Back Story:
Thanksgiving
Logan and Rory met when he was a sophomore in high school and she was a freshmen. They became fast friends but stayed away from getting together too afraid at the time of ruining such a great friendship. However after a few years Logan finally gave into his feelings and asked out his best friend of three years on a proper date to their favorite restaurant The Melting Pot. She of course said yes and they enjoyed a relationship of dating for a good four years. They had their up's and most certainly down's just like any other couple but managed to get married on August 24th (which was the first day they met all those years ago).
Rory had also developed a rather close relationship with Mitchum and Shira due to Lorelai and Luke being rather busy with April and the twins they had when Rory had just gotten together with Logan. Lorelai had never really warmed up to Logan so it was easier for Rory to just live with a set of parents that approved of her choices and were willing to listen to her as well.
Logan had two siblings one older one younger, and he was rather close with both of them. As is Rory due to her actually meeting his younger brother (Seth) before she met Logan. Then there was Benny the oldest who Logan trusted with his life and Rory trusted with the relationship that Logan and her had. He was also the first one to know that Logan wanted to propose, and helped set it up.
The year before they got married Rory had decided to start writing letters almost daily and most importantly around special days to let him know how much she cared and appreciated him. It did improve his mood greatly though whenever he was having a rough day.