For identity purposes I am going to create some nicknames for the individuals that are involved in this story. My friend that I went to college with is Jake, his brother Brad, and their sister Jamie. I befriended Jake when he and I met in college. He lived in the same dorm and had the same major. We also found out we grew up 25 minutes apart and have mutual friends. A year after Jake and I became friends his younger Brad started to attend the same college as us. With us having so much in common we all became pretty close. I know Jake and Brad had a sister that was a year older than Jake but I never met her since she lived out of town. I had seen photos of her and thought she was cute. I knew she was married and her brother’s thought of her husband as a “dweeb”.
About 6 years after graduation I was invited to Jake’s wedding. I was a groomsman and happy to stand next to him at the altar at his wedding. What I didn’t know is that the person I walked the down aisle with that day, their sister, would end up being my next sexual partner.
It was time for the wedding. I had to show up to the wedding early because I was in it. The wedding was at a family member’s property where there was a huge rustic barn that the reception and dinner was going to be in. I arrived at the house the wedding party was getting ready at and rang the doorbell. The door swings open and to my surprise it’s Jamie, Jake and Brad’s sister. OMG you must be (my name) it’s so good to finally meet you. I have heard so much about you.” And she gives me this big hug. Jamie is tall, almost 6 feet. Very long legs with a curvy body. Beautiful brunette hair that is curly with a Nice set of big tits that pair well with her curvy ass. I can feel her big tits press into my chest as we hug.
“OMG you’re here. Dude you are way behind.” Brad says as he is halfway dressed in his tux and hands me a beer. I get steered into the direction of the grooms party and look back at Jamie to see her smile and wave goodbye to me. I do the same. As we get ready we partake in regular guy chat. Talking about the good days from college, who would be our ideal baseball time, typical guy stuff, etc. During this time Brad makes a comment about his brother-in law, Jamie’s husband. “Man, I'm glad that nerd is not coming. He’s so annoying.” Brad says. “I know. I can’t believe Jamie even married him. Especially considering the guys she used to date in college. They were into football and drinking. All this guy wants to do is talk about politics and play on switch things.” Jake chimes in. “Well we all know why she married him, being a VP at a large tech company, he must make bank.” Brad adds. “Well (my name) is walking Jamie down the aisle, maybe you can get her to cheat on him with you.” Jake says. “Wow bro that’s our sister.” Brad says in an irritated tone. “I’m kidding” Jake replies. “Besides, wouldn't you want (me) as your brother in law instead of that loser.” “True” Brad replies in agreement. After a few more hours and many more beers. It was finally time for the wedding.
We eventually arrived at our designated spot for the start of the wedding. Not long after we arrive the bridesmaids arrive and line up with us. Jamie comes up to me and gives me a kiss on the cheek and a hug. She is wearing a tan dress that the rest of the bridesmaids are wearing. It is cut very tight. The dress is creating a great cleavage situation for anyone wanting to look at Jamie. After a quick glance at her ass I can accurately guess she is wearing a thong by the lines that are visible as she bends over. “Wow I got paired with such a handsome gentleman.” Jamie says. Trying to hide my bashfulness and hide the awkwardness I have with compliments I try my best to turn it into a joke. “Oh why thank you. I know how to clean up for weddings and parole hearings. A lot more of the latter.” Jamie laughs, “OMG you are too funny.” We lock arms and that is when I decide to send my compliments. “I must say you look stunning in that dress.” I whisper in her ear. Jamie smiles and her face lights up like a Christmas tree in December. “You really are a true gentleman, thank you so much.”
We made our trip down the aisle, witnessed a beautiful exchange of vows, spent over an hour taking photos and then it was our time to make an entrance into dinner as the wedding party. As we were being announced into dinner by the DJ, Jamie ask “what dance should we do as they say our names?” “Maybe we will enter holding hands and I can twirl you around.” I reply. “That would be lovely. But no lie if the parents and grandparents weren’t around I would Suggest to twerk.” Jamie add with a little grin coming from the side of her lip. “Well I would really enjoy that. Just not sure I can keep my hands down.” I say with a wink. “I’ll let your hands have a free pass.” Jamie whispers into my ear. At this point I knew there was a shot and as the liquor intake grew so did my desire to hook up with Jamie, but I still needed to play it cool. So that’s what I did. After the cake ceremony and many liquor drinks I decided to start to advance my moves and let Jamie know what my intentions are.
The grandparents have left and the parents were starting to filter out. The dj started to play the music that got us in trouble for listening to when we were younger. I see Jamie on the dance floor. He big tits bouncing up and down. Her ass shaking. All I could think about was removing that wedding dress. Unhooking her bra and sliding down her panties and making her nude body mine. As Jamie was shaking her ass I make my move and enter the dance floor and come up right behind her. I press myself against her and let her know I’m here by rubbing her leg with my fingers. “Hey you. I was wondering when you were going to join me.” Jamie says as she smiles. “I need to get my dancing fluid intake high enough.” I say and hold up my beer. “Well I hope you have enough to handle this.” Jamie says as she bends her knees a bit and sticks her amazing thick ass into me even more. As her ass massages my cock I can feel my blood start to travel south like birds in the fall. So I decide to match the energy and let her feel how I am feeling in the moment. I take my hands and use her waist to press more into me. I use my hard cock to massage her ass. I make sure that my cock head is pressing against the crack of her ass and playing with her cheeks. I use my hands to further advance my intentions. I slip my right under her dress and cup her ass. I could feel her bare ass skin rub against my fingers. I do this till my hold hand is spread open and I can feel her thick cheek in my hand. As I cup it I could feel that her underwear choices that day was a tiny thong. I eventually move my finger to insider her thong and start to rub the outside of her pussy. At this moment Jamie moves her mouth to my ear and whispers “you know I am married right.” Which I respond “and he’s not here and you have yet to stop any of my advances.” I look at Jamie in the face to gauge a reaction from here to see if my leave it all on the table approached worked. She grins and says “I’m going to need to take a break, wanna grab a cig?”
We make it outside where it’s just us two smoking a cig. It’s started to get cold out and I have my jacket on. As I see Jamie shiver I offer my jacket and put it on her. As a I slide it on she says “well you can keep me warm by cuddling me.” Which I do. As I my arms wrapped around this beautiful woman I just stare into her eyes and smiles as she does the same. I take a Quick Look around us to see if we are private and make my move. I stick my face to Jamie’s face and our lips meet. We instantly become hook from making out and my hands start to move up and down on her body. I eventually get to the point where I have both my hands caressed around her ass and her dress is lifted up so high that if we someone walked by they could easily Jamie’s ass in her thong. She stops my hands and says “we need to go somewhere my private and I’m going to need you to use a condom.” I show her that I have a condom and then takes my hand and leads me more into the dark that is away from the barn were the wedding reception is occurring. We eventually get to a big oak tree where Jamie finally and turns around and starts to immediately make out with me. As I have her back press against the oak tree Jamie starts to unbutton my pants and pull my cock out of my boxers. She starts to rub up and down on my head as I finger her. As this goes on I can feel her pussy getting wetter and wetter. Eventually I turn her around. Press my hands against her back to bend her over. Lift up her dress to expose her ass and pull down her thong. I pull out the condom and dress myself. I slide myself inside her soaking wet pussy. “FUCK THAT FEELS GOOD.” Jamie says in a deep moaning voice.
I start my thrust slow but with some force. As I build up my force her moans become louder and longer. Eventually I build my speed up and the thunderish claps become louder of me slamming myself inside her. “OH KEEP FUCKING ME LIKE THAT.” As I feel my load coming closer to shooting out I grab her hair and hold it in my fist and pound her the hardest and fast I could. Just as I feel my heart is to give out Jamie screams and says “OH FUCK YOU MADE ME CUM WITH THAT THICK COCK.” Where I instantly shoot my load. I pull out and catch my breath. I look at Jamie and she is in a similar state. “Wow was not expecting that to happen to today” she says. “Same here” I respond. “Well let’s keep this between you and I” Jamie ask. “Oh yeah totally I swear to never tell a soul.” We hug and Jamie gives me a kiss on the cheek and whispers “thank you for my first orgasm in three years.” We go our way and enjoy the rest of the night. Unfortunately Jamie and I have yet to create the magic again. We have had a few interactions and from the instagram DMs I have received I wouldn’t be shocked if we do this again in the near future.