I'd be okay with, as a mother, hooking Dylan up with someone like Emma, or Ellie with Julia / Sam / whomever else as part of the good wife path, because then it would tie into being a good mother. I think that would honestly add an interesting dynamic to the good wife path.
My issue with Emma, is that she was telegraphed as a part of Sophia's lesbian path, AND then given to Dylan like it was a part of the plan. Same again for Dylan going to the yoga event, it's telegraphed this could be a big lesbian scene for Sophia with how Claire and Patricia have been acting to this point, and then Dylan is either sitting there observing it or actively participating pretty inexplicably.
Dylan specifically isn't a problem for me, it's with the hows and whys of him being shoehorned into scenes that he logically probably shouldn't be a part of. If he has been sent to a boarding school that's out of town, it isn't reasonable for him to come back into town as many times as he has already just to do normal daily tasks like getting a haircut. L&P is a good enough writter for an AVN, but again I find myself thinking that he could use an editor of sorts, or a small group of people to soundboard off of to catch these kinds logical inconsistencies.