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When one of you makes it in, the other has to remove that cup… and a piece of clothing. The Position Challenge. Arrange six ounce plastic cups in a triangle shape at either end of the table, and grab some ping-pong balls. So dim the lights and share a fantasy. Think about how good it will feel, add it into your dirty talk—whatever gets you pumped. I really like this little elfin tomboy. James Day Getty Images.

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The Position Challenge. Hooking up in your friend's bathroom at a house party. Or, you can call up doctors and experts for sex advice on their one surefire trick in the bedroom. Maybe you'll find your new go-to position, or maybe you'll discover you're just not flexible enough to make it work. Having Sex in the Car.

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If you feel awkward in the moment, be like, 'Yo, I'm feeling hella awkward right now. Take penetrative sex off the table for a month—do everything but that. Everything that's good for you above the waist is good for you below the waist as well. When done poorly, it can drive them, well, home. Take turns exploring each other's bodies with ice.

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Description: Pick a Card, Any Card. Each time you set a new record, see if you can top it. From here, the possibilities are pretty much endless as to what you can challenge one another to do. Once your mate correctly answers enough questions to reach the bed, go at it. Don't risk full-on public sex, but do test the limits of how kinky you can get outside of your house. I really like this little elfin tomboy. Keep in mind that you should be very gentle with ice don't, like, hammer an ice cube into their skin, obvi and keep your movements light and teasing, suggests Wright. By the way, they go great with these sex positions. Do your sexual activity anything from kissing to intercourse until the timer goes off," Wright explains.
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