One last fling for the bride [MF][Cheating]

So, this tale jumps ahead about 7 years from my other ones, and as such is much more recent.

A bit of background that needs to be set since this jumps ahead a bit. Emily greatly helped me break out of my shell and be much more confident about myself, just in time for college. While still the same nerd I’ve always been, I wasn’t nearly as shy as I was before, and it paid off immensely throughout my time there. During my time there I met a woman named Ally, a beautiful 5’8’’ brunette bombshell with a tight ass and an insatiable appetite for sex. Throughout out time there we were never in a relationship together per-say, but we were frequent FWBs who were always up for a round, or 5. Even after college and we moved away to different cities we stayed friends, and since I traveled a lot for work, I’d always hit her up If I was in her city and wanted to be drained of all bodily fluids. One day she calls me up out of the blue and asks me if I was going to be in her neck of the woods on a certain weekend next month.

“Ally, are you finally asking me out on a date?” I asked playfully

“No, you ass. Well, not really. Remember that guy James I was seeing?”

“Vaguely, he always seemed weird to me, why?” I queried.

“Well, apparently I wasn’t the only person he was seeing, so I threw his ass out.”

“His loss, still doesn’t answer the question as to why you’re asking me out on a date.”

“Jackass. The reason why I’m asking is because we were supposed to go to a wedding of a friend of mine that weekend, and now I need to fill a seat. The rehearsal dinner is Friday, and the ceremony Saturday, can you swing that, or do I have to hit up craigslist?”

“One question” I told her

“Yes, there’s gonna be an open bar” she said sardonically

Scrambling to think of another question to prove her wrong, I ask who the lucky lady is. She tells me it’s her college friend Blake. Blake was Ally’s roommate junior year, and was not my biggest fan at the time, mainly because the combination of thin walls at their place combined with Ally’s appetite for sex resulted in Blake losing a bit of sleep whenever Ally had someone over, me in particular. Ally had occasionally offered me up to her like a piece of meat, or even her joining in on occasion, but she always turned her down. I was always nice to her, and always did my best to muffle Ally with a pillow if she got too loud, but Blake never liked me, I never learned why. I asked if me being there would be ok with Blake, and Ally said she had ok’d it with her before asking me. I figured a weekend with free food and liquor, ending with Ally and I “catching up”, and traveling on the company dime, sign me up.

Fast forward to the day of the dinner, and Ally stopped by my hotel room to pick me up, and she’s a bit early. I think she wants a quickie before going to a fancy dinner, but in her words “I’d have to redo my makeup, so fuck that” She says that she wants to surprise me later after the dinner, and wants a key to my room to set it up. Me, thinking nothing of it, she sometimes in the past did things like this that almost always paid off for me in the end, gave her the spare key I had, and off we went.

The Dinner was very nice (Blake came from stupid levels of money, and they pulled out all the stops for this weekend), and turned out to be a good opportunity to make some connections for work, so I could actually justify doing this all on the company dime. Blake was surprisingly nice to me when we caught up, and she introduced me to the lucky guy, and he was nice enough. When I wished them the best tomorrow, Blake had a slightly guilty look on her face when she said thank you, but at the time I had no idea why. After some time passed, and a good chunk of the booze was gone, people started heading out for the night, Ally and myself included. When we got back to my hotel, I thought she’d wanna come up and have a nightcap, but she said she still had that surprise for me, and needed to get one thing, so she had to run out and pick something up, so I should

“Go up, and wait naked on the bed for me to get back, and you must be hard by the time that door opens.” Again, while this might be out of the ordinary, it wouldn’t be the first time with Ally, and I trusted her, so I did what she asked. I got up there, stripped, and started to reminisce about old times with Ally, and was hard in no time. After 20 minutes or so, I was starting to think this was just a joke from her, and was starting to think of ways to get back at her for blue balling me when I heard footsteps outside the door that eventually stopped by my room, followed by the door unlocking and opening. I was expecting Ally, maybe in a leather number hidden under a trench coat, or maybe just the coat, what I wasn’t expecting was Blake. While we were both surprised, she wasn’t as shocked as I was, and didn’t run screaming from the room, while I did manage to grab a sheet and cover up as best I could. After the initial surprise wore off, I asked her to sit and tell me what Ally said to get her here.

Apparently Ally had been setting this up for a while, hinting at her having one last fling before the wedding, and offering to set up “one last bang” before the wedding, and that she’d have a night of passion with a stranger before saying her vows. What Ally left out to her was that I was the piece of meat she was offering up to Blake to use “however she wanted”.

“I knew she was planning a big twist with this, and I should have known when I saw you earlier that when she said the guy “wasn’t just in her top 5, he was her top 5”, that she was talking about you.”

“Well, remind me to thank her for talking me up like that” I said playfully

“Seriously though, you guys fucked a lot, and at all hours, it was hard to sleep with that going on.”

“I tried to keep her quiet, usually with a pillow, once with duct tape, and i even got you those noise canceling headphones, but she’s a screamer, she can’t help it.”

“That’s the thing, she brought over other guys, and there were the guys she’d date, and she was never that loud with them.” She said matter of factly, much to my surprise.

“Well, that’s the first I’m hearing of that.”

“Something else you haven’t heard, and neither has Ally, but I wasn’t always mad about overhearing you guys. Sometimes I’d take a break from studying or whatever and listen, even going as far as grabbing my dildo on occasion.”

“The pink one, or the big white one?” I asked, trying to get a rise out of her.

“The white one, how the fuck do you know…” Blake got out while looking utterly confused.

“Ally would sometimes, when you were out, use them while we were fucking.” I said, much to her surprise.

“Well she is a whore” she replied, satisfied with the answer and no longer creeped out.

“Can’t argue with that.” I playfully retorted.

I offered her a drink from the minibar and we caught up a bit more than we could have at the dinner, she went on about her fiancé and how while he was nice, he could be too nice at times, and even though she thought he was a bit of a pushover, she still loved him. I asked her that if she did, why was she still here with me, in a hotel room, with me still wrapped up in a bedsheet?

“Well, because Ally promised me an unforgettable night to end my single life, and I plan on getting it.”

She put down her drink and leaned over to kiss me. Her lips were soft with a hint of cherry, and she kept up the kiss for a while before pulling back and telling me “You were expecting Ally tonight, I want you to fuck me like you were gonna fuck her. I want the people in neighboring rooms to hear us, like I used to hear you two. I want you to be rough, don’t hold back.” That was more than enough to ignite the spark I needed to get hard again. I got up and pushed her against the wall, and went back in to kiss her, more forcefully this time, Her hands moved down to the tent being pitched in my pants, while I moved one hand down to her crotch.

“You can stop this at anytime…” I said as I put my hand down the front of her pants, discovering how wet she was “…but somehow I don’t think you will.” I brought my wet hand up in front of her face, and told her to taste herself. She didn’t hesitate to lick my fingers clean, surprising me. I grabbed her and told her to go bend over the bed, pushing her towards it, when she complied, I knew this was going to be good. I pulled her pants down and peeled her wet panties down too, and took a second to admire her pleasantly plump ass, along with her glistening wet snatch before diving in. When I did, she let out an audible gasp and reached up for the sheets. I started slowly to try and build her up to a big release, but she was almost there already. 3 times I could feel her getting close and 3 times I backed off, only for her to let out an agonizing groan. After the 3rd time I asked her if she wanted to cum, only to have her bark back at me “Fuck yes, just let me cum already.” loud enough that if there were any people in the neighboring rooms, they likely heard her. I stood up and unzipped my fly, letting my cock out and rubbing the head against her moist lips. I asked her again if she wanted it rough, like I would be doing with Ally. While she was trying to say yes, or something, I shoved my cock into her about half way, eliciting a scream from her mid sentence, and causing her to forget English. I grabbed a handful of her hair and pulled her head up and whispered “I wouldn’t ask with Ally.” which caused her to clamp down like a vice on my cock. I started agonizingly slow, trying to see how long she’d last, but apparently I wasn’t slow enough, because after a minute of this her pussy almost cut my dick off clamping down so hard, and she started spasming on the bed, moaning into the bed. When she finally stopped she turned around and ordered me onto the bed so she “could go for a ride”, and I happily obliged, stripping the rest of my clothes. Before she hopped on she finally took off her top, revealing her perky tits, small, but still big enough that they’d bounce around if given the chance. I guess until then she hadn’t actually seen my cock, because when she glanced over to it she let out a gasp, in disbelief that she “that entire thing” in her, and it broke my heart to tell her that I hadn’t given it all to her before. She made a face I can only describe as funny, an odd combination of disbelief, shock, and arousal, with her licking her lips.

Blake hopped onto the bed and straddled me, hovering over my cock with her soaking lips practically dripping onto the bed. She was taking her time getting lower, and stopped when the head of my cock met her lips, so I pumped up a bit and the head popped inside her, leading to a delightful squeal from her, reminding her of what she wanted. She continued to slowly lower herself onto me, but I stopped her about half way, where I had stopped before when she was bent over the bed, and told her to look down. She was surprised that there was still that much cock to go, and then I did something she wasn’t expecting. While she was looking at my cock, I grabbed her hips and pulled her down forcefully, forcing the other half in her. She let out more than a little scream, and to be honest, I couldn’t tell if it was in pain or pleasure, or that delightful combination of the two, so I let go to let her roll off if needed, but she didn’t. She just stayed there, filled up, and let herself get accustomed to the feeling. After a good minute she started to raise herself up a bit, only to slam back down and let out a moan. I let her continue this pace for a while, but it wasn’t long before I remembered what she wanted out of this, so I grabbed her hips and started fucking her like she wanted, fast and rough. I took control, and started lifting her almost completely off of my cock, only to then force her back down to the hilt. It didn’t take long doing this before she started to cum again, but I didn’t stop, or at least I didn’t want to. In my attempt to fuck her through this orgasm, she clamped down tight enough that on an upswing she pushed my dick out entirely, and proceeded to squirt all over the bed, and me. Upon getting drenched I let her go and she went limp, falling down on top of me, panting, trying to catch her breath.

I did give her a minute, but she wanted it like Ally got, like a whore, so it wasn’t long before I rolled her over onto her stomach and got behind her. I teased her a bit rubbing my cockhead against her lips, then I put it against the opening of her ass and made it seem like I was going to just dive in. She got all worried and pleaded with me not to, but i told her I had no intention of doing that anyway “I wouldn’t want to do too much at one” I told her as I moved down to her pussy and pushed myself all the way in until I was balls deep again.

This time there was no slow warm-up period, I fucked her like she owed me money. All those time in college she’d make these passive aggressive remarks about me, complain about me to Ally, and even once tried to get her to stop seeing me, all those memories came back to me, and I took it out on her soon-to-be-married pussy. Multiple times I felt her grip tighten and her moans get louder as she was cumming, and I refused to let up. I lost track of how long we had been at it, and I would have asked Blake if she had any idea, but since her moans of “Oh God, oh Fuck” had turned into incomprehensible gluttoral noises, it was clear she wasn’t in the frame of mind to answer, or speak English for that matter.

Pretty soon though I felt that familiar feeling in my balls, and I didn’t ask her where I should cum, I just told her to flip over. She was out of it to the point where I had to help flip her over before finishing myself off all over her face. I had admiringly been saving up a big load for Ally, but it was Blake that got painted with cum instead. I shot rope after rope at her face, most making it, but some of the last ones landed on her tits. Admiringly, this little show of trying to fuck her brains out had taken a lot out of me, and I rolled over on a dry part of the bed and had only intended to rest my eyes before round two, but I guess it had been later than I thought, and I dozed off. Before I knew it my phone went off and it was Ally, wondering where Blake was, that she was supposed to be back a few hours ago. To my surprise, Blake had cuddled up next to me and fallen asleep too. Thankfully it wasn’t too late, it was only like 5 am, and she had gotten some sleep. I gently woke her up and told her not to worry, we had dozed off and told her it was still early enough for her to sneak back to Ally’s and get ready. She thanked me, and Ally, for waking her up when we did, and she got up and went for the shower to wash my cum off, but I told her that “Ally wouldn’t shower, she’d just go.” She gave me a dirty look and actually rolled with it, instead just getting dressed. She gave me one last kiss and thanked me for last night, though she was a bit mad that she’d have trouble sitting throughout the day. I asked her if she wanted to have a quickie before she left and she answered back “I’m afraid if I do, I won’t want to go to through with the rest of the day.” I respected her wishes, but still went in for one last, passionate kiss, and I could see in her eyes she didn’t want to leave, but she snapped out of it and left all the same.

I took my time getting ready, not needing to be there for quite some time myself, so since she was up, I called Ally back and filled her in on the preceding night’s adventures, including that Blake would be coming home and jumping right in the shower, and why. She said she was proud of her fucktoy for performing so well, and was a bit surprised at the things Blake had said about wanting to be treated like her, but wasn’t necessarily shocked.

The rest of the day, the wedding and reception, went along smoothly and was fantastic. There wasn’t any drama, no cheesy tv tropes like the bride running away at the last minute, she stayed calm and cool throughout, though when she did walk down the isle I could tell she was walking a bit funny. At the reception she came up to Ally and I and thanked us for last night, Ally said she was happy to, and so was I, and I added that if she ever wanted to partake again, just ask my pimp. We all laughed and she said jokingly that she might take us up on that someday, and eventually she did, but that’s a tale for another day.

Source: reddit.com/r/gonewildstories/comments/d9pua1/one_last_fling_for_the_bride_mfcheating