This was back in wild days of Craigslist.
I was in a real dry spell and hadn’t been laid for months despite being in my early 40s, white, professional, athletic, and clean shaven. One day, I had an overnight trip planned while visiting a family member and knew I was going to have a lot of extra time on my hands at that location. As I was cruising the local Craigslist ads for spare parts for my Jeep, I wondered if there was anything in Merced California I could buy or pick up since I was going to have time.
For whatever reason, I always passed over the personal ads, whenever I was looking on Craigslist, this time I didn’t. I don’t know if this was a combination of being bored, horny, or just curious but as I perused the ads, I became more and more aroused at the idea of a “friends with benefits” type of encounter. I answered a couple of ads, and as expected I got a fair number of obvious scammers, bots, and picture collectors. However, one ad responded back with a real reply; and a bit different from what I was expecting.
This ad was from a husband who really enjoyed the sight of seeing his wife make out and fuck other dudes—especially bareback. He described themselves as an older couple (in their 50s), in shape, professional, very vanilla looking but with a strong sense of kink. She was a local school teacher and he worked for an airlines company. They had been placing ads and while they had tons of offers, most of the replies were the same type I was getting; people who collected pictures, ghosts, or people not willing to take the next step.
Over the next week we emailed back and forth talking about where we would meet, expectations, and what kind of things turned each of us on. As the day for my trip came up I could hardly wait, our emails continued back and forth and both expected to see me at a local bar about a mile from my hotel and after my family engagement. I can’t tell you how aroused I was, imaging the positions and feelings of this type of encounter. I impatiently and dutifully took care of my family expectations, but found the first excuse to cut away and get back to my hotel room.
By the time I got back to the hotel room, I had another email—which I half expected to see them suddenly declining the encounter. Instead, they were making sure I was still good to go and if I was on time. That hour I spent at the hotel, showering, getting dressed, and looking up the directions seemed to drag on forever. However, I shortly found myself at the bar and ordered myself a draft beer and waited.
Despite being almost 10 minutes late (he later told me she was just so nervous), I recognized them from our email exchanges. They were both in their 50s, he was taller, about 6ft (which was my height too) and she was much shorter (about 5’ 4”), while he did have a few extra pounds (nothing crazy), she couldn’t have been more than 120 lbs, dark hair and bright blue eyes. She was wearing a sun dress and he was in cargo shorts and a polo shirt. I was wearing jeans, a black tee shirt, and had on a loose long-sleeved collared shirt.
“Dan” took charge and walked up and shook my hand and introduced me to “Debbie”. As I already had seats saved, in the comfortably full—but not too full bar, they sat down next to me so we could talk. Dan sat across the table, Debbie sat between us, and quickly found my hand. As we spent the next ten minutes trying to make small talk and see if there was a connection; my mind raced a thousand miles a second. First, she was hot. I loved the way her eyes looked me straight in the face, while she might have been a bit shy, she was full of lust. I quickly held squeezed her hand and rubbed it slowly up and down my thigh where no one except Dan could see. I started low, near my knee and kept working her way up to my growing bulge. Dan’s eyes kept going back and forth between me, his wife, and her working her way up my leg to my groin. Finally, as she was able to trace the outline of my rock hard cock through my jeans, Debbie turned to Dan and said, how about we go now?
As we left the bar and headed to their home (as we agreed), I followed them in my Jeep. The whole thing seemed surreal—I was going to really going to get laid tonight! That night was a blur, as soon as we got in their house we hung out in the kitchen and made some nervous small talk, however Dan quickly took charge and told Debbie to head to the bedroom and get ready. He asked me to wait five minutes and follow them in.
When I got in the bedroom, Debbie was in a long flowing robe, with clearly nothing on under it. Dan was sitting in a chair in the corner in shorts and a tee shirt. I walked in the room and Debbie and I started kissing softly and slowly until I was holding her face in my hands exploring her mouth with my tongue. As I slowly got undressed, I slid her robe off and let it hit the floor. We kissed one more time and then she got on her knees and began to slowly lick and suck on my cock tasting my precum which was now drizzling off of my dick.
After a few minutes of that bliss, I picked her up, placed her on the bed and began to eat her out. It was my first taste of pussy in months. Soon, she was just as excited as me and told me to fuck her. I pulled up her legs to my chest, moved her ass to the edge of the bed, and simultaneously entered her and bent over to make her lick her pussy juices off of my lips. For the next hour, with numerous breaks, I fucked her doggy, sideways, and missionary. Each time I pulled out, I made her taste her pussy on my cock.
Finally Dan couldn’t take any more and while Debbie and I were fucking he was furiously masturbating and calling out suggestions. Finally, after a long stretch of me fucking his wife, he mentioned that he needed a taste too. I motioned him over, he knelt down beside the bed and as my cock popped out of his wife, he took it into his mouth and sucked his wife’s moisture off of my dick. He then buried his face into her cunt and ate without abandon. While he was eating her, Debbie and I began to kiss and she had a huge orgasm while the two of us worked her over.
Finally, for the event we all agreed too, Debbie and Dan began to 69 and I positioned myself to slowly fuck her pussy. This time I knew I wasn’t going to be able to hold back and all of us, Dan, Debbie, and myself began to talk dirty to each other, about how tight her pussy was, how hard my cock was, how great Dan’s tongue felt. Finally, I could take no more and told them I was going to cum. Debbie used her feet to wrap behind my legs and pushed hard into my cock. Dan gripped my ass cheeks, locking my cock in his wife’s pussy, and I pulled deep on her hips as I let rope after rope after rope of cum into Debbie. We stayed locked like that for 2 minutes with Dan furiously licking where Debbie and I joined, slowly tasting our ecstasy.
I eventually pulled out and watched Dan continue to lap my cum out of her while she started sucking on him. I left them in that tight 69 while I dressed and left. Let me tell you it was the start of an awesome 6 months as we met time and time again.
Edited to add: I forgot my title! It would have been “[MMF] My first threesome” in case the mods can add.
Really nicely written.
That was hot!!!