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YouTube personality Enes Yilmazer walks us through the making of a video for his channel, which gets an average of 15 million views a month. Photo: Michal Czerwonka for The Wall Street Journal.

On the Streetwise podcast, Jack Hough speaks with Chegg CEO Dan Rosensweig about the future of in-class learning versus online classes as kids begin their school year. The chief executive also discusses how technology can potentially spur more affordable opportunities in education.

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YouTube Home Tours Are Blowing Up. Enes Yilmazer Is Cashing In. Am I Doing What I Love? school, tells Health that some women describe it as being similar to a clitoral orgasm-a pulse of pleasurable contractions, but this time around the anal sphincter.

Others may feel more of a "spreading wave" of pleasure.

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RELATED: 5 Things You Need to Know Before You Try Anal Sex. Some women may hit this high note during pentrative anal sex with their partner's penis, while others get there via lighter touching or using toys.

Like any other kind of orgasm, there's no "right" way to do it, and every woman has her own technique depending on what feels good for her body and her own comfort level. That said, the way to get started is to experiment.

Like any kind of sex session, you'll want to get things going with ample amounts of foreplay, such as touching, kissing, and vaginal and clitoral stimulation. From there, ease into it.

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Once you're relaxed and ready, begin with a tongue or finger to gently stimulate the area of the anus. The muscles will open up naturally so the plug or finger can go inside. If you have to force it, you're not ready.

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RELATED: How Risky Is Anal Sex? A Gynecologist Explains. From there, you can try something bigger-a plug, strap-on dildo, or penis, for example.

If you opt for a toy, Sinclair suggests one that is slightly longer than your finger, no wider than two fingers, non-textured, and made of a flexible material.

As you get more into it, your anal area may start feeling super pleasurable sensations, even a buildup of pressure that segues into contraction-like waves.

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If what you experience isn't quite the release you usual feel when you orgasm, it should still feel good. If you're experiencing amazing sensations but you're not quite reaching climax but you keep trying, take a deep breath-and take the idea of having an orgasm off the table.

Try staying in the moment when you explore the sensations of anal play. To get our top sexual health stories delivered to your inbox, sign up for the Health Hookup newsletter.

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