Moving into the next steps; mixing technique; trouble with some loops; help. thanks.

I've got the Numark Mixtrack Pro, Virtual DJ, 30k songs, and a lot of passion about my side hobby. I put together my first like mix, it's 6 songs for 9min where I let one song build into the next. No effects were added, just some looping. It's pretty crap work, but again my first production. I plan on putting a couple 30min sets together in this fashion. I want to figure out how to make this stuff better because I'm DJing by buddies holiday party in 3 weeks.

https://soundcloud.com/jlv2k5/boot-ribs

Right now I'm focusing on one specific technique that I try in the above mix, leading into the 6:39 switch from Original Don to Wildfire. I want the Wildfire 8 beat loop to do a couple things, and I'm having trouble making it all work. I want:

1. The specific 8 bar lyrics with "I could bet all of the riches that I ever had", i want that to be heard at least 5 times before the transition
2. I want it beat-matched perfectly, obviously, but that's a little hard if you are using manual loop. if the loop is just slightly off the beat at either the in or out, the 8 bar is then too long or short and wont remain beat-matched for long (ive been mixing to 140bpm).
3. And then, I want the exit of the loop (where I have to at a break), to fall right at the same exit break of the programmed song. Again I'm going for mixes where I play cued and programmed song breaks together for the most part, and switch out the programmed one before it breaks (all the while transitioning into the cued).

This is my loop technique for mixing. I haven't even begun to try and teach myself about much scratching, effect use, or anything other mixing techniques that I may not even know about. I'm also really exiting to soon pick a midi fighter pad of some kind, and start to remix songs and incorporate my own beats. I could use the midi pad for an effects tool as well i guess, serving as a beat pad and effects device? lol i dunno. Thanks guys. here is an imgur to attempt at a visual for Ex1: my standard way of setting up to mix songs and Ex:2 the loop technique that I dont have perfected.