My sim lived in Mid-NoWhere in Windenburg, which had the advantage of no street traffic, which was very useful later. I built a three room house, a kitchen/seating area with kitchen stuff & a sofa, a bathroom, and a bedroom.
I went to the gym to up my charisma and meet some people. After my charisma was around 4, I joined & quit every club except the Good Timers (for Rally the Troops) and then created my own club - the new club is where I would add the next lovebird. Club activities were friendly, funny, and romantic interactions. When club points were high enough, I bought the playful perk so that I could switch club vibe and make both sims playful at the same time.
If the sim lived with other people, I'd go to their house, introduce myself (Cheerful if there were other people around, Enchanting if they were alone & the final person in the household alphabetically) to the adults & young adults, then head home. They would have a GMD and then I'd drop them off on some random lot and then go to the next lovebird's place. If they lived alone, I'd have the GMD at their place. Every so often, I'd go in public to meet the randomly spawned sims, but as the game went on - that got iffy. I couldn't give a massage most of the time (just didn't have the option and I still don't know what it takes to make that a possibility.)
As far as fun - James would like you to meet Kendrick Behr, Dax & Barayan Bjergsen, Reese, Yang, & Bo Caliente, Halle Capricciosa, Caitlyn Delgato, Micah Fyres, Alexandrea & Cornelius Goth, Bristol Haas, Tanya Landgraab, Cory & Lisa Lee, Addyson & Erika Lynx, Rodney Munch, Uriel Ojo, Justice Pancakes, Layton Pizzazz, Madalyn Rosa, Rosemary & Ember Spencer-Kim, and Alysia Villareal (actually, he needs to meet most of them - he hasn't yet). Dates ended on a very positive note.
It got a bit repetitive toward the end, but it was pretty fun.
