Disclaimer: Still don't own the characters

A/N: Please be open minded with the way I am steering Rory. I promise that it will all come together. Enjoy :D It is after midnight and I have to be up for church in the morning, but this chapter just had to be written. I still feel like it is missing something, but I am sure the next chapter will have it in there. I am just too tired to write anymore tonight. As always, please review with your thoughts and constructive criticisms. Thanks!

Chapter 5

Rory sat there staring at her phone. She was sitting in her old bedroom, the one with her twin size bed and Yale paraphernalia scattering the walls, and she felt the walls closing in on her. She knew she could not stay here. She just couldn't live in her mother's house, in her old room, and prepare to have a baby. Finally she picked up the phone and pulled up the familiar number. Three rings and the call connected.

"Hello, Rory, is that you?" She heard her Grandmother on the other end of the line, and then her picture came into view. She had introduced Emily Gilmore to FaceTime a few months ago and it was now her preferred mode of communication "Is everything okay? You don't look well. Have you been sleeping? And please tell me you are eating well, that diet of you and your mother really makes me worry sometimes, I honestly don't know how the two of you don't weigh 300 pounds." Emily continued on in one of her classic rants and Rory just smiled and waited for a moment to jump in.

"Hello Grandma, yes I am fine and don't worry, I have been eating a lot better lately. In fact last night I even ate a salad without anyone forcing it upon me!" Rory smiled proudly "But I did not call you to discuss my eating habits nor did I call for you to worry about me. I called because I have a huge favor to ask of you." She smiled her sweetest smile and gave her Grandmother an opportunity to respond.

"What can I do for you dear? You know that you're my favorite granddaughter and I would gladly do anything to help you" Emily smiled matter-of-factly and gave her granddaughter a moment to respond.

"Well, it is a really big favor, like pretty much the biggest favor I have ever asked you for and probably the biggest favor I will ever ask you for." Rory took a deep breath and then just jumped feet first "Can I move into your house in Hartford? I know you have moved to Nantucket and you planned on selling the house, but I just can't stand to see it sold nor can I stand to see all of you and Grandpa's things sold in an estate sale. I want to live there, I want to be able to sit in his study surrounded by his old books and take in the rich smell of the mahogany and cigars, and I want to eat dinner in the dining room that we had so many family dinners together at. I want to be surrounded by all the memories of parties and get-togethers that we had over the years. I know it is a lot to ask, and I understand if it is too much. But I can't live here Grandma; I just can't live here in my mom's house, in my old room, and pretend that everything is ok. I just can't." Rory paused for a moment and took a deep breath and waited for her Grandmother's response.

"Of course you can Rory!" Emily responded immediately with very little thought to the request "I will call the real estate agent immediately and get it taken off the market. I haven't been able to go through with the estate sale yet. I just couldn't stand to see all the stuff sold off." Emily took a breath and wiped the tear from her eye as she thought about the large empty home that she had lived in for 50 years. She didn't really want to sell it, but she knew Lorelai would never move in there, and she hadn't thought Rory would want to either but the thought of living there without her Richard just didn't feel right. "After I get off the phone with the Real Estate company, I will get the staff set up for you as well. That is far too much house for you to take care of by yourself, and I simply won't hear of you not having at least two maids and a cook. That my dear will be a deal breaker." Emily stated resolutely, leaving little room for Rory to argue with her.

"Okay Grandma, if you insist and it is a deal breaker, I will not argue with you." Rory laughed as she responded. Normally, she would argue, saying she didn't need a maid or a cook, but the truth was, she did. She was pregnant and single, she would need someone there to help her; besides, she had absolutely minimal cooking skills and she knew she needed to eat more healthy since she was now responsible for the health of this tiny human as well.

Speaking of the tiny human, she had not shared the news with her Grandmother yet that she was expecting a child. She had been nervous about telling people, but she knew that she had to tell her and she had to do it early, before she had an opportunity to find out from someone else. Rory knew that would crush Emily, she had seen time and time again over the years the way her face would fall and then her back would stiffen and all emotion would leave her eyes every time she heard about any of Lorelai's big life events from someone else. Rory couldn't do that to her, she was too important to her and she had always been there for her, supporting her in the way she knew how. This was the perfect opportunity to tell her. She took a deep breath and exhaled. "Grandma, there is one other thing I need to tell you. I don't know how you are going to react, but I don't think you are going to be too happy with me. I have gone and made a mess of things Grandma, a complete mess." She started to cry but took a breath and pulled it back, in the way that all the women in her family were able to do.

"What is it Rory?" Emily asked concerned "I am always here for you, you know that. Whatever it is, we will figure it out." She had changed since the day Richard had passed away, she had reflected on all the mistakes she had made in her relationship with Lorelai and she was determined not to do the same with Rory. This was her second chance.

"Well Grandma, a few years ago I started seeing Logan again." Rory tentatively started. Her Grandmother knew full well that Logan was engaged and had been in a relationship with Odette in the couple years prior to that. "We have been having a secret affair for the last almost 4 years. I ended things about 3 months ago once Odette moved in with him, but the night I ended it. . ." Rory paused for a second, she knew it was too late to back out now and she just charged forward ". . . the night I ended it, he got me pregnant. I took the test last week and went to the doctor today and it was confirmed." She reached over and grabbed the ultrasound and held it up "This is your great-grandchild Grandma." She looked into the screen of her phone and watched the emotions cross her grandmother's face; she wasn't sure what to expect next, but she waited for Emily to process the information she had just thrown at her.

"I guess we will have to add a nanny to the staff as well then." Emily stated, still trying to process what she had just been told. "Have you told him yet? If so, what did he say, if not, are you going to? You know Hartford society is very small and it will get back to him eventually." Emily told her, trying to be practical in the situation.

"No Grandma, I haven't told anyone yet other than you and Lane; and, we won't need the nanny for another 6 months." Rory responded, slightly surprised at her grandmother's calm reaction. "I know I have to tell him, but he is in London and he is engaged, and it is a big mess. It would be a society nightmare. Can you imagine the ladies at the DAR once they get ahold of this tidbit? You don't think they will kick me out do you?" Rory hadn't gone to a DAR meeting in quite some time, but she enjoyed the connections it brought and she had always planned on attending them again, once she was a bit older and more established in her life.

Emily looked shocked "You mean you haven't heard? Logan called off the engagement about 3 months ago. Apparently he found her in bed with another man when he came home unexpectedly. They tried to keep it quiet, but you know how it is, there is no keeping that one out of the gossip mill." Emily thought about the timeline quickly in her head. "In fact, if you do decide to tell him, which I am not telling you that you have to do, the timing would be perfect. You two could tell everyone that after his engagement was called off the two of you ran into one another and the old flame rekindled, but you knew it wouldn't be proper for him to be in a relationship so quickly after a failed engagement so you were keeping it on the down low." Emily was quite proud of herself for thinking so quickly on her feet, but she didn't want Rory to think she was trying to take control of the situation. "How you handle it though, dear, is completely up to you."

Rory's stomach dropped. Logan had been single for three months and he hadn't called her once. To her, the writing on the wall is pretty clear. "I hadn't heard that Grandma," Rory sighed slightly and pinched the bridge of her nose before continuing, "you are right though, if I do decide to tell him and we do manage to work it out then we can definitely avoid such a big society scandal." Rory covered her mouth and yawned, she had been exhausted constantly and she knew it was just going to get worse the further along she got. "But I am really tired Grandma, I think I am going to take a nap before dinner. Do you think it would be okay for me to move into the house tomorrow? Is that enough time for you to get everything in order?"

"Yes dear, tomorrow should be fine." Emily responded. Then she thought of something Rory had said earlier "Rory, darling, did you say earlier that you had only told your friend Lane about this? Does that mean you told me before you told your mother?" Emily was beaming.

Rory laughed a small laugh and shook her head. She had wondered if Emily had caught onto that little morsel of information. "Yes Grandma, I told you before I told mom. I had confided in her about the whole Logan situation a few months ago, and she was not exactly happy about the situation and made her feelings very well known. I am not sure how I am going to tell her, nor do I know how I am going to tell her that I am moving into the house in Hartford. You know she has always wanted me to stay far far away from Hartford Society." Rory sighed and laid her forehead on her hand and then looked back at her Grandma. "I am really very thankful for you Grandma, I don't know what I would do without you. I know that mom ran away from that life when she had me, and I had a great childhood and she was a great mom, but we struggled so much more than we had to and that isn't the life I want for my child. If I have the ability to let them grow up without having to worry about having enough money for the things they need, I don't want to; but I know she isn't going to agree with my decision and we both know how headstrong and opinionated my mother can be, especially when you disagree with her. I don't know what to do Grandma, I really just don't know what to do." The tears started falling from her eyes and down her face again, and she used the sleeve of her sweatshirt to wipe them away.

"You could always just leave her a note and leave while she is gone." Emily replied, tongue in cheek with a wicked little grin on her face. She got the response she had wanted when she saw the smile on Rory's face.

"You're too much Grandma. I love you." Rory responded with a smile on her face. "Just one more thing before I go though. You know how Grandpa insisted that I do a double major and include business as a fall back in case journalism didn't work out for me? Well, obviously the journalism thing isn't working out too great and I really need to think about how I am going to support this child if Logan isn't around; so, I was wondering if maybe you could put me in contact with someone from the Gehrman-Driscoll Insurance Corporation? See if they could maybe give me a job?" Rory knew she had been asking a lot of her grandmother today, but she also knew that Emily Gilmore would make sure that she was taken care of.

"Of course dear, I will make some calls today. We will get you something that pays well and with you being a Gilmore, I am sure you will succeed there." Emily was so proud of her granddaughter and so happy to see her coming back to the life that Lorelai had taken her away from 32 years ago.