Steve:
Go-karting: Steve and you were looking for something fun to do, that he hadn't really done before. You remembered how much you enjoyed going go-karting with your friends in college, and thought that maybe he would enjoy it too. You two both had a great time, and enjoyed some serious competition. In the end though experience won out and you kicked his super soldier butt.
Bucky:
Ice Skating: You go skating with friends any time that you can and you decided to invite Bucky to join you guys. He was nervous at first, since ice skating was not exactly one of his talents but agreed to go anyway. When you got to the rink your friends were already there with their skates on and two pairs ready for you and Bucky. He slowly put his on trying to stall before you eventually dragged him onto the ice. Once he was on the ice he was all over the place, and clearly had no idea what he was doing. Bucky ended up falling down more times than you could count but after the first time you both ended up finding it funny and had a great time.
Pietro:
Leaf pile jumping: You love to walk around in fall weather, and one day while you were out with Pietro you walked through a park and noticed a bunch of kids jumping in piles of leaves. Pietro saw how you were smiling at the kids having fun and decided the two of you should join in. He grabbed your hand and pulled you towards one of the piles, then he smirks at you before running off to dive in the pile, you laughed at him for a second before following suit. In a few minutes you were both laughing and had some great new pictures of each other.
Loki:
Flour fight: You had taught Loki how to make multiple different meals and now you decided to teach him how to make cupcakes, mostly because you wanted to eat them. After they were done Loki wanted to be the one to frost them, and you were happy to let him. You were watching as he focused so intently trying to make each one perfect and then you noticed the bag of flour on the counter and grabbed a small handful and tossed it at the back of his head. When he felt it he turned around slowly to stare at you, you smiled sheepishly at him, then he smirked at you and said 'it's on' before reaching to grab his own handful of flour and then an all out war began. An hour later you were both laughing on the floor and the entire kitchen was white.
Clint:
Face masks: You were not originally planning on doing this with Clint, but then he started to make fun of you. After a few jabs you decided to grab some of the mask cream and then when he wasn't expecting it you grabbed his face with your clean hand and with the other you started rubbing the mask cream on his face. Less than a minute later you were both laughing hysterically at each other, and he decided to let you finish putting a full mask on him.
Thor:
Boston Marathon: You and Your friends like to make the trip to Boston every year to run the marathon, not trying to place or anything, just bettering your physical health. Thor asked why you were going away for a few days and after you explained he asked if he could go and run with you. You loved the idea and Thor got really into training with you. When the actual marathon came around Thor brought your group a lot of attention and he got a "little" too competitive, but all-in-all you had a lot of fun.
Tony:
Beer pong: Some would say it's a little juvenile for two grown adults but it's you and Tony so it's not that surprising. Tony found an old ping pong table at his home Malibu and had it brought back to New York, apparently he thought ping pong would be a fun game when he as having a hard time making a breakthrough in the lab. When he got it though you guys both thought it was a good idea to break it in with a game of beer pong, which turned into four and you both getting hammered.
Natasha:
Paintball: Nat and you both loved paintball, however you had always been with your friends, and hadn't been with each other yet. One day you decided to go together and Nat somehow managed to get the entire range rented out for the day (you didn't ask how). You had a lot of fun together and ended up at the range for hours. Nat of course won, but she was not the only one to get a shot in.
Wanda:
Thrift Shopping: Since you and Wanda like to explore the remote corners of the city you tend to find some of the greatest random shops. One day you were exploring and stumbled across an adorable little thrift shop that was nearly empty customer wise. Product wise you found some of the greatest over extravagant clothes imaginable. You both decided to grab armful of crazy hats and dresses to try on and show off to each other, and you even put on some music to add a montage feeling.