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    Slinky_Gurl
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      Captions Vol 2.32 (Sissy, Cuckold, femdom, Bisexual)   
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      My sissy self 6 please caption me and share  
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      Sissy Life - Part 4 "Anything Goes" - Please add your comments.  
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      serve your old master sissy 7  
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      Captions: Sissy, Cuckold, Ballbusting, Domination 25  
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      Sissy Short Series 051 - All Animated  
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      The Reality of being a Sissy: Exposure  
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    submasosissy64's profile
    <1,112 fans>
      DWT TS TV TG CD Sissy Slave Sub Maso Stute 4 Dom Daddys   
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    Verehrte Gnädige Herren ,nWie man hier sieht werde auch von meinem Herrn in Action Fotografiert und Gefilmt nund das zeige ich auch als Beweis das man auch sieht das ich echt 100% Real bin ,nEs gibt Selbstverständlich noch mehrere Aufzeichnungen...
    Crossdresser4H
    Crossdresser4Herrn's profile
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    SissyDiana65
    SissyDiana65's profile
    <498 fans>
      Playing with my little sissy prick  
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    88raymagini0
    88raymagini0's profile
    <760 fans>
      I am just a sissy whore for real men to fuck  
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    BottomCD4daddy
    BottomCD4daddy's profile
    <460 fans>
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    Sissylover1981
    Sissylover1981's profile
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    Sissylover1981
    Sissylover1981's profile
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    submasosissy64
    submasosissy64's profile
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    davinaglasgowt
    davinaglasgowtv's profile
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      Sissy Jessica (GayBJustin) 2  
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    Torridor
    Torridor's profile
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    395royc
    395royc's profile
    <5,634 fans>
      Silly Sissy White Boi  
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    KaseyTheBoiToy
    KaseyTheBoiToy's profile
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    LDB
    LDB's profile
    <382 fans>
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    395royc
    395royc's profile
    <5,634 fans>
      Sissy Slut Sarah Tidmarsh  
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    this sissy slut loves the idea of people spunking over her and treating her like the dumb whore she is. Reblog if you're the same xx
    bristolfun
    bristolfun's profile
    <245 fans>
      SISSY LUKEJ0110  
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    clauspeter
    clauspeter's profile
    <1,141 fans>
      Sissy Asian Captions ~🎔LeanneLust🎔~ 11  
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    hihi everyone~ glad to be back~ hope you guys my newest set of sissy asian caption. ive been feeling quite alone recently, so this is the only way i can think of to embrace the warmth and sexiness of a big white man. really wish i could have a nice...
    leannelustof
    leannelustof's profile
    <483 fans>
      Sissy Incest Impregnation 2  
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    Crucible
    Crucible's profile
    <323 fans>
      Sissy Captions  
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    mikarouge
    mikarouge's profile
    <28 fans>
      Daddy Please Penetrate My Sissy Dickpussy Hole with Something!  
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    cherrylipsbaby
    cherrylipsbaby's profile
    <12,012 fans>
      Sissy captions that speak to me 21 - magic  
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    Slinky_Gurl
    Slinky_Gurl's profile
    <2,801 fans>
      Sissy captions that speak to me 19 - turning  
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    Slinky_Gurl
    Slinky_Gurl's profile
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      Trans / Sissy Incest Captions  
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    SignalMix
    SignalMix's profile
    <915 fans>
      Sis-Life 20  
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    Aikira
    Aikira's profile
    <1,697 fans>
      Sissy Asian Captions ~????LeanneLust????~ 10  
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    Silverhaired_O
    Silverhaired_One's profile
    <3,512 fans>
      Sissy sex  
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    seandork69
    seandork69's profile
    <1,275 fans>
      Sissy Asian Captions ~????LeanneLust????~ 7  
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    Silverhaired_O
    Silverhaired_One's profile
    <3,512 fans>
      Sissy Asian Captions ~????LeanneLust????~ 4  
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    Silverhaired_O
    Silverhaired_One's profile
    <3,512 fans>
      Chantellesissy - Im a dirty little fuckslut for real men  
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    subsissyfaggot
    subsissyfaggot's profile
    <1,346 fans>
      TRANS SISSY  
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    BEARBIEBITCH
    BEARBIEBITCH's profile
    <185 fans>
      Reassignment #2 Lactation for sissy (abdl)  
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    mommyforeveryo
    mommyforeveryone's profile
    <215 fans>
      Happy St. Patrick's from Sissy Anne Dru Brown  
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    txpeter422
    txpeter422's profile
    <617 fans>
      Sissy nina  
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    Nina1971
    Nina1971's profile
    <1,333 fans>
      Love Dolls  
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    A few years ago, my wife and her then boyfriend came home from a party, both drunk, with a love doll in hand. I was asleep and the light in my sissy room was suddenly put on. They thought it would be amusing for me to make love to the doll as I had...
    sissynancyboy
    sissynancyboy's profile
    <4,539 fans>
      [Sissy] - 9  
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    freakybat
    freakybat's profile
    <127 fans>
      [Sissy] - 8  
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    freakybat
    freakybat's profile
    <127 fans>
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    freakybat
    freakybat's profile
    <127 fans>
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    freakybat
    freakybat's profile
    <127 fans>
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    freakybat
    freakybat's profile
    <127 fans>
      Trans, femboys, sissy Mix 6  
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    Silverhaired_O
    Silverhaired_One's profile
    <3,512 fans>
      Sissy Captions 21  
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    Sissy_Scarlett
    Sissy_Scarlett's profile
    <1,431 fans>
      Random Original Sissy Captions and Reblogs 2  
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    SissyPHTights
    SissyPHTights's profile
    <672 fans>
      St. Patty Sissy  
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    ShortSissyWimp
    ShortSissyWimp's profile
    <884 fans>
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    SWEETWIFEDOM
    SWEETWIFEDOM's profile
    <1,118 fans>
      Dan the sissy fag  
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    poids
    poids's profile
    <371 fans>
      Sissy roulett  
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    GER_Jerk_Buddy
    GER_Jerk_Buddy's profile
    <532 fans>
      Sissy Correctional - Pantyhose Bondage Unit 2  
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    SissyPHTights
    SissyPHTights's profile
    <672 fans>
      I Feel Safe and Protected (Sissy Dreams)  
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    Admit it, faggot, you want to be her.
    lorettaK
    lorettaK's profile
    <1,666 fans>
      Make up, a sissy's best friend  
     221 
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    I was annoyed yesterday, as I could see my wife had 'borrowed' some of my more expensive make up. After I finished sulking, I reminded myself how lucky I am to have a wife who is happy to be living with a sissy faggot. Anyway, it was a nice reminder...
    sissynancyboy
    sissynancyboy's profile
    <4,539 fans>
      public sissy bitch  
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    clauspeter
    clauspeter's profile
    <1,141 fans>
      Sissy asspussy  
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    dillermand
    dillermand's profile
    <5,496 fans>
      Ice Spice sissy captions  
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    pp983
    pp983's profile
    <1,191 fans>
      fakesissy: pregnant - give birth  
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    azu-virtualCD
    azu-virtualCD's profile
    <84 fans>
      Trans, femboys, sissy Mix 6  
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    valeryvalens
    valeryvalens's profile
    <1,855 fans>
      March Sissy GURLS PT 4  
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    NaughtyNikki99
    NaughtyNikki992's profile
    <662 fans>
      Just a dumb sissy  
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    G69dGirl
    G69dGirl's profile
    <10 fans>
      Captions: Sissy, Cuckold, Ballbusting, Domination 24  
     23 
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    Some of these I made, some of them I got from you guys, some of them I saw on-line and wanted to change something. I hope you enjoy them; they are in this file it is because I did!
    redbird2991
    redbird2991's profile
    <1,655 fans>
      Sissy in Black Lingerie 2  
     79 
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    Starcowboy
    Starcowboy's profile
    <2,144 fans>
      Sissy Bunny  
     4 
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    Hello Clitty :3
    Sissy_Nina
    Sissy_Nina's profile
    <217 fans>
      Snowbunny Captions 06 - Bi For Bunny  
     16 
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    SnowbunnyCapti
    SnowbunnyCaptions's profile
    <566 fans>
      Sexy sissy boys  
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    lero696
    lero696's profile
    <1,237 fans>
      femdom sissy chastity vol 151  
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    kmar2
    kmar2's profile
    <288 fans>
      femdom sissy chastity vol 150  
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    kmar2
    kmar2's profile
    <288 fans>
      Mistress Sissy Caption 8  
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    Mistress Sissy Caption
    Sissy_Scarlett
    Sissy_Scarlett's profile
    <1,431 fans>
      Exposed n.292 Sissy Alicia  
     21 
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    ExposingAcadem
    ExposingAcademy's profile
    <1,169 fans>
      CD dressed  
     32 
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    Wim_bull
    Wim_bull's profile
    <104 fans>
      Big Black Booty Sissy for Big White Cock  
     1 
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    Accept your place and be a good big booty black sissy. Show off that big fat ass and lure in as many big white cock as your hole can handle. You know you need it.
    hotwifecucks
    hotwifecucks's profile
    <191 fans>
      Black Boys Crave Big White Boners  
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    Black sissy boys love getting their butt pussy filled with big white cock.
    hotwifecucks
    hotwifecucks's profile
    <191 fans>
      He marks you with his hot cum over your manhood  
     24 
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    You've just been fucked on your back like a girl, and now he's cumming all over your limp pecker and useless balls. Marking you as his fuck toy.. Rub his cum all over your sissy balls and rubbery penis. You're his cum slut now.
    CockRooster
    CockRooster's profile
    <149 fans>
      Trans, femboys, sissy Mix 5  
     45 
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    valeryvalens
    valeryvalens's profile
    <1,855 fans>
      Naughty sissy schoolgurl  
     17 
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    Feminized myself in a schoolgirl uniform, shiny tan pantyhose, corset and slutty heels
    jan4o
    jan4o's profile
    <1,298 fans>
      Sissy Captions 51  
     16 
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    Alyssa38b
    Alyssa38b's profile
    <1,909 fans>
      Sissy captiopns I made before  
     65 
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    Cutiespider
    Cutiespider's profile
    <44 fans>
      Sissy symbols and notices  
     11 
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    SOME SISSY NOTICES, TWO SETS, ONE WITH LANA AND ONE WITHOUT!
    Lananew
    Lananew's profile
    <1,623 fans>
      White Sissy Bois for Black Men  
     24 
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    Sissy White Bois want a lot of things, but the thing they want the most is big throbbing black cocks stretching their sissy holes and using them for nothing but pleasure.
    hornyhorny123
    hornyhorny123's profile
    <3,891 fans>
      Feminization, cuckolding, becoming a sissy slave  
     60 
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    natalia_marie
    natalia_marie's profile
    <2,374 fans>
      Masked sissy didia  
     8 
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    didi0477
    didi0477's profile
    <768 fans>
      Beta boyz, Shemale toyz BBC and Sissy caps and pics822.1  
     200 
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    395royc
    395royc's profile
    <5,634 fans>
      Sissy bulges  
     17 
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    seandork69
    seandork69's profile
    <1,275 fans>
      The sissy steps  
     10 
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    katiefem
    katiefem's profile
    <172 fans>
      Beta boyz, Shemale toyz BBC and Sissy caps and pics822  
     24 
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    395royc
    395royc's profile
    <5,634 fans>
      Sissy Cass caster  
     47 
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      Sissy Taylor  
     12 
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    manu_1970
    manu_1970's profile
    <579 fans>
      [Sissy] - 4  
     26 
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    freakybat
    freakybat's profile
    <127 fans>
      sissy diaper captions (part 7)  
     12 
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    (MORE) Forced Crossdress and/or transgender, age regression captions, with diaper bondage. Enjoy ;)
    diaperedsteph
    diaperedsteph's profile
    <164 fans>
      Chastity Women, Men & Sissy-Gurls  
     48 
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    underherboots
    underherboots's profile
    <4,041 fans>
      Sissybimbobarbie69 Rainbow Metallic  
     8 
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    Photoshop edits gallery for Sissybimbobarbie69 using the Rainbow Metallic action
    CascadingSilen
    CascadingSilence's profile
    <1,232 fans>
      Sissy Style 1  
     19 
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    Never_Guess
    Never_Guess's profile
    <139 fans>
      GF fucks my tight sissy ass  
     5 
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    BigCockStud97
    BigCockStud97's profile
    <119 fans>
      Real Messages and Comments, and Other Original Sissy Captions  
     8 
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    A compilation of hot sissy messages, and comments ive gotten as well as some other comments ive seen around the world.
    ZL822
    ZL822's profile
    <674 fans>
      Sissy gif captions 058  
     16 
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    InsertHere99
    InsertHere99's profile
    <2,474 fans>
      Bondage by request for sissymaster2022  
     30 
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    Me, dressed like a sissy slut, seduced, bound and gagged for sissymaster2022's pleasure
    jan4o
    jan4o's profile
    <1,298 fans>
      Diaper Sissy Humiliation Captions 17  
     7 
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    Time for more humiliation for our poor sissies!
    yoboyobo
    yoboyobo's profile
    <250 fans>
      Sissy caption that I made  
     29 
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    Cutiespider
    Cutiespider's profile
    <44 fans>
      Sissy captions 13  
     153 
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    harleyqqq
    harleyqqq's profile
    <191 fans>
      Sissy captions 12  
     214 
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    harleyqqq
    harleyqqq's profile
    <191 fans>
      Sissy captions 11  
     73 
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    harleyqqq
    harleyqqq's profile
    <191 fans>
      Exposed n.291 RadmilaSissy  
     163 
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    ExposingAcadem
    ExposingAcademy's profile
    <1,169 fans>
      Sissy Holes  
     32 
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    spaxter67
    spaxter67's profile
    <790 fans>
      Mixture of hannah uk sissy  
     34 
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    mixture of mainly older pictures of hannah uk sissy
    hannah_sissy73
    hannah_sissy73's profile
    <355 fans>
      CHOICE GAME YOU DECIDE 343: TEEN MILF AMATEUR PORN STAR SISSY  
     100 
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    hotnhard_29
    hotnhard_29's profile
    <7,104 fans>
      Trans / Sissy Incest Captions  
     10 
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    SignalMix
    SignalMix's profile
    <915 fans>
      Sis-Life 19  
     64 
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    Sis-Life is no picnic. A sissy’s path contains difficulty and disgrace. But for each drop of confusion and shame, sissy will reap delicious spurts of ecstasy.
    Aikira
    Aikira's profile
    <1,697 fans>


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