Phone Sex Junction

Robert helplessly entered Mistress Andrea’s bedroom, and saw make-up laid out on her dressing table. Mistress Andrea had purchased Robert his own make-up. “Sit down, and do so like a lady would, sit daintily.” She ordered and added,  “you better be through with the tears because if you begin sobbing again and mess up your make-up I am going to slap your face even harder than before.  You chose to stay, so get over it, you are now my sissy and eventually will be my cuckold. No more tears, no more whining, no more arguing about it, understand Robert?”  “Yes Mistress,” he meekly replied and almost started to cry again, but caught himself. 

 

“Although I will be putting your make-up on for you, I want you to pay close attention to the order in which I put it on and how I apply it. You will be practicing doing so and I will be watching as you do, but I want you to be able to do it on your own and do it well fairly quickly as there is more to your feminization that we need to address,” said Mistress Andrea.

Robert didn’t respond, he sat there feeling empty inside, wondering to himself why he was allowing this to happen, why he was resigning himself to this fate. Mistress Andrea began his make-up by applying foundation and then powder over it. She then added blush, applied his eyeliner and mascara, then eye shadow, and finished with lipstick and lip liner. “Mmm, I think you’ll make a pretty little sissy Robert.” She said and added, “look at yourself in the mirror, a pretty sissy don’t you think?”

His heart sank again, but rather than say anything which might make her mad he simply replied, “yes Mistress.” “Starting tomorrow you will begin to learn how to apply your make-up yourself. Now, I want to take a picture of my pretty new sissy,” said Mistress Andrea. “Give me a pretty smile and a feminine pose Robert, ” Mistress instructed.  “A little more limp wristed and dainty, that’s it.  Come see how adorable you look,”  Robert stepped by Mistress Andrea and just blankly stared, still in disbelief that this was happening to him.

“I’m going to send you to Michelle right away,” said Mistress Andrea. “Oh please don’t Mistress, please!” pleaded Robert. “Why not. She responded “Michelle has already seen you in your panties, and she is going to help me feminize you.” “No please!” he pleaded again, his voice quivering . “Beg all you want but I am sending you  to her, and if I see just one tear I am going to slap you so hard sissy that you will be red for days. You know why?  Because you keep being such a whinny bitch you are going to to to her yourself.  Load this on the computer and call up your email, I’ll be right there.”

Robert said nothing further and did as he was told. “Mistress Andrea told Robert to type…, Mistress Michelle, please find my first sissy picture, I hope that it pleases you. Mistress Andrea said that there will be more to follow in the coming days. Robert,” ordered Mistress Andrea.  “I am going out for awhile,” said Mistress Andrea.  In the meantime I want you to browse for some sissy stores that have maids attire and other girlie boi things and make sure that you keep track of what you see so we can shop later

Mistress Andrea
for sissy phone sex 
toll free at:   1-888-745-8716

Your faggot property, cassie

#3

 

When the following Monday morning arrived, Robert was in the kitchen making coffee, dressed only in the silk floral panty with pink and baby blue flowers over a white base that she had laid out for him the night before. “Good morning Robert” said Mistress Andrea, exaggerating the “Robert” in a mocking way.
“Good morning Mistress” he replied. “Get me a cup of coffee and then follow me to your bedroom.” She instructed.

Once Mistress Andrea had decided to sissify and cuckold him, Robert was banished from her bedroom. When Robert entered his room his heart immediately sank as he saw on his bed a bra that perfectly matched the panty he was wearing.  Mistress Andrea stood looking at his expression which brought a smile to her face. “That’s right Robert, time to get you into bra’s” She said, and added. “You will wear them always while at home and out at the stores and elsewhere. I’ll decide if you will wear them to work, it will depend upon what else you wear that day.” “Please don’t make me wear them Mistress.” he pleaded. “Do you want to stay with me?” She calmly asked. “Yes Mistress” He meekly replied. “Then stop with your whining and resistance.” She said again in a calm manner. “Now put on the bra, and since you are off of work today, I am also going to apply your make-up .You’ll have to learn how to do your own make-up, but I will teach you. You are also going to learn to move femininely, no more vestiges of male hood beginning today. Understood?”  Robert didn’t answer, he looked down at the floor as  tears began to stream down his cheeks.

 Mistress Andrea moved closer and gently lifted his chin, offering a soft smile which disarmed him. She gave him a moment and then slapped him very hard across the face “Understood?” She said in angry tone. “Yes Mistress”  He whimpered. “Good! Now get your bra on and come to my dressing table; and don’t keep me waiting.” ordered Mistress Andrea. Robert wiped the tears from his eyes, put his bra on, and helplessly walked to  Mistress Andrea’s bedroom. He felt lost and weak and Mistress Andrea knew this well; it was this weakness which made her know all along that her plan to cuckold him would work..    

 

As you are stroking, it will  suck a dildo, and then it will be allowed to write me a report each night, telling Me how hard it was to keep from coming. Know faggot that I will beat it if you dare have an accident. Accident’s require a cum tax. Just in case you do slip up. If you slip up, also note you are to eat every drop, and report about this as well.

This all being said, faggot reported back about it’s shopping trip…