Just to help out a friend

About a week and a half ago, I received an outrageous proposition from a 'friend'.

I was lounging about in my room, chatting with people on Skype, and out pops a chat notification from an old friend. Naturally I'm curious as to what they have to say. So, we're chatting and suddenly he drops a bomb on me. Like literally, this was my reaction to what he had to tell me.
http://reactiongifs.com/?p=16318
So, I'm hoping he's kidding around and not serious, but he is. I forgot all about it after that day though, but he comes again today and says the same thing to me. To make it worse, he added something that was quite unsettling. 

I don't even know where to begin to describe my disgust, anger, hurt, shame, at what happened. I am ashamed to think that I might have ever acted in a way that would suggest to someone that I would be comfortable being the inspiration for a masturbation session. Yes ladies and gentlemen, you heard me right. My 'friend' asked me to inspire him as he masturbated, since I have the so-called assets, and he would report back to me as to his progress. I wish I could list the whole conversation here, but surprisingly I feel bad about doing that, so I'll limit it to a summary. He basically asked me to twerk for him, and when I suggested that he should twerk for me instead, he said that only men were entitled to that privilege.
   

   

Before I could even react to that statement, he asked me to do it for him as a favour for a friend. He actually said that doing this for him would make me an awesome friend. After I refused his request, he asked me to send him a picture of mine, if I wouldn't turn on my video and twerk for him. After all that, he asked me not to take offence. 

Let's just take a moment here to assimilate everything he's said to me so far, and let's remember this is my 'friend', not a customer doing business with a call-girl. After ignoring his requests several times, and accusing him of objectifying me (an accusation he denied vehemently), he asked me to 'put aside' my concerns for a minute and do this favour for him cause it would really make him happy. He even went as far as asking me to 'stop being so stubborn'. By this point, I'd run out of ways of saying no. He then said that if I didn't want to twerk or send him a picture, could he at least watch me change, at least I'd be in a bra. 

 STALKER ALERT!!!!! I was simultaneously pissed off and creeped out by him when he said that. How low do you have to descend to ask a girl to let you watch her change? I'd always known that he was a bit of a pervert, but I never imagined he'd get this bad. 

I told my best friend about all this, and she asked me to delete him from my contacts. After everything he'd done I was tempted to, but I felt a bit bad, so I didn't. After he contacted me again today, I wished I'd listened to her.

You'd think that after I'd explicitly told him that I would never be his 'inspiration', he'd know not to ask. However, he proved me wrong.
"Hey, so I was thinking. That request from the last time, is it still a no"?
Those were his first words to me today. I could not believe the nerve of him. Like what the actual heck?!?! I was so tempted to insult him, but I refrained from doing so. After refusing again, he said to me that he didn't understand why I was refusing, moral integrity aside. These were his exact words:
"I feel like it would be helping a close friend out  not just anyone but someone you trust. I'd like to think even after all these years we can still confide in each other with even our most intricate intimacies...I love being friends with you. I never want that to end. I'm afraid if I don't get past this sexual curiosity and desire, it will destroy me". 

Wait...wait....wait! Let me get this straight. If I don't expose myself for you to masturbate to, you will die?

That is actually the stupidest justification of anything I've ever heard. Dude, you can't guilt trip me into doing this. So please, for the sake of our dying friendship, stop. After that point, the conversation just degenerated. He asked me to tell him my bra size and asked me if I wanted to talk dirty. The conversation died a natural death when he asked me if I was offended that he'd jerked off to a picture of mine. 

  

I don't even know where to go from here. How does a slightly pervy teenage boy turn into a full blown pervert in less than 7 years? How could I ever have been friends with such a person? How is he not bothered by the things he's saying. He told me that he thought I would consider the proposal cause I'm an 'openminded person'. Since when does open-mindedness equal promiscuity?