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I Got My Prostate Milked

Personal Stories, Advice, and Support 690 People

    Milked By Bill

    I had a friend, Bill, whom I visited regularly. He and I use to play engaging in sex most every time. I always sucked his **** and sometimes he would suck mine. Other times he wanted me to **** his ***. There were quite a few times Bill would have me lay back on the bed and...
    jrjr jrjr 61-65, M 1 Response Jan 1, 2012

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    Is This Milking ?

    After quite a bit of self-teasing over a week, I stumbled upon this somewhat odd happening. Before getting aroused, I started stroking quite vigorously. As I got right to the edge of ******, I stopped & let go. Just then a stream of *** oozed out of my ****, but without any...
    warmbackrub warmbackrub 46-50, M 4 Responses Apr 7, 2013

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    Every Day

    Having my prostate milked, especially when my **** is in someone's hand(s), *****, ***, or mouth, is an incredible experience and sensation. I have a daily enema, expecting to have my *** explored and my prostate massaged with a finger, ****, or occasionally, a *****. An...
    avrgszdcck avrgszdcck 70+, M Sep 24, 2013

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    Back Door Fun

    I just finished milking, and it felt so good ! I really get off big time when I massage my walnut. Some of my best "Os" happen when I do this amazing thing ! Nice, big loads too ! I have a vibrating wand that was made just for this and it works it's magic very well. I get on my...
    andyfontane andyfontane 41-45 6 Responses Mar 10, 2011

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    I Can't Wait To Milk My Sexy Man For Our First Time... Yummm.

    I am so excited! I brought up prostate milking to my man (very shyly as he'd always talked negatively about *** play), within a week of him getting high, having that deep tingle inside that wacking off couldn't fix, and started to slip things in his *** to ease the crave. He was...
    CutieWants2PleaseYou CutieWants2PleaseYou 31-35, F 19 Responses Jun 27, 2012

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    It's ******* Incredible

    My last chick blew me while simultaneously massaging my prostate. It left me like a whimpering little baby. She eventually got to where everytime she blew me she did it in this method. And the bi curious side of me? The first thing I thought was how I would love to do this to a...
    deleted deleted 26-30 3 Responses Feb 4, 2012

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    Milking Magic

      It was a Saturday afternoon in January of this year. I was with my girl friend / Mistress and after a very exciting morning, we got ready and headed off to a...
    Risky19634 Risky19634 46-50, M 12 Responses Dec 14, 2009

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    *** Milk

    I like anal sex do yeah milked my prostate an loved it
    Poontangwallabang Poontangwallabang 18-21, M Apr 11, 2013

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    Profound ******

    My wife introduced me to this technique early in our relationship. I have no idea where she learned it?  Any guy would agree, the first ****** this way is one that sticks in your mind forever.... my wife (then girlfriend) and I were fooling around in the kitchen one morning. She...
    mrstevela mrstevela 56-60, M 5 Responses Jun 18, 2012

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    How Do I Self Milk?

    my Owner wants me to learn to milk myself so that we can ensure i stay healthy during Chastity and ****** denial. i read about it and tried it for Her but was not sure how to do this properly. i thought briefly that maybe i had found the spot but i am also wondering if maybe my...
    deleted deleted 26-30 5 Responses Nov 22, 2010

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    Curious Looking...

    After reading CutieWants2PleaseYou's post about milking massage clients I have become curious and would love to find an attractive woman with experience in milking. If you're a lady close to Columbia South Carolina please feel free to message me.
    luv2sail22502 luv2sail22502 41-45, M Jan 11, 2013

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    First Time Milking

    My first time was with my wife, while she was giving me head. She proceeded to licking my balls and started going further down. I was a little weirded out a first but it felt so good that I just let her do it. She rimmed my *** for the first time, and I came from the...
    ghetto22 ghetto22 22-25, M Feb 25, 2013

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    Once Again, But This Time With....

    So if you readers have read my previous few stoies, We went to a sex shop to buy few stuffs and eventually used some of them later that day. Okay so when we got done with our chores and got free, we went to our bedroom and started to get naughty. He lay on his back on the edge...
    lilylove5 lilylove5 22-25, F 15 Responses Sep 23, 2013

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    Milked By Nurse.

    I had to go for a check because of some pain in my groin area. The nurse asked me to ***** and get up on the table. I did and she came back into the room when I was up on the table. The nurse came next to me and checked my balls and penis. She said that everything felt fine...
    jamie12065 jamie12065 26-30 4 Responses Jun 29, 2011

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    Milking The Rod...A Surprise In The End

    Out on a swing date with my favorite couple. We did a little dancing after a delicious meal at the boat club. As usual we took turns with Janice who was a well proportioned sweetheart with breasts that welcomed my close contact as we danced, although I wondered if the pressure...
    deleted deleted 26-30 Jul 6, 2013

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    I Learned To Prostrate Milk

    A few years ago I read of prostrate milking I spent a couple of weekends at a gay hotel, naked when I learned to a massage prostate and get mine milked too. I loved it and now massage other guys and have great fun doing it.
    ElectroUK ElectroUK 56-60, M 4 Responses Nov 21, 2009

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    Is It Abuse Or Therapy?

    Growing up in my adopted family, my new parents were very strict, controlling almost everthing. Like most boys I discovered ************ at around 12.  I liked it!  I began to do it 2 3 times a day.  By 13 I was up to 6-7 times a day.  I could not help it, it was like it got...
    babyfacetwink babyfacetwink 18-21, M 16 Responses Jul 8, 2012

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    Experimenting

    Went back to the hotel room for a little afternoon delight where Sam put on a little show for me. She had me put the nipple clamps on her and she wore her sub-mask as she spread out before me. All the toys were laid out on the bed and I, being her "Master," got to choose which...
    deleted deleted 26-30 Oct 17, 2013

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    The Best Sex Ever!

    I had my first Prostate Milking recently. I recently read about it and wanted to try it so I did, oh boy I’m hooked! He was giving me oral sex when he put his finger up my ***, this was nothing new but he left his finger up there, started rubbing my prostate while up my...
    deleted deleted 26-30 8 Responses Jan 16, 2013

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    Water Pik Shower Massage

    One day, I thought I would take a shower, so I did. I laid down in the shower, and used the shower massage on myself!!! I selected the BEST, pulsating, stream on my flower hole, The pulsating massage "Milked my Prostate". I used it every way, possible!!! I finally found the...
    Tamponuser Tamponuser 56-60, M Mar 25, 2013

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    Milk Me And You Have A Compliant Transvestite

    I am an effeminate male and absolutely nothing stirs my femininity as having my prostate milked. In the course of a few minutes all desire to even pretend to be masculine is gone, usually for close to a week. I feel peaceful, serene and happy. I think about men and finding a...
    Kennp Kennp 56-60, M 3 Responses Nov 23, 2011

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    All The Time

    My wife loves to milk me and feed me my ***. After a good milking she will then go on a date. I will last much longer after she gets home
    WifeDatesIwait WifeDatesIwait 41-45, M 1 Response May 6, 2012

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    I Learned To Prostrate Milk

    A few years ago I read of prostrate milking I spent a couple of weekends at a gay hotel, naked when I learned to a massage prostate and get mine milked too. I loved it and now massage other guys and have great fun doing it.
    ElectroUK ElectroUK 56-60, M Nov 21, 2009

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    Developing The Techinque

    Several years ago I read in a men's health magazine that milking your prostate would help to keep it healthy and aid in avoiding prostate Cancer. I tried doing it at that time, but had no success, so I gave up the idea. A few months ago I read another article stating the...
    JB51 JB51 56-60, M 5 Responses May 29, 2011

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    Milked Often

    My wife has done this to me many times. It started a while back, >5 years ago when we were somewhat freshly married. We had talked about it a little bit when we were younger but never did it. Then we got kinda tipsy one night and WHOOP! it just happened. Then I had the pleasure...
    jamies20052 jamies20052 31-35, M 2 Responses Oct 15, 2013

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    Experience Like Never Before.

    So after few weeks reading many articles, guides and even watching many videos about prostate milking, i finally decided to try it on my boyfriend and to make him experience something new like never before. My roommate was out and gone somewhere over the weekends so I had to...
    lilylove5 lilylove5 22-25, F 41 Responses May 12, 2013

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    For My Hubby.

    While i was going and reading through an articile about Sexual life in marriage i came across a term which i never heard before. It was linked as "Milking a man". I decided to click on it to learn about it, and as i was reading it, it was something which i never knew or heard...
    Raila1001 Raila1001 26-30, F 50 Responses Apr 10, 2013

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    Edged Forever?

    I have been lucky enough to be married to an incredibly beautiful and sexy woman for almost 12 years. The last 18 months or so we have been living a true lifestyle FLR, and it has been awesome. My wife,( Mistress ), has always used tease and denial to keep me on edge and...
    hertoy hertoy 61-65, M 14 Responses Oct 21, 2010

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    Its Better Than a Bj!!!!

    i always like a little light touching on that area then i found out that its  the male g spot  you have multiple organisms i got a toy had my wife massage me it was WOW !!!WEE!!mind numbing body twitching non stop *******
    notech64 notech64 41-45, M 4 Responses Sep 21, 2009

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    1st Time

    The 1st time my wife stuck her finger in me was the start of a beautiful thing. I never new I could *** so much or so hard. she does it every now and then and it gets better every time
    blackmax06 blackmax06 22-25, M 2 Responses Sep 13, 2010

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    Milked

    I long time ago I went for a check at the doctors,it was he that first told me I had a micro penis. He then asked me if I ********** I said it's to small to ****. He then told me to bend over and inserted is finger and the told me relax,I then asked what he was going to do,He...
    Kenndo Kenndo 56-60, M 12 Responses Jan 29, 2011

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    I Got My Prostate Milked

    I got milked by a massage therapist. Through email, he offered a free nude massage. I didn't mind because I'm bi-sexual. I thought maybe he would end with oral sex and that was OK, but I really wanted the massage. I had only had a massage once before in my lifetime. But to...
    Dahjeep Dahjeep 61-65, M Nov 17, 2013

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    Sounds Exciting

    i really want to experince this. can anyone explain the procedure to me. PLEASE!!
    1nakedninja4u 1nakedninja4u 36-40, M 3 Responses Jan 27, 2013

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    Prostate Massager

    I had been reading up on prostate massage and how it really helps keep you from getting prostate cancer. So I bought one of those vibrating prostate massagers to try it out. OH MY GOD. I couldn't believe what a thrill it was. The first time I used it I could feel that buzzing...
    banza1957 banza1957 51-55, M 7 Responses Jul 22, 2011

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    Yes, I got mine years ago, it's the male G-spot ya know. Alls I can say is... " The best ****** a man can have!" You will not turn gay either, Bi maybe, if you choose. ( wicked...
    Blindog13 Blindog13 51-55, M Jul 6

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    Hi All, Been to the beach today and whilst exploring a wave came and soaked my trainers. As I was already wet, I just carried on and splashed in the rock pools and the sea. It felt...
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    So I've liked wearing panties for awhile now but my girlfriend doesn't like it so I do it in secret. Here resently I got curious about thongs so I went and bought a few. One day my...
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    Eddie Money - Two Tickets To Paradise Got a surprise especially for you Something that both of us Have always wanted to do We've waited so long Waited so long We've waited so...
    jml2000 jml2000 56-60, M 1 Response Jul 2

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    New Years Day 1985, I remember it well, but for all the wrong reasons! My backside had only just recovered from a fairly severe belting, followed by my first caning across my bum...
    Mick672 Mick672 41-45, M 5 Responses Jul 6

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    It started when I was 12 I'm 14 now anyway When I was 12 I loved to go see my grandfather we use to have so much fun one day he had gotten drunk and I was in my room getting ready...
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    so a few months ago my dad started heightening his abuse of me, it's verbal and emotional but sometimes it even gets like physical not like hurting me but more like forcing me out...
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    My husband and I started dating when we were back in high school as sophomores. He was a jock and I was attracted to that. When we graduated high school we broke up for a few...
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    I've kept this to myself for a while now, and I guess I just need to get it out, you know, before it destroys me. I could turn to a friend or a family member but I just can't...
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