Operation Tease the Fuck Out of Frank

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Tag: D/s

Ruby Ryder shares black ribbed butt plug with remote to tease the fuck out of a partner
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Operation Tease the Fuck Out of Frank

Masturbation Month 2022 #10 (Link to Part One) Cynthia’s goal was to torture Frank with pleasure. To tease the fuck out of him. She began touching him everywhere that excited him, in exactly the ways he loved the most. She was

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A New Apron

Masturbation Month 2022 #9 (Link to Part One) Frank and Cynthia chatted while they ate, as if it were perfectly normal for Frank to be naked, sitting at the table with his cock locked in a cage during dinner. It was

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Ruby Ryder shares black and white photo of a captive cock in chastity cage - day two!
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Day Two Arrives

Masturbation Month 2022 #8 (Link to Part One) The arrival of day two couldn’t come soon enough. Tossing and turning that first night was no fun. Frank woke up many times with his cock attempting to have spontaneous erections, and

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The First Night Concludes

Masturbation Month 2022 #7 (Link to Part One) The first night was a total success in Cynthia’s mind. She went down the hall and stepped directly into the shower. That was fucking hot! Of course this was only the first

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No Way Out

Masturbation Month 2022 #6 (Link to Part One) There truly was no way out of this adventure at this point. From the moment Cynthia thrust that purple cock into his ass, Frank’s legs began to tremble. His craving for this

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Ruby Ryder shares small purple dildo by Fuze used in a strap-on for pegging
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Happily Bent Over the Sink

Masturbation Month 2022 #5 (Link to Part One) Eager to be bent over the sink, Frank couldn’t get to the bedroom fast enough. He returned with the leather harness and thick purple cock, offering them to Cynthia. “No, we’re going

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Ruby Ryder shares chrome chastity cage to be worn during pegging
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Doing the Dishes and More

Masturbation Month 2022 #4 (Link to Part One) Doing the dishes felt the same as eating dinner; something he just needed to get through to finally get to the main event. So as Frank cleaned out in the shower, he

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Ruby Ryder shares stainless steel chastity cage for tease and denial during pegging
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The First Night

Masturbation Month 2022 #3 (Link to Part One) Somehow, Frank got through that day, sitting at his desk with the weight of the cage between his legs. He kept redirecting his thoughts back to work. Not an easy job when

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Podcast #290 Steps Onto the Stage!

Letter from an appreciative Patron He struggles with shame due to pegging She wants to satisfy his desire for masochism during pegging He loves the anticipation and looking sexy for his partner He shares about letting go of the past

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Ruby Ryder shares long legged woman in red latex stockings and red strap-on with dildo
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Lend an Ear to Podcast #288

For your listening pleasure – it is indeed time to… Lend an Ear to Podcast #288! She offers more info re: chastity, cuckolding & humiliation questions He noticed men’s clothing ads in the US don’t show asses – WTF? Podcast

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