Sissy Training Phone Sex with Brooklyn: Fitting Room Rendezvous

I have a new sissy in training. I’ve got her looking like the pretty girl she was born to be. I mean she was born with a clit stick, not a cock. From the moment I met her, I knew she was just born in the wrong body. Just because she could not fuck me, did not mean she did not have a role in my world. So, I have been grooming her to be my newest sissy. Today, she dressed herself for my approval. When she picked me up for our shopping trip, she looked gorgeous. She had been paying attention to me in regards to how a whore applies makeup, dresses, styles her hair and does her nails. The true test would be if she could convince others she was a true pretty girl.

We went into Victoria Secret and immediately all eyes were on us. Well, most eyes were on me. But my sissy caught the eye of a pretty handsome man. Now, I have been teaching her how to suck cock too, but technically she is a virgin still. She has only sucked dildos and the like. I gave her a sissy assignment. I instructed her to go find something sexy to try on, and get that guy into the dressing room with her. I wanted her to give her first official blowjob. She did exactly as she was told. As a sissy trainer, I was so proud. I followed them into the dressing room, got myself in the room next door and stood on the seat to look over. I had to watch her give her first blowjob!

I was shocked that she did not seem nervous at all. She was on her knees with his cock out. It was a much bigger dick than I thought by looking at him. I was a little jealous.  Her pretty polished hands grabbed his cock and guided it into her  mouth. She sucked his rod like she had been swallowing dicks for decades. My sissy was making me wet, not just proud. I guess I made some noise as I was rubbing one out watching her pop her mouth cherry. The dude looked up and caught me spying. He wasn’t  upset, but turned on. Told me to get my hot ass on over. I joined them, put the occupied sign on the door and told sissy to guide that nice cock into my cunt.

I twat blocked her lol. If he had a shrinky dink like she did, he would have been all hers, but I am a greedy whore when it comes to a big dick. But she is an obedient sissy, and acted like the perfect fluffer. She got him good and hard for me right there in that fitting room, and he fucked me hard and fast. Dumped a huge load of cum in my greedy cunt. Since my sissy did so well snagging a well hung stud and giving her first BJ, I let her clean my pussy up. I don’t think that stud knew what hit him lol. He was clueless about Sissy’s true nature.

We all walked out of that dressing room together. Both me and Sissy had smeared lipstick on our faces and our well hung stranger had a shit eating happy grin. Sissy gave her first BJ, I got a hot quickie with a real man, a stranger had his cock rocked, and Victoria Secret got almost a grand of Sissy’s money as she bought us both some sexy treats. Not a bad afternoon.

Family Fun Phone Sex

This weather so turns me on for slutty family fun phone sex.  I love going outside and rough housing with my family.   We all decided to go out and play a game of hide and go seek.  I knew this was going to be a good day.  As I stood there and closed my eyes the tikes went off to go hide.  8- 9- 10 here I come ready or not.  I ran and scoured the area. I found my big brother hidden in the barn with his pants dropped to his ankles. His cock was already hard and he told me he had been hoping I’d find him first.  I dropped to my knees my mouth wide open for that juice filled cock, my blouse slid off, my skirt hiked up so he could have fun too.  I licked and sucked the head of his dick so eagerly.

Family Fun Phone Sex

He held my head there and made me gag as he rammed his thick cock down my throat.  While this was going on it began to snow heavily.  Everyone went in search to see where I had gone. My uncle john stumbled across us first.  He came up and ran his hand down my skirt, mmm aren’t we a little wet? He lifted my hips as I was still sucking my bother he pulled my thongs to the side and slid in his dick.  He talked about how good of a slut I was and I needed to be jollier, so he pulled out a thick juicy candy cane and probed my ass with it.  I was so fucking turned on my bother pulled out and shot his hot load all over my face while uncle john shot his deep in my pussy.  I was licking my lips and finished cleaning up my candy cane.  Cousin Bob had come in to have his turn.  They told me to lay on the floor and that  they were going to get me on the naughty list. All three of them stepped out for a bit. When they returned they each had a  big icy cold snow ball. I was teased like a whore with snow being put on my nipples and clit.  They built me up until  I squirted so hard it melted the biggest snow ball.  Finally I was done and I earned the top spot on the naughty list.

A Christmas Wish

This Christmas my amazing guy wanted to have a special gift. 

He wanted to watch me fuck another woman. 

I told him no way in hell I was going fuck another bitch or eat her pussy or even let her touch me. 

But that was all a trick. 

I set it up with one of my sexy girlfriends. 

She was totally down but she did not want my guy to touch her. 

She was all about pussy, which made me excited about it.

I knew I was going to cum buckets all over the place! 

We set up to have a bath together and wait for my guy to come home. 

There were candles and beer leading him to the bathroom. 

When he go there he found the two of us washing each other. 

It was so sexy to watch his eyes light up as she ate my pussy.

Stocking Fetish Phone Sex With Demi

My fishnet stockings were hung by the chimney with care. In hopes that St.Nick soon will be there. I had just settled down in my favorite black nighty when I heard distant clatter.  I jumped up and ran down the hall to the fireplace with my nighty open to see what was the matter. All to my lustful eyes did appear St. Nick had arrived with his lube and reindeer. He swiftly order me to climb in my bed with my tits exposed and my legs held tight. He flung out lube and fucked my ass with delight.  His words were harsh and hard with stories of horny elves near and far.

I came so hard it was just his luck he worn me out with that one good fuck. He checked his list and checked it twice there was still no way I had been nice. He buckled his pants said a goodnight wished me the best and to keep my pussy and ass tight.  Now I’m tucked in with my ass filled just right with that special sauce of sugar and spice.  I heard him leave with the patter of feet, it was my loss I was so beat. The reindeer huffed and puffed as Santa flew off.  They were just happy he could get his nut off.

Christmas Bonus

 

My new pool guy Roberto is a big strong Spanish who is so intoxicating I had to have my way with him. He came to check my pool for winter and after he was done I told to come inside the house for his Christmas bonus.

When he walked I was sitting by the roaring fire in a old wooden chair. I had nothing but a red corset and black lace thong and thigh high’s on. He had his sexy smirk on his face as he walked closer to me, I grabbed his hands. I sat him down in the chair in-front of the fireplace and tied him up with a some ribbon.

I turned on some slow jams to get me in the mood and I started to dance for him. He watched with his big brown eyes as I slowly took my panties off. He started to say something in his thick accent as  I shoved my soaking wet thong in his mouth to keep him quiet.

I wanted him to see what I was going to do but I didn’t want him to say a word. I knew he could talk me into letting him go so he could be in charge.  I took his leather men out if his pocket and cut his shirt open exposing his big hard chest. I wanted him even more.

I unzipped his pants and pulled out his semi hard cock. I wasn’t please with how little his uncut cock was but it would work. I took the knife and I put the blade against
his skin and I started to lightly run the blade acrossed his chiseled  Chest a I rubbed his cock. He started to grow and get harder as I rubbed him more and more.

I took the knife and cut the buttons off of my corset one at a time to expose my big beautiful Brest. I stood there rubbing the knife up and down my body and then got on top of him and and put the tip if his cock inside of me. I slowly started to slide his cock into my wet warm cunnie.

I started to bounce on his cock and when he would start to flinch and tense up his body to cum I took the knife and held it to his throat. You are not aloud to cum until I say so. That did nothing to stop his little worthless cock as I pulled my pussy off him he squirted his cum all over my pussy lips. I was angry and pushed my heel into his chest until the chair knocked over.

I left the panties in his mouth and sat in his face and ride him till I came
all over him.

Merry Christmas
Xoxo monika

Excuses

Sometimes I have to make up the CRAZIEST stories just so I can run over to my daughter’s house! I say things like my water heater is broken or my heater went out! Any excuse at all to see my grand youngins! Those perfect little pussies DRIVES me CRAZY! And of course there is Andrew. His tiny little cocklet is made for me to suck! I don’t NEED an excuse to suck and fuck my darling little grand youngins. I know by how excited they are to see me that they would LOVE any dates I set up! I just love to surprise them! They light up like a Christmas tree! It is so damn cute! And I have “popped” in every day this week. I am training my little Andrew. Now when I walk in the room his little cocklet jumps to attention for me! The next step is to start sharing my little angles with some of granny’s friends! I cant wait to show off everything I have taught them!

Let Me Be Your Cum Slut

I love being a cum slut. Fill my holes with your cock and cum and keep me happy. When he came over and offered to cover me in his cum I couldn’t refuse his request. Just the thought of him cumming all over my body was more then I could hope for. He showed up with his cock in his hand hard as a fucking rock and told me to shut my cum slut fucking mouth and laid on the floor so he could cum all over my body. He covered his cock with lube and started jerking it hard and fast pointing the tip of that dick of his in a different place with every stroke. It was seeping pre-cum and I had no idea where he would give me the money shot. One minute he was pointing at my tits, the next at my face, the next at my clit and pussy. The anticipation of where that load would go was driving me crazy. All I wanted was to feel the hot, sticky goodness of his cum all over me, somewhere, any where, it didn’t matter.

Secret Desires

 I knew that sensual domination phone sex was the only way that I would bring his secret desires to fruition. He  often speaks of these desires in his dreams. Deep in sleep he moans, as he tosses and turns, speaking their names. I know he is living out his p phone sex fantasies in the subconsciousness of the dream state. Sweat forms along his brow as he speaks the names of my girls. His mouth grows dry as he licks his lips and I know that he is licking their sweet, tight kitties in the darkness of his mind. One still bald and the other on the cusp of maturing with a hint of peach fuzz. He keeps these desires buried deep, and in the light of day he is the master of disguise, the king of discretion.  If I didn’t share his bed the night before I would never believe he has the dreams and fantasies he has, about them. I can’t lay another night beside him, fucking my pussy with fever, listening to him and knowing that the girls adore him and would love nothing more then to satisfy his deepest wish. So tonight I will use a sensual approach. I will lay him down and work him like a fiddle, caressing and kissing him and softly whisper erotic fantasies in his ear. Once we are in the heat of the moment the girls will come in, we won’t let him resist. We will gently lead him across the forbidden line into our family fun that is filled with lust and fantasy and fulfillment for those of all ages. The girls and I will dominate his waking thoughts gently and with a persuasion that can’t be resisted by any red blooded man. All of our dreams are about to cum true.

Sugar Shoe Daddy

I met this guy at the gym last week that clearly has a foot and shoe fetish. He was blunt with me, asked me if I would mind indulging him. My reward would be a shoe buying spree. He wanted me to wear something that accentuated my sexy legs. I had just the right dress. He picked me up and we went to 6 different shoe stores. He watched as I tried on and modeled high heels for him. He got so hard looking at my pretty feet and nice legs. I let him buy me several pairs of shoes.

We came back to my place for some more intimate modeling. I teased the fuck out of him. Laying on my bed, legs in the air, shoes dangling from my pretty feet. I told him he could touch himself, but he couldn’t cum. That was not part of our deal. I was gonna let him cum, I mean he spent over $1000 buying me shoes. I just like tease and denial games. I wanted him rock hard for awhile, until he could not take it any longer.

After about 3 hours of tease and denial games, I thought his balls might spontaneously combust. I put his cock between my two pretty feet and acted like I was trying to make a fire. I rubbed my soft soles all over his throbbing dick. Traced the purple veins with my big toe. I had tried on shoes, put on stockings and pantyhose, let him sink his cock into the soft leather sole of my new shoes…. Didn’t take long of me jacking him with my feet before he came because I had worked him up pretty good. His white thick jizz running through my toes. I fed him my feet. Informed him that he made a mess of them, he needed to clean them up.

It was hot for me watching him suck the cum of my toes. I didn’t fuck him. I may some day, but I have a sugar shoe daddy and I plan on milking him in more ways than one for awhile. If you appreciate pretty feet; enjoy the feel of silky pantyhose on your shaft, enjoy fucking shoes, or just enjoy a hot woman with nice legs and pretty feet for you to cum on, give me a call. I will slip on my a pair of shoes and walk around the house as I tell you how I will use my pretty feet on you.

 

Discipline

You know that sometimes I forget the rules or forget to obey them. You were getting really frustrated with me last week, more than usual. I can tell because my little ass is still covered with bruises and welts. You keep them fresh by spanking and whipping everyday so they don’t fade. Begging for you to stop doesn’t change anything, I should know better anyway because I don’t have the right to beg for anything.


When my whining gave you a headache you put the ball gag in my mouth to silence me. Then, you locked me in my cage and turned off every light. I was left alone in a pitch black room reflecting on my behavior. I regretted upsetting you very much Sir. You could tell how sorry I was two hours later when you let me out of that scary dark room. After you removed the gag you immediately filled my mouth with your massive cock before I could say anything. You slammed my head against the wall and kept pushing your prick deeper and deeper into my throat. Hearing me choke and gag didn’t slow you down either. You were going so hard and fast that I threw up!
It was so embarrassing when I puked, I could tell you were angry too. You even rubbed my face in the puddle and made me lick it up. Most of it was on the floor, but some was on your cock too. Once both were perfectly clean you went back to pumping your throbbing prick in and out of my throat. This time you didn’t stop until you filled my mouth with your warm, yummy cum.
Thank you Sir, for being so good to me…