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omgsissyjenny: When Pam found my crossdressing wardrobe, she called me a gay sissy faggot. I told her 90% of crossdressers are heterosexual and I’ve never had a gay thought in my life. She laughed and told me she knew how to tell if I was gay. When
sissybackforblack: testosteroneaddiction: mr-pussy-crusher: Extra fuckin hard this morning Good Morning Tumblr…Happy Freaky Friday How Are You? Wood morning mr pussy crusher! What every white sissy craves I thought the black guy who has been fucking
sissyassgirl: GET SISSY. sissyassgirl.tumblr.com sissyassgirldreams.tumblr.com So proud of Caitlyn I thought I would do my own tribute ;P
scurvy-gurl: daddywantssissys: Such naughty thoughts and words from a good little sissy slut. Does not get much better than this. this is one of my all time favs, would only change it to YOUR* bitch :3
sissyfucksluts: like if big cocks and yummy cummies give you gay thoughts hehe :3 reblog if hot juicy dicks turned you into a sissy princess! don’t worry, i won’t tell anyone how much you like cock ;)
itsybitsysissy: misspromiscuouslayla: Reblog If You Thought About Sucking Cock Today 💕 Only original Reblogs. 💝 Follow for more:Sissy | Bimbo | Cumslut | Hypno | Role Model
sissyowner: cdcarly: ♥️ if you like it!🔁 if you crave it!x cdCarly💄 Before I leave for a few days I thought I’d leave this here for you all. Which sissy craves this?
iluvnastywhitegirlz: Not a thought in her head Some white men can love it too but we call them sissies.
cutebumsissy: niblet015: erryday-thoughts:Well, I think I’m on the right track😂😋 ❤️♠️🍆🍆❤️♠️🍆🍆❤️ Great example of how to properly live the sissy life!❤️♠️🍆🍆❤️♠️🍆🍆❤️ Wow so much
mymmmmasquerade: samantherijane: mymmmmasquerade: sissy-beth-fun: So damn hot and sexy!!! OMG! xxxxx I said I would have a spread for you in the Park. You thought a picnic? Well…you can still eat…mmmm Its been out that long its started to
sissyandreaworld:sissy-pussy-galore:Well, we do like to play dress up.Exactly my thought before I even read the caption.
slut-for-sissies: She knows you’d rather suck cock. Wouldn’t you fag? Saw this photo shared by Mistress @katyvanaimee and thought it needed a caption.
herhappysissywife: Twirling Dresses“Hmmm….i have a petticoat that might fit real well under this dress” i thought to myself.i always give flared dresses like this a longer look, wondering how sissy i’d feel when i was twirling in them!
sissymaidtracy: sissytherapy:100% no second thoughts :3 love sucking strangers cocks specaily in public where anybody can see what a sissy faggot i am
herhappysissywife: A Woman’s Prerogative“Just stay the way you are” She said.“But…i thought you wanted me in a dress?” the sissy cuckold asked.“I did, but he wants you in just lingerie and heels” the Wife replied.“I’m going to feel
faggotryngendersissification: Just the thought of being unlocked caused this sissy faggot to become so excited she creamed herself…
sissydonna: littlemisschastity: Had a request for a shot of Little Miss Chastity going reverse cowgirl on Lady Sapphire’s strap-on. Also had a request for a pic of the sissy’s hole, fresh from a fucking. I thought the two looked good in GIF form,
bi-caps: cockdrunk: You know they’ll find out soon. Follow me at cockdrunk.tumblr.com and @sissycaps Good sissies reblog CockDrunk ;) Do you worry about being found out…or does the thought excite you? Been a while since I’ve reblogged cockdrunk
boysluvcock: sissy-chrissy-boi: atlsissy: That damn subliminal messaging got me… It’s already got through, and I need to have the serve superior black men inany capasity possible. I never even thought about it till I already had a yummy black
Naughty Thoughts ... Sissy White Bitch In Heat
confusedsissyincanada: traptasticfantasies: sissy-to-use: Never Thought Of It This Way…..Good Advice… ^^what they said Oh How I SO WANT To !!!
justakunt: mandatory-feminization: A MESSAGE TO ALL SMALL COCK BOYS! Reasons why Boys with small cocks should be come Sissies: You will never be able to pleasure a woman sexually. Girls who you thought liked you will become disappointed and probably
katiekittyslut: My thoughts exactly of a real man :) cant wait to be his sissy bitch :p
jazlynnfun: First thought: Alright! I caught Mew! Then I found the nerd sissy tag.
sluttytransbecca: What are you waiting for? I thought you were next in line for a blowjob. Oh stop it tommy, nobody else here knows I’m a slutty sissy boy, they just think I’m a slutty girl. They even let me into the girls volleyball team! It’s
sissytherapy:“I’d never be a sissy”Once the thought has entered your brain. It’s already too late, because it eats away until it makes you crave trying it :3
Oh yeah. I’m a sissy faggot my first thought was, wow that’s a great outfit.
femsarebetter: When I first met my boyfriend, I thought he was gonna bash my face in for being such a pansy, sissy bitch. Turns out that’s just his type.
tgirlinthemirror: femboi-under-all: I love a sissy with a nice stiff cock! nice nips, too. I had someone give me a hard time because I thought she made a cute little pet. She said “we’re NOT pets!” So the ears are just…?
lilypeters: tgirlinthemirror: erofuriku: sissy-3-hentai: Who could have thought this would be so fun ~.- Hmmm… I wonder… Oh yes! Spit roasted at a gloryhole! ❤️😍☺️ So much fun!!!
kiki-32-tg:goddessalexism:If you’ve ever jacked off to the thought of being my sissy like & reblog ❤️🔒Dreams…
sissyjacqui: Kimber is the ulitmate sissy role model, we should all strive to follow in her footsteps. Just the thought of being in her place in this picture makes me swoon.
websissy: Yes Miss, I am a sissy fag. Please make me your cocksucker I love the thought of being pantied and sucking her cock for the rest of my life. The “orgasm-less” part scares me.
mysissycaptions: Just passed the 1000 followers mark so thought it would be a good time to post a few pics of myself. I love wearing panties and pantyhose and heels! And I love feeling like a sissy!
sissichloe: Absolutely I want to be this romantic and delicate Miss !!! I can not divert my mind, from the thought of wearing this dress and feel the caress of lacy lace on my skin !!! (Chloe Sissi)
venicec: krakergirls: Fuck a slut Just back from another visit to UK and thought I would share a wonderful fuck from the very lovely Shelly. Thanks to camera slut Dianne for the beautiful filming. xxxx Nice sissy slut
daddyssissiesfordestruction: bedtimestoriesforbrokengirls: Your head is full of thoughts that no one needs. But that’s nothing a mild concussion and vaginal tearing won’t fix. Always treat a sissy right
sissycumsluthusband: You thought it would be a greta idea to go into a gloryhole dressed in your sisters clothes. The moment a man stuck his cock through the hole, you started sucking it and putting it between your sissy tits. He got so erect and
jcduke1: sissyslutmarci: Some Feelgood Morning thoughts! Sissy Slut Marci :) Wow, I need used like this right now.
yoursissygirl: ….second thoughts Sissy??
cockdrunk: You know they’ll find out soon. Follow me at cockdrunk.tumblr.com and @sissycaps Good sissies reblog CockDrunk ;) Do you worry about being found out…or does the thought excite you?
sissyrebeccacd:Every thought inside my sissy head tells me to now be just like her!!It no longer matters what anyone thinks about me anymore!! Even my guy friends. I want everyone to laugh at me!!!
misshailey-pink: mamoon1976:sissyteri137:I crave a cock in my mouth and in my sissy cunny@sissyteri137 Suck me like this pic I’m Tumblrbating to the thought, RIGHT NOW!!! Hailey
tgirlinthemirror: i-was-a-weak-boy: brownsissysstuff: becomingsissyyy: I’ll never stop! Sissy Inspiration 😓 Beta thoughts - when we have them.
littlemissdrip:You never thought chastity play would turn you into a complete bimbo sissy slut but here you are…
a-sissys-daddy: My thoughts vs. yours.
littlesylvie: sissyowner: cdcarly: ♥️ if you like it!🔁 if you crave it!x cdCarly💄 Before I leave for a few days I thought I’d leave this here for you all. Which sissy craves this? Oooooo yessssss ❤️💕💋❤️💕💋❤️💕💋
areyouhumgryenough:subsissyvicky:jackieslut-deactivated20230214:whitesissy313:sissy-lynn1:dscotty737blog:Love it ❤️Oh wow thats hotI thought I was the only one who’s used a flesh light insert like this. Trent went crazy for itLove this ideaFollow
assonlymasturbation: swallowmydarkness: pitstopjunklove: Fuck machine dildo slips all the way inside her slutty ass Impaled “Slips” in, like you thought my sissy ass didn’t swallow that cock pounding my hole on purpose. Hah.
mistresstrixie69:Mmmmm…dessert before dinner! Good night Trixie’s Tramps…rub your little sissy tinkle and think erotic thoughts!
daddys-princess-kingdom:sissy-pornstar-hooker: Plz share instead of stealing OC My thoughts exactly