Valentine's day. Normally this is the time of year when I switch to my "hate! hate! hate!" avatar. Unfortunately, this will be the first year in many, many years where that would be hippocritical. As of three days ago, I have a girlfriend. I'm sure if I look long enough in the Bible I'll find that that's one of the signs of the coming appocolypse. Whatever the case, it's completely true. So to all my single brothers and sisters who will be celebrating the day after Valentines, forgive me. I will not be celebrating with you this year. But know that I have felt your pain and will do my best to keep any Valentines day celebrations private.
Congrats on getting a girlfriend. Seriously, no sarcasm here, my candy heart avatar represents my brand of sarcasm though.

You would know better than we tbh. You have known her for 5 years. The only relatively sure way you are shocking her out of friendship mode is with something that comprehensively fits her. What are her likes? Hobbies? Etc. Get her something she will like and have cause to use,not something she will use too often but oon occasion. So that when she uses it, she thinks of you and does not use it so much she becomes too familiar with it and forgets whence it came. This may help your relationship branch out and become something intimate and then reaffirm it as it continues till she becomes comfortable with the idea of you romantically and not as a friend.
Things that can succeed or fail.
-drawing her a portrait(IF YOU HAVE SKILL!!!) This has failed on me before but that is because I am an idiot and forgot Valentines was around the corner and rushed out a portrait of the girl in 2-3 hours the night before Valentines day, still with her though her reception was kind of insulting. I thought I did well lol)
-Poetry requires skill and you to know her well enough to use subtle word imagery to make her interpret the words as specially designed for her. Present it as a, hey look what I made kind of thing. Not here I made this just for you as that overhypes it and makes them expect more.
-Special item you find of little significance for just about anyone else except her. Example-say she likes a band. Get her an item that embodies their name. (this is more of a longshot imo)
I AM talking out of my ass btw. I am no expert. Multiple gifts and being romantic and passionate help the most!
Just some thoughts. I am 21 years old so keep that in mind lol
Yea, I do know her well, sometimes it irritates her
how well I know her. Good ideas, btw.
I think that I may have set the bar a little high already, unfortunately. For Christmas I gave her a long sleeve shirt with a picture of a saxophone (we're calling it a tenor sax, since that's what she plays) on it under the words "I've got sax appeal". Absolutely perfect for her.
Anyways, just a thought on your last line- wisdom comes not with age. She's 20 and far more knowledgeable/ experienced at relationships than I am at my age, but like I said it's only been over the last year that we've spent so much time together and things got..... complicated.
Since you've known her for so long and have yet to actually put forth the initiative to make a move, I'd suggest doing absolutely nothing and go for six years and longer, maybe while cheering on some ex boyfriend to get back with her while you plan ways to send her subtle kiddy messages like a red rose.
No idea why some are so patient with this. If you want something, go get it, don't wait. Valentine's Day is two weeks away, more than enough time for some opportunist guy to make a move -- harsh reality check. If I had that type of interest in this person I'd have asked them out long ago. Valentine's Day is merely a day, a rose is merely a rose, going after the things you want is what sends the real message to someone.
Why have I not done anything so far? Lemme see, when we first met she was too young, and it's only been semi-recently that I've had these feelings for her. Also I'm a tad of a social outcast (recluse) who almost never 'connects' with anyone (I really don't know
how the two of us got to be friends as it is) and has been mislead or outright lied to so many times that I have good reason to be wary. Not everyone fits into neat little categories like 'normal' society thinks we do, buddy. Just because it's easy for you and most everyone else doesn't mean that is, or ever will be easy for me.
This things got sidetracked, anyways.
Just for the record, after I got off work today, I went to see her and *gasp* try to ask her out. How'd it go? One of her ex-boyfriends was there hanging out with her and threw my mood all off. I find it interesting how a few weeks ago she said after she transfered schools (Butler Community College to Wichita State University) she wouldn't have anything to do with him anymore, especially since the girl that he got pregnant after she (my friend) broke up with him is due soon.
At times I really think that it's better to maintain solitude, human relationships make little sense to me.

