Boss's Pet: Billionaire Office Romance Series

by Jamie Knight

  I blinked at him several times. “What the fuck, Ray? You didn’t mention anything about that last night.”

  “I got distracted.” He flushed a bit and looked down. “It’s a family heirloom, you have to wear it, but it’s only for the entrance.”

  I felt my hands and the instructions fall into my lap. “You have a sex toy that is a family heirloom? How did you get that through airport security?”

  Ray pulled his coat, straightening it and his cuffs. He gave me a sly smile. “Kink has a long history in the Silver family and uncle mailed the yoke to Vegas days ago.”

  I found myself nodding. I had started to go numb and wasn’t really process anything anymore. “Oh, okay. Good.”

  “Eileen!” Mr. Silver called, his voice booming just behind me.

  I grabbed the letter and the check and hurriedly stuffed them into my coat pocket.

  “I have good news, my dear.” Mr. Silver shuffled around the corner. “I told the flight attendants that you were my nurse, so we get to board now and sit together.”

  The old man gave me a big wink. I started to wonder what he was like as a younger man, since he was such a flirt now. Ray may have had looks and confidence, but Ronnie’s old-school charm would have probably left Ray in the dust.

  Mr. Silver took my hand and guided Mr. Pugsly, and I on to the plane, talking the whole time. I didn’t see Ray until we landed in Vegas.

  Chapter Thirteen

  Eileen

  The flight was long, and our layover was dreadful, so by the time I made it to my hotel room I was ready to just crawl up onto the bed and watch TV—preferably with room service.

  Mr. Silver had chatted at me the whole trip. Most of his stories were interesting and he asked me about my whole life, but it did drag on after a while. I was very relieved when he and Jensen headed out to meet some friends for an early dinner and Ray and I were able to head up to my hotel room alone.

  Ray was kind enough to carry my bag up and he set it down on the coffee table, looking very tired himself.

  “Thanks,” I told him as I looked around the suite. It was the biggest hotel room I had ever been in. There was even a couch and a sitting area with a full bar.

  I told myself that as soon as Ray was gone, I was going to take pictures and send them to Mandy, Sloane, and Reese. They would be so jealous…or at least, Mandy would be. Sloane and Reese had probably been in rooms like this before.

  A knock at the door grabbed my attention from seeing how soft the bed sheets were. Ray wondered over and answered the door.

  “Mr. Silver?” the porter asked.

  “Yes.”

  “I have a package for you.” The lad handed over a medium sized box to Ray, took his tip and was gone down the hallway in seconds.

  Ray shut the door and walked over to the bedroom area. He put the box on the bed and just stared at it for a minute, absentmindedly scratching his chin.

  I let Mr. Pugsly off his leash and allowed the pug to wander around sniffing the floor as he liked. After making sure that the pup was content, I took a seat on the bed and looked at the box with Ray.

  “What is it?” I asked.

  His blue eyes met mine and held them. “Everything for the show. My outfit, your outfit, all the props. Shall we go over all this now or are you too tired?”

  The box sat on the bed, looking very mysterious for an ordinary package and suddenly I found my energy returning. I pulled up and sat on my knees.

  “Let’s open it and go over the plan but order some food.” After a second thought, I added, “and some wine.”

  As Ray walked over to the phone, I found myself wondering.

  “Wait…”

  He turned to look at me.

  “Why did they deliver this to my room and not yours?”

  Ray pursed his lips and raised one black eyebrow. His blue eyes kind of slid away in an evasive fashion and I felt myself huff out a breath.

  “This is your room.” He nodded. “We are sharing a room.” He nodded again.

  “Is that going to be a problem?”

  My heart started to speed up and I could feel the blood rushing through my veins. Sharing a room also meant sharing a bed, unless one of us slept on the couch and I had no intention of doing that. The thing was more like a love-seat really. I glanced over and saw that Mr. Pugsly had already claimed it as his own.

  If Ray and I were going to be sharing a bed, I would be tempted to share…more with him and maybe that was okay. Perhaps a dress rehearsal before our performance tomorrow night? I told myself. It had been a while since we had slept together. I felt my pussy start to heat up in anticipation. If he could make me come again, like he had the night before, that was very worth it.

  But, wait, wouldn’t that really be confusing the matter? I was not supposed to be getting swept up in all this pretending and yet, here I was thinking about fucking Ray. I shouldn’t. It would just confuse me more. None of this was real.

  “Eileen?”

  Ray was looking right at me with his hands on his hips. My eyes took in how straight his broad shoulders were and how I could tell that his chest was muscular even under his dress shirt. His waist was narrow, and his pants hung just at his hipbones.

  “It’s fine.” I shook my head. “Order some desert too. I’m dying for some chocolate.”

  Ray took off his suit coat and I tried not to stare at his ass as he ordered food. His suits were tailored just perfectly to show off each and every asset he had and there were a lot of them.

  This is just pretend! I yelled at myself in my head. Get yourself under control!

  Still kneeling on the bed, I pulled the box too me and used my keys to cut the tape that covered its seams. Inside where more boxes. I recognized one as the box for my leather catsuit. Another box held my black satin and velvet cape. Seeing it again pleased me and I ran the expensive fabric through my fingers.

  “You can keep it, you know?”

  I looked up from tying the cape around my shoulders and saw Ray watching me. He had his arms crossed in front of his chest and a pleased look on his face.

  I smiled back at him. “Do you have a matching cape?” I asked.

  “No, I have a long coat. They are just to wear to walk through the regular part of the hotel. For the ball, they have a tiny dressing room, but its easier to dress up here and put on the last finishing touches down there.”

  He reached down and started taking out his cufflinks, then he folded the sleeves of his shirt up to reveal his strong forearms. I watched his hands move and remembered how his fingers had felt the night before when he was roughly finger fucking my pussy. He had made me come, hard. And I wanted him to do it again.

  “What’s next?” he asked.

  “Huh?” I asked breathily.

  Ray nodded the chin towards the bed. “What’s in the next box?”

  The next box was long and slender like the one that held my catsuit. When I opened it there was another leather suit inside, this one was much bigger. I pulled it out, letting my hands glide over the soft, pliable leather.

  A knock at the door pulled Ray’s attention away, so I looked over Ray’s costume on my own. There were no zippers, just one hole in the crotch area with a flap over it that would display his…on my! I found myself blushing wildly. The thought of Ray wearing this in front of a crowd, that was tantalizing.

  I poked my finger through the hole and held it up for inspection.

  “You’ll have to get me hard before we enter the ballroom.”

  Ray’s voice came from just beside my ear. He had crossed the room with our food trays and poured me a glass of red wine without my noticing. I was too engrossed in thoughts of his…manhood.

  I took the glass of wine he was offering and swallowed a sip. “Hard?”

  “Yeah, a quick blow job will do.” Grabbing his wine, Ray took a seat on the bed next to me.

  I felt my face flush at his words. “Ray, I’ve never given anyone a blow job.”

  He flinche
d so hard that he spilled some of his wine on the coverlet, but he grabbed a napkin from the tray and wiped it up quickly.

  “Oh, I see,” he stammered. “I really had no idea that you were so inexperienced, Eileen. I mean you told me before, when we were dating that you didn’t date much, but I just figured that you meant formal dates or boyfriends, not sex.”

  I found the edges of my cape and pulled the soft fabric in my hands for comfort. “No one has wanted to date me much,” I admitted, but maybe that wasn’t true. “Or maybe I’m too picky. But I’ve just never had many sexual experiences of any kind.”

  Ray’s eyes roamed over my body with a look of disbelief. “That’s okay,” he said kindly. “I don’t want you to feel uncomfortable—I mean I am asking so much from you already—I can handle the prep.”

  He turned quickly to the final box and opened it. Inside was what looked like a long black board. “This is the yoke,” he explained. He took the apparatus out and set it on the bed before me. “There are locks on both sides.” He pointed. “Your hands go in each of these holes and your neck through here. There is the option to put a bit of padding on the inside, so the wood won’t scrape into your hands—unless you want it too.”

  I reached forward and ran my finger over the rounded wood areas that would go around my hands. They weren’t rough at all, age or wear had made them slightly smooth.

  I imagined myself caught, captured, in this contraption. A thrill ran through my body. What would it feel like to be trapped and let Ray do what ever he wanted to me? I glanced over at him and watched his face as he gently touched the clasps on the stocks. His expression was unreadable. A mix between fascination and worry. Was my lack of experience bothering him?

  Maybe it was time to get some experience.

  “I want to try it on,” I told him, feeling a little jittery with my excitement. “Now…so I know what it feels like.”

  Ray looked at me, his blue eyes a deep with wonder. “Okay…” he breathed. “Take off the cape.”

  As I undid the tie for the velvet cape and set it down gently, Ray reached over and flipped the clasps for the yoke and the wood split apart. He took one piece in his hands, then gently set it on my shoulders. It wasn’t very heavy, but the feel off the wood was cool on my neck. I put my hands up along the curves that would hold them.

  Ray shifted his weight to his knees. Taking the other half of the stocks in hand, he gently set it against the first piece, capturing my neck and hands between them. The locks clicked and I was held fast.

  Ray looked me up and down. His face was twisted slightly and there was desire in his eyes. I loved the way it looked and tried to keep his eyes glued to mine. I noticed that his breath was coming a bit faster now. He was excited.

  “How’s it look?” I asked.

  “Perfect,” he breathed, almost panted. Then he dropped my gaze for a second and seemed to gather himself. “Maybe you should try walking with it on. The weight might throw off your balance.”

  I put my knees together and slid off the bed. I slipped my shoes back on, sure I was going to be wearing heels for the performance and shifted the weight of the yoke slightly. It really wasn’t that bad, more like carrying a bunch of softball bats across my shoulders. I tried a few steps and found it easy and somewhat fun to walk with. Soon I was strutting the full length of the room.

  “You know, I think this thing helps my posture,” I told Ray as I took a quick glance of myself in the full-length mirror by the door.

  He didn’t respond.

  I looked back at him. Ray was grinning from ear to ear and his face was slightly flushed.

  “You do that perfectly,” he said.

  Joy ripped through my body and I felt so excited to have pleased him. I wondered what other things I could do to please him and then my thoughts turned dirty.

  Chapter Fourteen

  Eileen

  “Perhaps we should try something else,” I told him, putting on my most sultry smile and walking back towards him from the other end of the hotel room.

  Thinking that I wanted the yoke off, Ray started to get off of the bed.

  “Wait,” I told him. “Stay there.”

  As Ray looked up at me with questioning eyes, I moved in between his legs and got down on my knees.

  “I want to try giving a blow job,” I said as I looked up at him with my hands and neck still trapped. “But you’re going to have to help me a bit.”

  “Are you sure?” he stammered.

  “Yes. I want this.”

  Ray quickly unzipped his pants and pulled down his boxers. His huge cock sprang forth, already hardening. I looked at the shaft and wondered how I was going to fit it all in my mouth.

  Leaning forward, I took a tentative lick. Ray leaned back on the bed and groaned, so I licked him again. I found that his cock didn’t taste bad. It mostly just tasted like skin. There was a little bit of moisture at the top, so I licked that. It was salty and tasted fine. Feeling creative, I swirled my tongue around the rounded head of his cock. Ray moaned again.

  Okay, that was fine, now to try actually putting it in my mouth.

  I opened my lips and spread them over his dickhead and then pushed forward. I had to keep my jaw open wide to accommodate his girth, but his dick slid inside and pressed up against my cheeks.

  I felt Ray’s hands wind themselves into my hair gently and he petted me encouragingly.

  I pushed forward a few more inches and his dick hit the back of my throat. I started to choke a bit and pulled back; my eyes were watering. Shit, maybe I can’t handle this. I looked up and met Ray’s eyes.

  He dropped his hand down and ran a finger around my jaw. He wasn’t upset that I had stopped. His eyes were still hot with desire.

  “Relax your throat, pet,” he whispered. “If you want to try again. Like if you were yawning.”

  I nodded and took his tool into my mouth again, telling myself to relax the whole time. Soon my cheeks were crammed with dick. His head pressed into the back of my throat, but I calmed myself and kept from choking on it. I started to slide my head back and forth, letting my tongue play along his length and touch every inch of him.

  Then it occurred to me that he had called me “pet” and I didn’t find it offensive. It was almost loving in the way he said it. But something told me that Ray was still being gentle with me and I wasn’t fulling seeing this side of him yet. Did I want to? Did I want Ray to tie me up and spank me and order me around…I still wasn’t sure.

  Sucking his cock was going well, though. Ray was watching my lips with greedy eyes, as I pulled my head off of his stiff cock and then thrust back onto it. His dick was swelling and twitching in my mouth.

  “I’m going to come, Eileen,” Ray said, his hips shifting slightly.

  I pulled back for a second to ask, “Do you want me to drink your cum, sir?”

  His eyes bulged.

  “Yes, pet!”

  He grabbed my cheeks and started to thrust his cock into my mouth. He was rough and I found myself loving it.

  “Drink my cum, pet. Every last drop and I will reward you.”

  “Yes, sir,” I mumbled around his cock.

  Ray thrust into my throat hard. Warm, wetness filled my cheeks and I started to swallow the salty cum. I twisted my tongue in it and teased his dick to give me more. Another spirt hit the top of my mouth. I drank that down too.

  Ray moaned and pushed his dick deep into my mouth. It twisted and jerked until his orgasm was over. Then he slowly pulled back and looked down at me with heavy lidden eyes and the sweetest, happiest smile I had ever seen.

  “That was so good, pet,” he told me, tracing my jaw again. “I haven’t come that hard in a long time. Thank you for being so adventurous.”

  He helped me get to my feet, then guided me to lay down on the bed. Butterflies were in my stomach. I knew I wanted this—my pussy was wet and aching—but I just wasn’t sure what it meant.

  “What happens in Vegas, stays in Vegas,” I laughed a
wkwardly.

  Ray’s face flinched for a second, but then returned to the greedy smile and we both were back to pretending. “Of course, Eileen. But first, I think you deserve a little something. Don’t you?”

  I nodded up at him and did my best to scoot back on the bed with the yoke still holding me tight. Without hesitation, Ray climbed up after me. He pushed my shirt up, then my bra, and buried his face into my breasts. His big hands gripped, pulled and massaged my breasts. Then his lips found my nipples. Sucking one after the other, Ray teased me until I was squirming under him. My hips bucking up into his.

  “God,” I moaned. “That feels so good. But you have to fuck me Ray.”

  He pulled back slightly, and I remembered that that wasn’t the tone to use with him. So, I pleaded, “Please, sir. Please, fuck me. It’s been a long time since I felt your cock inside me. I need it.”

  His breath caught and Ray scrambled for his pants. He pulled a condom out of his wallet and put it on his already re-hardened shaft. Climbing back onto the bed, he positioned himself between my legs, teased me a bit and then sank his dick inside of my wet folds.

  My pussy stretched accommodating his girth and length. I loved how he was pressed on top of me and inside me all at the same time. I threw my head back, knocking the stocks into the frame of the bed.

  Ray looked up at me with hot eyes. His teeth were clenched in pleasure and his face twisted. He pulled my legs up until my shins were over his shoulders and started fucking me deep. His hips slapped into my ass and his cock penetrated me over and over. It slid along my insides and rubbed my g-spot hard.

  One of his arms kept my legs pinned to his body, with the other, he reached forward and grabbed one of my swaying breasts. His fingers clenched around my nipple sending a little shock of electricity through my body.

  It had been months since we had been together, and I had had no man since. My body came almost instantly. I cried and struggled in my restraints. My abs twitched, my pussy quivered, and a deep ache of pleasure shot through me. I clenched and released over and over till I cried out Ray’s name.