Posts Tagged ‘strap-on sex’
panty wearing sissy boys love Princess Tawny
For a while there, all the fetish phone sex calls I was getting were revolving around the small penis humiliation fetish… but lately, all the little sissy boys have been coming out to play! Pink panty wearing, cock sucking whores, they’re all infatuated with my strap on cock and how I love to tease them with it before impaling them on it! LOL
Some of you sissy bitches are so desperate to get fucked that you’ll use anything laying around the house, I’ve noticed. Last night, a shy little sissy called me for the first time with his plaid thongs on, and confessed to having a big black screwdriver (of all things) to fuck his gaping hole with. Of course, I told him that wouldn’t do at all, the next time he calls me he will have a large black life-like cock to prove he is a slut! That lil bitch did love his screwdriver though! LOL
Tonight started out with a sissy bitch in a pink thong, begging to be fucked like a cum slut. He had a visual of me in ponytails, fucking him with a nice big strap on… but of course you cum dumpsters know that’s not enough to prove to me what a whore you really are, so I gave him the whole two cock (one live, one strap on) treatment. Poor lil bitch lasted all of four minutes before he was thanking me for fucking him like a whore. LOL! Eh, I don’t expect much from slutty little sissy bitches anyway. I know how easily you girls blow your lil loads.
Which is why I fully endorse the use of chastiy in sissy slaves! Chastity through the devices I’m so fond of, or the more entertaining and useful method of bondage. Tie up a little dick and suddenly you cock loving sissy boys have much more stamina! LOL Call your Princess tonight and get used hard, I love it when you entertain me! LOL

Panty sniffing sissy boys that crave strap-ons
Hello, my little dicked bitches! What a great weekend I had… did ya miss me? LOL I’ll be on taking calls tonight on NiteFlirt, so be sure to click those call buttons, and load up your accounts, Princess is feeling greedy tonight. Oh, and bring your toys, sluts, I won’t believe you when you say you don’t have any!
For example, the panty sniffing sissy bitch that called me today … he didn’t mention the vibrator he was massaging his lil dicklet with (over the panties of course) until I asked him about toys. See, I can tell when you sluts are craving cock… you know, when you NEED to be fucked. Good lil sluts offer to entertain me with the use of their toys, they don’t wait for me to ask about them.
I’ve been in the mood to hear horny little slut boys use their most lifelike cocktoys on themselves. Don’t hesitate to be the next slut to amuse me!
Humiliating tease and denial with a side of forced intoxication, please!
Who would have thought that a simple length of leather would hold so much power over a grown mans cock? LOL I had a nice little game of humiliation tease and denial with one of my regular fetish phone sex callers last night, and I’m sure he remembers very little about it today!
That’s the most amusing part of the forced intoxication fetish, to me… the fact that the subs who play this game very rarely remember the details of each session. What a great time to have them turn on their web cams! LOL Watching a fully teased sub on his knees, begging for release while I name the tasks he’s to perform (can you say strap on cock sucker?) before I’ll consider what he wants… well that’s just another of my favorite phone domination activities!
Bondage, humiliation, tease and denial, forced intoxication, financial slavery… if any of this things make you want to know more… call me… nothing conveys the nuances of these fetishes quite like participation!
:ringx:
Obscure fetish roleplay phone sex
I guess I’m just the “extremes” kind of fetish Princess… cuz I hate regular phone sex roleplays. If it’s something that I really do, or feel is not outside the realm of possibility, it’s not roleplay to me, it’s PLANNING. LOL! It takes the really extreme, or obscure fetish desires to get my fetish phone sex roleplaying skills lubricated (heh).
For example, so far tonight I’ve hit on the shrinking fetish (aka giantess fetish), strap on femme domme, castration, cuckoldry… some of which may not sound “extreme”, right?
LOL Ok, so… combine them! If a ‘shrinking cuckold that winds up castrated after being used as a strap on condom’ isn’t a tad extreme to you, well… then you definitely need to call me and tell me what your idea of extreme is! LOL I *so* enjoy these types of calls :heartbeat:
That’s the thing I love most about this lifestyle… there’s always a next step… a new extreme. Let’s talk about it :newangel: If my phone lines aren’t available when you are, remember to arrange a call with me on NiteFlirt… here’s how. I’ll be available late evenings (EST) and possibly a few hours in the afternoons. (All weather dependent, remember, it’s riding season LOL)
The new year brings bois back to their fetish Princess every time!
Some of you more devoted subs may have noticed some down time here in this journal earlier this week. Yes, Princess was busy re-organizing and updating the site a bit. Did you think something had happened to me? Poor sissy bois, I know some of you had panic attacks, :sissytears:… but never fear, I’m here to stay LOL. As long as you good bois have fetish weaknesses to exploit, I’ll be here to take pleasure in doing so! :bratpfft:
The phones and emails have been crazy ever since New Year’s eve! :ringx: Don’t get me wrong, I love being busy :money2: :duh: but some of you bois can drain a Princess of all her good energy LOL. Take last night for example…
One of the loserboys with tiny dick syndrome and a need to be denied orgasm contacted me and wanted to experience a tease and denial session that makes him cry in pain and the need to serve. Well, after having stood me up on one appointment due to fucked up finances and poor planning on his part, I made sure to take his lil dicklet for a loser bitch boi adventure that he won’t soon forget! LOL
I think the most entertaining part of the session was when I made him dance around in his lil girly panties for me on cam. :roflmao: I hadn’t laughed that hard in a long time. This poor lil loser boy was so anxious to please me and make up for his bad bahavior that I could have sworn I was looking at Mr. Bean dancing around like a dude from that movie with all the loser male strippers. It was hilarious!
I especially loved the way the little bitch was doing anything I told him to, and FAST… because he knew he had royally fucked up by having to rearrange our appointment. I allowed him to believe I wasn’t going to punish him for a while before the bitch fest started. LOL :rant2: It wasn’t until his loser boi ass returned from kneeling in the mud at the local Quicky Mart while taking digital pics as proof of his need to serve me that I truly layed into him with the verbal abuse and relentless teasing.
While all this was going on, another one of my sluts from the past returned… the tiniest dicked shoe fetish whore I’ve had to date… he also came crawling back after I punished him with denial of my attention for being a bold little bitch. Sometimes you sluts need to learn a lesson, and I know that denying you any and all contact with me is what will hurt the most, so that’s what I do when you don’t behave. A few email exchanges later, I went back to punishing my little loser bitch boy.
All in all it was a great night, and my little loser bitch put on such a good cam show for me, that it wasn’t long before I had him lock up that little dicklet so I knew he would remain unsatisfied… he didn’t deserve to be. I had so much fun using and abusing him that I signed off for the night and went and enjoyed a real mans huge cock … I was so aggressive and demanding that I passed right out after one of the best fuck sessions of my life.
So, needless to say, I’m a happily satisfied Princess, up and alert early today LOL. Who’s ready to be used next? Don’t hesitate to call if you see me available, cuz there’s been a pretty steady flow of calls already today! I love my life hahaha!
:princess:
Princess turns you into her cocksucking sissy!
Happy Thanksgiving to all my American bois! As I won’t be around until later tonight, I thought I would give you all some reading material to ponder while I’m away enjoying family. Now remember, no wanking! The story chapters I’m offering here are going to make you want to jerk off like a jackhammer, but you’re all going to behave and wait to talk to me on the phone, right? LOL I dare you! This one’s so hot it made me too excited to write it all at once! Enjoy~
The story sold in chapters below was a direct result of a mail from a sub that needed MY take on his favorite fantasy. He wrote:
i’m writing because i just came across Your wonderful listings while here in my office. i can’t call easily but i can accept mail.
i’m a white sissy who wants to be turned into a slut. like now, i often wear panties and nylons under my work clothes. i’m based in Italy where i work for a publishing company. one of my bosses here is a very bitchy, early 40s italian lady, who dresses to impress in heels, nylons and very fashionable sexy suits. i often fantasize that Fabiana, that’s her name, might catch me doing this and turn me into a total slut for her. i would call but she is still here right now so it might be tricky.
she also has an older personal assistant, Valeria, who is more of a BBW type but is also very bitchy toward me: in my favorite fantasy they both catch me and photograph me as a sissy and threaten to expose me.
thank You so much for Your wonderful listings Mistress.
The resulting story is still in progress, but what I’ve written for this boy is broken up into chapters below. Since I wrote this on the fly, while he sent me begging emails from his office, he paid a lot more for it, so consider this the ‘sales rack’! The story contains all aspects of forced feminization, chastity, forced cocksucking, female domination, punishment, cbt… and anything else my heart desired at the time I typed it LOL. Enjoy!
Click the
envelopes below to receive your NiteFlirt pay to view email. Prices are listed, and you must be a registered member of NiteFlirt to buy them. If you haven’t registered yet, do so now by clicking here to receive three free minutes on the phone with me LIVE! (Simply click one of my call buttons and choose the ‘Register’ button on the resulting page.)
6,119 characters of text in this chapter $10
*Part Two* The Aftermath
1,763 characters of text in this chapter $10
![]()
*Part Three* Going to the spa
3,522 characters of text in this chapter $20
![]()
*Part Four* Indoctrination
4,988 characters of text in this chapter $30
![]()
*Part Five* Indoctrination conclusion
3,916 characters of text in this chapter $30
![]()
Spanking punishment leads to D/s discussion

I got a very interesting call from a British sub earlier today. He was longing for the kind of ‘spanking’ he used to receive in school when he was a bad boi. Craving the amazing release that happens when you’re broken during an intence spanking is something I’m very familiar with, so his casual comment quickly slid into a discussion of the dynamics of Dominance and submission, which as most of you know, is something I’m a huge fan of.
He enjoyed boasting that he called my ‘roleplay‘ line because he was certain (being such a tall dude) that a girl like me couldn’t possibly bring him to administer a spanking to himself. Heh.
:laughol:
I know a few of you out there that know better already, and I was so very pleased to prove him wrong. Suffice it to say that I reminded him of the simple irony that amused me to the point of giggling; because he craved the realease of being broken to the point of tears, I would now “win” in this scenerio, no matter how it turned out.
See, if I teased him into administering a spanking to himself and brought him past the breaking point by causing him to cry due to pain, I win. On the other hand, if I tease him into spanking himself and don’t reach that point of release through pain… I still win, because he will cry from wanting it so bad and not getting it…. I win there too! If he didn’t even try, he would forever wonder if I was the one girl that could have made it happen, thus causing strife and inner turmoil forever… I win, yet again.
After hearing my logic, it was a very easy tease. This submissive male was so into pleasing me by following my direction that I was able to bring him to the brink of tears due to the pain he caused himself, even though he had begged for it to stop several times. I won on so many different levels of the D/s dynamic with this boy, he was literally stunned by the end of the call. I am starting to feel Domme drop set in, so will be putting my phones on as soon as I make this post so that you good boys can help make your Princess smile again!
:princess:
I just love when a spanking punishment session goes well, gets me off, AND the sub winds up sending me a sincere thank you note afterwards. Something tells me that this boi is going to suffer quite the sub drop tonight, into tomorrow. Talk to you soon bois!
Wow ,that’s pretty sore now!
I’ve never done that to myself before.
Can’t wait to speak to you again soon.
Thankyou Princess.

