Tiffany's does

You lie back gasping in pleasure as the dildo continues to drive through your silky depths pressing into the thin latex balloon with more and more pressure with each delicious thrust of the phallus. You can't help but gasp in pleasure as you feel the warm contents within the latex balloon slosh inside of you as you silently hope that the condom holds. Tiffany can be heard moaning as well as you glance over to the countdown and see that there was still a minute left for Tiffany and a minute and a half for you, and you begin to doubt the odds of you getting out of this without being inseminated.

You avoid looking at the clock as you decided to focus on the one good thing about the whole experience, which is how wonderful this dildo feels as it penetrates you and sends vibrations through your slick channels. Soon you feel that familiar warmth quickly building inside of you as the thrusts become faster and harder causing you to squeal in delight, blocking out any fears quickly rising in your mind as you feel the condom being pushed against the back of your slick warm pleasure cave, and of its potent cargo and the life altering risk if the condom were to break. All of your worries and fears were buried beneath the pleasure you were feeling, as your toes began to curl and fingers began to dig into the chair.

The plan works well, unfortunately it works too well, as you barely register the sounds from Tiffany as her clock runs down and the dildo stops thrusting into her, as by now you were very close to your own orgasm as you feel your body shake and tense against the restraints as you moan and hiss as you crave that sweet climax which is moments away. Tiffany after carefully. Extracting her condom which had somehow remained intact, was now looking over at you in a mixture of shock and envy as you squeal and howl in delight as the last few seconds tick by.

Your entire body is trembling as you are on the edge of your climax as you hear a buzzer, and you glance up at the board as notice your time is up and that against all judgement that your condom hadn't burst despite the dildos best efforts, or at least that was what you had thought, however as the dildo was sliding free of your slick channel the ridged head pops free and the ridges catch your clit as the dildo. The small and quick sensation is enough to tip you over the edge as your pussy clamps down on the one thing still inside of it, the condom. You let out a loud cry of satisfaction as your soft velvety walls close on the thin latex condom and begin to crush it in its warms velvety embrace, with all of the punishment the dildo had put the condom through the latex barrier is pushed beyond its limits as the contents as sloshed about as the walls of your pussy flex and twitch all around the condom, until the condom gives as your twitching pussy is flooded with the potent creamy cum while your cervix, dialated with the orgasms begins to drink up the thick creamy load like a delicious milkshake.

You can't help but feel the sudden sticky warmth released deep within you and a small part of you curses your plan about focusing on the pleasure, but the voice is drowned out by your orgasm.

"Well that's the way the condom ruptures it seems." The announcer says in a cheery tone as you come down, and a familiar face appears at your side after a few minutes as you sit motionless in the chair wondering if you had just played a part in getting yourself pregnant from these crazy games.