Oh yes. Not necessarily Masses in a row, but often the homily speaks to me.
Once, when I was struggling with something (for which I knew the answer was “seek and surrender”) there was a sentence in the homily about seeking… and surrendering, When I got outside, I was so excited, “Did you hear that?!” I asked my friend. She hadn’t even picked up on it. Something else had meaning for her. I think that is the Holy Spirit hard at work!
Another time, recently, based on something we had discussed the night before, I knew there were a few sentences in the homily that were definitely for my benefit and encouragement. Hopefully they helped someone else, too.
I often had this experience in confession. Sometimes something may be bothering me, but I don’t mention it, because it’s not sinful. More than once, my good priest has done something or said something - without even knowing - that answered the question I hadn’t asked. I remember wondering if God was speaking in my life (I wasn’t hearing Him), and he stopped himself while he was giving me my penance, “…and there 's no 2 ways about it, God DOES speak to you, and you Do listen.!”
It was a WOW moment. The Holy Spirit truly works through his Priests.