This happens when you date Matthew. Here's a walkthrough:-
1.)meet matthew at his work in the art gallery
2.)talk n sara n choose the question “do u know that matthew guy?” or something like that
3.)meet melissa at the inkwell tattoo parlor—u’ll have an IC with claire—it’s ok if u lose cuz i think u’re suppose 2 n e way
4.)finish talking 2 melissa—she’ll ask u if u wanna help her figure out if matthew is gay or not—say yes n she’ll say ask people around town wut they know about matthew. then exit out of inkwell
5.)in 1 game hour u’ll get a text message 4rm matthew asking if u can meet him at his work (egg art gallery)—when u meet him he’ll ask u on a date 2 the great wall at the next night (check ur planner 4 more details)
6.)kill time—u can use this time 2 ask the characters (every1 except claire, melissa, and matthew) about matthew—then meet matthew at the great wall. finish the date scenario.
7.)after the date go n talk 2 melissa—she’ll ask u 2 meet her at pretty vacant the next day at 12:00pm
8.)the next day—meet melissa at pretty vacant. after that u 2 will go 2 the EGG, then after that the both of u will regroup at the beanery.
9.)at the beanery sara will butt in u n melissa’s conversation n then u’ll have an IC with her—this 1 is a little tough n u have 2 win though
10.)after defeating sara she will tell u a secret about matthew.
11.)then go n talk 2 megan. she’ll tell u 2 get matthew an artbook
12.)after u exit megan’s work (magilcutty’s) u’ll get a text message from melissa…wut u reply bak in the text is up 2 u. i usually say “she’s says he’s not”
13.)then go 2 the bookstore n get the artbook from dylan. melissa will then come in n talk 2 u about this n that.
14.)bring the book to matthew n he’ll ask u on a 2nd date to canard fou.
15.)kill time until the date. then meet him there. the date ends early cuz there’s an emergency at his work.
16.)exit the restaurant n u’ll get a text message from sara that matthew has paintings in the art gallery of male nudes. go 2 the art gallery. after that go n talk 2 sara.
17.)after that go n talk 2 melissa n u’ll have an IC with her. u have to WIN.
18.)after that go n talk 2 matthew.
he’ll ask u if u wanna go 2 the club n see melissa perform.
19.)go 2 the club n finish the scenario.
20.)next day go n talk 2 sara in the beanery. she’ll suggest 2 go n talk 2 matthew at the EGG. get ready 2 have an IC with stephanie. u must beat her to move on.
21.)after u WIN matthew comes out automoniously. he’ll ask u 4 a walk in the park.
22.)after that scenario. u’re done! go n talk 2 sara 4 an invite 4 the end of the summer party the next day.
23.)the next day—go 2 the club n enjoy the finish!!!