Ruby Ryder – Pegging Paradise artwork

Ruby Ryder – Pegging Paradise

300 episodes - English - Latest episode: 5 months ago - ★★★★★ - 114 ratings

Your guide for pegging, anal sex, and bdsm

Sexuality Health & Fitness
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Episodes

Podcast #303 Pops Right Up!

February 14, 2024 14:00 - 53 minutes - 40.3 MB

Pegging Paradise Podcast #303 Just when you wondered if you'd lost me... Another podcast pops right up! Information/Articles Equipment 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, […] The post Podcast #303 Pops Right Up! appeared first on Ruby Ryder - Pegging Paradise.

“I Love Seeing You Like This” – Podcast #302

October 16, 2023 01:00 - 1 hour - 40.9 MB

"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 about how he began walking down the path of pegging and how his experience has evolved over the years. He speaks eloquently about what he loves about pegging, and his […] The post “I Love Seeing You Like This” – Podcast #302 appeared first on Ruby Ryder - Pegging Paradise.

Turning the Spotlight on Podcast #301

August 18, 2023 19:00 - 57 minutes - 43.3 MB

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 relates to my new article posted on 7/2, "Men Like to Feel Beautiful and Wanted, Too". There's a lot to this line of thinking. I think the reasons that women are […] The post Turning the Spotlight on Podcast #301 appeared first on Ruby Ryder - Pegging Paradise.

How to Be More Dominant While Pegging Your Partner

July 10, 2023 18:03 - 11 minutes - 8.84 MB

More dominant, please - the thought going through many receivers minds. The magic of Pegging, in my opinion, is that it is a customizable sexual activity. Pegging can look many different ways depending on the desires and leanings of the people involved. One couple might enjoy a sensual, love-making experience while another might prefer a […] The post How to Be More Dominant While Pegging Your Partner appeared first on Ruby Ryder - Pegging Paradise.

Here it is! Presenting Podcast #300 Part Two!

July 09, 2023 19:02 - 51 minutes - 30 MB

Podcast #300 Part 2, where Michelle and I continue the conversation talking about responsive desire, celebrating people's no, and more. We explore touch, awakening the prostate, foreplay in solo anal exploration, and giving yourself permission. And don't forget, Soft Cock Week is coming again November 5 - 11, 2023! There are so many subjects around […] The post Here it is! Presenting Podcast #300 Part Two! appeared first on Ruby Ryder - Pegging Paradise.

This is it! Presenting Podcast #300 Part One!

July 09, 2023 19:00 - 1 hour - 36.8 MB

Presenting Podcast #300! I am joined by Michelle Rene, sexual surrogate, sex worker, intimacy guide, human connection coach and creator of Soft Cock Week. We talk about many. many things. You will surely find some nuggets in there for yourself. Thanks for listening! Articles/Information Pegging Gangbang Interview #146 Part OnePegging Gangbang Interview #146 Part TwoPodcast […] The post This is it! Presenting Podcast #300 Part One! appeared first on Ruby Ryder - Pegging Paradise.

Get Down and Get Funky With Podcast #299

June 11, 2023 00:00 - 1 hour - 53 MB

Pegging Paradise Podcast #299 Articles/Information Equipment Podcast #299 touches on a variety of different topics until finally revisiting that question of a fucking machine, but this time it is not a machine, it's a rocker. We've talked about these before and since that time there's a new upgrade to the plans, if you are a […] The post Get Down and Get Funky With Podcast #299 appeared first on Ruby Ryder - Pegging Paradise.

Celebrations and Inquiries – Podcast #298

April 07, 2023 21:27 - 46 minutes - 35.8 MB

Pegging Paradise Podcast #298 Articles/Information Equipment Podcast #298 contains some great stories about this journey we call pegging, from beginning anal play to the real deal. I never tire of hearing how that story unfolds, the challenges and thrills along the way. The recurring theme so often seems to be the deep satisfaction of being […] The post Celebrations and Inquiries – Podcast #298 appeared first on Ruby Ryder - Pegging Paradise.

Surprise! Podcast #297 Appears!

March 20, 2023 18:34 - 1 hour - 48.2 MB

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, and a deep dive (pun intended) into lube options. PLUS, I finally found a lube option for you wide toy aficionados that measures up to my lube snob standards - […] The post Surprise! Podcast #297 Appears! appeared first on Ruby Ryder - Pegging Paradise.

Podcast #296 Interview with Zach Budd

December 01, 2022 04:35 - 1 hour - 37.2 MB

Pegging Paradise Podcast #296 My interview with Zach Budd, and his reflections on consent, anal receptive play, and where the two meet, are an interesting listen. The journey he took that led him to take a deep dive into exactly what consent means in our world is fascinating. We discuss why guerilla ass play and […] The post Podcast #296 Interview with Zach Budd appeared first on Ruby Ryder - Pegging Paradise.

Podcast #295 It’s Not Hard!

November 11, 2022 04:00 - 47 minutes - 42.7 MB

Listen to Pegging Paradise Podcast #295 Podcast #295 is my offering to Soft Cock Appreciation Week, the brainchild of Michelle Renee at HumanConnectionCoach.com. For too long, there has been far too much emphasis on erections, how to get them, what to do if you don't have one, and pretty much everything that surrounds the constant […] The post Podcast #295 It’s Not Hard! appeared first on Ruby Ryder - Pegging Paradise.

Podcast #294 Lex Shares About BIG Toys

October 27, 2022 06:55 - 1 hour - 55 MB

Pegging Paradise Podcast #294 My Interview with Lex, IMO an expert on longer and wider toys. With his background of product designer, engineering, artistic creativity, constant curiosity and a large dose of chemical and physical science, Lex takes us on a very deep dive (pun intended) into this more extreme toy play. This podcast is […] The post Podcast #294 Lex Shares About BIG Toys appeared first on Ruby Ryder - Pegging Paradise.

Tickle Your Ears with Podcast #293

September 22, 2022 19:00 - 49 minutes - 37.2 MB

Podcast #293 - for your listening pleasure! He describes his sexual assault (trigger warning) Short and sweet happy news! He loves feminization and she's concerned He introduces us to the 'Peg Pal' term! Pegging Celebration Time! They pegged before, but not for a while. This time was amazing! Pegging Celebration Time! New relationship and pegging […] The post Tickle Your Ears with Podcast #293 appeared first on Ruby Ryder - Pegging Paradise.

An Auditory Delight! Podcast #292

July 31, 2022 23:51 - 1 hour - 46.4 MB

Listen to Pegging Paradise Podcast #292! Podcast #292 brings you new toys, discussion about dominant and submissive labels, and much more! Ruby discusses Sexual Dominance, Submission and Labels Response to ED/age issues from #279 Response to wanting to feel pretty #291 His story about bisexuality and pegging with his wife He wants his wife to […] The post An Auditory Delight! Podcast #292 appeared first on Ruby Ryder - Pegging Paradise.

Podast #291 Rolls Into Town

June 01, 2022 07:01 - 52 minutes - 46.2 MB

Podcast #291 Rolls Into Town! So - Some great stuff with this podcast. My fascination with vulnerability continues. So I gathered together a number of shares about the emotional vulnerability felt by receivers during pegging. And then we have a celebration, too! To begin with, more suggestions for incorporating pain with pegging Pegging after a […] The post Podast #291 Rolls Into Town appeared first on Ruby Ryder - Pegging Paradise.

Podcast #291 Rolls Into Town

June 01, 2022 07:01 - 52 minutes - 46.2 MB

Podcast #291 Rolls Into Town! So - Some great stuff with this podcast. My fascination with vulnerability continues. So I gathered together a number of shares about the emotional vulnerability felt by receivers during pegging. And then we have a celebration, too! To begin with, more suggestions for incorporating pain with pegging Pegging after a […] The post Podcast #291 Rolls Into Town appeared first on Ruby Ryder - Pegging Paradise.

Podcast #290 Steps Onto the Stage!

April 22, 2022 01:00 - 1 hour - 55.9 MB

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 anticipation and looking sexy for his partner He shares about letting go of the past and asking for anal play Pegging Celebration Time! Same couple! He shares their story Pegging […] The post Podcast #290 Steps Onto the Stage! appeared first on Ruby Ryder - Pegging Paradise.

Podcast #289 is in the Room!

March 23, 2022 03:00 - 31 minutes - 24.1 MB

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 questions He lets go of the shame and guilt, and talks to his wife He has some questions about vibe vs no vibe She seeks a toy […] The post Podcast #289 is in the Room! appeared first on Ruby Ryder - Pegging Paradise.

Lend an Ear to Podcast #288

March 12, 2022 17:40 - 27 minutes - 26.5 MB

For your listening pleasure - it is indeed time to... Lend an Ear to Podcast #288! She offers more info re: chastity, cuckolding & humiliation questions He noticed men's clothing ads in the US don't show asses - WTF? Podcast #112 Story - He mustered the courage and she was receptive! From #286 - He […] The post Lend an Ear to Podcast #288 appeared first on Ruby Ryder - Pegging Paradise.

Podcast #287 Greets the New Year!

February 01, 2022 20:00 - 59 minutes - 54.5 MB

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 questions about the angle of toy vs rectum She checks in 5 yrs later on pegging, chastity & cuckolding He can relate to the term 'Man Box' […] The post Podcast #287 Greets the New Year! appeared first on Ruby Ryder - Pegging Paradise.

Podcast #112 – The Introduction

January 28, 2022 01:16 - 51 minutes - 46.8 MB

Podcast #112 for the Givers The Introduction The introduction of the concept of pegging is the hardest part for most hopeful receivers. Broaching the subject with their partner often requires courage and communication. That's exactly the situation that this podcast was created for. Since podcast #112 has gotten so much air time - I am […] The post Podcast #112 – The Introduction appeared first on Ruby Ryder - Pegging Paradise.

Podcast #286 Completes 2021!

December 31, 2021 01:00 - 41 minutes - 38.6 MB

Podcast #286 completes 2021 with style! Enjoy the pegging celebration stories, and everything else this episode has to offer. Happy New Year! Movember ends with Bodacious Tatas! New Article - Stigma of Big Toys Comment on ED issues from #279 Pegging Celebration Time! Beatrice & Dante do the deed a month after interviewing me! He […] The post Podcast #286 Completes 2021! appeared first on Ruby Ryder - Pegging Paradise.

Movember Ushers in Podcast #285

November 10, 2021 01:00 - 39 minutes - 29.7 MB

Pegging Paradise Podcast #285 Movember Ushers in... Trigger Warning: talk of suicide Movember ushers in thoughts of masculinity, mean's health, men's mental health and the Movember Foundation! This podcast is full of personal shares from men who have struggled with mental health, suicide, and life's hardships. They share with us stories of how they coped, […] The post Movember Ushers in Podcast #285 appeared first on Ruby Ryder - Pegging Paradise.

Into Your Mailbox Falls Podcast #284

October 25, 2021 21:00 - 50 minutes - 38.1 MB

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, and you immediately queue it up? Or do you save them to savor later? Either way...enjoy! For Your Listening Pleasure The clips/gifs/photos I send to patrons offer him an […] The post Into Your Mailbox Falls Podcast #284 appeared first on Ruby Ryder - Pegging Paradise.

Presenting Podcast #283

October 16, 2021 19:00 - 47 minutes - 35 MB

Pegging Paradise Podcast #283 Presenting Podcast #283 for your listening pleasure! He wants to be slut shamed; she needs suggestions He masturbated with anal play in front of her, and has feels about it Trying to get his wife on board with pegging He's having trouble with penetration about 3-4 inches in He's curious about […] The post Presenting Podcast #283 appeared first on Ruby Ryder - Pegging Paradise.

Podcast #282 – Have Issues, Want Advice

September 21, 2021 19:00 - 39.8 MB

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 curve He speaks eloquently about opening up and submission She understands her husband more after reading my story He wonders if pegging encourages cuckolding? Articles/Information Janet Hardy - The Sexually […] The post Podcast #282 – Have Issues, Want Advice appeared first on Ruby Ryder - Pegging Paradise.

Podcast #281 Pops Up Like Magic!

September 11, 2021 00:00 - 30 minutes - 30 MB

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 shares her views on what makes a good bottom! He's on his butt path, pegging will happen soon, & she's excited! He lets go of his shame, is honest with […] The post Podcast #281 Pops Up Like Magic! appeared first on Ruby Ryder - Pegging Paradise.

#280 – The Need For Receiver Aftercare

September 03, 2021 13:00 - 38 minutes - 44.6 MB

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 freaked him out. We all just want to be loved and accepted Articles and Information Tony Porter - A Call to Men Tony Porter - The Roles Men Play Podcast […] The post #280 – The Need For Receiver Aftercare appeared first on Ruby Ryder - Pegging Paradise.

Podcast #279 – Challenges for the Old Folks!

July 25, 2021 15:00 - 39 minutes - 36.7 MB

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

July 23, 2021 17:00 - 33 minutes - 30.6 MB

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. So tell me, what does your receiver do/not do to make your pegging experience most enjoyable? In this episode I talk about what I like, as […] The post Podcast #278 – On Being a Good Bottom appeared first on Ruby Ryder - Pegging Paradise.

Oh Boy! Pegging Paradise Podcast #277 is Here!

April 29, 2021 18:20 - 56 minutes - 52.4 MB

Pegging Paradise Podcast #276 Pegging Celebration Time! Communication was key. He tells their long story! She wonders what the clear liquid from her partner is? She shares some helpful resources of their path to pegging They are inspired by the long story request, and tell theirs! He is courageous, tells his wife about sucking the […] The post Oh Boy! Pegging Paradise Podcast #277 is Here! appeared first on Ruby Ryder - Pegging Paradise.

Check Out the View From This Window!!

April 20, 2021 23:41 - 4.49 MB Video

Found this online and couldn't resist sharing. Check out the view from inside, and maybe from outside this hotel room, too! Hotel shenanigans can be very exciting, especially for exhibitionists! The post Check Out the View From This Window!! appeared first on Ruby Ryder - Pegging Paradise.

Great News! Podcast #276 Has Arrived!

March 29, 2021 00:00 - 66.5 MB

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 of pegging He's concerned about large girth toys and potential damage He waxes poetic about his sex life and has a few questions, too! He seeks information about lubes … Continue reading The post Great News! Podcast #276 Has Arrived! appeared first on Ruby Ryder's Pegging Paradise.

Pegging Paradise #276 Has Arrived!

March 29, 2021 00:00 - 1 hour - 66.5 MB

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 of pegging He's concerned about large girth toys and potential damage He waxes poetic about his sex life and has a few questions, too! He seeks information about lubes […] The post Pegging Paradise #276 Has Arrived! appeared first on Ruby Ryder - Pegging Paradise.

Yay! Podcast #275 is Here For You!

March 12, 2021 06:00 - 51 minutes - 47.8 MB

Pegging Paradise Podcast #275 Photo credit - PrettyDomme FetLife: https://fetlife.com/users/9700337?sp=1 Only Fans: https://onlyfans.com/prettygfdomme Pegging Celebration Time! His first time causes a loss of his faculties! He wants pegging. She doesn't. He wants pegging. Her, not so much. Their Strap On Me Double and Joque have issues He wants pegging. She doesn't want to see him […] The post Yay! Podcast #275 is Here For You! appeared first on Ruby Ryder - Pegging Paradise.

Great News! It’s Podcast #274!

February 26, 2021 07:30 - 53 minutes - 49.2 MB

Pegging Paradise Podcast #274 - Great News! Articles/Info Equipment Pegging Paradise Podcast #274 - Great News! The post Great News! It’s Podcast #274! appeared first on Ruby Ryder - Pegging Paradise.

A Delightful Listen! Podcast #273

February 18, 2021 07:00 - 51 minutes - 46.1 MB

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 questions He enjoys dominant pegging with a little pain - it that healthy? He's got some questions about finding his prostate They love pegging & want to add dominance & submission Articles/Information […] The post A Delightful Listen! Podcast #273 appeared first on Ruby Ryder - Pegging Paradise.

Pegging Paradise Podcast #272

January 11, 2021 04:00 - 1 hour - 59 MB

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 He writes back with details of their first time! He reflects on their pegging, eloquently Pegging Celebration Time! She conquers her concerns, tries pegging and LOVES it He wants […] The post Pegging Paradise Podcast #272 appeared first on Ruby Ryder - Pegging Paradise.

Pegging Paradise Podcast #271 Part 2

December 06, 2020 07:58 - 38 minutes - 35.2 MB

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 thoughts about her love of pegging Searching for a dildo that will insert her squirt! His personal experience and advice about huge toys They are searching for harnesses for XXL toys After […] The post Pegging Paradise Podcast #271 Part 2 appeared first on Ruby Ryder - Pegging Paradise.

Pegging Paradise Podcast #271 Part 1

December 06, 2020 07:55 - 44 minutes - 41.4 MB

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 thoughts about her love of pegging Searching for a dildo that will insert her squirt! His personal experience and advice about huge toys They are searching for harnesses for XXL toys After […] The post Pegging Paradise Podcast #271 Part 1 appeared first on Ruby Ryder - Pegging Paradise.

Pegging Paradise Podcast #270

November 26, 2020 18:00 - 1 hour - 48.3 MB

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 What can Men do? What can Women do? Reading from The Little #MeToo Book for Men Links for you - new Ted Talks! Articles/Information Movember Donation […] The post Pegging Paradise Podcast #270 appeared first on Ruby Ryder - Pegging Paradise.

Pegging Paradise Podcast #269

November 05, 2020 07:00 - 1 hour - 56.9 MB

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 in a shot glass! His story about coming to terms with his love of penetration He is shy to initiate and girlfriend doesn't want to schedule. Help? They […] The post Pegging Paradise Podcast #269 appeared first on Ruby Ryder - Pegging Paradise.

Pegging Paradise Podcast #268

October 26, 2020 02:00 - 59.2 MB

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-controlled Prostate massager My adventures with the We-Vibe Vector Pegging Celebration Time! They communicate, work through some stuff and it happens! Pegging Celebration Time! His sex life from losing his virginity to […] The post Pegging Paradise Podcast #268 appeared first on Ruby Ryder - Pegging Paradise.

Pegging Paradise Podcast #267

October 06, 2020 06:55 - 1 hour - 63.7 MB

Listen to Pegging Paradise Podcast #267! (Long Overdue) Pegging Celebration Time! They are edging into anal play on him and he's excited! Pegging happened! He has questions about making his GF come He wants his wife to have more pleasure during pegging She has fingered his ass - does that mean she's open to pegging? […] The post Pegging Paradise Podcast #267 appeared first on Ruby Ryder - Pegging Paradise.

Pegging Paradise Podcast #266!

September 17, 2020 00:00 - 1 hour - 63.9 MB

Listen to Pegging Paradise Podcast #266 Pegging Celebration Time! He shares his story of their long, and finally successful, pegging journey He waxes poetic about men who like pegging not being gay Celt lass tells story of how she found her like-minded partner Pegging Celebration Time! Initiated in December, she gives him the best fucking […] The post Pegging Paradise Podcast #266! appeared first on Ruby Ryder - Pegging Paradise.

Podcast #265

August 19, 2020 00:00 - 1 hour - 61.2 MB

Listen to Pegging Paradise Podcast #265 Response to Manly Man's Man letter (podcast #264) Listener offers review of two toys!! (Godemiche Adam & Strap-On-Me Vibrating Double) He shares about pegging, with & without a prostate She feels betrayed by his lack of honesty about his butt plug He's having difficulty transitioning from 1.25" to 1.5" […] The post Podcast #265 appeared first on Ruby Ryder - Pegging Paradise.

Podcast #264

August 07, 2020 09:00 - 59 minutes - 56.5 MB

Listen to Pegging Paradise Podcast #264 New Toy Review! Strap-On-Me Vibrating Double A dominant man finds my erotica, with interesting results! He wants an app controlled cock cage to increase his productivity He wants to be fucked by his wife every day - advice? This man loves big toys and getting fucked more roughly - […] The post Podcast #264 appeared first on Ruby Ryder - Pegging Paradise.

Podcast #263

July 25, 2020 06:55 - 1 hour - 62.9 MB

Listen to Pegging Paradise Podcast #263 He experiences a Prostate Awakening! She does a 180 regarding pegging! He's beyond thrilled She tells the story of how she started pegging Manly man finds his fucking ass whore inside Toy questions for BBW during cowboy He wants to find reviews of toys by men who use them! […] The post Podcast #263 appeared first on Ruby Ryder - Pegging Paradise.

Podcast #262

June 15, 2020 00:00 - 1 hour - 63.6 MB

Listen to Pegging Paradise Podcast #262 Trysexual's continued story! (Spoiler - his birthday was awesome) He's shopping for less expensive XL toys She's new & nervous, he's impatient with her learning curve She tried it. She doesn't like it. He wants only that. They pegged. Now he's saying no, he feels awkward. She wants to […] The post Podcast #262 appeared first on Ruby Ryder - Pegging Paradise.

Masturbation Month Finale!

June 01, 2020 21:41 - 6 minutes - 6.82 MB

Happy Masturbation Month! To celebrate, carouse, and consecrate...I offer audio erotic short stories for you.One every day, all month long, in celebration of self-pleasuring! Clandestine Public Stimulation Enjoy! To the Hilt,Ruby The post Masturbation Month Finale! appeared first on Ruby Ryder - Pegging Paradise.

Twitter Mentions

@peggingaustral1 1 Episode
@goddesstangent 1 Episode
@drdavidley 1 Episode
@ashleymanta 1 Episode
@qkfilm 1 Episode