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.

I’m sure most of you know I took a few days off last week to head north and enjoy some fun  with friends.  These particular friends live very far north on an island so our visit involved a ferry ride.  No, not a FAIRY ride, lol.  It’s been a long time since I’ve been on a ferry and I tend to get a bit seasick so I made sure to load up on dramamine before we boarded.  Little did I know that I would be much more relaxed than I had planned.  In fact, I was so relaxed, I decided to get a bit amorous on the night ferry ride, under a blanket.  Well, more than a bit.  It was a romantic feeling, wrapped in a blanket in the dark, seeing the city lights fade from view and the island in the distance.  It was a gorgeous summer night, skirting across the water in silence as we sat on the observation deck, under a blanket.  We quickly noticed we were the only ones on the observation deck that late at night.  Naturally, my cock teasing ways went into full throttle the more I relaxed and the warmer I got under that blanket.  Soon, I was kissing and caressing him, my hands wandering into his pants.  His breath was coming a bit faster as he got more excited and I could tell he was enjoying my fingers gently stroking his hard cock.  Thankfully, I wore a skirt for this particular trip so I climbed up on his lap and put that wonderful hard on to some good use.  It felt fantastic, watching the ferry boat travel across the water, feeling the vibration of the engine in our bodies and feeling him inside me.  I must say it was the most enjoyable ferry ride I’ve ever been on and something this femdom hasn’t done before.  I think I found a way to cure my seasickness, to say the least.

Phone Sex Fun

So, I’m now back home and very relaxed from my mini vacation.  I really enjoyed it and I feel completely rejuvenated.  I had some great fun with a few of my favorite sissies the last few days.  I have a particular little sissy fag that loves wearing diapers and I came up with the idea of filling her sissy diaper with chocolate pudding just for fun.  I mean, it’s hot out, so why not have some cool fun?  I think next week we’ll fill that diaper with some water and freeze it for a cold experience!  I also have some beautiful sissies that I’ve shared salon tips with and gone shopping with as well as taught them a few things about becoming a true sissy fag.  I talked to a very dear cuckold that has been my customer for a few years now and I love how the cuckold relationship has evolved for him.  One of the things I think I truly enjoy about talking on the phone sex lines is seeing people grow and hearing how their lives change as they develop that kinky side of themselves.  It always makes me smile.  Let’s smile together soon, shall we?

Tia

Whenever I get a man with a cuckold fantasy on the phone sex line I want so badly to be one of his wife or girlfriend’s closest friends.  Why would I want that, you ask?  Because being her close friend would enable me to convince her to begin the slow torturous humiliation of cuckolding him.  I would tell her how the guys at the gym or nightclub are always checking her out and she’s doing a disservice to them by not at least acknowledging they exist.  Besides, she has told me how inadequate you are and it sounds like you deserve it if she sleeps with someone who can please her.  In fact, I would be willing to bet you even expect her to.  It’s not like you’d ever leave her, you worship her.  After all, she isn’t getting any younger and if she wants to find out what it’s like to fuck a real man she’d better do it while she has the opportunity and the body.  Yes, I would instigate the whole thing.  I would introduce her to some athletic stud who has the stamina and skill that you obviously don’t.    I would even convince her that you actually want to be submissive.  I’d point out to her the way you dutifully do as she says and wait on her hand and foot.  I’d wear her down and soon your slut wife or girlfriend would be staying out all night in a motel room with this fine young stud I introduced her to.  Of course, she’d never know that you were hoping for this all along.  You can thank me later, cucky.

I talked to some interesting men last week.  One in particular I was very touched to speak with as he was one of  Ms Trish’s customers.  We talked about her and how much we miss her.  It was a nice conversation.

My chastity boy made it ten weeks and in honor of my birthday I let him finally have a much needed release.  It was so nice to hear the relief in his voice.  I just hope he doesn’t make the mistake of thinking my kindness will continue! 

I have had so many of you lately wanting to do roleplay fantasies.  It’s been a blast.  I love roleplay of any kind, it really gets my creative juices flowing, among other things, lol.  I have to say I was very wet the other night and it was due to you boys and your erotic imaginations.  We played all sorts of games.  I was everything from an ex wife to a cockteasing neighbor to your best friend and gym partner.  It was great. 

I’ll be taking calls tonight and most of the day this Saturday, the 27th of February.  I’ve also updated my schedule, finally.  So, give me a call and wish me a happy birthday.  I’d love to hear from you.

Kisses,

Ms Tia

Some of you know I became a married woman this past year. Being married has afforded me more opportunities to experiment with chastity and sensory deprivation. It’s been a fantastic journey and I have been able to pass those experiences on to you, my sweet boys.

Lastly, and sadly, we lost a Mistress this past year. Mistress Tara passed away last month. We are all saddended by this but Mistress Tara was such a wonderful and uplifting spirit, always full of fun. She would never want us to be sad, we know that. Some of you in our adult chat room knew her as your spank mistress. She was always the one telling jokes and laughing with the boys, as well as the other mistresses. Mistress Tara was the creator of our beloved Sissy School beauty pageant. She loved her sissies and strived to make each one feel special and accepted. Her sweet spirit and infectious laugh are the things we want to remember most. We will be holding a tribute to Mistress Tara in the adult chat room this Saturday, January 2nd from 10-11PM Eastern. We will also be doing a rebroadcast of our Mistress Interview with Mistress Tara during that time on Cock Radio. Please join us if you can!

Happy New Year!
Ms Tia