Where Can I Go to Bless Homeless This Christmas Eve?

Its awesome that you want to give back to the community. That said, I would encourage you to instead support an existing charity who uses and organized and effective outreach to the homeless community. Going out by yourself isn't cost effective (homeless orgs can buy 5x's the food you can for the same amount of money), and a bit dangerous.

I'm most familiar with Dallas, so I'll give you the orgs I know of:
http://www.mdhadallas.org/the_bridge.aspx
http://www.thestewpot.org/

Call a local shelter for information, I bet they would know where to go.

We usually serve at the Bigheart Ministries homeless banquet at Dallas City Hall on Christmas morning, but unfortunately this year our founder has been in the hospital for over 5 months and the ministry is out of money, so it doesn't look like our banquet will be happening for the first Christmas in 29 years. Be careful handing out food - the city of Dallas has decided in the last couple of years that you can not serve hot food (Bigheart used to serve a hot breakfast every Saturday) and requires groups to serve in a courtyard at The Bridge (homeless resource center) downtown. I don't know how they handle individuals handing out wrapped food - just keep an eye out and be as respectful of any rules (parking, etc) as possible so you don't give them a reason to stop you! When Bigheart started battling the city regarding serving hot meals outside of the Bridge courtyard we had to be careful not to get cited for jay walking across the street where we would serve breakfast, and leaving the City Hall yards cleaner than we found them!

This is so wonderful. But to put a damper on your good deeds, be aware that depending on the city, you may not be allowed to hand out food like this. Rather, you are required to do it through an organization that has a permit, etc. Also, it could be EXTREMELY dangerous for you and your friend.

Check into some of your local homeless shelters and see if you could do soemthing similar there or if they send out convoys of peole to do just this but in a safer fashion...

You might consider Unity Park in Ft. Worth. It is a park for the homeless and lots of groups regularly go there to provide meals, clothes, companionship. We are actually going there on Christmas day to bring duffle bags filled with blankets, socks, etc. and some goodies. Good luck to you! And God Bless your endeavor to love and serve others!!