** Tom ** Anna was seriously haunting my thoughts. I’d never thought about a girl this much. I had a few business meetings out of town and a few.. girls I’d been with before lived down this way. I wanted to clear my head so I arranged to meet up with them. I’d never been a one girl kind of guy. I’d have a sub, but I was free to do as I pleased. As was she, with my permission and a promise to fill me in on all the details. The thought of Anna being with anyone else made me jealous. But it also made me hard as fuck. I’d make her scream my name as she told me stories. I’d give her quests. Mmm I had a lot to talk to Anna about. “Hello handsome, what are you thinking about?” Jess approached me with a whiskey in hand. She’d been one of my first subs, but decided she actually preferred being a dominatrix. We still caught up and would test the boundaries, usually inviting a few other people along to join in. This is just the distraction I needed. She handed me the glass before grabbing m
** Tom ** Everyone exited the hall. It was some time after that Anna finally appeared. I grabbed her from behind as she jumped. She looked angry, but I soon realised it was jealousy. “Left the ‘guys’ to come see me did you?” She rolled her eyes. “Anna, does me being with a girl make you jealous?”. I waited for her to answer, but it was obvious I knew what it would be. “I guess we just hadn’t spoke about.. what me being..”, she moved closer as she continued, “your sub”. The last bit said more quietly. “I just.. are we exclusive?”, she blurted out. “Anna, I thought the agreement was quite clear. We can be with other people. You just need my permission first. And you’ll have to give me details of all and any encounters”. I said sternly. “Well fine. I have a date tonight, if you don’t mind. We’re going to the movies?” She questioned even though she’d clearly already made the plans. I thought about it. It made me a little jealous. But maybe I could give her a quest. “Only if you
“Just the table at the end Anna”. Tom pointed to a table with some glasses and some piles of paper and a gold pen. “I thought we could go over your contract first for the position”. I nodded taking the bundle of paper from his hands. The rate of pay was now $200. My eyes widened. “Umm Tom, this is way more than before, did you make a typo”. “No Anna. That’s the rate you will be paid. If you accept.” The rest of the terms seemed the same. I’d start at 9 and finish at 4:30. On days I had class I would be expected to work around them and I was able to take off one day every fortnight for study purposes. During exams he would make alternative arrangements and there was a review set for one month, three and six. I returned to the first page and noticed the position was changed to personal assistant to the CEO. I’m guessing the CEO was Tom. “Wow Tom. This sounds.. really great. I just, you sure I’m really worth that much”. “No Anna, you’re worth much more. But I don’t think you’d exce
I slipped on some sandals before checking myself out in the full length mirror. ‘Cute’ I thought. I raced downstairs to see Sylvie and Tom in what appeared to be a somewhat heated discussion. “Oh Anna, you look delightful.” Said Sylvie interrupting whatever it was that Tom and her were discussing and drawing Tom’s attention to me. “Yes. Yes she does”. Agreed Tom. Sylvie left the room while Tom pulled me into an embrace. He kissed my forehead before kissing my cheek. He moved quickly to my neck sending tingles down my spine. “I can’t wait to hear how you get your date off tonight. But don’t let him touch you Anna. Your orgasms are only for me”, he said both playfully and stern. “I can drop you off if you like. I’ll pretend to be your Uber”.I thought. Mmm.. “can I kiss my Uber driver?” “I’d expect nothing less”, he answered playfully. I was so nervous. Not for my date. But because of my quest and also, the thought of telling Tom about it afterwards. I didn’t have class tomorro
We pulled into the car parking close to the lifts. Tom came around and opened my door. “I hope you’ll give me 5 stars.” He joked. I laughed before taking his help to step out of the car. He closed the door then pushed me back into the door. Standing so close I could hear how heavy his breathing was. I could feel his warmth. “You succeeded with your quest I gather by your dates satisfactory look?” He questioned. “I did”. I responded. “You did, what”, he repeated, implying I’d forgot to say something in particular. Like I’d not used my manners. “I did.. Master. I fulfilled my quest”. He moaned at my words. “Good little whore”. He whisked me towards the lifts, as he lifted me over his should. “Put me down!! I can walk!” I pleaded. “Mmm that’s one”. He warned. I re-thought my words. “Please put me down Master?” I apologetically pleaded. “No.” Was all he said and I knew there was no use arguing. He took me up to his room. There was a chair at the end of his bed. He took off m
Mmmm, the smell of waffles broke my sleep. It was morning. I stretched out as I realised I was alone in this massive bed. I just must have fallen asleep last night. I quickly jumped up and ran towards the shower, turning on the taps at just the right temperature. I jumped in and my skin stung. Where Tom had whipped me last night the skin had broke in places and the water caused it to sting. I sighed before biting the bullet and quickly showering. I didn’t have any clothes in here so I just grabbed Tom’s robe and threw it on before heading downstairs, following the smell of sweet waffles and freshly picked strawberries. “You’re up”, Sylvie popped her head out behind the fridge. “Oh good morning Sylvie I umm.. I thought..” Sylvie interrupted guessing what I was going to say. “Tom had an errand this morning so I thought you might like some breakfast, waffles are my favourite.”“Mmm, mine too”, I responded happily. It was 9:30 and an alarm went off. “Tom also wanted me to make su
I got home just after 2. A car was waiting in the driveway. It was Jon of all people. Seriously! I thought. Tom had made it easy to forget about Jon. To forget the heartache. Why the fuck was he here. I spoke before he had a chance to. “Jon, you’re getting married in less than a month. Why the fuck are you here?”His face sad at the realisation I was not happy with his presence. “It’s been called off”. “The wedding. It’s been called off.” He repeated. “I heard you the first time.” I yelled back at him. I continued walking into the house ignoring his presence. "Are you going to invite me in at least?" he questioned. I rolled my eyes. "If I have to". I left the door open as I went to the kitchen searching the fridge for something to eat. I pulled out some blueberries and casually started eating them still ignoring Jon who was eagerly watching me. Waiting for me to come begging like I usually did. "You've changed". He broke the silence, obviously not getting my hint that I prefr
** Tom ** I felt bad for leaving Anna without saying goodbye this morning so I wanted to surprise her. Her necklace had come off during our time with one another last night, so I could simply say I was returning it, when truth be, I just wanted to see her. I'm not the only one here, I thought as I walked down the driveway towards the front entrance. I stood in the door way and there was Dan trying to explain why he was here. Oh Anna, how sweet she looked. She was standing in an annoyed fashion. Arms crossed in front of her chest. Her legs standing straight. She seemed annoyed, and I felt like this was going to add to that in 1... 2... 3.. *** Anna *** Honestly. what a fucking day. I just wanted to go back to this morning and wish I remained in Tom's bed all day. I had to work Friday and I knew Dan would be working too. It would be my last shift. But fuck! How was I even going to be able to look at him. What kind of person am I. *Click* My door closed and I didn't need to remove