Pay Princess Jenny » Lingerie and Stocking Piggies

Sissy Kelly Is A Fagalicious Valentine

Princess Jenny — Sat, 20 Feb 2010 16:43:40 +0000

Hey boys, bois and bitches! I had my girlfriend in town this week so I’ve been extra busy but never to busy to humiliate and feminize you guys!
In case you missed it I sent out a red hot Valentine photo set that burned right through a ton of wallets. It produced a serious amount of red hot Jenny jerking and got a ton of sissy bois feeling really hot to slip into lingerie and entertain me.
Sissy Kelly was so excited to get to talk to me on Valentines morning he did his Valentine assignment and got all the goodies I had told him too. We started with a lesson every budding sissy have and that was putting on mascara, eye/lip liner and of course making big fat kissy bimbo lips. Dressed like a skank and ready to talk cock shop we got right to it brainwashing and hypnotizing Sissy Kelly into being a mega Valentine fagalocious skank! I love it!
Slave Richy has made his way into my Princess world and has totally become addicted to me. He was devilishly surprised at how my sweet face and adorable attitude quicky started to drain him with no signs of stopping. He asked me “Princess Jenny what do you plan to do to me ?” I said, I plan on taking E-V-E-R-Y-T-H-I-N-G. There are day’s where a long slow cash drain are nice but when you have a tiny cock I like to go for it fast taking everything to make my sweet little honey box nice and wet. Away he jerks, you are all my legion of Jenny Jerkers! I’m going to make a couple clips today. I’m thinking a nice ass worship for all you butt sniffers who can’t get enough of groveling at my ass. Simon sent me a hot little sailors outfit, I’m going to slip it on today and of course charge you piggies to see me in it and Simon will pay too of course!

If you didn’t already indulge in my insanely hot Valentine set here it is so click, pay and get to jerking. Be MY Valentines and go buy my all NEW Valentine naughty 10 picture pack right now.

Lucky Lucy Sissy Bitch Long Legged Slut

Princess Jenny — Wed, 02 Dec 2009 18:56:56 +0000

Sissy’s love me, Sissy’s love to play dress up with me and get on the web cam and show off for me. I landed long legged sissy named Lucy. Sissy slut Lucy got all dolled up for me and well, if you’re going to go on cam for me there is no way that I’m NOT going to take screen shots when you look like this big of a fairy homo. How could I resist, besides all my friends who work in offices needed a good laugh for the day and these photos were definitely going to provide that.
I’m getting really excited for Christmas and the countdown has begun so let the gifts and gift certificates pile in and pay your Princess. My boyfriend bought me this super sexy little red outfit and a Santa hat, I couldn’t even wait for Christmas to put it on and get fucked silly hard in, my boyfriend was so turned on that he ended up ripping the thong and tearing some of the rhinestones off the bra! I know one of you little cum stain lovers would love the chance to slurp up the crusties out of my ripped panties.
Joe my little cuckold heel slut has been sending me annoying pictures of his tiny little chubber while he’s in the office watching the ladies in heels go by. He sends me the pictures as if I really am actually interested in seeing his little shrimp dick all puffed up. He needs to just keep doing what I make him do, and that’s buy me shoes and then pay for pictures of my pretty precious feet. He wants to hump my leg so bad and have my boyfriend shoot his hot load in the shoes that he bought me so he can clean them out. What a little shoe cum slut! Now I’m off to go find a Santa hat to take some naughty photos for all you Jenny Jerkers to beat your meat to.

****** Post Edited***** The sissy Lucy begged to have the pictures taken down, but of course there was a stiff fee to have them removed… PAID IN FULL HA hA HA “Now i have sent the money PLEASE take the pictures down. Thank you, Lucy”

Sissy Wants To Be A Hooters Girl With Camel Toe Bearing Short Shorts

Princess Jenny — Fri, 10 Jul 2009 18:23:41 +0000

Hey guys, How lucky am I that I got to go to the Michael Jackson memorial, it was totally last minute my friends plus one had to go to work and had to bail. I thought it was going to be a total pain in the ass to get downtown but it was really smooth and the whole thing was just really cool.
My boyfriend and I totally used Gia the hairy carpet Italian Slave. He had us both on the phone as we both spit in his face and made him honor us buying us dinner that night and a really expensive bottle of 1990 Brunello Di Montalcino. Gia had to leave and go on his Summer vacation and said he would speak to me when he returned but of course the stinky small cocked hairy dog slave has found every possible way of keeping in touch with me. Reluctant to add money to his Niteflirt account he knew I was going to make him do it and bill him for each and every conversation that we have. He sends me these long ass messages so when I log on yahoo there it is a fucking novel! I will no longer read these messages without him paying a reading fee.
My sexy James who is such a closet sissy has come back for more of the pantie wearing challenge. He found me yesterday and was so eager to tell me about a bachelor party he saw at Hooters where the girls where trying to get the guy to dress up in a Hooters outfit. Of course we all know the truth here, the truth is, he was at Hooters and got a raging boner thinking about all those hot sluts with their spray on tans tying him down and stuffing him into those nude toned nylons, white gym socks and camel toe bearing orange short shorts. What a major total sissy boy! It’s so cute, he even thinks he has a chance to date me!
Little play pay pet poppydelivers2u was a really great pay pig for me this week and surprised and delivered to me 3 hot new pairs of Joes Jeans! Total $525 in designer denim ! He loves to shower me with gifts and gift certificates to pamper my Princess ass. Looks like more designer jean tease picture sets are going to be coming your way! I love getting gifts from you Jenny Jerker pets.

It’s A Bird It’s A Plane No, It’s Super Loser!!!

Princess Jenny — Thu, 07 May 2009 18:05:21 +0000

Hey guys, Incoming incoming we have a major mega loser on web cam here to show off my latest humiliation assignment with pure panache. My major shrimp dick loser will seriously do anything so I sent him an assignment that he was going to be a Super Loser and he had 30 min to get into his costume and get on cam and educate the world that Super Loser does live!
It was time for the games to begin I made the fat dork pay me $100 to let him keep the mask on for this session. I had him get into his gear and then I cued up the music and it was time for the grand performance. I was seriously laughing so hard I had to have a few other Niteflirt girls get on and watch his cam, I made him tribute them too for watching HA HA HA what a loser needle dick! I taped this clip and sent it to all my friends and I swear this clip is making its way around offices at lightning speed. How fucking hysterical is this ultimate loser!! ROFL!!
Marc the Canadian loser has been so addicted to his joints and me he needs us nightly, I love getting him totally fucked up and then telling him what a fucking loser he is and then make him bow and worship my long slender powerful middle finger. I keep charging him over and over again with hot pictures of me flipping him off with my royal fuck you finger. FUCK YOU LOSER!!!
All you boys know that cash is the way to my Pay Princess heart.
Some major tease and deny sessions going on as well, I made this piggy in Boston pay me for about 40 pictures teasing him one after the other never letting him see my pussy or tits but leading him on $20.00 per picture it was AMAZING. I told him id send him the panties from when my boyfriend fucked me earlier in the morning since he was such a good boy. I love my little cuckold pay pigs.
Enjoy Super Loser!!!! If you think you can top him, please let me know.

New YouTube Tease Bounce Into May Worship My Luscious Ass

Princess Jenny — Sat, 02 May 2009 23:16:36 +0000

May day, May day, it’s a sexy Princess ass overload time. While my boyfriend was shooting some hot pictures of me I thought it would be a hot idea to grab my exercise ball and bounce my sweet sexy ass on it and tease you boys. I have on my hot pink bikini top and sexy short shorts that say sexy on the ass and of course my adorable striped knee socks that all you foot fetish freaks will bone out for. My ass is the star of the clip of course. I added a few new photo sets to my page as well for all you Pay Princess collectors out there.
I’ve been getting paid all weekend long and made a really super humiliating assignment video clip of the loser who will do anything on cam which I will be posting shortly for you all to see exactly how pathetic some losers are and how are they will go to be a part of my blog slut club.
I just had a hot session with John (I changed his name because he thought someone might know him from his other generic name) who’s coming down to Cali and want’s to meet me and serve my boyfriend and I. After an hour the moment I started talking about him sucking my boyfriends ass out he made a squirty in his panties. What a fucking loser pantie fruit cup waste!

March Madness Slam Dunk Cash Sissy’s Wallet In My Hoop

Princess Jenny — Mon, 23 Mar 2009 23:30:27 +0000

This Princess has her own version of March Madness and I played it all day on Saturday with my new member of my Blog Slut Club. This trashy wasted cock sucker goes by the name Desiree and this blog slut is all over the net! He has what’s called a very severe case of Niteflirt Princess addiction. He’s up 24/7 getting fucked up and wasted being the ultimate forced intoxication dummy. He leaves the front door unlocked awaiting someone to come take his mouth and fuck it and replace his moobies (man boobs) with a giant set of ddd’s. He loves to call his girlfriends on Niteflirt and get pimped out all over the internet in hopes someone, anyone takes him and makes him into woman. You should see how this sissy can suck the life from a glass pipe !! WOW! SUPER FREAKKKY!! I got him so fucked up that I had him convinced him that he needed to hang up so I could be sweet and lower the rate to $2.75 a min when really, I had him at $6.75 per minute and well at 6 hours I think you might say yeah that was a serious sneaky Princess slam dunk into my wallet.

Cuckold Princess Sissy Confessional Weekend

Princess Jenny — Mon, 16 Mar 2009 23:25:27 +0000

Hey everyone! The weather is so amazing, I was hanging out in my bikini already playing in the park this weekend! I was out with my friends all weekend taking calls and the confessions were pouring in all weekend. I heard many times over “Princess Jenny please make me suck a big cock” Cock suckers were out and about and so eager to talk about it with me. I drained few wallets with some serious financial domination via pay to view mails on Niteflirt. Guys just can’t seem to resist my sexy hot photo sets.
I met some really sweet new callers this weekend and well how could I not show off my new blog slut club member pinkypet. Pinkypet loves to get dressed up in sweet girly lingerie especially wearing other Princess’s pretty bras and undies. He’s a real Princess addict who can’t seem to keep his lil dick out of his hands and now its time he gets trained. I have my pinky pet locked up in a chastity device during our call so I can make sure he isn’t playing with his clitty and learns maximum Jenny control. The only thing pinky was going to jerk today was his wallet. I did a really nice job taking every last cent draining him making him open paid mails and increasing the rate each time. I just adore my new pink plaything so much. What do you think?

Marching Into Mens Lives This March

Princess Jenny — Tue, 03 Mar 2009 19:58:25 +0000

Hey guys, wow I just seduced the pants off this guy at Starbucks, I have yet to ever pay for my own chai latte. Ha Ha Ha!
I spent a couple hours with the most depressing sad sack on Niteflirt over the weekend. He really needed to confess to me that he was the typical sorry ass loser at the office who gets paid less then everyone else yet does more then anyone there. He was mid 30′s single, never been married, overweight and not so attractive. That makes him ripe for picking as far as I’m concerned. I took on the role of therapist and counseled him in his time of economic grief and pathetic self esteem. I think my advice was really reassuring, I advised him that at this time on uncertainty its best to make certain that his Princess Jenny is being properly taken care of. Living the life of a single childless man makes more room for giving to beautiful girls so all those dates he never takes should be tribute to me. The most important part of our talk was sex, he hasn’t had sex in years. We all know he isn’t going to be getting laid anytime soon so its best to just jerk and pay me. I had sad sack jerking for me but first he had to send me a tribute of $100.00. As soon as I got my tribute I then thought he would need some pictures to jerk off too. He bought 2 sets of photos from the page and started jerking away. Therapy over. Call me at Niteflirt for your own session.

Wish List Pay Princess Gift Certificate Blast

Princess Jenny — Wed, 18 Feb 2009 17:20:32 +0000

Hey guys, my Valentines was really awesome. My boyfriend bought me some really hot lingerie from Victoria Secret and took me to a really romantic dinner and then surprised me with a suite at Shutters in Santa Monica overlooking the beach. I ended up getting pretty tipsy so I was really wild that night and being the biggest Valentines slut for my boyfriend. He insisted on fucking me with the lingerie on so now of course its got tons of cum all over it. *grin* Which one of you little cuckold sluts wants to clean my lingerie? While I was out on my amazing romantic Valentines the gifts were coming in. Sorry ass losers all alone on Valentines wishing they were with me the hottest bratty girlfriend. My clip asking what you were gonna get me piled in the gifts!
I got a few thousand in Amazon gift certificates as I did a swift financial domination pay princess whirl. Woodywooder2121 wanted to sniff my ass flower with some deep pay to view photo sets, I charged him $200 , $100 for each cheek. I also received from various admirers flowers, Victoria Secret gifts.
The lucky obedient losers who spoiled me got very special surprises. The each got a 5 min web cam session where I just sat there and ignored them while I talked on the phone to my girlfriend.
Small dick losers put your baby dick back in your pants I can see you getting a hard on from here.

What Are Ya Gonna Get Me For Valentines Day

Princess Jenny — Thu, 12 Feb 2009 19:00:50 +0000

I woke up today to find a $250 Zappos gift certificate from a silent slave who left only the message of ” Princess Jenny you’re beauty is that of a young fawn. I hope this finds a smile on you’re glowing face.” Yes, it did make me happy. I bet he jerked off while he sent that certificate too.
I bought the cutest knee highs to wear for my boyfriend for Valentines day. I tried them on for him and of course his fat 8 incher was ready to go. He ended up fucking me on the couch and had me keep my lingerie and knees highs on. He got my outfit totally filthy and all cummed in and I wore it for about 2 more hours. All you cuckold sluts out there must be salivating at the thought of that right now. While I was feeling like the super hot and bratty Princess that I am I had my boyfriend film this clip to you guys to make you all hot and ready to jerk for me of course you’ll have to pay princess first.