Skip down a few paragraphs to skip the setup.
So this was a few years ago in nyc. I met a woman online in her 40s/50s while I was in my 20s. She messaged me saying she wanted a sub, and she liked my look. I’ll cut out the boring parts but basically we talked over texting, she was absolutely beautiful like she could have literally been a super model, she never explicitly said she was rich but she owned a Lambo and Tesla in nyc. I mean…owning two fancy cars in nyc means you are suuuuuper rich (which I don’t care about but that detail will be relevant later).
So over texting she tells me she really liked how girlish my figure is (my ass literally is like Kim kardashians and my skin is ultra smooth). She would send me playboy bunnies posing and I was to recreate their poses and send the photo to her. It was really emasculating but I thought it was so hot being oogled and ordered by her.
Anyway we meet up a couple times, just little coffee dates. She texts me more and more about how I’m such a little bitch and how she can’t wait to show me how much of a little bitch I am.
Eventually she invites me to her place. She had this menacing, almost evil stare she would give me. Just gazing into my eyes and piercing my soul. She stared at me like this when I walked in, then snapped her finger and pointed at my body. “Clothes off. NOW”. She shouted. She had such a commanding and proper way of talking that really leaned into her dominant demeanor. I quickly took off all my clothes, standing only in a skimpy g string she bought for me and told me to wear.
She snapped again and pointed at the ground. “On your fours. Follow. Crawl.” She put a collar and leash on me and began walking my naked self behind her fully clothed self. She snatched my clothes and I crawled behind her.
She led me to her living room and told me to get on all fours and wait. She left the room with my clothes, basically taking full control over me at that point. She comes back holding a very thick and large dildo with balls and a suction cup base.
She sat in a chair across from me as I kneeled and we just talked while she casually held the dildo without ever mentioning it.
Then when I’m mid sentence she gives me that evil gaze again and grabs my face by the cheeks, turning my face side from side as if she was inspecting me. “Open” she sternly said. I was confused. She slapped my face. “Open your mouth, sissy. NOW.” I immediately opened my mouth. “WIDER”. I open it as much as I can.
She starts poking her finger inside again inspecting me, pushing on my tongue, pushing my cheeks out from the inside, sliding two fingers back my throat to gauge my gag reflex.
“Good. Very good my boy” she said. She takes her fingers out of my mouth and tell me to close my mouth. She starts slapping the dildo with one hand onto the other. Then lowers it next to my soft cock. (Mine is super small and she loved reminding me). “Do you see how much bigger this is than your little dicklet?” She said. “It’s at least 5 times as big, if not more. Do you see why you’re here, naked, on your knees? Do you understand little dick bitches like you need to be sucking instead of getting sucked?”
She shouts at me to open my mouth again. I do so and she soon slides the head of the dildo into my mouth, inching more and more with each thrust as she looked down at me as if I was a puppy, squirming and struggling to take it.
“Don’t worry my little slut, I’m going to train you well. Very well. You’ll soon be an expert at sucking and I will not stop training you until otherwise.” All I could do was half nod as I looked up at her as she thrusted the dildo in and out of my mouth.
She yanked my chain and walked me across the room to a wall. She suctioned the dildo on the wall and told me to suck. Hands behind my back. She began instructing me. “Slower at first. Relax. Stop clenching. There you go, ease it in. Inch by inch. Thaaaaats it my little bitch. Keep sucking. Soon you’ll be addicted and fully trained” Soon I was able to take about half of the dildo but was still gagging. “You’ll have to trust me on this” she said. “If you are to be my good little sucking slut, you must give me control”. She started shoving my head down onto the dildo, I still could only go a little past the halfway mark but slowly but surely I was taking more and more.
“Good. I’m pleased” she said. I backed off the dildo. “DID I SAY YOU COULD STOP SUCKING” she shouted at me. It kind of scared me and I rushed back to keep sucking as she stood over watching me. I couldn’t believe here I was, naked, in front of a fully clothed Mistress, on my knees, sucking this dildo as she watched. I truly feel like a bitch but I couldn’t stop myself.
Eventually she told me to stop. We talked more. She gave me the dildo to practice on then sent me home.
That weekend she had me over again. Stripped, collared, and leashed, I was led to the same spot to show her my progress. I could almost get 3/4ths down but not quite. She told me to keep sucking. But this time she didn’t stand over me. She went to her desk and began typing away on her computer. I heard her call someone, she casually talked about her business with someone and what she needed for it. All while I was sucking away like a little pet as she casually got some work done.
I did this for what seemed like an hour. She would come over periodically and get close to my face, turning her head, looking at me from every angle, inspecting my sucking skills without saying a word.
She went back to her computer, I could hear the printer thinking it was just some work related thing again. But she walked back over and taped a photo of a massive cock just above the dildo.
“Eyes on the cock, my little sissy bitch” I kept my eyes on the photo and could hear her give out a pleased chuckle.
She went back to working for another hour before watching me one last time. Then she yanked my chain and led me to her couch. She placed me over her lap and gave me some spankings. “Until you can properly take all of the cock you will be punished.” She then took out a large butt plug and slid it into me. I let out a little soft Yelp.
“Oh my naive sissy boy, you’d didn’t think we’d skip anal training now did you?” She pushed back and forth on the plug with one hand as she talked to me, and firmly held my little balls with her other hand. Then she handed me my clothes and told me to go home plugged.
Lol there’s a looooooot more that happened, if anyone wants me to I can write up a part 2
Source: reddit.com/r/gonewildstories/comments/p8zl3v/how_a_millionaire_f_made_me_her_submissive_bitch
Great atuff!!
Definitely need the part 2!
General question/curious:
For submissive play do person get off or just one never really understood how can one be turned on (if the master or the submissive person) can’t get off
yes please