Twilight has an unusual request for you. After a long, dreary day being stuck at the castle because of a rainstorm, you aren't surprised to find an affection-starved Twilight wanting company.
It's time for your first date with Princess Twilight. You've got everything planned out; all you need to do is stop her from figuring out where you're going and allow time for that plan to be put into action...
Twilight invites Ryan over under the guise of 'read and chill.' In her inexperience, she then proceeds to try and court him, sexually. It goes about as well as one would expect.
Ink Blot, one of Vinyl Scratches oldest friends is moving from Manehattan to Ponyville. He's an artist with extraordianary talent and Twilight has taken a fancy to him. There's only one problem, Ink is blind.
Entering a library, your crush, the awkward head librarian, helps to direct you to a book on relationships. By the time you leave, both of you will be very well-informed.
You are Anonymous the lone human in equestra. Everyweek, you meet with twilight to talk about how things go back where you came from. But a meeting for one pony, might look like a date for another...
One day, after a moment of silent fear, Twilight returns home and asks her special someone some very important questions. Lying in bed and half awake, he answers them.
When you confess your feelings and shortcomings to the Alicorn so special to you, you do so thinking she is asleep. Little do you know, she is anything but.
You wake up on the sofa after a heavy night of partying with your friends, only to find yourself cuddled up to the cutest little Alicorn. Reeling from your hangover, Twiilght assists you in feeling better.
Time isn't done with you yet. After the events of that day, you wake up only to find yourself in a rather strange looking bedroom. Although quite the unexpected visitor you are, your old friend Twilght remembers you.