How should I proceed?

[Jenny]

So this guy has liked me in 6th, 7th, and at the beginning of 8th grade. He said that he feels like he still kinda likes me, but is trying not to. We are both currently in 8th grade. He and I are really good friends, and I don't want to give up the friendship or give him false hope. Here are a few snippets of our conversations on Facebook. *Warning we both have potty mouths.

Him: LOL REMEMBER WHEN I LIKED YOU

Me: YUP

Him:god I was an awkward ******

Me: nah. i didn't think it was awkward

Him: lol how could you not

Me: it takes a lot to throw me off

Me: the book was published in 1973. oh and i thought that you were surprisingly normal after you told me that you liked me either that or im just really unobservant

Him: nope

Me: yes

Him: i liked you for the longest time and then I went through a deep depresion yolo

Me: holy **** you never told me that..

Him: yea

Him: idk

Him: i just felt rejected lol

Me: im sorry :c

Him: its okay
Him: the past is the past
Him: and you dont like me and i dont like you so

Him: lol at the beginning of 8th i started liking you again
and then crash and burn

Me: you never told me that either -___-

Him: didnt want to
seeing as how you did/ never will like me
it was kinda pointless
lol

Me: haha yeah i suppose

Me: Remember when your friends thought i was falling for you?
Him: I THOUGHT SO TOO I WAS SO HAPPY
Me: you were also convinced that trent and i liked each other -_-

Him: Lol thats okay
Him: Ugh ill be back on later i have to go
Him: Love you
Him Bye beautiful <3

Me: Just out of curiosity and if you don't mind telling me, how long did you like me for?

Him: And i dont really know haha
A while
I feel like i still kinda do but im trying not too

Me: That's okay haha. You'll get over me sooner or later.

Me: The public apology that you made after we found out you were the one who made that cute couple thing with me and trent

Him:Oh ya i saw that
You be stalkin(;;;

Me:I was looking down my own timeline thank you very much (;

Himo you crushing on yourself. Kinky

Me: Yes, because I'm Victoria's Secret model worthy (NOT)

[Pyro]

sounds like he really likes you, hes just afraid to ruins yalls friendship. Just keep talking to him and see what happens. Take it slow though