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.
Discovering Dominic’s Hidden Desires: Revelations and Humiliatio... Read More
Some men are only good as their net worth, and this is especially true... Read More
No limits dominating phone sex with your dream/nightmare Mistress &nbs... Read More
Humiliation Phonesex Regular I’m going to tell you about this sm... Read More
Wicked little games…Do what I want, or pay the price. I t... Read More
Fiscal Mastery involves some love and affection! Findom tribute... Read More
The New Job Once upon a time I worked at a telemarketing compan... Read More
Caught him red-handed watching cuck porn. Cheating girlfriend p... Read More
Wicked Step Mom Humiliates And Transforms You Your wicked step... Read More
Humiliation PhoneSex – Pushing Boundaries As I settled in... Read More
I give my sissies plenty of kinky homework. Humiliation phone s... Read More
Deep down, you know who you are Little penis loser might be a h... Read More
I started calling Jamie in June through August. She is so amazing. She knows how to push my buttons and I know how to push her. She is very caring and loving. She turns me on so much. She is truly amazing and really gets into our fantasy and role-plays. I had to take a leave of absence for about three months. We got back together and everything was like we never stopped. She is so special to me. She will make all your dreams come true she has mine. Jamie is the best of the best she will make you so hard as she does me can’t wait to go back to the barn.
Dawn is SO very hot, sexy and NAUGHTY.. I’ll be back, when I recover.
Vanessa is so smart, funny, and sexy with an Amazing laugh. Prostate dreams came true!
Lacey is the BEST you have!!! You have many good queens, but Lacey and I have SO much in common, and she likes the “type” of guy I am. She made me feel SO SO good, and I can’t wait to talk to her again!!
What a perfect way to start of 2025 with Queen Aileen. She keeps me coming back for more and more. If PSK offered a frequent jerk off card mine would be full thanks to all the times I call Aileen.
Lacey is Fantastic! She is patient and Makes me feel special, and wanted. She is everything an older guy wants in RL..
May is my favorite model here. Our calls are always what I need and so enjoyable. Love her voice. I can’t get enough of her.
May is smart, sexy, funny with a great voice and an amazing laugh!
Lacey is very understanding and so nice. It was an awesome call. I recommend her!!
Paris truly relaxed me and away we went into an incredible sexual encounter that ended with me drained. She guided me in every way I wanted. Paris also has a very sexy voice to entice you.
Jesse is really sexy and seductive. She truly knows how to get me off in the most intense way possible!
Sadie is phenomenal! Excellent at role play and pulling out what you really want, mean and need. Here voice and attitude are incredibly sexy. She knows exactly what to do and say. And her accents are incredibly hot!