The Greeks and Egyptians, who were long time trading partners, often shared ideas about life and death too. In answer to your question, I´m not saying that you should not enjoy other people's egos, personalites, etc. But yes, to stroke someone´s ego in that way does encourage them away from ego death.

Keep in mind that life is so full of various experiences, joy and pain. The yogi has simply learned not to be too attached to these experiences. It is the attachment to these experiences that remains after the appointed time to experience them which is to blame, not the enjoyment of these experiences. Not being able to let go causes suffering. With the orgasm, the ego is destroyed so that there is nothing left to attach itself to the experience. If the ego is not destroyed, then there is still something left to attach itself to the experience. Since the experience is fleeting, as is also the moment of now, it is not adviseable to seek attachment to it. Not every orgasm results in the destruction of the ego. It takes practice, but this is what is meant by tantra.

Sex (and masturbation, for that matter) is not the only way to achieve ego death, I only use it as a common example. Other ways include meditation or drugs. Again, these are just some other examples. Perhaps you can think of some more on your own? For each person the road to enlightenment is unique. We are merely able to offer some of our own experience as an example, but not the only solution. Concentrating your thoughts on the infinite is another way to unite yourself in ego death. Perhpaps it is more difficult, but also better for you maybe?