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6 Positions That Make Anal Sex Easier & Less Intimidating

Bethany Ramos is an editor, blogger, and chick lit author. Bethany works as Editor in Chief for Naturally Healthy Publications.

Exploring anal sex isn't so scary when you follow these pro tips

4. Good old missionary with a twist

Exploring anal sex isn't so scary when you follow these pro tips
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When it comes to anal, missionary will never steer you wrong. Approach this favorite vanilla sex position with a backdoor twist: In the missionary position, place your legs on his shoulders. With the right amount of lube and relaxation, even initial penetration should be pleasurable.

Missionary is easy-peasy for most maiden voyages, but Johnson and Michaels caution that this anal move may not work for everyone, "Some people may not be sufficiently flexible for this position." For those who are flexible and looking to try new things, Dr. Jess explains her take on missionary, "Better yet, place the soles of your feet against his shoulders so that you can push back and release according to your preferences."

5. On the stomach

Exploring anal sex isn't so scary when you follow these pro tips
Image: SheKnows Design

Anal on the stomach is comfortable and easy, with the right prep work beforehand. First-timers can relax and make penetration enjoyable by lying on top of a pillow placed under the stomach. For women, this elevates the backside nicely and still gives enough room to stimulate other body parts.

Johnson and Michaels recommend incorporating sex toys into the act to keep things interesting, "This is a great position for stimulating your own clitoris or using a vibrator."

Because of the opportunity for sex toy play, Dr. Jess adds that on-the-stomach anal can be especially favorable to the ladies. She says, "This is one of the best anal sex positions for women (as the receptive partner), as she can reach down to stimulate her pubic mound and clitoral shaft with her hand or a flat vibrator (try the We-Vibe Touch). The dual stimulation helps to increase arousal, which heightens relaxation to create a cascade of orgasmic sensations."

6. Spooning, with a twist

Exploring anal sex isn't so scary when you follow these pro tips
Image: SheKnows Design

We are all familiar with spooning for some great side-by-side action. Spooning is also a top choice for anal since both partners are more likely to be relaxed. As the "little spoon," you can make penetration easier by curling up and pulling your upper legs slightly toward your upper body. And while you're at it, here's a naughty little secret to double your pleasure — use a vibrator to get to the finish line.

More: Can Mindfulness Benefit Your Sex Life?

According to Dr. Jess, spooning is the perfect first-time anal position for lovers. Johnson and Michaels add a helpful tip from their own bedroom experience, "You can give your partner a better view of the action by holding your upper leg just below the knee and opening up."

Ransom also believes that spooning is ideal for a pleasurable beginner anal experience. "This is a great position to stay relaxed in. It also allows for clitoral stimulation and vaginal stimulation for a trigasm." She advises, "Stay relaxed — your partner should enter you an inch at a time. Then, allow your anus to become accustomed and relax around his penis. Then [he can] enter you another inch and another, and continue until he is all the way in. Be sure to have plenty of lubrication with any anal penetration."

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