Ruby Ryder – Pegging Paradise
Episodes
A Complicated Story About Giddi – Short Take 9-23-25
24 Sep 2025
Contributed by Lukas
What started off as just another Labor Day Sale led me through a complicated story about manufacturers, authenticity, marketing, and more. Th...
Short Take on a Belated Pegging Celebration Time!
05 Sep 2025
Contributed by Lukas
Photo Credit (Found on Reddit in r/GirlsWearingStrapons u/Lady_Perse): "True Dominatrix, check my personal website ladyperse.com and onlyfans https://...
Short Takes on Power Bottoming, and How to Reignite the Spark
24 May 2025
Contributed by Lukas
Welcome to another Short Take! This one has a couple of shares. The first is about dominant/submissive challenges with pegging - power bottoming and h...
Short Take On Masculine Surrender and Virginity
19 Jan 2025
Contributed by Lukas
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 'virg...
Short Take on Feeling Clingy, Depth Injuries, and Condoms
29 Dec 2024
Contributed by Lukas
Feeling Clingy, Depth Injuries, and Condoms! Articles and Information In this short take you will find an attempt at crowdsourcing for a gentleman who...
Short Take – What to Say and Big Toy Questions
15 Dec 2024
Contributed by Lukas
Articles/Information Equipment Webinar Sale is ON - Limited Time Offer All 3 of my Webinars - the Premium Pegging Package - are now on sale until the ...
Short Take on the Initial Insertion
05 Dec 2024
Contributed by Lukas
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 inser...
Podcast #303 Pops Right Up!
14 Feb 2024
Contributed by Lukas
Pegging Paradise Podcast #303 Just when you wondered if you'd lost me... Another podcast pops right up! Information/Articles Equipment I hope you enjo...
“I Love Seeing You Like This” – Podcast #302
16 Oct 2023
Contributed by Lukas
"I love seeing you like this." My interviewee, Steve, has heard these words many times while receiving pegging from his partner. We hear Steve's story...
Turning the Spotlight on Podcast #301
18 Aug 2023
Contributed by Lukas
Pegging Paradise Podcast #301 Information/Articles Equipment I hope you enjoy podcast #301! I included a link to an instagram video from Joe Kort that...
How to Be More Dominant While Pegging Your Partner
10 Jul 2023
Contributed by Lukas
More dominant, please - the thought going through many receivers minds. The magic of Pegging, in my opinion, is that it is a customizable sexual activ...
Here it is! Presenting Podcast #300 Part Two!
09 Jul 2023
Contributed by Lukas
Podcast #300 Part 2, where Michelle and I continue the conversation talking about responsive desire, celebrating people's no, and more. We explore tou...
This is it! Presenting Podcast #300 Part One!
09 Jul 2023
Contributed by Lukas
Presenting Podcast #300! I am joined by Michelle Rene, sexual surrogate, sex worker, intimacy guide, human connection coach and creator of Soft Cock W...
Get Down and Get Funky With Podcast #299
11 Jun 2023
Contributed by Lukas
Pegging Paradise Podcast #299 Articles/Information Equipment Podcast #299 touches on a variety of different topics until finally revisiting that quest...
Celebrations and Inquiries – Podcast #298
07 Apr 2023
Contributed by Lukas
Pegging Paradise Podcast #298 Articles/Information Equipment Podcast #298 contains some great stories about this journey we call pegging, from beginni...
Surprise! Podcast #297 Appears!
20 Mar 2023
Contributed by Lukas
Podcast #297 brings all kinds of good things, like putting on a show for your partner, thinking hard about the connection of bisexuality and pegging, ...
Podcast #296 Interview with Zach Budd
01 Dec 2022
Contributed by Lukas
Pegging Paradise Podcast #296 My interview with Zach Budd, and his reflections on consent, anal receptive play, and where the two meet, are an interes...
Podcast #295 It’s Not Hard!
11 Nov 2022
Contributed by Lukas
Listen to Pegging Paradise Podcast #295 Podcast #295 is my offering to Soft Cock Appreciation Week, the brainchild of Michelle Renee at HumanConnectio...
Podcast #294 Lex Shares About BIG Toys
27 Oct 2022
Contributed by Lukas
Pegging Paradise Podcast #294 My Interview with Lex, IMO an expert on longer and wider toys. With his background of product designer, engineering, art...
Tickle Your Ears with Podcast #293
22 Sep 2022
Contributed by Lukas
Podcast #293 - for your listening pleasure! He describes his sexual assault (trigger warning) Short and sweet happy news! He loves feminization and sh...
An Auditory Delight! Podcast #292
31 Jul 2022
Contributed by Lukas
Listen to Pegging Paradise Podcast #292! Podcast #292 brings you new toys, discussion about dominant and submissive labels, and much more! Ruby discus...
Podcast #291 Rolls Into Town
01 Jun 2022
Contributed by Lukas
Podcast #291 Rolls Into Town! So - Some great stuff with this podcast. My fascination with vulnerability continues. So I gathered together a number of...
Podcast #290 Steps Onto the Stage!
22 Apr 2022
Contributed by Lukas
Letter from an appreciative Patron He struggles with shame due to pegging She wants to satisfy his desire for masochism during pegging He loves the an...
Podcast #289 is in the Room!
23 Mar 2022
Contributed by Lukas
Listen to Pegging Paradise Podcast #289 No butts in the USA He discovers about real trust with pegging New to pegging but not solo play, he has size q...
Lend an Ear to Podcast #288
12 Mar 2022
Contributed by Lukas
For your listening pleasure - it is indeed time to... Lend an Ear to Podcast #288! She offers more info re: chastity, cuckolding & humiliation questio...
Podcast #287 Greets the New Year!
01 Feb 2022
Contributed by Lukas
Podcast #287 Greets the New Year! He sends fan mail! Encouraging pegging with his wife plus CD and ED issues He has lube and harness questions He has ...
Podcast #112 – The Introduction
28 Jan 2022
Contributed by Lukas
Podcast #112 for the Givers The Introduction The introduction of the concept of pegging is the hardest part for most hopeful receivers. Broaching the ...
Podcast #286 Completes 2021!
31 Dec 2021
Contributed by Lukas
Podcast #286 completes 2021 with style! Enjoy the pegging celebration stories, and everything else this episode has to offer. Happy New Year! Movember...
Movember Ushers in Podcast #285
10 Nov 2021
Contributed by Lukas
Pegging Paradise Podcast #285 Movember Ushers in... Trigger Warning: talk of suicide Movember ushers in thoughts of masculinity, mean's health, men's ...
Into Your Mailbox Falls Podcast #284
25 Oct 2021
Contributed by Lukas
Into your mailbox and straight to your ears? Are you one of those people who gets your notification that a podcast was delivered into your mailbox, an...
Presenting Podcast #283
16 Oct 2021
Contributed by Lukas
Pegging Paradise Podcast #283 Presenting Podcast #283 for your listening pleasure! He wants to be slut shamed; she needs suggestions He masturbated wi...
Podcast #282 – Have Issues, Want Advice
21 Sep 2021
Contributed by Lukas
Pegging Paradise Podcast #282 Want advice - When he asks for what he wants, she shuts him down She struggles with self-confidence and the learning cur...
Podcast #281 Pops Up Like Magic!
11 Sep 2021
Contributed by Lukas
Pegging Paradise Podcast #281 Ruby shares a few (more) thoughts on Pegging and Orientation Relax, Respond, and React got him to his first HFO! She sha...
#280 – The Need For Receiver Aftercare
03 Sep 2021
Contributed by Lukas
Pegging Paradise Podcast #280 The need for receiver aftercare and what it can look like He's a newbie at prostate stimulation. First time kind of frea...
Podcast #279 – Challenges for the Old Folks!
25 Jul 2021
Contributed by Lukas
Articles/Information Equipment The post Podcast #279 – Challenges for the Old Folks! appeared first on Ruby Ryder - Pegging Paradise.
Podcast #278 – On Being a Good Bottom
23 Jul 2021
Contributed by Lukas
Givers! I would love to hear from you - In your pegging world, what makes a good bottom? Of course it's very individual for each giver and each couple...
Oh Boy! Pegging Paradise Podcast #277 is Here!
29 Apr 2021
Contributed by Lukas
Pegging Paradise Podcast #276 Pegging Celebration Time! Communication was key. He tells their long story! She wonders what the clear liquid from her p...
Pegging Paradise #276 Has Arrived!
29 Mar 2021
Contributed by Lukas
Pegging Paradise Podcast #276 His solo anal play now involves his wife, but still no pegging, help? She's feeling very left out with his newfound love...
Yay! Podcast #275 is Here For You!
12 Mar 2021
Contributed by Lukas
Pegging Paradise Podcast #275 Photo credit - PrettyDomme FetLife: https://fetlife.com/users/9700337?sp=1 Only Fans: https://onlyfans.com/prettygfdomme...
Great News! It’s Podcast #274!
26 Feb 2021
Contributed by Lukas
Pegging Paradise Podcast #274 - Great News! Articles/Info Equipment Pegging Paradise Podcast #274 - Great News! The post Great News! It’s Podcast #2...
A Delightful Listen! Podcast #273
18 Feb 2021
Contributed by Lukas
I'm on Tiktok! He's seeking harness guidance He votes for listeners' whole (long) stories! She'd love some new newbie guidance He has equipment questi...
Pegging Paradise Podcast #272
11 Jan 2021
Contributed by Lukas
More input about ED after initial pegging Great description of prostate orgasm vs penile orgasm He shares the story of how they finally got to pegging...
Pegging Paradise Podcast #271 Part 2
06 Dec 2020
Contributed by Lukas
Recap of Movember Mr. Hankey's Sale Pandemic Reflections New Strap On Me Harnesses! Hot Octopuss Pulse III Duo Nexus B-Stroker Plug She shares thought...
Pegging Paradise Podcast #271 Part 1
06 Dec 2020
Contributed by Lukas
Recap of Movember Mr. Hankey's Sale Pandemic Reflections New Strap On Me Harnesses! Hot Octopuss Pulse III Duo Nexus B-Stroker Plug She shares thought...
Pegging Paradise Podcast #270
26 Nov 2020
Contributed by Lukas
Movember Link to Donate How I Teach Webinars The Man Box My story about Frank My first awareness of the Man Box An eloquent share about the Man Box Wh...
Pegging Paradise Podcast #269
05 Nov 2020
Contributed by Lukas
Pegging Paradise Podcast #269 He writes back with more thoughts about cum eating A Taste Tester shares his journey He takes it to the level of pre-cum...
Pegging Paradise Podcast #268
26 Oct 2020
Contributed by Lukas
Listen to Pegging Paradise Podcast #268 A reaction to Aussie Man's story (#266) from another Aussie Man! His review of the We-Vibe Vector app-controll...
Pegging Paradise Podcast #267
06 Oct 2020
Contributed by Lukas
Listen to Pegging Paradise Podcast #267! Articles/Information Equipment The post Pegging Paradise Podcast #267 appeared first on Ruby Ryder - Pegging ...
Pegging Paradise Podcast #266!
17 Sep 2020
Contributed by Lukas
Listen to Pegging Paradise Podcast #266 Pegging Celebration Time! He shares his story of their long, and finally successful, pegging journey He waxes ...
Podcast #265
19 Aug 2020
Contributed by Lukas
Listen to Pegging Paradise Podcast #265 Response to Manly Man's Man letter (podcast #264) Listener offers review of two toys!! (Godemiche Adam & Strap...
Podcast #264
07 Aug 2020
Contributed by Lukas
Listen to Pegging Paradise Podcast #264 Articles/Information Equipment The post Podcast #264 appeared first on Ruby Ryder - Pegging Paradise.