I wish I could offer some sort of help. I'm 19 myself and with my current boyfriend I actually had my first with him, I'm his third. Due to this whole quarantine situation we havent been able to meet at all. Obviously you've been in this situation for much longer than me, I'm just worried mine might head the same direction. He spends a lot of time with me over the phone and asks to play with him so that we can spend time that way but honestly I think it just leaves me sad and I feel guilty. The whole "I don't want to initiate" I feel you completely. I wish he'd initiate over the phone more often through texts or something and I've talked to him about it to no avail so far. Sometimes tho the pressure we put on guys is what keeps them performing. If he's still jerking off maybe a fun challenge? Usually the next day it's already a lot of holding back, might help the performance. If you wake up first on a weekend try walking around naked/semi naked. Honestly tho, sometimes the lack of chase isn't exciting. Gotta keep the flirting alive right? Give him a bit of a hard time and play cat and mouse haha