Podcast #281 Pops Up Like Magic!

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Ruby Ryder shares woman with tan marks woman wearing strap-on for pegging
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Podcast #281 Pops Up Like Magic!

Pegging Paradise Podcast #281 Ruby shares a few (more) thoughts on Pegging and Orientation Relax, Respond, and React got him to his first HFO! She shares her views on what makes a good bottom! He’s on his butt path, pegging

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Ruby Ryder shares woman in corset, fishnets and black boots with long strap-on for pegging.
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#280 – The Need For Receiver Aftercare

Pegging Paradise Podcast #280 The need for receiver aftercare and what it can look like He’s a newbie at prostate stimulation. First time kind of freaked him out. We all just want to be loved and accepted Articles and Information

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Ruby Ryder shares Woman wearing strap-on pegging man with his hand on his penis
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The Shyness of Being Seen

Part Six – The Shyness of Being Seen Being seen on a deep level is unsettling for you. Now that I’ve flipped you over, you see my intentions, and I can almost feel you internally letting go, the better to

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Ruby Ryder shares gif of tattooed man face down being pegged by woman with strap-on
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Two Weeks of Fond Memories

Part Five – Two Weeks of Fond Memories Oh, Lordy, while we are on that subject, I have never met a man who enjoys being fucked as much as you do! We moved in together after we’d been dating for

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Water Lilies 4 layer cake celebrating 11th birthday of Pegging Paradise.
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Pegging Paradise!! Happy 11th Birthday!

Eleven years ago today, I made my first post here at Pegging Paradise. Back then, my aspirations (pun always intended) were to be a writer of erotica. As Pegging Paradise turns 11, I realize I am a writer of spicy

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Ruby Ryder shares woman with leather boots pegging man on bed in doggie position
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Part Two – Tell Me What You Want

Part Two – Tell Me What You Want I know these secrets about you, and I keep them secret, allowing you to present a different and less complete man that you show the world. The man that you are in

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Ruby Ryder shares couple showing how the versatile Liberator Whirl can be used for pegging positioning
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The Versatile Liberator Whirl – Pillow Play

The Versatile Liberator Whirl presents a myriad of pleasure-enhancing possibilities for sexy times with pillow play. You will never reach for a regular pillow during sex again! Let me tell you how I put the Liberator Whirl through its paces,

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Collage Tattooed Dildo Collection!

This Iron Roses Collage Tattooed Dildo is a show stopper! That is why when Tiffany asked if there were any other toys I wanted to offer through EnticeMe.com, this one caught my eye. How could it not? So far in

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Ruby Ryder shares man in chastity cage being penetrated with strap-on dildo
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Pegging Paradise Podcast #267

Listen to Pegging Paradise Podcast #267! (Long Overdue) Pegging Celebration Time! They are edging into anal play on him and he’s excited! Pegging happened! He has questions about making his GF come He wants his wife to have more pleasure

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Ruby Ryder shares black and white photo of a captive cock in chastity cage - day two!
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Locktober – Month of the Captive Cock

Captive Cock? Yum. Two words that have me paying attention right off the bat; cock and captive. Nice. Because I do so enjoy cocks, and making a man my captive thrills me as well. We are off to a fabulous

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