Top 5 Anal Sex Positions, Plus 5 Great Anal Toys for Beginners

Top 5 Anal Sex Positions, Plus 5 Great Anal Toys for Beginners

Sex Positions and Techniques to Make Your Partner Squirt Reading Top 5 Anal Sex Positions, Plus 5 Great Anal Toys for Beginners 5 minutes Next 4 Tips to Get a Better Fleshlight® Experience

Anal sex can be a great experience, but many people have never actually tried it before. For individuals in a relationship where one or both partners have a vagina, it’s most common to start out with vaginal stimulation and only consider anal stimulation after some time. That means you might not have ever tried anal sex in your personal relationship. If you’re a complete newcomer to the world of anal sex, here are five positions to try and five toys to get so that you can start your research.

Top Positions

Positions are a huge part of making anal sex as enjoyable as possible. These positions are aimed toward either putting the penetrated partner in control or allowing the penetrated partner to relax and enjoy the experience.

  1. Missionary Position, Knees and Hips Up

Missionary position is most well-known for vaginal sex, but it can be a great position for anal sex as well. In traditional missionary sex, anal might be a bit difficult to accomplish. You can fix this by propping your hips up with a pillow or a wedge-shaped piece of sex furniture, as well as by bringing up your knees a bit. By propping up your knees, you make it easier for your partner to enter you anally.

  1. Doggy-Style

Doggy-style is what many people think of when it comes to anal sex. This definitely gives your partner lots of access for anal stimulation, and it’s also an easy position to add clitoral stimulation to. If you’ve never tried anal, consider asking your partner to let you move back toward them, which will put you in charge of the penetration, rather than having them thrust into you.

  1. Cowgirl/Reverse Cowgirl

Cowgirl and reverse cowgirl are often called “woman on top” positions, but the reality is they’re just about putting the penetrated partner on top and therefore in control. This makes them perfect for anal sex, as they allow you to be in charge of how much penetration you want. If it’s your first time, this makes it easy for you to make the penetration super-slow and comfortable.

  1. Spooning

The spooning sex position is great for lazy sex, and it’s an effective option for anal sex. Not only does it allow you to cuddle with your partner, which can make for some very romantic sex, but it also makes it easy for you or your partner to include clitoral and vaginal stimulation, and this position tends not to create super-deep penetration.

  1. Missionary Position, Legs Up

If super-deep penetration is what you’re looking for, this position is perfect. Bring your legs all the way up, pressing them as close to your own shoulders as you can get. Your partner can go for the missionary option of laying on the bed on top of you or stand at the side of the bed to penetrate you. With your legs this far up, it’s possible for your partner to penetrate you with their entire penis or strap-on.

Top Anal Toy Categories

There are many anal toy categories that can be great for first-time players. Consider collecting these toys to try out anal sex.

  1. Anal Beads

Anal beads are a string of small round toys, typically increasing in size as you go further down the string. They’re great for public or private play, and allow you to perfectly customize how much anal stimulation you want.

Top Toy: B-Vibe Triplet Vibrating Remote Control Anal Beads

  1. General Anal Vibrators

Anal vibrators are a great starting point to enjoy the sensation of anal. They’re just like any vaginal vibrator you might pick up, but with a flared base, ensuring that they won’t get caught in the anus.

Top Toy: Hot Octopuss PleX

  1. Butt Plugs

Butt plugs are meant to go in the anus and stay there for a period of time. Some people use them to increase their enjoyment of vaginal sex, some use them as part of kink play, and some people use them as a general introduction into anal play. Both vibrating and non-vibrating butt plugs are a great starting point.

Top Toy: B-Vibe Snug Plug 2 Medium

  1. Prostate Massager

If you have a prostate, you might want a toy that helps you target the prostate directly. Prostate massagers are the prostate version of the G-spot vibrator. The hook in the massager is built to stimulate the prostate as easily as possible.

Top Toy: We-Vibe Vector Bluetooth Prostate Massager

  1. Douches and Enemas

A douche or enema is not necessary for most anal sex; on average, as long as you have a decent diet and go to the restroom before anal play, you’ll be fine. However, enemas and douches can be an enjoyable experience, being a kink in and of themselves, and the extra cleanliness can help you set your mind at ease.

Top Toy: Cleanstream Premium One-Way Valve Enema Douche


Anal sex is a great way to introduce new experiences for you and your partner. If you’re interested in trying anal sex, pick up a few of these anal toys at HUSTLER® Hollywood first, then try out these anal toys. Both pieces of the puzzle can make your anal experience that much more enjoyable.