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The Adventures of a Lifestyle Single Male Episode One

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I've often wondered if there would be any interest in a single man's perspective of encounters in the lifestyle. I guess there's only one way to find out.

I grew up in small farming community in the middle of no where. A place where the cattle population greatly out weighed the human population. To say my upbringing was sheltered would be a great understatement. Like the typical country boy, I grew up hunting, fishing and playing just about anything that involved a ball. When the opportunity to move away from home came the way of a baseball scholarship, I pack my beat up Pontiac and I was off to Florida. I made friends quickly, as I often do. I seem to be the light hearted, easy going, friendly type of guy that people like. I quickly became good friends with one of my teammates. Besides baseball, we had a lot of common interests. On many occasions I played the third wheel on dance club outings with his girlfriend and him. One of these outings turned out to be my introduction to a life style that I didn't know even existed. The three of us would often dance together as a group or just as part of the crowd on the dance floor. While we were taking a break for some refreshments, my buddy's girlfriend was approached by a woman in her mid to late 30's and was asked if she borrow me for a little while. To which my friend's girl replied "He doesn't belong to me, you can keep him if you like." Next thing I know I'm being led by the hand by this stunning and sexy older woman. For reference at this time I was in my early 20's. We danced very respectfully for a few minutes, but quickly began moving closer and touching from time to time. This quickly evolved into a more sensual and intimate grinding if you will. Being so focused on the amazing woman essentially dry humping my leg it took me a while to noticed the man standing just off the dance floor watching us. I also notice how often he and the woman I was dancing with exchanged looks and smiles. Finally curiosity got the best of me and I asked if she knew him. She said "yes, that's my husband." I must have somehow reacted negatively because she grasped my hand reassuringly and said "It's ok honey he likes watching me have fun." If I'm being honest, I was a little uncomfortable, but danced a little longer with her. Eventually I excused myself and went back to my friends. When I returned my buddy's girl asked what I was doing back there, thinking I was abducted by the gorgeous older woman. I told I thought I was too until her husband showed up. I think they were just as surprised as I was that one she was married and two she would be so forward with another man in front of him. A few minutes passed and I was approached by a server who told me that a couple at the bar would like to by me a drink. When i looked over the husband, now standing next to his gorgeous wife waived me over. My buddy said," Dude you have to go find out what the deal is." I summoned up the courage, not knowing if he wanted to take a swing at me or not, and headed over. I think I'd have been less surprised if he had punched me than what happened next. He introduced himself as Eric and his wife as Diana. He apologized if him watching Diana and I "get to know each other" made me uncomfortable. I told him it was ok and that it just took me by surprise. he then proceeded to tell me they had been married since just after Diana graduated high school. He said he was 10 years older than her. He explained that in recent years his libido had tailed off somewhat while her's had sky rocketed in the opposite direction. That being the case from time to time they would go out and she could pick out what she wanted and she could have it. On this particular night she had selected me. To say the least I was unbelievably flattered. The club we were in was on the ground floor of a very upscale hotel. He explained they had a room upstairs and if I was willing to allow him to watch, for her safety, his wife was mine for the night. I immediately felt a sudden rush of nerves and excitement. I also felt the soft touch of Diana's hand on the small of back and her breath on my neck as she whispered "Please baby." in my ear. Obviously I had a few questions at this point. Eric assured me that at any time I felt uncomfortable I was allowed to leave and he would not be at all physically involved in our encounter. Diana's hand had now moved from my back to the front of my jeans and was rubbing my ever stiffing cock. After a sensual kiss from Diana and continued rubbing I agreed to the arrangement. Eric handed me a room key and number and told me to give them 30 minutes then come upstairs and just open the door. No need to knock. I went back to my friends and told them I wasn't feeling well and would grab a cab home. My buddy had driven. I waited the excruciatingly long 30 minutes then mad my way to the elevator and proceeded to the 12th floor. I nervously walked down the hall to room 1206. I tried the key, half thinking this was a prank and the lock wouldn't open. To my euphoric relief the latch clicked and I opened the door. What I saw next took my breath away. Diana was seated on the edge of the bed in a white bustier, panties, a garter belt, stocking and high heels. Absolutely the sexiest vision my young eyes had ever seen. She stood up from the bed and crossed to room to meet me as I entered. She wrapped her arms around my neck and said "Thank you for coming". She then raised herself up on here toes and our mouths met for a second time. This time deeper as our tongues tangled. I placed my hands around her waist. after a few moments she took them from her waist and placed the on her perfect as and said "Don't be shy, Like Eric said, I'm yours tonight." At the mention of his name a suddenly became aware of the figure sitting in a chair on the other side of the room. Diana reached up and began unbuttoning my shirt and whispered "just pretend he's not here." We continued to kiss as she removed my shirt and ran her hand over my abdomen until she stopped at my belt. Using both hands she undid the buckle and button. She took a pillow from the bed and laid it on the floor at my feet. She sunk to her knees in front of me. She unzipped my jeans and pulled them down I stepped out of them. She gently stroked the front of my underwear with her perfectly manicured hands. I must admit the sight of the large diamond on her left hand as she rubbed me gave me an additional rush. By now my cock was throbbing and needed to be released from its confines. She gently pulled them down and my cock sprung out and hit her in the chin. We both had a bit of a laugh. I think I even hear a chuckle from the chair in shadows. Diana gently stroked the shaft of my cock using just her finger nails. I drip of pre cum glistened on the head. She tenderly licked with the tip of her tongue. She smiled up at me and told me I was delicious. Before I could return any compliment she took my cock into her warm wet mouth. After a few minutes of her incredible talents she could tell I was holding back, not wanting to cum so quickly. She looked up at me and said "It's ok baby, we've got all night. I want to taste you." She went back to sucking my cock and a very short time I was pumping the first load of the evening into her mouth. Without hesitation she swallowed every drop. She spent a few more minutes cleaning my cock making sure she got every drop. I helped her to her feet and we kissed again. The slight hint of my cum still on her lips. We made our way over to the bed and I told her to lay back. It's my turn. She laid back on the bed and I reached up to pull down her panties. She arched her back to assist. I slowly pulled them down. She'd worn them over her garter belt. Pro Move. Once they were off I knelt next to the bed and pulled her closer to the edge. Her pussy was as beautiful as the rest of her. Perfectly manicured with just a hint of a landing strip. Her lips were small and pink, her clit was swollen and protruding from under its hood. Her lips glistened with wetness. I could smell her sweet excitement as my mouth drew closer. I gently touched my tongue to her slit and slowly licked her wetness up and down. Strands of pussy juice connecting my mouth to her pussy. She placed her hands on the back of my head and encouraged me to go deeper. I happily obliged. I slowly made my way up to her clit when I finally connected, she gasped like my tongue was a live wire. She breathed "Yes, That's the spot" and pulled my face deeper still until her clit was in my mouth. I began to suck it all the while still working it with my tongue. After only a few moments she began to shutter and moan louder. "I'm cumming she screamed" "Don't stop" . You couldn't have stopped me with a team of horses. For at least another 10 minutes we continued on that way. Her orgasms seemed to come one right after another. It was like nothing I'd ever experienced with a woman. Finally she said she couldn't take it anymore and wanted my cock inside her. I got up off the floor and joined her on the bed. I was so turned on by making her cum so many times that my cock was already throbbing again. She reach onto the bedside table and handed me a condom. While I was fitting myself with protection she'd removed her bustier. This revealed a perfect pair of breast with large protruding nipples. I had to have them in my mouth. I took her left nipple into my mouth and began treating the way I treated her clit. Again she grabbed my head in encouragement. She moaned, "bite me". I nibbled gently on her nipple. She said more forcefully "Bite me!! I want you to mark me" "You own me tonight". I bit down until I though I would draw blood. Suddenly I felt a flood of fluid on my leg. She had squirted. Something like that had only happened to me once before with a girlfriend. This turned me on like nothing ever did before. "Please fuck me she said". I raised myself up onto my knees and gently and slowly pushed my cock into her wetness. The softness, wetness and warmth enveloped my cock. She gasped and pushed herself to me as I entered her. Our bodies began to move as one in a perfect slow rhythm. It was like we were dancing again. We fucked that way 10-15 minutes. She said "I want to ride that cock". I laid on my back with a pillow under my head. She straddled and took my cock in her hand and guided it into her pussy. She moaned loudly as she sunk down on cock. She began rising and falling as she began to pick up the rhythm. I matched her timing with my thrusts as she came down. She dropped to her knees and began to grind on my cock. Back and forth faster and faster. Quickly reaching a crescendo. "I'm going to cum" she screamed. With that I felt her pussy tighten on my cock. She leaned back on her legs and the force of her squirt threw my cock out of her pussy as she flooded my abdomen and chest. She quickly shoved my cock back into her pussy and continued grinding. Seconds in she was squirting again. this repeated several time until I could no longer hold back. I told her I was ready to cum. She said " I want you to cum on my tits". She dismounted and knelt on the floor. I removed my condom and stood in front of her. She began stroking my cock. The site of her perfect hand and wedding ring sent me over the top. I came harder than I did the first time sending ropes of jizz all over her beautiful tits. She took some in her fingers and put it in her mouth and swallowed. Once our mutual shudders had subsided we laughed at what a mess we'd made of the bed. For the first time Eric spoke. "That's why we always get a room with 2 beds" He said. We all had a laugh. Diana and I made our way to the shower where we proceed to thoroughly clean each other. She was so diligent in my cleanliness that I became aroused once more. After turning off the shower we went back out into the main room where she announced. "Ooops, Look what I did....I guess I have to fuck him again" "I can't send him home like this". We continued alternating between fucking, chatting, and resting until 6 am. They thanked me graciously and called me a cab.

Author's Note I want to thank everyone who's read this far. I will happily share future episodes if there is interest. Please feel to comment. Cheers , MJ

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