Sissy Rylie

Please send questions and asks I would love to answer them

[sissyboifantasy3]

♠️🍑⚫️

[mistress-mira]

[sharefor2]

😳

[tommysbetaworks]

[pathetic-ballbustee]

.

[friendzonedloser]

👑🛐

[flushed-it-down]

I'm unfuckable. My worm will never get pussy. It will never deserve a female's touch...

[9950world]

[teasefantasies]

[me-myself-and-ai-art]

Emma Myers

[charliechastity]

Okay, ladies, listen close: I check his computer once a month to see what porn he's looked at. He has all these girls being tied up and hurt, but then there's sexy dominatrix pics, too. Such a poor, confused boy. So I guide him. He has no idea I'm looking at it. Don't get angry, just use it. Get dressed up in something similar to what he likes. Schoolgirls, shiny clothes, whatever. I just look strict. Then I use his lust to plant new ideas. So when I was on top of him, in control, and he was close, I "let it slip" in the heat of the moment that, "Oh, fuck, I'm so horny I wish you could feel what it's like to get fucked so hard!" Sure enough, I check next month and he's started checking pegging sites. After I started pegging him, it got even easier. He volunteered to do anything I wanted. I'd already bought the cock cage. I just put it on him right thne. And once a boy's in chastity, well...

[her-cucky-is-back-again]

You know baby I have told you this is your only way to fck me.... Now let me ride your strapon and if can you are free to c u m in your cage cause I will c u m on that strapon 😈🔥🥵

[the-small-dck-energy]

small-dck-energy

[smalldckenergy1]

[small-dick-energy-again]

small-dck-energy

[smlldenerg1]

[lady-nj2]

I’ll always reblog this one 🔥

[darkwing914]

Obedience training using positive reinforcement, like pleasure, is many times more effective than with negative or avoidance reinforcement. In this wickedly novel approach, using both pleasure and denial, the moment he brings a hand above his thigh is the moment she will immediately stop.

[onyxrebeldreams]

[qos4blk]

[noircontrast]

[sweetalexis912]

[lifeofsissyandshemnew]

Life of Sissy

[lifeofsissyandshemnew]

Life of Sissy

[lockandkeyblog]

I already have bought a few things for you.

So let start with this nice flat steel cage, it will stop you from playing with your little clit when i am not around.

Now you can put on these 5" heels, the tube top, no your tits are not big enough to need bra, and these mini skirt.

Fine, 8" seems the right lenght for you but you have to be carefull not to show your caged clitty once we are on our way to shop for more clothes.

[mindreadingmego]

[lockandkeyblog]

I know it is difficult to get your still hard and needy cock back in the cage after your ruined orgasm.

Almost a minute over and you dont even got the basering on.

You know, every second untill you close the lock means another day in chastity!