How leaving a happy hour early to get groceries led to a threesome with two MILFs [MFF]

This story came out of a request to talk about a specific girl, Kelli, who I met on 5.6.2021. So, the night before I met Kelli, I had gone out to a Mexican bar to celebrate Cinco de Mayo with a girl I had hooked up with several times before, Stephanie. Stephanie is great, lots of fun, wild in bed, and in crazy good shape and just has energy for days. She and I got after it, and ended up back at her place afterwards, and went a few rounds. It was probably 3am when I left her place, so technically, I think I had already met my 5.6.2021 quota, but I digress.

Needless to say, I was a little tired, and was planning on taking it easy on the 6th. A good friend of mine is an exec at a med-tech company and wanted me to grab a drink with him and some others at a bar near his office, which was in a business park right near a residential area. I reluctantly said I would and rolled over to the bar in the late afternoon. It was your stereotypical happy hour bar, and even in the earlier hours of what can be considered happy hour, it was getting loud, and you could tell some people were going to make some bad decisions that night.

By this point in my year, I was keeping my head on a swivel, making eye contact, seeing what was going on around me. The layout of the bar was sort of split, with a front and a back patio, and his group was in the back, which was unfortunate, as when I went to the bathroom, I could tell the front patio seemed to have a slightly younger crowd, but it also appeared to be one group, as opposed to just various groups of people drinking near one another as in the back.

I ended up talking to a few different women, got a couple numbers, and gave some. My friend wanted to stay and get food, but having had the food from that chain before, it just wasn’t what I was in the mood to do for my night. He understood, and was holding court with some others around him, so I dipped.

The valet had just pulled up my car when I realized that I didn’t have anything to eat at home either, so I asked him to repark it so I could grab some things at the Whole Foods that was just across the small parking lot. As I started to walk over there, two fairly attractive women in their mid-40s walked out of the same bar and ended up following me over to the Whole Foods.

The two of them, obviously a little drunk, were sort of ambling around the store, ostensibly getting stuff to eat, but it also seemed like everywhere I was, they would be there, or just around the corner. The slightly prettier of the two, with light brown hair (Dana), struck up conversation about how we all just left the same happy hour and how bad the food was there. I agreed, and said I was grabbing some things to make at home. She said her friend (Kelli, who had dark brown hair), was a great cook, and I should just join the two of them at Kelli’s house for dinner. It was pretty forward, but two drunk MILFs in professional dress didn’t seem like the type to murder me, so I was game. Also, I didn’t really want to cook, or clean up after myself that night.

I grabbed a bottle of wine and we all checked out, and went back to the restaurant’s valet. Dana was going to get her car, but I could tell that they had had a little too much for that to be safe, and encouraged them to take a car. They called a Lyft, and I followed in my own car (I had limited myself to one drink, and had club soda after that).

We got to Kelli’s house, which was in a great part of town, and was fairly large as well. Both women took off their shoes, and I poured wine for the three of us while Kelli made dinner. Dana was super talkative, and gave me all the deets on the two of them. Both of them had been in acceptably happy relationships. The typical ups and downs, and both of those relationships were corona casualties. Husbands and wives leading parallel lives and are then forced to live ‘together’, it happens.

A little about both of them…

Dana, 44, average height, 5’5” or so, average weight, would probably guess 145. She did Medical Billing for a physicians group. Had been married for 10 years, and separated now for about a year, and divorced since November. Had an 8yo kid.

Kelli, 46, about the same height, maybe an inch taller, and around the same weight, maybe 5 pounds less. She does insurance sales. Married 25 years to a guy she met at freshman orientation in college. Slightly more problems in the marriage along the way, particularly the last couple years, and then quarantining and all of the madness of 2020 was the last straw. Divorced since August. Has a 23yo daughter living in another state and a 21yo daughter that lives with her (but who was at work that night). Saw pics of both of them in the house, both extremely attractive.

We are standing in Kelli’s kitchen as she is serving up pasta, Kelli and Dana both still in light business attire, while I’m in jeans and a golf shirt. Dana asks about me, and I share that I also got a covid divorce, but it was sort of the last straw. We got on the topic of dating after divorce, and how uncomfortable the whole idea made both of them, especially since everyone seems to meet online. Not as much of an issue for Dana, since she and her husband met online, but when it was a dating website, as opposed to swiping on apps. Kelli though, hadn’t done anything like that, having met her husband in 1993. I told them it wasn’t as bad as they were thinking, plenty of guys out there looking for the same thing.

We hit sort of a lull in the conversation, and it got quiet and Dana said to Kelli suddenly, ‘We need music!’ Kelli used her Alexa to play some music, and then Dana started dancing around the kitchen, before dragging Kelli and then me to join her. Dana was very much the instigator, and the dancing got more and more physical as each song went into the next, until she basically had me between her and Kelli and they were up against me.

I had the sense they both wanted something to happen but weren’t sure how to initiate it, so when Dana turned towards me and pushed up against me, her very large, and very augmented rack pushed against my chest, I took the initiative to turn my head down and kiss her. We kissed for 30 seconds or so before breaking it. Kelli was still behind me, and I figured there was a small window before she would feel like an outsider, so I brought her into the circle by turning and kissing her as well. And that kiss immediately opened the floodgates for the rest of the night.

When Kelli and I broke our kiss, Dana reached up and kissed me again before taking my hand and leading me up the stairs. I let go of her hand to make sure Kelli was joining us, and she was right there by me. Clothes began to be discarded as the three of us walked up the flight of stairs to the master suite. When we got into the room, I was down to briefs, while Kelli was in a bra and her skirt, and Dana in a thong and bra set. Dana’s bra came off first, releasing her extremely well done, augmented breasts, probably a 34DD. I reached back and undid Kelli’s bra, revealing her own augmented breasts, just slightly smaller, but similar (would guess a 34D). Turns out, they used the same surgeon, within a year of one another.

While Kelli worked to get her skirt off, Dana dropped down in front of me and pulled my briefs down. I actually wrote down verbatim what she said next, ‘Holy shit that is a fucking great cock. Kel, you have to see this thing, Rob would freak out.’ Kelli turned and her expression said everything. She joined Dana in front of me, and the two of them started in on a great dual blowjob. Some of the highlights there were: having the two of them on opposite sides of it, both sucking and moving up and down from the side; Dana sucking my balls while Kelli was sucking the shaft; Dana seeing how deep she could go (okay depth, not great).

The best part for me, though, was Kelli coming out of her shell. She pulled her mouth away and said, ‘I haven’t been this wet in ten years, I need to take these off’ before slipping off her thong. I brought her over to the bed and had her lay back. I got a great look at her pussy before bringing my mouth down to eat it. Totally hairless, with a pronounced clit, shorter lips, and a slightly larger vaginal opening, it was a great pussy for licking, especially as wet as it was. She tasted absolutely fantastic, and the more turned on she got, the even wetter she got.

I felt Dana maneuvering to get back to my cock, so moved myself back a bit so she could access it. She continued to suck me while I brought Kelli to an orgasm, which she announced both with some moaning, and another gush of wetness. After she came, Dana said she wanted to try as well.

I got up on the bed, and had Dana come straddle my face. Dana was also wet at this point, not quite a much as Kelli when we started, but wet for sure. She also was hairless and smooth, which I commented on. Dana told me they both got laser hair removal from the same place, a glowing recommendation. Dana’s pussy was one of those that looks like it came from an early 2000s Playboy magazine. Almost no labia, and I realized I could see some very light labiaplasty scars. No matter, her body, her choices.

Dana brought her pussy down and I began to lick her clit as well. She was pretty good at moving her hips to bring me to exactly where she wanted it. That included her asshole at times as well, which she announced to the room with an ‘oh yeah, lick my ass.’ Kelli asked Dana whether that felt good, since she’d never had it done to her. Dana moaned an affirmative, but by that point, Kelli had re-entered the equation as well, as I felt her mouth on my cock again.

I continued licking Dana, bringing her to the edge a couple times, but she appeared to be edging herself on my tongue as every time I thought she was close, she would move slightly and we’d start the climb again. It was during one of those trips up the mountain when I felt Kelli pull her mouth of my cock, and I felt some movement on the bed and all of a sudden, I felt the distinct feeling of my cock entering a pussy. Kelli let out a moan and she pushed herself onto me, and Dana let out a ‘oh yeah, you go Kel.’

Kelli’s pussy felt so wet on me, and the tightness of her pussy wrapped around my cock was exquisite. Dana had apparently decided her edging had gone on long enough and decided to let herself reach that climax. When she was done, she climbed off of my face and positioned herself to watch her friend take my cock.

I could now fully enjoy Kelli riding me. Her body was in great shape and she had her hands on her breasts, playing with her nipples as she rode me. I was getting close, and told her so, and she said, ‘just give me a couple more minutes, I’m almost there’. She was getting wetter throughout, and the noises her pussy and my cock were making were hot AF.

I was about to reach my own orgasm when Kelli started in on hers. I went to pull out and she said, ‘Don’t. You. Dare. Stop. Fucking. Me’ and continued cumming, as I shot my load into her. She pulled off of me and laid down, sort of spreadeagled on the king sized bed. My cock was absolutely soaked, still standing up at half mast.

Dana was on the other side of me, looking at the two of us, and said, ‘that was so fucking hot.’ Before continuing on with, ‘Do you think you can go again?’ I told her going again would be easier if she got me started with her mouth. I was just joking around with her, as I figured I would go pee, clean the fluids from Kelli off, etc. Dana though, said, ‘I did this once in college, I think I can do it again.’ She then took my half hard cock in her hand and brought her mouth down to it, cleaning me off with her tongue and lips. She said, ‘Mmm, Kel, you guys taste so good.’

Kelli, for her part, was buzzing in a post-orgasmic high, and leaned over to kiss me. Once my cock was cleaned by Dana, I realized I really did need to pee, and told the girls I would be right back and joked that they should keep going without me. Dana then came up to kiss Kelli, letting her taste the combined pussy and cum mixture she had just cleaned from her. Apparently, the power of suggestion was strong (something I had learned in another threesome earlier in the year), and when I came back, Dana was now positioned between Kelli’s legs, and was cleaning up the remainder of our mess.

I asked Kelli if she had ever done that with another woman. She said she hadn’t but it always intrigued her. The two of them seemed very willing to take direction, so I had Dana move up the bed, and had Kelli spin around to 69 her. In that position, Kelli’s ass was pointed right at me, and I could see her tight, hairless from the laser, butthole pointing at me from between her cheeks. Given her earlier comment, I thought I’d make sure Kelli experienced having her ass licked, and moved my mouth down to lick her. She was taken by surprise and moaned out something unintelligible, before moving her mouth back to Dana’s pussy.

The two of them continued to please one another for quite a while, and in short order I was able to get hard again. Even thought Dana was an instigator, and if you had asked me which of the two of them would be taking me bareback I totally would have said her, Dana asked me if I had a condom. I did, in fact, have a condom, and put it on as she got on her knees, her aesthetically designed pussy pointed right at me. Kelli had moved off the bed, and was sitting on a loveseat by the window, watching us. I pushed into Dana as she gasped and pushed a hand back to slow the penetration. It took a bit longer for me to get fully into her, but once I did, she slammed herself back with abandon. I had much more stamina this round, and Dana brought herself to two orgasms before I pulled out and had her flip over and came on her chest.

After that round, Dana and I gathered our clothes, while Kelli threw on some lounge clothes. We cleaned up the kitchen and talked about how unexpected the night was. Dana realized that since it was a Thursday, she still had to work in the morning and needed to get home. I offered to drive her home, as she still wasn’t in a state to get her car and drive.

We said good night to Kelli, who gave me a long hug and a kiss at the door. On the drive to Dana’s house, she talked more about Kelli and that that was exactly what she needed after 28 years with the same guy, Rob, who was anything but interesting. Dana’s hand also started to make its way up my thigh, and I got the feeling that she wasn’t necessarily done for the night. When we got to her place, she asked me if I would be interested in coming in for another nightcap. I figured, what the hell, I’m living my best life right now.

We went into her house, and she told me to make myself comfortable. I sat on the couch while she went into her bedroom. I figured she needed to straighten up or whatever, since hooking up after a happy hour after work isn’t necessarily on everyone’s agenda. Dana surprised me though, by coming out of the bedroom wearing a teddy/bodysuit (which I think is [this one]( https://cdn.shopify.com/s/files/1/0573/7565/4076/products/OL_3182_RED_PS12092019-3_600x600@2x.jpg?v=1635792674) ). She looked great in it, and I could feel myself starting to get hard again. She said to me, ‘You are way overdressed.’ I agreed, and pulled my shirt off and then got my shoes, socks, jeans and boxers off once again, now sitting naked on her couch. Luckily, her son was staying with dad this week, so there wouldn’t be any inadvertent sex ed lessons.

Dana kneeled down in front of me and took my cock in her mouth. Solo, she was much more aggressive with her blowjob, and she worked diligently to get me hard. Once I was there though, it was clear she had not brought me to her house and gotten dressed up to give a blowjob. She asked me for another condom, and put it on me, before climbing up and positioning my cock between the straps of the crotchless teddy.

She rode me hard, and brought herself to at least one, if not two orgasms. She asked me where I wanted to cum. I had already shot a load on her glorious DDs. My other two favorites are to cum on a woman’s face, or in her mouth, so I gave her the option. She told me to tell her when I was close. When I did, Dana rushed off, and pulled off the condom, before taking me deep in her mouth. She blew me for probably 30 seconds before I came. It was my third orgasm of the night, the sixth of the past 26 hours or so, so it wasn’t all that big. But still, I came. She reminded me that she needed to work in the morning, which is the oh so polite way of saying gtfo of my house.

As an epilogue to this 5.6.2021 tale, two other hookups actually came from that Happy Hour. The first, I actually got a text message the next morning from one of the women I had met at the Happy Hour itself, Jaime. We made plans to go out that Friday night after she got off work. The second was the result of a friend seeing an Instagram post that weekend of a girl that he thought was posing with my car. He asked me who it was, and I said I had no idea, but wish I did. That one is a story for another time though.

Cheers.

Source: reddit.com/r/gonewildstories/comments/qn727o/how_leaving_a_happy_hour_early_to_get_groceries