We’d been messaging online. I was 25 and she was in her late 40s. She (Pam) was a teacher and a single mother of young kids. We lived close by and I found her pictures to be very attractive and I liked her style. She had a pretty face and could tell she had large breasts even though she was well covered in all her pictures.
She admitted she thought I was handsome and charming but wasn’t sure how she felt about our age gap. I told her I understand where she’s coming from and explained that I was always attracted to older women and had recently had a positive experience that confirmed that strong attraction (see my previous post for that story).
After a month or so she texted me saying she was finally interested to meet in person. We would meet the following day after work – she would pick me up from the train station and drive us a few minutes to a local bar.
Excitement built all day as I waited to get out of work and begin my train ride home. I walk out of the station and located her SUV. I was nervous but saw her smiling through the car window and that put me at ease. I opened the door and sat in her passenger seat. We looked each other over and both smiled.
She definitely had that teacher look: the mom haircut (dirty blonde shoulder length), and I could see she was wearing a turtleneck that was covered by a white fleece north face zip up. Even with all those clothes I noticed her breasts were quite large, although I tried not to let my eyes linger there for too long.
She was blushing with a laugh and said “I didn’t expect you to be so handsome in person”. I tried to play it cool and turned the compliment back to her by telling her she looked even better in person. She started the 5 minute drive to the bar. As we pulled in I told her I was a bit nervous of being seen in public with an older woman – not because of any shame about her – but my friends frequented this bar and I explained I wasn’t ready for other people to know I was into older women.
I thought that would be a deal breaker but she understood and even felt the same way. We agreed to just chat in her car. She told me more about herself and a rough breakup she had a few months ago. I opened up about my breakup with my ex girlfriend and my attraction toward older women. She wanted details about my prior experience with one. I tried to tastefully describe it and it seemed to get her imagination running.
I decided to make my move. There was a brief pause in our conversation and I slowly moved in to kiss her. She was caught off guard but quickly turned her head and met my lips. We had instant chemistry as the kids started slow and gradually introduced more tongue. Her lips were big and soft and I loved the taste of her minty tongue.
We were making out for 5 minutes or so when I guided my hands over to her side and placed them on her sides above her hips. I slowly traced my hands up her fuzzy white north face and subtly grazed the sides of my thumbs against the sides of her large (and come to find out fake) breasts.
Our kissing became even hotter as we fluctuated fast and slow, sloppy and sweet. At this point I was really feeling it and attempted to guide my hands fully over her coat covered breasts. She moved them away and made it clear that was a no go, at least at this moment. I regrouped and got back to focusing on kissing her.
Something about it turned me on even more, knowing I’d have to work harder to earn it. We talkedand made out some more before finally going our separate ways. She gave me one more warm kiss as I was getting out of her car.
Pam texted me that night and said “I didn’t know I could get so wet from just kissing”. I was already incredibly horny and that text had me wanting her so badly. I texted her back saying how turned on I was and that I couldn’t stop thinking about kissing her. After some more sexting she ended it with “well maybe next time you can kiss my sweet pussy”.
Source: reddit.com/r/gonewildstories/comments/x85t0k/the_milf_chronicles_pam_mf