I almost find it amazing this type of conversation always comes up. I honestly could care less about what someone else thinks about either of my cars. The 996tt is unloved by many and so is the 968. I like them both or I wouldn't own them. The longer the 968 is out of production the more fans it seems to accumulate.
I haven't seen any prejudice against the 944/951/968 in years. Well, unless you're talking about the PCA Racing rules committee... I used to see it on the racetrack, but I don't have any issues there anymore either. I typically get folks checking the car out at events.
Having had an 84 911, 2 89 951s, an 89 944 n/a, 2 968s (1 m030), and a 996tt, I'm fairly comfortable with my decision in keeping what I have for a while. If I had to get rid of one, it wouldn't be Amazon Green...