chastity times
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I know it gets you soooo horny every time I cuckold you… and I’m so happy that you’re such a good masturbator! But I really want you to wait until after I come home so I can feed you my juicy, cum-filled blossom. I love knowing that
This is the last time I ever catch you jerking off without my permission.I’m going to cut off your balls.
“No… sissyboy… no discussion anymore. Your nails are done, you’re wearing nice lingerie and heels all the time and now you need a feminine hairstyle finally. I’ve made an appointment for a perm today.”
sissyboys enjoying their time under the dryer
Dan couldn’t do anything while is virgin hair was permed the first time.
“You’re next, my sissy! Can’t wait to see you in rollers the first time!”
“Now your hair is long enough for regular rollersets. Pete, you will look so cute when it’s done. Maybe we will perm your hair too … the next time.”
How to perm his hair?Your sissy, which is eventually is your hubby at the same time, should have his hair permed. Don’t worry if his hair is not that long right now. Short perms are very suitable for a sissy. So, how you gonna do it?Get everything
Inevitable: Two cute and sexy smooth feminine girly-bois feminized by two best friends. It was only a matter of time.
By this time it’s no big loss anyway.
The best of both worlds! You get to watch your wife get satisfied at the same time your sissy pussy is getting the pounding of a lifetime.
Work hard for that money, honey. And for goodness sake, have a good time!
On the plus side, Bobbie gets to keep the purple dildo as a memento of his time spent in training.
Are you ready for the new laws that are going into effect this year? Girls, it’s time to think ahead and get a under-performing boyfriend under your thumb.
Watch out or your fem-boi will be getting all the cock, leaving you with nothing but your hand, or maybe a nice dildo. That’s no fun. Make sure to invite more men next time!
submissive-william: You should know better than to accept challenges from your smartarse girlfriend. While still wearing her skirt, she had said “Are my panties red or pink? Guess right and I’ll halve your chastity time. Guess wrong and I’ll double
submissive-william: Though it’s just the side, it still counts as “looking at my breast”.Add one week to your chastity time.
submissive-william: Oh it’s so sweet of you to say such nice things about me and, yes, I would like you to lick me to a nice long orgasm.But none of that changes the fact that you’ve still got a month of chastity time left and a month is what you’re
submissive-william: Nice try … but no, not today.Add an extra week to your chastity time and after that, you can ask again.
nothing-for-him:Challenge: Double your chastity time!
yournewkeyholder: This is the way subbie should cum every time. Because he is so excited you even bothered to touch him at all.
eternallyedged: tinychaste:Ophelia Rain Teases and Ruins at: http://www.clips4sale.com/106784/16726862 Damn, that’s one lucky guy!! Looks like she ruined it with her pussy… that takes some expert timing!
orgasmruin: Collection time
grover3: goldstargone: Being forced to cum while my dick’s in a cage is another thing I’ve had done to me, by a couple different men, one of them many times. This alone might not do it, but shove a cock in my mouth to distract me and I’m gonna
neapolitan7th: finally time for a diaper change…I may have teased myself a bit too much with all my edging…my balls really really did not want me to lock the cage back on.
misterchristianx: I think I posted pieces of the whole image, but not the full family together in one shot. It was done this time last year :p So this is kind of a flashback. When their son proved to be too much effort, they kept him as a slave and got
sandybrown121: brsdeviationdump: http://blackroseseduction.deviantart.com/art/Trap-Quest-Changing-Time-674809018 Uncensored. Enjoy~ Fabulous illustration. So much detail! sweet baby sissy
Thought it was about time I showed everyone a little bit of what I really am. A sissy, who’s girlfriend fucks other guys and I think about it whilst dressed up and caged.That’s a good sissy girl. Keep telling us more and exposing yourself. :)
The roaring 20s party was so much fun! ! And I’m back locked up in my pink pretty princess belt for 15 days this time! :-0 my friend is holding the keys and wants me over to be be a good sissy maid again!! :0 And a very old friend has been saying
I am a little sissy slut in need of further direction and exposure. I hope you can help me. I have been a sissy for 4 years now and spend as much time as I can perfecting myself to be the perfect sissy whore.
Mistress is Your Keyholder NowIt’s time to take the next step in your sissy training and lock that little clitty cock. Don’t worry mistress will teach you how to sissygasms in the future if you’re a good sissy slave. Come get your clit caged by
Hey gurl, know of any studs who have the time for an oil change?You fucking slut! Look at the horny hoe you’ve become lol
Caged cocklette just in time for Loktober!
lockedinchastity: LOVE her so much, she reminds me of gf every time I see her.
he-fucked-my-gf: *He Fucked My Gf* – HFMG - Submission time!!! Sharing, cheating and other comforts.
moneyman4u2: Who can forget you….I think of you every time I bed a new man…. Kimberly Garner….UK Reality TV Star At Coachella….. Imagined Captions….
brass-tacks-time: My bitch and my bone
mb1919:My magnificent vibrating studded tongue and her pouty succulent pussy were a perfect match as I spent countless times a day eliciting multiple screaming orgasms from her wonderful split treasure !!! She would whip or cane me at her discretion and
loservirgin: “Poor little virgin. The only time a woman will ever touch your cock is to put it in a cage. Now, be a good little boy and thank me for caging you.” Thank You Mistress T
AVN Vegas Real Time Slave
cagedpussyboy: sausagewithgirth: Text from my roommate Dude, what happened to me? Last I remember was going to the New Year’s party with some guys I met at the bar. They promised an amazing time, guaranteeing that a hot stud, like me would get laid.
vaginalchastity:The new essential summer look for women. Don’t you think it’s time you locked up your pussy and went anal only for good?
You still keep the picture your wife gave you when she started her affair with her boss. All these years, your only sex life has been masturbating to herpicture; sometimes fantasising about fucking her, most times picturing her inbed with him.
Why don’t you ask my hubby how many times has he fucked me since the first night you stayed over and fucked me? It’s zero. Then tell him that you expect him to continue to be the good cuckold he has been until now.
This would be one of those times when you need to focus on the loveliness of pussy.
How many times have we said that without thinking about what the consequences might be?
Fictional news article I wrote some time back. The women in the two photos aren’t even the same ones, though I did try to make it appear that they could be.
I might be here a long time.
Her first time.
Been super busy the last couple of weeks and haven’t had the chance to do much other than eat, sleep and work. I’ll probably stop eating, that will free up some time for the taking of pictures. Who needs nutrients? But I felt like posting
I was thinking about doing a costume that somehow related to my lack of time, but that can only lead to Doctor Who cosplay. I even have the hair….
I made the “mistake” of enjoying a long, delightful anal session before shooting this, so by the time I’d put on the little outfit I was nearly too sensitive to insert anything at all. Upshot: we’re taking things niiiiiice and
High time I wore this again. I should really treat myself to more lingerie =O
Someone bought me skates =OI don’t say it enough (because there isn’t a way to do so that doesn’t read as fishing), but I really feel the need to thank all the people who have sent me gifts in the time that I’ve been doing this. The excitement
It’s getting towards that time of year, and I get to repost old content, yays all round. I love the colours going on here. Might have to get those stockings out again. Out again soon!
Miss Madison arrives tomorrow. I finally get to serve her in person for the first time since last summer. Oh and the boyfriend is staying home! The problem is the “friends” I have staying with me are the Queen and her boyfriend. The Queen is staying
vaginalchastity: After you lock up your pussy and ensure that it’s not getting any more cock, it’s time to eliminate any clit stimulation and make sure you’re strictly anal only going forward.
billie-in-chastity: Time for your medicine.
billie-in-chastity: Time for the husband to do the laundry.
muscletits: londonboy45: That first pic, of him punching his own pec - it makes me squirt every time. What a freaking chest! Endless workout to keep em big and hard.
