This can be achieved the first time you arrive at Stark Tower. Once you gain control of your party, exchange the current members for Gambit, Storm, Iceman and Daredevil. Head to the left towards the Sim console and have Daredevil talk to Black Widow (you'll notice a star under her exclamation point which designates a "special conversation"). Once that is completed, pick one of the X-Men and go find Wolverine. Have their special conversation and then save your game. You can also go and collect 6 of the 7 collectibles (you need Iron Man for #7) so that when you return you can then collect XP from these same spots. Now save your game and quit. Hit Continue and wash, rinse repeat 4 more times and the trophy will unlock once you start your 10th conversation.