I think it be good to have more than just Damian for a positive romantic path. Maybe Levi? Yes, he's weird, but he's likable and a good person. (In RL, I've had a couple of BFs like Levi. I prefer guys like Damian (including my current BF).
I'm enjoying the Damian path a lot, so only a little disappointed there are no other male options for romance.
I'm assuming you've done the wholesome path with Kate. So far, only done the slutty path with Kate. The interactions with her got nicely steamy - and suggested possible romance. I plan to go the "path of purity" with her. I look forward to a very nice romance.
The first part of the Violet path didn't seem romantic to me - just very good friends - though sharing a bed with her and her cuddling suggested the possibility. After I chose the "dommy Violet" path, I had very few encounters with her and only at school. Maybe the Damian path is interfering. I do plan to try the "subby Violet" path.
Lisa at the bakery was a disappointment, but otherwise realistic. And Kieth a typical misogynistic male. The only thing going for the bakery is that it's a solid income source.
The maid cafe was a much better situation. The chill after being caught is realistic, but it's still a nicer job. (Though, even the non-slutty, interesting customers are gone, so tips have gone down.)
On the subject of jobs, the bikini carwash would be a fun job (as long as it was inside a building and not out in a parking lot).
For a mildly "corrupt" job, being a dancer at the strip club. (At least in most (all?) of Europe, Canada, US and (I think) Australia, 18 is old enough to work at strip clubs. I used to work at a strip club, so I really do know this. (now I have an engineering job (as well as being a student), so don't have time)