[Kelberon]

I like how the 5 items contributed by most so far are about affecting the girls, but Lurking Guy mostly goes for practical items. I like the contrast.

As for the possible unpleasant connotations, I would suggest running the farm like a small business. Every one of the cow girls starts off as a hired employee, regardless of their stats or position. You don't buy them, you hire them. More personal feelings can develop from there, either of friendship or romance, but each cowgirl has a regular salary you have to pay out on a monthly basis. That could also be something you can develop in more detail in later revisions about who answers ads for new employees, what their stats are like, and how well they would fit the advertised position. That doesn't rid the game of all possible unpleasant connotations, but it means that rather than just losing an employee randomly or selling them off, you lay them off, or they quit for some reason.

Along the same lines, you could have a system for how much you alter a given cowgirl, and their feelings on it. For example, a cowgirl that's just a milker might have no problem with being given repeated items that increase their breast size and how much they lactate, but a cowgirl that does other jobs as well, or doesn't get milked at all, will resent it if you try to give them too much of such items, or give it to them at all. That's another idea for later revisions of the game, but the more each cowgirl can seem to have their own personality, the less they'll feel like items you own on the farm.

Finally, has the gender of the protagonist been set? I know that I'd like to be able to play both a male and a female version-you could even start as a cowgirl yourself, for the "easy" version of the game, since you could try to support the farm on your own to start.