So Several Months Ago I Went On A Date. She Was Nice And She Was Demanding And She Had Big Boobs And

So several months ago I went on a date. She was nice and she was demanding and she had big boobs and I could tell she’d have been softly nurturing and gently demanding in a relationship. She was even a nanny!

For reasons I won’t go into she wound up making comments I felt were a little too personal for someone I’d only met once and we haven’t spoken since. There was no big argument or anything, and she actually messaged me a week or so after but I (I think maybe foolishly) ignored her.

For the last couple of weeks I’ve been thinking about her more and more and I kind of want to send her a really simpy, subby message telling her about how I want to be her good, obedient boy (she already had a sense of my nature before we even met). There’s just something so hot about the idea of apologising even though I don’t think I was in the wrong and asking her to allow me to make it up to her with chastity time and foot worship and… and just letting her run my life, basically.

Just typing this out has made me really keen to message her. If anyones wants to give me their thoughts in an inbox it would be appreciated.

More Posts from Knowmewell and Others

3 years ago

Put me into a deep trance, dress me in a short skirt and a tight top, then take me for a walk. Sit with me on a bench and put your hand up my skirt to fondle me. Tell me what a good boy I’m being for mummy.


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3 years ago

I don’t want to be a person. I want to be a drone. Or a baby. Or a puppy…

3 years ago

“I know you want to be all big and buff and in shape for mummy but that’s not what I want for you, baby. I want you to have a round tummy and stretch marks and lots of insecurities. That’s what makes you so fun to care for. I know you think you’d enjoy looking strong and getting to fuck me, but trust me, a boy like you appreciates cuddles and head pats and a caring tone and maybe the occasional hand job a lot more than a good fuck.”

3 years ago

Objectify me.

2 years ago

Recently I’ve been having a lot of thoughts about lying on my back naked looking up lovingly at my boss standing over me as she finger fucks my mouth with one hand and teases my butthole with the other. She’d tell me how well behaved and slutty I am as I moan around her probing fingers and thank her for guiding me and making me her good boy.


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1 year ago

This is one of the greatest Tumblr posts I’ve ever read. I absolutely love it.

"That should be the very last injection of your medication. You've been such a strong patient through the last few months, getting your doses on time. I'm so proud of you."

"I know I said it's supposed to be treating your anxiety, but actually it's been making it worse. See, as your insecurities grew, it was easier for me to manipulate them. You only feel happy around me now, which is why you've been taking me to dinner, and on shopping trips, and why you're paying for my car."

*looks down at where you are, on your knees, the syringe still hanging from your arm. She lifts up her leg and places one perfect goblin foot against your lips, pressing her toes into your mouth until you begin to obediently suck on them*

"Now, you're going to sign your power of attorney, but first you're going to clean each of my pretty feet. It will make you happy. It will make you whole again. It will make you my slave."

1 week ago

I’d really love someone to slide into my DMs and send me spirals and hypnotise me and make me desperate to cum but then deny me. Just… take control of me. Please.

3 years ago

I just had a moment making my hand sticky thinking about a woman I worked with years ago who I didn’t get on with.

3 years ago

I want my boss to make me her chaste little pet who lives to adore and obey her and make her very happy. Short of that maybe I could just be kept in chastity by her and let out for masturbation over authorised images once or twice a month.


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3 years ago

I’m a silly dumb horny boy and I want to hump at a sexy lady’s feet and be called her good boy.

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knowmewell - Know Me Well
Know Me Well

Late-30’s. MDLB vibe type stuff. He/Him

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