If you'd ask me, 16 is way to young when you're in your 30's, but respect for being able to pick that up and everyone deserves their preferences
About your HB9.5 friend, i've had this a few weeks ago with a extremely cute HB8.5 who used to be in my class in school about 5 years back. She found me on facebook and wanted to meet up, we did, she told me she used to have this huge crush on me and by the looks, it started up again. I told her about the game and my 'love life' and she actually seemed to become more attracted to me. The reason i told her about the game and stuff was to turn her off, she's a really nice girl and i didn't want to lose contact with her for just doing her. So i just came clean and told her i wasn't into her, because she's a great friend and that meant something to me. After that i realized that was probably the dumbest i could have said. She told me she was happy i thought of her like that though, so i assumed i was in the clear. Then one night we went to a party near my place, she lived like an hour away so i told her she could stay in my guestroom. That night she started flirting with me, but i ignored it completely and told her to keep my best friend (the biggest AFC in this town...) company. I teached him some stuff i use to pick up girls and he actually managed to kiss her. I was opening groups all night, but i wasnt there for sarging so i was completely wasted, took my clothes off and jumped into a pool at 02:30 with rain. Everyone on that party knew my name after (seriously, doing something like that, girls dig that!), but her kissing my friend seemed to get her confused because she came to me and said: 'i kissed your best friend, but i actually wanted to kiss you tonight...' so i answered: 'I told you, i'm not interested, and if i was, you should have thought of that before kissing him.' And took off dancing with some girls i chatted up earlyer. I was hoping she would start seeing my best friend so me and her could just be friends since she i really awesome but as with you, i knew it couldn't work out with her. It didn't work, i was so drunk i ran through fire and burned my foot, she had to carry me home with 2 other girls she actually chatted up. The 3 of them took 45 minutes to put icecream on my foot and they were hot and i was wasted like you wouldn't believe. I told the girls they should find a place to sleep because my light was about to out for about 24 hours
I went off to bed, and when the girls turned off the light it took her (the one i wanted to just be friends with) about 30 seconds to strip down and jump me only wearing a thong. My resistance is weak by nature when it comes to hot girls so did her in front of the other 2 girls who where on my 2 couches. It was dark tho, when i read back it sounds like some crazy porn story... It wasn't that spectacular though. The next morning, i was devastated because she was cuddling me and kissing me all the time it creeped me out and i got annoyed. I told her: 'I'm sorry, i was extremely wasted last night as i told you, but i'm still not interested in anything serious...' To which she replied: 'I was a virgin! How could you do this to me?' Me: 'I feel really bad, i'm sorry, but you know what i do when i go out and when you jump me in a thong after i told you i wasn't interested is kind of using me because i'm drunk, you did this by your own choice, i didn't initiate anything and told you multiple times i wasn't into you.'
After that she turned her back at me, probably trying to make me feel worse and disqualifying me so that i'd warm up towards her. I got out of bed, on the couch with the hottest of the 2 other girls and started spooning her. She woke up and pushed my hand down, i took her to my guestroom and did her so hard my neighbour came knocking if we could keep it down. After, i came out and looked my friend in her eyes: 'This is what i am, stay away for your own sake... Please let's just be friends.'
Without a single word, she dressed herself and took off, i texted and called her a few times. But since then i haven't heard from her and i still regret that night.
This is not much of an advice about what you should do, but this is how you FUCK THINGS UP... If i could do this all over i would do this: If you want her to be your friend, don't push her away (it turns some girls on..) but try to gay yourself up when around her. You will re-enter the friend-zone when you play it right. Tell her dirty stories about other girls, and ask if she would like to be your wing or something...
This is actually very messed up situation since she wants something from you instead of the other way around which caused me to game her without even knowing it. I meant it when i told her i wasn't interested and stuff, but i'm a funny guy by nature so everything i say seems playful or sarcastic. I wish i could be of more value to you, but i hope you don't make the same mistakes i did.