Ruby Ryder – Pegging Paradise
300 episodes - English - Latest episode: 5 months ago - ★★★★★ - 114 ratingsYour guide for pegging, anal sex, and bdsm
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Episodes
Podcast #152
January 07, 2017 04:00 - 56 minutes - 51.9 MBPegging Paradise Podcast #152 ❤ Interview with John from Houston Pegging Club Ever wondered what it takes to create a successful regular pegging party? John from Houston has done just that! He talks with me extensively about how it all started, and why it works. Linkorama Houston Pegging Club on FetLife (If you need an […] The post Podcast #152 appeared first on Ruby Ryder - Pegging Paradise.
Podcast #151
December 31, 2016 07:00 - 59 minutes - 54.8 MBPegging Paradise Podcast #151 ❤ What happened to Ruby? ❤ Pegging Celebration Time! ❤ She wasn't thrilled, therapist and #112 changed her mind! ❤ He has questions about up-sizing and her pleasure ❤ After 2 years, he (67) checks back in. Pro friendship and new pegging girlfriend! ❤ He's looking for vaginal stimulation for her […] The post Podcast #151 appeared first on Ruby Ryder - Pegging Paradise.
Podcast #150
December 05, 2016 07:55 - 49 minutes - 45.2 MBPegging Paradise Podcast #150 ❤ Patreon thank yous ❤ She said yes and then no - he's not sure what to do next ❤ He's letting go of his shame around his pegging desire ❤ Pegging Celebration Time! ❤ Persistence and anal training pays off! ❤ She wants a strong macho man, says no to […] The post Podcast #150 appeared first on Ruby Ryder - Pegging Paradise.
Podcast #149
November 25, 2016 03:00 - 49 minutes - 45.5 MBPegging Paradise Podcast #149 ❤ Interview with Mark - a newcomer to pegging! Linkorama Tantus Acute Spare Parts Joque Sex Swing Ergoflo Director bulb syringe The post Podcast #149 appeared first on Ruby Ryder - Pegging Paradise.
Podcast #148
November 21, 2016 02:00 - 1 hour - 56.5 MBPegging Paradise Podcast #148 ❤ Election reflections - no more wallowing ❤ Patreon thank yous ❤ Kinkly.com honors Pegging Paradise! ❤ He's having butt play difficulties - help! ❤ He's happy, having fun and just wanted to share... ❤ Pegging virgin can only find dominatrices. Help! ❤ Pegging Celebration Time! ❤ They tried once, did […] The post Podcast #148 appeared first on Ruby Ryder - Pegging Paradise.
Podcast #147
October 30, 2016 05:22 - 62.9 MBPegging Paradise Podcast #147 ❤ Registration is fixed! Thanks, Johannes. 🙂 ❤ Patreon thank yous ❤ Pegging Gangbang Interview feedback. Y'all really liked it. ❤ Jaguar vs Minx harnesses - compare and contrast ❤ He's very tall, she's not - help with doggie style?? ❤ Best Suction Cup Dildo to ride? Vibrations? Curved? ❤ He […] The post Podcast #147 appeared first on Ruby Ryder - Pegging Paradise.
Podcast #146 Part 2
October 16, 2016 19:05 - 34 minutes - 31.9 MBPegging Paradise Podcast #146 Part 2 ❤ Pegging Gang Bang Interview with Michelle Remember how in podcast #119 I talked with Michelle about her very first pegging experience when I interviewed her? Well this time Michelle tells the story of her first pegging gang bang!! Enjoy. The post Podcast #146 Part 2 appeared first on Ruby Ryder - Pegging Paradise.
Podcast #146 Part 1
October 16, 2016 19:00 - 36 minutes - 33.6 MBPegging Paradise Podcast #146 Part 1 ❤ Pegging Gang Bang Interview with Michelle Remember how in podcast #119 I interviewed Michelle about her very first pegging experience? Well this time Michelle tells the story of her first pegging gang bang!! Enjoy. The post Podcast #146 Part 1 appeared first on Ruby Ryder - Pegging Paradise.
Podcast #145
October 12, 2016 06:55 - 48 minutes - 44.6 MBPegging Paradise Podcast #145 ❤ Patreon thank yous! ❤ Figging story, anal and urethral - meh ❤ Figging story, urethral - holy shit ❤ No anal play because of hemorrhoid - help! ❤ Hemorrhoid treatment information ❤ Ruby's doing Kegel Exercises! ❤ Women's Kegel Exerciser ❤ Men's Kegel Exerciser help eliminate hemorrhoids ❤ He's worried […] The post Podcast #145 appeared first on Ruby Ryder - Pegging Paradise.
Podcast #144
October 02, 2016 03:20 - 1 hour - 56 MBPegging Paradise Podcast #144 ❤ Patreon Update ❤ Class Long Beach Oct 9th ❤ First names or pseudonyms for the podcast? ❤ Suggestion for inclusive pronoun ❤ Very small butt - help with small toys? ❤ #143 'she doesn't like pegging' update ❤ Reddit guy's piece on his 2 year pegging anniversary ❤ Achievement Unlocked […] The post Podcast #144 appeared first on Ruby Ryder - Pegging Paradise.
Podcast #143
September 23, 2016 06:55 - 57 minutes - 52.7 MBPegging Paradise Podcast #143 ❤ He found a way for her to come inside him, kind of. A friend was involved! ❤ She tried it. She just doesn't like it. That's okay. ❤ The 3rd time, she stepped up the kink! ❤ Hopeful Pegee wonders about pegging with back pain? ❤ Looking for a pegging […] The post Podcast #143 appeared first on Ruby Ryder - Pegging Paradise.
Podcast #142
September 15, 2016 09:00 - 45.9 MBPegging Paradise Podcast #142 ❤ Podcast #139 mishap corrected. ❤ Still waiting to hear from the Figging Pegging people! ❤ He wants her to come inside him, literally. Toy suggestions? ❤ Trans person encounters my gender binary pronouns, is understandably frustrated. ❤ He loves trans woman porn. She fears he will leave her for a […] The post Podcast #142 appeared first on Ruby Ryder - Pegging Paradise.
Podcast #141
September 03, 2016 23:00 - 49.2 MBPegging Paradise Podcast #141 ❤ Personal news from Ruby ❤ Update: She's no longer confused, and their sex life is hot! ❤ Trust, honesty and surrender, his 50th year ❤ Pegging Celebration Time! ❤ Update: A year ago she asked if he was gay, things are different, now! ❤ I encouraged him, he asked her, […] The post Podcast #141 appeared first on Ruby Ryder - Pegging Paradise.
Podcast #140
August 21, 2016 06:23 - 43 minutes - 40.2 MBPegging Paradise Podcast #140 ❤ Happy Pride in Ventura! ❤ A plea for the next podcast ❤ Spanking couple edge towards pegging...with ice! ❤ He asked her, she said yes, now many equipment questions! ❤ What positions give men most pleasure? Hear one man's hot response ❤ Guy from podcast #125 checks in. They […] The post Podcast #140 appeared first on Ruby Ryder - Pegging Paradise.
Podcast #139
August 20, 2016 05:22 - 50 minutes - 46 MBPegging Paradise Podcast #139 ❤ Rodeoh Harness Review ❤ She pegged him, he left her for men. Support group? ❤ He suggests figging - sings it's praises. ❤ He asked her, she said yes, now many equipment questions! ❤ Pegging, Chastity and Cross-dressing adventures. He is her bitch. ❤ Chastity, a hard fucking with a large dildo and […] The post Podcast #139 appeared first on Ruby Ryder - Pegging Paradise.
Podcast #138
August 06, 2016 05:22 - 1 hour - 58.1 MBPegging Paradise Podcast #138 Andrew Interview ❤ Patreon Update - Videos coming soon! ❤ Interview with Andrew! The post Podcast #138 appeared first on Ruby Ryder - Pegging Paradise.
Podcast #137
July 27, 2016 06:23 - 1 hour - 59.3 MBPegging Paradise Podcast #137 ❤ He's a manly man. She likes it that way. Pegging is difficult while manly. ❤ He's sensitive to lubes! Help! ❤ He hopes pleasure for her will get her more interested. Equipment suggestions? ❤ He offers a detailed description of how he achieves multiple prostate orgasms ❤ Two men […] The post Podcast #137 appeared first on Ruby Ryder - Pegging Paradise.
Podcast #136
July 14, 2016 03:20 - 45 minutes - 41.8 MBPegging Paradise Podcast #136 ❤ Rant about the GOP ❤ Review of b-Vibe Rimming Plug ❤ Review of Tantus Hoss ❤ Review of Tom's Bondage Horse ❤ The Purple Prince Jag!!!! Linkorama David Ley - on Pornography as a "Public Health Crisis" David Ley - on Sex […] The post Podcast #136 appeared first on Ruby Ryder - Pegging Paradise.
Podcast #135
June 25, 2016 18:11 - 1 hour - 59.8 MBPegging Paradise Podcast #135 ❤ Another score for podcast #112 - They are pegging once a month! ❤ She discovered he plays himself but refuses her participation and won't be honest. ❤ During self play he experienced Multiple Prostate Orgasms, and it was very very wet! ❤ She has questions about strap-ons angles and positions […] The post Podcast #135 appeared first on Ruby Ryder - Pegging Paradise.
Podcast # 134
June 12, 2016 05:22 - 48 minutes - 44.1 MBPegging Paradise Podcast #134 ❤ Registration Button - Join the Forums! ❤ Podcast downloader apps list! ❤ He's reporting in for May challenge - driving was involved! ❤ Anal play blocks urethra, attenuates orgasm somehow...info? ❤ She finds pegging very empowering. And the threesome was awesome, too! ❤ My writings (and supportive wife) help […] The post Podcast # 134 appeared first on Ruby Ryder - Pegging Paradise.
Podcast #133
May 20, 2016 00:00 - 54 minutes - 49.7 MBPegging Paradise Podcast #133 ❤ Pegging mentioned in Cosmopolitan online ❤ She wants the biggest double out there! ❤ Ethical Non-Monogamy ❤ He found a pegging partner but now she wants him to be with a man. Help! ❤ He says Kegel exercises calm down his hemorrhoids ❤ Kegel exercises can do much more, including […] The post Podcast #133 appeared first on Ruby Ryder - Pegging Paradise.
Podcast #132
May 08, 2016 19:00 - 1 hour - 60.7 MBPegging Paradise Podcast #132 ❤ Playgirl's online survey stats make my day! ❤ Ruby was on Comedy Central's Not Safe With Nikki Glaser ❤ Ruby's interview with the "Life on the Swingset" crew! ❤ He's looking for tips to move up a size in diameter? ❤ He wants a longer dildo to solve bubble butt […] The post Podcast #132 appeared first on Ruby Ryder - Pegging Paradise.
Podcast #131 – Crossdressing!
April 30, 2016 06:23 - 52 minutes - 48.3 MBPegging Paradise Podcast #131 Crossdressing ❤ His Aunt Linda trained him from the start! ❤ It started with a dream and now he wears panties and pantyhose every day! ❤ Joanne's crossdressing is an "all or nothing" experience - and she has her own room! ❤ He looks forward to combining pegging and crossdressing, and […] The post Podcast #131 – Crossdressing! appeared first on Ruby Ryder - Pegging Paradise.
Podcast #130
March 29, 2016 18:06 - 1 hour - 55.9 MBPegging Paradise Podcast #130 ❤ North Carolina and their new trans-phobic bathroom law. ❤ She wonders about Dominance/Submission and pegging - isn't pegging a reward and doesn't a dominant woman take pleasure in withholding a reward? ❤ The Engineer updates us...it's been 2 years, but I can almost hear the music. ❤ Lube questions - […] The post Podcast #130 appeared first on Ruby Ryder - Pegging Paradise.
Podcast #129
March 14, 2016 18:11 - 56 minutes - 51.8 MBPegging Paradise Podcast #129 ❤ She's so thankful her husband finally told her what he wanted. It almost destroyed their marriage because he wouldn't talk with her! Now she loves it. (With a whole lot of work in between.) ❤ He's been waiting 6 years. They did it once and that was it. She says […] The post Podcast #129 appeared first on Ruby Ryder - Pegging Paradise.
Podcast #128
March 11, 2016 19:11 - 53 minutes - 49.2 MBPegging Paradise Podcast #128 ❤ Interview with Matt from Seattle! ❤ Letter from Paula the Cross Dresser ❤ Invitation to all CDs/TVs - tell me your story! Linkorama Fuze Dildo Singles We-Vibe Tango Bullet Vibe The post Podcast #128 appeared first on Ruby Ryder - Pegging Paradise.
Podcast #127
February 27, 2016 01:06 - 56 minutes - 51.6 MBPegging Paradise Podcast #127 ❤ Senator Rick Jones of Michigan - Free your ass, your mind will follow. ❤ He intensely relates to needing anal penetration regularly to stay balanced. ❤ She wants it, he's not thrilled, but will try it because he loves her. ❤ He gives HIMSELF a facial! Seriously. ❤ He's researching […] The post Podcast #127 appeared first on Ruby Ryder - Pegging Paradise.
Podcast #126
February 21, 2016 09:01 - 51 minutes - 46.9 MBPegging Paradise Podcast #126 ⇑⇑⇑ Click Link to Listen! ⇑⇑⇑ ❤ Interview with Semenette® CEO Stephanie Berman, who joins me to talk about her newest iteration, the POPDildo, and all the ways it can 'fit' into the pegging world!! Linkorama POPDildo Semenette Stephanie's Websites! POPDildo.com TheSemenette.com The post Podcast #126 appeared first on Ruby Ryder - Pegging Paradise.
Podcast #125
February 08, 2016 06:22 - 1 hour - 60.6 MBPegging Paradise Podcast #125 ❤ Search Term Fun! ❤ Out of Body Experience Man's wife shares her side of the story. ❤ He wants her to come, too! Maybe a little too much. ❤ Emotional reactions to pegging? Internalized emotions because of penetration? ❤ Too much too soon. She's struggling. ❤ They are on the […] The post Podcast #125 appeared first on Ruby Ryder - Pegging Paradise.
Podcast #124
February 04, 2016 06:22 - 1 hour - 60.4 MBPegging Paradise Podcast #124 ❤ She's normally submissive during sex but not when she has her cock on! ❤ He's sad his wife won't have another go at it. 18 months since the first time. 🙁 ❤ Closet Wannabe peggee listens to podcast #112 and plans to search for a partner! ❤ He wants advice … Continue reading The post Podcast #124 appeared first on Ruby Ryder's Pegging Paradise.
Podcast #123
January 28, 2016 20:07 - 62.6 MBPegging Paradise Podcast #123 ❤ How do they add clit stimulation to a Fun Factory Share? ❤ He's doing the dishes with a plug in, and I make his day! ❤ They explore "erotic sexual denial" through orgasm control ❤ He discovers "riding" with the help of a FB friend ❤ Husband of loving & … Continue reading The post Podcast #123 appeared first on Ruby Ryder's Pegging Paradise.
Podcast #122
January 17, 2016 23:14 - 45 minutes - 41.9 MBPegging Paradise Podcast #122 ❤ More suggestions what to call your strap-on... ❤ The intersection between Hemorrhoids and Pegging ❤ He found pegging May of 2015 and it has rocked his world! ❤ Pegging Celebration Time! ❤ His marriage of 15 years has a new level of trust and intimacy ❤ They revisited pegging after … Continue reading The post Podcast #122 appeared first on Ruby Ryder's Pegging Paradise.
Podcast #121
January 05, 2016 06:22 - 49 minutes - 44.9 MBPegging Paradise Podcast #121 ❤ Suggestions for what to call your strap-on besides cock and dick... ❤ What toy feels like getting pegged while fucking his wife? ❤ They own the Share and no harness. How to get her to orgasm land? ❤ Where he can get a good dildo made to specific measurements? ❤ … Continue reading The post Podcast #121 appeared first on Ruby Ryder's Pegging Paradise.
Podcast #120
December 30, 2015 06:22 - 1 hour - 57 MBPegging Paradise Podcast #120 ❤ Spinal nerve damage left him partly numb, ass play brings a whole new world of intense orgasms. ❤ He got liquored up, spilled the beans and now she's using toys on him!! ❤ This young man waxes poetic, philosophical and eloquently about pegging... ❤ She wonders what to call her … Continue reading The post Podcast #120 appeared first on Ruby Ryder's Pegging Paradise.
Podcast #119
December 24, 2015 09:01 - 47 minutes - 43.8 MBPegging Paradise Podcast #119 ❤ Interview with Michelle Renee from... ❤ SexAfterMarriage.org ❤ Classes January 10th in Long Beach! Happy Holidays from Ruby!! The post Podcast #119 appeared first on Ruby Ryder's Pegging Paradise.
Podcast #118
December 20, 2015 19:11 - 57 minutes - 52.8 MBPegging Paradise Podcast #118 ❤ Review of Aslan Leather Double Up cuff for vaginal/anal stimulation while pegging! ❤ Self-identified Butt Slut waxes poetic about pegging! ❤ PCT! He tells the story of how he got to experience the biggest orgasm of his life! ❤ This man sends thanks for podcast #112 and is hopeful she … Continue reading The post Podcast #118 appeared first on Ruby Ryder's Pegging Paradise.
Podcast #117
December 14, 2015 06:22 - 1 hour - 63.8 MBPegging Paradise Podcast #117 ❤ Rodeoh Harness Fail - pulling my recommendation 🙁 ❤ Crave Vesper Vibrating Necklace review! ❤ Liberator Obéir Spanking Bench review! ❤ He listens to podcast #112 and is considering pegging, for the first time. ❤ 26 years and counting, he offers men advice on partner selection when searching for peggers … Continue reading The post Podcast #117 appeared first on Ruby Ryder's Pegging Paradise.
Podcast #116
December 01, 2015 05:15 - 1 hour - 62.3 MBPegging Paradise Podcast #116 ❤ Cyber Monday Sale for a few more hours! EnticeMe.com ❤ He says she's not getting much out of the Feeldoe Slim. Suggestions? ❤ A Very Loving and a Very Confused Wife needs advice. ❤ Marry Me Guy (#113) offers his theory ❤ She controls him and he LOVES it. ❤ … Continue reading The post Podcast #116 appeared first on Ruby Ryder's Pegging Paradise.
Podcast #115 The Women!
November 23, 2015 23:21 - 1 hour - 61.7 MBPegging Paradise Podcast #115 ❤ It's all about the women this time. Every contribution on this podcast was sent in by a woman who loves pegging. Have a listen and discover what women think about taking a man's ass with a strap-on. We have opinions, real life stories and some erotica for you, too. And … Continue reading The post Podcast #115 The Women! appeared first on Ruby Ryder's Pegging Paradise.
Podcast #114
November 03, 2015 06:08 - 1 hour - 61.3 MBPegging Paradise Podcast #114 ❤ He wishes there had been a Pegging Paradise resource when he was 16. ❤ Guy from #113 elaborates on why pegging makes him feel like proposing to her. ❤ He's 26, loves pegging and thinks I am doing "God's Work". Hopefully we will get to hear his story soon... ❤ … Continue reading The post Podcast #114 appeared first on Ruby Ryder's Pegging Paradise.
Podcast #113
October 09, 2015 05:22 - 54 minutes - 50.2 MBPegging Paradise Podcast #113 ❤ Couple listens to podcast #112 - it goes well. ❤ His journey from preparation to fear of disclosure to telling her - it goes well. (And podcast #112 played a part here, too.) ❤ More lube shooter information from a hopeful peggee. ❤ Brazilian Gal writes in and tells of … Continue reading The post Podcast #113 appeared first on Ruby Ryder's Pegging Paradise.
Podcast #112 For the Ladies
September 16, 2015 05:22 - 51 minutes - 46.8 MBPegging Paradise Podcast #112 For the Ladies! ❤ For all the Ladies who are new to pegging! Did your significant other send you here? Are you wondering what this "pegging" thing is all about? This podcast is for you. Click the link above to hear an introduction to pegging, and... ❤ What it is ❤ … Continue reading The post Podcast #112 For the Ladies appeared first on Ruby Ryder's Pegging Paradise.
Podcast #111
September 05, 2015 05:22 - 1 hour - 57.6 MBPegging Paradise Podcast #111 ❤ He asks - she jumps to the GAY conclusion. ❤ A member of the Houston, Texas Pegging Club says hello! She loves the group. ❤ Guy I offended by my Texas name calling hears my apology and resubscribes ❤ Warming up? He knows it's more than a finger and lube...suggestions? … Continue reading The post Podcast #111 appeared first on Ruby Ryder's Pegging Paradise.
Podcast #110 Part 2
September 01, 2015 05:22 - 36 minutes - 33.1 MBPegging Paradise Podcast #110 Part 2 ❤ Interview with Mark! Part 2 And yes, the panties above have a lovely pouch in the front for you guys! Here's the link... Linkorama Brené Brown - Listening to Shame Brené Brown - The Power of Vulnerability Sissy Pouch Panties on Amazon! Labor Day Weekend Sale at EnticeMe.com The post Podcast #110 Part 2 appeared first on Ruby Ryder's Pegging Paradise.
Podcast #110 Part 1
September 01, 2015 03:38 - 41 minutes - 37.6 MBPegging Paradise Podcast #110 Part 1 ❤ Interview with Mark Part 1 Linkorama Brené Brown - Listening to Shame Brené Brown - The Power of Vulnerability Sissy Pouch Panties on Amazon! Labor Day Weekend Sale at EnticeMe.com The post Podcast #110 Part 1 appeared first on Ruby Ryder's Pegging Paradise.
Podcast #109
August 20, 2015 05:22 - 55 minutes - 50.6 MBPegging Paradise Podcast #109 ❤ Chronic Pelvic Pain Syndrome - Pegging could help! Tons of information. ❤ Ruby fucked up and called Texas conservatives bad names. Seriously. ❤ Houston, Texas, however, now has a thriving Pegging Club! ❤ PSA information - viewpoint from the owner of a healthy prostate ❤ PSA information - viewpoint from a man who had prostate … Continue reading The post Podcast #109 appeared first on Ruby Ryder's Pegging Paradise.
Podcast #108
August 10, 2015 05:22 - 59 minutes - 54.2 MBPegging Paradise Podcast #108 ❤ He's looking for a natural feel dildo - others are too hard! ❤ Supportive "I miss your posts" from a blog reader - Sweet!!! ❤ Good pair for double ended dildo and harness? They are shopping. ❤ ⇓⇓Pegging Celebration Time!!⇓⇓ ❤ She found his toys but they worked it out...really well. ❤ She was down, then she … Continue reading The post Podcast #108 appeared first on Ruby Ryder's Pegging Paradise.
Podcast #107
July 29, 2015 05:22 - 56 minutes - 51.6 MBPegging Paradise Podcast #107 ❤ What happened in Texas? Read my blog. ❤ SCOTUS decision handed down while I was in Austin! ❤ Update from couple (#96 & 97) hot scene with lover and boyfriend ❤ V writes back 1.5 years later (# 81) she's grown into her strap-on ❤ Dress up play time man (#100) elaborate about "not wanting to … Continue reading The post Podcast #107 appeared first on Ruby Ryder's Pegging Paradise.
Podcast #106
July 23, 2015 05:22 - 59 minutes - 54.9 MBPegging Paradise Podcast #106 ❤ He proudly sends a photo of his wife! ❤ Pegging Celebration Time. It's her cock, now. ❤ More about sexual shaming of men around pegging and ass play. Misogyny! ❤ Turning in your man card ❤ Dan Savage on straight men ❤ More from (and for) the Reddit guy who wants to fuck himself. Pulse, Axis and … Continue reading The post Podcast #106 appeared first on Ruby Ryder's Pegging Paradise.
Podcast #105
June 13, 2015 05:22 - 51 minutes - 47.5 MBPegging Paradise Podcast #105 ⇑⇑⇑Click right here to stream podcast⇑⇑⇑ ❤ Recap of the "he's afraid his friends will call him gay" letter ❤ Recap of the "That's guy code for unmanly" letter ❤ He suggests saying, not Liberace gay - Viking gay! ❤ He explains more about why it is the worst of all insults ❤ This man tells of … Continue reading The post Podcast #105 appeared first on Ruby Ryder's Pegging Paradise.