Upskirt Flirt

I live in a two story condo with a woman in her fifties above me. She claimed to have been a lingerie and swimsuit model back in her home country of German and had the pictures to prove it. It’s not hard to believe because she is a fine specimen of a woman at her age putting many in their twenties to shame. Well last summer, on several occasions she and I would talk, me on my first floor patio and her up on her balcony. I love it. On the first such occasion the shorts she was wearing had loose fitting legs and looking up I could clearly make out her hairy pussy. I took in the sight but was sure she was unaware. One morning after my morning run, she from her balcony started a chat coffee in hand and in a bathrobe. Again, ever now and again a small flash of pussy would make an appearance. She sunbaths on her balcony wearing a micro string bikini which doesn’t cover much really nothing at all. I saw her laying on her stomach face down. I said, Hello Grace. She got up her bare C cup breasts fully exposed and beautiful, she reached over to get a small cover and as usual we got into a convo. Her looking down at me and me looking up at her. She in true European style, didn’t shave her pits, and her g-string certainly did not come close to hiding her blond bush. All of this was driving me crazy. I wanted her but did not have the nerve to go further than talking. That is until after a crazy hot day the cool night air begged for me to go out on the patio and take it in. Grace is unable to see me but she heard me and in her German accent asked if I was sitting outside. I told her yes and she asked if she may join me. Of course! In a few minutes she was at my door in a nightie. Really just a X large t-shirt she uses as a night shirt. She had a bottle of red in her hand which I gladly poured two glasses of and we sat under the moonlight and enjoyed the cool air and great discussion. I learned much about her. She said she is a nudist and rarely if ever wears clothing at home. I told her that I am not a nudist but I do prefer swimming in the raw and because our condo faces a park, I have on hot nights such as this, have sat out on the balcony nude knowing the way our condo is designed, giving maximum privacy, that unless someone were to come down the path, I would go undetected. Grace laughed admitting that she has done the same many a time. With that she stood up and asked if I minded as she took off her T-shirt. Of course she received no objections from me. She looked incredibly beautiful under that moon light and I joined her quickly slipping my shorts down exposing a flaccid dick that as I sat there gazing at her was throbbing into a full erection. I apologized and she giggled and said no need. She took it as a compliment. She moved her chair next to mine and wrapped her hand around my 6 inches of steel. She just kept talking as she slowly played with my throbbing rod as we sipped on the wine. I placed my hand on her thigh looking to move it towards her pussy but she said just relax my love. Let me enjoy this moment. We have plenty of time to explore each other after we have the wine. Well she had her hand caress my cock for easily forty five minutes while we drank. My balls were screaming to be emptied and she knew it. She asked that I stand, her moving me in front of her chair, my cock staring her in the face. Her right hand slowly stroking while her left played with my balls. I ran my hands through her hair, her mouth all but two inches from the head of my cock. I will always remember the image of her beautiful face looking up to me and asking, “Would you think less of me if I were to put you in my mouth?” God no! With that she took me all to my balls. Her head bobbing up and down, her tongue working the underside of my dick. I was going to come and tried to pull out but her hands grabbed my ass cheeks as she held me there hard as I ejaculated down her throat. She then stood up, took me by the hand and led me to my bedroom. She had me lay on my back as she straddled my face. She said, “I want it slow. Eat my dessert.” I did with her instructing me as to what to do. “Suck my labia slowly. Yes. Just like that. Lightly lick around my clit. No don’t touch my clit yet. Lick lightly.” I did as she asked and after a half hour she asked me to suck on her large clit like she sucked my pickle. Wow, she suddenly started grinding her pussy on my face. Her full weight which was painful but not as she squirted in my mouth. She finished off by slipping me in her and we fucked until we came.
Long story short, we basically live together now but for maybe 5-7 nights, we are together. No complaints.

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Anonymous

by Anonymous on Mar 15, 2025 at 12:39 PM

Mature women are awesome, even better if they are a little chubby.

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