Hey trekkie820 heres an idea
your girl will been a bike for this to work
with both girls present ( tell yours before hand if ya like )
invite him and his girl on a double date of sorts
a ride & picnic, pack and carrie the picnic on the bikes and go to a park to eat

if his has him whiped as you say and she likes the idea , whala!

make sure you can line up a couple of bikes for them incase he tries to use that as an excuse