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6 first-time anal sex positions that make the back door way less scary

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

Have no fear — we've got the most comfortable anal sex positions for your first time

For so many of us who consider ourselves sexually forward, anal is the final frontier. There's a lot of confusion about this back door sex act — namely, is it going to hurt and how much? Is it going to be messy? And am I even going to like it? — which is exactly why we've asked the sexperts to help us understand what's going on. If anal is something you've always wanted to try but haven't had the guts to do yet, these positions can make the first go-round much easier.

As the saying goes, prime real estate is all about location, location, location. The same principle applies to anal sex. It's all about position, position, position. And don't forget the lube — lots and lots of slippery lube to make your first time more enjoyable.

Our saucy sexperts say these beginner anal sex positions are the perfect fit:

1. Cowgirl (or cowboy) 

Have no fear — we've got the most comfortable anal sex positions for your first time
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In the traditional cowgirl position, your partner lies down while you mount on top — yeehaw! As the partner on top, you can ease into anal penetration by moving up or down as needed. Pro tip: Make sure your bottom partner does not begin to thrust until you're good and ready.

Certified Master Sex Expert and Educator, Sex Coach and "So Tight" Sensual Fitness Personal Trainer Nikki Ransom endorses the cowgirl position for anal newbies. She explains, "This position will allow you to control the pace and depth that his penis goes inside of you. Remember to go at an easy pace and stay relaxed. It helps to have had an orgasm already and be highly aroused."

More: QUIZ: What kind of masturbator are you?

Jessica O’Reilly (a.k.a. Dr. Jess, Ph.D.), author, international speaker and PlayboyTV's sexologist, offers an alternative to the cowgirl in her book The New Sex Bible, "If she doesn’t like the sensation of deep penetration, but he desires more stimulation against the base of his shaft, she can reach backwards with a warm, wet hand to grasp the lower half of his shaft. Her hand becomes an extension of her butt while providing a physical buffer to ensure only shallow penetration."

2. Doggy style

Have no fear — we've got the most comfortable anal sex positions for your first time
Image: SheKnows Design

This position is most often associated with anal because it has major advantages. As the partner on the bottom, you can stay loose as you control penetration to increase pleasure. Getting busy on all fours may be your best bet if you have attempted and found anal painful in the past.

Patricia Johnson and Mark Michaels, co-authors of Designer Relationships, Partners in Passion, Great Sex Made Simple, Tantra for Erotic Empowerment and The Essence of Tantric Sexuality, recommend doggy style for first-timers and those who may have had an unpleasant experience before. The couple says, "Anal sex should never be painful. Always use plenty of lube and proceed slowly and gently." Ransom adds, "Rub and stimulate your clitoris too to make it even more pleasurable."

In The New Sex Bible, Dr. Jess has a different take on doggy-style anal sex. She recommends the modified doggy to give the receptive partner more control, support intimacy and provide the opportunity for double penetration. Dr. Jess explains, "She assumes a kneeling position with her butt cheeks on her heels and her knees spread wide open. She places her hands on her knees or the bed for support. He assumes the same position behind her and adjusts his height so that the head of his [penis] rests below her bum. He remains static as she lowers herself onto his head and takes a few deep breaths before sliding farther down his shaft. She drives her butt and hips up and down at her own pace as he reaches around to fondle her breasts or rub her clitoris."

3. Face to face

Have no fear — we've got the most comfortable anal sex positions for your first time
Image: SheKnows Design

This position is preferred if you are looking for extra intimacy during the act. Start with your partner sitting as you mount his lap, face-to-face. Once again — as the partner on top, you can control depth of penetration to stay comfy. Face-to-face anal has the added bonus of extra stimulation for a woman:  breasts, clitoris, go crazy!

Johnson and Michaels love face-to-face anal for the toe-tingling intimacy it provides. They confirm, "This position facilitates using eye contact and breath to build even more arousal."

More: Sex positions for mind-blowing orgasms

Dr. Jess agrees. She says, "I like this position as it allows the 'mounter' to exercise a good amount of control of the depth and rhythm of penetration. Wear a vibrating c*** ring for this one to provide extra pleasurable sensations as the top partner grinds against his shaft."

Next Up: Good old missionary with a twist

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