I know what you mean.....The key is to:
1. Make sure you use your heal and not your foot.
2. Push the stand to the ground and straighten the bike until it balances on the stand. Feels like your going to push it over, but your not.
3. Once you get it balanced its ready to straighten the leg and pull.
Make sure front wheel is perfectly squared up. Right hand on passenger grip, don't lift with hand much at all.Tip bike up to center it on center stand posts. Push down!! on foot pedal!!!!!. Bike will pop up pretty easily with a little practice. I weight 160 and can do it with my 1500.
Having your rear preload setting at 25 really helps. Also, if you make the switch to a larger 70 series tire when yours wears out, it will help tremendously. I agree, sometimes my bike just doesn't want to go up on the center stand without a fight.
I have a bad back and found putting a piece of 1/2 to 5/8 inch wood under the back wheel really help. I have a piece secured to the garage floor where I park the bike. also have a small piece in the saddle bag for when I'm on the road.
Try it, it really helps.
I've found that the method of getting the Wing on the center stand for me is:
Left hand on the handlebar (left side of bike), Right hand on the passenger seat grip.
Right foot centered on the center-stand and depressed.
Slowly push the Wing to the right while keeping the center stand depressed until the stand makes contact with the ground.
Once the center stand is in contact with the ground, press down hard on the center stand while pulling the Wing backwards with the right hand (still on the passenger seat grip) until the Wing is on the center stand. You may have to make more than one attempt, but with practice you'll be able to do it in on fluid motion.
Do not attempt to pull the Wing on the center stand by using both hands to pull the bike on the stand.