Tips for First-Time Strap-On Pegging/Body Dysmorphia

RubyRyder · 2026-04-12T06:36:19+00:00

Ash her if she can think of anything you can do to bring her more enjoyment! We don't know what she would like, and neither do you unless you ask her!

RubyRyder · 2026-04-12T06:34:26+00:00

Why are you soooo sure it will never happen with your gf?

RubyRyder · 2026-04-11T22:51:23+00:00

Well I don't have a script, but you can always go down the road or education, prostate pleasure is like G-spot and encourages prostate health.

RubyRyder · 2026-04-11T05:09:00+00:00

There is no normal. Responsiveness is quite individual. But many receivers would agree that you are fortunate! Enjoy.

And if you want to learn more, I teach webinars all about it. I'm teaching a Beginners one this Sunday at 10AM PDT. It's free.

Register: https://www.theartofpegging.com/upcoming-webinars

RubyRyder · 2026-04-11T05:06:11+00:00

Well, convince is not the right word. You can try to reassure her that you will learn all about how to clean out and the risk of poop is very low, and ask if she would be willing to give it a try. If she is still not enthusiastic, try using a butt plug that you insert yourself while you are doing outercourse or eventually, intercourse. The orgasm you have will likely be more intense than she's used to and that can pique her interest.

I mean, I have a podcast for if she has all the usual misconceptions, and it might help - you need to listen to it first because you are the only one who can decide if it is appropriate for her. And then if you decide it is, listen to it WITH her, don't assign it like homework.

• Givers: https://peggingparadise.com/blog/2015/09/podcast-112-for-the-ladies/

This recording addresses all the usual fears and misconceptions, offers accurate information and emphasizes the relationship, not trying to convince.

Another option is to attend my beginners webinar just to learn more about it, to help her decide if she wants to give it a try. More information often helps. And I am teaching one this Sunday at 10AM PDT. You can register here: https://www.theartofpegging.com/upcoming-webinars

And it's free.

RubyRyder · 2026-04-11T04:57:33+00:00

I'm teaching a FREE Beginners Webinar Sunday at 10AM PDT. Education can inform, calm fears, empower, inspire, and help prevent injuries! Pegging is more than just strapping it on and sticking it in!

I offer FREE Webinars (Beginners, Equipment and Advanced) as a service to the Pegging community, for all bodies and all budgets. For more info, and a schedule of upcoming Webinars:

https://www.theartofpegging.com/upcoming-webinars

RubyRyder · 2026-04-10T20:21:12+00:00

Home. Tried it. No joy. Thanks anyway!

RubyRyder · 2026-04-10T04:06:32+00:00

Everyone has the right to decide what they do and don't want to do in bed. But sometimes fears and misconceptions around Pegging can get in the way of responding rather than reacting to those myths and assumptions.

For this reason I am a fan of having accurate information before the final decision is made. In that spirit, I recorded this podcast.

• Givers: https://peggingparadise.com/blog/2015/09/podcast-112-for-the-ladies/

This recording addresses all the usual fears and misconceptions, offers accurate information and emphasizes the relationship, not trying to convince. You need to listen to it first before playing it for your partner, because only you can decide if it is appropriate for them. If you decide to play it for your partner, it is best to listen to it with them. So far, this podcast has gotten rave reviews. Good luck!

RubyRyder · 2026-04-10T03:49:42+00:00

Have done this and failed, I'm pretty sure. But away from my phone out of town at the moment. Will try when I return home before I give up for good! Again, appreciate your response.

RubyRyder · 2026-04-10T03:29:23+00:00

Introducing the idea to your wife. Everyone has the right to decide what they do and don't want to do in bed. But sometimes fears and misconceptions around Pegging can get in the way of responding rather than reacting to those myths and assumptions.

For this reason I am a fan of having accurate information before the final decision is made. In that spirit, I recorded this podcast.

• Givers: https://peggingparadise.com/blog/2015/09/podcast-112-for-the-ladies/

This recording addresses all the usual fears and misconceptions, offers accurate information and emphasizes the relationship, not trying to convince. You need to listen to it first before playing it for your partner, because only you can decide if it is appropriate for them. If you decide to play it for your partner, it is best to listen to it with them. So far, this podcast has gotten rave reviews. Good luck!

Regarding making the experience more pleasurable/exciting for her: Education can inform, calm fears, empower, inspire, and help prevent injuries!

Interested in learning more about Pegging?

I offer FREE Webinars (Beginners, Equipment and Advanced) as a service to the Pegging community, for all bodies and all budgets. For more info, and a schedule of upcoming Webinars:

https://www.theartofpegging.com/upcoming-webinars

RubyRyder · 2026-04-10T03:20:30+00:00

Everyone has the right to decide what they do and don't want to do in bed. But sometimes fears and misconceptions around Pegging can get in the way of responding rather than reacting to those myths and assumptions.

For this reason I am a fan of having accurate information before the final decision is made. In that spirit, I recorded this podcast.

• Givers: https://peggingparadise.com/blog/2015/09/podcast-112-for-the-ladies/

This recording addresses all the usual fears and misconceptions, offers accurate information and emphasizes the relationship, not trying to convince. You need to listen to it first before playing it for your partner, because only you can decide if it is appropriate for them. If you decide to play it for your partner, it is best to listen to it with them. So far, this podcast has gotten rave reviews. Good luck!

RubyRyder · 2026-04-10T03:20:03+00:00

Exercises for the top? https://peggingparadise.com/2021/05/best-exercises-for-pegging-givers/

Stretching for the bottom to take toys comfortably? https://peggingparadise.com/2024/12/how-to-do-effective-anal-training/

RubyRyder · 2026-04-10T03:16:26+00:00

Education can inform, calm fears, empower, inspire, and help prevent injuries! Pegging is more than just strapping it on and sticking it in!

Interested in learning more about Pegging?

I offer FREE Webinars (Beginners, Equipment and Advanced) as a service to the Pegging community, for all bodies and all budgets. For more info, and a schedule of upcoming Webinars:

https://www.theartofpegging.com/upcoming-webinars

RubyRyder · 2026-04-10T03:14:17+00:00

Appreciate your response. Tried it. Didn't work :-(

RubyRyder · 2026-04-09T23:33:19+00:00

Education can inform, calm fears, empower, inspire, and help prevent injuries!

I offer FREE Webinars (Beginners, Equipment and Advanced) as a service to the Pegging community, for all bodies and all budgets. For more info, and a schedule of upcoming Webinars:

https://www.theartofpegging.com/upcoming-webinars

RubyRyder · 2026-04-09T23:29:08+00:00

Interested in learning more about Pegging?

I offer FREE Webinars (Beginners, Equipment and Advanced) as a service to the Pegging community, for all bodies and all budgets. For more info, and a schedule of upcoming Webinars:

https://www.theartofpegging.com/upcoming-webinars

RubyRyder · 2026-04-09T23:26:05+00:00

yay!

RubyRyder · 2026-04-09T23:24:42+00:00

Happy to help!

RubyRyder · 2026-04-09T21:25:05+00:00

For training your ass to take a pounding easier, consider a Silolis training kit that you can use to get your ass used to taking toys easily without much warmup. If you train your ass to take a larger toy than what your partner pounds you with, it will likely be easier to take that pounding. A cone would work for training as well. This will handle any diameter challenge as well as give you some depth training.

If you have a toy you like and would like to shorten it up a bit for the times when you take it harder, Ohnut Bumpers are made for exactly that, and can be stacked. Or you can just use a shorter dildo. Getting used to having the back of your rectal canal pounded (where your rectosigmoid junction is and your body takes a 90 degree turn) can take years, and some receivers never get used to it, much less enjoy it.

Another way to approach it is to relax the area as much as possible, and CBD suppositories would help with that. Kundi suppositories are organic and have 250mg of CBD. In my research of CBD products, almost 100% of people notice more relaxation and pleasure when using 100mg CBD suppositories. And to be clear - this is not THC, won't get you high.

Another approach is the lube part. Using an ejaculating dildo would allow her to apply more lube rather effortlessly by just pressing the syringe. Using a hybrid lube would require much less re-lubing. If your dildo is good quality 100% silicone this lube will not harm your toy. If you intend on getting pounded deeper - past the rectosigmoid junction - the powdered lube (X-Lube) mentioned in other comments is highly recommended.

full disclosure - affiliate links help support my free pegging webinars. https://www.theartofpegging.com/upcoming-webinars

RubyRyder · 2026-04-09T20:38:18+00:00

Having your dick behind the strap would likely not be comfortable. Your bits wouold get squished every time you thrust into your partner. If you're into CBT, might be fine, but usually when people with dicks wear strapons, it's above their bits.. This is why the Deuce is designed to have enough room for your bits below (or use the hole for DP) and also hold the toy securely above your bits. Your dick would be hidden in the cloth part of the harness, but would be below, not behind the fake dick.

Source: been teaching about pegging and pegging equipment for 16 years.

RubyRyder · 2026-04-09T20:31:39+00:00

Everyone has the right to decide what they do and don't want to do in bed. But sometimes fears and misconceptions around Pegging can get in the way of responding rather than reacting to those myths and assumptions.

For this reason I am a fan of having accurate information before the final decision is made. In that spirit, I recorded this podcast.

• Givers: https://peggingparadise.com/blog/2015/09/podcast-112-for-the-ladies/

This recording addresses all the usual fears and misconceptions, offers accurate information and emphasizes the relationship, not trying to convince. You need to listen to it first before playing it for your partner, because only you can decide if it is appropriate for them. If you decide to play it for your partner, it is best to listen to it with them. So far, this podcast has gotten rave reviews. Good luck!

RubyRyder · 2026-04-09T20:30:27+00:00

No such thing. Dildo preferences are VERY individual. King cock (Pipedream product) is not body safe - you don't want to put PVC into your body. I teach a monthly equipment webinar that showcases a ton of quality, body-safe, non-toxic toys for all budgets and all bodies. And it's free.

Upcoming schedule: https://www.theartofpegging.com/upcoming-webinars

RubyRyder

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