I agree with the above comments, but will add a few things from my experiences.
First and foremost, hopefully you have a VED with a pressure gauge and a cylinder/tube that is right sized for you. If you’re not sure, check out the post called “Safe use of VED”. Spon goes into great detail about right sizing and safe uses of a VED. Although you want to jump in the sack as quickly as possible, don't exceed the recommended-5 pressure.
If you haven’t already, make a few practice runs by yourself. I thought I was ready to jump in sack with my wife only to find out that even though I had on one of the smallest rings, I couldn’t keep an erection to last long enough to get us to our intended destinations. Based on the advice from AOM, I went to using two rings and it solved the problem.
For me, it takes me around twenty minutes to get an erection and rings popped on. My wife waits patiently outside of the bedroom until I give her the “Ready” call. She quickly comes in and jumps into bed. I apply a little more lube and away we go. As I’ve mentioned before in other posts, my wife is a little bit old school and doesn’t want to participate in the pumping up process. I would love it if she would prance around and do provocative things, but that’s not her. I have no complaints as she has been a really good sport and very supportive through all of this. I would say our idea of foreplay is like what the late great Robin Williams said in the Mrs. Doutfire movie “Winston’s idea of foreplay was ‘brace yourself Effy’ “. I digress.
Lastly, anticipating getting laid and nervous/anxious to get to full erection without getting my testicles caught up in the tube or rings and hoping I don't lose my erection, my hands would get extremely cold. I would try warming them up by placing them in my arm pits and between my legs. I’m getting better at the whole process, so it’s not as bad as it used to be, but it is something you might want to consider. Nothing like a set of cold hands on your lady to ruin the mood for sex.
Good luck bro. I hope it goes well for you.