I don’t think that that kind of casual hanging out is productive. If you need to discuss something, phone calls should be ok, and if you need more time or face time then set something up.
I don’t think it’s cool at any point, frankly. Do you have anyone IRL you’re close to, a rebbetzin, sem teacher, etc.? BTW, most “mainstream” yeshiva boys will be given pretty clear hadracha of how often it’s healthy to call or get together. These guidelines might seem annoying or restrictive, but trust me: I’ve been through it myself and shepherded some kids through it and ultimately, it’s a big bracha and the healthiest thing.