[MF] Home for the Holidays – Part 1

So, I know I had mentioned a few other highlights or my travels at the end of my first story, but this one happened most recently, and thus is still fresh in my mind. It actually happened last Wednesday, the day before Thanksgiving.

Like before, at the behest of those involved, the names have been changed. Out of respect for the readers, the rest has been told exactly as it occurred (or as best as I can remember).

So, One of the perks of my job is that I either be sent out by upper management to fix things, or the local guys can send in a request for me to come out. It just happens that one of my friends growing up works for a company around where we grew up, and for the past few years has been able to put in a request to have me come out for a week around the holidays, so basically I spend a day or 2 at most working and the rest of the time is a free mini vacation. This time in particular an old highschool girlfriend, Ally, was staying at the same hotel (there are like 2 good ones where we grew up, so it was a 50/50 chance really).

On Wednesday morning I stop by my parents house, we catch up, yadda yadda yadda, I help my mom “fix” some things on their computer (she’s about as technologically literate as a potato), I tell her again she needs a new one (the thing is a 15 year old gateway, i’m shocked it still works), she says she will when it dies (and I mentally make a note to just get her a new one for Christmas). When I’m all done fixing things and helping them get ready for tomorrow, my dad mentions that Ally’s mom, Cynthia, who lives a few houses down, had been having a similar problem to what my mom had, so as I leave I decide to stop by, say hi and help her out, because i’m nice like that (Had nothing to do with the fact she was the neighborhood MILF growing up).

As I walk down to her house I notice a rental car in her driveway, and think nothing of it until i ring the doorbell and Ally answers the door. It had been 10 years since we broke up, but she had hardly changed, she was still the short brunette knockout with breasts that, while not comically big, still were probably 3 sizes bigger than a girl her size should have, all rounded out by a nice tight ass. The break up was a mutual thing, we had gotten into different colleges and didn’t believe in the whole Long Distance thing, besides, we both were a bit crazy in the sack and wanted to explore more in that area (though we did plenty of that ourselves). Last I had heard through the grapevine though was that she had gotten married right out of college. I went in, said hi to her and her mom (who somehow hadn’t seemed to age a day), when Ally mentioned that she had to get going to pick up something, but she was staying at the same hotel I was, and would love to catch up more later at the hotel bar, and of course I said i’d see her there.

About 2 hours later I had gone back to my room (after stopping by the local Walgreens for a box of condoms, just to be on the safe side), changed into something more comfortable and went down to the bar to wait for her, not knowing Ally was already there, and had gotten a bit of a head start on the drinking front. I went over to her, we hugged, sat down, and caught up. She had gotten married out of college to what seemed like a nice guy, but according to her “He was too nice, like suspiciously nice, like he was so nice it seemed like he was covering up something”. I asked what it was, joking, thinking that maybe he was just a bit shy (She had a thing for shy guys and helping them break out of their shell, worked wonders for me). I’ll spare you the details, but apparently he had a warrant in another state, and it caught up to him. After finishing what looked to be her 5th beer, she said “And the worst part, was that he had the 2nd biggest dick i’ve ever seen, and I had just started to get him to last longer and do things to me, like what we used to do”

I asked: “What sort of things?”

She replied “Things like what got us in trouble on the band trip”

“You mean when they threw us out of Disneyland?” I asked

“No, nothing like that, you pervert, I mean the night before, when we first tried sticking that baseball bat of yours where the sun don’t shine” she answered, winking, as if I didn’t remember that night.

“How could I forget, that room was right under the band teacher’s room, and you were screaming like a banshee”

“He was a bastard the next day, apparently he didn’t get any sleep that night, despite you muffeling me with that pillow” she said

“Well, there’s that, and there’s also him being called away from his stool at the ESPN bar to deal with 2 students who got caught screwing around on Splash mountain.”

“It wasn’t that bad…”

“They literally caught us on the picture, your head in my lap, and it was perfectly clear what you were doing”

“Ya…well…can’t say it wasn’t fun”

“Ya, it was…”

We just trailed off for a bit, staring into eachother’s eyes. I snapped out of it first and told the bartender to put the tab on my room, grabbed her by the arm and whisked her away.She asked “Where are we going?” “To try and recreate what we did the night before getting thrown out of happiest place on earth” I whispered in her ear. It took a few seconds to click for her in her semi-drunk state, but once she did she had the most devilish smile on her face. On the elevator ride up she couldn’t keep her mouth off of mine, and her hand off of the growing bulge in my pants. When we finally got to my floor (and after giving the people in the lobby a show on the ride up), I picked her up and carried her down to my room, all while she was practically glued to me. When I finally managed to open the door to my room and get us in, she couldn’t wait to get on her knees and drop my pants.

Once my now rock hard cock finally sprung free she managed to get out “God I missed this” gave it one lick from the base to the tip, and managed to swallow almost the whole thing at once, leaving maybe an inch not in her now full mouth. “Wow” I said as she went to work getting my cock nice and slobbery “Someone’s been practicing”. She couldn’t say much in reply other than trying to nod her head, all without breaking eye contact. I tell her “I’ve picked up a few things too”, as I literally pick her tiny frame up and spin her around so her head was down by my cock, and her delicious pussy was right in front of my face, only hidden by the naughty lace panties she had on. I used one hand to move them out of the way and began reacquainting myself her nether-regions as I made our way over to the bed. Once there I spun her around and dropped her on the bed, pulled her legs forward and apart and got back to work. She instantly began moaning once my tongue made contact with her clit, and she reached down to run her fingers through my hair. After a minute or two more of switching between licking her clit and delving between her lips she began squirming even more, and locked her legs behind my head as she began thrashing her way through her first orgasm of the night. After she came down from that high, she looked down at me and said “Well, what are you waiting for?” I got up, pulled her sweet little ass over to the edge of the bed and began teasing her with my cock. “Say please” I asked of her, and she replied “Ugh, Please get on with it”. I gently pushed her lips apart with the head of my cock and pulled back, asking “Please get on with what?”. “Fine. Please get on with it and Fuck Me with that monster between your…”

Before she could get out “legs” I plunged in about half way, cutting her off mid word and causing her to moan in delight. I kept things slow at first, stopping at halfway in for a while, enjoying looking down at her moaning and squirming on my cock again, “it had been too long” I began to think, and reminisce on those days in high school, and before long I felt a familiar urge bubbling up. I ask her coyly “Is someone hungry?”, she snaps out of whatever trance she was in and spins around on the bed, immediately taking my cock in her mouth while using a free hand to stroke the base. I cum, shooting several ropes down her throat and she swallows what’s left before cleaning my cock off with her tongue. After giving me a bit to breathe she then asks “Ready for Round 2?” with that devilish little smile on her face. I don’t answer verbally, but instead I climb up on the bed while raising her ass up, getting her ready for a hard doggy pounding. Done with taking things slowly, I plunge my cock in as far as it’ll go, eliciting a sharp moan from her as she braces herself for a wild ride.

As the sound of our bodies slamming into each other starts to fill the room, she starts to scream, and I reflexively reach forward and grab her hair, pulling her head back and muffling her screams with my mouth. In less than a minute she is about to cum again, pulling herself away from my mouth and burying her face in the pillow as I continue to pound away. This time, as she cums, she falls forward and squirts all over the sheets. I reach a hand down and rub her exposed clit, causing the moans to get louder in the pillow. When she finally calms down and seems to have fallen asleep, I use a drenched finger to probe her asshole, which immediately gets her to pop her head up. “Dirty Boy” she calls me as I manage to fit a finger down to the knuckle in her tight little ass. I rub the liquid I can gather around her back door and stick my dick back in her pussy a few times to make sure it’s nice and wet. I then pull it out and move it slightly up and line it up with her tight ass. I move in slowly, giving her time to stretch out, and after I get the head in she starts screaming to go faster. I tell her “why don’t you set the pace this time?” and she tells me to lay down and climbs ontop, lining my cock up with her ass again. She was facing away from me, but there was a floor length mirror in the room and she was looking at me through the mirror, with that same devilish smile as she began to sink my cock into her ass. She gets half way down before going back up, taking it slow.

That didn’t last more than a few minutes before she leaned back and sank all the way down, burying my cock in her ass to the hilt. This time i was the one who moaned out “Holy Fuck” as she started to grind her ass on me. I found a burst of energy and put it to good use, grabbing her hips and started to slam her down on my cock, burying it to the hilt every time she came down. Not long after this started did she start to cum again, squirting each time i bottomed out in her ass, like an old pump well, covering the mirror in her juices. She couldn’t take much of this and collapsed, falling back onto me. “Holy…..Fuck….That was……Amazing” she managed to get out between breaths as she laid on top of me. “Time for the Finale” I told her as I rolled over on top of her while keeping my cock buried in her ass. I pushed up and began to delve into her as deep as I could in this prone position. This was perfect for her since she pulled a pillow up and started to bite into it, trying to not wake the dead, and failing miserably. This managed to last a while, all while she must have cum at least 2 more times (it was hard to tell with her biting into the pillow) before I started to feel the urge to cum again. I told her as much, and all she could get out was “Don’t…You…..Fucking….Stop”. I listened to her and about 30 seconds later made a final plunge as I started to cum in her ass. Each rope of cum accompanied by another long thrust and a loud scream into the pillow from her. After about 7-8 thrusts I finally collapsed next to her, my cock still in her ass, keeping the cum from leaking out.

The last thing I remember that night was her managing to get out “Best…Thanksgiving….Ever” before she fell asleep in my arms, my cock still plugging her up. I fell asleep shortly after, and when I woke up the next morning she was gone. All I could find at the time was a note on the table saying:

“Let’s do this again, soon

Ho Ho Ho

– Ally”

I showered and got over to my parents house for Thanksgiving, and had a great time. That night I crashed on their couch (I had had a bit more than a few) and Friday made my way back to my hotel room to pack up for an early Saturday flight. I was a bit hungover the previous morning, and had missed her skirt on the ground on the other side of the bed. I was a bit shocked that she had apparently missed it, and managed to get back to her room without it. I thought about what to do with it and after a few minutes decided to try and send it back to her, along with a dirty little note confirming my interest in a Christmas hookup. She didn’t exactly leave a number or address with her note before, and after a few minutes I realized that i’d have to ask her mom for her number.

[To be Continued…]

Source: reddit.com/r/gonewildstories/comments/7h98b1/mf_home_for_the_holidays_part_1