yes, they would share umbrella with glasses girl and she would ask yamada to meet with her. before meeting her, yamada met akane and she drew her game avatar on his hand. then yamada met the girl, she confessed, and of course, rejected. She then saw the drawing of akane's avatar and asked him if he likes her and he answered, yes. next chapter, the guild members met and had dinner but yamada wasn't there, akane was drinking, and when yamada arrived, akane was drunk and he took her home (chapter 40), by the end of this chapter, they confessed to each other.
chapter 41 was released recently, akane was talking with her college friends and shared that they're dating now, later that day, she met with yamada at the train station and by the end of the chapter, akane asked if they can hold hands (? not sure if she asked him, can't understand japanese), and he offered his hand and the end panel was them holding hands).