Ruby Ryder
Ruby Ryder

About

Your guide for pegging, anal sex, and bdsm

  • 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.
  • 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.
  • 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 spa...
  • Short Take On Masculine Surrender and Virginity
    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,
  • Short Take on Feeling Clingy, Depth Injuries, and Condoms
    Feeling Clingy, Depth Injuries, and Condoms! Articles and Information In this short take you will find an attempt at crowdsourcing for a gentleman who had a depth play injury at the rectosigmoid junction. He also had a horrible experience with an MD wh...
  • Short Take – What to Say and Big Toy Questions
    Articles/Information Equipment Webinar Sale is ON - Limited Time Offer All 3 of my Webinars - the Premium Pegging Package - are now on sale until the end of the year, discounted from $99 to $75! This enables you to have a six hour complete educational ...
  • Short Take on the Initial Insertion
    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,
  • Podcast #303 Pops Right Up!
    Pegging Paradise Podcast #303 Just when you wondered if you'd lost me... Another podcast pops right up! Information/Articles Equipment I hope you enjoy this podcast. Speaking of something that pops right up,
  • “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...
  • Turning the Spotlight on Podcast #301
    Pegging Paradise Podcast #301 Information/Articles Equipment I hope you enjoy podcast #301! I included a link to an instagram video from Joe Kort that relates to my new article posted on 7/2, "Men Like to Feel Beautiful and Wanted, Too".
  • 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...
  • Here it is! Presenting Podcast #300 Part Two!
    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.
  • This is it! Presenting Podcast #300 Part One!
    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.
  • Get Down and Get Funky With Podcast #299
    Pegging Paradise Podcast #299 Articles/Information Equipment Podcast #299 touches on a variety of different topics until finally revisiting that question of a fucking machine, but this time it is not a machine, it's a rocker.
  • Celebrations and Inquiries – Podcast #298
    Pegging Paradise Podcast #298 Articles/Information Equipment Podcast #298 contains some great stories about this journey we call pegging, from beginning anal play to the real deal. I never tire of hearing how that story unfolds,
  • 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...
  • 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 o...
  • 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,
  • Podcast #294 Lex Shares About BIG Toys
    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,
  • 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 concerned He introduces us to the 'Peg Pal' term! Pegging Celebration Time! They pegged before,