I’ve always enjoyed doling out humiliation to men. Most richly deserve of it, I find. There’s this loser in the office I work at and I know he’s got a crush on me. He’s always blushing if I look at him. He’s always there if I need any tasks, done I don’t have time for. And He has proven to be useful, if nothing else. He asked me out to dinner, and I figured, why not get a free meal out of this chump? And He asked me where I wanted to go, so I gave him the most expensive restaurant in town. I ordered the most expensive steak and a good bottle of wine. I had a feeling he was adding up the figures with every item I ordered. And I laughed, thinking of him getting into debt for my dinner.
It was a nice dinner though, and he wasn’t bad company to converse with. He must have had a pleasant time as well. A few days later, he asked if I’d like to go shopping. Now am I going to turn down some free clothes? NO! So I took him to my favorite boutique and saw a dress I adored, but it was a bit expensive. It was designer, but looked divine on me and I wanted it. He agreed it looked lovely on me, and he agreed to get it for me. He said if he bought it for me, I must wear it the next time we went out to dinner. Agreed. A beautiful dress, and another free meal. He seemed to like the humiliation of spending money he couldn’t really afford to. Whatever. I’ll take your free dinners and your clothes you’re willing to buy me.
I kind of ignored him at work, giving him mindless tasks. I know he has a degree and I’m telling him to run off photocopies. The humiliation of giving him such menial tasks is enjoyable for me. The other ladies in the office were snickering at my treating him this way. He could barely look any of them in the eye. I was quite the office slut. He asked me out to dinner again. I wore the expensive dress he got me. After he asked if I’d come up to his place for a drink. I agreed. He had spent money on dinners and the dress. I could give him another hour of my time.
I went up, and we had some wine. He asked if he could give me a foot rub and I agreed. He took my shoes off and lifted my feet into his lap and rubbed them. It felt great. I had to admit; he was great with his hands. I sank into the sofa and he just rubbed and rubbed them until I melted. He said his mouth was just as good as his hands.
He asked if I’d allow him the pleasure of going down on me. I was feeling good after the foot rub, so decided I’d allow it. He raised my dress, lowered my panties and French kissed my pussy. I closed my eyes and just let him do his work. Feeling his mouth on my pussy, licking and sucking my clit and inner pussy lips, did feel great. It didn’t take me long to orgasm. That had to be a big humiliation for him
My humiliation had been fun for the last several weeks. I pondered giving him a pity fuck, since he wouldn’t get the chance again after this. AI was already satisfied and wet, so why not? I told him it was his lucky night. I’d decided to give him a pity fuck. Was he interested? He got a stupid smile on his face at the offer and enthusiastically nodded his head.
I told him to climb aboard. This was a limited time offer. He was in me within a minute. Pumping away. His dick was, as expected, small. I told him I could barely feel it as he pumped. He didn’t seem to care I was still doing out the humiliation even as I allowed him to fuck me. He was just grateful for the opportunity. It didn’t take him long to finish, and I left soon after. It would be business as usual at work going forward. I enjoy doing humiliation phone sex.
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Megan is extremely open minded. Plays along with even the most taboo fantasies. Close your eyes and enjoy!
Jamie has gotten insanely popular, so she is often “busy” or “offline,” but a call with her is well worth the wait. Sweet, attentive, and often funny as well as dirty, she has raised my fantasy role-play into something hotter than I ever imagined it could be.
Paris is incredible! She has such a sexy voice and an open mind.
My first call with Dixie was so fantastic! Unbelievable voice! So soft, so sweet, so nurturing, so Southern! Dixie is everything I ever wanted in a Southern lady. Her voice will leave you shaking and breathless as she weaves her Southern charm and teasing into your mind. Dixie is the one I have waited for my whole life! Five big stars for this sweet, classy Southern lady who touched something very deep within me. I LOVE Miss Dixie! The Southern Belle of my dreams!
Brittany is the best! She remembers and always engages. Others sometimes guide the call through a generic script and don’t really listen. Brittany ALWAYS shows up and makes you feel like you’re special and important!
Brittany knows exactly how to get me as turned on as physically possible. She is amazing.
I have been calling PSK for well over 10 years. This was my first call with Skye and she was amazing. She is beautiful and her voice is so sexy. I laid some frame work for a nurse role play and Skye took it from there. I will be back every 2 weeks for my follow up appointments and physical therapy. Thank you, Skye.
I just finished my second call with Skye, and she is such a sweetheart. She’s easy to talk to and made me feel very comfortable. I’m very much looking forward to talking with her again.
Jesse is incredible, a true professional!! I love talking with her.
Yesterday I was honored again to be in Aileen’s presence. What an amazing call. We touched on the 10 tenants of Aileenism that I have written for Her. Call Her and perhaps She will share them with you. I love ❤️ and worship Aileen. As it says in Aileen’s Holy Scripture chapter 13 verse 15: Though She slay me yet will I trust in Her.
Roxy is awesome, especially if you like to roleplay. You will not be disappointed when you call her. Her oral skills are insane. She likes to blow more than your mind.
I can’t say enough good things about Raven. From her sexy voice to her storytelling skills, she’s outstanding. She definitely pays attention and follows along in roleplay. Definitely one of the best.