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I Masturbate Wearing A Condom

Personal Stories, Advice, and Support 53 People

    Wear A Condom After I Was Circumcised

    I was circumcised a couple of years ago because of a problem with my foreskin. Because the newly exposed head was very sensitive i found it more comfortable to wear a condom, now i still do it because it feels nice.
    homesparky homesparky 46-50, M Jun 19, 2012

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    I Love The Feel...

    I love getting my self nice and hard and then slipping on a nice lubed condom ************ nice and slow it feels so good wrapped around my **** and then ******* feels even better. Try it u might like it.
    Ninawetspot Ninawetspot 36-40, T 3 Responses Sep 16, 2010

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    "i ********** Wearing A Condom"

    I am never allowed to **********. Mistress L owns my **** and all the ***** it produces. So i am in a CB-3000 24/7 and 365 days a year. When L decides that i will be *********** i am bound severely to our bed and she will then usually sit on my face so i can lick her while she is...
    slavetoby slavetoby 56-60, M 1 Response Sep 29, 2010

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    Less Mess To Clean Up.

    I think the title says it all. I use unlubricated Trojans, a little bit of hand cream (pun...) inside, and sometimes a sock over it. Feels nice...
    WayneWheeler WayneWheeler 51-55, M May 22, 2011

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    It's more of saying that I can

    and do it sometimes, I'm actually too small for most condoms but I had been curious one day when trying one on that slipped off. It felt good, so I rolled it inside out and slipped it on and it was perfect for me. I kept playing around with it more and when I was done it was...
    TheSleepyOne TheSleepyOne 31-35, M 1 Response May 1

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    I Love It

    I love the feel and look of wearing one while I **********.   I also love pulling back and putting my sack in it too.  I will *** in it and wear it around and do it again later.  The most I've *** in one day in the same one was 6 and slept in it that night.  I did pop out...
    sissyjolene sissyjolene 46-50, M 3 Responses Apr 16, 2013

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    I Love ******* Off With A Condom On.

    I like the way it feels, i can edge for a really long time and a lot of times when i finally do ***, i can wait for a few minutes, and then start ******* off again. I love to feel how slippery my *** is when i am ******* off for a second or third time. The most i have done is 4...
    rustyrails23 rustyrails23 31-35, M Jul 24, 2012

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    I produce a lot pf pre-***,

    which can get very messy particularly if I'm watching **** at the same time. Used to use a tissue a lot, but regularly drying things up wasn't the best feeling so hit on the idea of using a condom. Best thing I've done! Slides around well and creates a slight feeling of...
    inoddplaces inoddplaces 41-45, M Jul 23

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    i have done this a few times - the first time

    was just to see what it felt like - and now sometimes just for fun.
    teebeegee teebeegee 61-65, M Dec 14, 2013

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    ******* With A Condom On

    I love to ma$turbate with a condom on. It feels so good! I can edge and hold off a lot longer while wearing a condom. The feeling when i finally let go is amazing! If its not a pre lubed condom, i'll just let a little precum out and let that be the lube. Its great that it wont...
    idunno23 idunno23 26-30, M Sep 24, 2010

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    I don't always ********** with a condom on,

    but I do occasionally. The first time I did it was also the first time I ate my own ***. After I shot my load in the condom, I set it aside, and about ten minutes later I was feeling horny again and slid the ***-filled condom over my tongue. I ended up swallowing the whole load...
    bibeachguy bibeachguy 46-50, M 2 Responses Dec 7, 2013

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    I enjoy ************ wearing a condom

    when I'm a little unsure about *********** too quickly. A condom tends to help delay unwanted quick *********** in these circumstances.
    festival42 festival42 66-70, M Nov 28, 2013

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    Once Upon A Time

    one time my bud told me about ******* in a condom, and fun it was. one day i got superhorny, and went to the pharmacy and bought a box of condoms. i ran straight back to home and slipped the rubber on my penis. it felt soo good. the i started stroking and moaning until i came...
    omel7ala omel7ala 18-21, M 1 Response Nov 24, 2011

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    Related Experiences

    There's something unbelievably sexy that is in it's own category and always drives me crazy when you and a girl are having sex in the purest way there is, and she doesn't want u...
    orang3Amps orang3Amps 18-21, M 2 Responses Aug 21

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    It felt weird buying smaller / normal condoms for once.
    EndowedPanda EndowedPanda 18-21, M Aug 30

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    21st august 2014, thursday Wearing navy blue cotton pants with a off white longsleeve cotton blouse to office with blouse tucked under the pants and sleeves rolled up, wearing a...
    HotMomShaama HotMomShaama 46-50, F 4 Responses Aug 20

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    25th august 2014, monday Wearing a black figure hugging knee length skirt with a red blouse with blouse tucked under the skirt, wearing a thique black belt around my hips with a...
    HotMomShaama HotMomShaama 46-50, F 5 Responses Aug 24

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    3rd september 2014, wednesday #my attire to work Wearing a maroon colour knee length figure hugging skirt with a off white long sleeve blouse, blouse tucked under the skirt...
    HotMomShaama HotMomShaama 46-50, F 4 Responses Sep 2

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    11th september 2014; thursday. Wearing a biege colour figure hugging knee length skirt with a off white blouse with blouse tucked under the skirt. Wearing a red thin belt around...
    HotMomShaama HotMomShaama 46-50, F 6 Responses 6 days ago

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    19th August 2014, tuesday Wearing a grey colour figure hugging knee length skirt with a dark blue blouse, carrying a silver colour handbag, wearing white coat shoes, wearing a...
    HotMomShaama HotMomShaama 46-50, F 4 Responses Aug 18

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    20th august 2014, wednesday Wearing a peach and black mix saree with a black saree jacket. Carrying a black handbag, wearing. Black flat sandals, wearing a black satin bra and a...
    HotMomShaama HotMomShaama 46-50, F 3 Responses Aug 19

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    22nd august 2014, friday Wearing blue jeans with a purple blouse. Wearing a purple bra and purple and white mix panty. Wearing black flat sandals. Carrying a black handbag.
    HotMomShaama HotMomShaama 46-50, F 4 Responses Aug 21

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    Hi, I am a pantyhose and tights wearing biker and attending lost of biker rally's and jol's,, I love to wear pantyhose and tights, so i will wear pantyhose under my normal riding...
    hosebiker hosebiker 51-55, M 1 Response Aug 22

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    Yes, It happened again. Yesterday night, the temperature was good and I proceeded to go roller skating wearing nothing else than one of my skating dresses. I choosed my very small...
    Nadia1977 Nadia1977 36-40, M Aug 24

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    26th august 2014, tuesday Wearing dark blue pants with a red, blue and yellow mix blouse. Carrying a black handbag, wearing black flat sandals, wearing a dark blue bra and a...
    HotMomShaama HotMomShaama 46-50, F 3 Responses Aug 25

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    27th august 2014, wednesday Wearing a long white loose skirt which is embroidered with a light purple blouse with white dots on it, Wearing a white tanga panty and a white bra...
    HotMomShaama HotMomShaama 46-50, F 2 Responses Aug 26

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    Just the other day I saw a lovely little lady in Walmart. It was a hot day and she was wearing a floaty mini dress with a low back, down to her waist and very thin straps over her...
    MarieJosephe MarieJosephe 66-70, M 10 Responses Aug 27

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    29th august 2014, friday Wearing a blue jeans with a blue polo ladies tshirt to office. wearing a blue bra with tiny white dots in it and a matching panty. carrying a black...
    HotMomShaama HotMomShaama 46-50, F 4 Responses Aug 28

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    4th september 2014, thursday @my attire to work. Wearing dark blue pants with a black blouse to office with blouse tucked under the pants, carrying a black handbag, wearing white...
    HotMomShaama HotMomShaama 46-50, F 3 Responses Sep 3

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    5th september 2014, friday @my attire to work Wearing black jeans with a white kurtha top which has a light blue V neck, carrying a black handbag, wearing black flat sandals...
    HotMomShaama HotMomShaama 46-50, F 2 Responses Sep 4

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    9th september 2014, tuesday. @my attire to work Wearing cotton white pants with a yellow cotton sleeveless blouse to work. Wearing white high heel sandals. Carrying a white...
    HotMomShaama HotMomShaama 46-50, F 2 Responses Sep 8

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    10th september 2014, wednesday Wearing dark blue pants with a grey and black mix blouse to office, Carrying a black handbag. Wearing a dark blue thong and a dark blue bra. Wearing...
    HotMomShaama HotMomShaama 46-50, F 2 Responses a week ago

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    12th september 2014, friday. TGIF Wearing black jeans with a peach colour polo ladies tshirt. Carrying a black handbag. Wearing a light pink satin bra and a light pink hipster...
    HotMomShaama HotMomShaama 46-50, F 2 Responses 5 days ago

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    I love wearing anything nylon and feminine. The more feminine, the better! I love to wear lace trimmed nylon panties, slips, baby doll nighties and nightgowns. I also love to wear...
    closetedcd60 closetedcd60 56-60, M 4 Responses 5 days ago

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    15th september 2014, monday. Wearing navy blue, black and purple mix saree with a black saree jacket. Carrying a black handbag. Wearing a black bra and a black panty. Wearing...
    HotMomShaama HotMomShaama 46-50, F 1 Response 2 days ago

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    16th september 2014, tuesday. Wearing black knee length figure hugging skirt with a coffee brown blouse to office with blouse tucked under the skirt. Carrying a black handbag...
    HotMomShaama HotMomShaama 46-50, F 2 Responses 1 day ago

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    17th september 2014, wednesday Wearing biege colour pants with a white blouse. Carrying a brown handbag. Wearing a champaigne colour satin bra and a matching thong. Wearing brown...
    HotMomShaama HotMomShaama 46-50, F 4 Responses 7 hrs ago

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    Monday, August 18, 2014....Today I'm wearing white Murano (Dillard's department store brand) bikini briefs. They are so soft and conform to my shape very well and I live the...
    UndieGuy UndieGuy 36-40, M 2 Responses Aug 18

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    I just find them so comforting and exhilarating. As you can read in some of my other stories, it began with bras as a pre-teen and grew slowly over the years. Now that I live on...
    LockedDarius LockedDarius 26-30, M 2 Responses Aug 21

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    i love wearing wigs to change up my look so many woman make fun of me but they wear weaves.... i dont see whats wrong with wearing wigs every now and then lol is it wrong that i...
    momoayami momoayami 18-21, F Aug 22

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    When I was 5, I started dressing in pretty girly clothes, lovely pastels and pretty lace trim. Started wearing my mothers Slips, then to her Girdles, then to her Girdles with her...
    carolannP carolannP 61-65, M 2 Responses Aug 22

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    It may sound silly but I'm scared of wearing a two piece swimming suit.It started last summer when I went to the pool with my friend Carla.At the time I was wearing a two piece...
    AnaKona AnaKona 13-15, F Aug 24

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    Wearing my diaper in bed. I'm here all alone in my bed wearing only my diaper on. My wife got out of bed about two hours ago without knowing I have a diaper on. My diaper is on...
    babyannie57 babyannie57 56-60, M 1 Response Aug 26

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    I love myself wearing men clothes! For example borrowing (or stealing lmao) a t-shirt or a hoodie and wearing it <3
    dropdeadwilma dropdeadwilma 16-17, F 10 Responses Aug 29

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    hello i love wearing boilersuits, im a plumber and stand out wearing them, but like to have my work close clean under them for going to shop for lunch, etc ,
    coyle88 coyle88 22-25, M Aug 31

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    hehehe you wouldn't believe this...but look down at the story I wrote on August 14th. I'm still wearing those clothes!!!! Still! That is 23 days without changing clothes! It is...
    TotTotTotTot TotTotTotTot 18-21, F 2 Responses Sep 6

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    I love wearing shorts with a hoodie and vans but I don't like wearing a shirt under the hoodie. The most perfect outfit I like to wear ^~^ it's comfy
    ShantaleeCx ShantaleeCx 13-15, F 3 Responses Sep 8

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    I recently purchased the skirt you can see in the picture which I am wearing which is a body contouring style made of soft polyester a wonderful multi purpose fabric. When I put...
    FontanaSlips FontanaSlips 41-45, M 2 Responses Sep 9

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