Honestly you could condense your collection down to just 4 sell off/give away the rest and be fine. The Most Wanted, 9 PM, Eros, and Invictus. Covers you for pretty much every situation. Most Wanted, and 9 PM kind of serve the same purpose as attention grabbing going out scents, but you could alternate them in the cold weather, Eros just a versatile all arounder, and Invictus as your fresher fragrance in warm weather. If you do want to add more since you are lacking freshies maybe look into Dolce & Gabbana's Light Blue Line, Eau Intense is the strongest, longest lasting, look at YSL Y the EDT, and EDP are both good, or look at Valentino Born in Roma the EDT. Also based on your style you would probably enjoy JPG Le Male Elixir, it's a strong projecting sweet, Honey/Vanilla scent. Then maybe you will be ready to start getting samples of Niche houses, Mancera Cedrat Boise, PDM Layton and Greenley, and Xerjoff Torino 21 and Naxos are good entry points for a beginner to niche frags. (but always test smell in store or get samples first with Niche)
Azzaro the most wanted intense was always my go to date fragrance and it did wonders, im making a shift towards side effect by initio and see how it goes. (9pm smells great also for dates, very good fragrance if ur on a budget)