A Second Chance

I was out with some friends at a local bar one night, just having some beers and hanging out. At another table was a group of women roughly our ages clearly having a girls' night. One of them looked so familiar but I couldn't place her.

On my way back from a trip to the bathroom, my curiosity got the better of me and I approached the table. I interrupted, introduced myself, assured her I wasn't trying to hit on her, but told her I couldn't shake the feeling I knew her. She introduced herself as "Lisa *lastname*" but the name didn't ring a bell. She told me her maiden name and then it clicked. She and I attended a summer academic program on a college campus when we were teenagers. (Yeah, we were nerds.)

Once I mentioned that, she remembered me as well. She introduced me to her friends, said they were on a girls' night while her husband was away for a guys' weekend, and her kids had moved away for college. We spent a few minutes catching up and then said our goodbyes and I went back to my friends.

I had figured that was the end of it and I'd never speak to her again, but our respective groups ended up leaving at the same time. When we bumped into each other, we started talking and I suggested we grab another drink and catch up some more. She agreed and we each said good night to our friends and sat back down at the booth I had been sitting at with my friends.

The program we had met at had been about government and politics, so we obviously had plenty to talk about give the state of everything right now. We joked about how when we were at the program, we had been on very opposite sides of the political aisle but as things have changed, we now see much more eye to eye than we used to. As we talked about that summer, she got a wry smile on her face and told me that she had been interested in fooling around with me that summer. I told her I had picked up on that but knew she had a boyfriend back home, so I considered her off limits. I decided to shoot my shot, put my hand on her knee and said, "But I'm not quite as upstanding a person now as I was then."

She smiled and just continued our previous conversation. Seeing no rejection, I left my hand where it was and started rubbing her knee and, over time, worked my way up her thigh.

After a bit, we decided to head out. As we walked out, I had my hand on her lower back. Again, there was no sign of discomfort or rejection on her. We walked to her car and started saying our goodbyes. I threw caution to the wind and pulled her in for the kiss. Before she had been passive, but as my lips met hers, she responded fully. We kissed by her car for a few minutes before she suggested we head back to her place.

I jumped into her passenger seat, and she started driving. I ran my hand up her thigh and gently rubbed her crotch to keep the mood going, she moaned softly, and we were at her place in just a few minutes. As soon as we got through the door, I grabbed her, pushed her up against the inside of the door and starting heavily making out with her. We worked our way up to her bedroom and took off our clothes as we got to the bed. She laid back on the bed and I began going down on her. After a few minutes, I brought her to an orgasm and started kissing my way up her body, spending a few minutes at her breasts before getting lined up with my dick near her pussy. I rubbed it along her lips a few times to get it wet while we made out. After teasing her like this for a little while, she reached her hand down, grabbed my dick and guided it inside her. We both gave sighs of please as I slid in slowly. After a few slow strokes to get used to each, I started to pick up the pace. We continued until I pulled out and finished on her stomach. We smiled at each other and kissed a few more times before we got out of bed to clean up.

We got back into bed and fell asleep, waking up in the middle of the next morning. We smiled at each other, made out for a while before she told me her husband would be home in a few hours and she'd need to wash the sheets, make the bed and air out the room before he got home. I jumped in the shower to clean up before heading out. As I was washing up, she snuck into the shower with and said, "I do have a little time to spare before my husband comes home." We started making out and feeling our wet naked bodies against each other, I got very hard again. She joked that would be cruel of her to leave me like that, knelt down and took my penis in her mouth. She gave a good blowjob as the water rained down on us. I let her know just as I was about to come, she took me out of her mouth and let me finish into the tub and down the drain.

We finished our shower, toweled off and got dressed. She walked me to the door, offered me a ride back to the bar to get my car, but it was only two miles, so I told her I'd walk it. We kissed a few final times, I said it was good catching up and headed off, each knowing our paths would likely never cross again.