Afterwards, Stefan was shocked, appalled and disgusted with what he had just done, felt extreme guilt and remorse and tried to put her head back on. After that experience, Stefan had relapsed into his Ripper phase again and became the well-known “Ripper of Monterrey”. Stefan helped both Damon and Elena’s transition into vampires. In regards to Damon, Stefan got Damon to feed on the blood of a barmaid by biting her neck and tempting Damon to drink. In regards to Elena, Stefan brutally killed a guard by bashing his head against the bars so that Elena could gain access to blood to complete her transition.
In conclusion, Damon and Stefan were there for each other from the start. They had SO MUCH history together…
Caroline has always supported his relationship with Elena and she was the person who revealed to Stefan that Elena was sired to Damon. By Caroline, Stefan also learned that Elena had had sex with Damon. But after Damon’s death he decides to break all his connections with his old friends, including Caroline, and start over, breaking her heart in the process. When Damon returns, he tries to make it up to her by apologizing to her and they grow close again. After much heartbreak, between Caroline losing her mom and Stefan trying to prove himself worthy of their friendship, which blossomed into romance, they become romantically involved and are currently in love.
In Founder’s Day, when the tomb vampires was about to attack the during the Founder’s Day festival,, Stefan was affected by the device when John Gilbert started it like all other vampires in town. He was about to be taken by a deputy, but Alaric and Elena came when Stefan was spotted, Alaric sent the deputy to towards another vampire instead of Stefan, saving his life. After they discovered that Damon had been taken, Stefan and Elena asked John were Damon was, he told them where they could find Damon; Stefan saved Damon with some help from Bonnie. When Damon told Elena what he was doing, they got into a fight.
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Stefan then took Elena on a hike to watch the sunset and to have one last romantic day together. During the sacrifice he tries to exchange himself for Elena’s aunt Jenna Sommers as the vampire but Klaus refuses saying he has plans for him. Stefan watches in horror as Elijah, instead of killing Klaus as planned, fled with him. He meets up with Elena, both rushing to find Bonnie and Damon. After Elena has freed Elijah from the dagger, Stefan respects her wishes and lets her try to talk with him alone and soon after is seen protecting Jenna from Klaus who is still in Alaric body.
As the show progresses, his age has been somewhat inconsistent due to the various plotlines and changes in the show’s timeline. Elena Gilbert’s age is not explicitly stated in “The Vampire Diaries”, but it is presumed that she is in her late teens or early twenties throughout the show’s eight seasons. Her age is an important factor in her relationships with the other characters and is a key element of her character arc.
Who is “better” between the two characters will depend on the context and what specific skills are needed in any given situation. However, throughout the series, there have been some time jumps and flashbacks, which can make pinpointing Stefan’s exact age a bit of a challenge. For example, in season 5, there was a time jump of three months, and in season 6, there is a time jump of four months.
Damon refuses to believe in this and assures Elena that he will fight for her and their future together as she is his life. It is later revealed that there is nothing fated about Stefan and Elena, but that they were merely drawn together by a spell. When Elena makes it back but Damon is trapped on the collapsing Other Side, Elena is devastated. Damon says his last goodbye to Elena, telling her that she is by far the best thing that has ever happened to him, and that being loved by her is “the epitome of a fulfilled life”, as Elena sobs inconsolably.
In the meantime the witches are trying to help Bonnie not knowing that her secret plan is to try to kill them. While Stefan is headed to one of the possible spots for the massacre he speaks with his brother on the phone and explains him what’s going on. Stefan asks how is the cure search going and Damon says that he’s not doing datingdirect great because Rebekah has trailed them to New York and he can’t also find the information about Katherine in his friend’s stuff. Stefan asks his brother what is he trying to find and Damon explains that Will had a repeat customer-a 5’7 brunette which was probably Katherine back then and he was actually helping her run from him.
Jeremy survives because of the ring, but Damon’s action incurs Elena’s wrath and pain. When Bonnie also discovers it was his blood that enabled Caroline Forbes to become a vampire, the two declare their hatred for him, leaving angrier than ever. After saving Elena with Stefan in episode 8 of season 2, Damon shows up in Elena’s room with the vervain necklace that was ripped from her neck earlier in the episode. Before he gives it back, he tells Elena that he is in love with her, and because he is in love with her, he cannot be selfish with her.
In Kill or Be Killed, Stefan tried to make peace with Mason who told his secret to Elizabeth Forbes, the sheriff, who went about trying to destroy the brothers. Knowing that he was too weak from his diet, Stefan decided to start taking small amounts of human blood every day, and Elena who was against it at first, started to help him by giving him her own blood. At first, Nik disliked Stefan because of his relationship with Rebekah. As time went on, however, they bonded over their similar family histories, as well as Stefan’s penchant for petty cruelty toward humans, and became best friends who enjoyed each other’s company immensely. The three of them frequently partied together at the speakeasy, enjoying booze, blood and dancing all night long. Weeks after he was newly turned and still lacked control of his bloodlust, Stefan went on a rampage, killing members of the Founding Families out of revenge for what they had done to Katherine.