Alright, I mean, it's not deep. This is a straightforward, happy romcom powered by essentially furry stick figures. And as far as furry stick figure comedy VNs go, I mean, I thought it was pretty good?
Sure, the visuals are basic, but to be totally honest I think it suits this one well, and I'd prefer the doodles over using stock sprites in this instance. I think this style somehow captures how much of a staggering moron Jack is more than more realistic or detailed art styles would; the humor comes through in its simplicity for me.
I'd make a similar statement about the writing. There's not much to say about the plot, but the deadpan delivery of some of the lines really worked for me. I think "Good puppy, bark for daddy. Bark bark." might have been the first time I really cracked up this jam.
There are still some issues here for me, one of which is the music. While the track playing for most of the VN is fine, it would help to change the BGM when we transition from the pub to Jack's house, and especially when Dylan starts playing punk music to differentiate locations and more effectively set the scene. I also think that while the abruptness of the ending may have been intentional (ending on a literal "and everyone clapped") there could have been a bit more at the pub at the end to round out the story, or at least a credits or "The End" screen so the player isn't unceremoniously chucked back to the menu.
I think this accomplished what it set out to do; it didn't take itself seriously, it made me laugh, it made me go ":)", it made me legitimately wonder how Jack got this far without natural selection intervening, and it was a nice break from all the crying and death and murder of some of the other submissions I've been reading. Onwards and upwards from here, but I had a lot of fun with this.