"I was curious where Haley had gone! Dick grinned, observing Haley leap onto your lap and wave her tail.”Looks like Haley missed you." He said. All this was planned by him so that he could interact with you.
Dick had noticed you sitting down when he was taking Haley to the park. Knowing that Haley would go to you, he let Haley to go, giving him a reason to speak with you, since both of you hadn’t talked after your breakup. Yeah, he was that desperate to talk to you.
As he sat down on the bench beside you and rested his arm on the seat behind you, he oozed pride. "But it’s not just Haley who missed you," he tilted his head, his voice was laced with a bit of feigned poutiness.
“I missed you too” He said softly with a small sigh. “Well I was hoping we could remain friends” He added, and Dick looked at you with such longing, wanting to hold on to you, he didn’t think about friendship, no he wanted more than that. He needed to win you back.