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 #199
May 16, 2018 12:00 - 54 minutes - 50.3 MBListen to Pegging Paradise Podcast #199 I had a difficult time emotionally a few weeks ago. I was melancholy and sad that I do not have a partner, and felt incapable of putting out my regular podcast. I asked my listeners/readers to let me know how what I put out there in the world has […] The post Podcast #199 appeared first on Ruby Ryder - Pegging Paradise.
Podcast #198
May 09, 2018 06:55 - 57 minutes - 52.4 MBListen to Pegging Paradise Podcast #198 ❤ Patreon ❤ He objects (rightfully so) to my original 'he's not gay' approach ❤ Another reading of: To the Awesome Ass Men ❤ He told his wife he would like to try pegging. She's not on board. Help? ❤ They went from pegging to fisting right away and […] The post Podcast #198 appeared first on Ruby Ryder - Pegging Paradise.
Podcast #197
May 01, 2018 07:01 - 1 hour - 57.7 MBListen to Pegging Paradise Podcast #197 ❤ Patreon ❤ 191/192 guy checks back in with his report - better! ❤ Pegging is good, but a little messy - he asks for tips and hints? ❤ She wants to try pegging, but gets ghosted by players after PIV. Tactics? ❤ He's new and asks a VERY […] The post Podcast #197 appeared first on Ruby Ryder - Pegging Paradise.
Podcast #196
April 24, 2018 08:00 - 1 hour - 58.9 MBListen to Pegging Paradise Podcast #196 ❤ Patreon ❤ He wants to generalize all 'FemDom' women as treating men badly ❤ Ruby talks about labels ❤ The Letter of Introduction - A Lost Art ❤ SESTA/FOSTA fucks over Sex Educators ❤ New Event Ticketing Platform ❤ He seeks info about going past the 2nd sphincter […] The post Podcast #196 appeared first on Ruby Ryder - Pegging Paradise.
Podcast Update
April 19, 2018 23:26 - 6 minutes - 5.97 MBListen to Pegging Paradise Podcast #Update ❤ No podcast this week ❤ Explanation ❤ Request from Ruby The post Podcast Update appeared first on Ruby Ryder - Pegging Paradise.
Podcast #195
April 11, 2018 06:55 - 1 hour - 62.7 MBListen to Pegging Paradise Podcast #195 ❤ Patreon ❤ Home Play UVee Toy sanitation box ❤ Webinar update ❤ She wants anal skin tags removed - help? ❤ He wants clitoral vibe for her while pegging - suggestions? ❤ He wants to know what I think of the Feeldoe ❤ He seeks a hands-free orgasm […] The post Podcast #195 appeared first on Ruby Ryder - Pegging Paradise.
Podcast #194
April 04, 2018 06:55 - 54 minutes - 49.5 MBListen to Pegging Paradise Podcast #194 ❤ Patreon ❤ She's opening up to ass play...and all kind of things! ❤ He letting her drive the car, and buying equipment in anticipation ❤ An epic evening was had, and he describes it, in detail! ❤ His experience with a blowup doll ❤ He's exploring his kinks, […] The post Podcast #194 appeared first on Ruby Ryder - Pegging Paradise.
Podcast #193
March 28, 2018 07:01 - 1 hour - 55.4 MBListen to Pegging Paradise Podcast #193 ❤ Patreon ❤ Sex toy popularity by state has some surprises! ❤ He's interested in pegging, but is afraid of the pain/safety ❤ He's wondering if others share his bisexual pegging fantasy ❤ He asks if pegging is safe for enlarged prostate owners ❤ He's sad - no sex […] The post Podcast #193 appeared first on Ruby Ryder - Pegging Paradise.
Podcast #192
March 21, 2018 07:01 - 50 minutes - 46 MBListen to Pegging Paradise Podcast #192 ❤ Patreon ❤ $5 Webinars for Newbie Pegging Classes! ❤ He asks about porn, a dildo that comes, and poppers ❤ He's looking for info on how to prepare for the first time... ❤ My advice & articles have helped them to explore pegging ❤ He shares his experience […] The post Podcast #192 appeared first on Ruby Ryder - Pegging Paradise.
Podcast #191
March 14, 2018 03:20 - 53 minutes - 48.6 MBListen to Pegging Paradise Podcast #191 ❤ Patreon ❤ Toy Review - NU Sensuelle Joie Bullet Vibe ❤ He offers more info on what triggers anal orgasms ❤ Chastity man reports back in regarding milking ❤ He seeks advice on making pegging more pleasurable ❤ He shares his fantasy of clandestine public stimulation ❤ She […] The post Podcast #191 appeared first on Ruby Ryder - Pegging Paradise.
Podcast #190
March 07, 2018 07:23 - 1 hour - 62.9 MBstrapons.tumblr.com Listen to Pegging Paradise Podcast #190 ❤ Donation Shout Outs! ❤ Toy Review - Le Wand ❤ He's thankful his intro to pegging at 19 was Pegging Paradise ❤ They are enjoying the podcasts and will send in their stories soon! ❤ Javier in Puerto Rico finally has power! ❤ Pegging Celebration Time! […] The post Podcast #190 appeared first on Ruby Ryder - Pegging Paradise.
Podcast #189
February 28, 2018 06:22 - 55 minutes - 50.4 MBListen to Pegging Paradise Podcast #189 ❤ Patreon Information and update ❤ Toy Review - B-Vibe Triplet Anal Beads Plug ❤ He digs deep and shares his experiences, discoveries, insights and theories about pegging with his partner Linkorama Articles and Information Women's Orgasm Sound Library Equuipment B-Vibe Triplet Anal Beads Plug The post Podcast #189 appeared first on Ruby Ryder - Pegging Paradise.
Podcast #188
February 21, 2018 07:23 - 51 minutes - 46.9 MBListen to Pegging Paradise Podcast #188 ❤ Dedication to those who didn't contribute to the Bisexual Podcast ❤ Patreon Update ❤ He recommends the Lelo Hex to cover big toys ❤ Comments on #186 ❤ More thoughts about Shame and Societal conditioning of Men ❤ He offers information re Vagus nerve implants ❤ She's looking […] The post Podcast #188 appeared first on Ruby Ryder - Pegging Paradise.
Podcast #187 – Second Bisexuality Podcast
February 16, 2018 07:55 - 60.7 MBListen to Pegging Paradise Podcast #187 Second Bisexual Podcast ❤ Kristi has a secret! ❤ From BJs with brother to being the toy of a couple, he's bi! ❤ Manly man tells his fascinating story ❤ She uncovered the bi-curious in her '100% straight' husband ❤ He started off at a glory hole and has […] The post Podcast #187 – Second Bisexuality Podcast appeared first on Ruby Ryder - Pegging Paradise.
Podcast #186
February 07, 2018 07:23 - 59 minutes - 54.7 MBstrapons.tumblr.com Listen to Pegging Paradise Podcast #186 ❤ Lucky Pierre!! ❤ He bought a cheaper butt plug - is it safe? ❤ A size king upgrades and has a few questions... ❤ He shares a bit about crossdressing and pegging ❤ The engineer has a story about Janet's closet ❤ He's making up for lost […] The post Podcast #186 appeared first on Ruby Ryder - Pegging Paradise.
Podcast #185
January 30, 2018 08:01 - 58.5 MBPegging Paradise Podcast #185 ❤ Patreon Update! ❤ Feb 7th contribution deadline for bisexual podcast ❤ Upcoming Classes in Denver (Feb 10th) and Long Beach (Feb 17th) ❤ New Group on FetLife: "Pegging Paradise with Ruby Ryder" ❤ What does everyone think of the Chat Room concept? ❤ "Solo buttsplorer" offers to share info on […] The post Podcast #185 appeared first on Ruby Ryder - Pegging Paradise.
Podcast #184
January 24, 2018 04:20 - 49 minutes - 45.4 MBListen to Pegging Paradise Podcast #184 ❤ Bisexuality Podcast Update! Deadline Feb 7th. ❤ An under-the-weather Ruby rants and muses about #metoo, consent when dating, keyholders and gatekeepers, and personal experiences. The post Podcast #184 appeared first on Ruby Ryder - Pegging Paradise.
Podcast #183
January 16, 2018 08:01 - 1 hour - 55.1 MBListen to Pegging Paradise Podcast #183 ❤ Patreon Update! ❤ Pegging Celebration Time! ❤ She turns 40, finds a young lover and starts pegging! ❤ He upgraded their dildo and lube with amazing results! ❤ They are switches. He encourages her. The balance is good. So is the pegging. ❤ She was meh about pegging […] The post Podcast #183 appeared first on Ruby Ryder - Pegging Paradise.
Podcast #182 Crossdresser’s Podcast Part 2
January 09, 2018 08:03 - 43 minutes - 40.2 MBListen to Pegging Paradise Podcast #182 - Part 2 ❤ Podcast #181 mixup ❤ Special podcast submission deadline reminder for bisexual contributions ❤ Part One ❤ LuluJo started as a boy, as a dress form mannequin replacement ❤ Kirsten is exploring a feminine side, and love the clothes ❤ He wasn't into CDing until dressed […] The post Podcast #182 Crossdresser’s Podcast Part 2 appeared first on Ruby Ryder - Pegging Paradise.
Podcast #182 – Crossdresser’s Podcast Part 1
January 09, 2018 08:01 - 39 minutes - 35.8 MBListen to Pegging Paradise Podcast #182 - Part 1 ❤ Podcast #181 mixup ❤ Special podcast submission deadline reminder for bisexual contributions ❤ Part One ❤ LuluJo started as a boy, as a dress form mannequin replacement ❤ Kirsten is exploring a feminine side, and love the clothes ❤ He wasn't into CDing until dressed […] The post Podcast #182 – Crossdresser’s Podcast Part 1 appeared first on Ruby Ryder - Pegging Paradise.
Podcast #181
January 02, 2018 08:01 - 47 minutes - 43.8 MBListen to Pegging Paradise Podcast #181 ❤ Thank Yous! ❤ Special podcast submission deadline reminder ❤ Javier still has no power in Puerto Rico 🙁 ❤ He's thinking about transitioning for his partner... ❤ He seeks more G-spot stimulation for his partner... ❤ He seeks ideas: incorporating pegging into his dominance & her submission ❤ […] The post Podcast #181 appeared first on Ruby Ryder - Pegging Paradise.
Podcast #180
December 27, 2017 21:00 - 45 minutes - 41.4 MBListen to Pegging Paradise Podcast #180 ❤ EnticeMe.com Sale through Dec 30th! ❤ Special podcast submission deadline reminder ❤ He wants to convince his long distance LTR to try pegging, help? ❤ He would like to introduce his GF to the idea of pegging, help? ❤ He's Dom, she's sub, and they are happily pegging […] The post Podcast #180 appeared first on Ruby Ryder - Pegging Paradise.
Podcast #179
December 19, 2017 22:00 - 53 minutes - 49 MBListen to Pegging Paradise Podcast #179 ❤ Patreon Update ❤ Walmart rant! ❤ December 17th - End Violence Against Sex Workers Day ❤ Pegging has improved their relationship and their communication! ❤ Prostate drainage talk ❤ He realizes why he needs to clean out and she doesn't before anal ❤ ManlyMan with post-vasectomy delayed […] The post Podcast #179 appeared first on Ruby Ryder - Pegging Paradise.
Podcast #178
December 15, 2017 01:46 - 53 minutes - 49.2 MBListen to Pegging Paradise Podcast #178 ❤ Upcoming Special Podcast schedule ❤ She needs ideas for their pegging sexts ❤ He offer recommendations for erectile function and a bidet ❤ He discovered his prostate and waxes poetic! ❤ He's looking for a specific kind of toy... ❤ He tells us which dildo he uses to […] The post Podcast #178 appeared first on Ruby Ryder - Pegging Paradise.
Podcast #177
November 29, 2017 01:00 - 46 minutes - 42.5 MBListen to Pegging Paradise Podcast #177 ❤ Patreon Update ❤ A little bit 'o politics ❤ He's in Puerto Rico, recovering from hurricane Maria, wanted to say hello ❤ Pegging Celebration Time! ❤ She discovered his toy stash, he tells her about pegging, and they get there! ❤ He offers multiple corrections in my 'terminology' […] The post Podcast #177 appeared first on Ruby Ryder - Pegging Paradise.
Gratitude Sale!
November 27, 2017 02:11 - 1 minute - 1010 KBListen to Details about EnticeMe.com's Gratitude Sale! ~ 30% off at EnticeMe.com ~ ...Until 11/27 at midnight PST, with the code "Gratitude" entered at checkout! Happy Shopping! The post Gratitude Sale! appeared first on Ruby Ryder - Pegging Paradise.
Podcast #176
November 22, 2017 06:22 - 1 hour - 58.6 MBListen to Pegging Paradise Podcast #176 ❤ Interview with Shawn from Australia! ❤ He was an integral part of the creation of the word pegging! ❤ Enjoy Linkorama Articles/Information Original meaning of the word 'pegging'? Equipment Spare Parts Deuce The post Podcast #176 appeared first on Ruby Ryder - Pegging Paradise.
Podcast #175 Women’s Stories #2
November 15, 2017 01:00 - 1 hour - 59.4 MBWhat I love most about this photo (other than the obvious) is the sparkly over-the-top rhinestone cross hanging between her luscious breasts. Delightfully sacrilegious! Listen to Pegging Paradise Podcast #175 ❤ Women's/Givers' Podcast ❤ No Hints ❤ Enjoy! Linkorama Articles/Information Pegging Porn Recommendation: Erika Lust - BitchHiker Equipment Aneros Vice Lelo Loki Lelo Loki Wave […] The post Podcast #175 Women’s Stories #2 appeared first on Ruby Ryder - Pegging Paradise.
Podcast #174
November 07, 2017 08:01 - 57 minutes - 53 MBListen to Pegging Paradise Podcast #174 ❤ Patreon Update ❤ Kinkly Reader's Choice Award!! ❤ Women/Giver stories needed for #175! ❤ Young, kinky, grew up on porn and can't get hard. Help? ❤ He's got a secret stash of toys and really wants his wife to peg him. Help? ❤ He's from down under and […] The post Podcast #174 appeared first on Ruby Ryder - Pegging Paradise.
Podcast #173
November 01, 2017 05:22 - 48 minutes - 44 MBListen to Pegging Paradise Podcast #173 ❤ Patreon Update ❤ Movember ❤ Provember ❤ Needs a very slender double - help? ❤ Pegging and the Gender Binary ❤ He wants a recommendation for a chastity device ❤ He wants ideas for how to get his wife to dominate him ❤ He shares his thoughts on […] The post Podcast #173 appeared first on Ruby Ryder - Pegging Paradise.
Podcast #172
October 25, 2017 01:00 - 1 hour - 55.7 MBListen to Pegging Paradise Podcast #172 ❤ Patreon Update ❤ Heather Brewer asks about women's insecurities around pegging ❤ He asks for a critique on his pegging ad ❤ He needs an equipment upgrade for his wife's clit! ❤ He bought toys and has many hopes for their sex life. How to proceed? ❤ He […] The post Podcast #172 appeared first on Ruby Ryder - Pegging Paradise.
Podcast #171 – Ruby’s AMA
October 17, 2017 19:45 - 1 hour - 63.7 MBListen to Pegging Paradise Podcast #171 ❤ Ruby's AMA (Ask Me Anything) Podcast ❤ New Upcoming Podcast Link on Website ❤ Yes, you have the right number for Ruby ❤ Women's Podcast stories in by November 11th, please!! Linkorama Articles/Information Cunning Minx - Poly Weekly Brené Brown - Vulnerability Bisexuality Podcast #46 Sex is […] The post Podcast #171 – Ruby’s AMA appeared first on Ruby Ryder - Pegging Paradise.
Podcast #170
October 10, 2017 07:01 - 47.6 MBListen to Pegging Paradise Podcast #170 ❤ Yes, you can send photos ❤ Kinkly Sex Blogger Contest! ❤ Patreon Update ❤ His POV of the Pegging Gang Bang! ❤ He asks about his lube shooter reaction ❤ Pegging Celebration Time! ❤ They conquer low libido, DE, and find a fucking frenzy! ❤ He wonders what they […] The post Podcast #170 appeared first on Ruby Ryder - Pegging Paradise.
Podcast #169
October 03, 2017 20:13 - 50 minutes - 45.9 MBListen to Pegging Paradise Podcast #169 ❤ Patreon Update ❤ Large/Long Strap-on Insertion Clip ❤ Vagus Nerve Stimulation!! ❤ He asks - look for the pegger first or look for the woman first? ❤ His story of how they came to crossdressing and pegging ❤Pegging Celebration Time ❤His story of their gradual path to pegging ❤ […] The post Podcast #169 appeared first on Ruby Ryder - Pegging Paradise.
Podcast #168
September 26, 2017 22:00 - 51 minutes - 47.3 MBListen to Pegging Paradise Podcast #168 ❤ Patreon Update ❤ TN Booty Scooper explains the term ❤ Feedback on 167 clear male ejaculate ❤ She wants Pack and Play options! ❤ Introducing New York Toy Collective ❤ He's slowly walking the (hopeful) path to pegging with his wife. Advice? ❤ He's facing prostate surgery and […] The post Podcast #168 appeared first on Ruby Ryder - Pegging Paradise.
Podcast #167
September 20, 2017 03:00 - 1 hour - 62.5 MBListen to Pegging Paradise Podcast #167 ❤ Wiki-Fucking-Pedia, bitches! ❤ Upcoming interviews ❤ No more sex with partner, but Pegging Paradise helps anyway ❤ Wife jumps into FemDom fast, without asking husband, or is it dirty talk? ❤ Hint for taking bigger toys for #165 guy ❤ Pegging has him speaking in tongues - he […] The post Podcast #167 appeared first on Ruby Ryder - Pegging Paradise.
Podcast #166
September 12, 2017 18:11 - 59 minutes - 54 MBListen to Pegging Paradise Podcast #166 ❤ Patreon Update ❤ Lucky Pierre correction! ❤ He's looking for an inflatable plug that stretches the sphincter ❤ Pegging Celebration Time! ❤ Take heart - things can change from a boring sex life to pegged in panties! ❤ Cock ring information - he has a bedazzled cock ❤ […] The post Podcast #166 appeared first on Ruby Ryder - Pegging Paradise.
Podcast #165
September 05, 2017 12:00 - 48.8 MBListen to Pegging Paradise Podcast #165 ❤ Patreon Update ❤ Jeroen is still pegging and wonders about positions ❤ He's new to prostate stimulation and fantasizes about pegging! ❤ Happy peggers seek the mythical simultaneous PIV/Dildo in Ass position ❤ They are looking for a third for him to give a BJ to - help? ❤ […] The post Podcast #165 appeared first on Ruby Ryder - Pegging Paradise.
Podcast #164
August 30, 2017 00:00 - 56 minutes - 51.6 MBListen to Pegging Paradise Podcast #164 ❤ A Very Belated Pegging Celebration Time for Jeroen in the Netherlands! ❤ He's so very happy with his Chinese fucking machine! ❤ Women - He offers thoughts about upping your word game during pegging ❤ She agreed, some toys were bought, should he do some solo play first? […] The post Podcast #164 appeared first on Ruby Ryder - Pegging Paradise.
Podcast #163
August 23, 2017 00:30 - 62.4 MBpegmegently.tumblr.com Pegging Paradise Podcast #163 ❤ Patreon tells me - no porn, please! ❤ New Forum Video Clip Links! ❤ They are so, so close to pegging. Best position for anal foreplay? ❤ (More) Ideas of where to hide toys with nosy roommates ❤ Boyfriend has a fetish for Transwomen - she's upset... ❤ He […] The post Podcast #163 appeared first on Ruby Ryder - Pegging Paradise.
Podcast #162
August 04, 2017 23:00 - 51.3 MBPegging Paradise Podcast #162 ❤ Update on Patreon pledges ❤ He needs a transcription of podcast #112! Help?? ❤ He's sad that after marriage and kids, no pegging. Help? ❤ Some interesting questions, PSA, bisexuality, prostate exams and toy sizes ❤ He's doing the dance of approaching her about pegging - advice? ❤ Ideas of […] The post Podcast #162 appeared first on Ruby Ryder - Pegging Paradise.
Podcast #161
July 22, 2017 06:00 - 1 hour - 60.9 MBPegging Paradise Podcast #161 ❤ Ruby's reflections on turning 60 ❤ Update on Patreon pledges ❤ He's all about his ass, and forgotten about her... ❤ His fantasy of me is awesome, also wonders how to get Fuze toys in the UK? ❤ He's interested in exploring other dildos, seeks guidance and info on gloves, […] The post Podcast #161 appeared first on Ruby Ryder - Pegging Paradise.
Podcast #160
June 30, 2017 00:00 - 45 minutes - 42 MBPegging Paradise Podcast #160 ❤ Ruby's turning 60! ❤ Pegging Celebration Time ❤ They were each other’s firsts! ❤ Button Fly Jeans as harness suggestion! ❤ They peg. They do Chastity. He wants to do both! ❤ Pegging Celebration Time ❤ Patient Husband waited 7 Years, It finally happened! ❤ Her switch got flipped by […] The post Podcast #160 appeared first on Ruby Ryder - Pegging Paradise.
Podcast #159
May 27, 2017 13:00 - 1 hour - 59.9 MBPegging Paradise Podcast #159 ❤ Looking for feminine harness that fits the Fun Factory Share ❤ He's looking for a good quality Squirting Dildo! ❤ Testicular Cancer survivor impregnates wife and enjoys pegging! ❤ He 's 60, no GF, and wants to experience more pegging - a Pro? ❤ She said yes and now he […] The post Podcast #159 appeared first on Ruby Ryder - Pegging Paradise.
Podcast #158
April 25, 2017 19:00 - 1 hour - 61.4 MBPegging Paradise Podcast #158 ❤ Yay for the Forum! ❤ Patreon Update - Reached First Goal! ❤ Patience and good communication brings him rewards! ❤ Pegging Celebration Time! ❤ They finally did the deed and it was all he thought it would be and so much more! ❤ Pegging Celebration Time! ❤ He says 'wait!' […] The post Podcast #158 appeared first on Ruby Ryder - Pegging Paradise.
Podcast #157
March 16, 2017 00:00 - 55 minutes - 51 MBPegging Paradise Podcast #157 ❤ He needs a harness and dildo for his BBW wife ❤ His story - Pegging (kind of) turned him straight! ❤ Aspiring toy maker, he found the podcast and tells his story. ❤ She requests a "What to Do" podcast ❤ She seeks ideas of what to wear while pegging […] The post Podcast #157 appeared first on Ruby Ryder - Pegging Paradise.
Podcast #156
March 06, 2017 01:00 - 59.1 MBPegging Paradise Podcast #156 ❤ He sends a thank you for podcast #112, and their story! ❤ He's concerned about fetishes and their dark sides ❤ Pegging Celebration Time for the Harley Riding Lineman! ❤ He tells the story of their pegging journey - amazing! ❤ Pegging Celebration Time! ❤ He's afraid the strength of […] The post Podcast #156 appeared first on Ruby Ryder - Pegging Paradise.
Podcast #155
February 28, 2017 05:00 - 59 minutes - 54.1 MBPegging Paradise Podcast #155 ❤ Ban GOP politicians from bathrooms? ❤ Their Pegging journey story, with all the stops and starts! ❤ She's on board, he wants more and bigger, is worried about telling her ❤ Size King builds skyscrapers, and waxes poetic about pegging ❤ He's ready to try pegging, but finds nothing […] The post Podcast #155 appeared first on Ruby Ryder - Pegging Paradise.
Podcast #154
February 11, 2017 07:45 - 50.8 MBPegging Paradise Podcast #154 ❤ New Patrons/Donations! ❤ Pegging Celebration Time! ❤ After years of growing apart, they have reversed that trend! ❤ His girlfriend isn't on board and he can't get toys...? ❤ We-Vibe 4/ We-Vibe Sync/ We-Vibe Unite ❤ He dives down the Sling Rabbit Hole - I follow ❤ His full body […] The post Podcast #154 appeared first on Ruby Ryder - Pegging Paradise.
Podcast #153
January 28, 2017 07:55 - 1 hour - 62 MBPegging Paradise Podcast #153 ❤ Ruby Personal Update ❤ A Little Bit 'O Politics ❤ He wants a vaginal plug or dildo for her to wear while pegging ❤ How to spend that $100 Christmas gift? So many choices! ❤ Pegging Celebration Time! ❤ Bullet vibe for a vac-u-lock harness? ❤ Which podcasts do you […] The post Podcast #153 appeared first on Ruby Ryder - Pegging Paradise.