In Naruto Shippuden Ending 7 - Long Kiss Goodbye, tells about the relationship of Asuma and Kurenai. Sakura and Ino was in the ending as well as Naruto and Shikamaru. It seems that Kurenai was paired with Asuma, Sakura with Naruto and Ino with Shikamaru.
Fillers - Part IEdit
After Sakura sits next to Sasuke, Ino sits behind her, actually sitting next to Shikamaru. She and Shikamaru have a small conversation about why girls like Sasuke before Ino and Shikamaru were placed on the same team. They did not know why at the time, but this was because their fathers had formed a legendary team called Ino-Shika-Cho. At first, Ino and Shikamaru didn't seem happy being on the same team, with Ino disappointed at not being on Sasuke's team, and Shikamaru having fun teasing her for it. But having grown up together, they quickly settle into a somewhat antagonistic friendship. With the lazy, snarky, and calm Shikamaru having to deal with the hotheaded and assertive Ino.
Fillers - Part IIEdit
Hidan and Kakazu ArcEdit
When Ino saves Choji from a fatal blow by Kakuzu, she is soon captured and almost choked to death along with her teammate but was then saved by Shikamaru and Kakashi.
Big Adventure! The Quest for the Fourth Hokage's LegacyEdit
In Episode 171, when Ino gets knocked out by sleeping gas, Shikamaru is the one to catch her. He still held her when the group had to hide on the cealing. He carried her until it was okay for her to walk on her own again.
Adventures at Sea ArcEdit
In Naruto Shippuden episode 239, Ino's father; Inoichi is worrying about Ino because she is seem so preoccupied lately due to the news of Sasuke's affiliation with the Akatsuki. Inoichi sees through Ino's trouble of her feeling about love and not knowing it was Sasuke, Inoichi thought it was either Shikamaru or Chouji. Wanted to know, Inoichi ask Ino between Shikamaru and Chouji, who will she pick to go out with. Ino was then angry about it and complained it to Shikamaru and Chouji. After Ino's complains, Shikamaru is glad to hear that Ino is over with the news of Sasuke.
Shinobi World War ArcEdit
In episode 306, during the firework display to honor Tsunade on becoming the Fifth Hokage, Team 10 is seen catching the water balloon in the festival. Shikamaru and Ino caught the same balloon. The balloon then falls into the water and the firework display begins. They can be seen smiling and watching the fireworks together.