Tag: mean girl phone sex

International Condom Day Live Demonstrations: Birth of a Sissy

Tomorrow is International Condom Day, so some of my fellow nursing students and I did some practice demonstrations. We are having school demonstrations  all day tomorrow, so we needed practice putting condoms on properly. We had wooden cocks to use , lube, condoms…. the whole nine yards. I just don’t have much experience when condoms really. I always fuck bareback! We were drinking wine and decided we needed live models. I pulled a few of the hospital staff in. Of course they wanted hot young student nurses playing with their cocks. Wouldn’t you?

We had about 6 guys to help us practice our condom application skills. When we had them all naked  it was clear we had some men in the room, and a few boys! Hell, not even boys. We burst out laughing at one guy in particular. A doctor too. He likely has a Napoleon complex over his dick it was so short. My thumbnail was bigger! I mean there was NO WAY a condom would even fit on his dick. We joked with him. Started calling him Sissy Sally because Saul is a boy’s name, and he has a clit not a dick. We made him help us with getting the cocks hard for our practice round. When he tried to protest, I got all mean girl on him, forced his head down and made him suck some real man cock. Only thing a tiny dick loser is good for is sucking dick and serving me how ever I see fit.

Turns out once he was doing it, he realized he liked sucking cock. A sissy was born today! Once he had a couple cocks hard, I put the condoms on them. Did it perfectly too. I made Sally keep sucking them so they could fill the condoms up with cum, and I could practice the proper way to take them off. I had them line up from biggest to smallest cock. The bigger the cock, the more the cum. The more the cum, the better the man in my book. We had Sissy Sally chug all the cum from the condoms too. Too bad I can’t take her to the school demonstrations tomorrow. I think the best way to demonstrate how to use condoms is with live models!

But Sally was a wonderful discovery. A girl never has enough sissies to shame.

Tiffany’s Teen Slut Gangbang

When the girls from Young Ones all get together it seems that Tiffany always ends up the leader of the pack. It amazes me that she can convince the girls to do whatever she wants no matter how crazy it is. But some how she does.
There is a boy that has been hanging around more and more lately. It is obvious that he is very taken with the beauty of all the girls.
They tease him endlessly, humiliating him and laughing at his expense and yet he still comes around. I guess he feels that any attention from them, even if it is negative, is better then nothing.
They treat him like a little slave boy, having him run errands and perform all kinds of menial tasks for them.
A couple of nights ago I sat listening to them talk about him after he had left, laughing at how pitiful he is. And then Tiffany brought up the fact that she thought he was a virgin. How she has noticed the bulge in his pants and it seems to be impressive for such a geeky guy.
I could see the wheels turning in her head as she began to form her plot. They all know that if they gave him the word he would gladly loose his virginity with any one of them.
Tiffany, in her infinite, and sometimes twisted, wisdom has decided that they would all give him a teen slut gangbang that he won’t soon forget.
Listening to them plan the whole thing has my pussy so fucking wet that I can’t help but fuck myself. I can’t wait for this! I love these naughty girls!

Mean Girl Phone Sex with Lovely Lucy

I made a new friend today. It’s a huge black strap on, and I am going to make you into my mean girl phone sex bitch.

Yes, I love to get fucked, but not by a little chode dick like you have. That silly thing just makes me laugh! Get on your knees, sissy boy. Your license may say you’re a man, but that worthless little pecker of yours says you haven’t come close. I’m going to have some fun with your backdoor cunt but first I want you to fit this whole dick in your mouth. Yours is puny, compared, isn’t it? Hey, actually, before you get on your knees, slip on these pretty pink panties. You’re a good little bitch, aren’t you. Get on your knees, bow before me. I need you to beg for this dick. Tell me how small and insignificant it makes you feel. Tuck your little excuse for a cock between your legs and wrap your faggot lips around this magnificent specimen. I’m going to grab the back of your head and fuck your throat until you choke & gag. I want you gag on my dick until you vomit. And then I’m going to turn you around and use your stomach contents to fuck your little sissy pussy. It’s so tight, but it’s meant for this, you’ll see. I’m going to tear your sissy hole wide open, and you’re going to squeal like a piggy. I’m going to cum hard as you cry out, begging me to stop. I guess I’ll stop, there’s nothing left in it for me after that. You’d better clean us up good though, my friend and me both. Lick my juices and your juices off, and clean yourself up. I’m ready to break your sissy cherry. Call me when you can handle us.

Prissy Bitch Pussy

I was at the mall today and saw the cutest little mallrat chick. She was prancing around with her little Saks 5th Avenue bags, acting like a total cunt to everyone. When me and my friend walked by her, she looked at me like I was some sort of lowlife whore. Little did she know that she was right about the whore part – and I was about to bring her down to my level! I knew you would like her bright blonde hair and tiny little titties, so I decided to bring her home for you to play with.
We stalked her for hours – this bitch sure could shop – until she went outside headed for her car. She noticed us following her, but just gave me that look again, and that just fueled my fire. I wanted to force this little virgin to suck your cock and watch as she screams while you pop her pussy. We ran and got our van and caught back up to her. We jumped out and she was so fucking scared that she didn’t even scream. That took some of the fun out of it, but she was so terrified that my pussy still got plenty wet.


We shoved her sideways into the back of the van in broad daylight and told her to shut up or we would kill her. She was in shock that two girls were doing this, but she obeyed like a good little bitch and didn’t make any noise. We got her home to you and parked in the garage and hauled her in. That’s when she started to beg. I loved listening to her plead for us not to hurt her – and when she saw your cock she knew it was all over.


I yanked her pretty blonde hair as you ripped her pretty little clothes off. Your giant cock barely fit in her mouth and the tears started coming as you fucked her perfect little face with no mercy. I rammed her head deeper down onto your cock and kept telling her that her tight little pussy was next. You smiled at me and I knew I had done good again. I love finding these little bitches for you – especially the ones who need a lesson like this little stuck up snob.

Hot Teen Slut Summer Can Make You a Pretty Sissy Too

Do you like hot teen sluts? You are not alone. I’m a nursing student and it appears that just about every doctor at the hospital I do my internship at loves a hot teen slut too. In particular, this hot teen slut! I have several doctors who spoil me with attention. They buy me expensive gifts, wine and dine me, provide me with top end pharmaceutical party supplies, even take me on nice weekend getaways. I recently acquired a new fan. But, he is not my typical admirer. He is what you would call a sissy boy.  I mean a grown ass man wearing frilly dresses, talking like a girl, wanting to play with dolls and shit. BIG OLD FUCKING FAG.

I knew he didn’t want to fuck me. Any so called guy wearing panties, doesn’t have anything to satisfy me with. I was wrong. He has a big fat wallet. He is giving me tributes for my time. As he should; if you want my attention on the phone or in person, and you are a sissy, you simply have to pay me in cash or gifts to make me deal with your pathetic loser ass. This doctor has a double life. Brilliant surgeon by day, total sissy fairy fag by night. Wants me to teach him how to be a hot teen slut. Challenge accepted. Money in my purse pocketed. I’m going to have so much fun not only humiliating Dr. Sissy, but dressing her up. Our first session together I transformed her into amprissy sissy nurse. Look how pretty and pathetic she is? Feel free to laugh. All my patients are going too!

Are you a sissy or a sissy wannabe? I can turn you into a hot teen slut too! I think I did an awesome job with Prissy Sissy Nurse Sophia. What do you think?

No way I’m a Cock Tease

I love it when I get that first twinge in my twat when I know I’m about going to get laid.  Something about a nice hard winky excites me.  I want you standing  in front of me at attention with no place to go but inside of me.  I need you to crave and desire me. 

 I love teasing and making you have a good orgasm.  There is just so many things I can do to make you edge. It turns me on to flaunt my nice petite body in front of you. I want to be the first thing you think of when you wake and the thoughts that put you to sleep at night.  I want to do all those things that your wife and gf won’t do.  I need YOU to make me into the perfect little nasty cum slut.  I can’t wait to hear you when, you call I get off thinking of you mind fucking me.  Let me strip and do a dance teasing you with every move.  Don’t you want me to straddle you with my soft tender thighs?  Do wonder what a horny slut smells like.  I bring my sweet aroma of coochie to brink of your lips and have you breath in deep just to smell my flavor.  Can you smell it is your mouth watering? Savor the taste.  I want to tease and make you beg me to release those blue balls. Don’t hate  me because i’m mean. I promise i’m not always bad.  I just want to make you excited and want me.  So you think about it is up to you, When do you want to cum?

Brace Face Bukkake Party on Cell Block C

It is not common knowledge that I spent a few months in a juvenile detention center. I got in trouble for drug possession. My folks did not have money for a lawyer so I got a public defender. I couldn’t even blow my way out of that one. I got sentenced to 18 months. Juvey is no place for a hot girl. I made friends fast with the guards. Only way to survive. This one hot black guard took a liking to me. Really he took a liking to my hot ass and mouth. I would blow him regularly, let him violate my tight little ass. One day he approached me with a deal too good to pass up. He could put in a good word for me with this judge who I guess he had some blackmail material over.

This particular guard had a fetish for young girls in braces. Him and another guard actually. They needed me as an accomplice. All I had to do was bring them some fresh face cute girls with braces. This was juvenile detention, lots of teen cuties with railroad tracks in their mouths. This was not going to be a problem. I had this hot blonde cellmate, Kathy, who had a mouth full of metal, and she would help me round up some other teen whores too. We stalked the shower room one day, forced every girl to show us their mouths so we knew. We then selected the cutest ones.

This bitches were all younger than I was, so they sort of looked up to me. I was the queen of cell block C. I promised them candy and Internet time to talk to their friends if they helped me with a project. I knew Byron would hook them up with library time, especially since he was gonna skull fuck their tinsel teeth. I brought him 7 girls with braces, including my cellmate who wanted to do it. She just needed to suck some cock. In that place we had all the pussy we could lick. She said it had been too long since she gave a deepthroat blow job. She didn’t have a guard patron like I did.

Turns out all the little teen whores I brought Byron and the other guard were more than willing to get skull fucked. They missed the taste of jizz. I was there filming it for the guard spank bank. Those girls swallowed their loads of cum like their lives depended on it. Turned out to be a bukkake braces gangbang. Those guards came bucket loads of cum all over those hot teen brace faces. It was actually pretty hot to watch. Contrary to what I always thought, guys do like girls with metal mouths.

I kept bringing the guards fresh new brace face girls, and I spent 6 months in juvey. Managed to reduce my sentence by a year, just being a naughty little accomplice. I never had braces, my teeth are pretty much perfect. But if guys like to cum more on faces with braces, perhaps I need to see a dentist!

 

Going Down The Rabbit Hole

Some times Delilah brings home her little wards. She knows that here she can torment them as she pleases and no one says anything to her.
And then there are times when things take a turn that not even I could have predicted.
This week end was one such time.
Delilah came in the door with her ward in tow. A girl that was a little older then her normal charges, limping with a brace on her leg and dressed like Alice in Wonderland.
It was an interesting sight indeed.
One of our Sugar Daddies happened to be visiting and I couldn’t believe the look he gave this pretty young thing. I looked down and his dick was hard as a rock. I knew he wanted her and so did Delila.
Ever the hustler Delilah took our Sugar Daddy a side and worked out a deal.
She gave her ward a cup of tea, that I am sure was laced with some thing, and told her that our Sugar Daddy was the Mad Hatter and was about to take a trip down her rabbit hole. When I saw her grab her strap-on I knew he wouldn’t be the only one taking a trip down that rabbit hole.
The rest was history.
I don’t know what Delilah got out of the deal but I know our Sugar Daddy was pleased with what he got.

Sissy Phone Sex with Samantha and Jillian: My First Sissy Encounter

My oldest grandson has a crush on his occasional babysitter, my step niece Jillian. She is a cutie. I caught him one day smelling and jacking off with her dirty pantyhose. It was actually quite a turn on, but I worried he may be a sissy. I decided to talk with Jillian about it. She assured me it was quite normal for boys his age to like a girl’s panties or pantyhose. She said all the boys she babysits for steal her pretty soiled undergarments. They do it to smell her sweet teen pussy. She then invited me to go shopping with her and her special friend. She said she wanted me to meet her friend, so I could rest assured that my grandson was no sissy.

 Jillian told me she met this rather special girl at the mall months ago. Apparently they were both shopping for frilly underwear and pantyhose and exchanged numbers. Jillian said she was a total sissy fairy fag and once I met her I would have no doubt that my grandson was just a normal hot blooded horny teen boy. I met them at the mall and Jillian introduced me to her Sissy Fairy Fag.  I was stunned. I could not help but burst out laughing. She was in a precious baby doll dress, wearing jingly jangly jewelry, and pumps and makeup. She was even in a diaper with one of those plastic protectors on the outside. Now this was clearly a sissy. When she spoke she was quite poised and articulate, which surprised me.

Sissy Fairy Fag wanted to impress me with her babysitting skills in case I ever needed help with my grand angels.  She informed me she has been taking care of her dollies for some time now and felt it was time to be in charge of live dollies. We were in a baby store shopping for some pacifiers and toys for her when she put her Hello Kitty doll on the changing table and demonstrated how to change a poopy diaper and feed a little one. I knew my grand girls would love her. She was a life size doll. A big old pathetic sweet sissy fairy fag.  They could dress her up, put make up on her, do her nails, style her hair, sing songs together, play Candy Land, laugh at her… I felt good confident about Sissy Fairy Fag’s ability to take care of my angels. She was sort of a faggy Mary Poppins. LOL.

Thanks to Jillian, I know understood what a real fairy is all about. My grandson was far more of a man than Sissy Fairy Fag could ever hope to be, despite the age difference. My grandson likes to masturbate his cock with Jillian’s panties and pantyhose, not wear them and prance around the house playing with his little pee pee singling pansy ass tunes. In fact my grandson at his young age has a bigger pecker than Sissy Fairy Fag. She pulled her panties right down in the store to show us what a tiny little clitty she has too. I am still laughing. I’m in awe though of how someone so pathetic could be so comfortable in her skin. She had a great sissy trainer. Jillian told me, Mistress Levi made Sissy Fairy Fag who she is today. Well kudos to her. But I am keeping that hot bitch away from my sons and grandsons! I want real men in household.

Babysitter Phone Sex Fantasy With A Submissive Daddy

He was late coming home from his date.  He has been single for a long time and he needed to get out and away from his sons and daughter.  After a long night of not giving a fuck of what they were into or up to they went to bed.  I kept looking at the clock and it just kept getting later and later.  I had had enough of doing this, I wanted to go out with my friends.  I was stuck in this house with a parental control on the cable so I couldn’t even watch anything other than cartoons.  My brain was going to bleed if he didn’t hurry the hell up.

He came in and didn’t even say he was sorry.  He handed me a whole fifteen dollars and told me to have a good night.  Are you kidding me? Fifteen dollars for six hellacious hours of babysitting? No, no, NO!  I just looked at him and told him that I wanted more than this.  He told me that he didn’t have anymore money, I told him then he better get back out there and tap an ATM or something because I was not satisfied with my pay. 

He told me that he wasn’t going back out in a very stern voice.  What? Nobody talks to me that way, EVER!  I put my stuff down and poked him in the chest and told him, “Listen, YOU are going to get the fuck back out there, and YOU are going to get me more money…NOW!”  He actually shrunk back.  He mumbled, “Yes Ma’am.”  I started to smile and let the anger fade from my face.  I said, “Did you just say yes Ma’am?”  He nodded his head and looked down at the floor.  I said, “Well, well, seems Dear Old Daddy is a submissive pussy.”

He looked like he wanted to cry, but I didn’t care.  I figured if I could not have cold hard cash, then he would have to work it off.  He owed me a lot more than what he tried to give me.  By the time I left he was dressed in some of his wife’s clothing that she left behind begging me to make him my very own Sissy Bitch.  He also had his first taste of man cunt insertion.  He wanted to cum so badly but he isn’t allowed to until he can get me the money he owes me.  I fucking HATE babysitting, but I love Babysitter phone sex, especially when it involves a fantasy like this.