I thought squeezing in this case meant something different as in a pussy squeezing my cock haha.
I once dated a stripper - short and petite with HUGE tits. She was all over me in the cab ride home after drinks on our first date. When we had sex I let her have it of course and we finished with her on top. I have NEVER felt anything like what she did at that point to my cock. Right after I came I felt her pussy clamp down on my cock like a vice grip in her attempt to not only milk every drop of my current cumload but the next one as well!
It was a wild experience. I strongly recommend you all find a naughty stripper and have this done to you