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I’ve been thinking of this for months now, and I really just needed to distribute, so why not a throwaway Reddit lol.

I was traveling from Chicago to New York for work, and I was staying at the New York Hilton Midtown. I came back from a work happy hour, a confident drunk, and there was an absolutely goddess of a woman in the elevator with me. She was about 5’7, wavy brown hair, brown eyes and just had a presence like she knew she was stunning. She seemed to be between 26-30 years old. Me being the confident drunk I was, struck up some conversation with a relatively innocent “you look very well put together”, but I think she saw right through it.

A note about me – im tall (6’3) with a thin athletic create. I actively play sports, have many friends, and am a pretty confident guy in life (and amplified with alcohol lol). I’ve also at all times been traditionally dominant, but maybe that’s just culture norms?

I don’t know if she disliked my confidence, or just truly enjoyed breaking it, but her first words to me were:

“You look like a fuck I’d forget”

I was shocked, to say the least ?. I tried to come up with a witty comeback, but it came out a stuttering attempt of me saying “I can prove you wrong”.

She, to my surprise, said “You know, I think I can make good use of you.”

In my mind I was 50/50. I didn’t (initially) like the disrespect. I wondered to myself “I’d rather just find someone who actually wants me”. But the longer I looked at her, the less I could withstand. She asked for my room number, and she said she’d be there soon, and that I should be naked when she gets there. ?

My heart is racing as I strip down alone in my room. Was I gonna get stood up. Was I gonna get robbed? Blackmailed? I’m a worst case scenario person ?

I hear a knock on the door, and I look. It’s her, standing there with a purse that she didn’t have before.

I slowly crack the door (since I’m naked), and she says:

“I knew your words were bigger than your dick, by the way you’re cowering behind the door”.

I never wondered of my dick as small. I’d say it’s about average lol. I’m not even sure she saw it, rather than she just was putting me in my place.

She walks in, and she tells me to go in the bathroom and kneel on the floor. Now I knew this was weird, because why I am I kneeling in the cold floor of the bathroom, instead of the carpet, or getting in bed?

She stands what felt like inches in front of me, puts her purse on the counter and begins undressing. Her body was perfect. She was the sort of thick that you know isn’t fake, but still perfect. I reach for her legs and she taps my nuts with her foot and I shrivel, and she says:

“Only people who are going to fuck me get to touch me.”

I was truly lost at this point. But she was fully naked in front of me, while I’m looking at her feet, still hunched from the nut tap I just received. I was trembling, but I was harder than I’d ever been in my life. I was too far in to turn back now. She then grabbed me by my hair and pulled my face close to her pussy, but not letting me touch it. She then says:

“I know how mad you want this pussy, but little boys like you don’t deserve pussy. You deserve shitholes.”

She turned around, bent over and pressed my face against her ass and sternly commanded:

“Lick it clean.”

I feel like I haven’t been able to speak a single word since she walked in the room, and now I’m licking her asshole, struggling to breathe, a first for me (among many firsts in this moment). It’s silent, just the occasional light moan and a harder pull on my hair. I still don’t dare touch her with my hands.

Eventually, she pulls my head away and tells me to stay put, and I hear her going through her purse. I don’t even dare turn around to look. I hear her giggle, and tell me:

“let’s see how much of a man your are when I’m done with you.”

I’m still trembling, unable to speak. I think at this points she notices my trembling, because she let out a laugh and said:

“Aww the little boy is nervous. I knew you were unworthy to fuck me.”

Almost instantly, she pushed my head down and I’m on all fours. She comes behind me like a kind of doggystyle, and holds this pink thing up to my face. She said:

“I bet your little dick knows what this is, doesn’t it.”

I still stayed petrified, and didn’t answer. Big mistake (maybe lol)

“DOESNT IT!” She almost yells in my ear, as she knees me in the balls from behind. I let out a whimper as my y face hits the floor in pain, while I’m still on all fours. Ironically, I didn’t know what it was, so I wouldn’t have been able to answer even if I wasn’t petrified.

While my head is in the floor, I feel my hard cock slide into something, while she laughs. It was a flashlight. I had honestly gone my whole life to that point without ever seeing a fleshlight. But I looked at my dick and there she was, pumping away with it.

“I bet this is the most humiliating way you’ve ever cum” she said in a laughing voice. I was so hard, I knew I was gonna cum quick, and I think she did too.

“You better tell me when you’re going to cum.”

I could still barley speak, between the fear and the pain, but I was about to cum. Quickly I said “I’m going to cum”, and she pulled the fleshlight out halfway. I finished with her laughing ,holding the pink fleshlight on my hard dick.

This next part was somehow the most humiliating, yet the part that I somehow keep thinking about, and keep getting hard.

There must have been some latex lining in the fleshlight, because she walked around to me on all fours, and dangled a baggy looking thing with my cum all in it.

Giggling, she sternly grabbed my face and the giggling went away, for her to command me:

“Open your mouth”.

I knew what was next , and I tried to cower away, but it was to no avail. She pushed the bag thing in my mouth and emptied the cum , and I stayed and took it, I stopped fighting it, I closed my eyes and gagged, while she laughed at me. She told me:

“Keep this in your mouth until I return.”

She got up, walked behind me, gave me another kick to the balls that actually sent me fully to the floor. She grabbed her bag, walked out, and she never returned. She left me there in the floor with my own cum in my mouth for maybe an hour, past midnight.

She changed my life, and I never even learned her name. But Goddess if you’re reading this, please reach out ???

NSFW: yes

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