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Ruby Ryder – Pegging Paradise

Ruby Ryder – Pegging Paradise

50 episodes

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.

Sep 24, 202521 min

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.

Sep 5, 202519 min

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.

May 24, 202513 min

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.

Jan 19, 202513 min

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.

Dec 29, 202420 min

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.

Dec 15, 202421 min

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.

Dec 5, 2024

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.

Feb 14, 202453 min

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

"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 explorations into crossdressing and chastity. This podcast might be a reassurance to pegging givers who are concerned when their receivers express a desire to crossdress. Hearing personal stories can be heartening and enlightening. Enjoy! Information/Articles Toxic Toys - Article Girls on Porn Podcast Men Like to Feel Beautiful and Wanted,Too - Article Chastity and Pegging - Article Nicole Prause on Neurohackers Interview, Medium, Another Interview Equipment SpareParts Joque Harness Fuze Tango Strap On Me Vibrating Double Strap On Me Dual Density Movember officially begins in November. I will indeed be participating once again with the same goal of $1000. I'm starting early (October 15th) because my goal this year is not a specific workout goal. Instead, it's a weight loss goal! This is why I am starting early. I plan to lose 15 pounds by the end of November and reverse the effects of the pandemic on my fitness. I'm strong from all my workouts but would love to be able to fit back into some of my clothes and move through the world more easily. Extra weight impacts me more intensely as I get older! And I need to stay fit so I can keep enthusiastically having my way with my partners...! Please donate to the Movember fundraiser if you are able. They are doing such amazing work! The post “I Love Seeing You Like This” – Podcast #302 appeared first on Ruby Ryder - Pegging Paradise.

Oct 16, 20231h 13m

Turning the Spotlight on Podcast #301

Pegging Paradise Podcast #301 Prince of Pegging Dogs and Cars and Escapes Email lists and marketing Pretty Dildos! Pegging Celebration Time! He finally asks for it and gets it plus more! Vagus Nerve considerations post heart attack He discovers real femdom exists and I talk about consent He is so giving to her that she revisits his love of anal play and he's hopeful Podcast #112 is a lighthouse for him is so many wonderful ways He seeks a solution to a complicated toy issue Information/Articles Dr. Joe Kort on men wanting to feel desired Paper - Anal sex after Cardiac event Podcast #112 Equipment Andrew Christian Jock Straps! Unicorn Tongue Dildo 2.3" x 7.4" Mr Hankey's Toys Beefcake Small 2.2" x 6.44" Alien Breeder Small 2.18" x 7.5" Kthulu Small 2.4" x 7.5" Banana Pants dildo covers Bumpher - cover Shagger - cover b.Cush - pad Honeybunch - pad with vibe Lippi - pad with vibe Nu Sensuelle Point 20 - Best bullet vibe for pads 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 not as good at expressing their desire for men are complicated, but that doesn't mean that the desire to receive compliments and feel wanted is not there. Please take some time and consider this. BIG SALE: Mr Hankey's is having a sale! From now until August 31st, the code SUMMER20 will get you 20% off storewide! Shop. Happy Pegging and No Shame! The post Turning the Spotlight on Podcast #301 appeared first on Ruby Ryder - Pegging Paradise.

Aug 18, 202357 min

How to Be More Dominant While Pegging Your Partner

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 full-on BDSM scene with restraints, impact play, and humiliation. A desire I see expressed often by receivers in pegging groups on Reddit, and in emails sent to me is for the giver to be more dominant. "How can I get my partner to be more dominant while fucking me?" "Sometimes I really wish she would just grab me and fuck me and act a little more dominant." "I've asked my partner to be more dominant, but she said she doesn't know how." This is a common desire in the world of pegging. So how can couples best navigate this added aspect to their pegging play? I recorded my thoughts on this subject for you all. The answer is more involved than you would think. Good communication is essential. Knowing what you like and dislike is also important for both givers and receivers. Remember, the willingness to explore is commendable and a true gift to your partner and your relationship! You don't know whether you will like it if you have never tried it, right? Happy Pegging! The post How to Be More Dominant While Pegging Your Partner appeared first on Ruby Ryder - Pegging Paradise.

Jul 10, 202311 min

Here it is! Presenting Podcast #300 Part Two!

Soft Cock Week is Coming! 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 soft cocks that we discuss. Even how the word cock seems to be more favored by one racial demographic - with no studies to prove it! Articles/Information Emily Nagoski - Come As You Are Cuddle Party Soft Cock Week November 5 - 11, 2023 Soft Cocktail Mixer 2022 Barry McCarthy - Coping With Premature Ejaculation Mark Greene - Remaking Manhood Betty Martin Wheel of Consent Woodhull Organization program archive The Case For Cock Owners Using Strap-Ons Equipment B-Vibe Snug Plug Aneros Helix Syn Spare Parts Deuce Michelle and I go down a bunch of rabbit holes (pun always intended) in part 2 of podcast #300. She explains about responsive desire, and how understanding what your accelerators and your brakes are can be so important for couples to explore with each other. Then we explore Soft Cock Week (Michelle's creation!) from a variety of different perspectives. Check out the website - there are a collection of writings there from the inaugural 2022 celebration. Again, I want to thank you for downloading and listening, and for your support. I believe that because of my efforts, and by extension, your efforts, too, that we have significantly reduced the shame often felt by receivers of pegging. We have also corrected the misconceptions and myths attached to this delightful sexual activity. More people than ever are exploring pegging. The wave of interest has not slowed. If anything, it has increased. Those of you here learning, exploring, and discovering all of the pleasures pegging can offer, you are absolutely surfing that wave, and I congratulate you! The post Here it is! Presenting Podcast #300 Part Two! appeared first on Ruby Ryder - Pegging Paradise.

Jul 9, 202351 min

This is it! Presenting Podcast #300 Part One!

Presenting Podcast #300 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 #200 Part OneAnd Podcast #200 Part TwoPodcast #200 Part ThreeStan Tatkin - Wired For LoveJessica Fern - Polysecure - Attachment, Trauma, and Consensual Non-MonogamyDr. Joe Kort - Ask Yourself...Terry Real - Us: Getting Past You and Me to Build a More Loving RelationshipAttachment Style QuizAASECTTammy Kent - Wild Feminine Equipment EnticeMe - Code Ryder for free shipping!SheVibeMr Hankeys So many books to read and ideas to investigate with this episode. This is what it's like when Michelle and I get together, and we thought we'd give you a slice of Ruby/Michelle conversation to hopefully delight and inform. It's been a long road from my first poor audio quality podcast in 2012 to number 300 today. Thanks for downloading. Thanks especially for listening. On this occasion, if there's one thing that I would urge you all to remember, it would be to let go of shame. In some areas of my life I feel like I've just gotten started, but there's no time like the present to explore, grow, and learn. Basically, it's never too late. Live your lives with love and embrace your desires, because we are only here for a short time. I say this emphatically, as a woman who just turned 66! In each and every moment, we all have the choice to either expand with love or contract with fear. Therefore, don't let fear rule your life. Choose love! When you do, you give everyone else around you a chance to do the same. The post This is it! Presenting Podcast #300 Part One! appeared first on Ruby Ryder - Pegging Paradise.

Jul 9, 20231h 7m

Get Down and Get Funky With Podcast #299

Pegging Paradise Podcast #299 She used to peg him but not anymore. Advice? He wonders if pushing the cock and balls back behind the legs has a point? He wants to find the right formula to increase her enthusiasm and pleasure Pegging Celebration Time! He has Equipment questions after their first 3 times He comments on my article and tells a story Seven words and a grammar lesson Shout out and a question Sub seeks prostate orgasm and wants more pleasure for his mistress He's post-op prostate cancer, seeking advice about a strap-on for him He's a virgin looking for a dominant partner, advice? She said no, he made a Funky Rocker! Articles/Information Review of Strap On Me Multi Orgasm Bendable Review of Strap On Me Vibrating Bendable Double Sign up for my webinars! Chairman Position Givers Discord Chat - email me: Ruby@ PeggingParadise.com Midori's DIY Scarf Harness When Dominant Women Suck Submissive Dick Cam Fraser Interview Mish Middelmann The Case For Cock Owners Using a Strap-On Equipment Strap On Me Multi Orgasm Bendable Double Strap On Me Vibrating Double Spare Parts Sasha Harness Silicone Sheaths for Strap On Me Doubles O-Ring Sets Blush Silicone Dildos Spare Parts Deuce Harness Mr. S Leather Corey Jay Leather Harness Hismith Fucking Machines Coupon Code 5% off:%20WYWE97H3 Plans for Funky Rocker and DP Upgrade! Velvet Teddy Thrusting Dildo - powerful and kinda loud! Naked Addiction Freak - thrusts, vibrates, rotates 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 DIY kind of receiver. There are also a couple of new toys for those receivers who don't have a partner yet crave that sensation of being pegged. Affiliate links Entice Me Code Ryder for free shipping!Hismith Fucking Machines Coupon Code 5% off:%20WYWE97H3SheVibeThe Butters Hygienics Palm Grease Lube 20% off coupon code PEGGINGPARADISEGiddi Prostate MassagersMr Hankey's Large ToysGodmiche - UK basedNYTC - New York Toy Collective The post Get Down and Get Funky With Podcast #299 appeared first on Ruby Ryder - Pegging Paradise.

Jun 11, 20231h 8m

Celebrations and Inquiries – Podcast #298

Podcast #298 features talk of the JimSupport Sex Sling Pegging Paradise Podcast #298 Consultations with Ruby are now easy to schedule! PCT! He tells his story, from anal play to pegging PCT! He shares his journey from diet to exploration to pegging! His reflections after one year of pegging He shares his experience with Snug Plugs 1-4 and bicycling! They are exploring more and more. He’s excited and terrified all at once! Articles/Information Zoom Consultations with Ruby Review of JimSupport Sex Sling Breathtaking Butt Plug Article Pegging Positions for Beginners More Pegging Positions Article - Asking Her to Try It Equipment Aneros Prostate Massager Sex Card Games Jim Support Sex Sling B-Vibe Snug Plugs B-Vibe Vibrating Snug Plugs 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 accepted for exactly who you are, and the thrill of exploring new sexual territory. Slings, butt plugs, relationships, communications, taking risks, asking for what you want, and more makes up this episode. And we are almost at #300! The post Celebrations and Inquiries – Podcast #298 appeared first on Ruby Ryder - Pegging Paradise.

Apr 7, 202346 min

Surprise! Podcast #297 Appears!

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 - yay! If you are going to put something in your body, make sure it's safe. That axiom applies to toys as well as lube! For those of you interested in different techniques to help open up to pegging pleasure, I'm hooking you up with Dr Carlton's butt clock technique, too. So effective! Enjoy podcast #297. For Your Listening Pleasure! She waxes poetic about pegging, and wonders about positions and toys She wonders about the assertion that all men who enjoy pegging are on some level interested in the real thing Receiver/Giver Reddit shares of their first time pegging He discovers solo shower play and puts on a show for his wife! Discovering pegging at a later age has it challenges, and he’s looking for ways to make it easier and more enjoyable for her Lube info/opinions, from a man with decades of anal play experience! He’s having a hard time relaxing with solo play Articles/Information Pegging Positions Ciren Virde Interviewed by Leyna Nguyen of Consenting Adults Podcast Venus Cuckoldress Interviews Ruby! Reddit Forum - Straight Pegging Podcast #112 for the Givers The Webinars! Newbie Solo Ass Play Dr. Carlton’s Butt Clock Technique on IG Equipment Liberator Wedge/Ramp Combo Pegasus Vibrating Dildos with remote Blush Vibrating Dildos Jim Support Sex Sling Spare Parts Sasha Sliquid Silk Butters Palm Grease Code PEGGINGPARADISE for 20% off! Njoy Purewand Here in CA we recently did the whole stupid (IMO) time change thing again. I wondered what the hell happened because I thought we were getting rid of it. Turns out despite voters approving the measure, state lawmakers have not passed any legislation to get rid of it. Will of the people, my ass. Politicians do whatever they like, and prioritizes the needs of the rich and powerful, especially corporations. Wow, I'm in a mood this morning! The post Surprise! Podcast #297 Appears! appeared first on Ruby Ryder - Pegging Paradise.

Mar 20, 20231h 2m

Podcast #296 Interview with Zach Budd

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 stealth sodomy are never okay, and how an enthusiastic yes is the only true consent. Last but far from least, Zach shares the tip of the iceberg on the subject of anal receptive play for men in the back community, a subject many of you have wondered about. Enjoy! Movember Month End Push for the Bodacious Tatas! Wrap Up of Soft Cock Appreciation Week with Michelle Rene Interview with Zach Budd Happy Holidays! Articles/Information Consent, Kink and the Law - Zach Budd Soft Cock Week Resources! Gang Bang Podcast Part 1 - Michelle Rene Gang Bang Podcast Part 2 - Michele Rene Gang Bang Story From the Receiver Gang Bang Erotic Story Movember Donating Link Equipment Help Support Pegging Paradise with these Affiliate Links! EnticeMe.Com - free shipping code Ryder Hismith Fucking Machines! 5% off with code WYWE97H3 Giddi Award Winning Prostate Massagers Godemiche Custom Dildos Mr Hankey's Toys - the Big Ones! JimSupport Sex Slings and fetish furniture! For those of you who have yet to make it to an Equipment Webinar and now find yourselves in the position of gift giving and being uncertain about which gifts - I scheduled one more Equipment Webinar for you on December 3rd, Saturday, at 10AM. That will leave you time to order and receive whatever you would like to stuff that present, stocking or derrière with - your choice! My preference is the derrière, but you do you! And if you want to see the Bodacious Ruby Tatas, please make a donation to Movember! The post Podcast #296 Interview with Zach Budd appeared first on Ruby Ryder - Pegging Paradise.

Dec 1, 20221h 8m

Podcast #295 It’s Not Hard!

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 quest for an erection. Let's celebrate soft cocks in all their glory! It's not hard, head over to the website and check out all the offerings from so many different sex educators and sexuality professionals. Officially begins November 13th and lasts through November 19th, which is when there will be a variety of events, and there are already resources and offerings to explore; a wealth of information! Moved to donate to Movember? It's not hard: Click here to Donate to the Movember Fundraiser for Ruby Ryder AND Soft Cock Appreciation Week! Articles/Information Cam Fraser/Mish Middelmann Interview Rediscovering Life and Manhood After Prostate Cancer Movember's True North - Life After Prostate Cancer Treatment The Conscious Locker Room - Tully O'Conner - Podcast The Man Rules Podcast With Dan Griffin Movember Fundraiser for Soft Cock Appreciation Week! Soft Cock Appreciation Week The Case for Cock Owners Using a Strap-on Aneros Forum The Love Drive Podcast with Shaun Galanos - Excellent episode for Soft Cock Week! Equipment Spare Parts Deuce for Cock Owners I urge you to join me in celebrating soft cocks, slow sex, non-PIV sex, unhurried explorations of each other's bodies, and our own bodies! There are so many ways to have sex that don't require or involve a hard cock, a wet vagina, and a goal driven activity. Be good to yourselves! The post Podcast #295 It’s Not Hard! appeared first on Ruby Ryder - Pegging Paradise.

Nov 11, 202247 min

Podcast #294 Lex Shares About BIG Toys

Mr Hankey's Long John Mr Hankey's Largo 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 a long one (another pun intended)! Right as I was putting this podcast together, I received a promotional email from Mr. Hankey's, and both the Largo and Long John are on sale 15% off! Lovely coincidence. Articles/Information Sell used sex toys on Reddit Circumference/diameter conversionSapiens - Book by Yuval Noah HarariMovember is coming! Equipment Nylon Syringe with Drench Tip for Lube InsertionMr Hankey's - Largo and Long John - scroll down - on sale!X-Lube"Great Chinese Toy for Stretching and Depth Training""Perfect Depth Trainer""My Personal Favorite Chinese Toy"Black Latex Rubber Fisting MittsJohn Thomas Toys - UK - Goose Neck (other colors - search!)PVC Goose for building toys (must cover for safety!)Hismith Fucking Machine Coupon Code for 5% off: WYWE97H3Square Peg Slink The post Podcast #294 Lex Shares About BIG Toys appeared first on Ruby Ryder - Pegging Paradise.

Oct 27, 20221h 40m

Tickle Your Ears with Podcast #293

Podcast #293 - for your listening pleasure! He describes his sexual assault (trigger warning)Short and sweet happy news!He loves feminization and she's concernedHe 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 is a happening thing!Pegging Celebration Time!After 3 years, it finally happenedPegging Celebration Time!Peggers from Belgium - He tells their story!She wonders if he relaxes through the have to pee, if he will orgasm? Articles/Information The Truth About Strapless Strap-OnsPodcast #112 - For the GiversAll the Pegging Paradise Podcasts! Equipment Lucky Glitter Dildo by AvantPink Aslan Leather Minx harness Hope you enjoyed podcast #293! Two more things... Two Awesome Things - Sex Swings and Podcast #293! I have talked about my amazing sex swing before. You know, the one that doesn't require a hard point, is free-standing, and breaks down to a duffel bag so you don't have to have a dedicated sex play room...? I showcase it in every equipment webinar I teach, because besides being amazing for pegging, it's excellent for less able-bodied givers and receivers! A new company took over the brand, and now offers an affiliate program, which I of course signed up for pronto. They offer not only sex swings, but a variety of other sex furniture, too! Here's the link: Fetish Locker Sex Swings and Sex Furniture! Movember Will be Here Soon! Movember is coming right up and I will be doing my yearly fundraiser combined with gym workout (that's the 'move' part) again this year. My goal is $1K, and I have reached it twice in the past - with the assistance of a few tata pics. Just google tatas here at Pegging Paradise. and you will see what I mean. I hope you will join my efforts to raise money for Movember. They started off with an emphasis on prostate and testicular awareness, and expanded into men's health in general (men are not as good at taking care of their health because they are expected to just tough things out), and men's mental health (men are taught to compete, and follow a strict set of rules of masculinity, which leads to isolation and a lack of close friends = bad for mental health). They do amazing work! The post Tickle Your Ears with Podcast #293 appeared first on Ruby Ryder - Pegging Paradise.

Sep 22, 202249 min

S1 Ep 292An Auditory Delight! Podcast #292

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 LabelsResponse to ED/age issues from #279Response to wanting to feel pretty #291His story about bisexuality and pegging with his wifeHe wants his wife to get pleasure from peggingNew Strap On Me Clit Sucking Vibrating Double!Listener shares many thoughts revolving around peggingShe wasn't fully on board with pegging and shamed/judged him...Now she's fully on board, and he doesn't trust her Articles/Information When Dominant Women Suck Submissive DickReview Strap On Me Bendable Vibrating DoubleReview Strap On Me Multi Orgasm Clit Sucking Double!The Truth About Strapless Strap-OnsTom Ford Quote About Male Penetration3D Model of ClitorisDr Carlton on IG about Poppers Equipment New Strap On Me Multi Orgasm Clit Sucking DoubleStrap On Me Bendable Vibrating DoubleLelo Enigma - Tiffany recommendation for Clit SuckingB-Vibe Le Wand - My favorite wand The post An Auditory Delight! Podcast #292 appeared first on Ruby Ryder - Pegging Paradise.

Jul 31, 20221h 3m

Podcast #291 Rolls Into Town

https://www.reddit.com/r/HiddenStrapon/ 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 peggingPegging after a prostatectomy?Pegging brings up his lack of vulnerability in his relationshipThen, he sends a vote for men feeling sexy and beautiful!He feels shame with his solo anal (esp big) toy playHe wonders about terminology for pegging partnersHe seeks info to begin exploring depth playPegging Celebration Time!Their first time was so emotionally satisfying for him!He eloquently shares the intense emotions he feels from peggingHe shares therapist's suggestion about shadow workAnd finally, he shares his anal story - from shame to thrills! Articles and Information Figging - WikipediaTiktok capsicum video removed, sorry!Aneros Forum - register and then search for 'prostatectomy'Podcast #35 - pegging after prostatectomyPodcast #109 - discussion about PSA and prostate cancerPodcast #168 - pegging after prostatectomyCam Fraser/Mish Middleman Rediscovering Life and Manhood After Prostate CancerPegging and AftercareBig Toys and StigmaAdvanced Webinar for depth play infoShadow Work Video #1 - Christina LopesShadow Work Video #2 - Khetasar LoveShadow Work Video #3 - The Quintessential MindShadow Work Video #4 - Dr. Steve MortensenMap of Seminal Vesicle and Prostate #1Map of Seminal Vesicle and Prostate #2Ruby Rolls into an Interview - "In Bed With Lisa"! Equipment Icy HotShop for Big Toys at Mr Hankeys! The post Podcast #291 Rolls Into Town appeared first on Ruby Ryder - Pegging Paradise.

Jun 1, 202252 min

Podcast #290 Steps Onto the Stage!

Monster Mitts Washable Vampire Gloves Letter from an appreciative PatronHe struggles with shame due to peggingShe wants to satisfy his desire for masochism during peggingHe loves the anticipation and looking sexy for his partnerHe shares about letting go of the past and asking for anal playPegging Celebration Time!Same couple! He shares their storyPegging Celebration Time!After a slow start, their pegging play takes off!Their partner has femininity concerns around wearing a strap-onHe graciously consents to do a pre-pegging interviewA BDSM scene goes wrong and he's at a loss, worried about the futureHaving done solo play, he wants to move to pegging with his partner. Help? Articles/Information Reassurance for you wonderful Ass MenPodcast #112 - Introduction for GiversBig Toy StigmaRuby Ryder on Medium Equipment Vampire Gloves - LeatherVampire Gloves - Acrylic (washable) - send a message and request them!Acrylic CanesRuse D ThangB-Vibe PlugsSpare Parts Sasha harnessSpare Parts Bella harnessOff the Tongue harnesses -also- On Etsy (free shipping) The post Podcast #290 Steps Onto the Stage! appeared first on Ruby Ryder - Pegging Paradise.

Apr 22, 20221h 0m

Podcast #289 is in the Room!

Listen to Pegging Paradise Podcast #289 Podcast #289 is in the room and ready to play! No butts in the USAHe discovers about real trust with peggingNew to pegging but not solo play, he has size questions He lets go of the shame and guilt, and talks to his wifeHe has some questions about vibe vs no vibeShe seeks a toy that has no curveHe found Homme Mystere - men's lingerie!Pegging Celebration Time!After 9 years, he asks and she says yes! Articles/Information Podcast #112 - Introduction for GiversTrying Anal Sex - advice column replyMen's Lingerie and more!Homme MystereKoalaSwim.comXDress.comJanet's ClosetCrossdressers BoutiqueActivSkin - Legwear for MenSecret Male Equipment Strap On Me Bendable Vibrating DoubleBlush Impressions Vibrating DildosPegasus Vibrating Dildos with RemoteGodemiche Apprentice Dildo So there were a lot of topics in the room of Pegging Paradise Podcast #289. Hope you enjoyed them! I always delight in every Pegging Celebration Time I have the pleasure of playing the music for. I feel like I should have a sticker I send folx or something. Placed on the bumper of your car - who would know? Anyone who recognized it would surely grin and nod, knowingly. The post Podcast #289 is in the Room! appeared first on Ruby Ryder - Pegging Paradise.

Mar 23, 202231 min

Lend an Ear to Podcast #288

Ruby Ryder shares long legged woman in red latex stockings and red strap-on with dildo For your listening pleasure - it is indeed time to... Lend an Ear to Podcast #288! She offers more info re: chastity, cuckolding & humiliation questionsHe 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 suggests gussying up the harness that fits!Ruby was kicked off IG, and made another account (eye roll)Beginner's Webinar now Recorded and available On Demand! Articles/Information Pegging Paradise Podcast #112Beginner's Webinar Recorded!Ruby's New Instagram accountRuby on TikTok Equipment Njoy PurewandAslan Leather Commando Harness The post Lend an Ear to Podcast #288 appeared first on Ruby Ryder - Pegging Paradise.

Mar 12, 202227 min

Podcast #287 Greets the New Year!

NewTumbl.com Podcast #287 Greets the New Year! He sends fan mail!Encouraging pegging with his wife plus CD and ED issuesHe has lube and harness questionsHe has questions about the angle of toy vs rectumShe checks in 5 yrs later on pegging, chastity & cuckoldingHe can relate to the term 'Man Box'Thoughts about the term 'just joking'He craves much, much, more peggingHe wants pegging but doesn't want to push his wife Articles/Information Crossdressing Podcast #131CD Podcast #182 Part One and Part TwoCD Podcast #255 Part One and Part TwoThe Case For Cock Owners Using a Strap-OnSilicone Lube and Silicone ToysMidori's DIY Scarf HarnessAll About X-Lube - Mixing, etcMidori’s Rope Harness - videoAFemmeCock Rope Harness - videoDiagram of puborectalisCuck Week!Insatiable Wives - Dr. David LeyRemaking Manhood PodcastPodcast #112 to introduce Givers to PeggingPodcast #253 to introduce Receivers to Pegging Equipment Njoy PurewandB-Vibe Vibrating Plug with remoteTantus Cock RingSpare Parts Deuce for Cock OwnersSliquid Silk LubeX lubeSpareParts Tomboi HarnessSpareParts Tomboii Boxer BriefsRodeoh Hi-Rise Panty Harness In case you missed it - my interview with Lady D and Miss Drea of Sex, Sin, and Sensibility can be listened to on your favorite podcast downloader app, or right here! I answered lots of questions and we dove into pegging a little harder and deeper... Also, in case you missed it - cuck week happened! Learn all about it here, and enjoy the various programs, podcasts, writings, blog posts, etc., that were all a part of cuck week! Cuckolding is a widely misunderstood kink, often assumed to be all about humiliation. It certainly can be, and then sometimes it's totally not. Dr. David Ley's book, Insatiable Wives, will give you much more information about cuckolding. The post Podcast #287 Greets the New Year! appeared first on Ruby Ryder - Pegging Paradise.

Feb 1, 202259 min

Podcast #112 – The Introduction

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 again. (If you are looking for the podcast #253 for prospective receivers, click here.) I recorded this podcast for all you hopeful receivers. Use it to introduce the idea of pegging to your prospective giver. But please listen to it yourself first! Only you can decide if it is appropriate for your partner. If you decide that it is, the best idea is to listen to is together. That way you can pause the recording, if and when they have questions. This podcast will take them through the myriad of myths and misconceptions, and offer accurate information to replace them. Throughout, I emphasize the relationship above all. In this way your prospective giver will be able to respond to your request instead of reacting to it with any incorrect assumptions. There are never any guarantees, but this podcast has received rave reviews! I hope success is yours, and that you and your partner enjoy many pegging sexy times together! The post Podcast #112 – The Introduction appeared first on Ruby Ryder - Pegging Paradise.

Jan 28, 202251 min

Podcast #286 Completes 2021!

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 ToysComment on ED issues from #279Pegging Celebration Time!Beatrice & Dante do the deed a month after interviewing me!He wonders whether to explore pegging...She asked him about butt stuff! He is thrilled.A small toy left him sore - advice?Pegging Celebration Time!They rediscovered pegging - with excellent results!His partner is concerned about combining chastity and peggingHe has questions about harnesses for her enjoymentFace down, ass up! Articles/Information Ruby's Bodacious TatasBig Toys and StigmaCheating on Fear Podcast #43Chastity and PeggingPlastic bag hack for fabric harnesses Equipment Spareparts SashaDirty Darlings on EtsyBumpher dildo base pad The post Podcast #286 Completes 2021! appeared first on Ruby Ryder - Pegging Paradise.

Dec 31, 202141 min

Movember Ushers in Podcast #285

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 have for other men who are struggling. These were all taken from the Movember website. This is the month that I urge you all to take a good long look at the differences between how we raise girls and how we raise boys, and how boy's trauma of being disconnected from emotions and authenticity follows them through their lives, with disastrous consequences for everyone. Men's partners, children, friends and society as a whole suffers from the dominant, tough it out, competitive, 'never let them see your pain' rules instilled young boys. We can do better! Articles/Information Movember - Ruby's Mo Space! Please donate.Rapid, at home COVID testing by tele-medThe Will to Change, "Men, Masculinity and Love" Bell HooksRemaking Manhood Podcast with Mark Greene & Charles MattheusSO MANY links to resources from Movember 2019 Equipment Entice Me - the Little Black Dress of Pleasure Products! The post Movember Ushers in Podcast #285 appeared first on Ruby Ryder - Pegging Paradise.

Nov 10, 202139 min

Into Your Mailbox Falls Podcast #284

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 opportunityHe waxes poetic about their new love of 'leather strappage'He shares about age, virility, touch, and aftercareHis eloquent story about a session solo pegging playA trans man wonders if my webinar could help him use a strap-onThey've pegged, he wants more, she's not doing it, help?He finds reassurance in my website; he's not alone, & he's perfectly okay Articles/Information Ruby at Bawdy StorytellingPodcast #112 - for potential Givers Equipment Liberator Bon Bon Toy MountFun Factory Bootie PlugsFuze Alpha DildoSilicone cock ring More fun things will fall into your mailbox, soon! The post Into Your Mailbox Falls Podcast #284 appeared first on Ruby Ryder - Pegging Paradise.

Oct 25, 202150 min

Presenting Podcast #283

reddit/pegging_unkinked Pegging Paradise Podcast #283 Presenting Podcast #283 for your listening pleasure! He wants to be slut shamed; she needs suggestionsHe masturbated with anal play in front of her, and has feels about itTrying to get his wife on board with peggingHe's having trouble with penetration about 3-4 inches inHe's curious about a cleaning bottle and toy sharingPegging Celebration Time!He shares his love of anal play and then #112 sends them on their way! Articles/Information Dirty Talk ResourcesPleasure Mechanics PodcastDr. Liz Powell online courseDr. Liz Powell free handoutJordan Gray - articlebook Exhibitionism for the Shybook Nice Girl's Guide to Talking DirtyPodcast #112 - For potential GiversPuborectalis Muscle DiagramStudy Showing UVC light effective against COVIDRemoving odors from silicone toys Equipment Budget douching bottle on (sorry) AmazonPuritize UVee UVC Toy SanitizerFuze Tango DoubleRealistic, softer double - Fuze Tango RealUnrealistic, softer double - Fuze Tango FlexWe-Vibe Tango BulletFuze Freddie Suction Cup DildoSilicone Willy 7.5" DildoNeo Elite 7.5" Dildo Dual DensityLimba Flex Bendable Movember is almost upon us, and I will be once again raising money for this organization. They educate men about maintaining healthy prostates, and are making great strides in the area of men's mental health; getting out of the man box. As so many of you know if you have been listening to my podcast for a while, the man box is not only responsible for a lot of toxic masculinity, it figures in quite heavily when men approach pegging. this is why I talk about it so much! A couple of years ago I raised $1000 for Movember (and made the last $200 by posting pictures of my tits!). My goal is to equal that this year. Who knows...maybe the girls will make another showing! Presenting Podcast #283 for your listening pleasure! The post Presenting Podcast #283 appeared first on Ruby Ryder - Pegging Paradise.

Oct 16, 202147 min

Podcast #282 – Have Issues, Want Advice

NewTumbl.com Pegging Paradise Podcast #282 Want advice - When he asks for what he wants, she shuts him downShe struggles with self-confidence and the learning curveHe speaks eloquently about opening up and submissionShe understands her husband more after reading my storyHe wonders if pegging encourages cuckolding? Articles/Information Janet Hardy - The Sexually Dominant WomanPegging PositionsAll the parts of the 'Being Seen' story for you!Part One - A Yearning to Inspire and InformPart Two - Tell Me What You WantPart Three - Use Your Words, SweetcakesPart Four - A Sound Fucking CommencesPart Five - Two Weeks of Fond MemoriesPart Six - The Shyness of Being Seen Equipment SpareParts Sasha HarnessSpareParts Bella HarnessOff the Tongue Harnesses The post Podcast #282 – Have Issues, Want Advice appeared first on Ruby Ryder - Pegging Paradise.

Sep 21, 2021

Podcast #281 Pops Up Like Magic!

NewTumbl.com Pegging Paradise Podcast #281 Ruby shares a few (more) thoughts on Pegging and OrientationRelax, 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 peacePegging Celebration Time!He tells their story of erotic anticipation and the better-than-fireworks that followedHe speaks of men's need for emotional, physical, sensual and sexual openness, and the orgasms (not ejaculations) that can follow Articles and Information Anal Pleasure and Health - Jack MorinPodcast #112 for the ReceiversBawdy Storytelling Podcast - Flashback - Ruby tells a Story! Equipment Shop a curated selection of body-safe, non-toxic, luxury pleasure products (including awesome pegging equipment) at EnticeMe.com Coupon code Ryder for free shipping! The post Podcast #281 Pops Up Like Magic! appeared first on Ruby Ryder - Pegging Paradise.

Sep 11, 202130 min

#280 – The Need For Receiver Aftercare

NewTumbl.com Pegging Paradise Podcast #280 The need for receiver aftercare and what it can look likeHe'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 MenTony Porter - The Roles Men PlayPodcast #250Brené Brown Listening to ShameSex Positive Therapist Dr. Tom Murray Equipment Shop for Pegging Equipment at Entice Me! The post #280 – The Need For Receiver Aftercare appeared first on Ruby Ryder - Pegging Paradise.

Sep 3, 202138 min

Podcast #279 – Challenges for the Old Folks!

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; reassuring him he is just fine, and not alone Articles/Information Ted talk - Tony Porter and the Man Box The Little #MeToo Book for Men Broken Boner Radio host interviews Dale Thomas Vaughn at the Good Men Project Tom Murray, sex-positive therapist Podcast #250 - TONS of links about Men's Mental health The Case for Cock Owners Wearing a Strap-on Equipment Spareparts Deuce Harness for Cock Owners Pure for Men Fiber Supplement The post Podcast #279 – Challenges for the Old Folks! appeared first on Ruby Ryder - Pegging Paradise.

Jul 25, 202139 min

Podcast #278 – On Being a Good Bottom

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 that might be true for most givers (but not all!). Help me add to this list, or just tell me your stories! Good Bottom Characteristics Responsiveness Communication Ability to relax Eagerness/enthusiasm to get fucked Expressions of dominance/submission Panties/garters/stockings Role play of your preference Care/cleaning of equipment before/after Cleaning out for a hopefully poo-free pegging Ability to allow vulnerability Willingness to communicate Making sounds/dirty talk Knowing how your body responds through experience/self-play Willingness to take a bigger toy - for me Be respectful/helpful of energy levels of the giver! Other News Thanks to patrons and donors! Phone number fully functional - goodbye Skype! Would love to hear experiences of submissive givers Articles/ Information Aneros Wiki - the Super-O Email me for a givers chat invite Invites to Discord chat co-ed and receivers only (805)500-6544 Donation Link The post Podcast #278 – On Being a Good Bottom appeared first on Ruby Ryder - Pegging Paradise.

Jul 23, 202133 min

Oh Boy! Pegging Paradise Podcast #277 is Here!

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 peggingThey are inspired by the long story request, and tell theirs!He is courageous, tells his wife about sucking the toy and his bi-curiosityHis wife is not interested, even in butt plugs. What to do?He wonders how the Tango and Tango X measurements compareShe is injured and unable to peg him - he's desperate for a replacement Articles/Information Emily Nagoski - Book - Come as You ArePleasure Mechanics Comparison Photo of Tango and Tango XDr. Tom Murray - Kink-friendly, sex-positive TherapistPodcast #112 - For the Ladies Equipment Strap On Me Vibrating Bendable DoubleSpareParts Sasha HarnessWe-Vibe VectorAneros Vice 2Loki WaveLiberator Bon Bon Toy MountMonkey RockerChinese Fucking MachineSuction cup toys The post Oh Boy! Pegging Paradise Podcast #277 is Here! appeared first on Ruby Ryder - Pegging Paradise.

Apr 29, 202156 min

Pegging Paradise #276 Has Arrived!

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 peggingHe's concerned about large girth toys and potential damageHe waxes poetic about his sex life and has a few questions, too!He seeks information about lubesHe seeks books on female dominance and a clit sucking toyNew Discord Chat Groups open to all! Articles/Information Podcast #112Reddit Straight Pegging - discussion onlyReddit Pegging - Porn onlyReddit Pegging Unkinked - Non-BDSM PornDr. Tom Murray - Kink-friendly, sex-positive TherapistPodcast #271 - XL toy use info from listener (@end of podcast)Square Peg Width PlaySquare Peg Health and Safety GuideBespoke Surgical About Anal looseness/careBespoke Surgical How to BottomLube info from TiffanyFerns - Books on Female DominanceJanet Hardy - The Sexually Dominant WomanDiscord Chat Groups Equipment Liberator Bon Bon Toy MountMonkey RockerChinese Fucking MachineSuction cup toysSportsheets Thigh HarnessCarmen Rivera Harness - search for 'Carmen Rivera'Spare Parts Tomboii Boxer Briefs HarnessWe-Vibe Tango bullet vibeSensuelle Joie bullet vibeLelo Sona 2Lora di Carlo BaciSliquid SilkFuze 10 Foreman (softer)Fuze 10 Ultra (softer)Fuze Alpha (firmer)Fuze Wilde (firmer)Fuze Harmony (firmer)Stabilizer ringLe WandSliquid Lubes The post Pegging Paradise #276 Has Arrived! appeared first on Ruby Ryder - Pegging Paradise.

Mar 29, 20211h 9m

Yay! Podcast #275 is Here For You!

Pegging Paradise Podcast #275 Photo credit - PrettyDommeFetLife: https://fetlife.com/users/9700337?sp=1Only 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 issuesHe wants pegging. She doesn't want to see him as submissive.Upsizing from 7 x 1.5 to 10.5 x 1.75. Advice?A couple of Reddit tidbitsHe wants pegging. She doesn't want to see him as feminine.He sends me his thanks for 'opening him up'My thoughts about realistic toys and more Articles/Information Dr. Tom Murray, sex-positive couples therapistAASECT Referral for sex-positive therapistsPodcast #112 for the LadiesCowboy positionReverse CowboyChairman PositionThe Man Box Equipment Aslan Leather JaguarSilicone O-Ring SetStabilizer RingStrap On Me Vibrating Bendable DoubleLiberator Bon Bon Toy MountMonkey RockerChinese Fucking MachineSuction cup toys The post Yay! Podcast #275 is Here For You! appeared first on Ruby Ryder - Pegging Paradise.

Mar 12, 202151 min

Great News! It’s Podcast #274!

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 to explore pegging her - not so much Articles/Info Crossdressing Podcast #131 Crossdressing Podcast #182 Part 1 & Part 2 Crossdressing Podcast #255 Part 1 & Part 2 Reassurance for the Men Information on How to Find a Provider The Case for a Pro Podcast #112 - For the Ladies Dr. Tom Murray - therapist Exercises Kettlebell Swing Glute Bridges Hoop Exercises Equipment SpareParts Sasha SpareParts Bella Rodeoh Hi-Rise Panty Harness Aslan Leather Minx Aslan Leather Commando Aslan Leather Jaguar Sili Saddle b.Cush Foam Stabilizer Ring Rodeoh Neoprene Stabilizer Long Toys 8" NYTC Mason (dual density) 8" Silicone Willy (firmer) 8" Godmiche Adam (soft or firm & wider) 8" Vixen Creations Slim (dual density) Butt Plugs B-Vibe Snug Plugs Njoy Stainless Steel Plugs Vibrating Butt Plugs B-Vibe Triplet Anal Beads w/remote B-Vibe Vibrating Snug Plugs B-Vibe Cinco Anal Beads w/remote Pegging Paradise Podcast #274 - Great News! The post Great News! It’s Podcast #274! appeared first on Ruby Ryder - Pegging Paradise.

Feb 26, 202153 min

A Delightful Listen! Podcast #273

I'm on Tiktok! He's seeking harness guidanceHe votes for listeners' whole (long) stories!She'd love some new newbie guidanceHe has equipment questionsHe enjoys dominant pegging with a little pain - it that healthy?He's got some questions about finding his prostateThey love pegging & want to add dominance & submission Articles/Information Ruby on TikTok Strap On Me Vibrating Double ReviewStrap On Me Vibrating Double TestimonialsThe Sexually Dominant Woman - Janet HardyVarious books on Female Dominance - Sharyn FernsCowboy/Reverse Cowboy PositionChairman PositionCorner of BedDoggy - him doing the work position Equipment Strap On Me Bendable Vibrating DoubleAslan Leather MinxSpareparts SashaAslan double up cuff (comes with Minx)Silicone O-Ring SetB-Vibe Triplet Vibrating Butt Plug w/remoteB-Vibe Snug PlugsB-Vibe Vibrating Snug PlugsDental Dams for RimmingGood Starter DildosAvant Ergo Mini (dual density)Avant Purple Haze (firmer)Strap On Me Metallic (firmer)Strap On Me Bendable Single (dual density)Fuze 10 Phoenix (softer w/vibe)Other LinksFuze Tango Double (firmer, unrealistic)Fuze Tango Real Double (softer, realistic)Fuze Tango Flex Double (softer, unrealistic)We-Vibe Tango Minivibe (best bullet vibe)8" NYTC Mason (dual density)8" Silicone Willy (firmer)8" Godmiche Adam (soft or firm & girthier)8" Vixen Creations Slim (dual density)Liberator Whirl BolsterJimSupport Sex Swing The post A Delightful Listen! Podcast #273 appeared first on Ruby Ryder - Pegging Paradise.

Feb 18, 202151 min

Pegging Paradise Podcast #272

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 every day is safe She's looking for distance play ideas He needs clarification about rectal douching Articles/Information Intimacy and Pegging - Article Strap On Me Vibrating Double Review 3D model of the clitoris Debunking the Existence of the G-spot Anal safety rules We-Vibe Vector reviews podcast #268 Distance Chastity Play That's Safe! Podcast #269 - Chastity Info and links How to Clean Out Your Ass Equipment Vanity Harness Spareparts Deuce Harness Strap On Me Vibrating Double Bumpher dildo base cover Shagger dildo base cover We-Vibe Moxie panty vibe B-Vibe Triplet butt plug We-Vibe Vector app prostate massager Igloohome Keybox3 Ergoflo Pro Director Rectal Bulb Syringe B-Vibe Lube Applicators The post Pegging Paradise Podcast #272 appeared first on Ruby Ryder - Pegging Paradise.

Jan 11, 20211h 5m

Pegging Paradise Podcast #271 Part 2

Recap of MovemberMr. Hankey's SalePandemic ReflectionsNew Strap On Me Harnesses!Hot Octopuss Pulse III DuoNexus B-Stroker PlugShe shares thoughts about her love of peggingSearching for a dildo that will insert her squirt!His personal experience and advice about huge toysThey are searching for harnesses for XXL toysAfter hemorrhoid surgery his ass is too sensitive - advice?How to get hard when ejaculating while getting pegged?Is a guy who wants another guy just for sex treating him like a fetish delivery service?He seeks cleaning out info to get his wife past the ICK factorThey are anally exploring. He needs help relaxing! Articles/Information Hot Octopuss Pulse Duo VideoPodcast - Can Pegging Cause Fecal Incontinence?Midori's Scarf HarnessAslan Leather Commando HarnessCarmen Rivera Italian Leather Harness Search for 'Carmen Rivera'Hemorrhoid InformationWhy straight men like getting fucked by men - Dr. Joe KortHow to Clean Out Your Ass Equipment Mr. Hankey's toysStrap On Me Lacy Diva Panty HarnessStrap On Me Heroine Lingerie HarnessStrap On Me Rebel Lingerie HarnessStrap On Me Curious Vegan 2 Strap HarnessHot Octopuss Pulse Solo GuybratorHot Octopuss Pocket Pulse StrokerHot Octopuss Pulse III Duo with RemoteHot Octopuss Pulse Duo Lux CouplesNexus B-Stroker Butt PlugB-Vibe Rimming PlugB-Vibe Rimming Plug XLPure For MenB-Vibe Anal Training KitNjoy PurewandTantus Cock Ring The post Pegging Paradise Podcast #271 Part 2 appeared first on Ruby Ryder - Pegging Paradise.

Dec 6, 202038 min

Pegging Paradise Podcast #271 Part 1

Recap of MovemberMr. Hankey's SalePandemic ReflectionsNew Strap On Me Harnesses!Hot Octopuss Pulse III DuoNexus B-Stroker PlugShe shares thoughts about her love of peggingSearching for a dildo that will insert her squirt!His personal experience and advice about huge toysThey are searching for harnesses for XXL toysAfter hemorrhoid surgery his ass is too sensitive - advice?How to get hard when ejaculating while getting pegged?Is a guy who wants another guy just for sex treating him like a fetish delivery service?He seeks cleaning out info to get his wife past the ICK factorThey are anally exploring. He needs help relaxing! Articles/Information Hot Octopuss Pulse Duo VideoPodcast - Can Pegging Cause Fecal Incontinence?Midori's Scarf HarnessAslan Leather Commando HarnessCarmen Rivera Italian Leather Harness Search for 'Carmen Rivera'Hemorrhoid InformationWhy straight men like getting fucked by men - Dr. Joe KortHow to Clean Out Your Ass Equipment Mr. Hankey's toysStrap On Me Lacy Diva Panty HarnessStrap On Me Heroine Lingerie HarnessStrap On Me Rebel Lingerie HarnessStrap On Me Curious Vegan 2 Strap HarnessHot Octopuss Pulse Solo GuybratorHot Octopuss Pocket Pulse StrokerHot Octopuss Pulse III Duo with RemoteHot Octopuss Pulse Duo Lux CouplesNexus B-Stroker Butt PlugB-Vibe Rimming PlugB-Vibe Rimming Plug XLPure For MenB-Vibe Anal Training KitNjoy PurewandTantus Cock Ring The post Pegging Paradise Podcast #271 Part 1 appeared first on Ruby Ryder - Pegging Paradise.

Dec 6, 202044 min

Pegging Paradise Podcast #270

Movember Link to DonateHow I Teach WebinarsThe Man BoxMy story about FrankMy first awareness of the Man BoxAn eloquent share about the Man BoxWhat can Men do?What can Women do?Reading from The Little #MeToo Book for MenLinks for you - new Ted Talks! Articles/Information Movember Donation link for Ruby!Tony Porter - A Call to MenTony Porter - The Roles Men PlayMark Greene - The Little #MeToo Book for MenMark Greene - Remaking ManhoodMark Greene/Saliha Bava - The Relational Book for Parenting: Raising the Next Generation of Children to Connect, Co-create, Innovate and Change the WorldBen Akers - How Do You Stop Men Taking Their Own Lives?Ben Akers - The Talk ClubBen Akers - Documentary - SteveFraser Smith - The Male Identity CrisisSteph Slack - We Need to Talk About Male SuicideGareth Griffith - Why Big Boys Don't CryJudy Chu - When Boys Become Boys Last year's Links Zach Rawlings - male gender rolesUnmasking masculinity - helping boys become connected men | Ryan McKelleyTrained not to cry: the challenge of being a soldier | Richard DossThe Mask of Masculinity - the traditional role of men is evolving | Connor BeatonMan Talks - Connor BeatonEmotions: The Data Men Miss | Adam DorsayThe Boy Crisis: A Sobering look at the State of our Boys | Warren FarrellTackling The Boy Crisis | Michael KimmelBe A Man: Joe EhrmannBoys won’t be boys. Boys will be what we teach them to be. | Ben HurstMachismo hurts men too | Alejandro Jimenez Redefining Asian Masculinity | Kevin KreiderExpanding Masculinity: Moving Beyond Boys Will Be Boys | Blake SpenceCentre For Sexuality Calgary, AlbertaWiseguyz ProgramWiseguyz Program VideoWiseguyz Study ResultsBoys will be boys | Danny BlayYour boyfriend wants to be pretty: Nick ThorntonBreaking the Boys Code of Masculinity Bill PozzobonSafeTeen Boy's Program Equipment Entice Me 20% off Black Friday/Small Business Saturday/Cyber Monday Sale! (ends midnight 11/30) Early Access Code: BFCM2020 The post Pegging Paradise Podcast #270 appeared first on Ruby Ryder - Pegging Paradise.

Nov 26, 20201h 6m

Pegging Paradise Podcast #269

Pegging Paradise Podcast #269 He writes back with more thoughts about cum eatingA Taste Tester shares his journeyHe takes it to the level of pre-cum in a shot glass!His story about coming to terms with his love of penetrationHe 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 dressing, how to share with wife?Her bittersweet journey learning how to accept male anal playIgloohome Keybox3 is great for distance chastity play, but the company doesn't want to get sexy. Articles/Information Podcast # 112Pegging PositionsArticle - Cellmate App Controlled Chastity Device Flaw!Review of the Igloohome Keybox3Review of Collage Tattooed Dildo Collection Equipment Stabilizer RingFuze WildePure For MenIgloohome Keybox3Collage Tattooed Twisted DildosCollage Tattooed Curvy DildosCollage Tattooed P/G-Spot DildosMaster Series Jail House Chastity CageMaster Series Detained Stainless Steel Chastity CageMaster Series Birdcage Chastity DeviceLightweight Stainless Steel Cock CageAsylum Locking Chastity CageLocked in Lust Vice Chastity Cage The post Pegging Paradise Podcast #269 appeared first on Ruby Ryder - Pegging Paradise.

Nov 5, 20201h 1m

Pegging Paradise Podcast #268

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 massagerMy adventures with the We-Vibe VectorPegging Celebration Time!They communicate, work through some stuff and it happens!Pegging Celebration Time!His sex life from losing his virginity to getting pegged!With an unwilling cock, he uses his wife's harness with great successHe waxes poetic about his new partner, and their new toy! Articles/Information Reddit Prostate PlayReddit Cum From AnalThe Case for Cock Owners Using Strap-OnsPodcast #112 For the Ladies Equipment We-Vibe Vector app-Controlled Prostate MassagerNjoy P-fun plugB-Vibe plugNjoy PurewandAneros Prostate MassagerStrap On Me Vibrating Bendable DoubleSpareparts Deuce HarnessAslan Leather HarnessPegging Paradise Pegging Pack The post Pegging Paradise Podcast #268 appeared first on Ruby Ryder - Pegging Paradise.

Oct 26, 2020

Pegging Paradise Podcast #267

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 pegging. He has experienced ED the day. Why? He wonders what I think about Glycerol suppositories He's looking for a harness for his very petite girlfriend He shares thoughts/experiences about cleaning up the come His question is what direction should a curved dildo point? He virtually explores come cleanup with his partner - she's down! Articles/Information Podcast #112 For the Ladies Podcast #237 part 2 - ED after pegging the first few times (first question) Devils Films Creampie for the Straight Guy Donate to Movember! - Make me start exercising!! Equipment Cam's Choices! Fuze Ten Ultra Realistic Dildo Aslan Jaguar harness We-Vibe Tango Mini-vibe Discontinued - Blush Limited Addiction Vibe Ergoflo Pro Bulb Syringe Silicone O-ring set Sliquid Silk lube Njoy Purewand Ruse Magic Stick Godemiche Ambit Vibrating Double Strap-On-Me (review) Blush Impressions Vibrating Dildos Pure for Men Aslan Leather Minx Sparearts Sasha 26 - 28" XS low waist Spareparts Tomboi XS 26 - 28" low waist Magic Wand The post Pegging Paradise Podcast #267 appeared first on Ruby Ryder - Pegging Paradise.

Oct 6, 20201h 5m

Pegging Paradise Podcast #266!

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 journeyHe waxes poetic about men who like pegging not being gayCelt lass tells story of how she found her like-minded partnerPegging Celebration Time!Initiated in December, she gives him the best fucking of his entire life!An Aussie guy wants to share his story with you all Another male anal toy reviewer suggestionHe shares a tip of using the Ergoflo Director Bulb SyringeHe wants to know why I would want to risk breaking sphincters?A thankful Webinar attendee writes meHe's freaked out about his possibly toxic toy after reading my article!He's waiting impatiently for the next podcast....!?They are looking for ways to make pegging more spontaneousWife suggested pegging, he researched and is down, & suggests a pop filter for me! Articles/Information Male Toy Reviewer - SquirrelMunkPodcast #112 for the Givers!Podcast #253 for the Receivers!Toxic Sex ToysBespoke Surgical Diet Education Equipment Ergoflo Director Rectal Douche BulbPure For Men Dietary Supplement I hope you enjoyed Pegging Paradise Podcast #266. Please send questions or comments to [email protected] Happy Pegging! The post Pegging Paradise Podcast #266! appeared first on Ruby Ryder - Pegging Paradise.

Sep 17, 20201h 8m

Podcast #265

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 prostateShe feels betrayed by his lack of honesty about his butt plugHe's having difficulty transitioning from 1.25" to 1.5" diameter - hints?He needs good positions for large height discrepancy couplesHe shares - Fucked by a Girl CockPegging Celebration Time!The Kiwis test the waters!!!From finding my podcasts to his wife buying equipment!He shares info about chastity and a healthy prostateHe conquered his fear and now adores pegging!Anal Slut asks how to find random women to fuck him... Articles/Information Podcast #263 (Manly Man's Man story)Podcast #35 more sharing about pegging with/without a prostateMy review of the Strap-On-Me Vibrating DoubleMojoUpgrade Relationship Sexual Exploration ToolT-PositionSidesaddle PositionCorner of Bed PositionReview of CellMate App Chastity DeviceBlog Post - Chastity and PeggingIglooHome Smart PadlockSexualizing is NOT okayThe Case for a Pro Equipment Godemiche AdamStrap-On-Me Vibrating DoubleReddit Used Sex Toys groupAsylum Locking Chastity CageCellMate App Controlled Chastity Cage The post Podcast #265 appeared first on Ruby Ryder - Pegging Paradise.

Aug 19, 20201h 5m