Tag: crossdressing

Podcast #237 Part 2

Listen to Pegging Paradise Podcast #237 Part 2 First time was incredible, but then he had ED Pleasure from Pegging with no Prostate? He wonders how to introduce chastity in his relationship He wonders why he can’t come while pegging Why did dirty talk of him wearing lingerie trigger his orgasm? Her bisexual husband wants …

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Podcast #231 Part 2

Listen to Pegging Paradise Podcast #231 Part 2 ❤ Patron/Donor update ❤ Twelve Days of Peg-mas! ❤ He brings up circumcision & pushing women too hard to peg ❤ She says #112 helped her a lot! ❤ He’s looking for good dildos to hold by hand ❤ He wants to talk with his wife about …

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Podcast #231 Part 1

Listen to Pegging Paradise Podcast #231 Part 1 ❤ Patron/Donor update ❤ Twelve Days of Peg-mas! ❤ He brings up circumcision & pushing women too hard to peg ❤ She says #112 helped her a lot! ❤ He’s looking for good dildos to hold by hand ❤ He wants to talk with his wife about …

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Podcast #213

Listen to Pegging Paradise Podcast #213 ❤ Patron/Donation Update ❤ Harness for petite wife? He’s seeking a dildo upgrade, too ❤ He wonders how, as a constipation sufferer, to tell wife about pegging? ❤ He’s looking for a Birthday Butt Plug and new Dildo, too! ❤ He comes too soon from head of big dildo …

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Podcast #211

Listen to Pegging Paradise Podcast #211 ❤ Patron/Donation Update ❤ Boudoir photography redux ❤ He can’t find a partner – should he try a man? ❤ He wonders how to increase chances for anal orgasm? ❤ He wonders how to convince a lady friend abut pegging? ❤ Both women who pegged him were dominant in …

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Podcast #209

Listen to Pegging Paradise Podcast #209 ❤ Patron/Donation Update ❤ Pegging Celebration Time ❤ He insists on her timeline and she finally makes it happen! ❤ He’s seeking just the right equipment for her pleasure and comfort ❤ He wonders if he’s technically bisexual and wants to explore ❤ Pegging Celebration Time ❤ The first …

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Podcast #201

Listen to Pegging Paradise Podcast #201 ❤ Patreon Update ❤ Pegging Survey for dissertation! ❤ He sees pegging as destroying manliness, and tells me why ❤ Her husband wants to suck a cock, so she’s sure he will love pegging… ❤ He shares his ideas on dommes, submissives, and looking for pegging ❤ He shares …

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Day 16 – Moments

Carrie stumbled a little as they were walking out of the restaurant. “You okay, babe?” Rick grabbed her elbow to steady her and then offered his arm to hold onto as they walked the rest of the way to their car. “Yeah. It’s just these heels. I love the way they look, but they aren’t …

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Day 9 – The Saucy Tea Party

The soft ding of the doorbell sounded yet again, and Tyler hurried to answer it. His pale pink taffeta tutu bounced as he moved, and made quite a picture with his matching pink thong, black garter, black lace stockings and pink heels. His pink waist corset narrowed his middle fetchingly, and he’d coaxed his long …

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Podcast #192

Listen 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 …

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