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I Am A Loving Sissy

Personal Stories, Advice, and Support 495 People

    A Day In Pantyhose

    It has been many years that Jessica has been suppressed. She went away to save a marriage and rid herself of all her femme clothes, pics, mags, make up, wigs, and toys. I cannot say why, but this year she is fighting to come out again. Wife does not approve or encourage, and...
    JESSICAKNIGHT JESSICAKNIGHT 51-55, T 9 Responses Jul 23, 2010

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    Recently for the holiday one of our adult kids

    visited with us. That needless to say "curtailed" my sissification by Missy as our adult children do not know about me and it should remain that way. However for 5 or 6 days I was not doing the "punishments" i regularly have to do, was not properly dressed and often not...
    SisHub12 SisHub12 56-60, M 6 Responses Dec 4, 2013

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    Iwant To Be A Sissy

    How I want to made into a sissy . I would love to meet a woman who would entice me back to her place on the promise of sex .then after having coffee she would stand up and ask me to unzip her dress, and after it fell to the floor she would be standing in front of me in her pale...
    Abigail590 Abigail590 41-45, T 3 Responses Aug 11, 2010

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    Yes I Am A Loving Sissy Too

    but most of all I am a lesbian sissy. If I only could find a woman, I could be a lesbian sex slave for her. I would like to be penetrated by her with a ******* every day and night, every time she would like it. The best would be, if the ******* would be the only man in our...
    monique54 monique54 51-55, T 2 Responses Aug 17, 2010

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    I Am Sure I Would Be

    As a husband I was loving As a lover since, I have been loving. Now that I feel a sissy, I an sure that I would LOVE just as much. Perhaps that is why we are put on this planet. TO LOVE Cheers Moddle
    Moddle Moddle 61-65 Nov 4, 2010

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    I Love My Wife

    I prefer ladies clothes to men's, especially undies. My wife has always had a low sex drive and since I had prostate cancer I have become impotent, my testosterone levels have gone right down and my male parts have got smaller. I am not looking for sympathy; I am quite happy to...
    malecynthia malecynthia 70+, M 14 Responses Jul 14, 2013

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    Lucky Man

    Two months ago I decided to tell my wife about my desires. She was shocked, but not judgemental and that was the end of it for awhile. Then a few days ago we went out shopping for clothes for me. It was like two girlfriends going bar night shopping. It was fantastic. Then...
    Jessica1967 Jessica1967 41-45, T Sep 11, 2012

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    Loving Sissy

    being a sissybitch love to go down on another sissy!its such a turn on and so sexy to suck off another gurl until she **** in my mouth!1 so hot and sexy to be with another sexy sissy who is dressed so hot and sexy!!!
    mandiejune mandiejune 51-55, M 4 Responses Jul 19, 2010

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    Related Experiences

    Result Yes!!!!!!!!!! Terribly sorry but you are in fact a sissy. Because you are a sissy you have the right to cry now. SISSY!!!
    CdKimmi CdKimmi 61-65, M 4 days ago

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    Yesterday was the fist day i spent with by master. I loved being all dressed up in really cute sissy clothes (he even made me lock my boy **** in a cage) and he made me service...
    Sissyslutboy1 Sissyslutboy1 18-21, M 1 Response Aug 19

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    I'm not Sure I took a Sissy quiz on a site called ProProfs and when I submitted it my results said... ??? I'm sorry. But this test was for men only not girls. So...did I pass...
    noahman97 noahman97 16-17, M 1 Response Aug 26

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    I think I'm becoming a sissy, well a sissy slave
    giantsword18 giantsword18 13-15, M 2 Responses Sep 11

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    Hello my name is Jenny and my Ex boyfriend, his name is Bobby,......has wore all my clothes, well at least all my dresses and lingerie. I know it sounds so yucky, but as he grew up...
    jennylee911 jennylee911 46-50, F 1 Response a week ago

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    I am trying to find a way to be noticed as a sissy by women, last night I went out back to a main road, and I wore just panties and shoes, and stood by the road, so many cars drove...
    sissyslut4training19 sissyslut4training19 18-21, M 2 Responses Aug 20

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    I'd never do this in real life, it's just a fantasy of mine. I'm a 100% straight guy but at night the thought of being blackmailed and turned into a sissy boi is one of my biggest...
    NightlockForever NightlockForever 13-15, M 3 Responses Aug 23

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    Sissy white boy. All I do is crave c*ck
    raelynnCD raelynnCD 22-25, T 3 Responses Aug 25

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    You Tell Me I can understand why some of my friends think I'm girly or even gay (which I am, but they don't need to know right? ^^; ). I’ll just compare myself to most of the...
    noahman97 noahman97 16-17, M 2 Responses Aug 25

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    hi im a 18 yr old sissy that loves to crossdress and turn all girly and naughty, i love being demanded to do things and i am looking for a mistress who can take care off me i can...
    stranger123456 stranger123456 18-21 2 Responses Aug 26

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    One day my wife asked me to compare myself to this list of things and check {!} which ones apply to me. 1.Not afraid to show your emotions, like crying in public. ! 2.Embrace...
    CdKimmi CdKimmi 61-65, M Aug 27

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    I love wearing sissy lingerie and my wife buys my lingerie
    rimonty59 rimonty59 51-55, M 6 Responses Aug 30

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    Today I am dressed as a sissy maid. I will clean the house from top to bottom. Unfortunately, no one cares.
    letmespoo4u letmespoo4u 51-55, M 6 Responses Sep 2

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    My wife and I were strolling the boardwalk in Wildwood, NJ and I had been pestering her for years to get both of her body parts, EP Nazi's says can't use the top of a baby bottle...
    CdKimmi CdKimmi 61-65, M 4 days ago

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    I will be. I'm very loving and obedient. I mean, don't get me wrong, I have my own life, but I will be a trusting and loving wife who obeys a loving husband, as long as it isn't...
    DarkwingGoslyn DarkwingGoslyn 31-35 Sep 1

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    May I be filled with loving kindness,
May I be well,
May I be peaceful and at ease,
May I be happy (or free from suffering.)

May you be filled with loving kindness...
    coolsmile coolsmile 31-35, M 1 Response a week ago

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    Loving someone is hard not easy bc loving someone hurts and you have to deal with loving someone knowing that they don't love you sucks, seeing them with another girl or boy hurts...
    ActuallyGrace ActuallyGrace 13-15, F 6 days ago

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    I keep loving and wanting people that don't want me.
    TheOldMountianMan TheOldMountianMan 56-60, M 1 Response Aug 27

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    My husband and I have struggled with maintaining a domestic discipline marriage for years now. I was the one to bring it up to him. But we always kind of fissled out of doing it...
    meganluck21 meganluck21 26-30, F 7 Responses Sep 9

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    To love at a distance can be torturous, as you always desire closeness to your beloved. But closeness and distance are not only physical definitions of space but also how we...
    westwoman westwoman 56-60, F 2 days ago

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    That moment when you tell a guy that youll ride him and take every inch before you even know how big he is. Then pull down his pants and realize that he's over 10 inches. But he...
    Sissyslutboy1 Sissyslutboy1 18-21, M Aug 22

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    Bobby and the girl at a friends birthday party Britney and Kathleen took me to a friends birthday party Saturday. I wore a printed knee length dress with a short net petticoat...
    bobbylee111 bobbylee111 36-40, T Aug 23

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    Yesterday my Mistress allowed me to wear these super cute panties 😊👙💕🎀
    narttu narttu 41-45, M 12 Responses Aug 27

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    I wish I had the body of a girl. I am meant to be a girl. Even as a boy dressed in women's clothing I look like a girl from the neck down. I have a vagina envy and would do...
    sexysissy11 sexysissy11 18-21, M 1 Response Sep 11

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    My answer when ever a guy wants to have a dirty chat is the same as any guy who as for a hand job, blow job or sex. Yes! Lol
    Sissyslutboy1 Sissyslutboy1 18-21, M 1 Response 3 days ago

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    Ahhhhhhhhhh!!!!!!!!!!!!!!!!!!
    smartie67128820 smartie67128820 13-15, F Aug 19

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    I'm tired of wondering. I feel like I'm lost somewhere between science and fantasy. I just want to be with someone who sees the world the way I do. Someone who loves me for the...
    danii92 danii92 18-21, F Aug 19

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    I feel safe with him because I know he would never do anything to hurt me. I feel so comfortable with him. And also feel comfortable sharing things with him. Because I know he won...
    Inherownwords Inherownwords 31-35, F Aug 20

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    romantically or platonically. i know no one holds those feelings for me and when people tell me i just know they are lying. it bothers me quiet a bit when people try to say...
    fillia fillia 16-17, F 1 Response Aug 21

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    For once I'd like a human interaction sans all the drama, being put down, constantly having to defend myself or feeling like less of a person. Someone who instead purposes to put a...
    wednesdaychildke wednesdaychildke 22-25, F 1 Response Aug 23

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    I had a huge crush on this boy, And I felt like I was doing everything fine... But I was trying to hard, I was trying to sit by him, I pretended I didn't even see him when I got...
    MayLuvsCookies MayLuvsCookies 13-15, F 3 Responses Aug 23

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    jamminjimm jamminjimm 51-55, M 1 Response Aug 23

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    I don't believe in putting boundaries on sexuality. I would be with a guy or a girl if they make me happy and we live in harmony and make each other happy. As long as you love...
    Nior18 Nior18 18-21, M Aug 24

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    Yes who doesn't want to be in one.
    roselani2005 roselani2005 26-30, F 2 Responses Aug 24

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    ...and that's a promise! :)
    ladybug1234 ladybug1234 46-50, F Aug 25

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    Ok, I started high school about 2 years ago. On the second day of school I found my first high school crush. His name was Noah, and I slowly (much to my dismay) fell in love with...
    WinterIncandescence WinterIncandescence 16-17, F Aug 25

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    Live full, laugh as much as possible, love freely. I'm not one of those people who will tell you "you get outta life what you put in." If that were true, this girl would be super...
    glamazonmar glamazonmar 26-30, F Aug 25

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    And to those who are really special to me too :-)  
    adiscorpion41 adiscorpion41 22-25, M 3 Responses Aug 25

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    I don't know what to do about my current relationship. We're fine, right? He lives so far away. Why did he move? Why hasn't he texted me today? Maybe I need someone else... It...
    feralady feralady 18-21, F 4 Responses Aug 26

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    I think about him everyday. I really do and it's not even a joke or an exaggeration. I know he thinks of me too, everyday. Ever since we started to like each other it's like I can...
    misselodie misselodie 22-25, F Aug 28