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Our second encounter with the "Rude MILF"

"Cumming inside her pussy in public was not enough. This time it was double the fun, and none of the clothes."

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Author's Notes

"The extremely tall, blonde MILF had plans for me on a Saturday evening. This was my first time I ever got to fill both holes of a woman with my seed."

This is the continuation of the "Rude milf who did not want stracciatella" story that took place in my early twenties. Please have a read that one first if you wish to see the full picture: https://www.swingingheaven.co.uk/stories/fact/the-rude-milf-who-did-not-want-stracciatella

Just to recap: After she squeezed all my cum into her fanny, she told me to return to the nearby parking lot in a few days - Saturday evening. She mentioned she wanted to take me somewhere, which could've raised alarm bells, but what do you expect from a 22-year-old guy who just came inside this gorgeous, blonde MILF? Of course, I was there. I was not sure about what she planned for us, but sometimes you just have to flip a coin...

Friday was way too sluggish, all I kept thinking about was my Saturday "date" with the blonde MILF who was always getting on my nerves with her attitude. I just couldn't wait to find out what her plans were. I was erect every half an hour or so, when I thought about our quickie by the bridge. I even accomplished a great feat: I didn't wank, wanting to keep it all for her. I could just about manage one day. Saturday came, and it was 20:00. I went to the big car park belonging to the posh flats. She was already waiting with a cigarette in her hands when I got there, even though I was not late. I approached her, not exactly knowing what to say. She didn't have a great track record of saying 'hi' all those times when I was selling her ice cream. She didn't have the usual frown on her face, that was a good sign. However, she looked more casual than how I usually see her. No platform sandals with straps, no summery dress. She was wearing tight jeans and a small, brown tank top that had some unnecessary buttons on top only for decoration, and a reason to show some cleavage. I was disappointed to not see her feet, as she was wearing green converse shoes instead of something you'd see on dates or "encounters."
"Hey" - I opened like an absolute child.
"Hey, you" - she responded after she exhaled a puff of smoke. Not bad, she said hi this time. She put out her cigarette and grabbed the handle of a car.
"Taking a car then." - I was a master of small talk.
"Can't see your little ice cream bike on you, love, so yeah... buckle in." - There it was. She was flirty, but it did have that slight smug tone from earlier. The way she said 'buckle in' was a bit mysterious.
Before she stepped on it, she leaned forward like she was checking one of the flats and then we were off. I was just about to start some sort of chit-chat with her and asked:
"So, how are the little ones?"
"Good. But I rather not talk about them now..."
"Oh, sorr-" - she interrupted me, being a very straight to-the-point:
"Hope you didn't wank today." So much for small talk then. I shook my head and added:
"Can't say I didn't want to, though." - She looked at me for a second with her cold, grey eyes that almost lit up in the low lights of the evening. It was almost a sign of approval.
"We're here." - She pulled over.

I thought she'd take me somewhere private, a weekend house, some seedy parking lot, or something. But no, we were just a stone throw away from her place, literally in the middle of the town centre, main square. She stopped at a large gate that is usually wide open from Monday to Friday. It had a couple of small businesses in there - print studio, some IT company, Internet Café (yes, back in those days it was still a thing), a book store, some sort of law firm, that type of thing. She pressed in a code and the gate opened up with a clank. She led me all the way to the top, third floor, while we both kept quiet. I was trying to guess what was happening, but I didn't want to give her the satisfaction to ask about it. Just go with it - I thought. She knocked on the door of some sort of a studio. To my surprise, a woman opened the door for us. What in the name of... Who's she? She looked like her age, by far not as attractive and tall as her, but still pretty and charming. Wavy, red hair, shorter, curvy figure with gigantic breasts, wearing a beige dress with a floral pattern. She was wearing some pretty sleek pair of glasses while she was barefoot, too. The two ladies hugged and greeted each other.

"Hey Flo, here we are." - said my 'date'.
"Hey hun, come right in. Come in.." - And she ushered us inside. It was a photo studio with chic props and lamps, tons of prints scattered everywhere. It was a bit cluttered, but in an organised way.
"Tea, anyone?" - Flo asked. Before I could answer, she leaned closer and touched my elbow:
"Very nice to meet you, you can call me Flo." I introduced myself, accepted the offer, and looked at my tall, blonde MILF date suggestively. She was busy looking at some prints on the table, but looked over to me.
"Cat." - she mumbled. Of course she was. The name of my first girlfriend. (I did talk about her in another story here) What else would she be? Oh well. Flo was off, preparing a tea for herself and me in the corner, while Cat walked up a quirky-looking spiral staircase. We drank our tea - Flo was real nice, almost the polar opposite of Cat, giggled a lot.

"Shall we?" - she gestured towards the staircase. We made our way up, and there was some more props, a corner with an office setting, a corner with an old-timey sofa and some drapery around it, and a nice, queen-size bed near the window. Flo stepped to a big table where she had a large computer screen, a hectic clump of cables, and she took a very expensive-looking digital camera off the charger. She was tinkering with it, getting some lenses out of a box. I started to put two and two together. I remembered Cat telling me her camera was great as she was was walking away with my cum dripping out of her fanny. I rubbed my eyes, giggling a bit:
"Oh, camera! Right, right!"
"Haha, what else would it be, love? Wait.. You thought I would get in there with you two?"
"I didn't know what the plan was." - coming clean, while giggling.
"You're so bad, Catherine! What did you tell him?"
"I know!" - came Cat's voice from one of the rooms. I looked at Flo and mouthed 'fuck all' to her. She did not seem shocked by her friend's antics.
"Ready when you are. - said Flo to Cat.

Flo took this opportunity to tell me that I needn't worry, there will be no shots of my face, unless I specifically want her to take some like that. I didn't mind. She asked me to sit down on the bed, so she could take one or two test shots. She only took one, when Cat came out of the bathroom. She was wearing nothing at all. This extremely tall, model-like woman took the natural option, and it was very much appreciated. They say it's good to have some mystery, but in this case, I was all for this, fuck every piece of textile in the world, it was bad enough the last time we fucked that I couldn't properly free her boobs or see every inch of her. It felt right. Her skin having a beautiful tan on, with nails and toenails painted metallic gold. Her delicate landing strip in full view, wonderful, round ass and boobs, nipples ready to be played with. She was extremely tall, but her long, long legs were toned, with a delicate flower-like bellybutton piercing glimmering in the studio's lights. She made her way towards the bed I was sitting on, and she stopped to turn around in front of me. From this point on, Flo said nothing, all I could hear was the shutters of the camera working every once in a while. I started undressing, took off my shoes and socks, and as I was getting out of my t-shirt, Cat stepped closer and impatiently started undoing my pants. She pulled down boxer shorts and jeans, so I kicked them away. I leaned back, thinking she would give me a blowjob she denied the last time we met. She was kneeling at this point, it made sense, and as she leaned closer to my already bulging cock, she blew some warm air on the head, with her lips almost touching the little pre-cum drop that was forming.
"uh..uh.. Told you, I suck no cock." Normally I would love to find out the story, I am sure she has a reason, but I had no time to feel disappointed, because she crawled towards my face slowly, and gently started wanking me off with her boobs. I have no idea if she put something on her skin, but anywhere I touched her, it was velvety and sensual. After a while I thought it was my turn to do something, so I started sliding down the bed, with her still in place. As I was slowly descending I slowed down a bit to lick both her nipples. Not too long, though, I was set to get a taste of her juices before she takes the wheel again. As I reached my destination I whispered:
"But do eat pussy, you know." - I did just that. Taking the lessons of our last encounter, I started making out with her lips. I could feel how she often twitched a muscle or bent her knee a bit at times, she really enjoyed being eaten out. I was barely going at it for 10 seconds, but I could feel that her pussy was pumping out a lot of juice. I liked that a lot, prompted me to go even more passionately. This was the point where I completely forgot about Flo, I stopped paying attention to the shutter's sound, too. I was caressing her tall body everywhere I could reach from this position, Often squeezing her butt cheeks and pulling her even closer on my face.
"Oh fuck me, this is good." - she moaned. I slapped her bum with one hand and asked "Yeah?"
"Little more please. More." - she added. I love eating pussy, so I would've been dumb not to give her what she asked for.
She altered between holding the back of my head with one hand and opening her lips for a bit, as she was really embracing the situation, not holding back any sound. It was amazing, at this point I had never been with a woman of her age, or anyone who knew her own body so well, and what she wanted. She then stood up, and I followed her. She pushed me on the bed to sit down, and she sat on my lap. Cat had to leaned forward a bit so we could kiss, it was still very apparent that she was very much taller than me, but it had its benefits. Our kiss was very passionate and borderline angry again, it was her way, and i did not mind at all. I couldn't believe that we are here, doing this, while for some time now I was annoyed at the sight of her until a few days ago. It was bizarre, but I loved the mixture of feelings. She threw her hair backwards, adjusted it, and for a split second got off of me, and gave my cock the smallest peck. I might be imagining things, but I felt like this was her way of saying 'even though I don't suck cocks, you can have a peck'. I felt teased, but she didn't leave me hanging for long, sat right back on my lap, this time, carefully positioning herself to be impaled. With her right hand she started rubbing her lips and clit with my cock, and in no-time, it was lubricated perfectly. She then put her arms on my shoulders and let herself slid down slowly on my erect cock. We were moaning together, I love this part of sex. I usually close my eyes at this part, but I remember I looked in her eyes to see if they were just as cold as always. They were vulnerable, beautiful icy-blue and grey, and honest. I didn't want to romanticise her, but she looked so different from what I usually got of her. I buried my face between her breasts and started making out with her nipples, gently sqeezing them with my hands and biting. As she was slowly riding me, between two moans she said:
"Harder. Harder, harder!"
I wrapped one arm around her waist so I could aid pushing into her as deep as I can, and with her height, I could comfortably play around with her breasts and nipples with my other free hand and mouth. I started squeezing harder, with my bites becoming more focused, too. I quickly worked out that she goes crazy for a simple move: holding her nipple in between my teeth while rubbing it rapidly with my tongue. At this stage I often had one hand wander around, carefully caressing around her ass. When I got close, and touched her anus at times, her moans often had a little giggling tone to them. Ok, I thought.. Let's see what we can do with this. Cat wanted to change positions so she lied down on her right side, with me kneeling, as her left leg was around me. It was my first time doing this angle, and it drive me nuts it was so hot. I could thrust deep inside her, but I had the privilege to see her face and play with her wonderfully toned leg. As I kept fucking her in this position, our groins were sloppier and sloppier, with her juices lubricating everything, on both of us. I was kneeling steadily so I took one hand and started rubbing away her clit. This drove her crazy, she was actively squeeling now, clawing at the bedsheets. She was grabbing one of her boobs, handling it roughly, as she looked at me.
"I am going to cum...I want you to cum too."
"Yes. Yes!"- I responded.
After a few more thrusts I could feel she is getting there, so I stopped controlling myself giving myself entirely to the pleasures of it.
When she reached the peak, and started climaxing, I joined her half-way, so were grunting together.
"Oh fuuuck!"- I yelled out. I pushed my dick in as deep as I could while steadily holding her against my groin until both our orgasms stopped. Flo stepped very close and took a lot of closeups of my sliding my dick out, with some cum dripping out.

Cat did some poses on her own, too, playing with her fanny filled with my seed. She seemed to be careful not to push it out, when a bigger amount gushed out, she smeared as much back as possible. It was enough to get me hard again, I have only seen cum being wiped away or pushed out, but this woman wanted it all, like some greedy, perverted addict. Loved it.
"Got some more?" - she looked at me after her friend finished taking her solo pictures.
"Jesus, man, give the poor lad a break at least" - Flo pleaded with her Cat. I wish I could say I was ready for action immediately, but I am only human, I did need a little bit of recovery time. Before I could say anything, Flo went on:
"Want to shower?"
"Can't hurt." - I answered calmly, but inside I was super thankful. Wouldn't want to seem like a joke after such a cool session of fucking. Flo pointed towards the room Cat came out of, so I waltzed in, saying something dopey, like "Don't go anywhere." I at least hope I didn't do some sad hand gesture like the finger gun to make it dumber, at least.

I took one long shower, and when I got out, Cat was lying in bed, with a large towel wrapped around her, her feet crossed, against the top of the headrest while checking the photos on the camera with Flo, who was sitting next to her. She did a cute twiddling motion with her toes, and since I love sexy feet, it got my attention, and I felt ready, or at least I hoped I was ready. I stepped close, and started kissing her shin, going towards her foot. At first she looked puzzled but her face eased up and she went with it, stretched one leg out in the air so I have better access to it.
"This is new." - She said.
Flo frantically started putting a lens on the camera, muttering something like 'shit shit shit'. She didn't miss anything, I kept at it for a while not just to enjoy myself, but to make sure we're ready. It was reassuring to feel that my cock was starting to wake up, getting more and more erect with every passing minute. Cat swapped her legs, and showed me the other one. I had my eyes closed, so it took me by surprise when I felt her other cold foot was slowly touching my balls and shaft. Oh, this woman caught on quick. I sat down next to her and she then took both feet and started giving me a footjob. Without a shadow of a doubt, this was not her first time doing it, it was so perfect and sensual, I had to concentrate on not cumming right there and then. I reached her pussy and bum with one hand and started playing to the rhythm of the footjob. She was already very wet from our previous round, but if anything, this just turned her pussy and absolute mess, and I loved everything about it. I was was fingering her for a bit, then moved on to her clit, which she seemed to enjoy a bit more, so I just kept at it. She stopped with the footjob, and whispered:
"Going to cum. Wait."
As she wanted to change positions, thinking it was a bit soon. I however felt emboldened now, so I just leaned down in between her legs, held a leg with a hand, while using the other hand to spread her wonderful lips, and sucked on her clit. It took her by surprise, and didn't take long for her to have a second orgasm, a long one at that, too.
"Ah fuck. Ah fuck..." She panted. She composed herself enough to get on all fours, still huffing a bit from her second climax. I leaned forward, and gently touched her lips from this angle with my tongue again, while rubbing my cock. with slow, circular motions only using the tip of my tongue, I made my way all the way to her bum hole. She held her breathing for a little bit, I wasn't sure how she'd react, but to my joy she just spread her ass cheeks with one hand. I took that as an absolute green flag. It was clear to me that she never ruled anal out, she was completely clean, so I proceeded. I have to say, this was my first time doing anal, but she didn't have to know that. I tried to do what made sense in my head, gently licking her hole, teasing, then pushing the tip of tongue in. After a few moves with my tongue. Then, I positioned myself to do it doggy style with her, and started rubbing my cock along her dripping lips for lubrication. There was plenty of juice and my cum, so it was meant to be... I did the same with my dick as I did with my tongue, gently playing around, then inserting the tip first. I want to believe that it wasn't apparent that it was my first time doing it.
"Push it it, I want it." Well, would be rude not to at this point, and I started sliding in her asshole. Halfway in she started squeeling a bit louder so I stopped a bit, but she then pushed herself back to complete the move.She started moving her bum back and forth, doing slight sideways motions, too, and it drove me nuts, her ass was so tight. She put her face down on a pillow, and said:
"Now fuck my ass hard. Don't stop until you cum again." This was not the first time she was verbal about what she wanted, but something about this one made me go very primal, and I started fucking her asshole with force. She did not complain, or ask me to stop at all. At one point she was very loud, so I did slow down to make sure I am not doing anything she doesn't want me to do.
"Should I pull out?"
"God no!" - and she violently smacked her ass against my groin. I was grabbing her ass, smacking it passionately, and then I felt it building again. The buildup was somehow slower than usual, I was taken aback by it, but the release was extraordinary, I filled her asshole now too, as deep as I could. We were both trying to catch our breath with me still being inside her, and as I slowly pulled out, Flo moved in closer again and took a lot of photos of Cat like this. She did some poses again, I have to say, spreading her legs wide apart, showing both holes with come glistening in both of them, I often revisit this old picture of mine when it's time for a wank. As I was writing it, I had to stop and relieve myself right now, too.

While we got dressed, Flo asked if I wanted the photos that turned out nice - to which I replied:
"I want even the shit ones, all of it." As Cat was pulling her socks up she said:
"You sound like my husband." I don't know what I was expecting, I knew she was married, she had kids, too. But we never mentioned the husband.
"Your husband. Is he away?"
"At home. Waiting impatiently" - she said, looking for her shoes." I looked at Flo a bit confused. She just gave me a 'such is life' type a shrug.
"Wow. That's something."
"He used to love it. And I sure can't complain."
Flo chimed in:
"He'll be shocked, I wish I could see his face."
"We'll see. It's a big number for us, so it's fitting." - As it turned out, this was part of an anniversary present. To each their own. I later learned that he never fucked her asshole before, so that night not only did she go home with another guy's cum in her pussy, but her ass was dripping the same cum, too. Flo was a very professional photographer, and Cat's good friend, she works with naked people a lot, so it's not like she was standing there drooling, but an email she sent me revealed that the night we met and took photos, she had a very nice long session with her hubby, bless her. Because true to her word, she did send me a quite nice number of shots she took that evening via email. And they are among my most prized files on my computer. As for Cat, she gave me a lift home that evening, and went home to their posh flat. I saw her often while I was still selling ice cream, being a whole lot nicer than before. We did have sex that year a couple more times, until I got a girlfriend, I will probably post about those occasions, too. The cheeky woman also revealed to me after our 4th or 5th time together, that she did actually order stracciatella ice cream when she accused me of giving her the wrong flavour. I could hardly get angry over that, could I? We laughed it off, but let's just say that I attempted to get some redemption for it...

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Written by Pencilsketch85

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