Some of you may have seen my technique in the June archives about inflatables. To date, though, while my wife likes to indulge me in my masturbating with inflatables, she has only ever punctured one once. (That's probably a good thing, budget-wise.) We were getting horny one night, and she felt naughty enough to blow up a float shaped like an inflatable gator for me to ride on. It took her some effort--this was a fairly big float--so I had lots of time to lube the toy up and rub against her while she watched and caught her breath. Then, as I was sliding my cock against the air-filled vinyl, she started teasing me by threatening to let the air out of the float, something she knows always turns me on. Sure enough, I started feeling that wonderful pressure in my member that let me know I was getting close--but she wasn't done. I started pretending to be nervous, and asking if she was going to puncture my poor inflatable, and she grabbed it near the snout as I rode, and played at biting it. She looked up at me as if asking permission, and I thought I would cum right then. I started leaking precum like there was no tomorrow as I whispered, 'Do it... do it' over and over again. Finally, after a few more moments of teasing, she tore a tiny, hissing hole in the gator with her teeth! As she played with the leak, widening it enough to get a finger in and slow the escaping air, I spurted all over the punctured toy.
Unfortunately, she said afterward that she felt guilty about ruining the 'gator float, especially since the hole was so close to a seam that it proved impossible to properly repair. Still, it was a great session, and she has said that she will still play with the valves of my inflatables while we ride them.