Ruby Ryder – Pegging Paradise

NewTumbl.com 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' Thoughts about the term 'just joking' He craves much, much, more pegging He wants pegging but...

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 reposting it so that the downloader apps will include it once a...

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 wonders whether to explore pegging... She asked him about butt st...

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, what they learned and what advice they hav...

Reddit/Pegging 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 interesting opportunity He waxes poetic about their new love of 'le...

reddit/pegging_unkinked 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 a cleaning bottle and toy sharing Pegging Celebratio...

NewTumbl.com 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 Dominant Woman Pegging Positions...

NewTumbl.com 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 his partner, and finds a measure of peace Pegging Celebration Time! He tells their s...

NewTumbl.com 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 #250 Brené Brown Listening to Shame Sex Positive Therapist Dr. Tom Murray Equipment Shop...

newtumbl.com She's puzzled and dismayed by the difficulties of searching for a partner at 65 My thoughts about the challenges older men face with intimacy and age-related ED His thoughts about being a good bottom, and trying to be authentic as a submissive man in the middle east He's arrived, after waiting too long, and puts his feelings into words My podcasts are like a window to his soul; reassu...

Check the perspective - install a bar above the bed...? From r/Pegging_Unkinked 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 well as some generalities tha...

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 toy and his bi-curiosity His wife is not interested, even in butt p...

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 He seeks books on female dominance and a clit sucking toy New Discord Chat Groups...

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 as submissive. U...

Pegging Paradise Podcast #274 - Great News! He shares his crossdressing journey! He and his wife had a go at prostate massage. Fireworks! He wonders about women who peg and don't judge. He asks if there are women who will teach guys pegging She's gone from hesitant to hungry for his ass! Pegging Celebration Time! His story of being Mounted in Michigan He has many questions about equipment He wants...

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 Ruby on TikTok Strap On Me Vibrating Double Re...

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 her to get more pleasure from pegging He wants to know if anal play ev...

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 hemorrhoid surgery his ass is too sensitive - advice? How to get har...

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 hemorrhoid surgery his ass is too sensitive - advice? How to get har...

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 link for Ruby! Tony Porter - A Call to Men Tony Porter - The Roles Men Play Mark Greene - The Little #...

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 have take advantage of the lockdown. He shares! He's starting to crave playing with cocks and dre...

Ruby Ryder shares woman with corset and strap-on POV from spread legs and penis 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! H...

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? She shares Incredibly Eloquently about loving his vulnerability They are new to pe...

Ruby Ryder shares woman with strap-on pegging man face down on bed 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...

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" diameter - hints? He needs good positions for la...