Hi, @ChoiceofManning:
your slave: The game assumes your slave will be the same sex as you so s/he can go to (or be barred from) all the same places you go. So, that leaves that out.
scribe/scholar: There are two eligible ladies in this path, one eligible gent, and someone I wouldn’t get anywhere near but, de gustibus. This path should be ready for playing by the weekend.
tutor: If your character’s primary interest is in women, you’ll meet an eligible lass. If you don’t like her, though, right now you’re stuck with just turning her down. The updated version this weekend will offer a few more adventures in the city, chances to build your reputation and/or make enemies.
poet: Since I added Hedylus as a romance option, I’m also adding Amaryllis (one of the poets Valerianus introduces you to). Licina is currently the only other female option, and she’s more an opportunist/hedonist than a romance. You could “accidentally” push your roommates off the roof, though I personally wouldn’t recommend it 
prostitute: You can have a romance with one of two nice rich ladies, but you’d still be a kept man. On the other hand, maybe you can take advantage of their wealth to work your way into your own influence in the imperial court and impress someone else.
slave dealer: The role of the slave Scaurus offers you is going to be expanded. You might meet Flora, but she’s a patrician and would tend to think of you as her possession.
athleticism: I expect to be able to open a path that uses this goal at the end of the month.
ETA: When I say “one lady” here and “two ladies there,” some of these are the same people, only meeting them under different circumstances. For example, you might meet one when she hires you, or when you’ve been sent to threaten her.
I’m really appreciating the feedback on this version and what people would like to see, so everyone please throw in anything you have 