Ruby Ryder – Pegging Paradise

Ruby Ryder
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Your guide for pegging, anal sex, and bdsm

  1. 2025-09-24

    A Complicated Story About Giddi – Short Take 9-23-25

    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 Giddi.... The sale continues through the entire month of September, should you wish to give the Tomo a try, after hearing my story! Gadget Review of Gadget Review (!) A reminder about Toxic Toys (Giddi toys are definitely not toxic). The post A Complicated Story About Giddi – Short Take 9-23-25 appeared first on Ruby Ryder - Pegging Paradise.

    21 min

  2. 2025-09-05

    Short Take on a Belated Pegging Celebration Time!

    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" Short Take 9-5-25 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! Info and Articles Podcast #112 – The Introduction Will Pegging Your Man Cause a Loss of Respect? - Article What Makes Good Pegging an “Art”? - Article When is a No Not Really a No? - Article SALE: Giddi, the maker of award-winning prostate massagers, has discounted one of their toys. The Tomo is currently an eye-opening 50% off! 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! Upcoming Office Hours Saturday September 20 @ 10AM PDT Tuesday September 23 @ 5PM PDT Join the conversations! https://us02web.zoom.us/j/8053306466 Passcode: pegging The post Short Take on a Belated Pegging Celebration Time! appeared first on Ruby Ryder - Pegging Paradise.

    19 min

  3. 2025-05-24

    Short Takes on Power Bottoming, and How to Reignite the Spark

    Welcome to another Short Take! 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! Modern Love Languages Mojo Upgrade Carnal Calibration Sex Over 30 on Reddit Sex Over 50 on Reddit And just in case you missed it - My article about CBD Lubes and Suppositories! Masturbation Month 2025 has been largely ignored by me - My apologies! Some of you may have been waiting for new chapters of the on-going story, Seven Days as a Kitchen Maid. 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... The post Short Takes on Power Bottoming, and How to Reignite the Spark appeared first on Ruby Ryder - Pegging Paradise.

    14 min

  4. 2025-01-19

    Short Take On Masculine Surrender and Virginity

    Masculine Surrender Sunday 1/19 is my next Virtual Happy Hour! Register Here. A couple of letters for you today! Masculine surrender and vulnerability and so-called 'virginity'. 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. 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. 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. Info and Articles The Many Ways to Bend Over; How Words Matter - Article Bend Over and Take it - Article Virginity and the Hymen Myth - Article by NZ Sexual Health Society Here I am on BlueSky: https://bsky.app/profile/rubyryder.bsky.social Here are my TikTok videos Here is my Free Erotica The post Short Take On Masculine Surrender and Virginity appeared first on Ruby Ryder - Pegging Paradise.

    14 min

  5. 2024-12-29

    Short Take on Feeling Clingy, Depth Injuries, and Condoms

    taking a longer dildo when pegging Feeling Clingy, Depth Injuries, and Condoms! Rectosigmoid Junction Injury - seeking information Condoms on toys? Receiver feeling clingy and needy after pegging Articles and Information Rectosigmoid junction article Removing odors from silicone toys Pegging and aftercare 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. Next, she wonders why all people don't use condoms on toy? 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 Reddit and one commenter responded so well I felt like you all needed to hear it. That link will take you to the original post. Sale of all 3 of my Webinars good through the end of the year! You need this is your sex education library! 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. The post Short Take on Feeling Clingy, Depth Injuries, and Condoms appeared first on Ruby Ryder - Pegging Paradise.

    20 min

  6. 2024-12-15

    Short Take – What to Say and Big Toy Questions

    He wonders what to say in the moment for givers who are beginners and asks what I might have wanted to hear! He's puzzling out the details of how to take a bigger toy. The lube must be slippery and they need the right harness so the new toy is over her bits! Articles/Information Different Ways of Opening Up For Pegging - Article Reddit post about Silolis Anal Training Plugs All About the Rectosigmoid Junction - Article Equipment Fukena Sliquid Silk X-Lube CBD Butt Stuff CBD Palm Grease Extra Greasy Silolis Anal Training Sets Aslan Leather Commando Harness Square Peg Slink Hosed Tapered Flexible Silicone Anal Hose Tantus Snake Tantus Cones Banana Pants Bumpher - to grind against Banana Pants Lippi grind with or without vibe Best vibe for Lippi Nu Sensuelle Point Plus Webinar Sale is ON - Limited Time Offer All 3 of my Webinars - the Premium Pegging Package - are now on sale until the end of the year, discounted from $99 to $75! This enables you to have a six hour complete educational pegging library on hand for new partners, additional partners, or for your own review. The best part about the recorded webinars is the on-demand flexibility that allows you to view them on your own time frame as opposed to when I have a free webinar scheduled. The post Short Take – What to Say and Big Toy Questions appeared first on Ruby Ryder - Pegging Paradise.

    22 min

  7. 2024-12-05

    Short Take on the Initial Insertion

    Initial Insertions require good foreplay! Initial Insertion Short Take Jessica's question is common for new Givers. She's concerned about getting the toy in so the fun can begin! Initial insertion doesn't need to be unpleasant for the receiver. For the giver, when you take the right steps to open up the ass, initial insertion goes more smoothly. This can give you more confidence in that all-important moment of sliding it home! WTF are Short Takes? This is the first of what I am calling my Short Takes. Shorter audio clips and more often is the goal. Hope you enjoy. Might be easier to listen to shorter podcasts as well. Having a tough time at the family gathering? Take 10 minutes out and listen to me talk about dildos and asses! I plan to drop these on no specific schedule, but will strive to satisfy all you listeners who have been so deprived on my podcasts. Upcoming Sale Advance notice of year end sale on all 3 of my Webinars. The Premium Pegging Package will go on sale December 15th through the end of the year, discounted from $99 to $75. This will enable you to have a complete educational pegging library on hand for new partners, additional partners, or your own review.The best part about the recorded webinars is the on-demand flexibility that allows you to view them on your own time frame as opposed to when I have a webinar scheduled. Dr Carlton's Butt Clock Happy Pegging and No Shame! The post Short Take on the Initial Insertion appeared first on Ruby Ryder - Pegging Paradise.

  8. 2024-02-14

    Podcast #303 Pops Right Up!

    Pegging Paradise Podcast #303 Just when you wondered if you'd lost me... Another podcast pops right up! Both sides of an amazing pegging story Some new toys after the ANME show! All 3 Webinars are now recorded and available for on-demand viewing Happy Hour Chats with Ruby are now a thing Private consultations can be scheduled here Information/Articles All 3 Webinars Recorded Happy Hours Equipment Strap On Me Unique Harness dual penetration one size waist 25 - 35 Strap On Me Tapping Wave Dildo 6" x 1.5" suction cup waterproof Strap On Me Realistic 6" x 1.69" suction cup dual density Tantus Uncut Realistic O2 #1 ~8" x 1.75" no suction cup Tantus Uncut Realistic O2 #2 6.4" x 1.6" no suction cup Tantus Anal Training Cones Small, Large, and Squat Tantus Charmer Great Beginner Dildo 7" x 1.3" no suction cup med firm B-Vibe 360 Rotating Plug with Dual Vibrations and Remote B-Vibe Expand Inflatable Plug with Vibrating Base and Remote Strap On Me Inflatable Dildo Plug 5.5" to 7.8" x 1.12" to 2.36" Liberator BonBon Cushion Best for Holding Dildo and Riding Liberator On a Mission Cushion for Lucky Pierre Experience HarForDil Dildo Harnesses Tell them Ruby Ryder sent you! I hope you enjoy this podcast. Speaking of something that pops right up, there are two inflatable toys for you to check out this time! One from my last blog post, The Strap On Me Inflatable, and a new one from B-Vibe, the Expand, which luxuriously inflates with the touch of a remote. Also - the story from the couple is heartwarming and a pure pleasure to listen to. I do spend a fair amount of time solving problems and giving relationship advice here at Pegging Paradise. What a treat to get a purely good news story! In fact, I felt compelled to play the music for them. Happy Pegging and No Shame! The post Podcast #303 Pops Right Up! appeared first on Ruby Ryder - Pegging Paradise.

    54 min
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