Dinner Date Ch. 05 - Sex Stories

Dinner Date Ch. 05

... "Jack? As in Dr Jack? The Dr Jack from Tennessee?"

Hilda looked worried. I can only begin to guess what I looked like at the news.Oh shit. This was not good. I thought of all the ways I could think of to tell her about Jack and his history. I thought of all the ways I could think of so she wouldn't get her heart broken. I thought and then I thought some more and nothing came to mind as I was caught in a moral dilemma. There was no way I could save her without breaking a trust by not revealing the past of my friend.

"You know I've known Jack probably longer than anyone else around." She nodded. "Has he 'dated' anyone since you've known him?" She thought for a min then shook her head, no. "Please listen to me carefully when I say this. Before you tell him about your attraction, talk to him first. Please do this first before you do anything else. I would also recommend you do this after you talk to him about your other issue first."

Hilda was sharp but she was also going through some hormonal issues as well and started to tear up. I started to get up and come around to her but she stopped me before I made it to my feet. "Stop. What aren't you telling me Robert?"

There was no good way to answer her question without severely destroying any trust I claimed she could put in me. "I'm not telling you quite a bit. There is much I can't and won't tell you as it's Jack's story to tell." I said plainly. "Jack is like my brother but he is also a very private person.Very ...

... private." I stressed. "If you want to tell him of your attraction towards him, I'm only going to advise you to proceed very slowly and to talk to him before either of you make a rash decision."

"You're jealous, aren't you?" She snapped accusingly at me.

The question caught me flat-footed. "Jealous? No. Worried for and about two of my friends? Yes."

"If I don't hear a reasonable answer as to why I shouldn't pursue Jack then I'm going to assume it's because of jealousy."

"How about if the advice comes from someone other than me. Someone with no wish to pursue him or you? Would you take their advice?"

She started to look worried as her reasoning was being questioned. "Who would be giving me the advice?"

"Tammy." I answered.

"I... She..." she stuttered for a moment. "I'll hear what she has to say and decide for myself."

"Fair enough. I will stay here while you send one of your subs to find her. This way you will see it has nothing to do with me."

She sent one of her house subs to find Tammy and bring her to us. A few minutes later a group of three women approached our table. Tammy and her sisters were becoming inseparable. "Is everything ok, Master?"

I looked at her with a worried expression only a wife of many years could read. "Tammy, for the next few minutes I need you to put aside the sub part of yourself. I... We need to speak with you as my wife."

"Ok." she answered somewhat perplexed.

I gestured towards a spare chair and she sat. I started off ...