• 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 Celebration Time!
• After a slow start, their pegging play takes off!
• Their partner has femininity concerns around wearing a strap-on
• He graciously consents to do a pre-pegging interview
• A BDSM scene goes wrong and he's at a loss, worried about the future
• Having done solo play, he wants to move to pegging with his partner. Help?

Articles/Information

• Reassurance for you wonderful Ass Men
• Podcast #112 - Introduction for Givers
• Big Toy Stigma
• Ruby Ryder on Medium

Equipment

• Vampire Gloves - Leather
• Vampire Gloves - Acrylic (washable) - send a message and request them!
• Acrylic Canes
• Ruse D Thang
• B-Vibe Plugs
• Spare Parts Sasha harness
• Spare Parts Bella harness
• Off the Tongue harnesses -also- On Etsy (free shipping)

The post Podcast #290 Steps Onto the Stage! appeared first on Ruby Ryder - Pegging Paradise.

• 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 that has no curve
• He found Homme Mystere - men's lingerie!
• Pegging Celebration Time!
• After 9 years, he asks and she says yes!

• Podcast #112 - Introduction for Givers
• Trying Anal Sex - advice column reply
• Men's Lingerie and more!
• Homme Mystere
• KoalaSwim.com
• XDress.com
• Janet's Closet
• Crossdressers Boutique
• ActivSkin - Legwear for Men
• Secret Male

• Strap On Me Bendable Vibrating Double
• Blush Impressions Vibrating Dildos
• Pegasus Vibrating Dildos with Remote
• Godemiche 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.

For your listening pleasure - it is indeed time to...

• 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 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 #112
• Beginner's Webinar Recorded!
• Ruby's New Instagram account
• Ruby on TikTok

Equipment

• Njoy Purewand
• Aslan Leather Commando Harness

The post Lend an Ear to Podcast #288 appeared first on Ruby Ryder - Pegging Paradise.

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 doesn't want to push his wife

• Crossdressing Podcast #131
• CD Podcast #182 Part One and Part Two
• CD Podcast #255 Part One and Part Two
• The Case For Cock Owners Using a Strap-On
• Silicone Lube and Silicone Toys
• Midori's DIY Scarf Harness
• All About X-Lube - Mixing, etc
• Midori’s Rope Harness - video
• AFemmeCock Rope Harness - video
• Diagram of puborectalis
• Cuck Week!
• Insatiable Wives - Dr. David Ley
• Remaking Manhood Podcast
• Podcast #112 to introduce Givers to Pegging
• Podcast #253 to introduce Receivers to Pegging

• Njoy Purewand
• B-Vibe Vibrating Plug with remote
• Tantus Cock Ring
• Spare Parts Deuce for Cock Owners
• Sliquid Silk Lube
• X lube
• SpareParts Tomboi Harness
• SpareParts Tomboii Boxer Briefs
• Rodeoh 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.

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.

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 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 pegging
• He has questions about harnesses for her enjoyment
• Face down, ass up!

Articles/Information

• Ruby's Bodacious Tatas
• Big Toys and Stigma
• Cheating on Fear Podcast #43
• Chastity and Pegging
• Plastic bag hack for fabric harnesses

Equipment

• Spareparts Sasha
• Dirty Darlings on Etsy
• Bumpher dildo base pad

The post Podcast #286 Completes 2021! appeared first on Ruby Ryder - Pegging Paradise.

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!

• Movember - Ruby's Mo Space! Please donate.
• Rapid, at home COVID testing by tele-med
• The Will to Change, "Men, Masculinity and Love" Bell Hooks
• Remaking Manhood Podcast with Mark Greene & Charles Mattheus
• SO MANY links to resources from Movember 2019

• Entice Me - the Little Black Dress of Pleasure Products!

The post Movember Ushers in Podcast #285 appeared first on Ruby Ryder - Pegging Paradise.

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!

• The clips/gifs/photos I send to patrons offer him an interesting opportunity
• He waxes poetic about their new love of 'leather strappage'
• He shares about age, virility, touch, and aftercare
• His eloquent story about a session solo pegging play
• A trans man wonders if my webinar could help him use a strap-on
• They'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

• Ruby at Bawdy Storytelling
• Podcast #112 - for potential Givers

• Liberator Bon Bon Toy Mount
• Fun Factory Bootie Plugs
• Fuze Alpha Dildo
• Silicone cock ring

The post Into Your Mailbox Falls Podcast #284 appeared first on Ruby Ryder - Pegging Paradise.

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 Celebration Time!
• He shares his love of anal play and then #112 sends them on their way!

• Dirty Talk Resources
  • Pleasure Mechanics Podcast
  • Dr. Liz Powell online course
  • Dr. Liz Powell free handout
  • Jordan Gray - article
  • book Exhibitionism for the Shy
  • book Nice Girl's Guide to Talking Dirty
• Podcast #112 - For potential Givers
• Puborectalis Muscle Diagram
• Study Showing UVC light effective against COVID
• Removing odors from silicone toys

• Budget douching bottle on (sorry) Amazon
• Puritize UVee UVC Toy Sanitizer
• Fuze Tango Double
• Realistic, softer double - Fuze Tango Real
• Unrealistic, softer double - Fuze Tango Flex
• We-Vibe Tango Bullet
• Fuze Freddie Suction Cup Dildo
• Silicone Willy 7.5" Dildo
• Neo Elite 7.5" Dildo Dual Density
• Limba 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.

• 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?

• Janet Hardy - The Sexually Dominant Woman
• Pegging Positions
• All the parts of the 'Being Seen' story for you!
• Part One - A Yearning to Inspire and Inform
• Part Two - Tell Me What You Want
• Part Three - Use Your Words, Sweetcakes
• Part Four - A Sound Fucking Commences
• Part Five - Two Weeks of Fond Memories
• Part Six - The Shyness of Being Seen

• SpareParts Sasha Harness
• SpareParts Bella Harness
• Off the Tongue Harnesses

The post Podcast #282 – Have Issues, Want Advice appeared first on Ruby Ryder - Pegging Paradise.