Let’s be sincere. Even for those of us who are generally accepting of sex and have experienced it, the idea of anal sex can be a bit daunting if you haven’t tried it before. Anal penetration is typically the last frontier in sexual activity for a variety of reasons, and it can involve a lot of tension and buildup.
However, anticipation is often the source of our greatest worries. If you give anal a try, you might discover that you’ve been missing out on something that can be both incredibly hot and rewarding. As FiveThirtyEight’s Mona Chalabi noted in 2015: “100% of men and 94 percent of women claim they orgasmed during interactions in which they received anal sex,” several studies have indicated that mutual pleasure was high across the gender orgasm gap in sexual experiences that included anal. This can be the case because anal requires a little more foreplay and planning to do effectively, or it might be the case that those having anal sex are perhaps a little more focused on piling on their spouse.
We consulted several professionals and asked them to remove the mystery from anal sex for beginners. They instructed us on a few positions that can help you ease into your first experience and actually make it delightful.
You’re going to have a kickass time if you arm yourself with these suggestions and a ton of lubrication.
Cowgirl (or cowboy) (or cowboy)
Positions for first-time anal sex: Cowboy (or Cowgirl) Illustration by SheKnows Design
Your spouse lies down as you sit atop them in the classic cowgirl stance. Yeehaw! You can ease into anal penetration as the partner on top by ascending or descending as necessary. Advice: Make sure your bottom partner waits to thrust until you are fully prepared.

25 Tips for Enjoying Anal Sex from a Lover
Nikki Ransom, a “So Tight” Sensual Fitness Personal Trainer and Certified Master Sex Expert and Educator, recommends the cowgirl position for anal beginners. This posture will let you to regulate the depth and rate at which his penis penetrates you, she explains. Keep in mind to move slowly and remain at ease. Being extremely aroused and having already experienced an orgasm both assist.
In her book The New Sex Bible, Jessica O’Reilly (also known as Dr. Jess, Ph.D.), author, speaker for organizations around the world, and sexologist for PlayboyTV, suggests an alternative to the cowgirl: “If she doesn’t like the sensation of deep penetration, but he desires more stimulation against the base of his shaft, she can reach backward with a warm, wet hand to grasp the lower half of his shaft.” Her hand turns into an extension of her butt while acting as a physical barrier to ensure that only superficial penetration occurs.
Positions for first-time anal sex: Canine Style
Due to its many benefits, this position is frequently linked to anal. You can maintain your looseness while controlling penetration as the partner on the bottom to improve enjoyment. If you’ve tried anal before and found it painful, getting down on all fours might be your best option.
Doggy style is advised for beginners and those who may have previously had a bad experience, according to 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. “Anal sex should never be painful,” the couple asserts. Always proceed carefully and slowly while using lots of lubricant. “Rub and massage your clitoris too to make it even more enjoyable,” continues Ransom.
Dr. Jess offers a fresh perspective on canine-style anal intercourse in The New Sex Bible. To offer the receptive partner more control, foster intimacy, and allow for double penetration, she advises using the modified doggy. She enters a kneeling position, placing her butt cheeks on her heels with her legs spread widely, as Dr. Jess explains. For support, she rests her hands on the bed or her knees. He moves into the same posture behind her and raises himself so that the top of his [penis] is in contact with her lower back. He doesn’t move as she slides down his shaft and lowers herself onto his head, taking a few long breaths before continuing.also, He moves around to touch her breasts or rub her clitoris as she moves her butt and hips at her own rate.
First-timer positions for face-to-face anal sex: the two faces

Choosing this posture can help you achieve greater intimacy when performing the act. Start by mounting your partner’s lap while they are facing each other. Once more, you can adjust the depth of penetration as the partner on top to remain comfortable. A woman’s breasts and clitoral region are further stimulated during face-to-face anal, which is an added bonus.
Face-to-face anal is beloved by Johnson and Michaels for the sultry intimacy it offers. “This position helps using eye contact and breath to develop even greater arousal,” they confirm.
Dr. Jess concurs. I enjoy this position because it gives the’mounter’ good control over the depth and rhythm of penetration, she says. For this one, put on a vibrating c*** ring to increase the pleasure while the top partner grinds on his shaft.
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