
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, 2025
21 min

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, 2025
19 min

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, 2025
13 min

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, 2025
13 min

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, 2024
20 min

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, 2024
21 min

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

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, 2024
53 min

"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, 2023
1 hr 13 min

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, 2023
57 min
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