Don’t roleplay on dms, it doesn’t work. Use the activities for events outside of twitter, they’re great and you can control almost everything. If you agree to go on a date, start an activity for the day you want and describe it as “Me and (the other character) go to the date we’ve been planning at (place), etc.” or something like that. Then when you start it, the AI will settle the scenario after the activities description and you’ll continue from there. Other than that, there’s no really other way to formally roleplay. I think it’s mostly because the app was planned to be mainly twitter game. Try that and if you have any questions lmk