Niteflirt Phone Sex Cuckolds

My Niteflirt Phonesex line has been keeping me so busy lately.  I have this new caller that just can’t get enough of my favorite strap on!  You know the one…it’s a realistic looking ten inches, sooo nice and thick!  I love how he can’t wait to be on his knees infront of me, looking up to my eyes as he slides that masssive dick into his sweet little mouth!  And what’s even better is how he’s so anxious to bend over and spread his ass cheeks, ready to take all ten inches nice and deep for me!  The thing that makes my little cumrag sissyboi so special is that he shoots his sad little load without even touching his teenie four inch dicklette!  I have to coax him along to slow down!  He knows he is not permitted to cum without my express permission!  And he obeys so very well!  Not everyone is capable of cumming without at least some enouragement from their well-practiced stroking hand…but this little sweet subbie doesn’t even touch his puny weenie!  The thought of taking my thick strap on is enough to send him exploding helplessly!  And I just love to tease him…making him wait, forcing him to hold back, balancing him right on that edge!  Only when I sense he can’t take much more do I allow him release.  And, believe me, he is always so grateful.  I’m sure I’ll hear from him again soon…and I hope he’s ready to be on his knees, begging for me to use him as the entertaining little pet that he’s become.

I told you how I had taken my pantyboi shopping for his new wardrobe…now THAT was alot of fun!  But what I did for Halloween…mmmmm…that was priceless!  As soon as it was dusk, I took my little sissy, who was all dressed to the nines, and made up with bright eye shadow and slutty red lipstick, out in a nearby neighborhood.  You should have seen how nervous he was…being out in public in all of his finery.  In fact, you could tell he was terrified.  But thinking of telling me NO…that would never happen, and he knew it.  I was wearing some of my favorite leather…skirt, halter, thigh high boots. We made quite a pair!  We arrived infront of an average-looking house, and I told my pretty little sissy to get out.  I handed him a trick-or-treat bag (it had a cute little sequined halloween kitty on it), and told him to get busy.  He walked with perfect, careful steps in his stiletto heels up to the front door, turned and glanced back at me, then knocked.  The look on the poor old woman’s face that answered the door…oh, what a moment that was!  She looked him up and down, and commented that he certainly had chosen an interesting costume for Halloween!  She glanced back at me as I informed her that NO…he wasn’t in costume…this was the way he dressed ALL the time…and I smiled.  She look perplexed…and a bit frightened…and gave my pretty pantyboi some candy, then quickly shut the door.  We went on to a number of other houses, other trick-or-treaters looking on with confused and amused faces.  I could tell sissy was mortified…and aroused!  He strutted his stuff for the entire neighborhood, his teenie weenie rock hard under his little skirt!  When we got back in the car to leave, I made him lift his skirt and show me…and the sight of his mini-dick in his lace panties showed just how right I was!  He thanked me for the good time he had…tears in his eyes!  That certainly will be a Halloween he will never forget!

I’m sure you’ve all been wondering how things are going with my new sweet panty boy.  Well, yesterday, I decided to take him shopping!  Of course, he’s been wearing lacey panties since day one, but I really needed to complete his new transformation.  He was so excited when we arrived at the lingerie department!  You should have seen the tiny little bulge his teenie weenie made in his pants as he carressed all of those delicate materials!  I found him a few matching bra and panty sets…bright pink, lavendar, black and, of course, a nice slutty red.  We went on to buy plenty of thigh highs with lacey tops (so sexy), a few short shirts, and some little little low-cut sweaters and blouses (even one that shows of his tummy!).  But my favorite was shoe shopping!  I had made sissy boy wear pantyhose under his trousers, so he was already to slip his feet into the high stiletto heels I was picking out for him.  We chose a few different pairs…some nice sensible pumps, strappy sandles…and I wish you all could have seen him trying to walk in them in the shoe store!  Of course, everyone was watching…which had my sissy the brightest shade of red!  It was all very amusing! 

So…today, we began our walking lessons.  I allowed him to choose which pair to practice in.  He’s been stumbling around the house, tending to my needs and whims all day in his red patent leather pumps.  I know his poor little feet must be killing him!  But I told him he has to wear them all day!  Practice makes perfect!  I can’t wait to dress him up for tonight!  My boyfriend and a few of his buddies are all visiting…and I want my sweet little panty boy to be all ready for them!  I can’t wait to see him in all of his finery, a cock in one hand, his mouth on another….  I just hope he swallows EVERYTHING!  I would hate for him to have to deal with all of those cum stains!

Just wait till you hear what I have in mind for Halloween!!

Although I’ve been very busy with my Niteflirt Phonesex callers, I have managed to continue “initiating” my new little subbie into the world of cuckolding. The other day, I finally introduced him to my strap-on. Sure, he was a little nervous…but he willingly got down on his hands and knees for me while my stud boyfriend sat back and watched. And, just for the record, yes, I was nice and gentle and even got out the lube for his first foray into strap-on sex. I wanted him nice and ready for my boyfriend’s thick cock…he just loves “fresh meat”. Oh, the gasp my little panty-boy let out when I finally penetrated that tight little ass of his! I reached down and, of course, his puny dick was rock hard! Just the touch of my hand and the hard cock in his puckered hole was almost enough to make him shoot his pathetic little load…so I took it nice and slow…at first. You and I both know that most men would never admit that they love the feel of a cock in their asses…but in no time, my little sissy boy was practically begging for the real thing! I got to sit back and let my stud take over…and he was no where near as gentle as I had been! Sissy did an excellent job for his first time…so I actually permitted him to cum that day! He was sooooo grateful!! And you all thought Mistress Tasha was so cold hearted! I always reward good behavior, as so many of my regular Niteflirt Phonesex callers know!

I’ve been having so much fun lately. Of course, I ALWAYS have a good time with my phonesex callers on Niteflirt…but lately, I’ve been breaking in a new sissy here in my private time. Hubby is not exactly happy that he has to take a “back seat” while someone new learns the ropes…but that’s just not MY problem! He’ll learn to deal with it…as he has in the past when I’ve taken on a new panty boy. There’s nothing like the thrill of watching a panty-clad, tiny dicked sissyboi take his first cock!! They’re soooo hesitant…are they afraid they just might like sucking cock a little TOO much?? How I enjoy holding their heads while my boyfriend shoves that ten inch piece of meat down their throats! You and I know how they crave that…to feel that throbbing dick in their mouths! Once they’ve accepted that, I love to just sit back and let my stud “play”! The look on my new sissy’s face the first time my boyfriend shot his load…talk about a Kodak moment!! And the look of triumph he had…knowing how he had pleased me! I can’t wait till I bring in one of my well-hung black studs…and maybe one of his friends, to really initiate my new little cuck! I’d love to share with all of you my plans…and I know you little cuckld wanna-be’s would love to hear about it while you jerk your teenie weenies!! So get on your knees, get on your panties…and call me!

Alright, all of you cuckold wanna-be’s…it’s time for you to quit playing with your teenie weenies and get serious!  Sometimes I think I am way too patient with you…all of the promises you make of how you will serve me as I deserve, your vows of loyalty and devotion…and then you sit back with your dicklettes in your lace panties waiting for your Mistress to tell you what to do.  Did it ever occur to any of you that maybe YOU should be the ones to step up and prove yourselves to Me?  What I’m trying to say here is that it’s time for you to take those panties off your heads and get your wallets out!  Actions speak so much louder than words, and those of you who just “play” with the idea of being owned by a Mistress as hot as I am…well, you’re a dime a dozen!  You want to stand out in that sea of panty-wearing sissy cocksuckers??  You know what you need to do!  Have you noticed those Tribute buttons?  They aren’t just there for show, you know!  Time to use them and take your place as a member of Mistress Tasha’s worthy cuckolds!  You know you want to win my favor…to be seen as one of my little, special pets!  Demonstrate your sincerity…the rewards are so plentiful, as a few of you know!  I’ll be waiting…

As most of my regular Niteflirt callers know, I recently made available a recorded listing about how I introduced my tiny-dicked hubby into the world of cuckolding.  For any of you that have listened to this, you know what I’m talking about.  Any of you sissy boys out there who HAVEN’T listened to it yet, well…all I can say is Get Busy!!!  But what I want to hear from you all is what you would like to know about me and my life as a Mistress…what stories would you like to hear?  What adventures would you like me to share with all of you so you can listen and wank your teenie weenies to??  Yes, Mistress Tasha actually wants your opinions…I do like keeping my phonesex callers happy…and that’s usually by shoving a cock in their mouths…but this is your chance to actually request something of me…and you may not get this chance again.  So leave your sad little dicklettes alone for a minute and tell me.  I’ll keep all of you panty boys posted…

I had the most interesting phonesex call on Niteflirt yesterday.  It started out just fine…he introduced himself as my slave.  Well, that certainly is something I like to hear…so good to know that you’re aware of your position right away.  He proceeded to tell  me how anxious he was to worship my amazing Goddess Ass.  So far, so good, right?  He had such potential to be the most amazing cuckold…a perfect cocksucking sissy boy for my use.  Well, as I was grinding my sweet, delicious ass against his face…he started requesting that I use him as my “receptacle”.  Let me first assure all of you would-be pantie boys that I have no qualms about that.  Would I subject some of you sissies to being used in that way?  Of course…if I saw fit.  But to have a panty wearing, cocksucking ass worshiper insist I do this??  NO ONE tells Mistress Tasha what to do.  When I informed him that I would keep that in mind for future reference…if the mood struck me…the call was over.  He left…saying “I have to go now”.  Things didn’t go your way, sweetie???  When, exactly, did you think you were going to be in charge?  Were you actually under the impression that you were calling the shots???  I am always open to new ideas…but to have a tiny dick tell me what I was going to do?  Let’s get this straight.  You will suck cock for me when I tell you.  You will worship my Goddess Ass when I say so.  You will tribute me when I want…and you will NEVER tell Mistress Tasha what to do.  Know your place.  And, trust me…the rewards will be plentiful.

My work on Niteflirt is always soooo interesting. Alot of you sissies beg to serve me, want to show me what great cock suckers you are. But so many of you just want to talk…and that’s fine with me. I love hearing your sad stories about how tiny your cocks are…so incapable of really pleasing a woman. Those little dicks are basically of no use to anyone…especially to this Goddess. And it pleases me to know how you have all realized that you are best off just getting down on your knees and being the panty wearing cocksucking cum sluts you were meant to be. Isn’t it amazing how once you have taken that plunge and given into your secret desires to suck a huge dick that you can’t seem to get enough??? You love being used as a fluffer…and indulging in that cream pie. Mmmmm….I happen to have one especially prepared just for YOU. So take your tiny little cock out of your hand and start dialing…Mistress Tasha wants to hear your story.

I’ve recently acquired the sweetest little foot slave.  He has called me a few times on Niteflirt…and there’s nothing he wouldn’t do for my perfectly pedicured feet!  And summer time is such fun…all of those strappy sandals.  We talk about how we would go shoe shopping together…his little cock gets so hard thinking of me slipping my feet into all of those shoes and modeling them…teasing him with the sight of me wearing high stilettos, or even some colorful flip flops.  I do so enjoy my regular pedicures…having my feet pampered, polished to perfection.  He was salivating at the thought of me running my feet slowly up his leg…edging slowly to his cock.  Of course, I insisted he worship them properly…kissing them, each little toe, the delicate arch.  He should feel honored that I allow him to please me this way.  He is so very entertaining in his adoration.  I can hear his breathing becoming heavy as we chat about him on his knees, bending low to kiss and lick.  I tease him with thoughts of allowing him to stroke his puny little dick as he does this…and to finally shoot his pathetic load all over my feet…just so long as he cleans them up afterwards with his eager little tongue!  I may have to spoil him and take some pictures of my next pedicure.  Wouldn’t you just love to see those photos?  Better yet…wouldn’t you LOVE to pay for that pedicure??  Just think how honored you would feel knowing you’re spoiling your Mistress properly.  I need to call today and schedule my next appointment.  Which one of you is going to demonstrate to all the other wanna-bes how to please Mistress Tasha?