Chapter 1

A/N The Bet idea and conversation was taken from Young & Hungry.

EDITED BY SMILEY LOVES

CPOV

I have been called a serial dater, a man whore, and a man slag a ton of times. Maybe it is true what I am called. I don't care what people call me or what they think of me. Going on one date and getting laid works for me. I never see the women again, and I get to have a good time. Being a billionaire and a CEO of a huge company limits the time I have to invest in anything else in my life. I do let a lot of things slide like my family life suffers a lot but I do try and see them as much as I can.

My mother Grace Grey is a pediatrician and is always going on about me to find a good woman and settle down, and make her some grandbabies. I always smile and tell her to give me some time, but I know deep down that marriage and babies are not on in my cards. I have shocked my entire staff this week, as I am taking three days off as my sister Mia is graduating from College. Mia has made plans for the family to be together and do all kinds of fun activities. Well Mia's idea of fun anyway certainly not mine.

I have to admit I am looking forward to relaxing by my parent's pool taking in some sun and having a swim. I never get a chance to just take it easy so I plan on making the most of it. My phone keeps alerting me that I have a text so I decide, I should see who it is from to stop my phone from constantly vibrating.

MIA: Christian I am so excited to see you for three whole days. Ana is coming to spend time with the family also, so we are all going to have so much fun. We have our bikinis all ready for pool time and I might have put a large dent into the credit card you gave me. You are the best brother ever love you.

I know I should not have given my super spoilt sister a credit card, but I never want her to be without anything. I am not shocked to see that Anastasia is coming to spend time with Mia and the family. They have been inseparable since they met on the first day of college. I remember when Mia brought Anastasia to dinner at my restaurant after their first year finals. I have to say I have never looked at a woman like I look at her. I can honestly say all of the men who were at the restaurant that night where drooling, and their eyes where popping out of their sockets. I had prejudged her as I thought she was just a hot piece of ass. I was wrong she is intelligent and witty and she has such an infectious personality. I can see why Mia is so fond of her. Elliot was the worst he was like a horny dog but that didn't last. He said spending time with her and getting to know her, she felt like another little sister to him. I don't know why but a part of me felt relieved that Elliot felt that way about her.

Three years later and I still can't get my head around why I never wanted Elliot to hook up with her. I decide I should text Mia back as I never usually respond to my family's messages.

Christian: You deserve it kiddo you have worked so hard the past four years and I am so proud of you. I will see you at Graduation tomorrow. What a shock that Anastasia will be joining us. I gave you that card in good faith please do not abuse it too much. I hope you bought yourself and Anastasia outfits for tomorrow treat yourself on me.

I know I know I shouldn't back track with Mia but I want her day to be special, and I don't mind buying Anastasia an outfit. I rather look forward to seeing what she is wearing. I already have Miss Jones my housekeeper getting my best suit ready. I think all men have that one outfit that make woman get all hot and bothered for you. I have decided to wear it tomorrow as I know there will be hundreds of woman at the ceremony. I might as well show them the goods while I am there it's only fair.

I receive a picture message from Mia and I am drooling. It's of Anastasia in the dress I bought her and wow just wow. She looks like a hot goddess, she will be turning some heads tomorrow wants she takes her cap and gown off. Which makes me think about what she would look like without clothes all together. Now stop that right now, I have been over this with myself now for three years Anastasia is off limits no matter how hot and irresistible she is. I decided to call one of my regular lays as I need to have a release, and I will stop this Anastasia nonsense.

What the fuck is all I keep saying to myself. That crazy bitch is yelling at me while she is leaving my apartment. I couldn't get my cock to cooperate that never happens. He is always standing to attention, when there is a wet pussy waiting for him. I am putting this down to stress or tiredness or something as this shit isn't normal. I try and distract myself from thinking about this by going over some emails. I get distracted when I see Anastasia's picture was saved to my phone. Looking at it makes my cock come alive and I am fucking screwed. My cock seems to have taken a liking to her and I hope he doesn't only want to get hard for her. I will be screwed and not in a good way. I am that tense that I decide to rub my cock while I look at her. I know it is wrong but it feels so good to think of her while I do this. I am the hardest I have ever been and it hurts. I know I have to satisfy him myself. I am pumping him so fast and hard that I actually think it will fall off. I cum so hard that it flies across my table, I have never felt this satisfied and sated after masturbating. I hope this is just a fluke because if my cock is now only wanting Anastasia I will be jerking off alone, until he sees sense which fuck knows how long that will be. I decide to have dinner and have a work out before going to bed. I want to look fresh tomorrow for Mia's big day

" No you fucker you want to look good for Ana." Grr please brain switch off. Stop thinking these things I can't have Anastasia end of discussion. Oh great now I am having a conversation with myself. I don't get that much sleep as my brain and cock keep messing with me. I am hoping that when I see her tomorrow it will all be over and my body will be back to some sort of normality. I dream of fucking her all night which make my cock far too happy when morning comes. I have no choice but to ease the hardness and whack one out thinking of that delicious brunette. After playing with my cock for far too long, I manage to shower get dressed and have a quick breakfast. Taylor my driver/bodyguard is already waiting for me at the elevator when I am ready to go. He is driving me to the college today as I am going straight back to my parents' house for dinner afterwards. I will stay there for the next three days. I already had my bags sent to Bellevue so I am all set up for when I get there.

As we pull up to where the graduation ceremony is taking place. I notice it is so crowded and part of me is happy that a lot of people don't actually know who I am. If you're not in the business world or restaurant owners, I am unknown to the public which I enjoy. I get out of the car once Taylor has parked it. He will stay with me until I get to my parents' home. He will have three days with his new wife Miss Jones. I walk towards the entrance of the hall when I see Anastasia before I even notice anyone else. It is like we are the only two people in the world right now. She looks so beautiful in the dress that I bought which makes me so much more hot for her. I wonder what else I could get for her to wear. Down boy I calmly say to my cock as he is twitching all over the place. Mia catches me off guard and jumps into my arms. Talk about a mood killer your sister ruining a perfectly good fantasy. I hug the rest of my family and I even get a hug from Anastasia.

" Thank you for the dress Christian I love it makes me feel hot" she whispers into my ear before being dragged off by Mia. This is going to be a long three days I don't think my cock can cope.