final StreamExecutionEnvironment env = StreamExecutionEnvironment.getExecutionEnvironment();
env.setStreamTimeCharacteristic(TimeCharacteristic.EventTime);

@Override
public void run(SourceContext<MyType> ctx) throws Exception {
    while (/* condition */) {
         MyType next = getNext();
        ctx.collectWithTimestamp(next, next.getEventTimestamp());

        if (next.hasWatermarkTime()) {
                 ctx.emitWatermark(new Watermark(next.getWatermarkTime()));
        }
    }
}

final StreamExecutionEnvironment env = StreamExecutionEnvironment.getExecutionEnvironment();
env.setStreamTimeCharacteristic(TimeCharacteristic.EventTime);

DataStream<MyEvent> stream = env.readFile(
        myFormat, myFilePath, FileProcessingMode.PROCESS_CONTINUOUSLY, 100,
        FilePathFilter.createDefaultFilter(), typeInfo);

DataStream<MyEvent> withTimestampsAndWatermarks = stream
        .filter( event -> event.severity() == WARNING )
        .assignTimestampsAndWatermarks(new MyTimestampsAndWatermarks());

withTimestampsAndWatermarks
        .keyBy( (event) -> event.getGroup() )
        .timeWindow(Time.seconds(10))
        .reduce( (a, b) -> a.add(b) )
        .addSink(...); 

/**
 * This generator generates watermarks assuming that elements arrive out of order,
 * but only to a certain degree. The latest elements for a certain timestamp t will arrive
 * at most n milliseconds after the earliest elements for timestamp t.
 */
public class BoundedOutOfOrdernessGenerator implements AssignerWithPeriodicWatermarks<MyEvent> {

    private final long maxOutOfOrderness = 3500; // 3.5 seconds

    private long currentMaxTimestamp;

    @Override
    public long extractTimestamp(MyEvent element, long previousElementTimestamp) {
        long timestamp = element.getCreationTime();
        currentMaxTimestamp = Math.max(timestamp, currentMaxTimestamp);
        return timestamp;
    }

    @Override
    public Watermark getCurrentWatermark() {
        // return the watermark as current highest timestamp minus the out-of-orderness bound
        return new Watermark(currentMaxTimestamp - maxOutOfOrderness);
    }
}

/**
 * This generator generates watermarks that are lagging behind processing time by a fixed amount.
 * It assumes that elements arrive in Flink after a bounded delay.
 */
public class TimeLagWatermarkGenerator implements AssignerWithPeriodicWatermarks<MyEvent> {

    private final long maxTimeLag = 5000; // 5 seconds

    @Override
    public long extractTimestamp(MyEvent element, long previousElementTimestamp) {
        return element.getCreationTime();
    }

    @Override
    public Watermark getCurrentWatermark() {
        // return the watermark as current time minus the maximum time lag
        return new Watermark(System.currentTimeMillis() - maxTimeLag);
    }
} 

public class PunctuatedAssigner implements AssignerWithPunctuatedWatermarks<MyEvent> {

    @Override
    public long extractTimestamp(MyEvent element, long previousElementTimestamp) {
        return element.getCreationTime();
    }

    @Override
    public Watermark checkAndGetNextWatermark(MyEvent lastElement, long extractedTimestamp) {
        return lastElement.hasWatermarkMarker() ? new Watermark(extractedTimestamp) : null;
    }
} 

FlinkKafkaConsumer09<MyType> kafkaSource = new FlinkKafkaConsumer09<>("myTopic", schema, props);
kafkaSource.assignTimestampsAndWatermarks(new AscendingTimestampExtractor<MyType>() {

    @Override
    public long extractAscendingTimestamp(MyType element) {
        return element.eventTimestamp();
    }
});

DataStream<MyType> stream = env.addSource(kafkaSource);