3 minutes of Free Phone Sex with Princess Jill: Sissy Humiliation Phone Sex

Archive for the 'Sissy humiliation' Category

Thursday, August 21st, 2008

Sissy slut likes it up the butt

Hi to all of my sissy sluts. I have been having a lot of fun with some of you sissyboys on the phone lately. I just love talking to you full-on sissy boys. It’s always so funny to hear how quickly you switch into that little subbie bitch that I love so much.

Gag on that cock bitch

Free Femdom feminization videos

It’s because I know you are secretly craving that cock and you know that you have to be a good bitch in order to get it. You pussy boys love nothing more than submitting to a pretty girl like me, you whisper on the phone… please princess fuck my ass. Please princess I really need that cock in my ass, lol. With pleasure slutbag. Turning a male into a true bitch is just too much for words to express how much I enjoy it. The power of standing behind you with your ass up in the air eager and open is intoxicating haha! Call Spoiled Sugarbaby Jill for sissy slut phone sex boy!

Posted by Princess Jill | Filed in Sissy humiliation | Comment now »

 

Monday, August 11th, 2008

Sissy cockslut phone sex

Hey boys, I had quite a lot of calls from you sissy cock sluts this weekend. You sissy boys who call for phone sex are too amusing for words but the ones that come to mind are laughing my ass off. It’s really funny how you all think how sexy you look in your outfits, dancing and prancing around your house, or some driving around looking to be total cock sluts. You all know what lot lizards are right? Hehe, I had one on the phone he was a total tramp! He loved hanging out in the rest stop parking places looking to score. He even does escorting lol so he must be a total cock slut. I told him if I was his pimptress I would have him getting more cock than he does now doing the escorting himself because I would put his ass to work lol. I’m greedy get out there bitch and make me some money lol! So anyway, I am available for sissy phone sex calls today, toodles.

Posted by Princess Jill | Filed in Sissy humiliation | Comment now »

 

Saturday, August 9th, 2008

Money pigs and sissy boy phone sex

Wow, this whole week has been nothing but money pigs and sissy boy phone sex. The other day my financial domination line kept getting slammed with guys calling in and letting me rake them over the coals real good lol. I just love it when a bitch-boy BEGS me to take all of his money. With pleasure sweetie pie, with pleasure lol.

Sissy boy

Sissy boy


Which brings me to my other favorite kind of boy who begs… the sissy pantie boy. LOL This morning was classic I had a coked out pantie slut on the phone squealing like a girl calling himself a faggot fruitcake lol I love it. Begging me to call him a fruitcake and let him suck and fuck some black cock. Like who am I to stop him from being a fairy fagboy lol? Go right ahead lol be my guest you little fruitcakes. I’m all about bringing out that full-fledged sissy bitch in all of you sissy boys and it makes me laugh. You like having princess laugh in your ears don’t you? It makes you feel like such a little wimp!

Posted by Princess Jill | Filed in Sissy humiliation | Comment now »

 

Monday, July 14th, 2008

Sissy Dennis little penis party

Sissy Dennis called me the other morning at like 5:00am. This perverted little sissy slut was wanking on his little wee-wee all night long and had made his little sissy wee-wee squirt about 5 times that night and was still calling to whack off to me telling him I was going to start sissy day care and he was going to be forced to attend lol. Sissy’s little clitty started to twitch when he thought about being in such close proximity with more sissy’s in dresses.

Read the rest of this entry »

Posted by Princess Jill | Filed in Sissy humiliation | Comment now »

 

Monday, June 23rd, 2008

Sissy husband phone sex

I really love it when I catch a sissy husband rummaging around in his wife’s panty drawer or through the hamper. They will call me up for sissy phone sex and tell me, I was just going through my wife’s panties and she doesn’t know I do this. I found a really pretty pair of panties and I feel like such a dirty sissy slut, Princess. They really get so very excited, they start dribbling and make a icky little wet spot in their sissy panties.

oh caught me with my little clitty hard

Is this what little sissy husbands like you do when your wife is away?

Read the rest of this entry »

Posted by Princess Jill | Filed in Sissy humiliation | Comment now »

 

Thursday, June 12th, 2008

Sissy phone sex with Jill

There really isn’t anything more entertaining to me than doing sissy phone sex. The sissy boys who call me are so completely effeminate and so into their sissy roles that there is really no getting them to break character. It’s incredibly fun to think of new ways to get a sissy boy excited by coming up with new sissy training or sissy stories in order to get into that sissy’s headspace.


Silly little sissy boy ruffling his frills


Read the rest of this entry »

Posted by Princess Jill | Filed in Sissy humiliation | Comment now »

 

Sunday, June 8th, 2008

Wannabe sissy boys need serious training

Well, lol I should have known that once I started to put it out there that I was looking for sissy maids to train that the little pathetic wankers would start crawling out from under their rocks and send me wanker mail. Ick, this one guy Doofus or something lol I don’t know what his name is but if he sends me another wanker email he is going to be blocked. Honestly, I don’t know why I didn’t block him already. Sometimes I just don’t pay any attention at all to these pathetic little sissy boys because that is what they crave so much, attention. What a sissy like this really needs is degrading humiliation. I mean some raw, unadulterated humiliation up his sissy ass lol. Hmm, I don’t know or maybe he needs a good ass fucking to shut his little whiny ass up once and for all. Whatever the case, he needs to realize his place and a good humiliation session is just the thing to cure him of his uppitiness. Stupid little sissy.

Best images, comment images, layouts and more for your profile on SparkleTags.com
Sissy Phone Sex

Posted by Princess Jill | Filed in Sissy humiliation | Comment now »