Depends on how sensetive the area is. I used to do that and got bothered after 30 min. Then I put a little vaseline and slid the cock ring on and wiggled it to move the vaseline and it helped alot. The only thing is it made the cock ring stretch out and break after a week or two. I bought a box with seven and they were all gone in about a 1 1/2 mths due to breakage and using them as rings(my son). Vaseline seems to break them down somehow. I went to a cable clamp wrapped with tape and a piece of small cloth and used it everyday until I started using [words=http://www.mattersofsize.com/forum/showthread.php?44-Ace-Strapped-Jims-Joint]Uncle Jims[/words] Strapping Method. It increased my flaccid slightly. I put it behind the balls for a month and didn't get no gains but my scrotum stretched out alot. Now my balls hang alot more and I love it. So does my girl. Some have gained only using the cock ring all day. I forgot who but give it a search. You can only try to find out but be very wary of any coldness or pain. Take caution with all day techniques until you've gotten used to it. Good luck Synergio.