Pacifica: A picture of you making her laugh, to the point she fell off the couch, making you laugh too. Gideon took the picture of you two.
Dipper: A picture of you and him at lake Reverse Falls, and he gave you a piggy back ride to the bridge. You were on a double date with Mabel and Scarlett, and Mabel took the picture. . .right after this picture, he dropped you into the water claiming, "You were hurting my back." which resulted to him getting pushed in the water by Scarlett. . .lets just say everyone had a big water fight in the lake.
Mabel: A photo of you and Mabel, at a local park just watching the sunset, and her trying to lift you up and failing. Pacifica took the picture of you two.
Will: A picture of the two on you walking around town, and he hugged you, telling you he loved you. You smiled and kissed his cheek, and Mabel got this cute picture of the two of you.
Gideon: You were having a sleepover with Pacifica, Mabel, and Scarlett at Gleeful Mansion, and meanwhile you were sleeping Scarlett got this picture of you, and even though you didn't like the picture, Gideon saved it as his background, claiming you looked beautiful while you slept.
Scarlett: You and Scarlett went to a pride parade for pride month, and while you guys chilled and talked on the swing at a park, while you pulled her in for a kiss, Dipper snapped this picture, smiling and calling Scarlett, "Too gay to function." (anyone get the reference?)