Three Bosses’ Assistant: Love by Numbers Book 2

by Casey, Nicole

  He exposed my breasts and immediately clasped his mouth down over my nipple, while his hand snaked between us and fondled my vagina through the fabric of my pants.

  “Oh yes, Carson, just like that.” I grabbed at the edge of his shirt and pulled it over his head, grabbing his head and bringing it up to mine for a kiss. I licked over his lips and he parted them, allowing me to stick my tongue inside. I dug my nails into his skin as his hand slithered down my pants and stuck a couple of fingers inside of me. He placed his thumb over my clit and rubbed at the same time and I whimpered, the pleasure of it threatening to black me out.

  “You are so wet already,” Carson whispered in my ear and I couldn’t wait any longer.

  I pushed against him until he was sitting up, and then I stood in front of him. He followed my queue and pulled my pants down. He pulled himself out, sliding his pants down and off as well. I straddled him, and guided him to line up with my entrance. Before I could get the chance to set him in, I caught his gaze. He was looking at me like a priceless painting. I kissed him, and as I did, he grabbed my hips and lowered me down over him.

  Of the three men, he was the most well-endowed, and as I continued to move further and further down, I was surprised at how much of him there was. When my ass was finally settling against his thighs, I was walking the line between full to pleasure and full to bursting.

  I opened my mouth to moan, but no sound came out. I was too overwhelmed. He closed his mouth over my breast again and started to suck one and use his hand to fondle the other while I started to ride him. It was less up and down, and more grinding in his lap. He was so huge, that it didn’t matter how I moved, he was rubbing up against some spot that felt good.

  “You feel so good, do you like my cock inside of you?” Carson asked when he continued to massage my breasts.

  “Oh yes, fuck yes, please don’t stop, ” I hissed.

  My first orgasm snuck up on me and before I knew it, I was crying out. Carson groaned beneath me and raised his hips to meet mine. My second orgasm rose slowly and washed over me in back to back waves, never ceasing as long as I moved on top of him. I was whining my way through it when Carson started to grunt. His hands squeezed my hips tight in a way that I knew would leave bruises behind, but I didn’t care. Pleasure dominated all of me for a final time and Carson lifted me off of him, with ease as if I weighed nothing. The last thing I remembered was letting my head drop to his shoulder and quickly drifting off to sleep.

  Ian

  Carson, Ryland, Sascha and I decided to meet at a local coffee shop for a conversation about which one of us Sascha was going to pick. If I was being honest, I hardly wanted to talk about it. I had enjoyed my date with Sascha so much and wanted her to pick me over the other two so badly that I couldn’t even think about what I would do if she went with Carson or Ryland. To have to go to work every day and see her, see them. That would be awful.

  “I know that this was kind of weird,” I started. “But we each had such a wonderful time with you, so thank you for being willing to give us each a fair shot.”

  “Of course, we understand if you’d rather not go with any of us,” Ryland added.

  “And if you do pick one of us, the other two will respect that decision,” Carson continued.

  Sascha sat in silence for a long time. No one made any attempt to hurry her along. I could feel in Carson and Ryland’s energy that they shared my sentiments about her. She was wonderful, I could not deny that. None of us wanted to cede her to someone else.

  Finally, Sascha took a deep breath. She was spinning her coffee cup in her hand, but had yet to take a sip. She looked up, making a few seconds of eye contact with each of us. “I… I can’t choose any of you.”

  We let out a collective gasp of shock. We each exchanged glances, understandably confused that it was truly her decision. At the risk of sounding arrogant, I know our date was amazing, and she had to think so too. I couldn’t imagine none of us were good enough for her.

  “Are you serious?” Ryland was the first to ask. “I mean, look, I don’t mean to sound like a prick here, but we were fantastic. Can you truly say that didn’t mean anything?”

  “No,” Sascha replied. “The opposite. Our date meant a lot to me, all of our dates did. That’s the problem. I assumed that I would enjoy each of you, but one of you would really stand out and that’s the one I would pick. That’s not what happened. Each of you showed me sides of yourselves I wasn’t expecting and it made me even crazier about each of you. I can’t choose between you, so if you aren’t comfortable sharing me, then it’s best to just let me go. So we can all move on.”

  “Share? As in…?” I started. The idea of seeing more of Carson and Ryland than I was hoping for made me a little uncomfortable.

  “As in share,” Sascha said. “The same way you did this time. I divide my time among you and sometimes we’ll all be together. That’s the only way this will work.”

  I looked at Ryland and Carson, but they were just as speechless as I was. We were collectively stumped. None of us had planned for the possibility that she wouldn’t choose because she liked us all too much. That was entirely unexpected.

  “I think we need a little bit of time to think it over,” Carson said.

  Both Ryland and I looked at him with wide eyes. Was he actually considering it? “We do?” I asked.

  “Let’s part ways for now, think it over, and meet later at my place and see what conclusion we can come to,” Carson announced with a completely level head. He must be head over for her too for him not to be freaking out at the thought of sharing a woman after everything he’d been through.

  “That works for me,” Ryland said.

  “Me too,” Sascha agreed. “I’m sorry to put you guys in this position, but to be fair, it’s your fault for being so amazing.”

  “Ian?” Carson asked.

  I was still a little in shock. I looked at Ryland and I looked at Carson, but then I looked at Sascha. She was so simply dressed wearing jeans and a sweatshirt, but she still looked good enough to eat. On top of that, my mind kept traveling back to our delightful dinner. The wonderful conversation and getting to know her; it wasn’t just that she was beautiful, she was intelligent and interesting too. A rare find. She looked back at me with an expression of understanding on her face; I knew no matter what I decided she wouldn’t hold it against me.

  “Yeah,” I said finally. “Let’s reconvene a little later. I think that’s good.”

  Everyone agreed, collected their own drinks and parted ways.

  For the rest of the morning, I still couldn’t get my mind around what Sascha had suggested. I wasn’t even entirely sure what it meant for me. Did I just have a regular relationship with this woman I really liked, knowing she was also sharing the time with someone else? Could I stomach that? The more my feelings grew for her, the more I was going to want her all to myself.

  I couldn’t do it. As much as it was going to suck, I was going to have to pull myself from the proposed arrangement. I would never be able to deal with that.

  In order to help cement my decision and try and get Sascha off of my mind, I decided to go to the gym. It was a two-fold plan. First, exercising would help me clear my mind. I was already so disappointed at the idea of giving Sascha up, that the gym would help me recover a little bit. Second, my gym specifically was notorious for beautiful women who believed that the less clothes they were wearing, the better their workouts would be; hopefully that would help me get over Sascha too.

  The gym didn’t disappoint. It was almost as if the men who go to my gym knew that I needed to be surrounded by beautiful women. As I entered, several women stopped and eyed me and I smiled and waved, hoping that one of them, any of them, would give me the time of day. Enough to help me put Sascha out of my mind. I headed for the weights, where I could most show off my skills.

  I entered the area and immediately noticed the clinking of other weights somewhere nearby. I thought I was going to have to compete w
ith another man, but I was excited to see a woman. She had an impressive bust and ass, and was wearing form gripping shorts and a sports bra to work out in only. Her pristine, chocolate skin and long brown hair were absolutely stunning, and I willed my body to step up to her and start a conversation, but my feet didn’t move. I watched as she lifted an impressive weight amount, more than I ever could, and the sweat glistening on her body should have been driving me crazy, but it wasn’t. I found myself comparing her to Sascha, and in the end, there was no comparison. I wasn’t attracted to that woman at all. She wasn’t Sascha, so I didn’t care.

  I turned and walked away, a cloud of disappointment hovering above my head raining down droplets that read ‘share.’ I hated to admit it, but Sascha was the only one I wanted, and if that meant that I was going to have to enter into a weird, collective relationship with Ryland and Carson, that’s what it was going to have to be.

  Sascha

  I stood outside of Carson’s apartment complex with fear playing tennis with my heart. In the beginning, I was just afraid that I wasn’t going to like any of the three men, and was going to have to let them go and leave my job, now I was concerned they were going to let me go. I liked them all so much that I had no idea what I’d do if they decided they couldn’t make sharing me work, and we had to stop seeing each other.

  Finally, I worked up the courage to enter. I pressed the buzzer and a few seconds later the front door opened. I walked down the hall towards Carson’s apartment, taking deep breaths in and out to try and still the racing of my heart and heating of my skin. I knocked on the door and Carson entered, and to my shock, all three men were inside. They watched me as I walked in and sat down on the couch. Ian was sitting at the dining room table, Ryland was standing on the other side of the room in the door frame to another part of the apartment, and Carson stood not far from me, facing the couch. It was odd thinking that it was just a handful of hours ago that it was them waiting for my response. Now I was anxiously awaiting theirs.

  “We’ve thought a lot about what you said,” Carson started. “We know what you want, and we’ve decided that that’s what we want too.”

  Time slowed down for a moment while I processed what he said. “You do?” I looked at each of the men and then started chuckling. Obviously they were messing with me. They weren’t the kind of men who shared their women. “Oh, I get it. You’re showing me how ridiculous that sounds by pretending to agree with it, right? Okay, I’m sorry. I just thought that it could work.”

  “We’re not joking,” Carson said, and it was then that I noticed his unmoved expression. “If that’s what you want, we’ll do it.”

  My heart was beating hard again, but for a different reason. It was my idea, but I never expected them to go for it. I didn’t even have any idea how a relationship like that functioned. “How is it going to work, though?” I asked. “You all have separate lives and do things your own way. I can’t honestly ask you to change.”

  “How is it going to work?” Carson asked. He took a few steps forward, unzipped his pants and pulled his cock out. He started to stroke it. “Suck me.”

  Despite how shocked I was that he did that out of nowhere, my body immediately set ablaze. He was bringing his cock to full hardness in front of me, and I wanted to suck it, but the other two were standing right there.

  I looked up at him, my cheeks hot. “I can’t do that with the others watching.”

  “What other two?” Carson said. He stared into my eyes and it was as if he was a wizard casting a spell over me. “I’m the only one here. Block the other two out.”

  When he said it with such resonance, I didn’t find it difficult to respond to. I pushed myself forward off the couch, down onto my knees, and grabbed onto Carson’s dick. I licked the tip a few times before wrapping my lips around his impressive girth entirely. I felt his hand grab the back of my head, and soon, I was bobbing my head over his dick with excitement, anticipating when I could have it inside of me again. Carson placed a hand under my chin and tipped it back a little.

  “Let me see those eyes,” he huffed to me.

  With his dick still situated in my mouth, we locked eyes and he groaned as I blew him. He pulled off his shirt and without hesitation, I grabbed the collar of my strapless sundress and slid it down, breaking free my braless breasts, and revealing my pink thong.

  Carson set his head back for a moment as I gave him the best blow job I could muster. “Fuck, Sascha. You’re good at that.”

  Down to my underwear, it seemed like Carson was powerless to resist me anymore and he pulled me off of his dick and back up onto the couch. He brought his face to mine to kiss me, as he pushed aside the fabric of my thong and slipped himself inside. I moaned into his mouth as he buried himself to the hilt and started to roll his hips against mine, rotating his dick inside me. It felt amazing. Eventually, he pulled his lips from mine and looked down at me with a sly smile.

  “You wanted to know how it was going to work?” Carson asked.

  Without pulling out, he flipped my legs over so I could roll onto my knees and bend over the armrest of the couch. In this new position, I locked eyes with Ian, sitting on his chair in the dining room.

  Carson blanketed himself over me so that his mouth was at my ear. “Look at him watching you. Look how badly he wants to fuck you.”

  Ian watched me with a lust-filled expression, and in that instant I got it. Carson wanted to loosen me up so that I could see the possibilities. His deep sexual style mixed with Ian’s wild one seemed too good to be true. No woman had a man who was a master of all styles of sex, but if she had a few men who were each the master of a specific type, she was golden. That’s where I’d found myself.

  “Come here,” I beckoned to Ian.

  His eyes widened. “Really?”

  Carson was sliding his massive length in and out of me from behind and it was hard to focus, but I imagined Ian’s long cock in my mind, and it helped me maintain resolve. “Really,” I said.

  Ian stood up from his chair and walked over until his crotch was directly in front of me. He pulled his sweatpants down and off of his body, revealing his already rock hard dick. I grabbed it with one hand and guided it to my mouth, spit-roasting myself on he and Carson’s impressive members. My eyes started to water and brain started to go fuzzy. It was a realm of pleasure I didn’t even know existed. I was experiencing orgasm after orgasm as I pleased the two men. I even caught a glance of Ryland with his dick in his hand, pulling at it with his mouth slightly agape.

  “You’re taking those dicks so nicely, kitten,” Ryland grumbled.

  Carson was grunting as he pounded me. “Yeah she is.”

  Ian tilted my head to look up at him. “You like being fucked by two dicks?” I nodded my head as best I could with Ian shoved down my throat. “One in your mouth, one in your pussy?” I nodded again. “We’re gonna come all over you, is that what you want?” My eyes were watering, but I felt nothing but pure pleasure. I nodded some more and Ian smiled, rubbing a hand over my cheek. “Eto moya khoroshaya devushka.”

  Eventually, I could hear their collective breaths begin to hasten, and their movements become more labored. I shuddered out a final orgasm of my own, as Ian pushed himself clear down my throat, and a moment later, I had a warm, salty taste in my mouth. Carson groaned, not managing to get out in time, and I could feel his come filling me up and threatening to overflow. Ryland came all over his hand, a greater amount than he had when we were together for the first time. Even uninvolved, he was more aroused.

  I had three men, who all wanted me, and were willing to share me with one another to get it, and that meant that a world of pleasure the likes of which I never knew awaited me. As we each sat, attempting to recover, I let my mind wander to what fate had in store for us next.

  Ian

  A few weeks had passed since Carson, Ryland and I entered into something of a polyamorous relationship with Sascha. We’d experimented with different places to meet up for group sex, b
ut it was my lake house that seemed to be the big winner. I had tons of space, and I wasn’t emotionally attached to anything in the place, most of it was leftover from when my parents turned the space over to me, so if we broke or stained anything, I would just replace it. I did start to find myself arranging the house in a way that worked for us when we were there. More comfortable rugs for when Sascha was on her knees or one of us was bareass on the floor, and couches and chairs that lent themselves well to servicing our new lover from all angles. Most of my choices went over well, apart from the leather couch Carson made me return because he was typically on the bottom and the leather stuck to his ass.

  It never got boring. As much as sharing Sascha scared me at first, group sex with her was like getting to star in the best pornos I’d ever watched, and still enjoy all of the people involved the next day. She was a woman who wasn’t afraid to ask for exactly what she wanted, and as we got more comfortable with each other, she clearly identified which orientations of lovers worked best for her. Sometimes she wanted me fucking her, with my more dominating style, while Carson and Ryland pleasured her with their softer more attentive foreplay styles. Other times, she liked to alternate between Ryland and I in her mouth, while Carson fucked her from behind. It was even better for us because our sessions were long, and we were all experiencing multiple orgasms. If one of us needed to tap out, we could, and still enjoy the view while we charged up for another round. We had to be careful or we would go for hours and hours without stopping.