miss.madison.olivia

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miss.madison.olivia posts

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In Locktober I do the fucking 🥰

Let Locktober officially begin 🥰 As fans, you decided that m..

Let Locktober officially begin 🥰 As fans, you decided that my boy toy should receive a humiliating punishment for having an orgasm without permission. What’s more humiliating than taking his dick away and replacing it with a flat cage? 🤭

Put your plug in and your cage on. Locktober begins tomorrow..

Put your plug in and your cage on. Locktober begins tomorrow 💕

Edging him before the start of Locktober 🔐 This should just ..

Edging him before the start of Locktober 🔐 This should just make him more desperate 🤭

Let’s watch Saturday morning cartoons 💕

Come sit. I’m ready for you 💕

Ready for my foot massage 💕

We’re ready for Locktober. Are you? 💕

Want to play a game? What do you hope you land on? 💕

Locktober is coming… which cage would you pick to wear all m..

Locktober is coming… which cage would you pick to wear all month long? 💕

Saturday mornings are the best for some self care 🥰

I think he likes my toes 🤭

Locktober is just around the corner and I am so excited 🥰 Wh..

Locktober is just around the corner and I am so excited 🥰 Whether you have a chastity cage or not, I'm offering some very sexy specials this year. To “lock” in your spot, message me with a tip and the type of play 🔒 Subs who sign up by Sept. 26 will receive 10% off 💕  You may notice that my price for keyholding and orgasm control will be increasing to $65/week. This will be the first increase for this type of play in 2.5 years. My goal is to create a fun experience with careful thought a...

When your manicure matches his cage 🥰

I'm going to tease my boy toy. You can watch from the floor ..

I'm going to tease my boy toy. You can watch from the floor 💕

Put your cage on. I’m ready to control your cock 💕

Loving this lingerie 🥰

I’m ready for you to get down on your knees to worship me 🥰

There’s something special about teasing him with my ass whil..

There’s something special about teasing him with my ass while he’s caged 🤭

He gets so drippy when I tease him 🤭

I hope your weekend is golden 💛

When the handjob is so good that he just can't hold back 💦 D..

When the handjob is so good that he just can't hold back 💦 Don't tell him, but maybe there was a big part of me that really wanted to push him over the edge 😏 Regardless, he still deserves a punishment for cumming without permission 🙅🏼‍♀️

Thank you to everyone who voted in the poll to decide how I ..

Thank you to everyone who voted in the poll to decide how I should punish my boy toy for cumming without permission 💕 The winning punishment was humiliation 🤭 Now I just need to decide how I want to humiliate him... He'll be locked up while I decide, of course 🥰

Locked away and next to me 💕 Right where he belongs 🥰

Just 15 hours left to vote in my poll to decide how I should..

Just 15 hours left to vote in my poll to decide how I should punish my boy toy for cumming without permission 🙅🏼‍♀️ Let’s make him learn his lesson 😏

Before the unfortunate ruin that my boy toy had, I wanted to..

Before the unfortunate ruin that my boy toy had, I wanted to edge him until he was begging me to stop... No precum drips for him, even though I was desperately wanting them 😏 Guess I'll just need to tease him even more 🤭

Boy toy struggled with self control and orgasmed during an e..

Boy toy struggled with self control and orgasmed during an edging session (full video coming this weekend 😏). How should I punish him for cumming without permission? Vote for the punishment you’d like to see 💕 Feel strongly that he be tormented in a specific way? Every dollar in tips equals an extra vote (ex. $5 tip equals 5 votes for your punishment choice). Have specific ideas you like to see? Comment and maybe I’ll even use one (or more) of them 🤭 Help me show him the importance of followi...