My gf and I ride together sometimes, but here's the interesting part. Her bike was geared for over a year and I was trying so hard to get her to go fixed. She balked at the suggestion for quite some time. Maybe 6 months later after me not bugging her about it she gets it converted to a singlespeed, saying that she wanted something "more simple". I was very suprised and happy. We have been riding a little more together when we have time. And now, maybe a year later, she tells me she wants a fixed gear of her own, or to get a flip-flop hub so she can change it up if she gets tired on longer rides.
My point to this story is that when I did not push her to do things I wanted, it made her feel more comfortable to want to try it out on her own. This situation has helped out in other aspects of our relationship.... definitely gave me a lesson in learning not to be so damn controlling. I did not even realize that I was acting so bossy!! See all the neat stuff you can learn about relationships through shared experiences? I should write a book.......