Ruby Ryder – Pegging Paradise
Ruby Ryder – Pegging Paradise

Ruby Ryder – Pegging Paradise

Ruby Ryder

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Your guide for pegging, anal sex, and bdsm

Recent Episodes

A Complicated Story About Giddi – Short Take 9-23-25
SEP 24, 2025
A Complicated Story About Giddi – Short Take 9-23-25
<figure class="wp-block-image aligncenter size-full is-resized"><img fetchpriority="high" decoding="async" width="646" height="616" src="https://peggingparadise.com/wp-content/uploads/2025/09/Screenshot-2025-09-23-184728.png" alt="The Giddi Tomo, and the complicated story!" class="wp-image-23828" style="width:489px;height:auto" srcset="https://peggingparadise.com/wp-content/uploads/2025/09/Screenshot-2025-09-23-184728.png 646w, https://peggingparadise.com/wp-content/uploads/2025/09/Screenshot-2025-09-23-184728-300x286.png 300w" sizes="(max-width: 646px) 100vw, 646px" /></figure> <figure class="wp-block-audio"><audio controls src="https://peggingparadise.com/wp-content/uploads/2025/09/ShortTake-9-23-25-Giddi-Story.mp3"></audio></figure> <p>What started off as just another Labor Day Sale led me through a complicated story about manufacturers, authenticity, marketing, and more. The wild world of sex toys is difficult to navigate at times. I do my best, and sometimes I might get it wrong. This time, I cannot honestly say whether I got it right or wrong! So here's the complicated story about <a href="https://mygiddi.com/collections/sale/products/tomo-come-hither-prostate-massager?ref=6955158.16a51f">Giddi</a>....</p> <p>The sale continues through the entire month of September, should you wish to give the Tomo a try, after hearing my story!</p> <ul class="wp-block-list"> <li><a href="https://www.gadgetreview.com/publications/gadget-review">Gadget Review of Gadget Review</a> (!)</li> <li>A reminder about <a href="https://peggingparadise.com/2010/10/sex-toys-making-you-sick/">Toxic Toys</a> (Giddi toys are definitely not toxic).</li> </ul> <p>The post <a href="https://peggingparadise.com/2025/09/a-complicated-story-about-giddi-short-take-9-23-25/">A Complicated Story About Giddi &#8211; Short Take 9-23-25</a> appeared first on <a href="https://peggingparadise.com">Ruby Ryder - Pegging Paradise</a>.</p>
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21 MIN
Short Take on a Belated Pegging Celebration Time!
SEP 5, 2025
Short Take on a Belated Pegging Celebration Time!
<figure class="wp-block-image aligncenter size-full"><img decoding="async" width="547" height="730" src="https://peggingparadise.com/wp-content/uploads/2025/09/Screenshot-2025-09-05-140202.png" alt="User &quot;Lady_Perse&quot; on Reddit " class="wp-image-23798" srcset="https://peggingparadise.com/wp-content/uploads/2025/09/Screenshot-2025-09-05-140202.png 547w, https://peggingparadise.com/wp-content/uploads/2025/09/Screenshot-2025-09-05-140202-225x300.png 225w" sizes="(max-width: 547px) 100vw, 547px" /></figure> <p><em>Photo Credit (Found on Reddit in r/GirlsWearingStrapons u/Lady_Perse): "True Dominatrix, check my personal website ladyperse.com and onlyfans https://onlyfans.com/lady_perse And free onlyfans https://onlyfans.com/lady_perse_free"</em></p> <figure class="wp-block-audio"><audio controls src="https://peggingparadise.com/wp-content/uploads/2025/09/Short-Take-9-5-25.mp3"></audio></figure> <h4 class="wp-block-heading">Short Take 9-5-25</h4> <ul class="wp-block-list"> <li>PCT - This short take is the first Pegging Celebration Time I've done in a long time! And it's embarrassingly late, but heartfelt nonetheless. Hope you enjoy her story. I feel like this contributor embodies the best of intentions and consideration in her efforts towards a happy relationship with her partner. We could probably learn a few things!</li> </ul> <h4 class="wp-block-heading">Info and Articles</h4> <ul class="wp-block-list"> <li><a href="https://peggingparadise.com/2022/01/podcast-112-the-introduction/">Podcast #112 – The Introduction</a></li> <li><a href="https://peggingparadise.com/2025/06/weird-rule-causes-a-loss-of-respect/">Will Pegging Your Man Cause a Loss of Respect?</a> - Article</li> <li><a href="https://peggingparadise.com/2025/08/what-makes-good-pegging-an-art/">What Makes Good Pegging an “Art”?</a> - Article</li> <li><a href="https://peggingparadise.com/2025/08/when-is-a-no-not-really-a-no/">When is a No Not Really a No?</a> - Article</li> <li><strong>SALE</strong>: <a href="https://mygiddi.com/?ref=6955158.16a51f">Giddi</a>, the maker of award-winning prostate massagers, has discounted one of their toys. <strong>The <a href="https://mygiddi.com/collections/sale/products/tomo-come-hither-prostate-massager?ref=6955158.16a51f">Tomo</a> is currently an eye-opening 50% off!</strong> I have no idea how long the sale will continue, but it's an amazing deal. There are plenty of other discounts, but that's the deepest one. Nothing like getting a $120 toy for $60!</li> </ul> <h4 class="wp-block-heading">Upcoming Office Hours</h4> <ul class="wp-block-list"> <li>Saturday September 20 @ 10AM PDT</li> <li>Tuesday September 23 @ 5PM PDT</li> </ul> <p><strong>Join the conversations! </strong><br><a href="https://us02web.zoom.us/j/8053306466">https://us02web.zoom.us/j/8053306466</a> <br>Passcode: pegging</p> <p>The post <a href="https://peggingparadise.com/2025/09/short-take-on-a-belated-pegging-celebration-time/">Short Take on a Belated Pegging Celebration Time!</a> appeared first on <a href="https://peggingparadise.com">Ruby Ryder - Pegging Paradise</a>.</p>
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19 MIN
Short Takes on Power Bottoming, and How to Reignite the Spark
MAY 24, 2025
Short Takes on Power Bottoming, and How to Reignite the Spark
<figure class="wp-block-image aligncenter size-full"><a href="https://www.themodernlovelanguages.com/the-book"><img decoding="async" width="421" height="650" src="https://peggingparadise.com/wp-content/uploads/2025/05/Screenshot-2025-05-23-175514.png" alt="short take on power bottoming and reigniting the spark" class="wp-image-23678" srcset="https://peggingparadise.com/wp-content/uploads/2025/05/Screenshot-2025-05-23-175514.png 421w, https://peggingparadise.com/wp-content/uploads/2025/05/Screenshot-2025-05-23-175514-194x300.png 194w" sizes="(max-width: 421px) 100vw, 421px" /></a></figure> <figure class="wp-block-audio"><audio controls src="https://peggingparadise.com/wp-content/uploads/2025/05/Short-Take04-01-25.mp3"></audio></figure> <p><strong>Welcome to another Short Take!</strong> This one has a couple of shares. The first is about dominant/submissive challenges with pegging - power bottoming and how it improved one couple's pegging dynamic. The second is asking for ideas to reignite the sexual spark after 24 years of marriage. Enjoy!</p> <ul class="wp-block-list"> <li><a href="https://www.themodernlovelanguages.com/the-book">Modern Love Languages</a></li> <li><a href="https://mojoupgrade.com/">Mojo Upgrade</a></li> <li><a href="https://carnalcalibration.com/en">Carnal Calibration</a></li> <li><a href="https://www.reddit.com/r/sexover30/">Sex Over 30 on Reddit</a></li> <li><a href="https://www.reddit.com/r/sexover50/">Sex Over 50 on Reddit</a></li> </ul> <p>And just in case you missed it - My article about <a href="https://peggingparadise.com/2025/04/can-cbd-lube-make-pegging-even-better/">CBD Lubes and Suppositories!</a></p> <p><strong>Masturbation Month</strong> 2025 has been largely ignored by me - My apologies! Some of you may have been waiting for new chapters of the on-going story, <a href="https://peggingparadise.com/2022/05/seven-days-as-a-kitchen-maid/">Seven Days as a Kitchen Maid</a>. If you have not read it, there are currently 29 short chapters. I started the story in 2022 and only seem to be inspired to add to it during May...until this year. I promise that it's on my list to finish! Never has it taken so long to tell about 7 days, right? Erotic anticipation at it's best (or worst - lol). At this point, Frank is quite tempted to do some power bottoming, but he won't. He's being a good boy for Cynthia. Only two more days left! But so very many adventures...</p> <p></p> <p>The post <a href="https://peggingparadise.com/2025/05/short-takes-on-power-bottoming-and-how-to-reignite-the-spark/">Short Takes on Power Bottoming, and How to Reignite the Spark</a> appeared first on <a href="https://peggingparadise.com">Ruby Ryder - Pegging Paradise</a>.</p>
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13 MIN
Short Take On Masculine Surrender and Virginity
JAN 19, 2025
Short Take On Masculine Surrender and Virginity
<figure class="wp-block-image aligncenter size-full is-resized"><img loading="lazy" decoding="async" width="522" height="536" src="https://peggingparadise.com/wp-content/uploads/2025/01/Screenshot-2025-01-18-150344.png" alt="Masculine Surrender" class="wp-image-23525" style="width:330px;height:auto" srcset="https://peggingparadise.com/wp-content/uploads/2025/01/Screenshot-2025-01-18-150344.png 522w, https://peggingparadise.com/wp-content/uploads/2025/01/Screenshot-2025-01-18-150344-292x300.png 292w" sizes="(max-width: 522px) 100vw, 522px" /><figcaption class="wp-element-caption">Masculine Surrender</figcaption></figure> <figure class="wp-block-audio"><audio controls src="https://peggingparadise.com/wp-content/uploads/2025/01/ShortTake-01-19-25.mp3"></audio></figure> <p>Sunday 1/19 is my next Virtual Happy Hour! <a href="https://www.theartofpegging.com/upcoming-webinars">Register Here.</a></p> <p>A couple of letters for you today! Masculine surrender and vulnerability and so-called 'virginity'.</p> <p>I do believe that there is healing potential in anal penetration for all prostate owners, but especially for the intensely masculine receivers. Allowing a bit of feminine in to help find balance can be refreshing, wondrous and healing. Not having to be in control can be a relief, startling in contrast to the daily expectations of society.</p> <p>And the stuff about 'virginity'. Whew. Perhaps it was an innocent question, but the word itself represents so much bad stuff, and not any good that I can see. Educate yourself. Carry the good forward and discard the bad. The concept of virginity isn't doing anyone any favors.</p> <p>You'll hear this in the recording, but I will be leaving Instagram and Threads today, the 19th. There are a lot of reasons, most of which many of you will also be familiar with. I will not participate in a social media platform that simply doesn't care about hate speech and misinformation. Since most of my connecting with you lovely folx happens on Fetlife.com and Reddit, I can make this move and not have it affect me negatively. I'm really liking BlueSky. Give it a try - link below.</p> <h4 class="wp-block-heading">Info and Articles</h4> <ul class="wp-block-list"> <li><a href="https://peggingparadise.com/2024/11/the-many-ways-to-bend-over-how-words-matter/">The Many Ways to Bend Over; How Words Matter</a> - Article</li> <li><a href="https://peggingparadise.com/2015/07/bend-over-and-take-it/">Bend Over and Take it</a> - Article</li> <li><a href="https://www.justthefacts.co.nz/about-virginity-hymen-myths">Virginity and the Hymen Myth</a> - Article by NZ Sexual Health Society</li> <li>Here I am on BlueSky: <a href="https://bsky.app/profile/rubyryder.bsky.social">https://bsky.app/profile/rubyryder.bsky.social</a></li> <li><a href="https://www.theartofpegging.com/videocontent">Here are my TikTok videos</a></li> <li><a href="https://www.theartofpegging.com/free-erotica-by-ruby-ryder">Here is my Free Erotica</a></li> </ul> <p>The post <a href="https://peggingparadise.com/2025/01/short-take-on-masculine-surrender-and-virginity/">Short Take On Masculine Surrender and Virginity</a> appeared first on <a href="https://peggingparadise.com">Ruby Ryder - Pegging Paradise</a>.</p>
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13 MIN
Short Take on Feeling Clingy, Depth Injuries, and Condoms
DEC 29, 2024
Short Take on Feeling Clingy, Depth Injuries, and Condoms
<figure class="wp-block-image aligncenter size-full"><img loading="lazy" decoding="async" width="481" height="526" src="https://peggingparadise.com/wp-content/uploads/2023/07/rectosigmoid-junction.jpg" alt="taking a longer dildo when pegging" class="wp-image-22484" srcset="https://peggingparadise.com/wp-content/uploads/2023/07/rectosigmoid-junction.jpg 481w, https://peggingparadise.com/wp-content/uploads/2023/07/rectosigmoid-junction-274x300.jpg 274w" sizes="(max-width: 481px) 100vw, 481px" /><figcaption class="wp-element-caption">taking a longer dildo when pegging</figcaption></figure> <figure class="wp-block-audio"><audio controls src="https://peggingparadise.com/wp-content/uploads/2024/12/ShortTake12-28-24.mp3"></audio></figure> <h4 class="wp-block-heading">Feeling Clingy, Depth Injuries, and Condoms!</h4> <ul class="wp-block-list"> <li>Rectosigmoid Junction Injury - seeking information</li> <li>Condoms on toys?</li> <li>Receiver feeling clingy and needy after pegging</li> </ul> <h4 class="wp-block-heading">Articles and Information</h4> <ul class="wp-block-list"> <li><a href="https://peggingparadise.com/2023/07/what-makes-taking-a-longer-dildo-uncomfortable/" target="_blank" rel="noreferrer noopener">Rectosigmoid junction article</a></li> <li><a href="https://peggingparadise.com/2016/10/removing-odors-from-silicone-toys/">Removing odors from silicone toys</a></li> <li><a href="https://peggingparadise.com/2022/02/pegging-and-aftercare/">Pegging and aftercare</a></li> </ul> <p>In this short take you will find an attempt at crowdsourcing for a gentleman who had a depth play injury at the rectosigmoid junction. He also had a horrible experience with an MD who couldn't get beyond his own discomfort to give good care.</p> <p>Next, she wonders why all people don't use condoms on toy?</p> <p>Finally, he's new at pegging, and was very surprised at the emotional fallout afterwards. Namely, feeling clingy and needy for a couple of days afterwards. This question was on <a href="https://www.reddit.com/r/StraightPegging/comments/1ho0j91/anyone_feel_very_clingy_after_being_pegged/">Reddit</a> and one commenter responded so well I felt like you all needed to hear it. That link will take you to the original post.</p> <p><a href="https://www.theartofpegging.com/">Sale of all 3 of my Webinars good through the end of the year! You need this is your sex education library!</a></p> <p>Here's to much more pegging in 2025. I think we can all, or almost all, toast to that! Happy Holidays to you all and may you enjoy the loveliest celebration(s) ever.</p> <p>The post <a href="https://peggingparadise.com/2024/12/short-take-on-feeling-clingy-depth-injuries-and-condoms/">Short Take on Feeling Clingy, Depth Injuries, and Condoms</a> appeared first on <a href="https://peggingparadise.com">Ruby Ryder - Pegging Paradise</a>.</p>
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20 MIN