Anxiously

Although I'd walked out on cloud nine, throughout the weekend my anxiety over the date grew. Did I really want to follow through on this? Sure, I knew something about my tastes had... Changed, but I didn't feel right going out with Lynn. I came close to canceling, but justified to myself that it would be better to tell her in person, and we could just have a simple dinner and take it no further.

Still, though, I couldn't help but jack off to her that weekend.

The day finally came, and I met Lynn at her office. She was wearing a tight beige dress that barely seemed able to hold her curves in. It was enough to make me nearly lose my nerve, but not quite. I started explaining my feelings to Lynn.

Surprisingly, she just smiled.

"Oh my, you must have been wound up all weekend about this," she said, caringly. The sound of her voice soothed me. "Don't worry," she said, and somehow — that helped. I stopped worrying. "We don't have to do anything you don't want to do. If at the end of dinner, you don't want anything more, that's completely fine. I understand how you're feeling." I smiled. Lynn was so understanding, I actually felt a bit embarrassed by how nervous I'd been before.

"Still though, you have to admit how hot I look in this," she said, eyes twinkling. "Don't you? It's basically irresistible."

I did have to admit: she seemed pretty hard to resist in the dress. I told her as much.

She grinned, and leaned in for her European-style cheek kiss, and as her lips touched my skin, and I felt the blood shoot to my groin. Slightly too much so, maybe, and I realized she felt it too as my dick jumped a bit against her stomach. She laughed.

"Down, soldier," she said, and slowly pushed my dick down, running her hand along its length. It felt agonizingly good. She stopped when she got to the bottom, and looked up at me. I couldn't help it. I kissed her hard on her soft lips.

We made out for a few moments, and then she pulled away. "Well, maybe we can keep it at that," she said, still smiling, a little wider now. "We'd better head over to dinner or we'll lose our reservation."

We walked over and were seated in a corner booth. It wasn't a particularly large booth, and she was poured into it; we were brushing against each other. Dinner was delightful — Lynn was a combination of soothing, funny, rambunctious, at times mildly flirty; after a glass of wine that Lynn proposed, I especially stopped worrying about the last part. It was hard to believe how much fun I was having on a date with a woman I wouldn't have looked twice at a few weeks ago, and even though I had no plans to do anything with her later. But even as I thought that, her words from earlier rang in my ear: she seemed irresistible. As the date went on, she started occasionally touching my arm as she spoke, and I'd respond with a hand on her side or leg. By the end of dinner we were practically eye-fucking.

"Oh, I left some notes I need at the office," she said, at the end of dinner. "Would you mind walking me back?" I truly, truly didn't mind, although she could see a look of concern fly across my face at the thought of what walking back with her after a date might end up meaning. "Don't worry," she said, and again I relaxed. "We won't do anything you don't want to do." Lynn was so thoughtful, and could read my concerns so well. I agreed, happily.

We got back to her office, and she slipped a notepad into her purse. My eyes followed her hungrily as she walked to and from her desk, and she caught me looking. She grinned, a bit seductively, and walked over, clearly intending to give her customary goodbye kiss. Or... maybe something more? I felt pretty conflicted.