I don't think Jen wants to lose her social status at work, especially with mother hen on the watch. Tracy is a feminazi, any male ego at work and she's there!
I did ask Jen out but she said she's busy on three separate occasions (3 strikes), so I asked what's up but she said nothing. Her body language is totally off now, you can tell when a girl isn't into you anymore.
Basically, my game is weak and I'm out of my depth. It's not like Jen is super outgoing, she's shy and quiet and doesn't like attention.
I even asked my boss to fire Tracy as my boss is like my mum, but she just joked she'll cut her hours.
I guess I'm making Tracy out as a scapegoat and I should just give up.