Tag: sissy

350 Comments

Wimpy Sissy Loser

  By Humiliation, Losers, Phone Sex

wimpy sissy loserSissy Rick is still a sissy loser wimp (duh).  He is so desperate for a certain girl to notice him, but she never gives him the time of day.  That’s because he’s so pathetic.  He would to anything to humiliate himself in front of her and her boyfriend, so here is a list of things this sorry excuse for a man will pay her to be allowed to do:

  •  Humping her lawn naked…  $25
  • Removing her boyfriend’s clothes…   $35
  • Ricky has to pay every time she fucks a real man…  $50
  • Washing her boyfriend’s car while naked, wearing pink flip flops…  $20
  • Buying every one in her favorite bar drinks while he is forced to stand around naked in high heels like a sissy loser…  $25 + cost of drinks
  • Serving her and her boyfriend breakfast in bed right after they fuck…  $40
  • Mowing her boyfriend’s lawn, naked in high heels…  $30
  • Speaking to her on the phone…  $10
  • Leave her a voice mail or send her a text… $5
  • Receiving a text from her…  $5
  • Doing all her chores and laundry while wearing a maid’s outfit, while she fucks her boyfriend…  $60
  • Being the ‘towel girl’ at her workplace…  $50
  • Being allowed to pay for her and her boyfriend to go on vacation…  $100 + the cost of the vacation (first class all the way – Ricky will be the gopher for them while they are away)
  • Being in her presence and not being allowed to touch his little Ricky sticky…  $50
  • Hand washing her boyfriend’s dirty underwear…  $10/pair
  • Blowing her boyfriend…  $75
  • Jerking off while outside, naked, wearing high heels, in front of her and her boyfriend and all their friends…  $250
  • Jerking off while outside, naked, wearing high heels, in front of her and her boyfriend and all their friends and not being allowed to squirt…  $300
  • Being forced out of the car naked and made to walk home in high heels…  $45

Ricky is so pathetic he will do anything that she tells him to.  He’s been drooling over her for years now, but she always ignores him.  Hahaha.  I guess it’s because he is suck a dork.  She knows that he is a wimpy sissy loser and that he will do anything she tells him to, no matter how humiliating.

 

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Sissy Pussyboy Humiliates Himself

  By Feminization, Humiliation, Phone Sex, Sissies

sissy pussyboy humiliates himselfI love making this sissy pussyboy humiliate himself over and over and over.  Is there any doubt who it is?  Sissy Rick – of course!

Now the entire world can hear Sissy Rick humiliate himself in his very own words.  Hahaha.  In fact, if you click on his picture, Ricky will speak and humiliate himself.  Here are a few more audio clips of the sissy pussyboy emasculating himself:

Pink High Heels

Sissy Loser

All Over the Internet

Ricky’s new profile on Date Hook Up!

Eventually, someone will give these clips and pix to the girl Sissy Rick is hopelessly infatuated with.  She doesn’t give him the time of day, though.  But, as I continue to embarrass and emasculate him, there is more and more of a chance that someone will show the object of his pathetic affection exactly what Ricky really is (click on the picture to hear it in his very own words!).

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Naughty Sissy Boy Gets Punished!

  By Feminization, Humiliation, Phone Sex, Sissies

I had to punish one of My naughty sissy boys the other night.  I think it’s kind of funny when you sissy sluts try and test Me.  Even the little bit of testosterone that sissy faggots have sometimes gets all worked up and you sluts think that you are actually men.  Um… yeah… sure.  Hehe.

Double click on the pic to see his video!

Anyway, this naughty sissy boy was putting an ad on Craig’s List for a nice big cock or two.  But, he thought that he would test Me and act like a little bratty girl and say in the ad that he wanted some cock or a femme domme that he will serve as a slave.  Then, he sent Me the link to the ad.  Big mistake.

I mean really!  Did he think that I would just let that slide?  I always say that you sissy sluts can serve or call whoever you want.  Just be warned, that you will get what you deserve.  And, of course, you’ll be back… begging for My attention like the horny little whores you are.

So after I saw his cock sucking ad, I told him to go find another Princess if that was what he wanted.  Hahaha.  It took about 10 seconds before he was begging and pleading for Me not to be angry with him.  And, to be honest, I really wasn’t all that angry.  But, he didn’t know that (guess he does now – lol).  I just had fun punishing him and making him scramble around, getting his panties in a bunch (his words, not Mine), trying to get Me to forgive him.

So, My naughty sissy boy got punished and had to make Me this video.  It’s pretty humiliating, I think.  He also had to send Me a tribute and apologize over and over again.  I love controlling and emasculating you horny sissy fags like that.  I had him totally worked up into a sissy frenzy – what a silly girl!

In case you can’t see the embedded video, you can watch the shaved sissy boy here.

57 Comments

Sissy Rick Needs to be Humiliated (Again)

  By Humiliation, Losers, Phone Sex, Sissies

sissy rick needs to be humiliatedSissy Rick is such a dumb ass and needs to be humiliated (again).  He keeps deleting his NiteFlirt account, thinking he won’t call Me anymore.  But, of course, his pathetic little dicklet needs Me and needs Me to embarrass and emasculate him.  So… of course, he makes new accounts all the time and keeps calling Me and spending all his money.  What’s the difference anyway, it’s not like he will ever have a girlfriend, he’s too much of a jackass.

Here’s Ricky’s new profile on adult friend finder! (oh well, his profile got deleted)

Here’s Ricky’s new profile on Date HookUp! (oops!  Ricky’s profile got deleted because he’s such a loser)

26 Comments

Pathetic Sissy Loser Exposed!

  By Feminization, Humiliation, Losers

sissy clean up boyPoor Sissy Rick.  He just can’t leave well enough alone.  Well, now this pathetic sissy loser is exposed for what he really is…  a wimp, a jackass and most of all – just a LOSER!  Check out his profile on collarme.com/sissykeeper (oops, this site doesn’t exist anymore).  And here is his picture – what a moron.  This sissy pussy boy needs to be bossed around and forced to be a sissy maid wearing high heels and a bow in his hair.

Please tweet this post or post it to Facebook.  Ricky needs all the exposure his pathetic sissy ass can get.

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Sissy Loser From Indiana Strikes Again

  By Humiliation, Losers, Phone Sex, Sissies

sissy loser from IndianaSissy Rick the total loser from Indiana strikes again.  I guess he couldn’t stand not being the first post anymore and had to send Me another pic.  What a dumb ass.

Make sure you check out the big bow in his hair, his hairy butt crack, sissy stockings and high heels.

Be sure to click the Facebook icon below and post this to Facebook so everyone can see what a wimpy, pathetic loser Ricky really is.

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New Sissy Sissy Faggot

  By Cock suckers, Humiliation, Panties

My humiliating Sissy Sissy Faggot song

I just spoke to a brand new Sissy, Sissy Faggot!  I really like to talk to sissy boys when they are new to phone sex and nervous.  Something about that that is so much fun!  I love to take that nervousness and uncomfortability and turn it into sexual excitement.  There’s just something about getting a guy really hot and uncomfortable at the same time.  Mmmmm!!!

This little panty bitch had already listened to My Sissy, Sissy Faggot song last week.  He said how much he liked My ridiculous sissy humiliation song and then he sang it back to Me.  Hahaha!  I asked him what made him decide to call My phone sex feminization listing and he said that he had enjoyed My blog and liked the way I phrased things.  What things?  Things like ‘sticky and dripping with cum’!

So what else could I do?  I had to dress him in panties, smear his lips with bright pink lipgloss and get him ready to suck cock.  That got him really hot, too.  That’s how I can tell the noobs – they still think panties and lipgloss are humiliating.  Hehe.  My expert sissy cock suckers know that I can be FAR MORE humiliating than that.

I am looking forward to humiliating this panty boy again soon.  Just think about what I might have in store for him!  If you haven’t heard My Sissy, Sissy Faggot song, click the button and you can get humiliated too.  Listen to it now!

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New Girly Boy

  By Feminization, Phone Sex, Sissies

I just got off the phone with a new girly boy.  Poor little slut really wants to be a girl.  Too bad he will never be a real girl like Me, with a hot tight ass and perfect body.  😉

This guy was too funny.  He was in his car at the mall, all dressed up like a whore!  He had on a mini dress, panties, bra and six inch heels.  He was also wearing a wig and make up.  He told Me he has actually gone into the mall like that in the past.  Hahaha!

I had fun telling him how I was going to pimp him out and use his sissy holes for My benefit.  What a slut – he said he doesn’t even like pussy anymore.  It’s just cock for him from now on.  Oh yeah – the best part was that he has a tiny little three inch dicklet!

He wouldn’t get out of his car though.  He said it was raining and that his sissy make up would run and that his sissy wig might get ruined.  Lol.  Next time, he better have a floppy pink rain hat or umbrella.  I would LOVE to speak to some of the girls in Victoria’s Secret while he shops for new sissy lingerie!

All of a sudden, he had to go.  So, I guess he was about to get caught by someone.  Hehe.  It’s so funny when all of a sudden you phone sex boys get all quiet and say you have to go in a hurry.  Well, hopefully, he didn’t get caught because I think he has very good potential to be My sissy whore.  I wonder how many cocks he can service at once?

Call Me and maybe you can be My cock sucking sissy whore too!
Sissy faggot phone sex

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Bath House Banging!

  By Cock suckers, Cum Eating, Sissies

My faggot fiesta boy called Me the other night.  As soon as I answered the phone I could tell something was up.  Besides his little dick, I mean.  It was pretty late at night too, so I knew he had been up to something.  He was panting and moaning like a horny little bitch before I even said hello.  Lol.

It turns out that fiesta boy had just cum from the gay bath house.  He likes to go there every so often and troll for cock.  He usually catches one, too.  That night, he caught two.  Nasty little faggot!

He was panting and breathless as he told Me all about how he had just gotten fucked – hard.  He told Me all about how some other guy was in the room with them watching and how he sucked that guy’s cock too.  Then I realized why he was soooo horny and worked up.  They refused to let him cum.

Well, those of you who know Me know that I had to take advantage of his desperation!  I started teasing him that I wasn’t going to let him cum either.  I had My horny little cock sucker going crazy.  I was telling him how I was going to make him wait until the next day to cum and that I was going to get off from knowing that he was being tortured!  Hehe.  I can’t help it.  That’s hot!  The thought of him trying to sleep while he was completely worked up and almost in pain with the need to cum was really hot!  🙂

Then My little cock sucker told Me all about how he changed into stockings and stroked all the way home from the bath house.  He was desperate to cum and to be My cum eating bitch.  Poor little sissy faggot.  I really did love teasing him about not letting him cum and about not letting him eat his cum for Me.
Finally, I figured he had suffered enough.  Besides, My pussy was dripping wet from tormenting him.  So, I finally let him squirt.  I let him squirt his sissy juice while he told Me all about what a little faggot fuck hole he is.  Then, I made him slurp up all his cum like a good girl.

I wound up being on a phone sex call with him for quite a while.  How many times did My sissy faggot cock sucking cum eating fiesta boy wind up squirting?  Three times, I think.  Hehe.  He’s probably still all hot and horny about his bath house banging!

Sissy Faggot Phone Sex on NiteFlirt

Call Me now and you can be My sissy bitch too.

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Fuck Me I’m a Faggot Frog!!

  By Humiliation, Panties, Phone Sex

HAHAHAHAHA!!!!  So screwdriver boy called Me tonight.  He told Me about how it gets his dicklet really hard to wear panties for Me and to wiggle his ass and shove the handle of a screw driver in it.  That was a mistake.  Because once I know how much he loves to do it for Me, I knew that I couldn’t just let him do it.  WAY too easy for him.  Besides, I love to push boundaries.

So, I had to rev things up a notch.  I mean, shoving a screwdriver in your ass pussy while wearing a pair of panties just might not be humiliating enough!  If humiliation is what screw driver boy needs, hehe, humiliation is what he will get!!  I had him put his little sissy ass on a pillow and face his ass toward the wall.  Then I had him put his legs up on the wall.  I made him bend his knees and push them out to the side – like an upside down frog.

Then I made him beg for the screw driver.  I made him shove the handle of the screw driver up his ass while he said “fuck Me, I’m a faggot frog!” over and over.  Hahahaha!

I would have given tool pussy boy a golden cock except for two things.  He didn’t know how to croak while he was fucking his faggot fanny like a frog, and he substituted the word sissy for faggot.  After all, if he uses the word faggot while fucking himself in the ass with a screw driver like an upside down frog, it might make him gay.  Now THAT would be embarrassing!  If he uses the word sissy while he screws himself with a screw driver while wearng panties and wiggling his ass upside down with his legs spread like a frog, he can maintain his dignity.  HAHAHAHAHAHA!!!!!

Call Me and I will humiliate you too!  😉