Jack's Adventures 02: Margaret 01 - Sex Stories

Jack's Adventures 02: Margaret 01

... asked if she wanted to find someplace quieter and she nodded eagerly.

We perused the other bars but everything was noisy and overflowing with people. When it was obvious there were no quiet options around, I stopped and turned to her.

"I don't want to be presumptuous," I said, "and feel free to say no, but do you want to come back to mine?"

"Oh!" she said, her eyebrows rising. "Um-"

"I live alone, so it'll be quieter. I've got Guinness, or wine, or water, whatever you'd prefer."

She looked away, thinking. I had no desire to pressure her, but I was still worried she'd walk through the exit door I'd provided. Then she looked at me, confidently or trying to appear confident, and said:

"That sounds great."

We drove separately, her following me in her car. I was disappointed she wasn't sitting next to me, for us to do what I had once done with Selena, but I don't think that was in the cards anyway. This was going to be a different kind of game.

I let Margaret use my parking spot and I parked on the street, and we went up to my apartment.

I have a very well-appointed space, a sleek mix of modern and the old-fashioned, all dark browns and burnt coppers, and I could see she was impressed. And when she took a seat on my couch, putting one leg underneath her and lounging back on the dark red leather, I was happy to see it had made her more comfortable too.

While I poured us drinks from my bar cart (I switched to whiskey, she to red wine) we learned more ...

... about each other. She wanted to be a musician, a singer-songwriter, and had only been out in L.A. a few years. She'd been a bartender the entire time, and didn't necessarily enjoy the steady procession of drunken idiots but tolerated them for the paycheck. She seemed more at peace with people and the complexities of life than most girls I'd met, and this all made her even hotter. I brought the drinks to the couch and sat next to her.

She took a sip of her wine and looked over at me. I took a sip of my whiskey and looked back.

She wrinkled her nose cutely, and said: "I haven't done this before."

"Done what?" I said.

"A random pickup like this. I've always known the guy a while before we..."

"I get it," I said. "I want you to be comfortable. We'll go at your pace, and if you ever want to stop, we'll stop. If you ever want to leave, there'll be no judgment."

She nodded, exhaled, and her shoulders visibly relaxed. She sat back into the couch, looked at the ceiling, and took another sip of her wine.

"Picked up for random sex by a perfect gentleman, what are the odds." She gave me a playful side-eye. "Do you do this a lot?"

"A fair amount."

She nodded, and ran her tongue very quickly around her lips. She looked down at her glass.

"You'll take care of me?" she asked, her voice meek.

I put my whiskey on the coffee table and sat back against the couch.

"Come here," I said.

She took another sip of wine, a big one, and put her glass next to mine. She ...