Senior "lady"

By word-of-mouth, I arranged to meet a lady with an absolutely wicked reputation, in the BDSM community in my locale.

She was petite, grand-motherly, with short white hair, and a pair of the coldest blue eyes, behind heavy black-framed glasses, which sat low enough on her nose permitting them to study me dispassionately like a specimen on a slide.

"You realize what you're getting into - literally in this case? I have no patience with time-wasters, so be warned! I am proud to be a male sub's worst nightmare, particularly in my favorite 'sport' which is known as severe orgasm-denial and delay...I'm led to believe you are what is known as a "claustrophile" with much-vaunted lack of limits or limitations, so that, plus your obvious good looks and alleged "generous endowment" combined to attract me enough to make you this one-time offer...help me in my ongoing research into the psychology of absolute power, total control, and with my paper on torture techniques, hopefully to attract funding from the various agencies using such methods...so as I said are you SURE this is what you want? Because I will give it to you in spades, as the saying goes! "Wanked to death" is a common term, whose efficacy is thought to be dubious, but worthy of further research, which I am delighted to provide..."

"I'm sure, Ma'am...I understand and accept the possible consequences, and will even sign you a 'waiver' if that will help..."

"Good! You have 24 hours to put your affairs in order, or change your mind...think very carefully, then call me..."

Comments

Anonymous

by Anonymous on Aug 10, 2025 at 5:56 AM

I lived in this apartment building and the woman across the hall from me was in like her sixties and anytime I ran into her she was always telling me she would wear a man like me out with sex. One evening after a long day at work I invited her over to my place when we were riding the elevator together, she smiled at me and said Okay, I will gather up my toys and be over. She showed up with handcuffs, ropes, a few vibrators and want me to lay down on my bed and get tied up. I was thinking yeah, okay you old freak, why not? Turns out she was just a really dominating sexual woman, I never had so many orgasms given to me during sex, she stroked, sucked, vibrated my cock until I came like three times. she then untied me and said it was my turn, do my worst to her and she looked at me with these pleading eyes and said but just the head in my ass if you are into that, I wasn't but she seriously wanted it. Woman was a freak for sure but we had some great times together.

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Anonymous

by Anonymous on Aug 10, 2025 at 8:42 AM

I knew a pretty middle aged woman who lived in my town and specialized in male domination for her pleasure and her livelihood. She accepted g*fts from men in exchange for sessions under her rim chair.
I'm ashamed to admit she was slowly grooming me and getting me used to the idea that while I loved rimming her and having her stroke me off or doing it myself while shoving my tongue deep in her lovely and delicious arsehole.
The time came when she had me really giving her a rimming and her rectum was not empty. I just barely touched my tongue to something firm and almost instantly realized what we were doing and had a very strong climax shooting big ropes of cum in the air and on myself.
She let me clean up as usual and said she knew I'd like her surprise and from then on I never knew if she was going to do it again. She's sometimes be empty and sometimes not.
She never pushed it any further except to tease and excite me that one day I'd be ready for it but that never happened. I realized that I was acting out of the worst kind of a sex addiction and that before things got way too far I'd better pull back and reign in my own perverse sense of sex.
I have since met and married a sweet and lovely woman who also enjoys being orally pleased all over her body and she loves nothing more than sucking my cock until I'm cumming like a teenager again.

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