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I Love My Sissy Boobs

Personal Stories, Advice, and Support 295 People

    I Luv Having Boobs

    i have always wanted them and when my mother in law stoped her HRT she gave me her remaining script of estradiol wich ran out after 3 and a half months. it worked pretty well and fast. it was enough to get the girls going but i ran out before reaching my goal of a 40dd. i am a 40...
    DeeDee1966 DeeDee1966 41-45, T 10 Responses Jun 22, 2011

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    How I Ended Up With 38c Boobs

    LET ME START MY STORY BY SAYING IVE ALWAYS WANTED BREASTS THAT WOULD FILL A BRA DURING PUBERTY I HAD BREASTS THAT WERE LARGE WITH AUREOLES THAT WERE SO LARGE I WAS EMBARRASSED TAKE MY SHIRT OFF. IT WAS AROUND THIS TIME THAT I TRY ED IN MY MOTHERS LONG LINE  BRA I DIDN'T FILL...
    HIPPILOTTA HIPPILOTTA 66-70, T 2 Responses Nov 3, 2010

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    Nipples

    Years ago I had very small nipples that didn't jut out at all. Not inverted, but I really couldn't reach down and get a good hold of one. They weren't sensitive at all. I decided I wanted to get them pierced as that was the early days of nipple piercing. I did and my girlfriend...
    onefourfun4u onefourfun4u 61-65, M 5 Responses Oct 31, 2012

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    Gettin There

    I have been wearing bras off and on since I was 12. I never used to have much to fill them with and hated stuffing them because I love the way the feel on my *******. My wife shares my massive bra fetish with me. She makes me wear a bra all the time. Because of this, my...
    deleted deleted 26-30 4 Responses Mar 7, 2011

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    "i Love My Sissy Boobs"

    I love everything about my sissy boobs. But my favourite is looking down at them held up and out in my 1/4 cup bras.In this manner Mistress L can easily access them, to touch kiss or her favourite bitting them until i groan like the little **** that i have become. L also loves...
    slavetoby slavetoby 56-60, M 2 Responses Dec 8, 2010

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    About Time

    At the age of 60 i had a scare. i felt a lump growing in my right booby. Six years ago i had a kidney removed along with the cancer inside. No needless to say, a boob mass was not a comforting sensation. Finally my insurance authorized an ultrasound which led to my first...
    redlace redlace 61-65, M 10 Responses Sep 6, 2010

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    Just Love Having Feminine Looking Breasts!

    I started growing boobs after turning 60 and going on some meds which have gynecomastia as a side effect. My boobs are now over B cup size and feminine shaped. My wife loves my growing feminization, and so do I.
    terrifemme terrifemme 61-65 Nov 19, 2011

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    Secret Ritual

    I have been consistantly crossdressing since i was 12 years old. I got my first experience at an even younger age when i put a pair of silk panties on and realized that I really liked the feeling. I then would try to put on dresses and all other female clothing. It wasnt until...
    Kristi74 Kristi74 26-30, M Jul 13, 2013

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    I Would Love Some

    I dont have any boobs yet but I am planning on growing mine to a 40 c I plan on takeing some natural suplments.  but right now I use breast forms and I love them but they are troublesome at times and I swet behind them in the summer 
    deleted deleted 26-30 1 Response Mar 14, 2013

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    I Do Love Having Boobs

    I have taken estrogen several times over the past 25 years the first time the doctor had given my wife a years suppily of birth control pills which really upset her stomach so she threw them away so before throwing the trash out I stashed the pills which I took twice a day untill...
    marlene223 marlene223 56-60, T 1 Response Jul 3, 2011

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    Noticed My Small Breasts.

    I have noticed recently that I have small breasts. They were never noticeable before but one of my wife's friends commented on them. I then noticed they are a good hand full and I have not been taking anything for them. Not that I am a wear of at least.
    confinedhubby confinedhubby 41-45 2 Responses Dec 30, 2012

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    I Hope They Grow Bigger

    I just love my sissy breasts, too. They are starting to get big enough that they are getting more than obvious under a t-shirt. I wear padded bras to accentuate their shape. I am 64 and I think their growth must have to do with BP meds and being a little overweight. My wife...
    sissyallison sissyallison 61-65, M 1 Response Aug 26, 2012

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    Wanting My Boobs To Grow!

    I have dressed off and on for many years. I have enough fat to make some great cleavage with a good push-up bra and have decided I want real boobs. I've started taking pueraria mirifica and using their breast cream. Not sure how far I'll be willing to take it but I can't wait to...
    julietvslut julietvslut 61-65, T 1 Response May 25, 2013

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    Related Experiences

    I love to cover them in baby oil and massage and rub them all over. Squeeze lightly. Kiss and bite the nipple. Huge boobs are the best
    Hotmix3325 Hotmix3325 26-30, M 1 Response Sep 5

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    I just love boobs, the way they feel, the way the look in a shirt or out of a shirt. The functionality of them, and the symbolism of them. They are GREAT!!!!!!!!
    iluvsuckingboobs iluvsuckingboobs 26-30, M 1 day ago

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    OMG... Small boobs are so fuckingg sexy!! Most of my girlfriends barely have bo0bs, it's seriously so sexy.. Why would any women want implants for small bre*sts? That's stupid.
    imthemannn imthemannn 16-17, M Aug 31

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    Anyone know the difference between big and huge boobs lol what size is big n what's huge?
    TeddyboyUK72 TeddyboyUK72 41-45, M 1 Response Sep 10

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    I love mine does anyone else
    lesbiantaylor13 lesbiantaylor13 18-21, F 8 Responses Sep 2

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    Mine are round and soft, and fun to squeeze and play with ♡♡ I like to stare at my tatas in the mirror. :)
    deleted deleted 26-30 2 Responses Aug 21

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    Hey everyone , if you use facebook please like and share my page ... Www.facebook.com/susielizabethlidiahardie More shoots to come and more photos to be uploaded soon! ;)
    SeptembersAshes SeptembersAshes 26-30, F 1 Response Sep 2

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    Cleavage always looks good with the right bra
    graciadivi graciadivi 18-21, F 13 Responses Sep 6

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    Honestly I love my boobs and think they are amazing
    Rltdancer Rltdancer 18-21, F 7 Responses Aug 29

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    I LOVE small boobs! I've dated some girls with pretty big breasts, I didn't find them as attractive as small ones.. Small ones are the best!
    imthemannn imthemannn 16-17, M 1 Response Sep 10

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    39 year old male maid is seeking a mew role. My previous Mistress has found a new boyfriend who doesn't want a sissy maid about.
    sissymaidsteph sissymaidsteph 36-40, M 2 hrs ago

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    I travel a lot for my work, I have been out on the road for about two weeks wanting to get home. Thing that day were not going so well, it was along flight back. I was in my very...
    Terry9 Terry9 26-30, F 2 Responses 5 hrs ago

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    I just love big breasts, big breasts on a woman look do much more appealing and cuddly x mail me back if u fit the bill
    TeddyboyUK72 TeddyboyUK72 41-45, M 3 Responses 9 hrs ago

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    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 5 days ago

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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 Sep 12

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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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    I've heard guys at my school talk about how small boobs are nasty, how they want their girl to actually look like a girl.. Nothing will change my view on small boobs, I love mine...
    MaciP MaciP 16-17, F 4 Responses Sep 11

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

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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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    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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    Ijust got fake boobs and I am really excited to show them off and have guys ogle them. I was a 34DD and now I'm a huge 34E and the are like giant water balloons. ;) Heavy but I...
    Lilyann2 Lilyann2 26-30, F 11 Responses Sep 4

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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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    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 like big boobs message me if you have big boobs and maybe we can talk
    DX223 DX223 18-21, M 1 Response Aug 30

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    I have a small chest & I'm fine with it I don't want big boobs that **** attracts to manny guys & I like to hang with guys so big boobs aren't gonna work.
    ThaQueen1 ThaQueen1 18-21, F 3 Responses Sep 1

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    TXT me your boobs yum 3148848049 I will like to suck your boobs if you will like me to
    kingalvin kingalvin 26-30, M 2 Responses Sep 2

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    Well duh haha i'm a guy lol but yus boobs of all shapes and sizes are cool .Big boobs however seem more plalyful and noticeable lol. So yeah be proud of them ladies because us guys...
    surfdas surfdas 22-25, M Sep 6

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    So let's talk boobs! A question guys and girls always ask me is "why so much cleavage?" And to be frank it's just my style...It kind of runs in the family my mother wears low cut...
    MissLorii MissLorii 18-21, F 6 Responses a week ago

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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 5 days ago

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    I hate when my boobs jus randomly start hurting. Like did I hit my boobs against something and not notice or what? Grrrr boob pains 😓😥
    AngelWithASecret2 AngelWithASecret2 13-15, F 3 Responses 2 days ago

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    And after the past 2 days of beyond stuffing! I woke up this morning to this..... So I got up after a good nights rest after 10pounds of food in one day I had to wait all morning...
    SherbertGainer SherbertGainer 22-25, F 4 Responses Aug 23

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