**Anna** Tom had Norm drive me home. Again I didn’t question how he knew where I lived. Norm was polite. Well built and towered above most men. He was dressed in full business attire and had a scar across his left cheek. He looked even more dangerous then Tom, but he didn’t give off that vibe. He seemed friendly enough. As he pulled into my drive, I could see Mae on the deck most likely sunbaking in her sorrows. “I’ll have your dress from last night sent over Miss Stuart”. “Please call me Anna”, I responded then thanked him. Oh boy did I have a story for Mae. Tom had said not to talk about our agreement. But I told Mae everything. Plus, I had to talk to someone about this. How crazy! As soon as I opened the door Mae was right in front of me waiting for every juicy detail of which I didn’t have to offer. I could still smell the alcohol on her from last night. “So you didn’t sleep with him! Are you serious!? You mean he had you in his bed pretty much naked, and nothing?” Mae was
I got in the car and he had Norm pull the shade up between the front and back seat area as Norm started driving. It was a small limo and I could sit facing Tom or beside him. I chose to sit in front of him. “Open your legs and let me see” he demanded. I hesitated as embarrassment overcame me. “Open your legs”, he deepened his tone. I obliged as I watched him take in the view. He pushed his foot up spreading my legs further apart. “Mmmm”, he moaned as a smirk landed across his face. “You are a good girl aren’t you Anna”. “Yes?” I said unconvincingly. He started to take off his belt as he asked me to hold out my arms. He used his belt to bind my hands together. “Before we continue Anna, if you want to stop at any time, you just need to say ‘peaches’. Think of it as our code word. This is also because I can’t fucking wait to feel you. You can still say no to all of this Friday. Do you understand”. I nodded in agreement. “Say it properly”, he said as his eyes grew dark. “Yes”.. I h
**Anna** I crept up the stairs to my room. Cautious not to make any noise before diving onto my bed. Thoughts rushed through my head as I noticeably became hot with my wetness pooling while reminiscing on the nights events. My hands started to wander down my chest and toward my stomach. PING!! I almost got a fright at the sound of my phone going off. “Cum for me, but I want to hear all about it tomorrow and show me what toys you’re planning on using.”I was throbbing as I grabbed for my vibrator in my top draw and thrusted my fingers in and out. Having been so on edge and wanting, it didn’t take long before I was engulfed by my own orgasm. Tom’s face taking shape in my mind as I closed my eyes. His chiseled jawline. The slight stumble that he now wore. I moaned as I pushed two fingers in and my vibrator stayed held against my clit. I was exhausted. And finally, I was satisfied. I sent a quick message to Tom, “thank you… Master”, before falling fast asleep without time for his rep
The men had finished up and were saying goodbye to one another. Dan, the chef who was on was also just finishing up and started flirting with me. We didn’t mean anything by it. We just both flirted a lot. As Tom was leaving I was in a fit of laughter as Dan grabbed me around the waist trying to make me eat the latest and greatest dessert he’d made up. It didn’t look amazing, but it sure tasted amazing. I caught Tom’s gaze as I realised his eyes emitted anger after seeing Dan and I. I instantly pulled away from Dan and tried to brush off the events that had just happened, without also alerting Dan why I had escaped from his embrace. I sensed Tom’s anger. Again, my phone buzzed. The men left and Claire mentioned I must have done a great job as they over tipped, $1,000.00 to be exact. I didn’t know if Tom had paid or someone else. But judging from the tip, it must have been Tom. I finished up and remembered I’d had a few messages. All from Tom. “Mmm your ass sure looks nice in that
** Tom ** Mr Caine asked for some recommendations for dinner. After reading Norm’s research on Anna I knew exactly the place to go tonight. I wanted to see her.When I got to the restaurant the manager mentioned Anna was going to serve us. That part, I hadn’t anticipated, but it made me giddy inside. The thought of seeing her. Touching her. I had waited up last night for her reply, but I gathered she had gone to sleep after she said thank you. I’m not sure whether she was toying with me by adding Master or if it meant she was into it and would agree to be mine. It wasn’t a relationship I was offering, but a sexual arrangement of sorts. I’d needed a new secretary after Bree left a few months ago. Nothing happened between Bree and I. It was purely platonic. But she had a job offer overseas and who was I to stop her from following her dreams, I was happy for her. But finding a replacement was hard work. And then Anna. I knew she needed the money and I thought it could be a win win s
** Anna ** I pulled into the garage. What a night I thought. I checked my phone. Nothing. But with how things just went I don’t know why I expected anything anyway. Mae was reading a magazine in the kitchen as I went and looked in the freezer for my go to ice cream I saved for occasions such as these. “Oh A. What happened? Did Jon call you again?” Mae queried as she saw me reach for the ice cream. Tears welled in my eyes and I couldn’t work out why I was so upset about a guy I’d just met. I didn’t respond and let Mae think I was just upset over Jon. I don’t know why I didn’t just tell her what had happened. I guess I was just sort of embarrassed and exhausted. I really hadn’t slept much over the last few nights. On that thought I went for a shower and took myself to bed. ~~*knock knock* “Miss Stuart are you home?”.I woke to someone knocking on the door. From what I recalled, it sounded all to like Slyvie. I must have been the only one home. I didn’t have classes until the afte
“Oh Ben it’s you”, I said trying to hide the disappointment in my voice. “Don’t get too excited I’m home Anna”, Ben laughed. Ben was the only one out of us that worked full time. Which was why I never would have imagined him being home early. He was handsome, and had short brown hair with a devilish smile. He was slender but still had some muscles to show off, and if he wasn’t gay I could only imagine all the girls he’d have falling at his knees. Not only because of his looks, but because of how sweet and charming he was. “I just didn’t expect you home that’s all, everything okay Ben”, I questioned trying to show my sympathy. “Yeah I just, that dude who I was sort of seeing won’t come out to his parents and I’m not ready to commit to someone who can’t tell their friends, let alone parents”. My heart saddened for him. He knew about my secret ice cream stash so we walked into the kitchen as I grabbed two spoons and we sat and ate ice cream in near silence. He wasn’t much for talkin
“Won’t. People. See. Us?” I questioned between breaths as his hand slid down my dress and cupped my breasts. He edged his leg between mine and pushed his knee into my sweet spot. “Only if you want them too”. He responded seductively. Heat rushed through me at the thought of being seen. At being caught. I trembled as he turned me around to face the wall with him pushed up against my back. His hand reached around and slid up my dress. Tracing up and down my thigh before outlining my lace panties I’d put on that morning. “These are cute”, he said as he ripped them off with one swift arm movement. Fuck! I thought. I still had two more classes to go to today. He slid his fingers over my clit. Circling. Making my breaths become shorter and shorter as he continued to kiss along the back of my neck. He reached further and slid one finger in. He moaned at the realisation of my wetness pooling between my legs. “You’re such a good girl Anna”. He whispered in my ear. “Beg me, Anna”, Tom’s
I walked into work with my extra bag and suddenly felt nervous that I’d be seeing Tom today. It had only been four days, but it felt a lot longer. *ping* “You look beautiful today, trust you slept well?” I looked around, but couldn’t see Tom anywhere. Confused and stopped in my tracks. “I did, but I’m not sure how you can see me?” I questioned. A picture of the security cameras zoomed in on me came through and I knew he must have been waiting for me to arrive. I shook my head, knowing he would also see that movement and continued to my office. “Morning Anna, have you been to the gym this morning?” Skye knocked on my door “Morning Sarah, umm no I haven’t, should I have?” “Just the bag, I thought you may have.” Skye’s cheek blushed as did mine. “I see you have a meeting this afternoon, if I don’t see you before then, good luck with your exams.” “Thank you Skye”, I smiled and remembered the meeting invite. I clicked into the calendar and read through the details to see if I h
The next two days went fast. Work was super busy, and not just because I was new, everyone seemed under the pump. Skye was still lovely, but you could tell she was stressed, as her responses were short and quick. I was glad tomorrow would be my last day for the week. I hadn’t really heard from Tom. I thought about calling him, but it’s not like he really tried to contact me. I sighed before going through the rest of my tasks for the day. An email notification popped up. It was from Tom. He’d scheduled me in for a ‘meeting’ at this fancy restaurant down the pier from the office. Can’t even call me, I rolled my eyes, and now I’m just becoming something he has to schedule in. As I looked at the email invitation, I tossed up whether to hit maybe, but instead I chose to hit decline, knowing it would annoy him. Not even two seconds later and my phone was ringing. As he chose to call my mobile and I was at work, I declined, responding that I was unable to take calls right now. And no
Focus Anna! Focus, I thought to myself. I had exams coming up. I needed to study and I really needed to just clear my head. ‘I’d go for a walk first and then hopefully my mind would be less.. cluttered’, I nodded to myself. As I was leaving, Mae popped her head out of her room. “A, where are you off to. I’m just about to go for a run, I’ll come with?” Noticing I was in workout clothes, she too was obviously needing to clear her head. “Sounds good, I can wait if you’re still getting ready?” “I just need a water bottle and I’m good to go!” M answered. We strolled the streets, jogging up and down a few of the hills. It was nice. The fresh air was just what I needed. We walked past the fancy houses not far from us and admired their gardens, Mae picked a few that were over hanging the fence and admired their fragrance. Instead of heading straight home, we decided to stop at the little coffee shop on the corner not far from us. It didn’t have much in terms of food, a few slices and
** Anna ** It’s a new day, I thought to myself as I opened my eyes to the sun glistening through the sheer curtains. It was quiet and I only imagined it was still early hours of the morning as no one else was about. I skipped to the kitchen and made myself a coffee. It appeared to be a nice day so I walked out onto the balcony and sat in my usual spot enjoying the morning light, the glistening sun. The rays beaming down on my milky skin, heating me up. It was Sunday so I’d stay at home tonight before work tomorrow. And then I’d only work until Wednesday this week due to exams. A short week, I could deal with that. I could hear someone in the kitchen, I looked through the window and could see Sylvie going about her usual morning routine. She didn’t notice I was outside. I wondered if Tom was awake yet. I sighed a little as I recalled our conversation from last night.I sat a little longer enjoying the fresh air before going in and joining Sylvie. “Good morning Anna, how did you s
Did I just tell him I’m ready or did I just tell him I know how to let him know I’m ready. If I was being honest I don’t know which one I actually meant. But it didn’t matter anyway, Tom kissed the top of my head and whispered into my ear, “you need to recover first princess, but I like your eagerness”. He really did have a softer side. He was acting like a boyfriend more and more each day, this all just didn’t make sense. I sighed and rolled my eyes, apparently loud enough for him to notice. “Is there a problem Anna?” He queried. I’d have enough of holding back. I had a sea of emotions coursing through me and everything seemed to come crashing out. “Why be so kind and caring and loving towards me..” I paused assessing his facial expressions before continuing, “when you don’t want a relationship?” He stayed silent as usual when I brought up the feelings chatter. “Am I wrong to not think there is something more here?” I again sat, assessing his face, but this time I would wait f
— Monday —I’d stayed at Tom’s for the rest of the weekend. He was… different. More caring. More soft. I refused to postpone starting this week in my new job. Frankly the distraction was what I needed right now. Sylvie had picked up a few dresses, all business attire. I picked out a mid length navy blue dress for my first day. It was simple, yet elegant. Tom had insisted on driving me on my first day. I didn’t want anyone to talk so we agreed to walk in separately. Him first. Once I was ready, I checked my makeup once more. I used concealer to hide the bruising. The scratches, the marks. A few bruises on my legs were easily hidden with a pair of stockings which fit nicely with my black gloss heels. I walked out and was greeted by Tom’s smile. “Ready then princess?” He asked as my cheeks blushed at his words. Once we got in the car, Tom handed me a small gift box. He didn’t have to get me anything, but insisted as it was my first day. It was a rose gold pen. As far as pens go,
Everyone stared at me as if in shock. “Is everyone okay?” I looked around at them. Sylvie shook her head and walked off while Norm did the same in the opposite direction. “Anna”. His voice soft. “Mae called this morning. She was worried. You left your phone.” He lingered, obviously unsure of how to continue.. “Jon is waiting at your house.”** Tom ** The last thing I wanted to tell her was Jon was at her house. But if I’ve learnt anything, it’s that I shouldn’t keep things from her. So I was honest. But I felt a pain like I was stupidly pushing her right back to him. I just had to trust she returned the feelings that I struggled to tell her I had in the first place. We hadn’t even had a chance to discuss the other night. The night with Jon. The night .. the night I had to go to far with her. None of it. I was scared. Scared to lose her. And that’s what made this all too hard. If I wasn’t worried about losing her. If I thought she was replaceable.. maybe none of this would have h
I didn’t need to be told twice. I started the car and drove. I wasn’t sure where she wanted me to go or where I was even driving. She didn’t say anything the entire trip. We had been driving for roughly an hour in complete silence. We got to the small carpark located near a little beach cove. I parked the car, not wanting to drive further. She didn’t object to me stopping. She unclipped her seat belt and in one swift move lifted her leg until she was sitting on my lap, facing me. She pushed into my lips with hers. I could feel her tears stain my face. I wasn’t use to having a female take lead. Only one other ever had. But I knew she was upset and if this is what she needed to do, I would oblige. She rubbed herself against me, my cock quickly coming to life at her touch, her smell. I could easily smell her arousal now, it was familiar. It was sweet.She continued kissing my lips. Searching my mouth with her tongue. She moved her hands down unclipping my pants as my cock sprung out.
** Tom ** I didn’t see any other way. Sarah was practically invisible. I had to coax her out. If I borrowed another sub, she’d figure out our plan. It was Anna she was interested in. Anna, who I could and would be gentle with. I couldn’t let Anna know. She had to be just as in the dark as Sarah for our plan to work. Jon kissing her, although it angered me, it created the perfect opportunity. It also proved just how interested in Anna, Sarah was. I had Norm delete the picture. I hoped she would not contact Anna again. Anna would be hurt knowing I had been with someone else without saying. I know she would. Just like I was hurt by her being with Jon despite me telling her not to let him touch her. I overestimated Anna’s strength. And I underestimated Jon. A stupid mistake. Norm had given me research on Jon. I had conducted a few business deals involving his dad. I heard he was currently in hospital. A fact I only knew Jon would use to his advantage. I hoped Anna would forgive m