1. Booth Babe Pt. 04


    Date: 12/6/2023, Categories: Transgender & Crossdressers, Author: byfireandlace0533 

    ... am sorry for freaking out a little earlier... honestly... I am not sure why I did. That is my first time a... well you know... and it is obvious you have been with men before." He stuttered out.

The waiter had brought our drinks, so I waited for him to leave before responding.

"I told you earlier, that was my first time doing that, promise, but I understand... now that some time has passed would you be interested in it happening again?" I asked him.

"You were serious? You have never done that before... because you were really, really good at it." He said sincerely.

"Yes... I have fantasized about it a lot, but I have never done it until today. I will say it was better than my fantasies." I smiled at him. "Part of the reason I had never done it was because of Mary, I wouldn't have done that while we were married. The other reason is the only time I have wanted to do it was when I am dressed like this."

"So, all the teasing we have done over the years... you weren't tempted then? A few times I thought maybe it wasn't just joking but I was never confident enough that you were serious." He asked.

Again, I had to wait to answer because our salad had arrived.

"Tempted... maybe a little but again I wouldn't have done that to Mary, and I knew that if I did it... I really wanted to do it as Andrea. You, didn't answer me before are you interested in it happening again?"

I saw his cheeks get red. "Yes... umm... is that the only thing you have wanted to... uh... ...
    ... try?"

"If we do it again, or I guess really if I do it to you again, you won't freak out and clam up like you did earlier?" I asked deliberately ignoring his other question.

"No... I don't think so. I want to... well I am interested in doing even more... are you?" He stuttered.

"Hmm... that didn't sound definite, but I liked it so much I guess I will have to risk another freak out." I smiled and winked at him.

"Great... because it was amazing. Uh... you still haven't..." He stopped.

The waiter had arrived with our entrees, so he stopped and the table was silent. I was enjoying seeing him squirm and get nervous as he was trying to find out if I was interested in not just giving him a blowjob but also in being fucked by him. The whole conversation was turning me on, and my thong was getting a work out restraining me.

We each took a couple bites of our steaks and announced how good they tasted. The creamed spinach was also amazing, and we settled into a comfortable silence as we ate. I was surprised when the waiter asked if we wanted another drink, John choose to just have water while I got another glass of wine.

I still had a half a glass of wine to finish when our meal was done. After our table had been cleared, John was fidgeting as I took my time finishing it. There were just a couple sips left and I set it the side, put my elbows on the table, leaned forward and set my chin on my interlaced hands.

"Earlier you were asking if I was interested in more ...
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