Archive for the 'Sissy humiliation' Category
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.
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.
Is this what little sissy husbands like you do when your wife is away?
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.
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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.
Sissy Phone Sex
Saturday, May 17th, 2008
Bobbyborn cock-sucker is a glory hole whore
So like earlier I got this call from a horny little fagot whore named Bobby. He just got back from spending the whole day at the adult book store sucking strangers off in the gloryholes out in the back. LOL you should have heard how worked up he was as he was tugging on his icky little dicky and telling me about how horny all that cock made him. Dirty little cum guzzler. He loves swallowing the pork sword apparently. SO much so that he scored 9 cocks this afternoon.
Here is what I find even more hilarious, he was going back tonight to get some more cock and hopefully get his dirty brown eye poked and fucked. Then he confessed how much of a dirty filth bag he feels like when he goes home and lets all the spunk drip out of his stretched out asshole hahaha! OMG some of you guys are the most vile, foulest, filthiest fucking fuck whore I have ever encountered. Well Bobby I hope your ass gets reamed real good and you call me back and confess to me later on tonight lolol! I will definitely be waiting up for this call.
Saturday, May 3rd, 2008
Sissy boy needed a spanking
Hi guys, Princess Jill here!
It’s been a few days since I had the chance to write in my sissy phone sex blog about any of the calls I have been getting. I made a new listing this week for spanking my sissy boys and I had a newbie sissy boy call me on it looking for a spanking. “Brooke” was being ultra slutty tonight and begged me to force him into wearing some slutty red lingerie because he was such a very naughty slut and needed a good spanking on his sissy bottom hehehe 
. The naughty little nympho was giggling the whole time I was telling him how much I would humiliate him with his slutty red thong on and bend him over my knee and spank him. You know he would be squealing and squirming and that little icky dicky would be rubbing up against my knee. The sissy boy came so hard he forgot his manners lol! There is something very powerful about women spanking men over their knee that just screams sissy bitch boy. After that call I was in search of some comic relief so I was looking around on some of the tube sites. I came across this hysterical video of a sissy pantie boy who loves showing of his schmeckle hahaha! It’s great, he got some real funny comments posted to him and I’m sure he just ate that stuff up because you know as well as I do that sissy boys love to show off their panties, just look!
Saturday, February 2nd, 2008
gloryhole sissy cum guzzlers
Before I started to do phone sex for a living I never knew that there were so many closet fagboys. Boy, the education you get when on the job lol. I can’t even tell you how many guys call me telling me they want to suck cock for me. They want me to drag them down to a gloryhole or they want to call me from one while they spend their whole afternoon slurping down man chowder. It sure does make a girl think about becoming a lesbian lol that’s for sure. So sluts I thought I would find you a good place for you to get your gloryhole fix
