I just finished Tocchan's route and got the best ending.
He confessed around April, a day or two after I refused to let Haato/MC do it himself, then they became Lovers. I continued taking him out on dates, talking to him, etc all throughout May and into June. June is where they finally moved onto the sexual aspect of their relationship.
Rinse wash repeat. I continued going on dates, running into him around town, etc. They had a beach date, like June 21st, I think, and later in July, the fireworks festival happened. Then later, there was a couple other scenes with Shige where he asks Tocchan to come back to the corporate world, I chose the option to ask what Tocchan wanted to do, not the option 'what do you feel you should do?' or something like that. Anyways, after that, Tocchan came to the conclusion he wanted to keep working with the VA company and stay with Haato/MC all on his own.
Later, there was the PonPon Magic Land date, Planetirum date, and Christmas.This playthrough, I made Tocchan completely submissive and it was pretty neat, the CGs.
Next playthrough, I aim to go for Shuu, then Shiba, and then Hikaru with Toru-chi being last.
Edit: I did all this without Shuu's Max Money cheat, which is useful to buy household stuff like the TV and computer/desk, and clothes. I want it to be known that it is entirely possible to romance Tocchan at a decent pace. I also had close to $700, 000 left over.