Many times he had expressed his desire to stretch, or have stretched, his virgin ass. But I wanted him to beg, so for the last month, he’d pleaded with me to take him. Over the last 2 days, I’d expertly worked on him with fingers and toys to get him to this point, and now he was ready for my cock.
At my command, he obediently got on all fours facing the big mirror in the corner. I knelt behind him, no words. Suddenly a blob of cold lubricant on his asshole, softly massaged inside. He heard another squirt go onto my strap-on cock. And just because I could, he heard me spit on it for good measure too.
Softly, I whispered, “Now my slut, assume the position I showed you last night. Your time has come.”
He lowered his head onto the leather couch and put both hands behind him, pulling apart his cheeks like a wanton whore for me. I let him dwell there, feeling the air conditioning on his open and exposed asshole, waiting.
Then I moved with purpose. Probing with my fingers, I quickly inserted the head into him. At first it felt pleasurable, but after a little more pressure he felt it invade him properly, burning against his sphincter. He resisted involuntarily, increasing his discomfort.
“Ssshh there’s a good boy. Take it for me.”
Suddenly I was inside him. He groaned. I smiled and breathed heavily, and began thrusting. Deep, penetrating strokes which stretched his virgin ass and milked his prostate. I reached down and took his hard cock in my hand and began stroking it as I fucked his ass. I felt his pre-cum leaking out of his cock and then he moaned a deep, primeval bellow from deep inside his soul. “FUUUUUUCCCCKKKK.”
“It’s OK . You may cum now for me. Cum like my good little bitch.”
His head thrown back in abject agony, his prostrate probed and toyed by my black strap-on, his whole body quivered and then bucked violently as his cock exploded a four-tissue load of thick creamy cum.
Tag Archive for 'FemDom Phone Sex'
It’s been one of those days. I’m looking for an outlet for my frustration. This would be a good night to hear your breathy whimper when I tell you to snap your balls with the rubber band again. I love that hesitation that makes my pussy clench because it screams of your fear and dread. “Go on now, be a good boy, I don’t want to be cross with you!” And then the gratifying sound of rubber striking flesh and the shrieky little agonized sound you make have me pulling my panties aside so I can stroke my clit. I love listening to a man suffer. It makes me so hot I have to cum. How many times can I cum before your endurance breaks and you sob?
I love the way you beg to cum and sometimes I even let you. I mean it’s incredibly hot to watch this powerful man on his knees, in panties, begging me for permission to shoot his sperm. Cock control and I mean total cock control makes my yummy cunnie wet. I so enjoy teasing you to the edge and then taking it all away.It seems that you were a very naughty boy and rubbed your “thingie”without asking. I think we both understood that punishment was required so I disciplined you like never before. I teased your pervy cock with no mercy making it throb for me. Stripping down to nada but my sexy birthday suit, teasing your cock in all sorts of delicious ways. So much naughty fun bringing you just one stroke away from a glorious booming orgasm before pinching the shit out of your balls completing ruining your big release! Making you scream out in agony”it stings Miss Sidney, it stings!!!” Poor, poor panty boy guess you will just have to earn your orgasm just like all the other sluts do!
You say that you would do anything for your Princess Sidney so I put it to the test. I showed up unexpectedly with a bag full of delicious sex goodies. I never leave home without my nipple clamps, butt plug, dildos, strappy, and a few other favorite fetish toys. As always, I instantly took complete control of your pathetic man pussy and made you strip down and get naked for me. Dressing you in a lovely pink baby-doll nightie, ruffled panties, ribbons in your hair and whore red lipstick on your lips. You whimpered and moaned, begging for some mercy but I gave none. We practiced cock sucking with my black strappy, and I made you get down on your knees to worship Princess. Edging and teasing you with my sexy bubble butt, the one you absolutely adore, worship and grovel for.
Finally, I gave you a sexy golden shower and forced my warm liquid down your sissy throat. You wanted more and begged for me to use you but I had other plans.
Oh sissy, the look on your face when my big black stud came in to join us. Huge chocolate cock in hand already stroking at the sight of his bitch. I shoved you back down to your knees and rubbed his thick,black cock up and down your face, teasing your mouth. Forcing you to worship his beautiful black pole with your whore red lips, pushing your head down so you could take every inch. Did you like the way his thick, creamy fuck batter taste sissy? I know you did because you swallowed every last gooey drop.
Princess Sidney
It’s not always an easy feat, training eager little submissive panty sluts. Just because the desire to serve a sensual Goddess is present doesn’t always ensure it’s fruition. In fact, I am very meticulous in my training and require you to be so as well, if I give an assignment I expect completion. I do not tolerate disobedience or anything even mildly resembling it. Your Mistress has ultimate power and now owns your slutty panty loving ass. Essentially, you belong to me, you are my bitch boy and satisfy my every desire you will. This may all seem a bit harsh but I know you wish to please me, so be a good boy and perhaps you will be rewarded.
I consider myself to be a very sensual phone Mistress, erotic, sexy and wide open to exploration of all kinds. I love the concept of mixing pleasure with pain so If you are a naughty panty boy punishment will be the inevitable. I do love hearing you whimper and watching you squirm under my control.
Sensual Kisses,
Mistress Ashlee
Are you ready to take this journey with me? I love all sissy boys, panty boys, and other feminine boys. They always do such a fabulous job making me so proud of them. Are you up for the task? If so, get your notebook out and let the assignments begin. I will train you to be the perfect sissy. I adore boys like you that are so eager to learn. I will teach you how to properly put on your makeup, teach you how to prance around in your pretty panties and how to put on your panty hose on those perfectly shaved legs. You will be my personal fuck toy when I am done with you. I will have you ready to get your little man pussy stretched wide open by one of my chocolate lovers. But you must be patient it’s not going to happen over night to a boy like you. So, get your lip gloss out and let’s have some fun transforming you into the perfect sissy slut.
Rachel
klassyrachel@aol.com
I have you all dressed up….hair, make up and some hot clothes. I’m getting excited just thinking about all the stares you’ll be getting as I parade you around town. We’ll go to a quiet bar, one where all the curious guys are. Curious, yeah right. They’ll be sucking on your little boy clit in no time flat. Just you wait. We walk into the bar and it only takes a moment before someone offers to buy you a drink. I size him up, he’ll do. You seem to be hesitant, but I don’t really care. You’ll do as you’re told. Take the drink, have some small talk. We know that no one really cares what you’re saying. I nudge you in the ribs, it’s time to swallow you’re drink. I don’t have time to waste on this silly little game. You want him, he wants you. I’m just the one to make sure this little get together happens. After all, it’s for my pleasure..not yours. It’s time to leave.
xoxo
Tonight I think it’s mandatory that you work some overtime. One on one with your favorite boss! That would be me! I want you in my office and on your knees. I want you eager to please the boss. You want that raise don’t you? Well you have to earn it. I am not going to give you something that you don’t deserve. You know the reason why I hired you was because I knew I could make you my submissive little slut! My submissive little office slut who would do anything that I asked. You’re not going to disappoint me now are you?
Let the overtime begin NOW!
There is nothing that I cannot stand more than a dumb loser! I must have something written on my forehead that attracts them to me. I’m not sure what it is. They get on my nerves though. I mean I don’t really want to waste my time with them. So if I am forced to, they better be prepared for a bitch. I am not gonna sugar coat things. I am not gonna be Miss Nice Girl. That just isn’t me and never will be. I don’t owe them anything and I am not going to pretend to either. I am going to call it as I see. If you are a tiny dick loser, I will call you out on it. Humiliation phone sex is something that I happen to be very good at. Give me a call but be prepared to hear the truth as I see it.
GiGi
I honestly am in SHOCK tonight. I cannot believe you! Yes, you know I am talking about YOU! You used to be my favorite little bitch boi but now you are nothing to me. You are out on the street because you think that you can treat a Goddess like shit. I asked one simple question and the way you replied to me, well you are lucky we were only on the phone. I so wish I could have reached through the phone tonight and slapped you across the face! Actually that would have been the nicest thing I thought about doing to you tonight. Words cannot express the kind of pain I had thought of causing you. You should have known that I am not the kind of bitch you want to mess with. Apparently you didn’t think it through when you decided to disrespect me. Let’s just say, I am looking forward to what the future will bring to you.
Lacey James
1.866.949.4109
