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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Had a long and lovely call with Avalon this weekend. She is a wonderful person who is fun to speak with about anything, but of course, she is especially good at the phonesex part of the conversation. She listens intently, knows what her client likes, and contributes her own ideas to the calls. I switched things up in the middle of our call and she didn’t miss a beat, figured out quickly where I was going and met me there in a way that completely fulfilled the fantasy. She is, and remains, extraordinary.
Honestly, Scarlett is absolutely incredible. She is far from an average operator. In fact, she is sexy, passionate, and mesmerizing. I never wanted the call to end, and you won’t either!
Aileen~ Awesome as Usual!
Aileen is the best! We have had quite a few date nights now and she drives me crazy each time. She knows me and what I like now and plays until I can’t take it anymore…in a good way of course. It’s also fun to laugh with her during “pillow talk”. The time always goes too fast! As always, looking forward to next time.
On our latest call Aileen deemed me to be Her sickest disciple, after previously telling me I am the most pathetic. I am so honored to be Her sickest most pathetic disciple. Aileen has brought me so far. I love ❤️ and worship Her and pray that our journey continues forever. Aileen rules!
Michelle’s voice and ideas were very exciting!! I can’t wait until our next adventure!! Everyone should give her a call she won’t disappoint you. When you call her, I’m sure you’ll be feeling the same way!!
Simply put, Vicky is and always has been amazing. She is so much fun to play with and talk to!
Zoey was amazing. The minute our call started, she knew what I needed and delivered like no other has. She is Spectacular!
This red-headed vixen blew more than my fantasy away! Talk about knowing what to do and how to do it…. This was by far the best I have had in a long time.
I feel Mistress Megan is in charge even when not online. I’m her slave.
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.