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On sunday morning breakfast was ordered via room service. The cart sat in the middle of the room untouched while the television played cartoons at an abnormally high volume. On the bed two friends sat relaxed watching the program while having sex, she was bent over while he thrust from behind. They laughed and commented on the show with no indication that there was a cock gently sliding back and forth. Finally the woman reached out with both hands and pulled blankets towards her, burying her face in them. Her body tensed and he could feel her pussy tighten around him as she panted. Then she relaxed again and he continued as they had for much of the morning.

Two nights before my best friend Ellen and I decided to get it on in a casino hotel room. We had gone most of a decade without touching each other and now we had fucked nearly a half dozen times. What’s more is that we chose to do this at my bachelor party and Ellen is supposed to be my best man. The rest of our group, including the bride's step-brother, are either too drunk or too stupid to see what’s going on. My life is a clusterfuck.

Now we are in the shower. Just standing there in each others arms while I soothingly rub my hands over her body. Ellen and I aren’t going to talk about the ramification of what we’ve done, to our friendship and to my impending marriage, this weekend. We are both in some weird sexual autopilot. We’re working things out with our bodies right now, if it aint about fucking then don’t bring it up. She begins stroking me. "Are you wore out?" she asks. "I don’t know if I can cum" I explain. Ellen takes it as a challenge and drops to her knees.

There is no time wasted with taking my entire shaft into her mouth. This woman has been sucking my cock for nearly two days straight and knows what makes me tick. Instead she wraps her lips around just the head, sucking hard while massaging the bottom with her tongue. Her small hand takes my balls and pulls them ever so gently, just enough. Jesus christ this she has me entirely figured out. Still I make her work for it. As the shower runs down my back I take Ellen by the back of the head. "Stick out your tongue." I rub the tip of my cock against her tongue as we look into each others eyes. Sure enough it works and soon a white river of cum rolls down her tongue as she runs her hands down my legs as they tense.

Everything that isn’t having sex with Ellen is painfully monotonous. The entire day is just a waiting game until I can abscond with her back to the room. We decided not to be as ballsy as yesterday when things got a bit ridiculous. Aside from when we spent fifteen minutes "looking for my wallet" which was really "fucking on the bathroom counter" we also mysteriously disappeared from the pool so I could lick Ellen’s pussy between two vending machines. We aren’t looking to get caught. So we wait.

Much of the focus has been thrown off of Ellen and I because of a brilliant piece of tactical planning. On the first night we moved the step-brother into Ellen’s room with her sister Dee. It was seen as a bit of matchmaking on our part: he was terminally single WoW enthusiast and Dee had an 18 month old at home with no man in the picture. It absolutely worked, sort of. He was the type who was educated on intimacy entirely through porn. During a heavy petting session the night before he had repeatedly tried sticking fingers in Dee’s as, sans lube. Dee had confided in Ellen who passed the story on to me. "Should I buy him some KY? Tell him to stop?" I asked Ellen. "We already got her lube and condoms and everything. She just really needs to get laid and thinks he’ll due." She explained and then added "I picked up a bottle as well." It was the last night of my bachelor party and I already had plans to fuck my best man in the ass. Alighty.

It was three in the morning by the time we got back to the room. Usually we’d burst in with a sexual rage and start it up right there in the doorway. Not this time though. We calmly walked in and Ellen went to the bathroom to shower, alone. I showered after and she stood in the bathroom brushing her hair nude. We turned off the lights and climbed into the bed naked. I felt her arm across me before her lips met mine and we kissed softly. It was a slow slow build up as I began running my hands down her back. She folded her leg over mine and began grinding herself against me.

It was all finally too much and I rolled Ellen onto her back and laid atop her. Her pussy was already so wet and my cock slid in with ease. In the darkness we stared at one another with an intensity that was almost unnerving. It was never supposed to be this intimate. Our faces mashing together kissing whatever part of the other one we could get our mouths on: necks, ears, faces, shoulders. I drove myself into her pussy with an urgency. With each thrust we came closer together. Ellen finally ended it and beckoned "don’t cum". I pulled back from the brink, physically and emotionally.

She climbed from under me and walked to the window, repositioning a chair with its back towards the room. I followed her. We were stopping ourselves from crossing into a place we couldn’t return from. Instead Ellen and I would make this weekend liaison about one thing, dirty nasty fucking. She kissed me as she rubbed lubed over my cock. "Go slow and I’ll tell you to speed up." This was my first time doing anal and my best man would be my teacher.

At first it felt like I was pressing against a wall, like I was missing the hole but then her ass opened up and grabbed the tip of my cock. It was the tightest sensation I’d ever felt and it felt amazing. I pushed further using her grunts as my guide. Ellen reached back and pushed my hip away and I began short slow thrusts. Immediately I began moaning like a schoolboy and the rhythm increased steadily. I could hear a wet flicking sound as Ellen reached under and rubbed her clit. Soon I was thrusting into her ass full boar. My hands on either side of her ass watching myself slide in and out of her. Finally her back arched and her ass tightened even more. She was no longer rubbing her clit but instead slapping her pussy, Ellen was cumming. The tightness made it difficult to keep going and I really had to work for every pump until I released my load into her. My finger dug into her and I groaned into the air loud and deep. And sweet Ellen reached back and calmly soothed me.

We went to bed after that. In the morning we didn’t fool around at all. Ellen and I were on the same page, why try and top last night?

And now the epilogue full of awkwardness. Did that weekend effect the relationship between Ellen and I? Yes. Especially when a couple months later when the wedding was called off and I went off the rails for a moment. We had ventured into the unknown and now it would always be there. The grand "what if?" Soon I would move to Portland and Ellen would meet the man she married. It took years of phone calls to get us to the place we needed. Last month I was the maid of honor at her wedding. Last week I sent her a text message that told her to pop Fancy Nate into the Reddit search. That was a very long 24 hours. She loved the stories, told me I was dancing with fire, wondered why the wedding planner kept asking about me, and finally gave me permission to write these last three testaments.

Thank you Ellen, enjoy. Le reste n'est Rien.

submitted by FancyNate [link] [3 comments]


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