If you're good friends and you're doing it as a friend, make sure you're clear about that. Otherwise, no. No one wants someone to do something because they feel sorry for them.

No, do that the next weekend, or any other day. Don't make valentine's worse than it already is for some ppl.

Why not ? Might be a good time for both of you !

Sure! You can ask me out anytime! Lol

I've done this with unattached friends all the time. With the clear understanding "We're both unattached and I love you like my brother".

Any holiday can be lonely without someone to spend it with. So why not spend it with a friend - just be up front that's what you want. Dinner with your friend so you both don't feel so left out. While you wait for romance to come along.

If saying that would damage your relationship? Than don't do it. But otherwise? Go for it.

I've also had friends buy me flowers on the day. Same reason. Just so I didn't feel left out (I presume). Nice guys all that I'm still friends with.

It could spark her interest in you,(not a bad thing),especially if you are longing to have a Woman in your life,nothing ventured,nothing gained.....

I wouldn’t like that, it would feel the opposite of special. However, if I was single and someone said, I know you are single, and we are friends; would you want to go out for dinner as friends? Give her a choice, knowing you see her as a friend only.

No, no, don't get her hopes up. It will only end in tears, or you both get drunk and do things you should not be doing and then she get pregnant and there will you be being so, so sorry for trying to be nice.

As long as you area clear about your intentions yes

Only if you want to spend a whole lot of time explaining your intentions ahead of time, so she doesn't get the wrong idea.