MTL - After Wearing the Book, I Became the Second Mary Sue - Chapter 527 hand in hand? !

After 2000 years has passed, the ruthless demon lord has just been reincarnated! But his aptitude at an academy for nurturing candidates for demon lords is, “Inept”!?

The scum’s or villain’s long road of transformation was tentatively set to the world:
The abandonment of the educated youth’s wife (Completed)
The hidden marriage of the scum film emperor (Completed)
The best brother in the world (Completed)
The Phoenix male who destroy the bridge after crossing the river (Completed)
The treasonous general (Completed)
I’m an honest man (Completed)
To become the top scorer in the School of Agriculture (Completed)
The soft rice man’s self-cultivation (Completed)
The whole world is reborn (Completed)
I want to survive on a desert island (Completed)
The stallion male who has seized the opportunity (Completed)
The perverted self-salvation (Completed)
The spring of the loafer (Completed)
The misplaced life (Completed)
The miser career (Completed)
The ghost is out of feeling (Completed)
The Queen’s favorite husband (Completed)
The vicious girl with her godfather (Completed)
I want to be a good person (Completed)
I does not tear up the family (Completed)
The perverted common plant (Completed)
The Mary Sue’s men (Completed)
Every time I was reborn, someone wants to kill me (Completed)
The old people’s counterattack path (Completed)
The global evolution (Completed)
When I became a net red (Completed)
For you, good person (Completed)
His heart had white moonlight (Completed)

- Description from Novelupdates

“Shit, why this guy!?”Of all the unique characters he could’ve transmigrated as, it had to be the bastard instructor.Vanitas Astrea.A third-rate middle game boss, who was dismissed from the University after severe allegations, losing his teaching profession and ultimately, exiled from the Empire.“.....How did I even get here!?”Vanitas must now circumvent his way around this new world, confront his past, mend broken relationships, and prevent looming tragedies that would lead to his demise.

Two hundred lifetimes! Two hundred miserable deaths! Leon is a 27-year-old man who experienced a rollercoaster of 200 reincarnations within 180 days. He was so unfortunate that he even died once when he was about to masturbate to hentai! Each death carries the regret of his virginity as he keeps dying without getting a chance to fulfill his only wish…losing his virginity. But his luck finally changes after the 200th death, and he encounters the Goddess of lust, who makes him an offer to be reincarnated with a gift. (Ding! System awakening…) (The super Harem system…) (Ding! The host has seen the secret garden of a heavenly beauty, reward!) (Ding! Mission issued: have sex with the sex mistress!) “All heavenly beauties shall be mine!” Join Leon on his journey to enjoy life to the fullest as a virgin who got his hands on a sex hack, conquering heavenly beauties and even Goddesses! Additional Tags: R-18, HAREM, ACTION, ROMANCE, ADVENTURE, REINCARNATION, SYSTEM, Overpowered Protagonist, ANTIHERO, SMUT