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Watch  him  fuck  your  wife.    Squirt  your  sissy  juice.
Using her strap-on dildo, teaching him to ride the cock.Soon he’ll be ready for a threesome with another man.
hosedbimbo79: caption me I just love standing on the street corner for any and all men. I like dressing trashy while smoking a cigarette like its a cock!
http://daddysfembabysitter.tumblr.com This is how I sucked my first cock
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Choices
Does my cock look tasty, faggot?
Sucking Cock Better: It’s a Plus!
Other… Things: What could they be, I wonder? It probably won’t be too bad, since he’s polite and all. I could see that conversation. “On your knees and suck my cock, bitch… please.” Yeah, that’s pretty polite.
Decisions Decisions: Well, I think it’s a fairly easy choice since I’m bisexual. But would you suck a cock and get fucked by a guy if you weren’t?
The Rules: Always follow them Janelle. Now, instead of just a few minutes of deepthroating a giant cock, you’ll be at it all night… or was that your intention the whole time. Hmm.
Acceptance: It’s usually better if you simply accept that you were born to be a caged sissy-boi for the rest of your life. Quit fighting against what nature made you. If you were meant to be musclebound and have a large cock then you would have
Dildo gags: One of the most insidious devices known to sissy-kind. Made to suck on a realistic rubber cock while fucking your mistress with the other end, and made to watch her take it only mere inches away. It gets you used to being under her and watchin
School Bullies: I’m with the sissy-boi. Bullies don’t deserve the pleasures that my mouth can give them… but that is a seriously nice cock. Decisions decisions.
A Mirror For Your Bed: Your new sissy cuckold should always have the chance to see what she looks like when she pleasure’s your bull. It can only increase the humiliation she feels at being made to take another man’s cock inside her body.
Dedicated Employees: You’ll never find one better than an office sissy. On the plus side we prefer cock to cash.
BBC: Making bimbo sluts out of average sissies, every day.
Let the punishment fit the crime: make your sissy share all of the cock that she attracts to your place. That’ll teach her.
Sometimes your keyholder has other plans for the evening. That leaves your weekly milking to you. You’ve been teased mercilessly for the last week and you’re fit to burst. What’s it going to be, sissy? Real cock or even more pain?
Just wait until you try cock, little sissy.
She could trade weeks off: one week a nice strap-on fucking by her and the next week with a real cock.
Some people have no compassion. Her eager little sissy is just sitting there waiting her turn!
Do you promise to love, honor, and cherish this big gigantic black cock until death do you part?
Make sure that whole cock is nice and wet before you pass it off to your girlfriend for proper usage.
You must always look your best and sexiest at all times, little sissy. It vastly improves your chances at playing with more cock!
A sissy in need: How can you just stand there and let her suffer? Fuck that ass!
freakden:Feels good to have a big cock for a change. Watch and stroke this time cucky but next time you’ll be caged and wearing panties like a good slut.
Hehe it’s *male* otherwise good caption! Love this. She’s so hot and OUT OF MY LEAGUE.
Your Sissy Clitty is Pretty in Pink
sissylivia: sissybuttlover: love story What a lovely story!
unit009: shedoesntwantme-hedoes: It starts harmless enough and you can quit watching them whenever you want… unless it’s already too late. :0 Yes, mindfucked forever
totalsissygirl: sissypinkfashion: http://sissypinkfashion.tumblr.com/ Yes!!!!
leading6969: Sissy BBC Caption Yes love a big black cock mmm
pandorasissy: Pandora`s sissy how to find black cocks caption story
missamberwaves: yoursissygirl: pandorasissy: Pandora`s sissy how to find black cocks caption story so hot…. follow me here for more;)
An old caption of mine, enjoy.
bigdaddyblog: moanacademy: For daily original sissy gif captions follow me at MoanAcademy.tumblr.com After I broke you, your mind changed..you felt my cock moving inside you, and you wanted more..you began rocking back on my throbbing manhood, begging
satnaq1:bridalwhites:Today’s the day! Want to bend you over and fill you up with my cock and send you leaking cum to the alter I’m good with that @satnaq1 💧
yoursissygirl: pandorasissy: Pandora`s sissy how to find black cocks caption story so hot….
Haven’t posted a gif in awhile and haven’t tried it with captions yet… so here’s one!
