Anne first Time does not fit with All previous novels including CH1/2 and comes with wrong time and age because Andrew was her first REAL boyfriend since the high school days before the college!.
It is just a nonsense hort novel in a parallel universe.
There's no implication that she actually dates the guy in Anna's First Time. They just have a one night stand. He leaves for Sun City shortly afterwards, with Rebecca and her current boyfriend.
And you're wrong, she meets Andrew at college. At the start of Anna's First Time it states that Anna is of legal age and school has finished. Since this is set in the USA, that means she must have just finished High School, and it's the summer recess prior to Anna going to college. Also during Hard Exam 2, which is set towards the end of Anna's Junior year at college, it states clearly that Anna has just met Andrew ( who is in his Senior Year). This actually contradicts Hard Exam, which suggested they had been dating for a while. When I asked Deep about this, he told me that was an error and he always intended for Anna to meet Andrew later on at college, which is why they changed it in Hard Exam 2.
So, the 'parallel universe' is actually in Hard Exam ( the second short novel), but this was altered to the current canon version during Hard Exam 2 ( the fourth short novel).
Another thing that confuses people is Deep depicting Anna and her college friends wearing uniforms, which suggests they're still at high school rather than in college. I'm not sure why he decided to do this, because college students very rarely wear uniforms anywhere? But in Hard Exam 1 and 2, it clearly states that Anna is in college, and this is further reinforced by the fact she's living in a student dorm, and not at home, as you would expect if she were still at High School. All the other short novels thus clearly take place several years after Anna's First Time, because Anna is yet to start college in this short novel.