A few years ago when I was 24, I got invited to a real bachelorette weekend blowout for a friend. I had a few friends get married right out of college, but they were typical of poor new grads: maybe a bar crawl or something. “Tiffany” had something completely different for her: long Memorial Day weekend extravaganza in Chicago. Tiffany was rich: Her dad invented toaster strudel or something (not really), but pretty down to earth. Her aunt apparently offered to pay for her bachelorette, so all I needed was a ticket to Chicago.
Now her aunt “Marie” was another story entirely. I was expecting someone our parents’ age, possibly outraged by vibrators and penis straws, offering me a Werthers or something. Marie was definitely the young cool aunt of this loaded family. She was early 40s, recently divorced, and readily reminded us *No prenup! Half plus alimony!* And I could tell as soon as we met that she was on the prowl: about 5’7”, dark tan and fit, wavy black hair with blue eyes, and big, presumably fake tits. Had a solid MILF vibe going on.
Aunt Marie had booked two giant sweets at the freaking Trump hotel for what was only 15 people. I looked it up, and probably at least $5,000 on the rooms alone for the weekend. I definitely felt pov walking in wearing my sweatshirt and yoga pants from the plane. I knew about half the people at the party from college. Didn’t slept with any of their boyfriends, so no enemies yet. Tiffany’s mom and younger sisters were there, but just for dinner. Thank god, because Tiffany’s mom definitely seemed like the type to be outraged by our festivities.
Once they left, Marie went over the ground rules with us: stay together, keep our phones on, and Remember, this is a girl’s weekend. Keep the boys to a minimum as she glared at one of Tiffany’s cousins. “Kelli with an I” was newly 21 and seemed like a wild child. Short, tan, blonde, she wooed and popped a bottle of champagne as soon as Tiffany’s mom left. After knowing her for a few minutes, it was a good thing Kelli was from a rich family, because otherwise I would have seen her as a future stripper or worse.
We got ready for dinner, where I sat next to Marie and got to know her. She was the youngest of her siblings by far, got married and had kids young, and spent the last ten years or so in a loveless marriage. She finally got divorced after she caught her husband cheating red handed and was able to get every last cent she could. I felt bad for her. She seemed super fun. I would have totally been her friend if I was 15 years older.
After dinner, we get ready for the “quiet night” a bar crawl on a party bus. Everyone is relatively under control still, except with Kelli-with-an-I who is about eight drinks deep, and trying to hit on the bus boy in Spanish. On the bus, I hand out the dildos I have picked up as favors for everyone. Some of the girls are scared that I bought a bunch of eight inch black ones. Tiffany thinks it’s hilarious, while Marie just laughs to herself. Kelli is flashing people out of the window. We go from bar to bar, play scavenger hunt, and kind of pair up with a bachelor party. They were cute guys, so I test the water to see if I can cover my bases for free time later in the weekend. I work on getting some numbers, maybe see where they’re staying. They started sword fighting with the dildos.
By this time, some of the single girls are making out with some of them, some of the taken girls are too. “Hurricane Kelli” has moved from flashing her boobs to flashing her vag. I see Marie in the corner of the bar talking it up with two hot guys. *Get it, gurl* I think and flash her a thumbs up. We had some free time in the morning, so I’m working my game on two of the bachelor party guys. That’s when Kelli-with-an-I managed to knock an entire plate of mixed drinks off a plate, directly into about five of the guys. That was the end of my night. We’re kicked out and go back to the hotel. I’m horny, bothered, and with no prospects.
Saturday morning was supposed to be a relaxing spa morning. But I’m still all wound up and horny from last night, reeling from Kelli-with-an-I’s ability to cock block me. Or I guess clam jam, twat swat, clitoference (my favorite). Either way, if someone is rubbing down my naked body, sexual or not, I need to blow off some steam first. I thought everyone except Kelli had gone to eat and get ready for a spa, so I figured I had a bathroom to myself. I get my personal vibrator out of my bag and a big dildo (I come prepared) and head for the bedroom.
But then I hear moaning and bed springs squeaking.
*God damnit, Kelli. You ho. You better have moved my clothes!*
I credit carded the lock on the door and burst in fuming. To my shock, it’s Marie, getting double teamed by both of the hot guys she was talking to at the bar from last night. My clothes are nicely folded on the night stand. The three of them cover up as I stand there in my underwear, holding two big sex toys. These two guys are as hot in daylight as they were in the bar: probably mid-30s, tan, muscular, one with light hair and one with dark. And maybe it was just the residual horniness and rage, but Marie looks good to me too. Man or woman, I’m a sucker for dark hair and light eyes.
The next thirty minutes of so was **not sexy**. I’ve parlayed friendship into group sex in the past, but never with someone, ostensibly the adult in the room, whom I had known for less than twenty four hours. Marie thought she had traumatized me. I’m worried I ruined everything for her. I’m trying to keep things light in case this can still happen. “Bob” (brown hair) and “Mike” (blonde hair) both thought I was somehow Marie’s daughter, which Bob was disgusted by and Mike was totally into. What I learned is that in the few years leading up to her divorce, she had gotten into sex parties. So disgusted by her ex-husband she finally turned it around on him, but she never got caught. Once we clarified to the guys that we were not related, the situation finally turned from awkward back to hot.
*Out of all the girls here, I would have never guessed you were into this* Marie says as she strokes my hair. *Glad because you have a nice little body on you.*
I’m dripping wet in anticipation of this. I rub my fingers down Mike’s abs and kiss him. Marie is back with Bob again. They’re both fit and solidly above average: Mike is around 7 inches, Bob is probably close to 8. Marie’s swinger’s club has great options. Mike gets my bra and panties off and enters slowly. I start kissing Aunt Marie as Bob goes down on her. I kiss Marie down her neck and onto her chest. Her boobs are huge, firm, and real. Benefits of having a few kids I guess. I cum a little bit with just a light moan.
I get my vibrator and start to massage my clitoris as Bob takes his turn with me. Marie has Mike in her mouth and is fingering my asshole. I cum again just from all the stimulation. I’m covered in goosebumps and giggling. This is going to be a marathon, not a spring. Bob bites my left nipple as he goes as deep as he can inside of me. His big head is rubbing back and forth against my G-spot. I start to get the feeling when I know I’m going to cum hard: colors behind my closed eyes and tingly skin. I hold it in longer.
Bob is still fucking me hard. Mike has moved on to Marie and she and I start kissing again. *Where’s the other dildo?* she pants during a free breath. I grab it from next to the lamp and hand it to her. Without missing a beat, Mike rubs some coconut oil on his cock and eases into Marie’s ass. She takes my big dildo and starts fucking herself. I am trying to hold back a blackout level orgasm as Bob keeps fucking me. I manage to put out another tingly one, squeezing one of Marie’s tits hard. I might have left a bruise.
I see her eyes roll all the way back in her head. After the last little one, I’m taking a quick breather from Bob. Marie starts to growl, a low deep moan. Mike is fucking her hard and fast as she dildos herself deep. Her body is shaking, her arms are outstretched. She continues like this for a solid two minutes. She releases a little bit of thick grool onto the bed. Her eyes are just ravenous now. She grabs my tits and yells, *Let me see you go now!.*
Game on, Aunt Marie. I’ve been holding in a couple of monster orgasms this whole time, and I just want to let go. I take the dildo and get it all the way into my ass. Bob and Mike position themselves so they both can be inside my vagina at the same time. I had never found two men who were willing to do double vaginal with me. This is going to be fun. Two bigger than average cocks inside me at once is intense. They manage to alternate, going back and forth, hitting every single spot I can want all the time. Marie is vibrating herself and working the dildo in my ass. Bob and Mike each bite a nipple and I just lose it. Blue light behind my closed eyes, burning skin, and the taste of rosewater. I black out and think of the Eagles playing.
When I come to a few seconds later, I had squirted all over Bob, Mike, and Marie. It’s on the ceiling and wall across the room. There’s some on my face. My hands are shaking.
*Fucking A that was hot!* Bob says.
*I got off again just watching you.* Marie says in amazement.
I moan and probably say something stupid, but I want to keep going. I get a little more lube on the dildo and start working it. I had double vaginal, and now I want double anal. Bob and Mike get setup again to go all the way in. Marie is working the dildo on me and still running the vibrator on herself. Holy fuck, this turns out to be even better than before. Two cocks alternating, rubbing hard and hitting every single zone. I hear Marie start to cum again: another long, drawn out orgasm. And I completely lose it for a second time. Every sense goes wild. I hear Mike start to moan. He pulls out and cums on my back. The lights, the tastes, the sounds happen for a second time, and I black out again.
I come to in a few seconds to see Bob finishing all over Marie’s face and huge tits. I think she came on my leg and I don’t even care. I squirted again in a different direction and the whole room is soaked. I’m probably dehydrated. I chipped a tooth somewhere in the process. The four of us lay there, panting. The bed is covered in all of our sweat and assorted cum. My chest is sticky and I don’t even care that was so amazing. Marie lights up a cigarette: *$200 cleaning fee? They’ll charge more than that to get Kelli’s vomit out of the couch.* We spend a few minutes getting cleaned up. I get Bob and Mike’s numbers for the next time I’m in Chicago. The four of us leave the bedroom, Bob and Mike still shirtless, me carrying a dildo. There, sitting in the middle of floor, drinking orange juice and watching the Kardashians is Kelli-with-an-I.
Kelli: *Who are these guys? I thought we said no boys.*
Marie, without missing a beat: *They’re the plumbers from the hotel. Someone flushed an entire box of tampons and they fixed it.*
Kelli: *Fuck. I needed one of those.*
Marie just shakes her head.
Postscript: It turns out Bob was a dentist, and offered to fix the chipped tooth free of charge. I had a weekend featuring some of the most mindblowing orgasms of my life, and didn’t even have to deal with that.
Source: reddit.com/r/gonewildstories/comments/58nz3b/got_freaky_with_my_friends_aunt_at_her
> Aunt Marie had booked two giant **sweets** at the freaking
suites*
That was hot
You sound like fun :)
wow.
That scalated really fast, I like it, please keep posting.
Holy shit hahaha
I gotta say, I’ve read a number of your stories now and they keep getting hotter and hotter. This one was really quite a turn on.
This is the hottest thing I have read on reddit. You are so internal descriptive. Just great work!
And sorry if it’s inappropriate, but I found the tooth thing hilarious.
It was especially fun knowing the locations. Well written.
Wow amazing story and you are one naughty lady :)
I keep reading this story and it never seizes to leave me with that wow factor….fuckin A
You must be a fluffy fan, kelli-with-an-I