In Man City's first season in the Champions League they were drawn into the group of death that contained Bayern Munich, Napoli and Villarreal.
City gave it a good go though were knocked out and finished third as Napoli pipped them to second spot by a point - however, the 10 points City earned was among the highest ever for a knocked out side in the Champions League.
2012, however, was a thorough disappointment. Being lumped in with Real Madrid, Borussia Dortmund and Ajax was never going to be a walk in the park, though given City's resources, they were expected to put up a fight. Instead, they failed to win a game, coming in last with 3 points.
In both campaigns, City's failure to win away from home and it hurt them big time. In the six away games they had, City lost five times.
Last season this was not so much of a problem as City were drawn with inferior teams (bar Bayern). With Roma in the mix, City will not have that liberty.
Recent history in the Premier League shows City have a genuine problem when it comes to away games; isolating the away games against the top 5, City only gained 4 points (a victory against Everton and a draw to Arsenal).
Continue that form into the Champions League then they'll be lucky to get through. Even if City play at their best against Bayern and Roma, it is easy to see them still losing if lady luck is against them.
Even CSKA Moscow, who City defeated 2-1 away last season in the Champions League, are tough to play against due to the difficult nature of their terrain.
That being said, on paper City should have enough strength in depth to go through; with the amount of money they have spent over the past few years, they should expect nothing less either.