Part 1 can be found [here](https://www.reddit.com/r/gonewildstories/comments/7h98b1/mf_home_for_the_holidays_part_1/)
Ok, so, quick recap of Part 1: I go home for the holidays, run into old high school GF and her still MILFy mom. Find out old GF is single again, we drink, and have some crazy sex like we used to. Old GF manages to forget her skirt in my hotel room, but leaves no way to get in touch with her, so I head over to said milfy mom’s house.
So, I’m heading over to Cynthia’s house going through how i’ll bring this up. I go through multiple conversations in my head, but somehow they end in versions of “Hey, I just fucked Ally, again, and wanted her number so we can arrange it again soon”. As I turn down the street I realize l can just BS some technocrap about making sure her wifi was still working. I walk up to the door still half-thinking this is a bad idea, but when Cynthia answers the door in a skimpy bathrobe, I clearly realize this was the best choice I could have made.
Now, a little background on Cynthia. She got married young, practically right out of highschool, and Ally was born shortly after. The guy she married was a bit of a tool, but somehow managed to make a quick killing doing something on wall street, never did find out what, but he got out and they moved to our quaint little town when Ally was 3. Over the years though, he became a bit of a drunk, and their marriage was on the rocks for most of the time Ally and I were in high school. Not long after Ally and I split for college Cynthia kicked him out, and as far as I know hasn’t seen him since. According to my dad though, once he left, she went a bit wild, and about every week he’d see “Some lucky fucker” (his words, followed by a hit upside the head from mom) leaving with a smile on his face.
So, now, there was this early 40’s, 5’5’’ blonde Milf with a rockin’ body, whose daughter I had fucked all over my hotel room less than 48 hours ago, wearing a loose bathrobe with what looked like nothing else on underneath standing in front of me, and I’ve completely forgotten why i’ve come over. She lets me come in, and while she went to put on something more comfortable (an old t-shirt, no bra, and a pair of shorts that were just short enough), I remember why I came over (or atleast the wifi excuse part), and ask if it’s still working. She says it is, but I ask to use her computer to make sure hoping the info I need is easily found there. It isn’t, but afterwards she gives me her thanks yet again, and offers me a glass of wine for my troubles, her excuse being it’s 5 o’clock somewhere. We start out with around a half glass each, but before I knew it the bottle was gone while we were catching up in the living room, reminiscing about the old days, making fun of her ex and Ally’s. When that topic came up I had mentioned that Ally had brushed over the details, Cynthia caught on and asked,
“Oh, I didn’t think Ally had brought that up before when you were over”
I stupidly replied with “Oh, no, we were staying at the same hotel, and met later at the bar for drinks”
She chuckled and said “Oh, then let me guess, you two went back up to a room and got a bit crazy?”
I managed to get out “What would make you think…” and before I finished my sentence she added “Disneyland, that’s what”
I choked on my wine for a bit, but when I finally recovered I uttered “Oh, you remember that?”
“Of course I remember that, ruined my weekend having to go out and pick you two up and drag you both back. I honestly don’t know what you two were thinking”
“Well…” I muttered, “Ally wanted a souvenir photo, and the one on space mountain isn’t that bright”
This made Cynthia laugh and the tension died down a bit. After she calmed down a bit she said “You know, you two were always great together, in spite of the crap you’d get into and ruckus you’d make”
“Ruckus” I asked, not realizing what she meant.
“You know, Ally had had boyfriends over before, but she was never as loud with them as she was with you, At first when you two tried that crap I thought you were trying to hurt her, but when I got closer to her room I heard the bed creaking”
“Oh….well…..we never realized that…”
“Even those times at night you’d sneak over. I’m a bit of a light sleeper, so you two would occasionally wake me up.”
“Shit, well, i’m sorry…”
“Please, don’t be. I was just glad someone was getting some in that house. Besides, I’d be a liar if I said I never wondered what made her squeal like that. Sat up at night, wondering just what you were doing to her, even dreaming about it” As she said this she moved closer and closer to me on the couch, ending right next to me, pinning me between the armrest and herself.
“Mrs Johnson, I think you’ve had a bit much”
“Please, it’s Cynthia, and maybe I have had a bit much, but can you sit here and honestly tell me that you never thought about me like that”
“Well, Honestly, I could…” I got out, and the look on her face went from semi-drunk happy to semi-drunk sad “…but I’d be a liar” I finished, while watching her face brighten up 10-fold. And her hand go right to my crotch, and my semi-erect cock in the process of waking up fully.
“Tell me, what are you thinking of now?” she asked while squeezing my ever hardening erection through my slacks.
Without missing a beat I answered “You answering the door in that robe” and a second later she was on top of me, her mouth locked onto mine, pawing at my shirt. It took me a few seconds to realize what was happening (I thought maybe I had gotten in an accident on the way over and this was some coma dream, or heaven), but once I did I quickly forgot why I had come over and joined in the drunken makeout session. I took the offensive and threw onto the couch beside me and jumped on her, starting with a passionate kiss on the lips before moving to her neck, then moving her shirt up and off to expose those wonderful breasts. She stopped me for a second to take off the shirt before asking,
“Well, you like what you see?”
I didn’t answer verbally (though I did think “Well, Ally had to get her’s from somewhere”), I just jumped back to them, squeezing them, pinching one nipple while nibbling on the other. This was enough to get her to start moaning, going “OH, It’s been awhile since anyone’s touched me like this” but a few minutes into this she stopped me from continuing my trek south and pushed me back up on the couch.
“Time to see just what you’re packin’ down there” she said as she undid my belt and pulled my pants and boxers down, finally releasing my now rock hard cock from its prison. Her eyes widened as it just sat there, waiting for her to do something with it.
“Well…Fuck….that sure explains a lot” she said while grasping it with one hand, struggling to get her hand around it. She then added her other hand on top of it, still leaving a bit uncovered for her to start sucking. She started with the tip, playing with it, teasing me for a while, before removing one hand and taking about half of my cock in her mouth. I honestly can’t think of how to describe how good even this half-blowjob was, but she must have used those “lucky fuckers” to perfect her technique. All I could do was lay back and revel in her prowess and try not to cum too soon. That was for naught though because soon after that she removed her other hand and came up for air, winking at me with that sexy little smirk, before sinking back down and proceeding to, in one single swoop, inhale my cock down to the base.
“Holy Fuck” I exclaimed, half thinking she was a magician, half still trying not to cum yet. She then backed up half way before sinking back down to the hilt. She did this around 14-15 times before coming up for air, exclaiming with a sarcastic tone “Awww, I thought for sure that’d do the trick”
“I’m shocked that didn’t work either, damn” I got out, still in disbelief at what she done, with such ease too.
”Oh well, time for my secret weapon.” she said casually
“Secret weap…?” was all I got out before she dove back in, back down to the hilt, only this time her tongue was out, and she started to lick my balls while buried on my cock, and she brought her hands up to fondle my balls too. Whenever she’d come up halfway this time her hands would replace where her mouth was, and the feeling of her tongue trailing her lips each time she bobbed up and down was the breaking point for me. I can’t remember how many times she did this, but it wasn’t long before that feeling started to rise in my balls. I grabbed her head and looked in her eyes, conveying that her secret weapon had done its job. She briefly paused before going into overdrive right up until the first blast of cum escaped my cock. The first blast caught her by surprise, but she caught me by surprise by sinking her head back down all the way, forcing me to cum down her throat. It felt like forever before my pulses stopped and she brought her head up and got some air, strands of saliva reaching from her chin to my hypersensitive cock. She then licked my cock from base to tip, making sure a drop wasn’t wasted, before saying coyly, “Fuck, that was a lot of cum, good thing I hadn’t had breakfast”, all while I just sat there, speechless, still trying to process what had just happened.
“Well, don’t tell me you’re tuckered out already…” she said, snapping me out of my daydream.
“Oh no, in fact, time for me to return the favor” I said while standing up, pulling her to her feet too. I then proceeded to pick her up and throw her over my shoulder, carrying her to the bedroom, stopping at the mirror to admire her amazing ass before throwing her down on the bed. I pulled her legs closer to the edge of the bed before spreading them and revealing sizable wet spot in her shorts. I pulled them down along with a pair of thoroughly soaked through panties before admiring the sight in front of me, my highschool GF’s mom, splayed out naked like a whore, waiting for me to fuck her brains out. I got on my knees and pulled her cunt right up to my face and toyed her clit with my tongue to start. Even this light toying was enough to get her to start moaning again and start squirming. I then parted her lips and drove my tongue in, causing her to inhale sharply and moan a bit louder. After that I upped the ante and brought in a finger to drive in and out or her wet cunt while i worked my tongue on her cunt. This caused her to grab my head with her hand and try and smother me with her cunt. I toyed with her for a while like this, backing off on occasion to keep her on edge. Eventually she got a bit frustrated and exclaimed between moans “Fuck you, you little tease”, which egged me on to finally push her over the edge.I quickened my pace with my fingers, causing her to squirm all over the bed. The final touch was when I curved my fingers up and started to stroke her G-spot. It was like I had flipped a switch, she proceeded to cum loudly, and hard, proceeding to soak my fingers and the better part of my face with her juices, but that didn’t stop me. I kept her on this plateau for close to a minute before she told me to stop, giving her needed time to catch her breath.
By the time she came down from that blissful high, my cock was rock hard and ready to go. I pulled her up and shoved my tongue in her mouth, letting her taste herself before I tried to flip her over. She stopped me and said “Oh no, I want to see this” I lined my cock up with her soaking lips and teased her a bit before abruptly shoving it half way in. This caused her to sharply inhale and let out an “OH FUCK” before I started to get a rhythm going, giving her a bit to stretch out. It didn’t take long before she gave me that look, that look that told me to kick it up to high gear, and without breaking eye contact I buried myself all the way to the hilt. I stood there for a bit, holding her in place, watching her squirm on my cock, noticing she was making some of the same faces Ally does. After getting Ally out of my head, i got back to the matter at hand, fucking her mom as hard as i did her. I started with quick thrusts, only coming half way out before slamming back in as fast as i could. Cynthia couldn’t handle much of this, and a few minutes later I could feel her inner walls start to contract and try and push me out. I kept hammering away, admiring the sound of out skin slapping together accompanied by the moans and screams coming from her mouth. It wasn’t long before she reached down and started rubbing her clit. Seconds later she let out a loud scream, arched her back, came again, and again covering me with her juices. I took advantage of her trying to come down from this and flipped her over to admire that sweet ass before spreading her cheeks. I wasted no time getting behind her and diving back in as far as i could in that sweet pussy. Her moans picked up again as I started to hammer into her from behind. In less than a minute she leaned forward and came, covering the sheets in her juices, but I just grabbed her hips and went right back to work. This happened 3 times before her knees gave out and she collapsed on the bed. This hardly deterred me, i just layed on top of her and continued to fuck her from a prone position. Her screams kept getting louder and louder, and as she moved forward i followed right behind her to the point where I had fucked her off the bed.
Cynthia stood up, legs wobbling, using the bed to keep her balance. She just pointed to me and I laid back on the bed, waiting for her to climb on top of me. She leaned forward plant a kiss on me before leaning back and sitting on my cock. She sat there for a bit, relishing in the feeling of being filled up, before she started to grind away on my cock. She did this for a bit before I noticed she started to slow down a bit. When I noticed I grabbed her hips and lifted her up, leaving just the head of my cock in her before slamming down, eliciting a sharp moan from her. I did this full motion a few more times before I started just slamming her up and down, tryig to get deeper each time. After a few minutes of this she took over again, having regained a bit of strength. I took advantage of having my hands free again to reach up and squeeze her breasts. I twisted a nipple and felt her contract on my cock. “Oh Fuck, again” she moaned, which I happily obliged. A few more times and she sunk down and let out a loud “Oh Fuck” as she came yet again, taking me by surprise and almost making me cum. She started right back up, this time leaning forward and trying to smother me with her tits. I played with one with my hand and took the other in my mouth, toying with her nipple with my tongue. This only caused her to speed up faster and faster. The final tipping point for both of us was when, with my free hand, I reached back to her ass and stuck a finger in her ass. This unexpected probe was enough to cause her to let out her biggest scream of pleasure (right in my ear) and burry herself all the way on my cock as she rode out this massive orgasm. Her pussy contracting on my cock was enough to push me over the edge as I came too. Taking over this simultanious orgams, I reached down and slammed her down on my cock with each eruption inside her, prolonging her own period of bliss.
After what seemed like forever I stopped, and she rolled off of me to catch her breath. After a bit she reached down and scooped some cum out of her thoroughly used pussy, apparently savouring the taste.
“I wanted this one in my mouth, but this’ll do just fine” she purred as she continued to scoop up my cum and eat it with a smile. While she finished with her meal she said I should probably go jump in the shower, which I did as she laid out on the bed. I kept it quick, but when I came out she was asleep. I pulled the (soaked) sheets back and tucked her in, some of my cum that she missed still leaking out of her swollen red pussy. I went out to the living room and got dressed again, and on my way back to check on her in her room I saw her phone on the table. Luckily (as if I hadn’t already gotten lucky enough that day) she didn’t have a passcode on it, and I put her number in my phone along with Ally’s. I checked in her room again before leaving and she was still asleep, though I noticed her panties on the ground, still thoroughly soaked. I also took a picture of her peacefully sleeping, with a bit of cum still on her chin, and left. I sent her the pic with the message “You were out like a light, must have had a hell of a time ;)” I went back to my room at the hotel and got a few hours of sleep myself before I had to go to the airport. When I woke up she had replied “Best workout in a VERY long time ;). I guess i’ll see you in a few weeks”. Before I had packed up I had snapped a pic of Ally’s skirt, and before I fell asleep on the plane I sent it to her with the caption “Question, how did you manage to make it back to your room without this?”. When I landed a few hours later (and woke up, again), Ally simply replied “Cleverly”.
So, this Christmas can either be one for the record books, or the one from hell depending on how often Ally and Cynthia talk. I’ll try and keep you guys updated.
Source: reddit.com/r/gonewildstories/comments/7ij0pm/mf_home_for_the_holidays_part_2
Nicely written, it should be interesting if they talk or not.
Sportsman’s Double in the next chapter…I hope.
Best sex fiction ever written.