Everyone's over 18 in this story
Backstory:
Having had sex with my neighbor MILF twice in two weeks, I felt like the coolest kid in the neighborhood. She was hot, 42, had big boobs, and the hairiest pussy I had ever seen in my life. What's more is that she liked having sex with me since her husband wasn't fucking her. With my friend Kyle, her son, a hardcore gamer and being oblivious to what we were doing anytime I went over, I felt like I could explore Penny's body more and more each time I went over on the weekends.
New story:
As I sat in my room on Friday night, I was thinking about when I went over Penny's last weekend, she blew me in the kitchen, and then I fucked her upstairs and filled her up with my cum. I didn't take a shower for two days after that because her musky pussy smell was all over my dick and it turned me on so much. I jerked off twice a day on Sunday and Monday looking at the pictures that she gave me of her naked while sniffing her fresh dirty panties. Flipping through the pictures, it was clear that as a younger woman, her boobs were perkier, her nipples weren't as pointy, and she was a bit skinner.
Compared to how her boobs looked now, her areola had widened a lot, her nipples had gotten pointier and darker, plus her boobs had grown by at least two cup sizes. Having a kid changes a woman's body for the better and I'm glad that she had Kyle with a c-section, that kept her pussy nice and tight.
As was becoming my ritual, I stopped jerking off on Wednesday because I wanted to save up my cum for Penny when I saw her. On Saturday morning, I grabbed Penny's dirty panties that I kept in the ziploc bag under my mattress and stuffed them in pocket. I wanted to keep my promise of bringing her to bring back the dirty panties that I sniffed and jerked off to, that way I could swap her for a fresh pair.
I hopped on my bike and rode over around 11 AM, put my bike in the driveway, and then looked over to see that Penny was sitting outside at her pool in a bikini. She called out "hey Pete, come over here, I'm getting a little sun at the pool!". I smiled and walked over to see her, being careful not to come too close to hug her since I didn't want Kyle to see". She smirked when she realized what I was doing, then said "you can come over and give me a kiss on the lips, Kyle's out with his dad to do some back-to-school shopping and they won't be back for a while".
Smiling, I looked around and realized their entire backyard was surrounded by hedges, so nobody could see in. I walked over to Penny, bent over, and kissed her on the lips. Then, stepping back, I soaked in the sight of her in here bikini. It was about 85 degrees out, the sun was just getting high in the sky, and she was shimmering in beads of sweat. Her large boobs were being contained by a bikini top that was far too small, so the sides of her boobs were pouring out of it. Then, I looked down to her crotch to see her bushy pussy hairs coming out of the side of the bikini.
Penny smiled at me, holding her lemonade in her hand as I gave her a look up and down, then she giggled and said "it's great to see you Kyle, I've been sitting here thinking about your dick for the last hour and my pussy's all wet now". Penny reached over to my shorts and felt my dick getting hard, then she said "there it is, just was I was hoping for this morning!". I reached into my pocket and handed Penny the panties that I took last weekend and she laughed and said "oh great, thanks for bringing these back! I'll give you some fresh ones soon from when I was playing tennis this morning".
I laughed and told her those would do just fine, then I sat down on the lounge chair next to her. My dick was so stiff at that point that it was making a tent in my pants. Penny stood up, walked to the end of my chair, and put her fingers under the sides of her bikini bottoms, slowly lowering them as she looked at me through her glasses. Seeing her hairy pussy glistening from her wetness and the sweat that was running down her body made my dick start to throb.
Penny tossed me the bikini bottoms, I picked them up, and flipped the crotch inside out to see the stain from her wet pussy in them. Then, I stood up and took off my shorts and shirt, sitting back down in the lounge chair completely naked. Penny said "Pete, I want to masturbate in front of you on this chair while you jerk off with my wet bikini bottoms, then we're going to have sex after you've recouped". I said "you don't have to ask me twice!" Then, I reached down and put my hand around my dick as Penny sat down at the end of the lounge chair, her top still covering her massive boobs but showing enough of them that it was a great tease.
I put the panties up to my nose and inhaled Penny's pussy juices, the crotch was damp from juices that had soaked into them and very warm from her body. Penny told me to look over at her, and she spread out her pussy while I started stroking my dick in the lounge chair. She fluffed up her hairs, then reached down to her opening and spread her pussy lips so I could see the pink inside of it. I licked my lips because I couldn't wait to get inside there again.
"Pete, keep stroking that big dick of yours, I'm going to spread my juices around and rub my clit". Hearing those words made some pre-cum ooze out, and I kept staring right at Penny's pussy that was 3 feet away from me. She brought her middle finger to the bottom of her pussy, got some of the juices that were leaking out, and brought her finger up to her clit. Slowly circling it, she started moaning, and I increased the pace of my stroking while I did that. We were both turning eachother on, masturbating away, and all you could hear was her squishing sounds, moaning, and my stroking for a few minutes.