This was about 13 years ago when I was in college.
I went to a large public university in a major US city (not a small college town), and for a few months when I was 21 I had a group of about 10-20 friends that would meet a kind of divey chain bar for happy hour on Thursdays (you know the type of bar that has 7 locations and is vaguely irish, but not very irish? This is a local chain, but I assume most cities have something similar). This bar was probably 15-20 minutes from campus on the edge of a very wealthy neighborhood, but someone knew a waitress there from high school, so we always went and sat in her section even though most of us didnt really, and then after a couple of times it just became a thing we did, and we all got to know her.
Anyway, most Thursdays my good friend Adam and I would typically stay a little after happy hour until we could make our way over to a different part of town that was where all the hip bars were. Most of our friends would go home between 8-9 and we’d stay until 10-11.
One night, we were at a high top table by ourselves, just Adam and I, after happy hour as the shitty cover band was just getting started with their set. I went to go get 2 more beers and these three women probably around 45 start talking small talk to me while I’m waiting, but I think nothing of it. I get the beers and I go back to the table
About 2 minutes later the 3 women take come over and take a seat at our table. 2 of them are blonde and one is a red head. Both blondes look fairly similar, they have pretty big boobs and bleach blonde hair, and all 3 women look like they have spent alot of time in the sun over their lives.
They start getting flirty with us, and ask us if we play sports because we look like we do (we were in pretty good shape back then). Adam was a swimmer in high school so he starts talking about swimming and then makes up a story that he knows me because I am a triathlete and he trains me on the swims because its my weakest event, and that’s how we met.
The ladies all look at each other and smile and the blonde next to Adam says “Ask us how we know each other?”
“ok… how do you know each other?”
“Our kids play little league together” So Adam and I look at each other like, is this really happening? But we are bored and we have a little more time to kill before we are supposed to meet up with some girls from college, so we keep playing a long. In retrospect, I don’t know how much of what came out of these ladies mouths was true or not, but we also told some lies, so it’s not like it really matters in the long run
The details of the conversations are a little fuzzy because I had been drinking since 5 and this was 13 years ago, but not long after the other blonde next to me starts stroking my crotch over my pants. The conversation keeps going on like normal and we are flirting like crazy but she feels me get a semi and really starts playing with it after that.
They get up to go to the bathroom, and Adam looks at me and says, that blonde took my hand and put it up her dress, and it to her pussy. I’ve been playing with a 45 year old pussy for 10 minutes. I’m not sure if I’m grossed out or not. I tell him the other blonde has had her hand on my cock for about the same amount of time.
We decide we are going to ghost them (not a term back then), but before we can get up, the come back. The blonde switch places this time, still with the redhead in the middle.
We start trying to get out of the conversation, but they won’t really let us tactfully go, and the blonde next to me now sticks her hand straight down my pants and starts playing with my cock. I’m really weirded out but I get hard, and she whispers in my ear “this is bigger than my husbands”
It finally seems like they are going to let us go, because we said we had to meet some girls at another bar. We stand up and go pay our tab, but the bartender says out tab is closed and that the ladies paid it. We turnaround and they are gone.
We decide to leave the bar, which is on a second floor, so we are walking down the stairs to the bar entrance rehashing the events and how we will tell the story to our friends, and then we see that the women are downstairs at the door waiting for us.
One of the blondes says “you can either go try to pick up your college girls, or you can have a sure thing and come home with us. ”
Adam and I look at each other, and before we can figure out how to say no, the second blonde who grabbed my cock, pulls my belt toward their escalade that is waiting outside. I shrug my shoulders at Adam, and I guess we are going to do this now.
They drive maybe a mile, maybe, to this gate that opens up to a massive circular drive maybe 100 yards long and a HUGE house.
They park by the front door, and we walk inside. I have never seen a house this nice in person.
We walk upstairs to a home theater room, and they grab us some drinks as they put on some movie like the matrix or something.
Adam and I are sitting in the theater on a large couch, when they come back and sit in our laps, but the redhead is now gone. We never get an explanation about that because they basically just start shoving their tongues down our throats. The blonde making out with me is the original won who stroked me though my pants. I never got their names, but I’ll call her muffy and the other one buffy at this point.
She unbuckles my pants and takes my cock out and starts stroking it. Buffy has taken off her dress and is only wearing panties now, and is making Adam motorboat her.
Muffy catches a me looking at Buffy’s DD fake tits, and then takes off her shirt and bra revealing ever so slightly smaller fake tits as well. I start playing with them and sucking on her nipples, because this is my first time touching fake tits. After a few minutes she kneels down and starts blowing me.
I look to my right and Buffy is sitting on Adams face trying to get his pants off. I try not to look over because I’m not sure if seeing Adam’s cock will make me go soft so I start grabbing Muffy’s head and making guiding her up and down.
I hear Buffy exclaim about the size of Adam’s cock as well, so this is either a show or he is really small. Adam and I are both large, but not huge. I’m about 7.5″ myself.
Muffy then jumps off my cock and takes her jeans off revealing a super tight ass and quads with really nice definition. I slap her ass and then turn her around in front of me and bury my face it in, and then start licking her pussy. She is already super wet so I keep making circles around her clit with my tongue, occasionally going quickly back and forth on it.
She then stands back up and pushes Buffy off of Adam and starts blowing him. Buffy comes over and straddles me. My cock goes straight in with no resistance because she is so wet. She rides me like I have never been ridden before, and cums within about 1 minute of getting on. As she’s cumming muffy doesn’t want to be left out so she starts riding Adam.
Buffy stops and takes of my shirt and continues riding but with her hands on my pecs. It’s really turning me on because that’s squeezing her huge fake boobs together as she bounces up and down.
Muffy is very loudly cumming next to me which causes Buffy to start playing with herself, and then she cums a second time.
After she cums, buffy gets up and gets on all fours on the floor and tells Adam to come fuck her doggy, and I look at muffy and she stays on the couch but flips over so I can fuck her doggy while standing.
I really start fucking her hard, and I grab her hair and start pulling it. She’s really getting into it the rougher I get. I grab her tit and start squeezing it and pinching her nipple pretty hard and then I start spanking her and she starts to cum, and asks for more spanking. As she’s cumming, I am fighting cumming myself so, once she’s done I pull out to cool off for a second, and she pauses for a few seconds and then turns around and starts blowing me.
Buffy, then grabs my hand and says I want you both to fuck me, but I’m a little uneasy about that, so I hesitate so then she says, “Fuck it, just give it to me deep”
So we switch one more time, and I start fucking buffy missionary on the couch. I start going hard and deep and playing with buffy’s tits. Then I turn her slightly, and take one of her legs and put it in between mine and fuck her like that so I can get deeper. This causes her to cum pretty quickly, and as she’s cumming I signal to her that I’m close and she tells me to cum inside her, So now Im going as hard and as deep as I can until I have one last deep thrust and unload inside of her, and give her a few smaller thrusts as I shoot each shot.
I look over and Adam is also in mish, and he’s also about to cum, but he pulls out and sprays muffy’s chest.
The women go get cleaned up, come back out and help us get wiped off and clothed. They ask us if we want anything else like a bottle of water, and we do, so they bring us back water, and tell us they called us a cab that should be here any moment.
The cab calls and says he’s at the gate so the women, who are still naked give us each a kiss goodbye, and we walk out to the gate and get in the cab.
Weirdest experience of my life.
Source: reddit.com/r/gonewildstories/comments/85ttxp/the_time_we_got_picked_up_by_a_group_of_cougars
Spontaneous foursomes with cougars are so, like, weird amirite guys?
You are two lucky bastards. Be proud of yourselves. One in a life time experience.
Fucking MILFs are experiences and stories for life. Might be weird then but now I bet you jerk off to those events.