Sissified! Phonesex: The Mall

Trinity 844-332-2639 [285]

     Welcome to Victoria’s Secret, pet. Did you really think I wouldn’t bring you here? Tsk tsk tsk. Come on now, let’s find you some nice lingerie. The salon did such a good job on you, you could almost pass for a real woman. Don’t blush so hard, pet. You might give yourself away.

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Sissified! Phonesex: Caught

Trinity 844-332-2639 [285]

I knew you were hiding something! I just didn’t realize it was this. But I should have suspected it. My lingerie found in your room, my heels being stolen, my stockings and thigh highs stretched out… You’ve been quite the naughty one. But that’s okay. I know exactly what I’m going to do about this.

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I Taught My Son’s Girlfriend How To Fuck Phone Sex

My husband is two thousand miles away for an entire weekend for conferences and clients looking to invest in the company. He hasn’t touched me in two weeks and I am in need of some attention… My son is a junior in college and has been having so much trouble with his girlfriend for months and things are taking a turn for the worst. Stacy paid me a visit the night of his football game seeking assistance to save their relationship and I had an idea. After a knock on the door, I greeted her and invited her inside.

She looked frustrated. I remembered to lock the door behind me as I watched her walk away from me and into the living room. Her tiny denim low-rise cutoffs showed the contours of her hips. A crop top displayed her toned, tan abdomen with a tiny belly ring that sparkled. I only stand taller than her because of my five-inch patent leather pumps… but overall she’d be the same height as myself. Standing beside the couch, she waits for me to join her while I pour us a stiff drink.

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Juicy Derriere for Hot Tamales Phone Sex

It’s Cinco De Mayo and I am going to wear my sexy trio color skirt with a matching slide-off-the-shoulder top that exposes my smooth and flat belly.

To top out the sexy outfit, I am going to slide into a red pair of red stilettos.

I can’t help that I am sexy for my age and most young girls dream to wake up one day to be just like me!

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Professor Dreamy Roleplay Phonesex With SilkySlips, Part 7

♥️ Call Josie! 844-332-2639 x217 ♥️

“Oh my god, Josie, yes!” Professor Dreamy moaned as I slid the large strap-on back inside of him. I loved this view; his legs in the air, his hard cock within reach, his face displaying every emotion and sensation coursing through him. I could stare at his face forever, listen to him moan as he watches me drive into his ass.

I lifted him up higher, coming down on him in a sort of pile driver positioning. I had him curled by his abs, and with every thrust his cock was closer to his face. I felt a smirk form on my lips as an idea came to me.

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Professor Dreamy Roleplay Phonesex With SilkySlips, Part 6

I grinned widely, holding the strap-on up for my professor to see. His lust-filled eyes flashed back and forth between the large toy and myself, curious as to my intentions. Then he watched as I strapped the large fake cock to my body, the man-made member jutting out from where my bare pussy was just a moment ago. I grip the shaft, then slide my small hand up and down, staring into your eyes as I say, “Be a good girl for Josie and come suck my cock.”

His face and chest flushed a feverish color, Professor Dreamy rolled off his bed and knelt before me, and he whispered, “Yes, Josie…”

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Professor Dreamy Roleplay Phonesex With SilkySlips, Part 5

My professor blushed and obediently laid on his bed, watching me. Matching his curious expression with one of teasing confidence, I took hold of my dress and lifted it overhead, pulling it off and letting it drop to the ground. My pale blue and grey bra and panty set made him smile; as if he had always pictured me wearing such cute lingerie.

“You look so great tonight,” He sighed, and I looked away in an effort to hide my red face as I climbed on the bed. I admired his panty-clad cock for a moment, sliding my slender fingers up and down his thighs in a teasing manner, before I pull my panties off my cute ass and straddle Professor Dreamy’s face. I felt his gasp throughout his body as I lowered myself onto his awaiting mouth. Soon his lips were against mine (so to speak), his tongue deep inside me, and his hands were cupping my soft ass cheeks.

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Professor Dreamy Roleplay Phonesex With SilkySlips, Part 4

Professor Dreamy’s eyes widened at my request. Though he was genuinely surprised, I could tell he was also somewhat pleased. “You want me to dress like a woman?” He repeated, trying to grasp my words.

I smirked, “Not just in any women’s clothes, Mister–I want you to wear your favorite lingerie and your favorite wig for Evelyn. Please?” My professor considered my request for a moment, and then nodded, leading me to his drawers. “Alright. I have my favorite bra and panties set in here… And this is my favorite pair of stockings, and here’s the garter belt to match…”

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Professor Dreamy Roleplay Phonesex With SilkySlips, Part 3

Josie’s having A LOT of fun with Professor Dreamy!

My heart sank. He’s married… Or, at the very least, seeing someone. I’m not sure why I was so discouraged–I had to have known that such a handsome intellectual would already share his life with someone. With a sigh, I close the lid and rush out of the room–and collide right into my professor!

Mister!” I gasp. “Um, I was just–did you say the first door on the right or the second? I’m afraid I wasn’t paying too much attention to your directions…” He chuckled and shrugged. “You’re fine, Josie. The bathroom is this next one–” I held my hands up to stop him from moving. “Um, Mister..? Are you sure it’s okay for me to be here? Won’t your wife be upset that you have a female student over?”

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Professor Dreamy Roleplay Phonesex With SilkySlips, Part 2

Josie wishing she was sitting on Professor Dreamy’s face!

Eventually, I had decided on a pale blue sundress that was rippled vertically across my chest, and a pair of simple tan sandals. I didn’t want to give my professor the wrong idea–I really needed help with my upcoming project, and despite my crush on the older gentleman I respected and admired him as my mentor. Seven o’clock was creeping up as I pulled into his driveway, immediately wondering if I had the right house. I glanced down at the GPS on my phone; I was at the correct residence. Stepping out of my Jeep, I gawked at the home before me. It was a stunning two-story house, with the ocean as its backyard. He has a beach house! I raved inwardly.

I knocked; the door opened within a moment, and my college Film Studies professor greeted me with a gracious smile.”Josie–you look great! Come on in.”

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