My Mother’s MILF Friend and the Night in the Car

This happened a few years ago, one July night, right on my mother’s birthday. I should clear up a couple of things so the rest makes sense. Back then I’d been training for months at the gym with a couple of friends and I was in my best physical shape. I had no shortage of looks or flirting, and every now and then I took advantage of one when I felt like it.

To celebrate my mother turning fifty, we threw a dinner at home with the whole family and several of her friends. I stayed helping out, greeting guests, and carrying glasses from one place to another. Uncles, cousins, women my mother’s age I’d known all my life, and others I’d never seen before kept arriving.

Among those last ones came one who, from the moment she crossed the threshold, had all my attention.

I opened the door myself, and the second I did I was face to face with one of those mature women who look like they’ve stepped out of a movie. I’ll admit that being with a milf was one of my unfinished fantasies, so she was already starting at an advantage. She introduced herself as Lorena. She was a little taller than my mother, wearing pointed heels and a tight dress that showed off every curve: firm breasts, an impossible waist, and round hips that looked hand-drawn.

She had a pleasant face, a few discreet wrinkles that took nothing away from her, and straight hair falling to her shoulders. Apparently I wasn’t the only one who’d noticed: I caught one of my uncles staring, saw other guests turning their heads as she passed, and watched as she was taken out to dance again and again. But I also caught Lorena glancing at me more than once.

That night I’d dressed formally, and because I trained the T-shirt fit me tight, showing off my back and arms. The pants, which I didn’t like wearing that snug, didn’t help hide anything either. Every time I walked by with a tray of wine or appetizers, I could feel those women’s eyes traveling over me.

At one point, while I was uncorking a bottle, I looked up and there she was, staring at me openly, giving me a slow smile. I got nervous, I won’t deny it, but this was an opportunity I had no intention of letting slip. I kept doing my thing as if nothing was happening, and little by little I was the one who started flirting with her, subtle at first, bolder later, until I worked up the nerve to ask her to dance. She accepted immediately.

We danced for a good while. At first I laughed nervously because she would grab my arms and squeeze them, then burst out laughing. But I loosened up until we ended up pressed together, her breath on my neck, her laugh brushing my ear. And, as expected, I started getting hard.

I tried to pull away a little so it wouldn’t show, but she wouldn’t let me. She held me by the waist and pressed closer, until I felt my own cock, fully hard, brushing against her stomach through my pants. Lorena didn’t even flinch. She kept dancing as if nothing were happening, and even made a hip movement that went straight to rubbing against the bulge, slow, deliberate, casual, like it was nothing. Later she’d confess she had noticed it, that her pussy got wet right there in the middle of the living room, and that she wasn’t going to miss the chance to feel someone that young like that.

My mother interrupted us suddenly, and we separated. I was already hard as a rock. After that, we spent the rest of the night constantly looking for each other, smiling from across the room, though we didn’t dance again because her friends had her cornered.

***

After two in the morning people started leaving, and then something happened that I’ll always be grateful for. My mother asked me to drive one of her friends home because she had no way to get back. And Lorena, quick as a flash, jumped in saying I should drop her off on the way too.

So there I am, driving at night with two women in the car. Lorena sat in the front, and I couldn’t stop glancing at her legs out of the corner of my eye. That dress left nothing to the imagination. I couldn’t even talk to her because my mother’s other friend wouldn’t shut up for a second.

I made it through the whole trip in silence until the first one finally got out. When I was alone with Lorena, nervous but thrilled, I set off again and started talking to her. We talked about a lot of things. I asked her age, she asked how long I’d been going to the gym. It was all pure flirting. She even told me I was very handsome, that my muscles suited me. I laughed, but I also noticed she had lifted her skirt higher than when she’d first gotten into the car.

“So you’re single, kid?” she blurted out all of a sudden.

“Yes. Why do you ask?”

“Because I caught you staring at me very intently at your house, and I was wondering if some girlfriend was going to make a scene.”

“Not at all,” I laughed. “And, hey, you were staring at me too.”

“Of course, handsome. Only when you looked at me, you weren’t exactly looking me in the eyes.”

“I was just appreciating how good you looked when you danced.”

“And did you like what you saw?”

“I can’t answer that.”

“Don’t be shy,” she insisted, amused. “Be honest. What do you think of my body at forty-seven?”

“That you look amazing.”

“Wow. You’re not bad at all either. And now that we’re being honest, tell me: have you ever been with an older woman like me, or do you just like boring holes into me with your eyes?”

“I wasn’t boring any holes into you. I was attending to you, since I was the host.”

“Sure, sure. And when we danced, are you going to deny that cock of yours shoved into my stomach too?”

I was already nervous and hard again, so I shot back:

“You can’t tell me you didn’t like it, that you didn’t want to stay close to me.”

“Oh, kid. When a woman my age realizes she can still turn on someone so young, everything gets wet. And with you, I got very wet.”

“So that’s not the first time that’s happened to you.”

“I wish it happened more often. But I hardly ever go out. My husband doesn’t like leaving the house, so I spend my time locked up. And fucking—well, fucking, I can barely even remember the last time.”

I could see her expression tighten when she mentioned her husband. I didn’t wait any longer. I asked tactfully, and between one sentence and the next she told me her marriage was dead, that he was bitter, and that she’d been unfaithful to him. She’d had a few drinks and she seemed fragile. I put my hand on her leg to comfort her, with no other intention than that, and then she threw herself at me and kissed me.

I managed to pull over by the side of the street with her mouth already locked to mine. Her kisses tasted like wine and she kissed like a fucking demon: she shoved her whole tongue in, bit my lower lip, sucked on it, and plunged her tongue back in until she had me panting. I slid my hands down her back, slipped them under her neckline, and squeezed her tits over the bra, feeling her nipples hardening beneath the fabric. She let out a low moan, took my hand to her leg, and made me slide it up under her dress until my fingers brushed the wet fabric of her thong. She was drenched. Suddenly she pulled away.

“No. I can’t do this.”

I, heated up from the whole night and with those kisses still on my lips, started trying to convince her.

“Relax. Nobody will know about this. Nobody.”

I kept at it with gentle words until she gave in. We kissed again, this time with our hands free, roaming each other with hunger. I slipped my hand back under her dress and moved the thong aside. I ran my finger along the slit of her pussy, up and down, and she was so wet I slid right in without resistance. I put one finger in, then two, and started moving them slowly while she bit my neck and moaned softly in my ear, “like that, like that, don’t stop.” With my thumb I found her clit, swollen and hard as a pearl, and rubbed it in circles until her breathing shot up. A police car passed slowly down the street and forced us to separate and keep going with my fingers still slick with her.

***

Lorena kept looking out the window, blushing, not meeting my eyes. We drove a few minutes in silence until, without warning, she turned toward me and started unbuttoning my pants. I had to find a place to stop as fast as possible while she, impatient, wrestled with the seat belt and the fabric of my pants, which as I’ve already said were tight on me. When she finally got the zipper down, she slipped her hand inside my boxer briefs and took out my already hard cock, thick and throbbing, a drop of liquid beading at the tip.

“My God,” she murmured, holding it in her hand and slowly jerking me off. “What a hard one you’ve got.”

As soon as I came to a full stop, the good stuff started. I grabbed her face and kissed her again while I finished pulling my pants and boxer briefs down to my knees. I was rock hard, my cock standing upright and pulsing against my stomach. Without waiting any longer, I ran a hand over the back of her neck and guided her down.

Lorena knelt without saying a word. First she ran the flat of her tongue over my balls, one and then the other, sucking them with her mouth open until everything on me stood on end. Then she worked her way up, licking along the vein underneath, very slowly, until she reached the tip. Her tongue focused on the head, circling it, gathering the drop that had appeared, tasting it with her eyes closed. She took only the head into her mouth and sucked it, tightening her lips, until a jolt ran through my hips. Then she went all the way down and came back up. She worked me like that for a few seconds, slow, her hand at the base following the motion, until she lifted her head.

“Holy shit, what a cock you’ve got, kid. And so thick.”

The truth is I’m not that big, more average than anything, but I am a bit thick, and that day I was nicely taken care of. So I asked her:

“You like it?”

“I love it,” she answered with a smile before going back down. “I’ve been imagining it all night.”

She did it again with more hunger. She opened her mouth, took it all in, and shoved me to the back of her throat over and over, setting the pace herself. I could hear her gag a little when she reached the end, and even so she kept going, eyes watery and saliva running from the corner of her mouth down to her chin. When she pulled off, instead of complaining, she just looked at it with that mix of shamelessness and satisfaction, jerked me with her hand slick with saliva, tapped her tongue with the tip, and started again. She sucked me with such force it had me right on the edge, squeezing her cheeks inward to create more pressure, then deliberately slowing down to stretch it out. Every so often she took me out completely and licked my balls again, one after the other, while looking up at me with shining eyes.

Meanwhile I had reclined the seat back. I hiked her dress up over her waist and caressed her hips, which were perched up on the seat. I slid the thong down to one side and put two fingers in her cunt again. She was pouring. I started pumping them fast while she moaned around my cock, and those moans vibrated all through my shaft. I pulled my fingers out and rubbed her clit with my thumb, keeping one eye on the street so nobody would catch us.

It went on for a good while, though to me it felt endless. Lorena sucked me off as if she’d wanted it for years, focused on making sure I enjoyed it, while I caressed her back and neck. At one point I tugged at her T-shirt and took it off completely. That seemed to turn her on even more: she let go of my cock, ran her tongue from bottom to top, slowly, from my balls to my belly button, kept going up my abdomen, and sucked one nipple, nibbling it gently. My whole skin prickled.

“Fuck me,” she asked suddenly, her voice rough. “Fuck me now, I can’t take it anymore.”

She didn’t have to ask me twice. I pulled a condom from the glove compartment while she slid the straps of her dress down and pulled her tits out over the top. They were mature woman’s tits, full, with large dark nipples, stiff as stones. I bent down and filled my mouth with one, then the other, sucking them hungrily while she stroked my neck and moaned. She put the condom on me herself, quickly, rolling it down my whole cock with trembling fingers, and by tugging at her arms I lifted her onto me. She pushed the thong aside again, grabbed my cock, aimed it at her opening, and came down in one sudden motion. We fit on the first try, and she let out a long, guttural moan when she felt me all the way inside.

“Oh God, what a full feeling,” she gasped, still for a second, letting herself get used to it.

Soon she started moving, braced against my chest, lifting and lowering her hips slowly at first, feeling me go in and out centimeter by centimeter, repeating how good it felt. I had her tits in my face and I sucked on them one and then the other, moving from one nipple to the other, biting them softly while she rode me. Then she started moving faster, harder, bouncing on me, her pussy slapping wetly onto my cock with a sound that filled the car. I grabbed her ass with both hands and helped her up and down, setting the rhythm from below too, driving into her upward every time she came down.

“Like that, like that, give me more, give me more,” she moaned into my ear. “How this kid fucks, how he fucks.”

I made her get off me for a moment, turned her around so her back was to me, kneeling on the passenger seat with her hands on the door. I lifted her dress to her waist, saw her round white ass gleaming in the dimness of the car, and drove back into her cunt in one thrust. I started fucking her from behind, gripping her hips, pulling her toward my cock with each thrust. The seat creaked, she pressed her forehead to the window and panted, fogging it up. I slapped her ass and she gave a muffled cry.

“Again,” she begged. “Again, give me another one.”

I gave her two more, watching the flesh bounce and the red mark of my hand remain on her skin. I slid my hand underneath and found her clit again, rubbing it while I thrust into her, and after a few seconds her whole body started shaking against me, her cunt clamping down on my cock in spasms, moaning softly, “I’m coming, I’m coming, God, I’m coming.” She collapsed onto the dashboard with the whole orgasm crashing over her, and I took the chance to keep pumping her while I felt her coming apart.

When she recovered, she turned around, grabbed my face, and came close to mine.

“I want you to finish in my mouth. Give it all to me in my mouth.”

She climbed on top of me again, this time facing me, and rode me once more, squeezing her pussy on purpose every time she came down. She sped up so much I couldn’t take it anymore. When I felt myself about to go, I warned her, and she awkwardly swung off my legs, knelt as best she could in the little space there was, yanked the condom off in one pull, and took my cock into her mouth just in time. She started sucking me fast, one hand jerking the base, the other grabbing my balls and squeezing them softly.

The first load came out hard and hit her palate; she didn’t move away, kept sucking. The second, the third, the fourth. I felt her swallow between each spurt, never letting go, taking every last drop. When I finished, she slowly pulled it out of her mouth, licked the tip to clean the last drop, ran a finger along the corner of her mouth gathering what had escaped, and licked that too, then laughed with a grin from ear to ear and shining lips.

“Delicious, kid. Really delicious.”

I was left exhausted and satisfied, my cock still hard and throbbing between my legs. When she cleaned herself up, I kissed her again. She smelled of wine and night, and her mouth still tasted like me.

“Oh, kid,” she sighed. “It’s been years since anyone gave me a night like that. I hope it’s not the last. But now take me home already.”

We laughed, got dressed, and I set off again. On the way we exchanged numbers, in case we felt like it again. Her house was beautiful, and at the door her husband was already waiting, sulking, reproaching her for the hour. She didn’t even answer him. She just got out, gave me a knowing look of thanks, and went inside.

That was the first of a series of nights we had afterward. But that’s another story, and I don’t know whether they’d be as exciting as this one.