Is Your Ding-A-Ling Big Enough To Handle His Well-Traveled Backdoor?

Dr. Kali DuBois
3 min readJun 3, 2024

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One time I got kicked out of a deli in San Francisco for making a joke about size. The guy behind the counter looked at me and said, “You came here for the sausage… not to denigrate my cock. You want to see it, you size whore?” As he bunched up his white smock, revealing what looked like a cocktail wiener, I was so disappointed I didn’t have a toothpick.

We’ve all heard the phrase, “It’s not the size of the boat, but the motion of the ocean.” While that’s true, sometimes the size of the boat can feel like a major factor, especially when dealing with a partner who has had a lot of anal sex. If you’re worried that your penis might not be big enough for his well-traveled backdoor, fear not! There are plenty of ways to ensure a satisfying experience for both of you, regardless of size.

Understanding the Challenge

When someone has had frequent anal sex, their anal muscles become more accustomed to stretching and can handle larger objects with greater ease. This doesn’t mean they’re loose or less pleasurable — it just means they’re more experienced and can enjoy a variety of sensations. If you’re feeling a bit insecure about measuring up, remember that technique, intimacy, and creativity often outweigh sheer size.

Maximizing Pleasure Without Maxing Out on Size

Here are some tips to make sure you both have an incredible time, even if you’re not packing a monster in your pants:

Master Your Technique: Great technique can make a world of difference. Pay attention to angles, rhythm, and pressure. Use a variety of strokes and speeds to keep things exciting. Remember that the rectum has a slight curve, so experimenting with different positions can help you find the sweet spot.

Edging for Intensity: If you’re concerned about your size, try edging techniques to enhance the sensation. Thrust deeply and slowly, then pull back almost all the way before thrusting again. This creates a buildup of tension and pleasure, making each thrust feel more intense. Adding a twist or slight angle to your thrusts can also increase pleasure.

Focus on Motion and Rhythm: Instead of focusing on size, concentrate on your motion and rhythm. Vary your speed — start slow, build up, and then slow down again. This rollercoaster of speeds can drive your partner wild and make every thrust feel different and exciting.

Angles Matter: Pay attention to the angle of penetration. The rectum has a slight curve, so aligning yourself correctly can make a huge difference in comfort and pleasure. Trying different positions can help you hit the right spots, making the experience more pleasurable for your partner.

Prostate Play: If your partner has a prostate, stimulating it can lead to powerful orgasms. The prostate is located a few inches inside the rectum towards the front. Use your penis to apply gentle pressure on this area. This can provide intense pleasure regardless of your penis size.

Hypnosis Suggestions: If you’re into hypnosis or want to try it, you can use suggestions to make your partner perceive your penis as bigger than it is. During foreplay, guide them into a relaxed state and use phrases like, “As you feel me inside you, my cock feels larger and more filling than ever before,” or “With every thrust, you feel more stretched and full, as if I’m growing bigger just for you.” These suggestions can enhance their perception and increase pleasure.

Remember, size isn’t the end-all-be-all of sexual satisfaction. By focusing on technique, mastering edging, paying attention to angles, and using hypnosis suggestions, you can ensure that both you and your partner have an amazing experience. If your penis isn’t as large as you’d like, don’t stress. Instead, get creative and make every moment count. Who knows, you might find that the best experiences come from thinking outside the box — and the butt!

So, the next time you wonder if your ding-a-ling is big enough for his well-traveled backdoor, rest assured that with the right approach, you can absolutely rise to the occasion and leave him begging for more.

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Dr. Kali DuBois
Dr. Kali DuBois

Written by Dr. Kali DuBois

Brainwashedslut.com - I own a venue in San Francisco that puts on comedy and stage hypnosis shows. I'm a PhD in psychology and I write books on sex.

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