Lawyer Man

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My FemDom date with him went extraordinarily well Saturday night. It was our fourth time together. He’s local, which is nice. He got us a beautiful hotel suite in Newport, as he had before. But unlike our previous times together, I spent the night with him… for which he paid a high premium.

I found out he’s a lawyer. Works in one of those big corporate law firms, and is divorced, with one child.

He’s white, medium height, maybe 5-9 or 5-10, dark hair, in good shape, nice body, with a smallish penis, which I locked up in chastity as part of our session.

After a brief discussion and disciplinary session where I warmed up his ass over my knee… he was required to confess all instances where he in way dishonored or disrespected women since I last saw him… he got the strap-on for the first time.

Not wanting to hurt him, I used the small one on him, with lots of lube. But still, he screamed out like a little bitch the whole time. I had to stuff my panties in his mouth to quiet him down.

After fucking out his hole for maybe fifteen minutes, I inserted a medium size plug, and informed him that he would be wearing it the rest of the evening.

With him on his back, laying on the bed, I straddled his chest, sat on his face and permitted him to feast on the Golden Snatch. He must have been famished, ha ha, because he did an extraordinary job, and made me cum.

Then I got on all fours in the bed, put my face and shoulders down, kept my ass up in the air, and told him, “You’re not done! It’s been a while since a man has eaten out my ass really good. Why don’t you show me what a good boy you are.” And he did. Again, with talent and enthusiasm.

When he was done, he assumed I was going to remove the chastity device from his penis and let him cum. Wrong.

“No, I don’t think so. You’ll be wearing that all night.”

He protested. “I really want to make love to you.”

“Oh, sweetie. I barely know you. And besides, only big black nigger dick gets in this pussy. No white boys allowed.”

“I’ll pay extra. Whatever you want.”

“I don’t think so. Besides, your little white penis is way too small for me. But… if you’re a really good boy tonight, maybe I’ll give you a nice handjob in the morning.”

He continued to whine.

“Now you’re just being disrespectful. Come here! Stand up. Turn around. Bend over. Grab your ankles.”

He thought I was going to spank him again. But I had something else in mind.

I gently, slowly removed his butt plug. His tight little inexperienced hole immediately closed back up, like it was frightened. Then, without any warning, in one quick motion, I forced it back in it.

That got his attention!

“Do you still feel like arguing with me?”

“I’m sorry. You’re just so beautiful. I really want to make love to you.”

“I told you, this pussy is only for black men. I thought I was pretty clear about that.”

Before he had a chance to react, I smacked his balls. He leaped forward, losing his balance.

“Get back here! I didn’t give you permission to move.”

He did as he was told.

And I smacked his balls again.

He yelped like a hurt puppy, but maintained his position this time.

“Good boy. Turn around, get on your knees, and give mommy a hug.”

He did as he was told.

Then I instructed him. “I want you to go take a shower and wash all my toys… except the butt plug. That stays in your ass tonight. And then come join me in bed when you’re done.”

He quietly nodded. I could tell he was still feeling the sharp ache in his balls.

While he was in the shower, I got into bed, propped up some pillows, got my cell phone, and updated James by text on how things were going. Right away, he wanted to know how much the guy was paying. So I told him. He also asked if I felt safe spending the night with the guy. I told him I did.

Lawyer Man was in the bathroom about 15-20 minutes before coming back out. When he did, he was a different person.

After getting into bed with me, I spooned him in my arms, and held him. Smacking him in the balls so suddenly like that instantly changed his mood. It made him more docile. That, coupled with my instruction to take a shower by himself, I think helped him to slip into subspace.

This was our fourth time together, and it had pretty much just been all business between us. When he contacted me, he said he was curious about FemDom, but was inexperienced. I assured him that we could quickly change that.

I had never kissed him, of course, because that’s not something you do. A professional dominatrix is supposed to keep her clients at a certain distance, and not let them get too close. Most of them never do anything sexual with their clients, but instead just tease around the edges.

But still, lying there, I kinda felt something with this guy. I liked him. And I wanted to kiss him. I wanted to feel that closeness with him. But I resisted. I imagined how James would react if he knew I let that happen; he wouldn’t be happy about it.

To be honest, I mostly thought about Scott all night as I slept with Lawyer Man. And dreamt about him.

In the morning, I woke up first, and ordered us coffee.

Then I invited Lawyer Man to join me in the shower. I didn’t have to ask him or encourage him to soap me up and wash my body. He just did it automatically, looking at me first, asking permission with his eyes, which I gave with my own.

Before we got out, I removed his chastity device, and washed his balls for him. His penis was instantly hard. Rock hard. Solid. He certainly had no shortage of testosterone.

I teased him. “I think I owe you something for last night.”

Gently, carefully, I rubbed his penis, and slowly jacked him off. It was small, and thin. A little longer than Scott’s, but strangely thinner. But I loved how hard it was. That was encouraging. I also loved the fact that he didn’t instantly start spurting after thirty seconds, like Scott used to do.

During our three previous times together, I had never touched this guy’s penis, although during our last session together, I permitted him to touch himself, and jack off for me, into a tissue.

But this time with him was different. It was a much more intimate moment. And I liked it.