Ben has been having a jerk off fest the last month and is feeling a lot of guilt and shame about it. He knows he’s only allowed to cum when I let him. His guilt will be to my advantage, though. He knew he had to be punished and that’s exactly what I did to him: one clothes-peg at a time. That Q-Tip seemed to smarten him up as well. He whined for permission to take it out but I wouldn’t allow it until I felt he had suffered enough.
I didn’t allow him to have a regular orgasm I ruined it and enjoyed watching it dribble slowly out his cock.
It’s a very special time in a girls life when she is taken to the lingerie store to get fitted for her first bra. For many sissies they knew that with the small size of their dick and their natural curvy chest that this day would be inevitable. But that does not make it any less exciting or embarrassing for that matter. Some of you might of noticed that I can easily go without a bra. That’s right 32 a cup for me boys, but some of my sissie callers like to have them much bigger. Which is fine but I do think they should look right with your frame. If you have very wide shoulders you can go with a much larger insert. The sissy featured below in this picture is wearing a B cup but I think she could pull of a C cup with out looking unnatural. I think you should go as big as you can get away with.
And I like my bimbo sissies even bigger when it comes to my white trash bimbo slut whores I don’t think you can get big enough when not just go for that double FF cup you know you want it. Richi2 and Gloria would look great that way I’m sure.
Loser Dave has retarded sperm but what’s to be expected. After all he did let his last real time Mistress scramble up his nuts with a crochet hook. *barf* He was so pleased that his sperm count came back low with no swimmers and lots of downers. Bahahaha I asked him if he gave his Mistress a bonus for a job well done, he said, “yes.”
He told me he had a syringe there I told him to go find some Scope then the games begun.
He might be your boss a co-worker, or just a peon either way you might want to check this out. Plastic-Wearing-Trash strikes again, this time he begged me to share his humiliation with you. I don’t know if he expected me though to advertise the name of his work place muse. I was playing around with echo features on the recording I’m so not a professional in recording but I thought it added a little bit to the recording. What I really want to know is do you think Jackie will recognize his voice? Leave a comment on the blog if you think she will.
I dated this guy in college: he was sooo hot and I was still a virgin. He played basketball and had rippling muscles. We had been going out for about a month when we decided to rent a hotel room. We had a romantic night all planned out. He had made dinner reservations at our favourite restraint. I had bought the sexiest outfit I could find at La Senza. I kept trying on the sexy panties, bra and cammie, looking at myself in the mirror and imagining what the first time going to feel like.
When we had previously kissed, he would fondle my breasts, but I’d always stop him there, because that always made me so excited that I knew if I didn’t stop there, I wouldn’t stop at all. I’d not seen his dick yet and had been watching lots of blow-job videos–I wanted to give him the best head he ever had. I would close my eyes and imagine what it would be like to have my mouth stretched opened by his big cock. After all, he was 6′4”–I just knew his cock would be at least eight inches, and probably bigger.
The night finally came, and we had a beautiful and romantic dinner. In the taxi I was sitting on his lap with my tits in his face, smothering his lips with my wet, excited mouth. His fingers played with my hard nipples through the fabric of my dress.
We get up into the hotel room, and when I walk out of the bathroom I look steamy hot. He’s in bed under the covers and I jump into bed with him. He rubs his hand all over me, quickly removing my panties and starts sucking on my tight pussy, slipping fingers inside me to prepare me for his cock.
He had me moaning so hard, I reached down for his dick and began to pull up and down on it. I kept waiting for it to grow, so I decided to suck on it, which he loved!! But still it was not growing very big although it was hard. Mmm.
I asked him if something was wrong, he said of course not. He told me he would stop if penetration was hurting me. I smiled. He laid me on my back and got between my legs. I couldn’t feel a thing. He looked right into my eyes and asked if it was painful. I asked if it was in yet. He said yes and started pumping me harder. I could feel his pelvis banging onto my pussy. But my cunt felt empty. I told him I couldn’t feel anything. He made a whimpering noise and tried harder but still nothing. Then all of the sudden he came.
“Is that it?,” I said. He told me it had been a year since he had sex. He stucks his finger back inside me and that felt better then his cock did. He had to finger-fuck and lick me to orgasm. I felt so frustrated that night. I left feeling the same way I as I came in: as a virgin.
The next day we talked he told me his last girlfriend had told him his dick was too small to please her, but he had thought because I was a virgin that it would please me. So I decided to measure his dick.
To his and my dismay it was only 2 and ¾ inches. I knew that he would not be able to take my virginity that way. He was just much too small. I told him that I loved him and wanted to be with him, but that I really wanted to feel what it was like to have a dick inside me. So I put him in charge of finding a well-endowed man for me to lose my virginity to.
Which he did enthusiastically, he got guys to write bios and send in pictures of their juicy dicks. He would print all of it up for me and over a glass of wine we would go through them all. I’d being wearing a shear skimpy nightie and he would be naked. Half way through of reading the bios and looking at all those huge dicks I noticed he was rock hard and dripping.
I held up one of the most handsomest cock pictures and placed it right beside his dick so I could compare closely his obvious amount of lack. Oh, he must have turned three shades of red. I reached down and squeezed it. It was about the size of one of those canned Money’s mushrooms; those cute little button sized ones. His little manhood was skinny in comparison to his little head. I slapped it and laughed at him. At that moment he grunted and had an orgasm all over my hand. Ewww
Well lover boi I guess we will put off looking at these bios till another night. When we can continue the tease and torture of your little pecker.
Almost all my callers do. They are so bad and so dirty really it’s shocking to most. Not to me but I do like to take the time with a nice leather belt to dole out some discipline. Don’t you just love the sounds a belt makes when whipped on the naked skin; that tingling hot feeling. I know some of my callers are so scared at first to spank their own ass nice and hard for me. But to their surprise they often turn out to me naughty little pain sluts.
You might be thinking there needs to be a reason to punish a sub. Sometimes I’ll punish someone after they’ve confessed a very naughty fantasy. Or if they have been disrespectful, but generally I just look for any reason any minor infraction because I love to give good hard spankings. I love the sound of the leather slapping on bare skin. The flushed look a nice white ass gets mmm very hot.
My favorite things to give spankings with are hands, belts, hair brush, wooden spoons, ruler and leather paddles. Do you have a favorite item you like to be spanked with? I love to have the guy bent over hands resting on his knees. He has to work on his balance that way. If his legs are spread a part I can get a good look at his package too, which I enjoy immensely. Watching that sack swing back and forth has I spank that sassy ass. lol
For the most part the men and sissies I talk to are sweet and polite and this is a non issues. Etiquette is just as important in everyday life as it is in your private or secrete life. I don’t care if you are calling for phone domination or getting a blog job from a 5$ crack whore there is absolute no reason not to be courteous and respectful. That is what defines a gentleman and it speaks volumes about you when you are disrespectful to any women regardless of the circumstances.
For myself I don’t care how much money I make off your ass if you can’t give me common courtesy I have no interest in talking to you. As my regulars now I give a lot of myself during calls a lot of love with a lot of hard edge kink. I’m totally respectful in the appropriate way to my submissive and demand nothing but common courtesy that due to everyone.
Unfortunately I’ve had to add phone rules to my niteflirt pages. I just want my good boys (you know who you are) that this is for the truly undeserving slobs out there that need awake up call. Ok so here they are just plain old common sense at it’s best.
Rules While On The Phone With Princess
You may call me Princess or Mistress.
You will tell me to the best of your ability what your kink is.
You will be open minded, but you are required to tell me what you do and don’t like. I may decide to test your limits.
Your job is to be a good little pervert for MY Benefit.
If you hang up without saying good-bye you’ll be sent a 20$ Hang Up Tax. If not paid in the next 24hrs I will block you.
This is Anna, he *cough* seems to think he’s a Dom male! Well that night I got him *cough* very drunk and made her (now doesn’t that sound better) Do very naughty nasty things to herself. Like for instance sticking a nice plastic dick up her ass. Then when her clitty got really hard I made Anna put on her cb 3000. She is a cheeky wilfull little slut but she’s no Man. And I for one will not submit to a sissy. A man with a 9 inch dick yes! Anna NO. She’s the type of sissy that gets off in putting a Mistress through the paces like we are supposed to beg her to sub for us. Ya I don’t think so. At the end of the day Anna you come home and put on your panties. Your male facade does not fool me one bit. You’ll NEVER BE A DOM MALE IN MY EYES. But for the fun of it lets have my readers vote.
This is why 50 year old men shouldn’t do coke!!! This guy bugged the hell out of me today. He phoned 9 xs to ask for another flirts extension number. Even though I got her on the call with us that was not enough he wanted to hear first hand from her what a loser he is and how his pictures are all over the internet. Well I can’t help if if he’s a slut. Sluts get themselves into trouble don’t they. Every time he called back I raised my price by a dollar.
He was hiding under the covers in his bedroom talking to me while his wife was downstairs, apparently there are pictures of this guy sucking dick online too. LOL Jack I hope you read this I’ll be sure to send you the link. Your so dumb when you are high Jack of course I’m going to make you pay for being so weak. If you don’t want to be used like a 5$ crack whore JackAss then stop acting like one.
Jeffie finally got around to leaving the Princess some feed back!!! I didn’t let that bitch stroke for me at all. He did however spend a good hour or so groveling and begging to suck dick. It was nice for him to leave feed back after being such a gay lord. My girlfriend Princess Candace thought he was truly revolting she only hangs with gorgeous Alpha Males that are capable of meeting her sexual desires not some small cocked faggot like Jeffie.
I have to confess though I get off on the power of turning beta males into faggots I mean how else can they amuse me?! It’s not like they can give my pussy a good boning. Watching some weak spineless man down on his knees sucking cock, I don’t know it does really make my blood boil. Maybe because it’s so taboo. I mean men are just not supposed to do that type of thing right?! I’m bisexual myself but it seems way more natural for women to be with women then men to be with men. That’s just my opinion but I think others would agree.
I love being a woman, it’s the best I can fuck woman and men, and nobody bats an eyelash. I wield ultimate power yet, am very tiny and petite so that men want to protect me. I’m very independent though taking help only when I want it and dismissing overtures that I don’t want. The submissive guys are always trying to help their way into my life. I have about 10 guys that I could call on this very second and they’d leave work to come help me. Awww aren’t they sweet, it’s not like I blow them ROFLMAO!!!!
They just want to serve me, be around me and some beg to be dressed up in my pretty clothes. *sighs* My sissy bois adore me and I enjoy dressing them up and using them like the sluts they were born to be. I need to end this sissy fag chat now I don’t want to scare off THE REAL MEN THAT PHONE ME!
