I was with a girl for 3 years, and though I was never a fan of the seemingly card company fabricated holiday and did random sweet things all the time 3 years ago I proposed on Valentine's day.
We were in college, and I'd spent the 2 weeks prior telling her my parents would be gone for the holiday so we would go to their place and have the whole house to ourselves for the weekend (Vday was a Friday I believe), etc. When I went to pick her up I told her on the hour drive down there that their plane had been cancelled and they'd be there, so we wouldn't be able to be alone and to make it up to her I took her out ro a favorite place to eat, then to see Daredevil (opening day, she wanted to see it). After the movie I blindfolded her and took her to a nice hotel suite I'd gotten that morning and covered in different color roses. I stood her in front of a full length mirror and took off the blind fold, so she saw us standing together, me holding the ring, and the room with roses everywhere all at once.
About 2 weeks later I found out she had been sleeping with a 'friend' from her school for a while. Things went down hill at that point. Since then I haven't had a relationship last for more than 3 months. At first it was damn lonely, but I grew used to it over time... and just recently I met someone who made me realize how lonely I've really been all over again.
A lot of people love saying you can't be happy with someone else until you're happy alone... but no one says and believes that while they're alone, because being alone for a long period of time is hell.

