Tag: Sissy Lessons

Panty Boy Humiliation Phone Sex

The other night, I was spending a nice evening mostly alone. I say mostly because sissy boy was over, cleaning my apartment, doing my laundry, you know, regular slave duties.

I just got out of the shower, and I found the little slut rooting around in my laundry basket, sniffing all my dirty panties, and stroking his pathetic little cock. He was totally unaware of me watching him grunt and act like a pig.

I grabbed a pair of my dirty panties and shoved them into his mouth, then gave him a thong to put on to cover his pathetic-sized dick, further humiliating the sissy bitch. I know it was really what he wanted, and I was more than happy to please him by shoving my strap-on right up his tight little ass too, and pounding him like the little bitch he is.

After he came in the dirty panties he was wearing, I made him clean up the mess he made and clean me up as well. He may have a pathetic dick in my eyes, but he knows how to please his Mistress by eating my pussy, and my luscious ass.

Bend Over For Me Phone Sex

I love a man who knows his place, and if you happen to have a useless small dick, your place is on your hands and knees. I brought my big strap-on just for the occasion. I know a big cock is a foreign concept to you, but I’m going to show you what a real stud is.

Bend over and spread your sissy ass for me. The way you squeal when I stick it in is hilarious. Such a fucking bitch. I KNEW this is what you really wanted deep down.

I push your head and shoulders down on the bed and ride you hard. You say it’s too hard, but I can tell that you love it. That little 1-inch clit grew a whopping 1 inch. Your moans are so funny! They only make me fuck you harder.

I feel your legs start to tremble, and I can tell you’re about to squirt. Just as I suspected, 2 little drops shoot from that pathetic excuse for a penis. I pull out and just leave. You’re such a bitch, you’ll probably want to cuddle.

Bend Over For Me Phone Sex

I love a man who knows his place, and if you happen to have a useless small dick, your place is on your hands and knees. I brought my big strap-on just for the occasion. I know a big cock is a foreign concept to you, but I’m going to show you what a real stud is.

Bend over and spread your sissy ass for me. The way you squeal when I stick it in is hilarious. Such a fucking bitch. I KNEW this is what you really wanted deep down.

I push your head and shoulders down on the bed and ride you hard. You say it’s too hard, but I can tell that you love it. That little 1-inch clit grew a whopping 1 inch. Your moans are so funny! They only make me fuck you harder.

I feel your legs start to tremble and I can tell you’re about to squirt. Just as I suspected, 2 little drops shoot from that pathetic excuse for a penis. I pull out and just leave. You’re such a bitch, you’ll probably want to cuddle.

Bend Over For Me Phone Sex

I love a man who knows his place, and if you happen to have a useless small dick, your place is on your hands and knees. I brought my big strap-on just for the occasion. I know a big cock is a foreign concept to you, but I’m going to show you what a real stud is.

Bend over and spread your sissy ass for me. The way you squeal when I stick it in is hilarious. Such a fucking bitch. I KNEW this is what you really wanted deep down.

I push your head and shoulders down on the bed and ride you hard. You say it’s too hard, but I can tell that you love it. That little 1-inch clit grew a whopping 1 inch. Your moans are so funny! They only make me fuck you harder.

I feel your legs start to tremble and I can tell you’re about to squirt. Just as I suspected, 2 little drops shoot from that pathetic excuse for a penis. I pull out and just leave. You’re such a bitch, you’ll probably want to cuddle.

Shopping for Black Leather Boots Phone Sex

It’s that time of year where we must put away all of your little summer dresses and shorts.

It’s time to go shopping for fall clothes. I love dressing you as my sexy girl! Let’s stop at Victoria Secrets first. You can never have too many new bras and panties. After lingerie shopping, let’s get you a couple of pleated plaid mini-skirts with matching cashmere sweaters. Oh my! You’re transformed into my naughty little school girl!

We need to keep that budding hot little girly body nice and toasty. Once the temperature drops, you’ll need stockings and tights to go under those tiny little skirts to keep your legs warm this winter.

Last, we need to get you some sexy leather boots, just like Mommy’s. Black leather boots will look so sexy on you, just like they do on me. I love showing you off when you look so pretty.

Mommy’s beautiful Princess. You’re so pretty and sexy! Now let’s play!

Size Queen Phone Sex


I’ve got a job for you since you won’t be pleasing me with your little dick. Yes, anything under 8 inches is fucking small to me. I’m a size queen and I like my cocks BIG! You’ll get to watch me get fucked since you aren’t packing.

I toss you my panties and some thigh highs and tell you to slip them on for me. You’re going to be my little slut tonight. I have a nice sized cock waiting to fuck me. I doubt you have any limits, even if you do, I’ll make sure you forget about them real fast.

On your knees slut boy, and start sucking his cock for me! I love turning men like you into my personal cock suckers. Suck his cock good so he’ll fuck me nice and hard, I’m ready for a good pounding.

I can see the twinkle in your eye as soon as you wrap your lips around his cock. You know you’ll be slurping his creamy jizz right out of my pussy when he’s done fucking me. Be a good slut and rub that little dick of yours in my black, silky panties. If you do a good job, I’ll let you keep them, loser!