Maryln, thanks for asking this question. I served for nearly a decade, and yes, there were uncomfortable moments.
Once, a sister asked us to call on her to discuss the fact that her hubby (also a jw, but less active than she) wanted oral sex. Myself and another elder made the call, and basically it boiled down to us advising her and her hubby to work it out themselves. I think she wanted us to somehow pressure of force him into seeing things her way, but fortunately, we had enough sense not to do that. Of course, the other elder took along the March 1983 WT article on marriage and sex, which, even at that time, I thought was a ridiculous piece of work that actually contributed to marital discord.
Another thing about being an elder that bothered me: the line between knowing the 'condition of the flock' and getting into their personal business is often a fine line indeed. Also, knowing people's field service averages and so forth can easily tend to make a person feel that the "low hour publisher" is somehow less worthy or less righteous than others, which is not good. Also, knowing people's personal business or shortcomings in certain areas in which they perhaps were counseled can easily give an elder a jaded view of such ones.
Additionally, there were times when complaints were made to me about others (especially in areas of dress and modesty of sisters) that really bothered me. For example, one sister came to me and told me that another sister looked immodestly dressed for service. Rather than go directly to that sister, she came and told me, expecting me to handle it. I advised her to mention it to the sister directly, and if she could not do that, to just let the matter drop, and told her I'd check back with her in a week or so. When I checked back and asked her if she had addressed the matter with the other sister, she said she felt as if she could just let the matter drop. So in other words, she wanted me to do her 'dirty work' and refused to approach the sister directly, which is what the Bible says we should do when such matters arise. A similar situation occured at another time as well, with a sister handing me a note (!) during the meeting with a written complaint about another sister's skirt length.
So, yes, there were many situations that were awkward for me, and greatly contributed to the fact that I never was happy serving as an elder.