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A couple years ago I (21M) at the time was on a particular dating app swiping away in a new city. I had just moved there a couple of weeks prior for a new job opportunity and finally had gotten settled in.
I had had quite a bit of success in my past on this app so figured I would give it a shot. For reference this city has a very small population so after a few days I had ran out of people in my own age range so I decided to set the age Range to the low 50s just outs of pure curiosity. I almost immediately matched with a woman (46F). Let's call her Kim.
We talked for a little bit and decided to go to dinner the next night. This is uncharted waters for me I was really just winging it but hey who knows. She was attractive and had huge tits so I was thinking what's the worst that could happen. If she isnt attractive in person I can just go home after dinner.
The next day we met up at this nice Mexican restaurant for drinks and some food. She ended up running late so I went ahead and got us a table. She caught my eye the moment she walked in wearing a skin tight black dress and walked my way. I was conflicted because I got excited at the sight of her but also anxious because I wanted to impress her.
She walked up to me and leaned in for me to give her a kiss on the cheek. That was a relief because we were breaking the physical contact barrier early and it definitely helped things flow smoother afterward. We had a great time at dinner and talked about eachothers lives exchanging information and the drinks were flowing.
Eventually the place was getting ready to close and we decided to go to the Applebees right next door to continue our date. A couple drinks later I was feeling good and I could tell she was feeling me. At the end of the night being the gentleman that I am I walked her to her car and as we talked she inched closer to me. We kissed and decided to do this again soon.
Driving home I was kicking myself for not inviting her over or anything so I texted her and said I had a great night and to let me know when she makes it home safe. She responded with its a shame that the night had to end because she was having a great time.
That's when I responded the night doesn't have to be over with a smiley face. To my shock she responded with just her address. I have never turned the car around so fast.
I pulled up to a dimly lit house and told her I was there. She greeted me at the door with another kiss and led me to her bedroom. The house clearly was inhabited by more than just her but it seemed like we were the only ones there.
She was wearing a satin black nightgown that showed off all of her curves in the perfect way. She was about 5'3 with a busty build. Long black hair and light blue eyes. I plowed her to the bedroom to a small loveseat next to the bed. We sat next to eachother within inches.
I guess I looked slightly uncomfortable and she told me to relax she doesn't bite. That was enough for me so I made myself comfortable and she put both of her legs crossed on top of mine. We talked about how the night went and it didn't take long before she was rubbing on the inside of my thought with her hand.
Out of nowhere we just started passionately kissing. Her hand rubbing over the zipper of my jeans trying to feel my throbbing cock. She began to unbuckle my belt as I was playing with her tits under her gown. She finally managed to set my cock free for it to spring out of my pants.
She began to slowly jerk me off while we remained kissing. I started to let my hand trail south and began playing with her clit through her lace panties. She suggested we moved this to the bed so I got up and took my pants off and she took her gown off to expose a perfect set of tits and a beautiful round ass.
She layed on the bed on her back and I climbed on top of her and began kissing all over her body giving special attention to her tits. All the meanwhile teasing her with my cock and rubbing all over her soaking wet pussy. From the look in her eyes she was practically begging me to put it in.
There I was just a kid with this much older woman at my mercy. I had never felt so alive. I finally put the tip in to be greeted with a load moan right in my ear. She began kissing my neck whispering the words "please give me more." Who am I to deny her. I slowly inserted the rest until I could feel her walls pressing tightly on my dick.
I started to fuck her slow and passionately. I put my hands around her face and stared directly into her eyes. While every stroke welcomed what seemed like an even loader moan than the rest. I reached my hand and started playing with her clit until I made her cum all over me. Then I slipped her legs above my shoulders and folded her like a pretzel.
I fucked her like I had never fucked anyone before and as I sped up her giant tits began to jiggle along with the rest of her body. She was beyond soaked I could tell I was living up to the expectations. I finally pulled out and finished all over her stomach and those perfect tits just like I had imagined doing on the drive to her house.
To this day the thought of myself dominating a woman twice my age turns me on when I think about it. We never did end up seeing eachother again but the memory of that night is good enough for me.
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