This is going back a ways now, when Craigslist still allowed for personals ads (obviously). I was in my early 20’s, living in the middle of nowhere, so I went into the whole experience with no expectations. As it turns out, those lead to pleasant surprises.
I don’t really remember her name but we’ll call her April. She had posted about wanting someone to chat with while her hubby was off doing his moody things. She was married since high school, two teenaged kids and admitted to cheating before. Now she just wanted some adventures conversations. As luck would have it, I had just enough to warrant a message back.
April was fun. She would sigh on the phone about her grumpy husband going off to golf and leaving her to want other things. I heard all about how she enjoyed her spare time with others, but amazingly she never got caught. Either he didn’t notice anything or she was just good. She was also in her 40’s – literally double my age. I can’t say it stopped me from talking up a storm to her – she was bold and had a voice that made you drip before you finished getting hard. She lived in the capital city in the state above mine, too, so as far as I was concerned, that was that. Some occasional dirty talking in the phone.
And then one week the whole family were driving down for vacation. It turned out she grew up in a town 40 minutes away. “Big plans with all those members?”
“Just plans with yours,” she answered back. Hubby wanted to golf, the kids wanted to be moody teens and hang out on the beach. She would have a free few hours and wanted to meet.
Going into it I half expected nothing to happen. This shit doesn’t happen in real life, right? She’ll be a no show and call later to say she couldn’t get away. She called early asking where I was – I was 5 minutes late getting to the cafe where we were meeting. April had a bit of history with cars and garages, and she spotted me before o finished parking. “The Honda? Thought so. You’re tall.”
Going further, I am tall. Over 6’, dark hair, and at the time I was tanned and looked after myself. April meanwhile was a milf – she didn’t look in her 40’s and married and a mother of two, but she was clearly much older than me. That didn’t stop her greeting me with a firm kiss before suggesting we have a quick coffee. I was all for it – it gave me a chance to tuck my cock behind my belt.
The small talk was small – complaints about the family on the way up and how hubby was off golfing all day. She had the rental car to herself and wanted to go driving. (I’m hindsight I could’ve easily been jumping in the car with a kidnapped – be smarter than I was, folks). Luckily for me, she wasn’t a kidnapper. Just mature and hot, blonde and horny. We drank our coffee fast and soon we were driving around, her dress hiked up as she took back roads and scenic routes looking for somewhere to park.
“Pull it out,” she said along the way. “Cmon. I’ve seen it already.” She had – pics had well and truly been swapped. Videos too, which is how I learned she had her tubes tied and hated condoms (hint hint). With shaky hands I pushed my pants down – I’m average length but bloody thick on a normal day. Now though I was already wet, and the noise she made before reaching over and grabbing hold of me is one I won’t forget. This pleased purr in the back of her throat as she drove and pumped my cock like it were a gear stick.
“Fuckit,” she finally said, pulling off the road until she was parked under a tree. Just a quiet, country road. No privacy really. A utility road that probably lead to some industry centre, closed for the weekend. “Good enough – I need that inside me already.” April was pulling her underwear off and bending her knees up. A neat, trimmed landing strip of hair topped her blushing mature pussy. I put my fingers in my mouth and reached over, feeling them sink inside almost as soon as I curled them up. Dear god this woman was wet, and she was wriggling around plenty.
“Cmon,” she said and got out, climbing into the back seat. I noticed by now the the towel she had put down and I got out and joined her, cock at full mast in the middle of the Saturday morning sun on an empty road. Before I got comfy in her back seat, I pulled out a condom from my pocket before my pants would be impossible to deal with. She gave it a look and rolled her eyes. “You want to use one of those?”
I didn’t. I just thought it would be the sensible thing. But I didn’t do that either – I flung it into the middle of nowhere as she used both hands to jerk me off. (Safety tip 2 – wrap it up.) But at this point I was too far gone. April crawled on top of me, her dress lifted up to her stomach. She had a nice one really, but she was shy about showing her tits. She had merely said that gravity was cruel, and childbirth crueler. I hadn’t pushed – I was too busy pushing inside her succulent pussy. A knee settled either side of me as this hot, older married mother sank down against me, her ass on my legs and her folds dripping over my balls.
“Oh, fuck I missed this,” she sighed as she began to lift up and down. I didn’t ask if she was missing sex or just younger dick – something she admitted to being a delicacy in our chats. Instead I rocked against her, hands kneading her ass and moving to match her tempo. Leaning up to lick her throat – bites and sucks we’re no-no’s after all. That didn’t stop me from telling her how good she felt, and her groaning for more. “Tell me how good this milfy cunt is.”
It was good. I lasted a good while I thought. But April was just good. She squeezed and bounced and had a filthy mouth. This mother of two brats could have been a porn star with the way she talked about filling her up with everything in my balls and fucking her pussy til she was a dripping, moaning mess. Eventually I was near my first peak. “You’re gonna make a mess of me,” I warned her. It was too vanilla for her liking.
“That’s what the towel is for – fucking fill my cunt up with your cum.” And i did – I couldn’t bruise her, but I slammed inside her, grinding against her wet lips as every pearly ounce spilled inside her.
April slowed down and tossed her hair back. “Aren’t you gonna-“
“A while ago,” she said, lifting of me with shaky thighs. Huh. Go me. I almost though that would be it, but no – she sat back on the seat, using the towel to daub between her thighs. By now her shoes had disappeared under the front seats. She was bare from the waist down, stretching her legs up and over my lap.
And then we just talked a while. We enjoyed it. It was like the phone calls we had after getting each other off, but filling a little more time. She said she wished she still smoked and had the hotel for the day. I wished she’d let me suck somewhere I could leave a mark.
“There’s my tits but I hate them,” she said. “I’ve got 40 year old tits. Nobody looks at them.”
“Gimme.” She rolled her eyes and shook her head, but her hands were already moving up to her bra and the top of her dress. April wasn’t lying – she had the breasts of a woman her age, but I didn’t care. She was sweet and had milked me hard, and she had pretty legs on top of mine. I pulled her close and took my time, one nipple and then the other, dragging my teeth over them and sucking until she was grabbing my hair and swearing in that husky voice all over again.
“Come on,” she said. By this time her foot had been rubbing my greasy prick up and down, stirring it back to life. “I’ve got another hour and I want more cum inside me.” I didn’t need to be told twice – I sat back, helped her get on top and was once again sinking inside her heavenly cunt.
We took our time that time. A little slower, a little firmer in the thrusts. When you fuck in the back seat of a car, you learn just how hot it can get, how cramped it is and how flexible you are. As it turns out, I wasn’t very flexible at 6’ odd high and even back then. But we spent at least half an hour like that, hands moving along her thighs and tits and neck, over her clit and feeing her lips as I rocked in and out. I felt her cum, too – a clench all around me, her toes digging into my legs and her fingers scraping my arms. Didn’t I feel fucking magnificent, lasting longer again.
“Cmon,” she whined. “I need to get the car back but I fucking need this cum even more.” Fuck it. I grabbed her hips and pumped inside her, hard and deep until she was squealing loud enough to echo down the empty road. We were both a screaming, swearing mess when I finally finished and filled her up with a second course of seed.
After that, we had the hide to stand naked outside the car for a while, stretching as fluids dripped on the ground. We had no traffic for the hour we played, and April needed help finding her sandals under the seat. Eventually, things come to an end, and my hour with my milf sext buddy was up. By the time she started the car she looked at her phone and groaned – the kids had been blowing her up, apparently.
“Well their mom has been blowing me.”
“Look at you – someone’s feeling cocky. It’s a nice cock though. I approve.” If I didn’t mention it before, she was shameless and that was awesome.
By the time we parted ways with another searing kiss, I was ready for the drive home. Two frenzied fucks had left me messy and drained, even at that age. And part of me wondered what the odds were of really avoiding the grumpy bastard she was married to. I got halfway home when she messaged me – the kids wanted to be picked off and dropped off. If we had known, we could have killed time and enjoyed the hotel room after all. Oh well. April ended with saying she was off to enjoy a hot shower, adding only “feels so good to have cum inside me again ;)”
We talked a little after that, but it was sparse. She ended up finding a steady (side?) boyfriend, and her personal life amped up, so that was that. Still – all these years later and she’s still on my mind.
Remember everyone – the backseat with a married, twice your age mother may sound fun, and it is, but you’re nowhere near as flexible as you think you might be.
Source: reddit.com/r/gonewildstories/comments/fzzup1/my_cl_public_adventure_with_a_married_mother
Cool story! They really need to bring the old craigslist back! Nothing compares anymore