Pegging Blog

Day 2 Orgasm 1

Good Boy   You arrive exactly on time. You’re here…for me. To do whatever pleases me. Whatever brings me the comfort or release or satisfaction that I need. It’s different each time. Your instructions are printed out and ready for

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Day 1 Orgasm 1

She pushed him against the wall, sliding the dildo deep into his ass. “I know how much you love this, baby…” She whispered the words into his ear even as she drove her cock deeper. “Ohh! Ohh! Ohh!” Every thrust

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Masturbation Month 2016!!!

Well here we are again…the merry month of May is upon us! May brings a lot of merry in my world, and I love to share that merriness with you all! If you’d like to know the story behind how

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Podcast #131 – Crossdressing!

Pegging 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

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I’m BACK!!

Refreshed and relaxed, ready to kick some ass and take some names. Wait, what was I thinking! That’s fuck some ass until he is calling my name! Right? There’s nothing quite like getting out in nature, especially nature as beautiful

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Headed to the Mountains…

Taking a break from all the exciting stuff that’s been going on! Time to clean out my brain and the best place for that, in my world, is the mountains. Back Thursday the 20th, so you have until then to

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Podcast #130

Pegging 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

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Two Weeks

He’d been edging for more than a week. I told him that he couldn’t come until we connected on the phone so I could hear his orgasm, and orchestrate it. I didn’t tell him about the ‘orchestrate’ part, but I’m

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Navigating Toward Non-Monogamy

For the majority of my life, I have bowed to society’s expectations regarding the rules of my relationships. Specifically, I was monogamous. Or rather, I attempted to be monogamous. My success rate was somewhat reflective of the general population’s, actually.

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Pegging and Crossdressing?

Call for stories! Gentlemen – if you love to combine crossdressing with pegging, I want to hear from you! Upcoming podcast just for you. Send to ruby@peggingparadise.com or call it in to (805)500-6544. No matter what your experience is, whether

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Podcast #129

Pegging 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.) ❤

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Podcast #128

Pegging 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  

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Podcast #127

Pegging 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

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