Anal doesn’t have to be intimidating. When you choose the right positions and go slow, it can feel incredibly pleasurable and intimate — even for first-timers.
Here are the 6 best anal positions for beginners, ranked by comfort and ease. Each one includes clear instructions and tips to make the experience feel good (not painful).
1. Spooning (The Most Beginner-Friendly)
Why it’s great: Extremely comfortable, intimate, and gives her full control over depth.
How to do it: Both of you lie on your sides facing the same direction. You enter from behind while she controls how deep you go by moving her hips.
Pro Tip: This is the best position for first-time anal because it’s relaxed and allows for easy communication and eye contact.
2. Missionary with Pillow Under Hips
Why it’s great: Classic and comfortable with excellent angle control.
How to do it: She lies on her back with a pillow under her lower back/hips. You enter from the front while on your knees.
Pro Tip: The pillow tilts her pelvis upward, making entry easier and more comfortable. Great for maintaining eye contact and connection.
3. Doggy Style (With Modifications)
Why it’s great: Allows for deep penetration once she’s comfortable.
How to do it: She gets on her hands and knees. Place a pillow under her hips for support. You enter from behind.
Pro Tip: Start with her chest lowered and back arched. This makes the angle more comfortable and improves G-spot stimulation.
4. Cowgirl (Her on Top)
Why it’s great: She has complete control over depth and speed.
How to do it: You lie on your back. She straddles you and slowly lowers herself onto you while facing you.
Pro Tip: This position is excellent for beginners because she controls everything. Encourage her to lean forward slightly for more comfort and clitoral stimulation.
5. Side-Lying (Face to Face)
Why it’s great: Very intimate with excellent eye contact and connection.
How to do it: Both of you lie on your sides facing each other. She lifts her top leg as you enter slowly.
Pro Tip: This position feels very loving and connected. Perfect when you want anal to feel emotional rather than just physical.
6. Prone Bone (Flat on Stomach)
Why it’s great: Relaxed and surprisingly comfortable for many women.
How to do it: She lies flat on her stomach with a pillow under her hips. You lie on top and enter from behind.
Pro Tip: This is one of the most comfortable positions for longer sessions. The pillow under her hips makes the angle much better.
Important Safety Tips for Beginners
- Use a lot of thick lube — Reapply often.
- Go extremely slow — Never rush entry.
- Start with fingers or a small toy before full penetration.
- Listen to her body — Any sharp pain means stop immediately.
- Give her control — Let her set the pace, especially in the beginning.
Pro Tips for Maximum Comfort
- Warm her up with plenty of foreplay and external anal massage first.
- Use a pillow under her hips in almost every position — it makes a huge difference.
- Combine anal with clitoral stimulation for better relaxation and pleasure.
- Aftercare is essential — cuddle, praise her, and check in emotionally afterward.
Which position are you most excited to try?
Drop your thoughts in the comments — I personally read and reply to every single one.
Stay patient. Stay present. And go make it feel incredible. 🔥