Craig Biggio has been hit by 285 pitches in his major league career (plus twice in the post season and once in the all-star game), but only 47 of those plunks were thrown by a pitcher who had hit a batter in his previous outing. Also, 44 of the pitchers who hit him hit a batter in their next appearance.
On August 18, 2001, Jimmy Anderson plunked Biggio and then hit at least one batter in his next 5 games, for a six games streak with at least one hit-batter. That is the longest streak of consecutive games with a plunk to include at least one plunking of Craig Biggio. Rolando Arrojo hit Biggio with a pitch on June 13, 2000 and then hit batters in his next 4 outings for a 5 game streak, but Shawn Chacon had a slightly better 5 game streak. He hit a batter in each of 5 games between June 1 and June 25, 2001, but he plunked Biggio in both the 2nd and 4th game of that streak.
The longest streak of consecutive games with a hit-batter any pitcher has had entering a game in which they plunked Biggio was 3. Shawn Chacon had 3 games with a plunk before hitting Biggio in the 4th game of the 5 game streak mentioned above, but Jamey Wright and Matt Clement also plunked Biggio to extend a streak to 4 games (Clement hit him twice, just to be sure). Neither of them hit a batter in their next outing though.