Your question is really good, but the technique is really hard to explain. Relaxation for putting your testicles in your rear end is far more than self gently caress because obviously you’re going to be a little uncomfortable. I always stretch my testicles by hand, or after a hot day, either way they should be hanging. I am always in the sitting position when I do this. I believe I take my first three fingers and place them on my right testicle, the pinky and thumb are on the side of it. I push down so the testicle goes to my rear end and covering the anus. I then cup my left hand under my right hand and start sitting on the floor (putting pressure on both hands). I believe I use my finger tips a lot, pressure and adjusting wise to help push it in. I’m never forceful, it’s just gradually sitting on my floor more and more to help put more pressure on the testicle.

 Do not put a ton of pressure on your testicle for obvious reasons. If you have sharp pains or any cringing pain, just stop and wait for it to subside. There is no way to prevent at least a little pain since we’re dealing with the family jewels. Once your right testicle goes in, do the same with your left testicle. The left testicle should easily slip right in, without much effort or pain.

 When they come out, there will be some pain so be prepared for that.

 I haven’t done this in awhile so it’s just going from memory. I rarely do this because of the pain, but once they’re both in the feeling is incredible and if you masturbate, you’ll get an extremely pleasurable orgasm and a lot of cum. A bonus to this sometimes happens while you’re cumming, your testicles will pop out and it makes the orgasm even better and sometimes lasts a lot longer.