You will never get the distances you ride up to line up exactly, you know. There will be small variations, such as the differing lines each of you take around corners, the odd wobble that one person has, the fact that one of you slaloms (can't spell it, you understand, right?) down a hill for fun, etc. This can add up to a lot of variation over a long ride.
OTOH, your rolling speed should be really, really close.
What I'm saying is, it will never be perfect, but you can probably get it "close enough for jazz."
Give big space to the festive dog that make sport in the roadway. Avoid entanglement with your wheel spoke.
(Sign in Japan)
1978 Raleigh Gran Prix
2003 EZ Sport AX