That cartoonish bulb looks like it's inflating to accidentally punch Wile E. Coyote in the face. We didn't know ACME even made sex toys, but if they did, they'd look about this erotic and involve almost as many sheer physical impossibilities. Picture someone pumping away at both their partner and that little hand-ball, clutching it like the world's most misguided squeaky toy.
"Hey, are you making a party balloon or OH MY GOD."
Accounting for the various penis sizes is important. If someone's prepared to put in the work or tools to make sure their partner is satisfied, that is always a good thing, and not to be mocked. But pumping them like a bike tire isn't the way to go. Especially when there's the inevitably awful internal implosion, and resulting pressurized farting. As a condom, it's going to be made of thin disposable material, but you'd need Richard Branson's hot air balloon to take these kinds of pressures.
To say nothing of the impossible pneumatic pressure required to inflate that thing between two thrusting humans. It would feel like trying to encourage an increasingly unwilling inflatable sex doll. The recipient would feel like their internal cavities are being stuffed with air pockets, as if they were being prepared for postage. Though trying to inflict one of these on your partner really would be the ultimate contraceptive, as you'd never have sex again. But as a pregnancy and STD prevention tool, I suppose it does have some use. The inflation would push the condom away from your penis, so you're effectively fucking air. It completely removes the most important ingredient for ejaculation: friction. So at its core, the inflatable condom is an exercise in abstinence-only prevention. Because if you can't ejaculate, you can't spread your disgusting, disease-infested seed.
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Learn why non-lubricated condoms are a must for doomsday preppers (it's not because zombies like it raw) in 6 Odd Things Doomsday Preppers Stockpile (That Make Sense). And check out why condoms are actually not 97 percent effective with The 5 Most Important Things They Never Taught You in Sex Ed.
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Check out Robert Evans' A Brief History of Vice: How Bad Behavior Built Civilization, a celebration of the brave, drunken pioneers who built our civilization one seemingly bad decision at a time.