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 […] The post Short Take On Masculine Surrender and Virginity appeared first on Ruby Ryder - Pegging Paradise ....
Jan 19, 2025•14 min•Transcript available on Metacast Feeling Clingy, Depth Injuries, and Condoms! Articles and Information 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 […] The post Short Take on Feeling Clingy, Depth Injuries, and Condoms appeared first on Ruby Ryder - Pegging Paradise ....
Dec 29, 2024•20 min•Transcript available on Metacast 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 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, […] The post Short Take – What to Say and Big Toy Questions appeared first on Ruby Ryder - Pegging Paradise ....
Dec 15, 2024•22 min•Transcript available on Metacast 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 […] The post Short Take on the Initial Insertion appeared first on Ruby Ryder - Pegging Paradise ....
Dec 05, 2024•Transcript available on Metacast 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 ....
Feb 14, 2024•54 min•Transcript available on Metacast "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 ....
Oct 16, 2023•1 hr 14 min•Transcript available on Metacast 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 ....
Aug 18, 2023•57 min•Transcript available on Metacast 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 ....
Jul 10, 2023•12 min•Transcript available on Metacast 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 ....
Jul 09, 2023•51 min•Transcript available on Metacast 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 ....
Jul 09, 2023•1 hr 8 min•Transcript available on Metacast 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 ....
Jun 11, 2023•1 hr 9 min•Transcript available on Metacast 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 ....
Apr 07, 2023•47 min•Transcript available on Metacast 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 ....
Mar 20, 2023•1 hr 3 min•Transcript available on Metacast 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 ....
Dec 01, 2022•1 hr 8 min•Transcript available on Metacast 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 ....
Nov 11, 2022•48 min•Transcript available on Metacast 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 ....
Oct 27, 2022•2 hr 41 min•Transcript available on Metacast 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 ....
Sep 22, 2022•49 min•Transcript available on Metacast 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 ....
Jul 31, 2022•1 hr 4 min•Ep 292•Transcript available on Metacast 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 ....
Jun 01, 2022•53 min•Transcript available on Metacast 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 ....
Apr 22, 2022•1 hr•Transcript available on Metacast 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 .
Mar 23, 2022•31 min•Transcript available on Metacast 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 ....
Mar 12, 2022•28 min•Transcript available on Metacast 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 ....
Feb 01, 2022•59 min•Transcript available on Metacast 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 ....
Jan 28, 2022•51 min•Transcript available on Metacast 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 ....
Dec 31, 2021•41 min•Transcript available on Metacast 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 ....
Nov 10, 2021•40 min•Transcript available on Metacast 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 ....
Oct 25, 2021•50 min•Transcript available on Metacast 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 ....
Oct 16, 2021•48 min•Transcript available on Metacast 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 ....
Sep 21, 2021•Transcript available on Metacast 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 ....
Sep 11, 2021•30 min•Transcript available on Metacast 
