So this past weekend, something amazing happened and I’m just now getting a chance to write about it (thanks work!). With the 3 day weekend, a bunch of the Moms/Ladies in our neighborhood got together to organize a Wine Tour for the day on Sunday, knowing that they’d have Monday to recover. I had a bunch of things to do around the house and encouraged my wife, Kayla to go and make some friends, and I also got in touch with my parents to take the kids overnight so I could actually get some work done.
At about 10 am, the ladies all boarded the bus at the ringleader’s house about 1/2 mile away. It was super hot out, so most of the ladies had on casual clothes and even a couple had on like shorts and bikini tops so they could get some sun on the patios at the wineries on the trip. My wife wore a bikini top with a tanktop over it and a short skirt that she looked damn good in. I packed up the kids and dropped them off at my parents house and set about getting my projects done for the day. At about 8pm, I hadn’t heard from my wife and so I texted her a message asking where they were at.
A few minutes later, I get a text back that they’re almost back at the drop off point down the street and she’ll be home soon. Then a few minutes later, Kayla sends another message that our neighbor Cherie is going to come by for a bit as well. Then another few minutes pass, and I get a text with a picture of Kayla’s sexy little right breast and nipple pulled out the side of her shirt with the ladies on the bus in the background. I sent her back a text with a smiley face. A few mins later, I get another text with what appears to be her pussy in an upskirt shot, with her underwear in her hand. I send back a smiley face with tongue out.
After another few mins, I don’t really know what to expect, since it seems Kayla is horny as shit, which is a nice surprise from her semi-retirement from sex after our kids were born, but at the same time, Cherie is coming over, so I’m not sure what’s going to happen. I hear the door open and immediately I hear drunken shouting. Cherie is italian and originally from New Jersey, so even though she’s one of our closer friends in our neighborhood and our kids are BFFs, she gets LOUD under normal circumstances. Watching the two of them walk in, it’s immediately apparent by their wobbling and lack of volume control that they are both very intoxicated.
Before they even notice I’m sitting there, I take a nice slow look up and down both of them. My wife, Kayla, is 6’2, really skinny and lithe and in great shape. She looks every bit the same as she did at 10 yearsa ago at 22 when I met her playing volleyball: slightly above shoulder length blonde hair, blue eyes, thin frame, small A/B breasts, toned muscles in her arms, shoulders legs and stomach with a surprisingly plump apple bottom ass for a white girl. Think sporty Taylor Swift. Cherie on the other hand, was around the same age as Kayla, but short, maybe 5’3 or 5’4. She had a more normal hourglass figure with what looked to be decent B or C cup breasts and a little meat on her bones to go with her long dark brown hair and brown eyes. I knew from hanging out with her that she worked really hard on keeping herself fit, and as a schoolteacher who mostly wore athletic clothes, I hardly ever had a chance to judge if it was working or not. As for myself, I’m 6’6, with the extremely broad shoulders and muscles of a former basketball and football player, with a bit of a soft middle or dad-bod that comes with being a parent and/or from being 36.
But tonite was different. Kayla had taken her tanktop off and was just wearing a string bikini top and skirt (and I knew she had taken her panties off already) and Cherie was wearing the smallest athletic shorts I can imagine to go with her bikini top as well. When she turned around to sit down on the other end of the couch, I could see half of her ass cheeks out of the bottom of her shorts. They finally stopped yelling at each other and both looked at me, Kayla sitting in the middle corner of our sectional couch, and Cherie at the far end and my at the near end.
“Sounds like you ladies had fun,” I said.
“Oh. My. God. We totally had fun. I forgot how much fun it is to go out without the kids and talk to adults and drink alcohol. . .” Kayla answered.
“Yeah, this was way better than what I usually do on a Sunday,” added Cherie.
“Oh, I almost forgot!” exclaimed Kayla, jumping up from the couch. “We brought back a couple of the wines from the wineries, do you want some?”
“Like you need any more ladies,” I thought to myself. “Sure” I answered, “What kind did you get?”
Kayla showed me the wines and I picked out a nice Cabernet and she quickly opened it and poured 3 huge glasses.
“So, Cherie, what’s Jack up to today?” I asked, referencing her husband.
“Ugh, I can’t even keep track, he’s doing something with one of the teams he coaches. I never know anymore, he’s gone pretty much all day every day. Most days I don’t even see him awake, and he gets home after I’m asleep and has to leave often before I wake back up. If I didn’t know he was coaching 3 teams for that school, I’d think he was having an affair. . .” she explained.
Before I could reply, Kayla sat back down with the wine glasses, handing each of us one and said, “Aww, who cares about him anyway. We didn’t talk about him all day.”
“So what did you girls do on the tour?” I asked.
“So much stuff,” Kayla responded. Cherie added “Yeah, it was great, we went to 4 different wineries and toured the grounds, drank and drank, got to hang out on the patio or grass at each place in the sun with appetizers and drink wine and girl talk.”
“Yeah, and you know how girls are when we get a little tipsy and there’s no boys around. . .” Kayla explained mysteriously.
“What did you do?” I asked with an arched eyebrow.
“Well, Kayla here was flirting with one of the waiters to get free wine and it totally worked!” Cherie blurted out!
Kayla looked over at me sheepishly like I might get mad and I just laughed and said “Well, at least you got what you wanted. Did anyone else do anything naughty?”
Cherie’s face reddened as Kayla blurted out “Cherie flashed some waiter that looked like young Ashton Kutcher! We had to leave after that. . .”
The girls then went into details about the trip, who said what, what wineries they went to and what they drank. It sounded like they each drank about 2 bottles worth of wine over the course of the day, and we each had 2 more since they’d been home. At one point, Cherie got up to use the bathroom and as soon as she turned the corner to go down the hall, Kayla moved over next to me on the couch and rubbed my cock through my shorts and whispered into my ear “God I want you to fuck me as soon as you can. . .”
“Well, you probably shouldn’t have invited Cherie over or I’d probably already be fucking you. . .” I pointed out. Kayla moaned into my ear and rubbed me a couple more times and then we heard the bathroom door open and close and she moved back to her place in the middle of the couch. Cherie walked back in and seemed to do a subtle double-take at the now large bulge in my shorts.
“Man what a day. . .” Cherie muttered to no one in particular. “Want some more wine?” she asked us. Everyone had another glass and I could tell her and Kayla were feeling it. Their speech was slurred and neither seemed to be able to sit up straight. Once Cherie returned with our wine and sat back down, she looked over at both of us and said “Today was an awesome but weird day. I saw more boobs today than I’ve seen in the last 5 years. I also saw a few cocks, that was certainly interesting.”
Not sure what to say, I stayed silent, but Kayla chipped in to explain. “Well, after tits mcgee over here flashed the waiter and we had to leave the last winery, all the ladies started flashing each other on the bus. Then they started comparing tits, and you know Julie won with those huge DDs of hers. Then came the sexting of the husbands and boyfriends, which got us all a few dick picks in response, which of course were shared with the group. I now know how big of a cock a bunch of our neighbors have.”
“Wow, glad I didn’t text back a dick pic. . .” I replied.
“Eeh, I think you’d have won that contest, like Julie’s tits. . .” said Kayla, looking at Cherie. It was Cherie’s turn to blush a little.
The girls continued talking about their day and how nice it was being outside, drinking and having no kids around and how they got to be better friends with some of the people in the neighborhood that they maybe otherwise wouldn’t have gotten to know. After another 15 mins when we all finished our 3rd glass of wine, Cherie got up and said “I’d better get home, it’s getting late and if I don’t leave now, I won’t be able to walk home. . .”
I told her goodbye and Kayla jumped up and gave her a hug and whispered something in her ear and walked Cherie to the door. As soon as the door was shut, Kayla turned back around like a caged tiger and purposefully strode over to where I was sitting on the couch, pulling the strings on her bikini top to untie it and throwing it on the floor on the way. She stood in front of me, wearing only a short skirt with no panties on and bent down and gave me a deep kiss. I took that opportunity to run my hands all over her body and across her breasts and up and down her legs, finally stopping at her pussy, which was just *soaked*. I lightly ran my hands on the outside of her slit, caressing her clit with the side of my hand as she moaned and wiggled in response to my touch. After a few seconds of that, I turned my hand to cup her pussy with my palm and stuck the tip of one finger into her sopping opening, slowly working my way in with a ‘come-hither’ motion of my finger. Within 20 seconds of this, she started to wobble and had an orgasm and fell on my lap, unable to balance herself with the alcohol and orgasm strength.
“That was quick!” I joked
After a few seconds to calm back down, she looked up at me with the same hungry look and said, “Fuck I needed that. I’ve been horny for hours now…”
She grabbed the waistband of my athletic shorts and underwear and started to pull them down. I lifted my ass off the seat so she could get them off of me and she pulled them all the way off my feet and threw them across the room. Thinking she was going to climb on and ride me cowgirl style, I was very pleasantly surprised when she instead took my cock in her mouth and started bobbing up and down. It had been *years* since I’d had a blowjob from her, and it was *never* this enthusiastic. My cock swelled in her mouth and hands to it’s full almost 8″ length and relatively thick girth. She cupped my balls with one hand while she stroked the shaft with the other hand and mouth. God it felt so good. I wondered what had gotten into her, but wasn’t about to question it. I could feel my orgasm moving closer, when suddenly I heard a door open.
Kayla didn’t seem to notice and I wasn’t about to stop her even though I had an idea what was about to happen. A few seconds later, I heard Cherie’s voice calling as she walked down the hallway, “Hey, sorry guys, I left my keys here and I can’t get home without them– oh my god!”
Kayla immediately pulled her mouth off of my cock, though not her hand, still absently stroking me as she looked up at Cherie.
“Wow, you guys didn’t waste ANY time did you?” Cherie asked incredibly. I shrugged my shoulders and decided silence was best at this juncture. Kayla’s hands continued to stroke my cock very slowly, swirling around the tip of my cock. It made me shudder and I threw my head back slightly and moaned.
“Jesus, Kayla wasn’t kidding about your dick Steve, you easily would’ve won the selfie contest. . .” I heard Cherie say. “Jack’s gained so much weight since we got married, his regular sized cock is hidden under the fat and he’s got a tiny dick. It’s been a long time since I’ve seen one like that,” she continued.
Kayla slowly stroked my cock again and looked at me, and then back at her friend. “Want to help?” she asked Cherie. “He’s already gotten me off. . .”
“Holy shit, really? I’ve only been gone for like 5 mins!” she replied incredulously as she slowly walked over. Cherie knelt down next to Kayla as she resumed bobbing on my cock. I didn’t want anything to mess this up, so I closed my eyes most of the way to look like I wasn’t looking and threw my head back and moaned.
“Fuck that’s really hot. . .” said Cherie in a low voice. I peaked down at them and I could see a hungry look in her eyes as well and figured she must not be getting any at home. Now, I’m not one for cheating, and I know her husband Jack, he’s a nice enough guy, but he really was never home. I figured she knew what she was doing, and well, Kayla was the one who suggested it, so I was in the clear. Just then, Kayla pulled her mouth off my cock with a loud sucking pop sound and turned to Cherie.
“Here, let’s get you tagged in. . .” Kayla said, while slightly moving over and pulling Cherie up close between my legs. I took this opportunity to remove my shirt and as I sat back against the couch again, I saw Kayla reach behind and untie Cherie’s bikini top.
“Let’s all get comfortable. . .” Kayla said.
Cherie looked up at me, seemingly unsure how to start when Kayla blurted out “Go ahead, it won’t bite!”
That seemed to get Cherie out of her shell and she quickly grabbed my cock with her hand and slowly stroked it up and down. It was comical how much bigger my cock looked with her tiny hands on it, since she was almost a foot shorter than Kayla. She slowly stroked up and down a few times and swirled her hands around the tip, and then, with a mischevious smile, she leaned in and took me in her mouth. Tentatively at first, just the tip, swirling her tongue around the head of my cock, which made my hips spasm a little, which made Cherie giggle. Then she wrapped her lips around the top and took my entire cock deep-throat style in one smooth motion.
“Holy Shit!” I heard Kayla exclaim at the exact same time I thought it, but I could only manage a groan as her tight throat squeezed on the tip of my cock.
After a few seconds she came up for air and deepthroated me again and again, stroking my cock in between. After another minute or two of this, I knew I wouldn’t last much longer, so I pulled her head off of me and said “I don’t want to cum yet, let’s try something else. . .”
“Aww, okay,” Cherie said. “I love deepthroating and swallowing though. . .”
“How about if I return the favor?” I asked, pulling her up off the floor and directing her to the couch. I pulled her shorts off, revealing sexy black lacy underwear, which I also pulled off and discarded. I started to rub her pussy with my thumb as Kayla plopped down on the couch and started playing with Cherie’s tits. They looked really sexy, pretty perky for a MILF, and were maybe solid C cups with a little bit of puffy nipples.
As soon as my thumb touched her clit, Cherie moaned loudly and threw her head back. Without waiting, I went straight for her clit with my tongue and forcefully began to lick in circles around her clit, while I entered her with my finger to stimulate her g-spot at the same time. In no time flat, she arched her back and lifted her body off the couch and into me as she began a powerful orgasm. I came up for air to see Kayla sucking on Cherie’s breasts and furiously fingering herself. We made eye contact and she pulled me up from Cherie’s pussy and made out with me hard core as I now knelt in between Cherie’s legs. My cock was rock hard and bobbing against my stomach as I made out with my wife. Cherie seemed to be coming back down from her orgasm when Kayla pulled back from kissing me and said “Go ahead. . .”
“Go ahead what?” I replied, not sure what she meant.
Without another word, she grabbed my cock and began stroking me slowly and lightly and then lined my cock up with Cherie’s pussy. She rubbed the head of my cock on Cherie’s clit a few times and then lined me up and looked back up to me and said “Go. Ahead.” I slowly pushed my cock into Cherie as she opened her eyes and looked at us lustily. After a few short thrusts, I worked my way all the way into Cherie’s pussy and then slowly pulled all the way out and back in a few times to really open her up.
“Fuck that’s tight. . .” I muttered as I began to more quickly pound into Cherie.
“Fuck, fuck, fuck, that cock feels soooooo good,” Cherie moaned as I pistoned in and out of her like a jackhammer. I looked over at Kayla lustily as I fucked our friend and she got up from the couch and knelt behind me and rubbed my back and shoulders and rubbed her hands across my stomach and cupped my balls as I thrust into Cherie even faster.
“You know we planned this right? We’ve been talking about fucking you all day, once we heard how terrible all the other husbands are, both in bed and in general. . .” Kayla whispered into my ear.
Now it all made sense. Why Kayla was so horny, why she asked Cherie to come over, instead of just fucking my by herself, what Kayla whispered into her ear before they left (which was probably something like “Okay, come back in 5 mins and we’ll be going at it!”). I felt Cherie’s pussy contract and start to spasm as I heard her moan. I looked down and saw Kayla’s hand rubbing Cherie’s clit while I fucked her and I could feel her orgasm making her body jump on my cock as she thrashed around.
Kayla grabbed my hips and pulled me back out of Cherie and said “My turn!” She stood me up and sat me down next to Cherie, who was still writhing on the couch and pushed my legs together and straddled me reverse cowgirl style and sunk down on the entire length of my cock.
“Fucccckkkkkkkkkkk,” she and I both moaned, loudly. I grabbed her ass with both hands and helped her up and down, impaling herself on my cock with a regular rhythm. Cherie came back down from her orgasm and sat up on the couch and leaned over and kissed me deeply.
“Thank you very much for that,” she whispered in my ear. “I’ve been very …lonely lately, if you know what I mean.”
“Any time,” I said. “I’d still love to finish that deepthroat session. Kayla never swallows, or usually even does oral. . .” I whispered back.
“Maybe another time. Kayla may not know it yet, but you’re going to cum on her face tonight. I told her I love it, and a couple of the other ladies as well, but she said she’s never tried it and isn’t sure. Well, tonight’s her night!” Cherie whispered again.
I couldn’t even form words back to Cherie, my eyes just bugged out. That was one of my biggest fantasies, that I’ve done several times with other women, but I never could get her to try. The thought of that happening almost made me cum right that second, but I regained my composure and went back to watching Kayla and her sexy ass bounce up and down on my cock. Cherie got up from the couch, pulled over the ottoman so it was facing Kayla and sat down right in front of her. She started rubbing her hands all up Kayla’s body and breasts, and then she started rubbing her clit as she bounced on my cock. After another minute, I could feel her other hand cupping and rubbing my balls as well. Fuck it felt great.
After another minute of fucking and clit rubbing, Kayla moaned and I could feel her pussy clamp down on my cock as she had an enormous orgasm. Her body shook and her hips bucked and she plopped right off my cock and leaned back, still spasming uncontrollably. I couldn’t see what Cherie ws doing, but then I felt a mouth on my cock again, slowly at first, licking Kayla’s juices off of me, and then deepthroating again. After a minute, Kayla rolled off of me and said “Fuck that was good. . .”
“Now it’s your turn,” Cherie said. “Come on Kayla, let’s finish him off together!”
Kayla and Cherie knelt down between my legs on the couch and took turns sucking my cock. Cherie deepthroating and playing with my balls and Kayla using her hand on my shaft and swirling her tongue around the tip. After a few minutes of that, I knew I wouldn’t last much longer. When Cherie’s next turn came up, she sidled up with her body and wrapped her tits around my cock and started moving her body up and down on my shaft titty-fucking me.
“Fuck, that’s so hot!” hissed Kayla. “I bet you like that Steve, I don’t quite have the equipment for that. . . ” she said, looking down and motioning to her sexy little A cup tits.
“Fuck that is amazing. . .” I said as my orgasm swiftly moved forward. “God, I think I’m going to cum soon. . .”
With that, Cherie pulled my cock out from between her tits and moved back so Kayla could take her turn. Cherie came up on the couch next to me and started rubbing my body with her hands while whispering dirty things into my ear, like “Cum for me stud, all over your sexy wife. Come on, shoot for me babe. . .”
Between that and looking down and seeing my wife sucking my dick, after everything that had happened, yeah, I couldn’t hold back anymore.
“Oh god. . . Oh, I’m cumming. . . ” I moaned. I tried not to throw my head back because I really wanted to watch what happened. Kayla took one more suck and then pulled her mouth off of my cock with pop right as I unloaded a huge blast of cum up onto her forehead in a stripe all down her face to her mouth. She kept stroking me with her hands as I came 2, 3, 4, 5, 6 more times in big spurts all over her face and in her mouth.
Kayla stroked my cock until I spasmed from over-stimulation. She leaned back, with cum dripping off her face onto her sexy body and whined and said “I can’t open my eyes!”
I was still coming down from my orgasm and barely able to move, but Cherie moved down to Kayla on the floor and used her thumb to wipe the cum out from her eyes and then quickly licked it off her thumb.
“Damn, that tastes really good, how do you not do this all the time Kayla?”
“I don’t know, but that was hot, I think I can get used to this. Now someone go get me a towel!”
Cherie got up and grabbed some paper towels, while I grabbed my phone and took a picture, for personal use of course. We all took a shower together and slept in our bed that night, with Kayla in between Cherie and I. In the morning Cherie went home to pick her kids up from their grandparents house and it was surprisingly not weird to have a third person we both fucked walking around the house with us.
Epilogue
This whole week has been a whirlwind. Kayla and I talked and she said that was so hot that we can open our sex life up to Cherie sometimes, as long as we don’t sneak around about it. Before this, Kayla and I only had sex like once a month and I got by on jerking off once or twice or three times a day. Since sunday, I’ve hooked up with Cherie 3 times (which maybe I’ll tell about in a follow up, because that woman is *dirty*), because she’s a teacher and gets home at like 3:30 pm and I work from home. All three times I’ve told Kayla about it after the kids were in bed and we’ve ended up having sex twice and doing oral the third time after I gave Kayla the play-by-play. With any luck, we can plan another threeway and we’ve been talking about our two families going to the beach later in the summer, which will be awesome, because we all know Jack won’t be able to go because of football season.
Source: reddit.com/r/gonewildstories/comments/4m95qh/post_wine_tour_threesome_mff
Great story!