I personally would be resistant to this concept. I understand what you are saying about trying to relieve some of the judgement that can and does occur, however I think that it would only serve to further distinguish one group of people from another, and not in a good way.
Part of the beauty and oneness of the Mass is the fact that we are all at the table together, regardless of any socioeconomic distinctions. This has been the case since the very beginning (excluding of course some rather patchy times in the past), as it is put in the CCC:
1348 *All gather together. * Christians come together in one place for the Eucharistic assembly. At its head is Christ himself, the principal agent of the Eucharist. He is high priest of the New Covenant; it is he himself who presides invisibly over every Eucharistic celebration. It is in representing him that the bishop or priest acting in the person of Christ the head (in persona Christi capitis) presides over the assembly, speaks after the readings, receives the offerings, and says the Eucharistic Prayer. All have their own active parts to play in the celebration, each in his own way: readers, those who bring up the offerings, those who give communion, and the whole people whose “Amen” manifests their participation. (1140, 1548)
1396 The unity of the Mystical Body: the Eucharist makes the Church. Those who receive the Eucharist are united more closely to Christ. Through it Christ unites them to all the faithful in one body—the Church. Communion renews, strengthens, and deepens this incorporation into the Church, already achieved by Baptism. In Baptism we have been called to form but one body.233 The Eucharist fulfills this call: “The cup of blessing which we bless, is it not a participation in the blood of Christ? The bread which we break, is it not a participation in the body of Christ? Because there is one bread, we who are many are one body, for we all partake of the one bread:”234 (1118, 1267, 790, 1064)
I fear that having a separate Mass based on what can be a very outward sign of social status, would promote disunity and further prideful thoughts among those that would already be disposed to such dangers.
Besides, anyone that is sitting in the pew and not focusing on worship and prayer but on what the person next to them is wearing and subsequently making a judgement about that person’s motives or faith, may need to make an examination of conscience.
BTW I am not saying that it is either appropriate or reverent for a person to show up to Mass in immodest clothing, just that we don’t always know why a person would be doing so.