The Wedding Party

In June 2016, my best friend tied the knot in what might remain the most memorable experience for all of us. I had the honor of being his best man, a role that had the potential to be either the highlight or the low point of his big day -- the outcome teetered on a knife's edge.

His bride, an alumna of a neighboring liberal arts college, was somewhat of an acquired taste for our tight-knit crew that's been inseparable since high school. We've always had each other's backs, responding to calls for help without hesitation. However, she had a knack for unsettling our longstanding bonds with her cutting comments, managing to wedge herself between some of us. Despite her efforts, her façade didn't fool me for a second.

Being chosen as his best man was an immense privilege. It had been ages since I'd been part of a wedding party, and I'd never had the chance to be a best man. For someone who's been my closest and most cherished friend, it was deeply meaningful to know he felt the same camaraderie towards me. Our shared history is a tapestry of life's milestones--from those clandestine sips of beer at his uncle's hunting cabin at 12 to the high school days of double-dating twin sisters. Through it all, we've been inseparable.

Aware that I probably wasn't her top pick for the role, I braced myself for some guidelines before embarking on the wedding journey as Tiffany always saw me as the troublemaker of the group. The ceremony was set in a vineyard, with an elegantly converted barn accommodating around 120 guests for the reception. Coming from a family of substantial means, she didn't have to worry about the financial side of things. Brian and I, on the other hand, hailed from humbler beginnings and although we both had good jobs, this was a different world for us, and Brian was about to be fully immersed in it.

On the morning before the wedding, I picked Brian up in my truck, the back filled with our gear for the weekend: suitcases, a cooler of beer, a sleeping bag, golf clubs, three bottles of whisky, a mini cooler of mixers, and a stereo. We were ready to unwind after a raucous bachelor party weeks earlier in Atlantic City, anticipating a day of relaxation before her much-dreamed-of wedding. As we drove up, Brian shared how she had meticulously chosen each bridesmaid for the optimal aesthetic in their photos, apart from her sister, the maid of honor. I'd had my suspicions about Tiffany's superficial tendencies, but this took it to another level.

I knew that her sister Briana, though undeniably attractive, was deeply religious and the epitome of an introvert. She was the maid of honor. After her was a collection of girls I have seen on Instagram in some of Tiffany's pictures. Each one was drop dead gorgeous. She had Brandi, a blonde with massive fake breasts and an eating disorder. Brandi went to the catholic school in our town and had a very non-descript nickname through school as Backdoor Brandi. Next was Lisa, who was a shy little sex kitten with brown hair. She was very short but had a tight little body on her. I had seen pictures of her at parties and she knew how to work any pose for a camera. Kiara was a running joke in our group as what we considered Tiffany's only black friend. She had a massive set of tits on her and had married into a seriously wealthy family. She was a party girl too and had a bit of a drinking problem. Finally, was Becky. Becky went to college with Tiffany and was very liberal minded. Having met her a few times, she always seemed to want to argue with me even though we agreed on most matters.

Arriving at the venue, we unloaded the truck at our cabin in the woods behind the barn and vineyard. There were 40 or so cabins, but they were all separated by woods and a viny road leading up to each of them. Brian and I each cracked open our first beers as we waited for the rest of his groomsmen to arrive. Our wild friends were unwelcome to the party and to some extent; I had to agree with Tiffany on that decision. They would undoubtedly attend the wedding, make off-color remarks to offend or upset family members and get insanely drunk. Brian selected a few of our golfing friends, Justin and Ben, and his college roommates, Devin and Davis (last name, not sure of his first name). I expected that it would be myself and Brian for most of the day and leading up to tomorrow.

The boys finally arrived around 10:30AM. Justin and Devin both have families, so they had their own cabins up through the woods, not far from where we were staying. Ben and Davis parked and cracked open a beer with us as we sat around the porch and waited for cars to drive by and to catch up. We sat around for several hours, listening to 90s Country music, singing, drinking and chipping golf balls while gambling for dollar bills. Justin and Devin stopped down and started drinking with us and none of us had anywhere to be before 8:00 for rehearsal and dinner.

At around 4:30, we were all getting drunk as the girls were arriving. Lisa showed up first in a black skintight dress, showing off every curve of her body. She gave Brian a big hug and drunkenly, he picked her up, pulling her dress up to the bottom of her ass cheeks. Davis and I had a clear view and neither of us saw a stitch of underwear, so we raised our beers to toast quietly. Becky showed up next, parking up the path a little and as she got closer, her red hair was almost glowing in the sunlight. She was very athletic, and her toned legs were on full display in a green sundress. I nodded and smiled, and she shook her head and told me not to start with her. Kiara and Brandi arrived next in a black BMW. Brian made a snide remark about the movie Clueless as it looked like Cher and Dionne getting out of the car. Brandi in a sports bra and yoga pants and Kiara in a short skirt.

We all stood around as everyone exchanged cordial hellos and introductions. The ladies asked where Tiffany was, and Lisa gave an eyeroll and explained that her and Briana were running a few last-minute errands but would be here in time for rehearsal and dinner. The girls all had their outfits coordinated for the whole weekend and we were told polos and khakis for everything but the wedding. We were all drinking and loosening up a little as 6:30 rolled around and we had to start getting ready for rehearsal. I walked into the cabin to my bedroom and tossed my t-shirt on the bed. Looking around, I realized I had forgotten my shirt outside in the truck, so I had to walk out to get it.

Walking back outside, all the guys were gone, probably back to their camps to get dressed. Brandi and Kiara were gone as well. It was just Lisa, Becky and Brian talking on the porch. As I was opening the door of the truck, another car pulled up with Tiffany, Briana and their mother Susan checking in. Tiffany called for Brian to come to the car and Briana jumped out to give a hug to Becky. Susan asked if I was this evening's entertainment since I had no shirt on and I winked at her and said she couldn't afford me. She returned with 'you'd be surprised' as I smiled and walked back to the house. Brian said he was going to ride up with them to their camp, so he grabbed his pack and clothes out of my truck and loaded it into the trunk of this Jeep looking Mercedes Susan was driving. Briana climbed in the car with Becky and they disappeared up the path as well.

I walked back and Lisa was texting on her phone. She had been nursing the same drink for an hour and wasn't talking much. I asked if she was ok, and she said she didn't know what she was doing here for this wedding. She confided in me that she didn't realize Tiffany and her were close until Tiffany asked her to be in the wedding, but she felt it was done for optics only. I told her she would make any picture better just by being in it and to just enjoy the weekend. She blushed and smiled and asked me to sit down. We laughed and joked for a bit as I kept bringing up getting changed for this evening's festivities. Finally, I realized it was 7 and we had to get moving, so I stood up and started towards the door. I said I would see her in an hour at rehearsal and walked inside. I grabbed a shower beer from the fridge and when I turned back around, Lisa was standing there just looking at me.

I offered for her to get changed here and she said that sounded like a fun idea. I could tell she was nervous, and she was almost stuttering with her words. She slipped off her top right there in front of me and gave me a clear shot of her perfect tits with tiny little nipples. The expression must have left my face out of surprise because she shyly smiled and asked if I was ok. She walked closer to me and touched my chest, and I felt a chill of excitement, but my eyes were glued to hers. She used me as a leaning post as she slipped out of her skirt and Davis and I were correct, no panties. She pulled my head down as I am about a foot taller than her, and she started kissing me. Not one to back down from a challenge, I picked her up in my arms and carried her into my room. I laid her on the bed and slowly slid my cock in her tight wet pussy. I knew we had limited time, so I fucked her as hard as I could to get us both off in time to get a quick shower and dressed. She dug her fingernails into my back, and I plunged my cock deeper inside her. I asked her where she wanted it and she said for me to pull out. I listened and as I pulled out, I shot ropes of cum all over her stomach and tits. I knelt and placed my head between her thighs and licked from the bottom of her pussy to her clit and within a minute, she came. I refused to stop, so she came again and again and again.

She got into the shower and cleaned up quickly as I laid everything out to get changed. I hopped in the shower as soon as she was done and was ready within two minutes. I was dressed in another two minutes as she was messing with her hair. I walked outside and brought her sundress in from her car, and she threw it on quickly as we had 5 minutes to spare. She drove her car to her camp, turned around and drove back down the hill to the barn as I just went straight there. I asked why, and she said she didn't want anyone to know what had just happened. Fair enough.

We ran through rehearsal three times and there were no curveballs, just your traditional wedding. I kept catching eyes with Lisa who was smiling back at me and laughing with Kiara. Brian pulled me aside after the third rehearsal and asked if I had fun beforehand. Confused, I looked at him and asked what he was talking about, but he knew as clear as day. I asked who told him and he said Lisa said she wanted to hook up with someone this weekend and he suggested me. He knew she had hung back as the rest of them had left. I smiled and said we should have made it 8:30 and I'd have had a lot more fun. As we walked into the reception hall, Tiffany's father, Roy, was standing guard over the hors d'oeuvres, popping a few mushrooms into his mouth. He clearly spared no expense for any of this, because our dinner was handcrafted steaks, fresh vegetables that were almost engineered on each of our plates to perfection, massive baked potatoes, marinated and baked portabella mushrooms and Becky had some bullshit vegan dish that looked surprisingly amazing.

He thanked us all for making this weekend so special for his little girl and he welcomed Brian into the family. As he went to raise a glass to toast the evening, the wait staff brought out custom shot glasses filled with what looked like whisky. Roy explained that this whisky had been made for this day when he and his wife found out they were pregnant with Tiffany. Aged 26 years and each glass was smoked. We cheered as we all downed our shots. I can still taste it to this day. Impeccable! The open bar took a beating for the next few hours as we were all having the time of our lives. Tiffany appeared to even have the stick removed from her ass for the evening. Lisa came up to me and asked if I could help her get back to her cabin because she was far too drunk to drive one of the golf carts they gave us use of.

Driving up the road, she leaned in close to me as the wind was chilled and running up her dress. She crossed her leg towards me and started kissing my ears. I think this was a ploy to get me out of there early for her own good time. We pulled up to her camp, which was surprisingly far from mine, probably a 15-minute golf cart ride distance. I walked her to the door with my hand planted firmly on her ass. As she opened the door, I scooped her up in my arms before my eyes met the light in the room where I saw someone sitting on the couch in front of us. Lisa screamed and I put her down. Briana stood up from the couch and asked what we were doing. At about that time, Becky popped up from the couch as well. Even drunk, I put two and two together quickly that Briana and Becky were having some fun of their own. I told them I had brought Lisa home and we were fooling around with me carrying her in. Thinking they were off the hook, they acted as if they were resting and we scared them. I looked at Becky, who was clearly flustered and asked if pussy was something she could enjoy as a vegan. Annoyingly, she responded that I don't know shit as Briana simultaneously asked how I saw. Busted!

I told them that it was no business of ours and they could get back to whatever they were doing, and I asked Lisa if she wanted to go back to my place. Lisa was hammered and laughing and walked over to Becky and Briana and got in between them and said, or we could all just stay here and have our own fun. My jaw dropped, because this girl just keeps surprising me. She pulled her dress off, standing there completely naked as Becky and Briana look at her tits. Lisa pulls Briana in for a kiss, and they are standing there making out in front of me and Becky. She then turns to Becky and throws her tongue in Becky's mouth as they kiss. She backs away for a second and says 'You were right Olly! She was eating pussy!'. I am laughing and pinching myself because these three smoke shows are all making out in front of me. Lisa tells me to sit on the couch and tells Briana to sit on one side and Becky on the other. At this point, we'd have jumped off a building if she had told us. She kneels in front of me, slides her hands up both of their dresses and starts fingering them both. I unzip my shorts and pull my rock-hard cock out and shove it in her mouth. She is sucking and fingering all three of us at once and we are just sitting there staring at her in amazement and disbelief.

She keeps going and looks at me with those eyes and directs me to Briana. I look over and kiss Briana as I feel her shake as Lisa gets her off. I back away and look over at Becky, who has this look of shock on her face, so I kiss her next. Showing more resolve than Briana, she kisses back and simply moans. Lisa takes my cock from her mouth and spreads Briana's thighs and starts eating her out. Becky grabs my cock and starts jerking me off as I reach under her skirt. Her pussy is so soft, and she has more hair than I am used to, but I can't wait to see this thing! I slide a finger inside and she screams. I look over at Briana who is playing with her own tits and getting ready to go into another orgasm. Becky leans over and takes my cock in her mouth. She sucks the head and doesn't make it past the first few inches, so I am guessing she has spent more time with the ladies than any man. I sit her back, straddle her legs over my shoulders and start licking her pussy. She is shaking and quivering with excitement and cums within seconds. She is screaming like a banshee and I have to put my hand over her mouth to keep her from waking the whole valley.

Lisa taps me on the shoulder and tells me she wants a taste, so she kisses me, licks my chin and then goes down on Becky. I look towards Briana who is laying there playing with her pussy. I spread her legs and dive in, slapping her clit with my tongue. I feel her tighten up, so I know it's coming as she slams her pelvis into my nose. I see black and then stars immediately. I've had my nose broken before in fights, but this was a different feeling as there was no pain, but just the affect. I didn't take my eyes from the prize as I kept going and speed bagging her clit. As she went into another orgasm, I pulled my head away and saw Lisa's pussy in the air beside me as she was tongue deep in Becky. I put two fingers in her tight pussy and pumped a few times. I saw her head pop up and look back at me with that a sexy smile. I switched position and started eating at Lisa's pussy from behind. Briana sits on Becky's face, giving her the pussy she was here for all along once again.

Lisa sways her hips, and I can hear Becky telling her she is going to cum again. When I had heard that redheads are screamers, this girl personified that. An absolute ear-piercing scream echoes in the cabin as she goes into yet another incredible orgasm. I stand up and Lisa turns to me and starts sucking me off again. Looking up at me with those beautiful brown eyes, I would have done anything for her in that moment. I picked her up and flipped her around and backed up to the wall in a standing 69. She was so tiny, she weighed nothing, but this girl knew what she was doing. As she deepthroated my cock, I buried my tongue in her snatch and put my index finger on the edge of her asshole. I started pumping in her mouth a little as she was grinding her pussy on my face. I felt her choke a little so I stopped and I heard a muffled 'thank you'. I sped up the pace of my tongue and placed a finger gently in her pussy and another in her asshole. She tightened up and I felt her cum, soaking my chin in the process. We sat on the couch as Briana and Becky were next to us with Briana now eating Becky out. Lisa straddled my cock and started riding me. I took those perfect nipples in my mouth and teased them before nibbling on them a little. I pumped from underneath as she was coming down harder on my dick, giving her the full 8 inches. She grabbed my jaw with both hands and kissed me deeply while licking around my mouth to taste all of the pussy we had been sharing. Something about that moment sent me into orbit as I couldn't even pull out and I fired a massive hot second load, but this time directly into her pussy.

I pulled out and apologized as we hadn't really discussed where that one was going, but she seemed cool with it. She laid down beside me on the couch and Becky and Briana crawled over me to taste her (and me incidentally). After a few more minutes, we all just sat there looking at each other. The room was 1,000 degrees and smelled like sex. The couch was soaked with spit, sweat and cum and we were all spent. Briana laughed that they would more than likely be forfeiting their security deposit as if she spent anything for that room. She may have a difficult time explaining that one to Roy and Susan.

I drove the cart down the hill to my cabin and the night air felt incredible as it was cooling enough to take some of the heat out of me. I pulled up to the door of our cabin and Brian was on the porch drinking more whisky with Roy. Brian asked where I was and I said the girls needed help with the sink in their cabin. Roy laughed and said, 'so you laid a little pipe while you fixed their pipes?'. I laughed and said 'you may not get the security deposit back, big dog'. He asked how much damage I did and then threw out, 'sounds like you scared the shit out of Becky! We heard her screaming all the way down here'. Brian and I locked eyes and I said I needed to get out of these clothes, but I would be back out for some whisky if they had any left.

It was a perfect weekend for all. Brian and Tiffany are still together eight years later with three amazing children. Becky and Briana were married 3 years ago in Philadelphia and are adopting a child this year. Lisa and I dated for about 4 years on and off, and are currently very good friends, although she is now engaged. I play golf with Roy at company junkets when he has them and needs a player and he has begged me to take Susan off his hands multiple times. The rest of the wedding party still catch up with us from time to time, but they were footnotes in otherwise one of the greatest sexual experiences of my life.