Man, Cyn, I feel you on this one. How do I tell my dad, who's positively drooling for a grandchild, that I'm not going to be sireing the little whelp? It's not an easy thing. My family (regrettably) has a number of "eldest son" traditions that I'm happy enough to skip entirely, or pass to a nephew if need be.
On the happy side, my brother and his wife are pregnant as we speak. That's great for them, they'll be awesome parents. He's got a temper on him, and I suspect that the 24/7/365 frustration of parenthood can only serve to temper him. And she'll be a great mom right out of the chute (so to speak). Anyhow, the whole "Woe is me I'm grandchildless!" thing is somewhat abated.
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