Post
This experience may contain mature content, as flagged by the community. Please click away if you do not want to see this content, or if you are not of age. To report inappropriate content, please email us.

I Love Sissies

Personal Stories, Advice, and Support 1,428 People

    My First Long Relation With A Sissy

    sorry for my english,i m french one night i was in a gay club for some fun and i saw him with his beautiful short dress,i couldn't stop to look his tight sissy *** and he knew that i desire him,but he was very slutty and drunk,when he goes to toilets, i follow him,we was alone...
    Opuss Opuss 26-30, M 5 Responses Nov 26, 2012

    Your Response

    Cancel

    Master Seeks Sissy

    I am a 28 year old, baby-faced, 5' 8", 70 kg City professional living and working in London. I am looking for a reasonably local sissy aged 18-23, smaller than me in every way, who wants to be completely feminised by me. Inexperience is a must - I want a shy submissive type who...
    masterguy78 masterguy78 26-30, M Dec 15, 2012

    Your Response

    Cancel

    Would Love To Meet Some Young Feminine Sissys For **** Play

    i would love to meet some young feminine sissy ***** for dirty fun , it would be so nice to lift her little skirt and pull her pantys to the side and find a nice stiff throbbing clitty and hot little boy ***** all waxed and smooth and ready for horny fun and games, id have a nice...
    tenderkiss tenderkiss 41-45, M 5 Responses Feb 13, 2013

    Your Response

    Cancel

    Okla: I Am Seeking Sissy Girlfriend !

    I wish to meet a young sissy who would love to be friends with benefits. I wear nylon stockings. I wear pantyhose with a hole cut in front.My **** hangs out & is 100% exposed.I cannot cover my **** even if for some reason I wanted to do so. I am learning to walk in 2"high...
    greg50 greg50 61-65, M 1 Response Jan 22, 2013

    Your Response

    Cancel

    That Special 'Gurl'

    I couldn't keep my eyes from her; there was something 'extra' about this particular sweet example of femininity.  As I picked up the courage to engage her in conversation, her wild eyes told me she was just as interested.  My excitement was visible as the tone of her voice , so...
    Midsummerman Midsummerman 56-60, M 4 Responses Feb 3, 2013

    Your Response

    Cancel

    Just Want To Say...

    ........................what a delightful avatar for this group - she looks so innocent I bet a **** wouldn't melt n her mouth
    phildavis15 phildavis15 51-55, M 2 Responses Nov 6, 2012

    Your Response

    Cancel

    Me And My Life

    Hy every body.I am an indian cross dresser love to all.Here I have practiced when I was only 14 years old Now I am perfect cross dresser.I my self can wear saree bra blouse and other dresses with ornaments which is normally used by girls.I have pierced my nose and ear,naval and...
    deleted deleted 26-30 Jul 16, 2013

    Your Response

    Cancel

    Did Not Start Out A Sissy

    In college I was invited to a party on a Saturday. Everyone there was a male. Jack had invited me, and he must have known I would not be opposed to his advances.  I was not limp wristed, and I was not aware of what clued Jack to the fact I would do what he wanted.  The others...
    donn2 donn2 61-65, M 3 Responses Apr 3, 2013

    Your Response

    Cancel

    **** U

    i want girls for **** i want girls for **** i want girls for **** i want girii want girls for **** want girls for **** ls for **** i want girls for **** i want girls for fucki want girls for **** i want girls for **** i want girls for **** i want girls for **** i want girls for...
    annaasda annaasda 22-25, M 2 Responses Oct 8, 2012

    Your Response

    Cancel

    Sissies Are The Best

    I have been an all out sissie for a little while and there is nothing better in the world. Sissie power.
    Veronicatwo Veronicatwo 61-65, T 4 Responses Nov 24, 2012

    Your Response

    Cancel

    Sissies Are Sexy!!!

    I am very turned on by guys who love make-up and crossdressing! If anyone here wants to add me and talk, that'd be AWESOME!!!!!!
    deleted deleted 26-30 8 Responses Oct 16, 2012

    Your Response

    Cancel

    The First Step With Hope

    It had taken all my courage to turn up and meet her; having connected by internet only, and seen pictures of each-other, I yearned to see her. Wanting to make her feel as comfortable as possible and confirm I was not some on-line creep, I agreed to meet her at a club she...
    Midsummerman Midsummerman 56-60, M 1 Response Feb 13, 2013

    Your Response

    Cancel

    As a sissie, it was known by others

    that I would satisfy any wish of other men. My first experience with another male was to satisfy him as he wanted. It had some pain, but I learned to accept what he and the others liked. They loved the fact that i was so easy and amenable to their wishes.
    donn2 donn2 61-65, M Jul 21

    Your Response

    Cancel

    My First Sissy Sex Friend

    He was a birthday present. My girlfriend and I had been living together for three months. We agreed to an open relationship and she'd been out with a couple of guys, bringing me a delicious cream-pie as a sort of dessert for both of us. At the time, it was the only way she could...
    AmberFountaine AmberFountaine 66-70, M 4 Responses Sep 9, 2013

    Your Response

    Cancel

    Evolution Of Safedomdaddy

    m now ready to be in a long term, but still DL relationship with a fem lover. More fem the better, I love kissing foreplay and sex. But I will commit to one special gurl. If your in Texas or Louisiana please let me know. Carl Steven
    deleted deleted 26-30 1 Response Jun 28, 2013

    Your Response

    Cancel

    Okla:Seeking Sissy Girlfriend

    I would love to meet a sissy who wants to develop a relationship.I wear nylon stockings.I wear pantyhose with a hole cut in front so that my **** always hangs out.I am learning to walk in high heel shoes with ankle straps & 2 " heels. I am interested in mutual **** sucking. Greg...
    pantyhosedelight pantyhosedelight 61-65, M Apr 18, 2013

    Your Response

    Cancel

    Sissy Needs Help

    Hi gurls so I´m a closet Cd, I´m Bi and have a girlfriend she´s very accepting. The thing is I dont know how much she lets me wear short shorts and panties from Victorias Secret. I wan´t to take it to the next level and thought about Palazzo flow pants (link below). I have...
    feraf87 feraf87 26-30, M Nov 5, 2013

    Your Response

    Cancel

    Becoming Sissier?

    How's that for a new word! "Sissier". I am not (yet) a sissy, but I find myself becoming that more and more. In my private (outside of marriage) relationship with an older (very gentle) man, I find myself more satisfied and turned on not taking the lead and instead being...
    Slimbidude Slimbidude 46-50, M 5 Responses Jan 29, 2013

    Your Response

    Cancel

    Sissy Love

    Is there a t-girl outhere that would like to have sex with a sissy,we can take turns on eachother,i want this for years now pleasz help me!!! plasticgirl
    ericaharris ericaharris 41-45, M 2 Responses Oct 15, 2012

    Your Response

    Cancel

    I Crave A Sissie Boi, It Is Beyond Simple Wanting

    I live in Seattle. I am basically straight, at least I live straight, but I want a man. I want a nice feminine man that wants to be my girl. I would so pamper you and treat you like a lady. If you got breast all the better, but that is not important. I just want to see you bent...
    randyboy101 randyboy101 41-45, M 7 Responses Jun 5, 2013

    Your Response

    Cancel

    Sissies Need Love Too

    ive been a sissy since childhood and i love other sissies
    sissykrisb sissykrisb 51-55, T 1 Response Mar 7, 2013

    Your Response

    Cancel

    My New Favorite Video.....

    I just keep watching this one over & over & over.....http://video.search.yahoo.com/video/play;_ylt=A0S00MhVRclQt1QAUDv7w8QF;_ylu=X3oDMTBrc3VyamVwBHNlYwNzcgRzbGsDdmlkBHZ0aWQD?p=%2B%22teen+crossdressers%22&vid=38712c31d6cd12099ece9d0996077bb2&l=7%3A03&turl=http%3A%2F%2Fts2.explicit...
    littlepinkbows littlepinkbows 41-45, T 4 Responses Dec 12, 2012

    Your Response

    Cancel

    My Story Continued

    1 After reading some Penthouse letters about guys watching their wives with other men, I started telling my wife about some of the fantasies I was having about her with other men and me watching. Libby is about five feet tall, with curly brown hair and dark brown eyes and a...
    downfall1964 downfall1964 41-45, T 2 Responses May 21, 2013

    Your Response

    Cancel

    Sissy Lovers

    I mostly love them because I am one and know they need loving
    TGMeganFer TGMeganFer 31-35, T 5 Responses Sep 4, 2012

    Your Response

    Cancel

    I Like Sissys That Dress

    I like women with small breast the cute perky ones are the best. I think that has a lot to do with the fact that sissys dressed up in panties, bras, teddys are just as hot as a pettie woman. A smooth chest shaved legs & a small penis also shaved its easy to make the connection...
    str8guylikessissys str8guylikessissys 56-60, M 10 Responses Dec 13, 2012

    Your Response

    Cancel

    Great Pic!

    how i yearn to be her and imm dam proud to want to be her...would love to meet an chat with like minds and more!
    sissymae sissymae 46-50, M Nov 23, 2012

    Your Response

    Cancel
    LornaAlice LornaAlice 70+, M Mar 10

    Your Response

    Cancel

    Being A Sissy

    I v dressed up in pantys bra dresses makeup earings all and i love it
    Brianb407 Brianb407 41-45, T 2 Responses Sep 28, 2012

    Your Response

    Cancel

    Nice Pic

    now that would be good yummy
    knickermanties knickermanties 46-50, M 1 Response Nov 21, 2012

    Your Response

    Cancel

    I'M Changing, And I Am Scared

    I am a big, lumberjack kinda guy. I hunt, play football, Alpha male#1 type. Several years ago I stumbled upon tranny ****. I was hooked...HARD. Over the years I have sought out TS/TV /CD/Sissy Boi's where ever I have been. I am very safe, I demand condom for oral safe. As a...
    deleted deleted 26-30 7 Responses Feb 4, 2013

    Your Response

    Cancel

    Being Male Doesn't Mean You Can't Be A Girl--or Awoman,

    I Love panty boys. I've written similar stories before but want to "communicate. I found my brother girlying it up in my panties and bra when He was 10 and I was 12. They were really silky nylon and were really affecting him!! He was sooooo SCARED and miserable, I couldn't stay...
    noellecasely noellecasely 31-35, F 50 Responses Sep 10, 2012

    Your Response

    Cancel

    Hottest Link Ever

    http://video.search.yahoo.com/video/play;_ylt=A2KLqIOGf7lQcAYAg8n7w8QF;_ylu=X3oDMTBrc3VyamVwBHNlYwNzcgRzbGsDdmlkBHZ0aWQD?p=two+sissy&vid=1bf46b1e385614dd7af57d4557a179a6&l=13%3A02&turl=http%3A%2F%2Fts1.mm.bing.net%2Fth%3Fid%3DV.4883103751340276%26pid%3D15.1&rurl=http%3A%2F...
    littlepinkbows littlepinkbows 41-45, T 6 Responses Nov 30, 2012

    Your Response

    Cancel

    Pretty Little Gayle

    She tucked her little **** and balls into the tightness of her panties, smoothly shaven, they felt so soft in the silken material; the little four inch and slimly girthed **** stayed erect as she pulled her little bra over her firm petit breasts with soft hairless and sweetly...
    Midsummerman Midsummerman 56-60, M 3 Responses Feb 23, 2013

    Your Response

    Cancel

    Maybe Be Friends?

    I would love to consider meeting a sissy for fun and sex with or without my wife present. She and I have not talked about this but she knows I'm bi. Could be just "friends" and gradually bring her into it - or not, if you prefer. Crossdressers welcome or sissies that have no...
    chubfun chubfun 51-55 Nov 25, 2012

    Your Response

    Cancel

    Wanting To Meet Sissy

    If you are a sissy near Montgomery Alabama and want to discuss a meeting with an experienced straight-acting mwm, 55 write me at chubfun on gmail.
    chubfun chubfun 51-55 Dec 10, 2012

    Your Response

    Cancel

    Shopping For Hosiery And More

    I went shopping with a sissy friend today. We visited several department stores and some specialist hosiery retailers. We finished up with about half a dozen new items of leg wear each and went back to "hers" to review what we'd purchased. As we examined our new tights I began...
    ris9358 ris9358 51-55, M 6 Responses Feb 27, 2013

    Your Response

    Cancel

    Related Experiences

    Love is not for sissies. There's gonna be some bumps and bruises along the way. - Cupid (a Hallmark movie)
    blossomingbeauti blossomingbeauti 36-40, F 1 Response 1 hr ago

    Your Response

    Cancel
    I adore the sweetness, boyish charm, and vulnerability. In our culture (almost wherever you are when you read that), men are taught from a young age to never show 'weak' emotions...
    Aurinne Aurinne 36-40, F 11 Responses a week ago

    Your Response

    Cancel
    I'm Colin and I love my bf Trevor. We're both 14 in 9th grade. I want to share a story of extreme fear and sadness. Don't worry. It has a happy ending. However, for a while, I was...
    anotherkid anotherkid 13-15, M 2 Responses 10 hrs ago

    Your Response

    Cancel
    When the morning comes after a peaceful quiet night I came forth from my dreams into the new day of life. I greet the day with prayer as I praise unto my Holy God singing holy...
    Alicehath Alicehath 56-60, F 5 hrs ago

    Your Response

    Cancel
    I used to say that you were the guy of my dreams. The guy of every girl's dreams. "Mr Perfect". You said that you've seen the stars - a piece of heaven in me. That it was love at...
    Lindadk Lindadk 18-21, F 3 hrs ago

    Your Response

    Cancel
    I fell in love for her hard...I want her..only her but idk what she's thinking for real. She said she doesn't love me anymore but idk if I can believe that..it's sad I still have...
    shariakugan64 shariakugan64 18-21, M 2 Responses 11 hrs ago

    Your Response

    Cancel
    ... she hurts me all of the time, even if she doesn't realize she's doing it. My family isn't poor, but we know what it's like to have too much month left at the end of the money...
    yaguu yaguu 22-25, F 1 Response 6 hrs ago

    Your Response

    Cancel
    I love my bed ! I love sleeping in and looking out my window watching the sun stream in. I am so grateful I have a place rest my head at night because I know many people do not...
    THNKS4NUTHIN THNKS4NUTHIN 16-17, F 1 Response 1 hr ago

    Your Response

    Cancel
    My heart has been smashed to pieces over & over again for two years. I am not a stupid person but I am a complete fool. I am ashamed. I am lost. I hurt, I hurt, I hurt, I hurt, I...
    willbefreeiwill willbefreeiwill 36-40, F 5 Responses 6 hrs ago

    Your Response

    Cancel
    This week I have been put on last warning with the school and had to sign a piece of paper saying if I do anything wrong I'm kicked out. When my lover found out he got so mad at...
    secretschoolgirl4 secretschoolgirl4 13-15, F 1 Response 5 hrs ago

    Your Response

    Cancel
    I love Klimt. I love Larsson. I love Manet, Monet, Gauguin, and Renoir, even Degas! I like to get lost in a picture, and here in London there are many galleries to visit.
    Skjeggstad Skjeggstad 22-25, F 1 Response 5 hrs ago

    Your Response

    Cancel
    My boyfriend name is vinsent. We talking for months now. All we be having is good times. Then one bad. I miss understand something and it make me feel crazy. I love him more then...
    timjusttim123 timjusttim123 13-15, M 3 hrs ago

    Your Response

    Cancel
    I wish my boyfriend would make love to me. Trembling, knee shaking, becoming one kind of sex. Where I can feel his love.
    H3lt3rSk3lt3r H3lt3rSk3lt3r 18-21, F 4 Responses 11 hrs ago

    Your Response

    Cancel
    Divorce was filed 12 hours ago. Guess the notice is coming later today by certified mail. I was checking my FB and got the dreaded "FB kick-in-the-gut" when I noticed that my own...
    overtherainbow47 overtherainbow47 41-45, M 1 Response 11 hrs ago

    Your Response

    Cancel
    I found myself in Ukraine just before protests in January 2014 got very violent. I stayed just behind Independence Square in Kiev. I felt the pride and community of the people of...
    BicycleAdventure BicycleAdventure 26-30, M 1 Response 10 hrs ago

    Your Response

    Cancel