Like others on this thread I am so sad and alarmed to read your recent updates Poet. It feels like you are starting to put the puzzle pieces together. What you are describing are systematic methods of control. To play it back to you:
When you met, you were 18 and he was an established 31/32 year old man and you were just a teenager leaving childhood. This is a classic unbalanced power dynamic. From day one, the relationship was built on an imbalance where he had a decade more life experience / financial stability and psychological development than you. This made it incredibly easy for him to set the rules of what is normal, grooming you to accept behavior that an equal partner never would.
Taking photos of a sleeping, unconscious person is a severe boundary violation. Sending them with messages like 'how am I expected to sleep' is entitlement. He is viewing your sleeping body as an object for his visual consumption / potential physical use, rather than a person resting. You feel 'yucky' writing it out because your gut knows it is really invasive.
You seem to be relaxed about the fact he wouldn’t ever release the video of you both. Under the Criminal Justice and Courts Act 2015, it is a serious criminal offence not just to disclose, but to threaten to disclose, private sexual photographs or films without the consent of the individual, with the intention of causing distress (eg 'revenge porn').The most alarming part of this is that he lied to you. He told you it was deleted, but kept it. This proves he does not respect your autonomy or your consent. Can he ever release this, no - it is highly illegal and heavily prosecuted in the UK. However, abusers frequently use the existence of such footage as a silent, psychological weapon to keep victims compliant. The fact that he randomly 'admitted' he still has the video is a subtle way of reminding you that he holds this leverage over you.
You mentioned you have messages where he admits he still has the video after claiming it was deleted, and messages containing the sleeping photos. Do not delete these. Screenshot them and send them to a secure, brand new email address that he has no access to. This is vital evidence of coercive control and digital boundary violations.
You are not overreacting. Your instincts are completely right to feel alarmed by this.