by Amy Brent
I was surprised when Brett sent me a text saying to just take the day off with his approval. I relaxed back in bed and played back the night, including the dinner and rejection followed by my new favorite client. He assured me that he’d be calling again and I looked forward to it before falling back to sleep wrapped up in my blankets.
In the back of my mind, I wondered if Brett had been with a woman last night after I turned him away. The thought bothered me, but he had every right despite my feelings about it, having been the one to end the chance of anything happening, to begin with.
Bret
Brett
I knew it was bad when I missed my morning run and chose to stay home from work in the morning. I never missed either, and I couldn’t pinpoint the reason for my feelings this day. Dinner had been incredible, making me fall for Amy’s various charms just before she ended any chance with us. I was certain that she wanted me too, seeing it in her eyes even when she ripped my heart out. I’d fallen for her as easily as I did Larisa, and I had the fresh pain to deal with because of it.
I wanted to call a woman over to my house more than anything that night, but I knew it hadn’t helped in the past as much as I’d hoped it would. I found the number by my phone and turned it over in my hands a few times on the couch before I grabbed my cell.
The woman on the other end had a strong accent, one that was clearly exaggerated. I assumed that they did this to hide their identity and decided to appreciate the fact that it reminded me of Amy, particularly when the conversation turned sexual, and I was jacking myself off like a teenage boy. This woman, this stranger, made all my fantasies with Amy come to life in some form and I was still thinking about her this morning.
That was when I sent Amy the text and reached for the number again.
We spent the day on the phone, talking as well as coming. She had a great story of being from a big family, living in Georgia before she came here to finish school. Cherie, as I knew her, was full of personality and kept me hooked as I spent hundreds of dollars just talking to her about my own life. There was something about her that felt far more genuine than any escort. Though I knew I might tire of jacking off, for now, it worked for me along with the conversation. Something was comforting about it, and I finally ended the last call to get off my ass and hit the gym in my building.
I felt sore and tired before I started on the treadmill with my ear buds in, keeping me motivated with some hard music. I felt myself loosening up and took a deep breath as I felt eyes on me as I looked around the room to see a woman staring at me from the vending machine. She was pretty with light red hair and a smoking body, but I knew that I was at my limit with sex for the day. I merely looked forward and focused on the difficult climb ahead of me on the machine and the hot shower afterward.
Like an addict, I jerked off in there as well with Amy in my mind. She was bent before me, spread open and ready as I mounted her like an animal. I knew that she’d be wrapped so tight around me and I stroked myself harder as I closed my eyes and let the fantasy play on. Her cries and the way she pushed back against me is what made me shoot all over my shower wall, crying out her name.
It had merely been a week since she began working for me and I dropped down to the floor as I inhaled the steam surrounding me. I had to let this go, even though the attraction had been strong since around a month ago when I interviewed Amy. I had no idea that it would turn to this.
I resisted the urge to call Cherie, telling myself that it would save some money as I turned in for an early night. That wasn’t any kind of issue, but I needed to sleep tonight and be at the office tomorrow.
I arrived early as always, bright-eyed after a run. Everyone looked at me in shock, probably since I missed the previous day of work. That was a rare occurrence for me. I greeted the staff and headed to my office to find Amy at her desk, warming up her computer and preparing for the day. There was no doubt in my mind that she had gotten the same looks, making me make a mental note to observe the situation and quell any kind of talk in the building.
“Good morning,” I greeted her softly as she blinked and looked up at me. She was wearing green, and it made her skin glow even as she yawned. I wasn’t stupid and knew what else could cause that kind of glow, but Amy had the right to be with anyone that she wanted to now.
“Good morning,” she responded with a soft smile, almost apologetic. “Did you have a relaxing day off?” I noticed the flush cover her cheeks as she spoke and nodded.
“It was unusual for me, but yes,” I felt myself harden at the memory of Cherie’s voice as I grinned and she smiled wider. “I suppose we’ll be making up for it today. Want to get some coffee?”
Amy laughed and nodded as she stood, revealing the dress that she wore with heels, making her look downright edible. I looked back over the week and hoped that she’d be quick to get over as well as fall for, following her as I tried not to notice her hips rocking back and forth, displaying the ass that was in my memory from last night.
We made our individual cups, and she joined me for a rundown of what needed to be done for the day. Amy was professional today though always kind and I appreciated that she wasn’t the kind of woman to act bitchy after the type of conversation that we’d had. This might work out well, given some time. I couldn’t help but think about Cherie at some point during the day, and I took a moment to dial her number, disappointed when I reached her voice mail. I laughed, knowing that I couldn’t act anything out in here anyway and set the phone down without leaving a message. I’d call her later, but still, I wondered what she was doing right now. Did she have another job? I knew little about Cherie though I didn’t know how much she wanted to reveal about herself. She was a phone sex operator after all, though she seemed like much more to me. I still had feelings for Amy that overwhelmed me, but they had to be pushed back. I had to respect her wishes.
I left for lunch, leaving Amy at her desk as I reminded her to take her own. She smiled at me and glanced down at a phone screen that looked like a different one than her company phone. Of course, she has a personal phone. Who wouldn’t? I was lucky to know one of her numbers, and I’d never push for two. I ended up going to a deli with one of the managers from New York, who made everything worse as he chatted about Amy and how great she seemed. I nodded in silent agreement before changing the conversation to the company and prospects for the upcoming year. We ended the lunch on a good note, and I went back to work feeling good about at least one thing in my life.
Amy was gone, making me assume that she went to lunch after I did. I went back into my office and started to return some emails, jotting down meetings that had to be scheduled and restaurants that I preferred. Amy was learning quickly, but she was still adjusting to fine dining in Los Angeles. I longed to show her more but that was finished, apart from any business-related meals. I assumed that Cherie was as well, making me hope that I might meet someone to date sometime soon. I was tired of just fucking at this point. I wanted something real for a change.
I left for the night, walking out with Amy as she seemed to rush. “Plans tonight?” I asked curiously as she blushed.
“Not really, no. I don’t know why I’m jumpy.” Amy was clearly covering something up, and I felt a little disappointed that she already seemed to find someone new. I knew that she was never mine, to begin with, and I thought about my own evening. I hoped to talk with Cherie, though friends were nagging me to hang out with them. I was well-known as a workaholic, and they reminded me often that going out was a good idea, and not just to find a warm body for the night. I promised my friend Jason that I’d meet him at a bar tomorrow night, claiming that work was busy today.
Lies, all lies.
I grabbed a burger for dinner, vowing to start cooking again as I walked into my house. I changed into workout shorts and sat down on the couch to eat as I caught up on a hockey game. I had the windows wide open, getting the noise of the cars and people down on the streets as I wondered if Cherie was available tonight.
It turned out she was and answered the phone on the first ring. She sounded anxious, and I teased her about missing me as she giggled sexily on the other end of the line. I asked her how her day was and she told me good before asking me about mine. All she knew was that I worked at an office and I’d downplayed my position as just a supervisor. I told her that it went smoothly and she asked about the woman that I worked with and how that went. I told her that it was over and she asked if I was all right with that again.
Somehow, the conversation turned around to my marriage and the affair with my stepdaughter, something that shocked Cherie. She didn’t seem to judge me and instead, asked how hot it was to be fucking two women at once. She went as far as to ask if there was ever a threesome, which prompted me to admit that I did have one with my son and stepdaughter, who were together now. That stunned her even more, but it seemed to stir up her desire, and she was soon coming over the phone for me. I loved the sound and reached down my shorts to jerk myself off as I listened, groaning as my release edged closer quickly. I’d been wanting this all fucking day, and I moaned her name as I shot inside of my clothes, assuring her that it was all for her. It was heading there, and she giggled slowly as I closed my eyes.
I’d admitted that I never called anyone before like this and she asked me in the slow, post-orgasm voice how I liked it so far. I told her that I’d love to have her in my bed and fuck her senseless as she let out a low moan. I also assured her that she was hot as hell and turned me on every time that we spoke, both physically and mentally.
The days progressed with lots of conversation and growing sexual encounters. I got Cherie to admit that she had a few toys and convinced her to use some on herself, using the speaker phone so I could hear every vibration and moan as they occurred.
I noticed as the next few weeks passed that Amy looked flushed and a little tired. She must be staying up late as I was and I was mildly jealous of the man that had her time. We were both cheerful, though, and I knew that I was riding the high that was Cherie and she must be doing the same. We made a great team at work, and the attraction was fading, though still there. We just didn’t acknowledge it and went about our business, making me realize that I couldn’t have a better assistant. I wouldn’t trade her for the world, no matter how things turned out.
Amy
Amy
It was hard not to notice that Brett seemed happier at work as the weeks passed. I hadn’t ordered nor seen any escorts coming through the doors, so maybe he was done with that aspect of his life. Maybe he was hiding it from me rather than flaunting it, something that had been far more successful for him than I would ever admit.
There were days that I was happier more than jealous of whoever was making him happy. I knew that I was caught up in the client that I knew as Phil, who I spoke to regularly. I had the same regulars, but he was on the longest with me. Phil had a story to tell and a lot of things that he was getting over, things that should bother me but they only made me want him more. I knew that we took it further with every conversation and I revealed all my darkest fantasies to him as we gave in to our lust and found new ways to make one another come. It was getting dirtier by the week, and I was addicted before I was willing to admit it.
I was also falling for Phil, something that seemed impossible in my field. It also felt impossible given my feelings for Brett at one point, and it scared me that I was moving past them. It made me sad that he seemed to be moving past his feelings for me as well but that was that way it should be, wasn’t it?
I started to look forward to the evenings and my talks with Phil. I knew that he was monopolizing my time and my business but either way, I got paid and he was supporting me well now. He didn’t seem to have any financial worries at all, causing me to wonder if he was one of those rich men that liked to use phone sex operators and escorts since Phil admitted to using them from time to time. That was another incredible turn on for me since it reminded me of the day in the office. I would never tell anyone about that, but I did say that I came home and used things during the day for selfish reasons a lot. I told Phil that it was him a lot of the time as I did all the clients, though I meant it with him.
I realized that I meant every word as the days passed. I was breaking one of the rules in my line of work and personalizing it. I was beginning to care for one of my clients, and while we’d barely mentioned taking it further, I knew that it was on my mind. I knew that it was something I was considering, but then what? Was I supposed to just stop working or would he be okay with me being the source of pleasure for other men as well?
I wasn’t close with any of the other operators since we worked from home. I didn’t even know any of them to ask if they’d ever met a client in person before, but it must happen sometimes. Strippers got together with guys they met at work and more than likely, hookers as well. It was a natural progress of things, but it could change everything for me. Brett paid me generously, and I was appreciative of that, though it wasn’t enough to pay off my loans and my bills. I didn’t want to move into another apartment or change my life since it was comfortable right now. I was happy, and I’d never ask Phil to support me, should he end up being wealthy. I was too independent for that, as well as having pride in the face that I could take care of myself. I wasn’t ready to need someone that much, but Phil was edging around the subject of meeting, and I was beginning to crave.
The holidays were approaching, and I glanced at my computer at work one day to see that it was November, stunned with how quickly time passed. I didn’t feel like I did anything but work and talk on the phone, or work if I looked at it another way. It just didn’t feel that way, other than the fact that I was paying down my loans faster than I’d imagined possible.
With that, I considered stepping back from Phil for a time. I was getting too involved, bordering on obsessed and I needed to regain control of my life. I kept it separate for a long time and missed that time in my life. I was despondent over the idea, but I chose to leave my phone off after work for a full week. I might lose clients as a result, but I needed to regain the life that I had previously, one that wasn’t complicated.
I slept less than before, and I was edgy to boot, making me irritable at work and everywhere else. I could tell that Brett recognized it by the way that he asked if everything was okay with me, showing a lot of concern. I happened to notice that he seemed on edge as well, finding him on his cell more than usual when I walked into his office. He was never talking, just ending whatever call he was on as anger crossed his face. “Are you okay?” I asked as he seemed to be lost in thought for a long moment.
“Yes, I’m just trying to reach a friend. Something important has come up.” Brett looked at me, and I noticed the pale tone to his skin as if he hadn’t slept well lately. We were two peas in a pod, a saying that reminded me of my grandmother as I smiled wistfully. She’d passed when I was just seventeen and not living in Tennessee anymore, and I missed her. “What’s that pretty smile for?”
“I was just thinking of my Gram,” I replied as I shrugged. “I miss her.”
“Is she back home?” Brett asked as I pressed my glossed lips together.
“She died a few years ago. It was after we moved so I’d been seeing her a lot less than before. She got cancer, and that was that,” I replied as he stood and walked over to me, giving me a hesitant look before pulling me close for a hug.
“I’m sorry, Amy.” His voice was sincere and brimming with concern as I smiled and wrapped my arms around his waist. Brett smelled amazing, and I’d always appreciate his masculinity, and there was a small part of me that longed to take back my previous decision just for one night. I didn’t have the same volatile orgasms without Phil’s sexy voice to urge me on, and I was starting to go through withdrawals. “Is that all that’s bothering you? You’ve seemed stressed out lately.”
“I…I’m fine,” I told him in a shaky voice as I pulled him closer. “Just dealing with something.” I was tempted to ask him
out to dinner or drinks this evening, ending the night in someone’s bed so I could get taken the way that I longed to, but he was still my boss…and I was still dealing with my feelings for Phil, whether or not they made sense. I wasn’t the type to use one man when I wanted another, at least not that I knew of. Talking about my fantasies was one thing, but to act on them was another. It wouldn’t be right to do to my boss, someone that I saw every day and at one time had feelings for me. I pulled away abruptly and took a deep breath as I looked into his apprehensive face. “I’ll bounce back.”
“I hope so,” he told me as he ran a hand through his hair. His office phone rang, and Brett stepped forward to answer it as I started for the door. “Amy?” I turned and glanced at him. “Daniel will be in town tomorrow and wants to have lunch with us. Are you free?”
“Absolutely,” I replied with a smile. I’d kept in touch with both men and looked forward to seeing them anytime that I could. Between them and Brett, I was always reminded that I was doing a good job at work and had a future in this line of work. I left the office and pulled the door closed to go back to my desk and stare at the locked drawer where my personal and client phones were in my purse. I glanced around and unlocked the drawer to pull the latter out and power it on. I was curious and had to see if he called me if he missed me like I did him. I was staring at the screen as missed calls and texts came through one after another. There were calls from Robert as well as a few other regulars, but most of them were from Phil. There were also a few texts, and I sighed as I read the many times he asked if I was okay. He said that he missed me. I was reading them over and over when someone said my name, causing me to jump and drop the phone on the floor.