When I do the pitch move in the cutter its with boost and even with FAoff its not a tight little circle. I can imagine it looks like a huge loop to an outside observer. Sometimes my targets are several KM away when I'm lined up and I have to hit boost again just to catch up to them.
so, just for some additional data points, I took the following Viper Mk IV out to Shinrarta last night: https://s.orbis.zone/2gss
I wanted to see if a slightly slower, but more heavily armoured ship would fare any better in being able to tailgate a Cutter. Imagine my surprise when I was able to stick to the tail of the cutter this time. I think the difference may be due to better lateral & vertical thrusters on the Mk IV combined with slower overall speed allowing me to change direction quickly after I close the gap with the target ship.
So, I think I will simply need to better plan the direction I use to bleed off my boost speed when I'm in the Viper Mk III to make up the difference. The difficulty though will be that some of it is highly susceptible to last minute changes in on the part of the other commander as I don't use VR and so can't see the other ship during part of the maneuver
NOTE: while I was successful in tailgating with the Mk IV, it didn't last long because the Cutter had a FDL wingmate that ripped me to shreds. I tried a 1v1 with a different FDL by Jameson Memorial afterwards just to practice and while I was able to flip around at about the same rate, my lack of stability on the HOTAS with FA off proved to be my downfall as I was struggling to land my railgun shots (that and a misstep at the end where I crashed, head-on with the FDL while my shields were down and my hull was at 33%)
anyway... good fun was had (hope the my targets didn't mind having to destroy my ship over and over again