrug. When she looked up into my eyes, her cheeks were pink. “Will you have to spank me at the ball?” I could see that she was shaking slightly with nervousness.

  “Yes, and whip you and tie you up,” I admitted. “There are certain things that are expected at this kind of exhibition.”

  She let out a deep sigh, like she was preparing herself for something.

  “Okay then. Can we…um…try it tonight so I know what to expect?”

  My dick twitched in my pants and I had to remind myself that this was only to show her, I wasn’t taking her as my own. I needed to keep my dick in my pants so that Eileen would go through with what I needed. This was not the night to perform.

  “Of course, I can show you everything. Just let me know if it gets to uncomfortable for you.”

  “Okay.”

  Eileen stepped back, and as I watched, her hands went to the button on her skirt. She unbuttoned it and started to shimmy the material down her legs.

  “What are you doing?” I gasped as my eyes fell on her pink, satin thong. I suddenly felt like I had a lump in my throat.

  “I need to see what it feels like on my bare skin, right?” she asked, blinking her golden eyes at me. “You’ve seen me in a bikini, this isn’t much different.”

  The skirt fell to the floor and Eileen’s fingers traced the hem of her sweater. She pulled it up and over her head, revealing a black lacy bra. It was probably a bit more see-through than she realized, and I could see her pink nipples under the lace.

  Oh God!

  Heat was blossoming through out my whole body and my ab muscles were getting tense. My hard dick pressed desperately against my pants and I promised it that the second Eileen was gone, I would punish it fiercely.

  “Shall I get onto the bed?” she asked.

  I had to shake myself a bit and tear my eyes off her chest. “Yes, get on your hands and knees. I’ll start with a smaller paddle and work my way up.”

  “Okay.”

  Eileen climbed up onto my velvet bedspread and put her round ass towards me. The pink material of her thong covered her pussy, but just barely; I could see it’s outline under the silky fabric.

  “I’m ready,” she told me and wiggled her ass slightly.

  “Eileen. When we are at the ball, you will have to address me as sir and when you want something or are pretending to want something, beg me.”

  “Oh,” she squeaked. “I see, so you are always in charge. Okay. Spank me, sir.”

  A shiver went through my body. I reminded myself that I had to hold back, this wasn’t for real. It was just going to be one night. Eileen wasn’t really my pet and she probably never would be.

  I crossed the room and stood by the side of the bed. Gently, I told myself. This isn’t for real. Don’t scare her. I ran my hand over her flesh that was now slightly cool being exposed to the air in the room. Eileen twitched a bit at my touch, but she didn’t pull away. Paddle in hand, I pulled my arm back and slapped the leather covered paddle on to her ass.

  “Oh!” she squeaked. “Okay, that wasn’t so bad.”

  “I was just warming up.”

  “Okay.” She wiggled her but again. “Harder, sir!” As an afterthought, she added, “Please, sir!”

  I struck her ass harder and delighted in the way her flesh moved. Eileen’s breath came out in a huff. I spanked her again and again with the paddle; she took each strike without complaint. Curious, I glanced at her silk clad pussy. The fabric of her thong was getting wet. The sight made me nuts.

  I ran back to the cabinets and picked the paddle I had before—the one with the gap in the middle. I crossed back to the bed and slapped it into her ass cheek. The paddle caught and pinched leaving a red welt behind.

  “Oh God,” Eileen moaned. “That felt kind of good…I mean, it hurt but it also felt good.”

  She was babbling and something in my switched. Knowing that she was turned on was too much for me. I couldn’t hold back any longer.

  Whack! Whack!

  I spanked her again and again with the paddle, watching with fascination how wet she was getting. Her pussy was juicing all over her panties and some was starting to drip down her thighs.

  After one more slap on her ass, I pulled the fabric of her thong aside and sunk two fingers into her wet folds. I arched my fingers up, finding her g-spot and then rubbed it and her clit at the same time.

  “Oh God!” Eileen moaned. Her hips bucked against my hand as her body begged me to take her to the edge.

  I finger fucked her hard, slamming my hand into her depths and rubbing my finger tips over her sensitive spots. Her body tensed under my touch, pulling away slightly and then pressing back into my hand.

  With my other hand, I freed my cock and pumped its hard length as I fingered Eileen. I couldn’t help it, I was going to come as soon as she did even if my dick never touched her.

  I finger fucked her harder, thrusting in and out as rough as I could with two fingers and then I added another, so I had three inside of her and was stretching her walls. Her pussy gripped me tight; she was so wet and burning hot. My innocent, good girl was going to come any second.

  Pumping both of us hard, I used all my skill and effort to find her release. Flicking her clit with my thumb sent Eileen over the edge. She moaned and bucked her hips. She spoke gibberish. Finally, her pussy contracted, and she screamed with pleasure pouring her juices all over my hand.

  I came all over her beautiful ass.

  Looking at her body where our juices were mingled, I found myself still hard. Her pussy called to me, and mesmerized, I put my cockhead to her folds and traced their length. Her body shuddered.

  Four points of pain shot into my ankle.

  “Oh fuck,” I yelled. “Something is biting me!”

  Eileen sat up quickly and we both looked down to see Mr. Pugsly growling and biting my ankle with all his might. The little guy had mistaken Eileen’s screams of pleasure for her being in trouble. He was just doing what any loyal dog would do. That didn’t mean that it didn’t hurt like hell.

  “Oh God, Ray!” Eileen put a hand up to her chest. “I’m so sorry. Mr. Pugsly, no!”

  I laughed a bit and looked down at the black pug still hanging on to my leg. “It’s okay, boy. That’s a good dog. I wasn’t hurting your girl. This is just how I show love.”

  I froze when I realized what I said. Eileen’s breath caught and she sat back a bit on the bed.

  “I should really get going,” she said quickly. “It’s late and we have an early flight tomorrow. I need to pack. Ummm…send me an email of what all you want to happen in the show, okay. And whatever it is, Ray, I can deal with it for one night, so don’t worry. We will make your uncle proud.”

  She hurried off the bed, grabbed her skirt and pulled it and her sweater on as she dashed down the hallway.

  “Mr. Pugsly, come!”

  The pug released my leg and trotted happily after her. The front door slammed a few seconds later.

  I wasn’t sure what I had done, but at least she was still going along with the plan and that gave me hope.

  Chapter Twelve

  Eileen

  I felt nervous all morning as I packed my small carryon bag. Pugsly seemed to sense my anxiety, and he clung close to my legs whining softly. I looked over the few possessions I had bought him: two new leashes, a few chew toys, and wondered what I needed to take along with us. How did one travel with a dog?

  Ray had texted earlier that he had bought Mr. Pugsly a ticket in first class with us, so he didn’t need a carrier, but still I wondered how my new companion would do. I supposed that if he needed anything, I could just buy it in Vegas. I could afford practically anything now that I was going to be a million dollars richer.

  Actually, I wasn’t sure if I was going to accept the money or not. This show, this exhibition, was a big deal for me. I was barely getting comfortable wearing short skirts and bikinis, sex on stage was a whole differe
nt ball game, but for Ray, I would do it for one night.

  This is just how I show love.

  Ray’s words kept ringing in my head. What he said, it couldn’t mean that he was in love with me, right?! He had said we were not compatible, but then again, we almost had sex last night. Well, I mean, we kind of did. We both came, at least. In all honesty, it had been the best orgasm of my life. Maybe a little pain did increase the pleasure.

  I chewed my lip, deep in thought, and poured a bit of dog chow into a baggy for the plane ride.

  But Ray couldn’t be in love with me and have still dumped me. That just didn’t make any sense. I rounded my shoulders and took a deep breath. I needed to keep thinking that I was doing this for a friend—a hot incredibly tall, sexy friend who was also my boss.

  Oh hell!

  I took a deep breath and hooked the leash onto Pugsly’s collar. He stopped whining. It almost looked like the pug was smiling up at me. Maybe he was worried that I was going to leave him behind. No chance that that would happen. He was my companion for life now.

  My phone rang as I was gathering the last of my things. I thought it might be Reese, I had texted her late last night to tell her what I was doing. I had expected that she would offer some advice or give me some kind of indication of how I should be feeling about the situation or hell, even a jovial “welcome to the club”, but no. She didn’t mention anything about The Dark Club or the ball. She just sent back: “Have fun.” It was annoyingly vague. Maybe people in the club didn’t talk about the club.

  The phone call was from my brother.

  “Morning, Jakey. What’s up?”

  “Hey, Le Le. Pugsly still feeling better or do you want me to take him into work with me again?”

  I had totally neglected to think about what I was going to say to my over-protective, overly nosy brothers. I couldn’t just avoid their calls, one or more of them would show up at my door and if I went too long without answering my father would call one of the private investigators he often worked with and have me tracked down. It had happened before.

  “Ummm…” I stalled. “I’m going on a business trip this morning. A conference in Vegas and, well, my boss paid for Pugsly to go along with me.”

  There was a brief pause of silence over the phone.

  “Your boss is flying your dog to Vegas?”

  “Yes.” I didn’t want to explain why or give him anymore of what was going on, so I changed tactics and manipulated the conversation. “Was that too diva-like? Do you think it was wrong of me to ask for that when they told me I had to fly out last minute?”

  “Well, Le Le,” I could tell that the lawyer side of my brother was coming out. His voice got very serious. “Yes, I do think that was a bit extreme of a demand. If he was a service dog that would have been one thing but he’s not. At most, next time, I think we can negotiate for reimbursement for a kennel, but you really don’t need to do that. I would happily watch your dog when you travel.”

  “Fair enough. I have to go. My cab is here. Love you!”

  I hung up before Jake could say goodbye or ask anymore questions. That should keep the family at bay for a while. I’d be back before the weekend was over and I certainly wouldn’t miss softball night on Tuesday.

  A few seconds later, a text came in from Ray that he was downstairs waiting for me. With one last nervous glance at Pugsly—who just smiled and panted at me—I grabbed my travel bag and headed out the door.

  Time to do something crazy.

  Ray had ordered a limo to drive us to the airport. It seemed extravagant at first, but after a while I was thankful for the space. I was feeling very nervous. I was nervous about the plan. I was nervous about the performance. I was nervous about the fact that Ray and I had almost fucked the night before.

  I had wanted to at the time, but the lifestyle Ray came with was new to me and I wasn’t sure how I felt about all of that. Part of me was interested, but part of me was also appalled. Could I really be someone’s pet? Could I really even call myself that…a pet?

  Pugsly sat between Ray and I on the leather limo seat, enjoying the fact that we were both absentmindedly petting him. The tension in the limo didn’t seem to affect the pug at all. He was just happy to be going along.

  When we arrived at the airport, Ray took my carryon bag without me asking. He barely looked into my eyes. Mr. Pugsly in tow, I followed Ray through the airport without a word. We made it through security quickly and to our gate.

  There wasn’t a ton of people waiting for the early morning flight to Vegas, but when we approached the gate, Ray stopped short.

  “Oh! Of course,” he said to himself quietly.

  I was about to ask him what was going on when a tall elderly gentleman waved at us. The man was grinning from ear to ear. It had to be Ray’s uncle; they looked so much alike.

  The old man was just as tall as Ray, but age had made his shoulders stoop and he was very thin—almost skeletal. In his heyday, Mr. Silver must have been just as handsome as Ray was, but with a stronger jaw and broader brow.

  We approached Mr. Silver, who was standing with a much shorter man; both of them grinning at us pleasantly. As soon as I got with in range, the elderly gentleman reached his hand out. When I put my hand in his, Mr. Silver raised it to his lips in a genteel fashion and gave it a soft kiss.

  Ray rolled his eyes. “Eileen, this is my Uncle Ronnie; Uncle this is Eileen.”

  The old man’s eyes lit up as he looked me over; they were just as blue as Ray’s, even if the whites of his eyes had aged to a dull ivory color.

  “My nephew said that his pet was the most beautiful woman in the world, and I see now that he’s right.”

  I found myself blushing and raised my hands up to cover my cheeks. Ronnie reached forward and gently moved my hands away from my face.

  “No, Eileen. Never cover such a work of art. When God makes something so beautiful, one must show it off so even the angels can see and be jealous.”

  “Jeeze, Ronnie!” Ray said as he took a seat next to the other man and crossed his legs. “Don’t talk about God, you’re an atheist and stop trying to charm my girl. She’s taken.” He crossed his hands over his chest and practically pouted.

  I felt myself blush again when Ray called me his girl. I knew it was a lie and just for a few days, but my heart still skipped a beat.

  Maybe he really means it and does love you?

  I shook my head, banishing the stupid thought. I couldn’t let all this pretending get me confused. Ray was just my boss, and this was just a favor.

  Mr. Sliver’s eyes found Mr. Pugsly. He grinned from ear to ear again. “Ah, I remember this odd dog. Mr. Davies must be your brother.”

  “Yes! He is,” I squealed.

  “Yes! I use your father’s and his legal services. Best lawyers in the business they are.”

  I grinned and nodded. I picked up the pug so Mr. Silver could pet him, since I figured kneeling down was not something the old fellow could do. Ronnie seemed to enjoy my help and he scratched Mr. Pugsly under his good ear.

  “That’s a good dog,” he muttered.

  An announcement came over the speakers asking that Mr. Silver come up to the boarding gate, so he gave me a quick nod and shuffled back towards the flight attendants.

  I set Pugsly down and looked over to Ray and the other man who no one had bothered to introduce me to. I reached out my hand.

  “Hi. I’m Eileen.”

  The shorter, balding man took my hand and gave me a smile. “Jensen Michaels. I’m the manager of The Dark Club.”

  His openly mentioning the club’s name reminded me why I was there, and my breath caught. Both these men, Ray’s uncle and Jensen, were probably going to the ball, a ball that I was going to perform exhibitionist sex at. Suddenly that was feeling very not okay.

  My face must have paled, because Ray sat up quickly and put his hands on my shoulders.

  “Are you okay?” he asked. Even Jensen frowned at me, worried.

  Feel
ing a bit dizzy, I took the seat next to Ray in the orange plastic chairs and leaned into him some. Feeling a bit bad for my reaction, I smiled over at Jensen.

  “I’m sorry. You just reminded me about the show tomorrow. I guess I have a few jitters.”

  “First time performing?” Jensen asked.

  “Yes.”

  He gave me a gentle smile. “I bet you’ll find it very exciting. Just remember, everyone who is watching wants to see you…let’s just say, enjoy yourself. So, just let go and be free.”

  His words brought me some comfort. So, I gave him another smile.

  “Why don’t I go get you a bottle of water?” Jensen asked.

  I nodded. “That would be nice. Thank you.”

  Without another word, the short man got up and wandered off towards an airport kiosk.

  “He seems nice,” I told Ray.

  “Yeah. Jensen has been managing The Dark Club for years. Ever since my uncle retired.” He reached into his coat pocket. “While we are alone. I want to give you something.”

  Ray pulled an envelope out of his jacket and discreetly passed it to me. I pulled it open and pulled out a typed letter and a check for a million dollars.

  “Holly hell, Ray!” I gasped. “I can’t take this right now. I’m not sure I’m going to take it at all.”

  “Take it Eileen. You deserve it for even getting this far with me.” Ray grabbed the hand that was holding the check and pushed it towards me. Then he gave me a smile. “That could buy a lot of dog treats.”

  I giggled. “It sure could and I’m sure Mr. Pugsly would thank you if he could. For future reference, he prefers steak.”

  I opened the letter that was in the envelope along with the check and looked it over. It was a list of instructions for our performance Saturday night. I read over it quickly and almost felt my eyes pop out of my head; it was almost like getting a dirty letter…or at least a dirty instruction manual.

  “Oh shit,” I hissed under my breath. “Wait, I will be wearing what?” I pointed to the line in question and turned to Ray.

  “A bondage yoke. It kind of looks like stocks from medieval times that they used to use to punish criminals. It’s wooden and goes around your neck and hands. Painted black.”

 

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