Reniaa,
I'm not sure this answers your question but I think that an exJW's attitude toward the former rules he chooses to break will really depend on how he understands the Bible teaching, how he has personally made it his own, and what "perks" we are talking about. Among the perks you cited, it seems to me that there are some which clearly involve Bible principles, such as out of marriage sex and to some extent, gambling (let the one who doesn't work not eat). The ExJW who indulges in them will certainly think that in doing so he breaks free from too limiting WT regulations but, if he is honest, he will also acknowledge that he is acting contrary to Bible rules.
Now, IMO, Xmas, birthdays and politics are to be considered differently. They are viewed as non biblical by JWs out of a sheer will to singularize that religion, so that JWs can easily be identified by "worldly" onlookers and they give JWs a sense of exclusiveness, but one hardly finds any biblical basis to the JW stand. Objectively, the ExJW who gets involved in these practices won't break any Bible rules, but he may feel that he does so because of all that he has been taught and repeated again and again over the years by the WTS and that is now stuck to his mind. So, in the end, in celebrating Xmas, may be out of a desire of self assertion vis-à-vis the WTS, he may still feel bad conscience as regards "true" christian principles when in fact there is no ground for guilt if those practices are carried out with genuineness .