Dinner Date Ch. 03 - Sex Stories

Dinner Date Ch. 03

... just in case."

"Thank you, Jack. It's good to be able to have my brother back in my life again." I said while clapping him on his back.

"Well, just don't go disappearing again. As much as I hate to admit it. I missed your sorry ass too."

I had to chuckle at Jack. He was never one for showing his feelings. "Ladies, go get dressed. We are heading to Spring House in twenty minutes."

All three ladies ran off to get ready. Twenty minutes later I had three ladies standing before me in skirts and blouses, two with collars on and one without. As much as it pleased me with Tammy and Kelly both willingly accepting their collars it was still a little bittersweet knowing Debby was yet to accept. Learning she had been hurt and abused due to her naturally submissive side, while not uncommon, was still painful knowledge to possess. It was going to make my task that much harder.

We piled into our vehicle while Jack climbed into his and we followed him to Spring. Tammy looked at me as if she wanted to ask a question so I let her.

"Why does Jack not have someone special?" I knew the story but thought it better she heard it from him instead. But I also knew my wife. She had this uncontrollable urge in which she thought she needed to play matchmaker for any friend or family member who was single. Whether they wanted her help or not.

"When we get to the House you may ask Jack to tell you. But you do not have permission to try and start in on the matchmaking. When and if he ...

... decides he is ready, he will make the decision. Not you. Not me. Not anybody. He will make it. Understood?

Tammy dropped her gaze and answered yes.

"I will caution you when you ask him, do not be surprised if he becomes cold and distant to you. It is a painful history he may not wish to relive."

"I understand Master."

I really hope she did. The rest of the ride to the house was made in silence even though I could feel something in the air of the car. I just hoped my girls were going to be good tonight and not try something foolish.

Once we arrived, I told my girls if they wished to go talk with the other subs, they were more than welcome to. They walked off as a group while I went and spoke to Lady Stephanie. I wanted to see how she was holding up today after talking with her brother and make sure she could provide a place for Timmy to sleep and work.

I wandered around for a few minutes exploring the rooms. What I should have done was follow my girls around as I found them with Lady Stephanie while she was examining their new collars. The look in her eyes concerned me somewhat but this wasn't the time or place to worry about it. Just one more item to add to the growing list of items I needed to sort out.

When she saw me watching her, she dismissed my girls and walked over to me. "I see you collared two of them. Why not all three?"

"Debby has some trust issues as I'm sure you can understand. Once we work through them then I'm sure she will ask to be ...