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My money is on pleasant = good.

I would guess he had a good time. Not many people use the more formal "pleasant" any longer. It might indicate he was somewhat disappointed but the date was mostly good, or it might indicate the date...

Please give more details. Was this a date, a dinner party at someone's home, a trip to an amusement park, a church activity? Yes, and how old was the man and what is his nationality?