How To Sissygasm: 5-Step Guide To Hands-Free Prostate Orgasm

A transgender woman

Achieving the elusive sissygasm is not only possible. It’s a great way to achieve a better, more satisfying sex life. We will go through the process of attaining one, including the benefits, how to prepare, the steps for achieving one, and the resources available to help you get there.

Key Takeaways
  1. Build Up Desire: Abstaining from ejaculation can make the experience more intense.
  2. Consider Attire: Wearing clothing that aligns with your gender expression can enhance the experience.
  3. Prostate Stimulation: You can stimulate the prostate using fingers, prostate massagers, or dildos.
  4. Other Erogenous Zones: Don’t ignore other sensitive areas like nipples, the perineum, or even the skin.
  5. Fantasy and Pornography: Engage in fantasies or watch content that helps maintain arousal.
  6. Mindfulness and Focus: Concentrate on the sensations throughout your body rather than the orgasm.
  7. Regular Practice: Regular practice help you understand what works best for you.

What Is A Sissygasm?

A sissygasm is a hands-free orgasm, meaning no penis stimulation is involved [1]. Instead, you achieve ejaculation by stimulating other erogenous zones like the prostate gland (illustration below), nipples, perineum, or even through mental stimulation. During the sissygasm session, the penis can be hard, flaccid, or trapped inside a chastity cage.

Prostate anatomy

A sissygasm can be achieved with a partner or alone, and you can use dildos, vibrators, fingers, or even your partner’s penis.

Keep in mind is that it requires much more patience than a regular orgasm. Getting in the right mindset and learning how to do it properly will take time.

 


But Why Should I Do It?

The benefits of achieving a true sissygasm are many, but some of the most common ones are:

  • You feel more confident and liberated from your past sexual experiences.
  • You feel like you can take any sexual experience to the next level.
  • If you’re on a sissification journey, it will be the crowning achievement.
  • Some people describe it as more pleasurable than traditional orgasms.
  • It’s not easy. So, if you’re lucky to achieve one, you can pat yourself on the back!

 


What Does A Sissygasm Feel Like?

From my own experience, a hands-free prostate orgasm feels better than a regular orgasm. It’s difficult to describe, but the buildup feels like a peeing sensation combined with a slight pressure behind the penis. When the anal orgasm occurs, I feel it more in the pelvic areas than in my penis, a feeling new to many. Some people also experience leg spasms, but I have not had that yet.

In addition, it feels like you are in a blissful state of self-love. It’s the state of feeling happy, comfortable, and secure in yourself.

Finally, the cum can either slowly leak out (oozing) or strongly shoot out across your entire body. It can be just a few drops or a full load. Many sissies also like to shoot the load in their mouths.

LatexLucia_ from Reddit explains it like this:

It’s a really continuous and warm feeling for me. At first, it starts to feel like a need to pee; then, it slowly fades into pleasure. After that, it gets super intense right up to orgasm. Mine leave me shaky and out of breath; they seem to get more intense each time (I’ve recently gained the ability to orgasm from anal only.)

 


How To Have A Sissygasm In 5 Steps

Below are the 5 steps that worked for me. However, all bodies are different, and you may have to adapt these steps to suit your unique needs.

1. Refrain From Masturbating

I recommend that you avoid masturbation for at least one week before attempting a hands-free orgasm. This no-masturbation period will help build up sexual pressure and make you hornier.

Pro Tip: A cock cage will help during this phase.

2. Get In The Right Mindset

You must be in the right mindset for the sissygasm journey.

You need to be relaxed and present in the moment. Don’t overthink it.

A sissygasm is a long process that requires much patience and time, and if you have an open mind, it will be easier to achieve the orgasm.

In addition, it’s important not to stress about the orgasm. Let it occur when it does, and learn to enjoy the journey instead.

Pro Tip: It may help to dim the lights and put on some seductive music.

3. Dress Up & Clean Up

Dressing is a personal choice, but most sissies like to dress up for their sissygasm sessions. It can be a sexy outfit or just some sexy lingerie.

I recommend wearing something comfortable like a pair of underwear and a sexy top.

Also, make sure you have a clean body. Take a shower and wash your hands. If you don’t have access to a shower, you can clean the genital area with a baby wipe. You can read more about anal sex prep here.

Pro Tip: Wear a blindfold to heighten your senses with sensory deprivation.

4. Prostate Stimulation

P-spot stimulation is the most straightforward way to achieve your first sissygasm. You can use dildos, vibrators, fingers, or your partner’s penis but ensure they are made of body-safe materials (Silicone, stainless steel, or glass). You should also clean the before and after use according to the manufacturer’s instructions.

If you’re a beginner, I recommend a prostate massager like Lovense Edge 2 or Lelo Hugo (review here). These sex toys are designed to hit the sweet spot directly, making it easier to focus on the right mindset.

Pro Tip: The best sissygasm position is missionary style, but I suggest trying different positions as well (All the best positions for anal masturbation are here). You can try doggy, spooning, cowgirl riding with a suction cup dildo, or on your stomach (prone), and please use plenty of water-based lube.

Born2beasissy from Reddit gives this excellent tip:

YOU DON’T REALLY NEED TO PUSH YOUR DILDO IN AND OUT LIKE A MANIAC to reach a sissygasm. Push your dildo in, lay on your back, cross your legs, and use your ass muscles (Kegels) to squeeze the dildo. It’s like you are trying to hold your pee. Squeeze and relax. Do it slowly. Be patient. Use lots of lube.

For more on anal play and P-spot orgasms, I can recommend our extensive guide about prostate milking.

5. Practice & Patience

It takes a lot of patience and practice to master the sissygasm game. So, it’s essential to approach each session without the pressure of reaching orgasm and focus on the sensations and emotional connections. Over time, this dedicated practice can lead to significant breakthroughs, making the elusive sissygasm a reality.

Patience is especially important. Everybody responds differently, and there’s no timeline for achieving an orgasm. The key is to keep going and not get disheartened by setbacks. Celebrate small victories along the way, such as increased comfort with the process or enhanced sensitivity.

How long does it take to sissygasm? Well, there is no concrete answer to this question because we are all different. In my case, it took one month of rigorous training, but I have a few friends who achieved it faster than that.

For best results, I recommend practicing every day. Try it for at least 30 minutes and try to relax while doing it.

Repeat, repeat, then repeat some more.

 


External Resources

Here are a few external resources to help you on your journey:

The Sissygasm Reddit

The Black To White Forum

 


Conclusions

My journey into sissygasm has been amazing, and I’ve never experienced anything like it.

The best part of the sissygasm is cumming. I love how the semen feels. It feels like an orgasm but also like a warm hug.

It feels great to know that you can achieve this, and that it’s possible with some training and patience.

To me, sissygasm is an amazing, amazing experience, and I hope my sissygasm guide has motivated you to try it too.

Shane

Shane Davis
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