I feel you but you're getting several things wrong and giving you straight answer without explaining anything would be wrong.
I'll stay away from magickal interpretation of these things (I summoned a tangible something but it isn't real lol yolo) and introduce you to a bit of biblical lore.

Fallen angels and demons are separate categories. Fallen angels are angels that rebelled (1/3 or 33% of all angels, 200 Watchers descending on earth) and demons are disembodied souls of human-angel hybrids nephilim (fallen - as a hero falls in battle) or giants (earthborn). This may or may not include Yemem/Imim (translated as mules or hot springs in Gen 36:24 but neither makes sense - going by a pseudoepigrapha book of Jasher it's a name for monsters, animal-angel hybrids). So people tried fucking with angels before and bad things happened. Unplanned organisms, that were full of violence and insatiable to a point of hunting and devouring humankind they first enslaved. You might recall that men from Sodom and Gomorrah also tried to screw angels that came to Lot. Gays still bugger all around the world and they're not getting nuked, something else was going in there.

So they are enemies that tried to replace humanity and take their birthright. First they started killing each other so that the 200 Watchers would see their beloved progeny kill themselves, then the deluge came and wiped most(or all, highly disputable) of what was left. Even after the flood their spirits killed humans so like 90% were locked away in the abyss (to be opened during events in Revelation) and only the ones that didn't pose immediate danger were left to roam the Earth.
But then you're being told to love your enemies. I'll share an unpopular opinion now that might be more true "christian" line of thinking. I don't know the details but if you summon a demon you bind it to do our bidding. Since it slaves away for you that's abuse. So even if you were to ignore all the dangers, lore, issues of lust and sorcerery it would still be a wrongdoing. And no, even if a said succubus would say sweet things, try to convince you she(?) wants to do it - a prostitute won't sleep with you for free. There must be some danger involved, by the way, if even witches, among themselves, advise to go for undines not succubi.
This does not drain the subject but writing too much can be counterproductive.

As for hypno it sorta kinda works a little but then I find it harder to actually masturbate. Even if you carefully listen through a recording and make sure no weird suggestions will be planted there's always something about handing full control, or "I own you" or whatever. I don't like that, and well, we've been instructed to remain sober minded.

Can demons/fallen angels be redeemed is a difficult topic. You can argue biblically that if every knee shall bend and every tongue shall confess and God will become all in all that this might someday come to pass. There was this post about getting 'friendzoned' by a succubus, if it was true then maybe there is some hope for them. However do keep in mind that a feeling of sympathy can be very well used to trick you.

Does enjoyment qualify as punishment? You've given yourself an answer already but there's a deeper problem here. You're in a mindset of a schoolboy that calculates whether punishment he gets from his parents will be worth what's he's about to do - not what he should be doing.
I understand your loneliness and I understand your desires (well maybe aside from the S&M stuff) but this is not good. I'm not following my own advice here but if I'd give any: try to find a wife that will fill a hole in your heart, inspire your soul and gratify your dick. Maybe you'll get to be one of few lucky ones out there. Just be adult enough about it so you won't fuck it up if you get there, problems don't end when you get into a relationship.