Anna was just like any other girl in their early twenties. Heart broken. Studying at university. Living in a house full of friends. She was just vanilla. Simple. Until Tom entered her life. A self-made millionaire who had a desire for certain fantasies.
Before Tom, Anna only ever compared things to her first love, Jon. But now things were just getting interesting for this young woman. Interesting, passionate and chaotic.**Anna**This was the last time I would cry over a pathetic boy. And not just any pathetic boy, but one boy in particular. A pathetic relationship. Or excuse for one if you call it that. I’d spent years going around in circles with Jon. It’s time I put myself first. It’s time I focus on my needs and explore what’s out there.Tomorrow, I’ll be 21. No more crying. Just fun.“Anna, we’re going to find food! You coming”. It was Mae racing through the house finding where she’d left her wallet and phone after our party last night.The house was in all sorts. But that’s to be expected when you live in a house with four single girls.. well three and Ben. Although he was more girl than guy sometimes anyway.“Yeah, I’ll be right out”, I tried to cover my voice after just spending the last hour I would ever spend sobbing over Jon. I fixed my sandy blonde hair running my fingers through it and washed my face before racing down to meet Mae.“Don’t tell me you spoke to him again”, a frown followed Mae’s face as she noticed my eyes. “Get in, I’m driving, there’s this cute place on Mary and heaps of hot guys are there this hour”.The car trip was quiet. The hangovers were taking their toll. Mae sang along to the newest hits. She was the most promiscuous one in our group. She was also gorgeous with highlighted blonde hair that just went past her shoulders, naturally tanned skin and killer legs. She could have any man she wanted, but she preferred married ones. It was something we didn’t agree on a hell of a lot. But she’d been my friend since we started college and I wasn’t going to throw that away because of who she chose to sleep with.The cafe was a short car trip away. It had that hipster vibe that seemed to be the in thing right now and Mae wasn’t wrong. There were tradies everywhere.“Best way to get over one is under another, A”. Mae would usually call me A, and I would call her M in return. A sort of nickname we had for one another.“Honestly M, you’re worse than a guy sometimes.. I swear sex is your answer to everything”.Mae laughed. “Sex is the answer to everything. Mmm check the guy with the bucket hat, he’s totes checking you out. Fuck grab his number A.”I’d do no such thing. I wasn’t against sleeping with randoms. I was just shy.We sat down at a quiet table in the back outdoor area of the cafe. From here we could see the food menu, and the male population dominating the cafe. I caught myself checking out the muscular man with the bucket hat. And in that instance, we locked eyes. I felt my cheeks turn bright red as I quickly darted my eyes back in Mae’s direction.“you guys were practically eye fucking, you could always go out the back and get one off”. Mae was unreal. I swear she should have been a guy. In the bedroom, she’d have to be the dominate one.“Oh A, can I have your phone? I’m downloading tinder”. It wasn’t a question more of a request. She grabbed my phone from infront of me and started making a profile.“One Cap and a latte”, the waitress put our coffees on the table and as I took a sip, the muscular man with dark features and killer eyes slightly hidden under his bucket hat approached.In the midst of taking a sip and feeling the hot liquid travel down my throat, I almost choked as this man came over to ask for my number.Mae answered for me straight away.“I’m Tom anyway. I saw you guys when you walked in. Quite the meat fest of a morning so you made quite a stir when you pair walked in”.“Oh”, I blushed unable to say anything more as the shyness crept over my face.“Anyway, I gotta go. My mate was checking you out”, he directed to Mae, “so maybe we can set up a double date some time?”. I nodded as he half ran over to his vehicle obviously running late as his mate gave a wave to Mae from the drivers seat.“Double Date A! You know who’s getting laid soon”.Our meals arrived a short while later, together with Ben and Emily, our two other housemates. They left before us to organise stuff for tomorrow.“Perfect timing, they’ve just gone back to get yours Ben. Em, they didn’t have the waffles so I got you the pancakes”.Em wasn’t disappointed in any event. We all sat and ate our brunch while discussing the goings from last nights party and getting excited for tomorrow’s party.I checked my phone to see if Tom had messaged yet. I don’t know why I was expecting anything so soon. But like Mae had said, the best way to get over a guy… I got a little too excited at that thought and hoped no one noticed my cheeks slightly blushing. He had such a deep and domineering voice I thought to myself. Arrr! I had to brush these thoughts away before I got too excited.“Fuck, you look killer A”. Ben and Em nodded in agreement. Mae had chosen this gold dress that sparkled. It was full length with a giant split on one side. The neckline plunged down exposing my large breasts which I usually tried to hide, and the straps were made of gold chain which matched the gold heels I wore. It was backless, and it was difficult to wear a bra so Mae used some tape to ensure I didn’t fully expose myself. Em grabbed this choker chain which matched perfectly with the dress and also diverted some of the attention away from my breasts. My makeup was heavier than I’m use to and my hair had been curled with an iron making it less beach like than usual. I did look killer. This wasn’t usually how I dressed, but I was 21 today so I made an exception. “Thanks everyone”, I voiced. “Now let’s get fucked up”, I cheered as we all rose a shot glass Ben had poured with tequila. We got to the club where a section had been tapped off for my birthday. A few of my cousins were th
** Tom ** It was 4:00am. I swapped my usual attire for a high vis shirt. It’d been a while since I was actually on site. The new development had been going along well and I wanted to see how it was progressing. I also wanted to make sure the workers were happy. Something I felt was important. Before I built this company up, I was on the tools. A few good investments landed me here. But sometimes I missed the tools. Brad was my best mate, and supervisor for the site. He would be here just after 4:30am. He’d been my mate ever since we were kids. Unlike me, he’d made a few poor investments. He had a family though so I tried to help him out and gave him this job. Not that he wasn’t qualified. He just had to stay sober. We got to site and I walked around. Meeting some of the workers and checking out their progress. It was going super well. This was one of my more successful developments and would turn a 7 digit profit “Alright, smoko lads”, Brad yelled across the level we were curre
**Anna** Ouch. The thought crossed my mind before I even opened my eyes. I was trying to re-call the events of last night when my eyes opened and I couldn’t recognise where I was. I noticed I was wearing a men’s shirt. “Oh no”. The thoughts escaping my mouth. Tom was standing in the doorway eagerly staring at me like he did. I didn’t know if he wanted to eat me or… just liked to stare. “Hi, morning umm.. did we.. oh gosh. Was I?..”Before I could finish my train of thought Tom spoke. “I brought you here last night as you were really drunk and passed out before you could tell me where you lived. We didn’t fuck.”. I felt a tinge of disappointment but also a wave of relief at his firm words. “Sylvie my arr house maid helped clean you up. I didn’t have any clothes for you so I just put you in one of my shirts. I slept on the sofa”. He added before I could voice my next question. A house maid! Who the hell was this guy. I didn’t realise Tradies were that well off. It must be his par
“Anna, I want to talk to you about something. You don’t have to say anything and if you want to I’ll have Norm drop you home once you’ve heard what I have to say”. Curiosity and nerves filled me. Why was he being so serious. Why did he look soooo sexy. I remembered touching myself in the shower only moments before thinking about this man that I’d only just met. “Of course, what did you want to talk about Mr serious”, I spoke back. He closed his eyes as if I had just insulted him and when he opened them I swear they were darker. “Anna, take a seat”, he ushered next to him. “Can you keep an open mind Anna?” He questioned. My first thought was, he’s married. I nodded for him to continue. But what came next shocked me. “How much do you know about dominant and submissive lifestyles?” He questioned while trying to see the reaction on my face. This was not what I expected him to say. This was stuff from books and movies. While it made me intrigued I’d never imagined meeting someone wh
**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
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