Here are some of mine by month. Many of these I've already blogged about.
January: Google Calendar releases. Integrates with Gmail by sucking dates out of your mail and into your calendar.
February: Google Wallet or "Cash by Google" gets pushed out. Designed mainly to let you buy stuff from Froogle vendors.
March: Google buys a music startup like Pandora.
April: Yahoo releases revamped Y! SMS (aka Overture) so the auction model works like Google, based on relevance. MSN takes away a bunch of inventory from Yahoo (i.e. MSN itself).
May: Ask Jeeves is re-branded / renamed. Still remains irrelevant, however.
June: MSN and Yahoo fight for more inventory, buying up properties, but they struggle and Google is more dominant in PPC than ever.
I feel dirty, doing these cheap predictions posts.