I've known this woman for 7 years. Over the past 4 I was in LTR's with two different girls and essentially allowed myself to be friendzoned with "Allison" because I never thought it would matter or be an issue. Well when my last LTR ended I started talking to and seeing Allison more. A few weeks ago I realized I may actually be interested in dating Allison. I knew I was in a horrible horrible situation... I know it's going to take work to dig myself out of the grave I allowed hell even dug myself by not caring about being friendzoned.
I started changing my general demeanor around Allison, pulling back a bit, definitely forgetting any emotions I had always leaving them at the door. Things have been going well she pretty much initiates everything with me now in terms of seeing each other. When we talk about hanging out now there's no talk it's pretty much just me saying come over and she obliges. Anyway last weekend it became clear everything was working. She actually kicked me out of her apartment, started crying, and compared me to her ex boyfriend. All this was because I was 1.) texting an ex who I dated for 3 years and 2.) removed the background of my phone that she put up (a picture of us). I wasn't having this so I simply left went to chill with my buddies at the bar and the next morning she apologized.
Her emotions and general view of me is changing. But it's not enough right now. I know her well enough to know I'm still not in the light I need to be in SMV wise in her eyes.
So here's what I was thinking of doing: while I was going to see her at work (she's a waitress while going to school) I would pick up one of her coworkers. In front of Allison. My theory is that Allison seeing me touching, flirting and smiling with another attractive blonde will drive her so insane she will have to say something to me about it. There is NO WAY in hell that Allison would let me leave with another woman. Or is there? Am I too confident in my plan? Should I be doing something else? How would you guys go about this?

Her: 21. 8.5/10 Me: 21. 7/10

If you have any further/deeper questions I will be happy to answer them to help you gain whatever perspective you need.

Edit: we fucked 6 years ago while we were dating but that changes nothing about what I did between then and now. And why I'm in trouble now.