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Naturally, a Cuckoldress

My First Adventure in Cuckolding

I was speaking with a client the other night and he asked me a question that I get quite often.  The question was, “Have you ever cuckolded someone?”  Well, naturally, I have cuckolded many men.  But he specifically wanted to know about that first time.  To be honest, I didn’t know there was a word for it that long ago.  It wasn’t something I had planned to do or even discussed with my current lover.  It was just something that happened.  You see, Joe, my lover, wasn’t exactly spectacular in the lovemaking department.  But he was a nice guy and he spoiled me rotten.  I had always gravitated toward older men and Joe appealed to me on many levels.  He took me to the best restaurants and bought me the best clothes and perfume.  Being young and in college it was “cool” to have an older man fawn over me and take me places.  As I said, he was “ok” in the bedroom.  Nothing spectacular, to be honest.  In fact, what he didn’t have in penis size he made up for in money and he was very attentive.

I expressed to Joe a desire to join a very prestigious health club and of course he eagerly whipped out his credit card.  Little did he know that this would begin his cuckold journey.  I went to the health club daily and I loved it.  There were a lot of great classes, taught by excellent instructors.  One class in particular quickly became my favorite for a few reasons.  One, it moved quickly and had very hip music, which I love.  It worked me hard and I love to work hard.  But, the other reason was the instructor.  He was FINE.  I mean F-I-N-E.  He was handsome and muscular without being overbuilt.  I wasn’t the only girl that had a crush on him though so I assumed my chances were next to nothing.  Besides, I had Joe, right?  Wrong.

One night I went out with some friends from my dorm and we hit a few new clubs.  I just happened to run into the instructor from my class at the third club we went to.  I was pleasant and we chatted a little.  He even bought me a drink.  But, then, one of the girls I was out with whispered in my ear that she had heard he had a monstrous cock.  Well, that was all I needed to know and I made it my mission to bed him that night.  After all, Joe would never know.

I was successful in getting him to take me home with him that night and I just couldn’t get enough of him.  He did have an enormous cock but it was more than that.  He was a fabulous lover.  He worked me out even  more than in his classes and I was putty in his hands.  This went on for awhile.  A few months to be exact.  I had to really juggle seeing Tyrone (that was his name) and Joe.  I didn’t think there was any harm in getting from Tyrone what I wasn’t getting from Joe.

Then, it happened.  One night I was leaving a restaurant with Tyrone and we ran into Joe.  Joe was shocked, I could tell.  But, it was even more shocking to me when he called me the next day.  I thought for sure my days of having an older sugar daddy were completely over.

I went to see Joe and he told me how turned on it had made him seeing me with Tyrone.  He said all he could think of all night long was the thought of me being fucked by that big beautiful black man and he imagined that huge cock inside me.  He said he had never had such an intense orgasm masturbating as he had when he was thinking about me and Tyrone.  He asked me to tell him all the details and he was sure we had been sleeping together.  So, I did even better for poor sweet Joe since I had just left Tyrone’s bed less than an hour before showing up at Joe’s house.

I slid off my damp panties which were still slightly sticky from Tyrone’s huge load and the fantastic pounding he had given me before I left.  I handed them to Joe.  He put them to his nose and sniffed them, and he smiled.  Although it was all accidental, I had become a cuckoldress and Joe had become a cuckold.  Thus began my first cuckold relationship.  But, not my last.

 


 

Through the Mirror of a Sissy

Looking Into a Sissy’s Mirror

I was wondering today, if I were a sissy’s mirror, what would I see? I suppose I would see all sorts of wonderful things, wouldn’t I? I mean, sort of like Alice in the Looking Glass or the Magic Mirror from Snow White, the mirror is an important part . . . → Read More: Through the Mirror of a Sissy


 

Nutcrackers and Cock Suckers

Nutcrackers

I know, it’s a play on words of sorts.  You know it and I know it.  But, anyone who knows me knows I love some occasional CBT phone sex action.  I just can’t get enough of it.  Some good old fashioned ball busting is still one of my favorite sports.  That’s why I . . . → Read More: Nutcrackers and Cock Suckers


 

Pretty Sissies and Fancy Faggotry

Pretty Sissy Fun

This week has been sissy week so far and I’m adoring every single second of it.  Particularly with the holiday season upon us, it’s even more fun to shop for sweet sissy panties and sexy lingerie together.  My absolute favorite thing for any sissy is to send them out for a . . . → Read More: Pretty Sissies and Fancy Faggotry


 

Hair Fetishes: The Short and Long of It

Hair Fetishes

Lately I’ve been having a lot of phone sex calls with the same theme; hair.  Now, these fantasies do take different turns.  Some want to talk about the bare and bald pussy and lack of hair.  They want to examine the smooth lips of the vagina and worship it’s soft sweetness.  Some . . . → Read More: Hair Fetishes: The Short and Long of It


 

A Message from My Chastity Pet

My Chastity Pet: An Update

I asked my chastity pet recently to write an essay about what chastity and being a chastity pet means to him, as well as why it is important to him.  I mainly did this because the poor dear has had not one but TWO accidents during his training and . . . → Read More: A Message from My Chastity Pet


 

Shopping Encounters and Wonderful Surprises

Shopping Encounters

I went shopping yesterday.  Now, normally I wouldn’t even mention the fact that I went shopping but this was quite a mentionable experience, to say the least.  I was in one of my favorite department stores, in the lingerie department as a matter of fact.  You see, the anniversary of my first . . . → Read More: Shopping Encounters and Wonderful Surprises


 

Cocksuckers and Crossdressers

Cocksuckers

I am, I confess, a cocksucker.  I love giving a great blow job and I pride myself on knowing all the little nuances and signals my lover gives out while I lovingly perform the art of fellatio.  I respond to his moans and movements perfectly.  I listen to his breathing and pay close . . . → Read More: Cocksuckers and Crossdressers


 

Naughty November

Naughty November

I love November.  I love watching the leaves change color here in Oregon.  The bright reds and russets and golds just amaze me.  Mother nature is a powerful woman, I’m sure of that.  In fact, she can be quite the femdom this time of year teasing us with her beauty and then . . . → Read More: Naughty November


 

Kinky Halloween Happenings!

Halloween On Cock Radio

I’m sure you’ve probably read the latest information on the Enchantrix Empire, haven’t you?  We’re having a Halloween Party this Sunday, October 30th Live on Cock Radio.  The party starts at 6PM Eastern and I’m lucky enough to be kicking off the festivities.  There will be some contests and naturally . . . → Read More: Kinky Halloween Happenings!