“Time For Your Monthly Peeny Check, Baby. Let’s Get You Measured. Okay, You’re Down To Two Inches

“Time for your monthly peeny check, baby. Let’s get you measured. Okay, you’re down to two inches now, but that’s still so big and intimidating. Ladies will be scared of it. Don’t worry, mummy will help you shrink it more so it’s a size ladies will like. Okay, let’s get you on all-fours for a milking then locked back up in a smaller cage. Isn’t mummy kind to you? Don’t forget to say thank you.”

More Posts from Knowmewell and Others

1 year ago

Reblog this if it's okay to talk to you and be your friend and ask you various questions about your Tumblr pictures/ and fetishes

3 years ago

I just want a woman who’ll tell me I’m cute and that my penis is small and dress me up in frilly underwear and cut me off from friends and family and make me absolutely obsessed with loving and obeying her. Is that really too much to ask?


Tags
3 years ago

“But baby, if you go out with your friends who will give mummy a foot rub tonight? Exactly, no one will, and we can’t have that can we? Mummy thinks it’s best if you stay in with her. In fact maybe I should call your friends and have a talk with them about being bad influences on you. Or maybe we should just stop you having friends altogether. What do you think? Yes exactly, you think whatever mummy says. What a good boy!”


Tags
2 years ago

Really thinking about this a lot again today. I feel horny and subby and want to get in touch with her and apologise for being a naughty boy and ask her to forgive and punish me.

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.

2 years ago

Today a woman on the tube was wearing wedge sandals with long straps that get tied around the lower leg, and a really short gold-green dress. She had beautifully smooth creamy legs. I so wanted to ask her to let me gently and carefully take her heels off and let me massage and admire her feet. Then she could have taught me how to tie them back on, preferably with an emphasis on the correct etiquette (real or entirely made up just for me to adhere to) of tying the laces.


Tags
3 years ago

Give me an indulgent mummydom who coos and baby talks me and gives me soft encouragement and finger fucks my mouth as I pathetically hump her leg.

3 years ago

Browsing SFW Bailey Jay pics on the tube and hoping to get caught by the hot business lady sitting next to me.


Tags
2 years ago

Kneel down, look at mummy’s shoes, and tell her you love her very much.


Tags
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.

3 years ago

Fantasy idea: dress me up in a onesie or a little sailor suit. Cuff my wrists together and my ankles together and then cuff those sets of cuffs together. Put a gag in my mouth. Leave me to awkwardly crawl around on the floor all weekend. Tell me I have to do my best to always be in your view and then, of course, find lots of reasons to keep moving around the house. When you do settle somewhere make it somewhere awkward for me to sit. Go for long stretches of barely acknowledging me and then occasionally overload me with praise and maybe some touching.

Watch me become yours.


Tags
Loading...
End of content
No more pages to load
  • vampcutz
    vampcutz liked this · 2 years ago
  • gndrfld-fem-fatale
    gndrfld-fem-fatale liked this · 2 years ago
  • hardwoodwoods
    hardwoodwoods liked this · 3 years ago
  • mommasboi
    mommasboi liked this · 3 years ago
  • finnthehuman314
    finnthehuman314 liked this · 3 years ago
  • knowmewell
    knowmewell reblogged this · 3 years ago
knowmewell - Know Me Well
Know Me Well

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

187 posts

Explore Tumblr Blog
Search Through Tumblr Tags