Sissy Sings For Her Orgasm.

I just experienced a VERY amusing call from a sissy who clearly was very desperate to wank his disgusting little clit! He admitted that he'd already had 3 wanks today, and was desperate for his fourth - now he is what I call wank-obsessed.

"You think I'm pathetic, don't you Mistress?" he murmured as I taunted him about his obsession. "Pathetic doesn't even begin to describe what you are," I sneered. "I don't think there has been a word invented for what you are!"

He went on to tell Me that his cock is "nearly 4 inches."

"You say that as though you're proud of it!" I mused. "It's nothing to be proud of! I bet the ONLY reason you wank it so much is in the vain hope that it will grow!" This he agreed with, as he admitted that it hadn't grown at all. It continued to remain pathetic and he continued to be a loser. "I'm am a loser" he admitted. "The only attention I get from women is Ladies like you. I spend my life on phone sex lines, begging for the attention of Superior Women."

"But you only get it because you're paying us," I taunted. "In any other circumstance, I wouldn't piss on you if you were on fire."

I made him beg for his chance to have his fourth wank of the day. "Why should I allow it?" I questioned him. "What can somebody like you to possibly do to convince Me to permit it?"
"I can sing you a sissy song!" he offered," to amuse you Mistress". Hmmmm, he had My interest...

"Very well," I said. "If I like the song, I'll allow you to wank. But you had better make it good!"

He took a deep breath and began...

"My name's Samantha and I like dick! Please shove it my mouth while I wank my clit! My name's Samantha and I like cum! Please let me swallow yours once you've fucked my bum!"

Well how could I resist?

Mistress Pops Slut's Anal Cherry!

Last night, I took something from a sissy that nobody else will ever be able to take - his anal virginity.

He had called Me to confess that he was new into the sissy world and had only be dressing up for a few weeks. When his girlfriend was out, he liked to slip into her stockings and lingerie and parade around the room as he admired himself. He admitted that this turned him on so much and made him feel like such a slut, and now he was ready to be treated like one.

"So, have you ever had anything inside your slut pussy?" I asked to which he admitted he was a virgin in that department, but very eager to try. Of course I couldn't resist - it should be Me that gives him his first anal experience, and I tingled at the thought of doing so.

Having made sure he had plenty of lube with him, I instructed him to get comfortable on the bed, remove his slutty panties, spread his legs and get himself ready. "I want you to lube yourself up very well," I told him. "You can never have too much lube."

He did as he was told, lubing up his middle finger in the process as I told him the importance of being relaxed. "If you're tense, this will hurt," I said. "And we don't want it to hurt. Not for your first experience. We want it to feel good for you."

He took some deep breaths and informed Me that he was ready to begin. As I instructed him to slide his lubed finger down to the valley between his buttocks I heard a shivered gasp from him. "I'm shaking Mistress," he breathed. "And my little sissy cock is dripping." This was exactly what I wanted. The more excited he was, the more he was going to enjoy this.

"Now," I began. "I want you to circle the tip of your finger of the ring of your pussy," and he did so, panting in excitement as he felt the new sensations of stroking his anus for the very first time.

"Are you opening up for Me?" I asked and he gasped his response. "Yes Mistress!" he replied and I knew he was ready. "Slide in the tip of your finger," I purred and he obeyed, slowly and gently sliding in just a centimetre of his finger. "Oh god!" he gasped. "I can't believe I'm finally fingering myself Mistress!"

"Don't get over excited yet!" I giggled. "We've only just begun! Now try sliding in a little more." Before long he was up to the first knuckle of his finger, as his gasps became moans of pleasure. "It feels so good Mistress," he moaned. "I'm fingering myself for you and it feels so good." He was ready for more so I instructed him to slowly push the rest of his finger inside. He told Me how his sissy cock was twitching wildly as more of his finger slipped inside that tight little hole.

"Now start to gently work that finger back and forth," I instructed and he gave another shivered gasp as he did as he was told. "This is like a dream!" he breathed. "I'm finally fingering myself. Oh god, I'm so turned on!"

"Just think," I slowly purred to him, "before long, you'll be taking another finger as we get you ready for more. Then you'll be taking a small plug. You'll be pushing it up there until your arse-hole closes around the narrow part."

"Oh god, yes Mistress!" was his panting response.

"And then," I continued, "we'll move on to a bigger plug, which will stretch you. I'll have you wear that for longer and longer periods of time. And you know what will happen after that, don't you slut?"

"What Mistress?!" he gasped, clearly now on the very edge of climax.

"You'll be ready to take My strap on," I whispered teasingly. "You'll be ready to spread your cheeks, show Me your sissy pussy for Me to fill with all 9 inches of My strap on cock. You'll be ready for Mistress to fuck you!"

This was just enough to tip him over the edge, and without even touching his sissy cock, he came hard, almost screaming in pleasure as he fingered himself faster and harder. "I'm coming!" he moaned, "I'm coming for you Mistress!" and while I listen to him in the throes of pleasure I smiled to Myself, knowing that through My instruction, I had taken his anal cherry and made him Mine. Never again would anybody have that pleasure - because I had taken it. I couldn't help but feel a sense of pride in doing that. I've only spoken to a handful of anal virgins in My time, and most have chickened out before we got to the crunch. This slave was different - he was ready and he wanted it, and boy did he get it!

Once he'd come back down and started to regulate his breathing he thanked Me over and over, his gratitude as great as the pleasure he'd just experienced. "I can't thank you enough Mistress," he said, and I could tell he was grinning like a Cheshire cat, "I can't believe it! I came with my finger up my arse!"

"Well believe it," I replied. "Because next time it will be two!" He gave a shivered sigh at that, the thought of it stirring in his groin. After thanking Me again, we said our goodbyes and he hung up, leaving Me with a very satisfied smile on My face. Yes, it had been a wonderful experience and as My heart swelled with pride I knew this had been a rare treat for Me.

Mistress Cristal - the taker of anal innocence!

Filthy Sissy Sluts!

I've had an abundance of sissy sluts calling Me today. It must be the warm weather, but clearly something has brought out the filthy whore in them.

First slut of the day confessed his name was Abigail, who had a love of silky french knickers and shoving a huge butt plug up his ass. He confessed that when he goes out clubbing, dressed as "Abigail" he likes to regularly flash his knickers to attract the attention of horny men. Apparently this weekend it did the trick, because he ended up on his knees in the gents, sucking the huge cock of some unknown kinkster. Of course, I had to degrade him for being such a slut, ordering him to fuck himself hard with his butt plug, while he made his confession.

He confessed further, that he was sitting on a wall outside a club, again flashing his knickers, when another horny guy walked up to him and just popped his cock in his mouth. Abigail simply sucked him hard, not speaking, just taking that fat cock down his throat, until he had a mouthful of sticky cum. Truly a cock-sucking little whore.

Second slut of the day wanted to bounce himself up and down on My strap on. I had him put on a pair of red lacy panties and coat his lips in bright red lip-gloss. Next, he was on his knees, slurping and gagging on My cock, telling Me what a dirty little bitch he is, before begging Me to fuck him. Before long, I had him on all fours, his ass high in the air, ordering him to spread his cheeks, before plunging My cock deep up his ass. He couldn't get enough and soon was squealing at Me to fuck him harder, while he played with his little sissy clit. With his knickers around his knees, he took a good drilling, until his cum splashed all over his knickers. I wasn't finished with him though. As a final humiliation, he was made to shove the knickers in his mouth and suck them clean - exactly the sort of treatment a filthy fuck-whore deserves!