Techno: you had been staying in a cabin not too far away from him. He had walked past a few times, offering to help you expand your house. You said no. Every time he walked by, he would offer to help expand. Every time, you refused. It went like that for a few months before you invited him in for tea and some help moving things around.
Dream: you were exploring and ran into Dream training. You watched for a bit before he asked if you wanted to learn. You said yes, grabbed your sword, and stood in front of Dream. For about two hours, he trained you. It went on like this until you finally beat him at a match.
George: he ran into you while mining again. You said you were looking for iron, and George was looking for copper. You two stuck together for the rest of the day, talking about whatever came to mind while mining.
Sapnap: he felt obligated to repay you for the apple. So, he was walking through the forest, gathering materials to repay you with. He ran into you while you were resting by the river. He gave you some of the materials and made small talk while you rested.
Tommy: it was unspoken, but everyone could tell you two were becoming close. You two would meet up at the beach before sunset, and leave before 10. You two didn't really talk, but it wasn't an uncomfortable silence, it was peaceful.
Tubbo: he was outside with Micheal, watching Michael play in the snow. That's when you came by, bleeding from the arm. You asked for some help and he invited you in, fixing your wound and making some tea for you. You two talked for a while.
Ranboo: he was trying to find you so he could return your umbrella. He ran into you in the Nether, making small talk and returning the umbrella.
Bad: you bumped into him again while he was walking around near the river. You apologized and gathered a water bucket, talking for a bit before you had to leave. Bad still thought you we're a bit strange.
Wilbur: he bumped into you while he was on a walk. You apologized and handed him an apple. He asked how you were settling in and you said you were settling in perfectly.
Karl: he was in the 2030's, just exploring, when you bumped into him, making him drop a few things. You apologized and helped pick his stuff up. You stayed around him for a while after that.