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Crazy prostate milking



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Introducing The Homewrecker, if you don’t know what to buy your prostate for its birthday, this is pretty fun!



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can someone explain to me the purpose of this toy? does it massage the prostate as you get an erection?



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First time handsfree with prostate massager. Sorry for low quality bit of a squirter.



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Managed to do it, for the first time. Vibrator against the prostate. Sorry for low quality, can only really see the first spurt.



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Kellya Marques - Prostate Pounder (x-post /r/Tgirls)



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[oc] you relish the feeling of his big hard meat rod stretching your boy pussy, rubbing against your prostate



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About to cum from having my prostate mashed



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TFW when your prostate is stimulated all night!



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Joey Jones enjoying a prostate massager



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Vibrating dildo up my butt to stimulate the prostate gland



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finding the subject's prostate (x-post /r/FemdomMilking)



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The cock ring that's also a prostate stimulator. As a straight man I am loving this!



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Would you help me play with my prostate?



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For Nurses Week, I wanted to give you all a prostate exam!



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Trying to make him cum from prostate milking while wearing his cage (story in comments)



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A prostate massage (Tangslewdhut)



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I Had a Huge Prostate Orgasm while Standing in Chastity



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My Second Prostate Orgasm in Chastity After a Week Caged



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One from tonight, big session with 4 or 5 dry prostate orgasms. Still caged now. Back at work so Flying solo for the next 2 weeks!



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Cage + Vibrating Prostate Massager = Very Horny Boy!



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Milking my prostate caged



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invasive prostate exam



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finding the subject's prostate (x-post /r/FemdomMilking)



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Need a mouth to drain this thick cum load from fucking my prostate



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Ciri knows the importance of prostate massaging (amora)



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Massaging his prostate



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Massaging His Prostate



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First time using a prostate massager. That drop at the end…



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Pulsating Prostate Orgasm with Dripping Precum



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Are people still doing Movember? I certainly am. PSA: Frequent orgasms reduce the risk of prostate cancer, contribute to the cause ladies.



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A push on his prostate and the cum starts to flow, a tight squeeze for his balls to get the last drop out :) (full vid in comments)



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Found in /r/Prostate_Milking



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Pure Prostate Orgasm



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Kellya Marques - Prostate Pounder



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Waking him up with Sensual Prostate Massage



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