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Yeah don’t worry I know what those dribble marks are. I bet you think I’m totally pissed off at you! I bet you think I’m furious! Well guess what…I’m not. Now that I know what you are deep down inside…a submissive sissy. I’m going to use
clothedfemalenudebisexualmen: I bet that feels good !!
I’ll bet you wish you had a pair like mine
I’ve always wondered would she ever bother finding a dress that even attempts to cover her whole body? On same note should ever be bothered by it? I’m certainly not complaining. Bet she is a good role model for all chubby whore sissies. They need
whitetrashcumsluts:Bet she never flinched when he started to unload. Sissies don’t flinch.
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cockdrunksissy: I bet there’s barely a bump in them :p
C’mon baby, you’re almost there! You only have to swallow the cum of 10 more strangers before I unlock your little dicklet from its tiny prison.You could even cum tonight if you got to sucking right away. I bet you could get all 10 in
Good morning, honey! How’s my little sissy doing today? I felt your little baby dick trying to get out of its cage earlier… now you know how I feel about you getting hard.I bet you were excited because I said today you were getting
Taste your filth. I bet you just love eating your own cum, don’t you sissy?From now on you will swallow every single drop!
gurlsgettingpounded: You bet I would
I bet sissy can be very nice when he wants, with his mouth and bottom
femboi-under-all: bab207: I can still remember, the day mom came home early ! I’ll bet mom remembers too. Very sweet and sensual image. Really lovely. I’ll bet his little peeny is really loving it.
Bet my sister didn’t realise this would happen when she bought this… :P
Bet you didn’t… think this French Sissy… would have an ass like that
I love to feel a little thong in my ass.I bet you do! You need to wax or shave that ass next and really feel the fun :)
Morning sissies! In the mood for some dress up? Why don’t come and let princess get you all dolled up and feminized. Sure it might seem humiliating at first but I bet you’ll love it when I’m done with you. annabelle cupcake
OMG, you’ve got me addicted to sending you photos!!! If I submit to training, will you have me take more?? You bet I will hehehe
That “come over here” stare!I bet the guy from the festival saw that face moments before you…
I have more sissy pics if you’re interested.You bet your sissy clitty we are! Submit all those naughty secret sissy pics!
Can you expose me?You bet your boobies I can :)
Just me. Please post if you like them :)You bet your girly ass we’ll post them for ya!
Can I get sissyfication training?You bet your sissy ass you can!
Submitted as you requested. I will delete after clicking submit. Feel free to message me and toy with me. Keep me locked as long as you want. Even if it is forever.I bet she has been dying to see this pop up hehehe
Please expose and spread me.Oh I bet you do want to get spread, don’t ya sissy hehehe
Is your sissy ass thinking about big black cock now? Come get the nut outta this big uncut cock. I bet your mouth is watering now.
My first sissy selfie!I bet you feel like such a naughty gurl right now too hehe
Just wanted to share these.You look really good in panties but I bet if you lose the body hair, like a good sissy gurl, you’ll look great! hehehe
I’d like to submit my freshly shaved clitty. I’m a submissive who is trying to jump in the crossdressing world. If you could expose me and make other people know of my existence, it would be lovely. Also the idea turns me on like hell!You bet your
Such a great day going around shopping and teaching girlfriends contouring!!! I felt like such a pretty gurl!And looked like one too, out there so frilly and pretty in public. I bet someone was giddy that day :)
Spread and humiliate?You bet we will you little sissy fuck toy!
Guys will ask me, “So, what’s your name?” I say, “It’s really Steve, but I prefer ‘Whore’.” They seem to like that…..:)I bet they do hahaha
I’m not a sissy! It was just a lost bet! Maybe it looks like I enjoy it… but that is not true! I was forced to do that. Well, okay, I had an orgasm and I moaned like a girl… and the cum didn’t taste bad… but that doesn’t mean anything!
freakden: Is this your sissy wish? I bet it’s the wish of plenty of my fem sissies!
Sissy Lost Bet
A finger feels good, I’ll bet a warm cock would feel better…not sure.Only one way to find out ;)
I lost a bet, so I have to do this and to ask, what I should put into my ass… I’m forced to try every “tip”…
May I join the sissy club?With a clitty like that, you bet your pantied ass you can!
Can you expose me on your page?You bet :)
My sissy clit is so small that I can easily fit into these lovely panties. Are you able to spot the little thing? And should it be locked up in a tiny chastity cage so we can shrink it even more?You bet your clit you should. The smaller the better for
servemistress:Princess knows you crave a BBW with huge tits and a big fat round ass to jiggle all up in your face. Bet you’d love getting smothered with my huge boobs or maybe a nice queening. Come worship my big beautiful body on cam and show me how
Sissy Hayley loves going to hotels.I bet you do ya little slut hehehe
losethekey: I bet you want this perfectly stretched pussy so bad right now.
ricancumdumpbarbie: aryanwoman01: ricancumdumpbarbie: strokebrokenmale: Mmmm, I bet you got fucked nice and hard that night, wearing proper slut-wear and looking divine, didn’t you goddess @ricancumdumpbarbie Yeah I did @strokebrokenmale
Oh my gosh, honey, he’s so cute! And I bet you are even smaller than he is! I have to buy you something like this; I want you to look as feminised as him on the nights my boss stays over.
pegginglover13: That’s a good Boi. I bet you want to cum don’t you? Let me hear you say it. Say ” I am a sissy cock slut” and I might let you cum after pound that boi pussy of yours!!
katarinanikki: Perfect! That’ll teach him (now & forever HER) to never tattle on big sis! Bet she glued the wig and breasts on him (or should I say her?)
thejaguarr: I bet Cybill Troy could get a job with Roto-Rooter if she ever decided to quit working as a ProDomme.
What happens when you lose a bet against ME??Come.. find out!
Corssdressing Caption - A Bet
Halloween Caption - A Bet’s a Bet
Crossdressing Caption - A Lost Bet
Feminization Caption - A Bet’s a Bet
daddywantssissys: You bet that’s what it means and so much more.
What Would You Do Without BBC?- 1080p HDWhat would you do without BBC? I bet you would fucking d13. That’s how much you are obsessed with it. You have to have Big Black Cock in your life. Ever since you discovered you were a BBC faggot your life
sissy-maker: sissyreaper: Sissy Reaper … More Gay every day … Boy to Girl Change with the Sissy-Maker real man sized cock? hitting the rights spots and filling me with his warm cum? you bet!!!! *giggle*
femdomwife88: sluttysissyashley: mistressandtranslesbiannatalie:Well at least Sissy got to dribble.. I bet it feels so good to cum caged This is how you will cum from now on only.
queenfutaslut: fappingfriend: sissybitch7:💖Sissy Bitch: http://sissybitch7.tumblr.com/ 💖 @queenfutaslut I bet you wish you could trade places dont you So fucken much
I finally won my footjob bet and proved that it was actually possible in real life! Of course, I also added rubber, heavy metal bondage and extended chastity tease/denial play to “increase my odds” of winning my victory cumshot. More movies
I finally won my footjob bet and proved that it was actually possible in real life! Of course, I also added rubber, heavy metal bondage and extended chastity tease/denial play to “increase my odds” of winning my victory cumshot.More movies putting
