sissy wish
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Totally awesome I wish that was my sissy white pussy!!
sissymaids: Sissy French Maid in her serving tray I do wish that was me!!
satin41: much2ckl: I’m a piece of shit. I’m worth nothing. I just exist to satisfy your sexual desires. Fuck the shit out of me and degrade me! I’m just your sissy whore! I wish I was her Me too!!!
savannahgacd: WOW …he is CUUUUTE!!! sissi-zoey: fingerlickindownunder: craverofcdclits: “Don’t you wish your girlfriend was…….” …hung like me Wearing his girlfriends clothes for the first time all he can think about is the big black
perfectladyboys: Come visit my sexy captions blog! Sissy, shemale, cuckold and other perverted wishes! http://fantasycaps.tumblr.com/
sweet-sissy-natalie: look at those cute pink shoes… I envy her and wish I was her… of course only because of the shoes *giggle*
chaste-sissy-slut: I wish it worked this way
lexithong: Mmmm, look at yourself sissy. You wish you had an ass like this bitch.
freakinhiding: sissy-moan: Oh my Goddess! i’d so absolutely love to play with Bailey Jay and to be fed with her cummy! she is soooo sexy! sexy-transgender-bare-soles: Bailey wish you would shoot your load on my face
iwannabejanelle: sweet-sissy-natalie: The perfect way to please 4 cocks at the same time *giggle* I really wish I was her O:-) I need to make this happen during my girly weekend!
sissyfagdonna: god i wish this was me. did you notice her clitty leaking while be fucked. true sissys love being screwed and will cum without touching themself. my wiufe says it is ruge to cum while being fucked but i cant help it. when a cig cock
maryslavemaster: aspiring-sissy-diana: I have had a dozen so far including 3 boyfriends. :-) Yes quite a few times but I wish I had more
leeannemontgomery: sarahtimpson: I wish … “Come on Leeanne! There’s nothin’ to it! Just open wide.” Leeanne’s Sissy Sisters had taken her under their wing and were very persuasive in their encouragement. amarriedsissy sarrahnitely
booboobarecub: greatprinceshark: bigdaddyblog: A hard bare cock driving into your ASS…you had no choice but to cum, Sissy..this is what you CRAVE Oh what a good gurl taking him deep and finishing him off with her slutty mouth, wish I were her!
sissycumslutbrenda: wish-i-was-a-woman: bbcforlife: showyourtinydick: Dick less than 7 inches? Time for instant small penis humiliation. Yes it is! barely 5 My sissy clit doesnt even get hard anymore…:).
sissyterri: Lucky sissy bitch !!! I wish !!!!! Need huge tits an this is my dream
sissyterri: submittomistress: I wish Mistress would get me a maid dress like this Mmmmmm I love it especially the chastity device.. so right for all sissy white boi’s
godessalexia: sissifier2: It’s all you are, and all you’ve ever wished to be. This is who you are, sissy bitch! Face it, the only thing you’re good at is taking huge cumloads on your face! Xoxo, Godess Alexia! This is my new job
So beautiful. I can only wish thats me for now. But im working to get there wush me luck my sissy friends
mysissywantstobeout: iamgraciegirl: amber-cumlover: jtw75: Wish Yes…i do….i do! mmmm Yes .. Yes this sissy does.. and is.. as she is right now.. all pretty.. with lots of makeup, pretty panties.. lots of sexy lingerie…. and an open wide mouth…..
littlemisschastity: This was delightfully humiliating! Any remaining masculinity was taken from sissy and it was the next step to becoming the chaste little slut he’d dreamed of being. Be careful what you wish for, boys…
jackrubens8888: thesissyaddict: sissy-slutz: Painted nails, shaved, plugged, locked and chained…. What better way to spend the day ? Bejeweled Faggot Wish she was mine!
mysissyboyfriend: Ohhhhh yes, would sissy like his miss to do this again? god yes wow wow wow Soooo wish I could play with these!!! MWAH!!! XOXOX!!!
mrp44nj: jim128: That is the way it should be. Wonderful way to cum. Wish I were her. Oh yes Daddy. Love your cock working my holes. So deep. force that worthless sissy cum from my clit. Love you Daddy. geil gefickt und abgespritzt
girly-sissy-princess-ashley: yes I wish that I was her
justwishtobeacuterealgirlygirl: sissy-stable: Do you secretly want to be her ? Reblog to ADMIT that you already are :) I wish!!! Yes I do
justwishtobeacuterealgirlygirl: trainingforsissies: You NEED to be Trained SISSY! Pleeeeease!!! I wish, soooo bad!!! Yep sure do
sissyterri: straponsubsf: Oh yeah ! Mmmmmm this is what happens to sissy white boi’s in their dreams !!!!! and sometimes in life… mmmmmmm wish I was her
kassandrafl: BEWARE WHAT YOU WISH FOR SISSY FAGS…THIS CAN HAPPEN TO YOU!
I wish I had been identified in high school and matriculated to this school, all sissy white boys need more big black cock matriculation…
Me 2! I wish there were more Black Daddies who knew how to treat a sissy!
bitchboitrev: ultimate-sissy: How does this picture make you feel? like I need a fat cock in my mouth to moan on while my ass is getting fucked hard and deep! Like maybe I wish I had another hole for a Big Black cock to go into!
chicagosissyshannon: I wish it was in all the time! Once a sissy has been filled, she will always know that she is empty.
sissyterri: I wish !!!! It is a sissies only choice.
rosshohin: So hot!!! I wish that was me or my wife!!! Often a Black Master will use a trained sissy like this to begin the transformation of a “straight” White man.
sweetnathalietv: It might look like just another milking-scene but something else is happening here. She’s sentizing her gurl’s pussy. For your sissy to be able to cum from penetration alone (and that’s a common wish), sentizing is a first step.
sweet-sissy-natalie: so cute… wish I was one of them :-)
pegmelpool:stwicker21:bozo124578:sissypixiex: Getting fucked by Mistress Rose ;) ❤ Love this how lucky can one sissy get!!!! Wish it was in me
sissyfagrachel: forced-bi—-forced-fem: submissive-sissy-slut: I wish I was her! This sure looks like fun
sissymartina: I love tanning by the pool!The sun on my skin makes my sissy cunt start twitching. HeheheAnd when that happens there’s no stopping me.Wish someone would take me to an island and tie me up to a coconut tree and abuse me for a few days!
faggotryandgendersissification: Don’t you wish you were in your own sissy wonderland faggot? Where your femme dreams are real. Anything is possible if you want it badly enough. Follow your dreams. F.A.G.S.
cockloveur: wish it was my cock makin that sissy cum
bobbijocumdump: sarahcdlondon: cockdrunk: Like every day for a good sissy. I wish it was Me too!
ppsperv: I so wish I was a girl! Follow my tumblr—> Pretty Pink Sissy Perv
goddessjessicaspeaks: I would reblog it too, except for the fact that I already have a pussy, so I don’t have to wish for one ;)I bet you’d love to know how it feels to submit to a real man, to get stretched out by a thick cock like that, huh, sissy?
selinaminx: My sissy bitch wishes she looked that good …
pleasantmusicpizza: shemaledatemaster: d4x4: codime69: sissydaphnelovescum: Look at her beautiful legs, her super cute sissy pussy and that tiny, sweet little clitty. God I wish I could live as a woman, if I could go back 20 years, I would have done
mrstein84: sissytrainer: Fucktoy got used. All sissies should be so lucky. wish I was this lucky
tvsue: tamaracd: cockdrunk: Follow me at cockdrunk.tumblr.com and @sissycaps Good sissies reblog CockDrunk ;) Are you wearing pink right now? Do you wish you were? I love pink! This is so true all the time love it
dark-intentions-123: sissyporncaps: www.sissyporncaps.tumblr.com Like and Follow for more sissy porn captions ;-) I wish I had a friend that dressed up for me
sissyslutcindy2: Sissy got to greet all the guests at the party oh how i wish…
cockdrunk: Do you have a sissy playmate? cockdrunk.tumblr.com | @sissycaps I wish!!!
sissysluttrap: creampiehotsex: Hot I am torn, while I love the feeling of his warm cum dripping from my sissy ass part of me wish it could stay inside me
sissysluttrap: sexualexplosion: His I would love to have my tight sissy ass punished like this right now! I just wish my biggest admirer literally lived next door so we could make this happen
jaynelovesdick: OMG! YES PLEASE! WOULD TAKE THAT COCK RIGHT IN MY MOUTH… OMG OMG OMG
naomimckay: sissysally69: sweet-sissy-natalie: definitely my favorite way of getting off… bur looking at this I wish my my mouth was under her clit to catch the yummy cream *cute smile* mmmmm no better feeling after a long stint in chastity :)
alexafemboi: steffisupermodel: What sissy doesn’t wish it? I would love to do that
lbmgf: Be careful what you think, be careful what you wish for, if you are not, the cleaning supplies are in the sink under the wash tub. Now get to it Sissy, Mistress needs her feet rubbed.
makeup-stained-pillowcase: “Forced Chastity”; requested by, like, a million people.I took my Sissy’s little cock out of its cage and worked it right to the point of orgasm. I wish you could have seen the look on his pathetic face when he realised
chastepantyboy: Anonymous said:Laura Benanti as an evil stepmom, she wishes to be called Stepdommy, she has made plans for her stopson to be, her sissy, full chastity no releases, a toy for her pleasure, she’ll use vibrators, strap ons, harsh spankings