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One of my best friends during high school, let’s call him Keith, invited our friend group to his family’s beach club after graduation. It was Me, Keith, Keith’s parents, Keith’s grandma (who was the beach club member), and about five other guys from our class. We were all really excited and my friends were especially looking forward to talking to girls at the beach. I was kind of hung up on someone and not thinking about anything like that, which made what happened very unexpected.
We all went swimming at this pool area before heading to the beach. There, we played soccer- but it was more just me dribbling around my friends and getting kicked (I was the only one on a team or anything like that). Eventually, I ended up hurting my ankle- it wasn’t too bad, but it was bruised and I had to sit down for a while.
This happened around lunchtime and Keith’s dad had been planning on driving the guys to a popular pizza place around 20 minutes away (Keith’s mom and grandma had eaten by the pool earlier). As they prepared to go, I told them that I wasn’t really up to it and needed to sit for a while. It wasn’t really weird that I was staying behind because I was with Keith’s mom and grandma sitting on lounge chairs near the beach.
Soon after they left, Keith’s grandma said she was going to head back to the pool. She didn’t want to go in the ocean and the beach was too hot for her. Then, I was left alone with Keith’s mom (let’s call her Annika). She had her head in a book and I was just scrolling through apps on my phone.
To describe Annika, she was a gorgeous Austrian woman with olive skin. She was a good bit taller than me (maybe 5’10/11) and had really pretty light brown hair. Annika was very lean and in great shape (not just for her age), but her face was perfect. She had a sharp jawline, high cheekbones, beautiful dark brown eyes, and very pink lips (she wasn’t wearing makeup but it almost looked like she was). If I compared her to a celeb, Gal Gadot immediately jumps to mind.
I was trying not to be weird, but it was difficult not peaking over my phone at her in her black bikini. About ten minutes after everyone had left, Annika stood up and put jean shorts over her bikini bottoms. Then, she put on a sexy white shirt that basically had no sides (think like giant armholes). She said that she was feeling a little uncomfortable sitting in the wet clothes and proceeded to take her bikini top off through the side of her shirt (there was a clear view of her side boob). I was immediately hard and blatantly gawking at her.
Before she sat back down, Annika glanced at the ankle I had hurt and realized I was bleeding- I hadn’t noticed to that point. She reached into her bag to grab napkins, grabbed my leg, and started cleaning me up. At that moment, I was very turned on but also extremely panicked. The bulge in my swim trunks was very noticeable and all of Annika’s focus was on my lower body. I really didn’t want to seem like a creep and was hoping she wouldn’t notice but it didn’t take much longer for her to see.
Annika’s first reaction was to stand up and turn around- she was embarrassed and was apologizing profusely. I told her that she didn’t do anything wrong and was so sorry I got hard. I told her I wasn’t trying to but she was gorgeous and her touching my leg felt really good. She tried handing me the napkins saying it wasn’t appropriate for her to continue but I was practically begging her to just keep going.
After my pleading, she went back to wiping up the blood. I was throbbing at this point and when she went to pull her hand away after finishing, I grabbed it. I don’t know what came over me, but I was next level horny and desperate for this Gal lookalike to keep touching me in any capacity. “Please, can you just touch it,” I begged. She reminded me she was married and said it wouldn’t be right, but she was smiling and I could now see she was enjoying my advances to some degree.
It was interesting to me that her reason for turning me down was that she was taken rather than because I was young or her son’s friend. It encouraged me to keep going because she was talking to me like I would be a potential partner if it weren’t for her wedding ring. I kept begging for her to just grab my dick, saying no one would know but she was resilient. So I asked if she could just hold my hand while I jerked myself off with the other. She bit her lip, still somewhat hesitant, but shook her head yes.
I was saying absolutely filthy things to Annika while I pounded my hard cock in my hand. I told her how she was such a naughty woman letting me jerk off to her in public. And I told her how I would love to be pounding my young dick deep in her married pussy. She was clearly turned on but mostly just staring into my eyes and occasionally biting her lip. That changed as soon as I said “You’re going to make me cum my pants mommy.”
As soon as I called her mommy, there was a visible change in Annika’s eyes. She suddenly took over the dirty talk, and her Austrian accent made it that much sexier. She said I was right about mommy being a bad girl and that she was being such a naughty brat letting me jerk off for her. Annika told me I was a good boy and that I had earned a reward.
She took my hand (which she was still holding from before) and shoved it inside her shirt. I grabbed her tit and she let out the sexiest little moan. I leaned in to kiss her and she stopped me, wagging her finger and saying we couldn’t do that. Annika really knew how to be a teasing slut after all her years of experience. Her denial only made me jerk faster because it was so hot convincing her to take things further.
Not long after that, I felt my load building up. I told Annika and she smiled big. She grabbed my wrist (the hand that was on her tit) and put it on her cheek. She said, “Good boy, make a mess in your pants for mommy” and pushed my thumb into her mouth while I held her face. I looked deep into Annika’s brown eyes as she made gagging noises on my thumb, and I couldn’t handle it anymore. I told her I was cumming, and she took things even further grabbing my balls from outside my shorts with her other hand. I started shooting ropes of cum in my shorts and Annika took breaks from swirling her tongue around to moan “Good boy” a few more times.
As I came down from my orgasm, I took my other hand off my dick and held her gorgeous face with both of my hands. Before I could ask, Annika leant in and kissed me with her sexy pink lips. From there, we settled back into our book and phone respectively knowing the others would be coming back soon. I later had a falling out with Keith after dating a girl he had liked. As such, I never got to see Annika again, but she often enters my thoughts during fap sessions. Every time I see Gal Gadot (who I have a massive crush on), I think of how Annika made me jizz my pants at the beach.
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