0 comments/ 63846 views/ 1 favorites Should I Take a Chance? By: Dayguy This work like others that I will submit will be based on true events. The story is for adult viewing only, and this story is about male to male contact. I'm your average 50 year old male living in small town America where everyone knows everyone's business. For that reason it's difficult to find another male for discreet fun. I'm 6 foot tall and weigh in at 185. I'm a marathon runner and weight lift only to keep my muscles strong enough to endure a long distance contest. Over the years my dark hair has decided to leave me, and now I own a tuft of thick, silver hair. Those long days in the sun from years ago have given me that weathered look with smile lines in tact. All in all, life has been very good to me and I'm still in wonderful shape. I've been married for as long as I can remember, and wouldn't have it any other way. It's been only the last few years that I have noticed other men. Why that interest started I'm not really sure, but it probably has a direct relationship with the internet. All those lunchtime workouts followed by group showers never even caused me to peak at another male, well not until the past few years anyway. I've had my share of chats with other men online but never have I taken the chance of meeting one in person. This town is too small for that, and I don't want to be found out. I did have an interesting offer recently from another male and that's why I'm writing this story. Let me share that story with you. His name is Rick, we first met at the fitness club and later we became business associates. I think that I first noticed him at the club because we are close in age. He is also a funny guy and successful in his business. Like me he has taken care of his body over the years and remains in good shape. Unlike me I noticed that he is very hung, and I wouldn't be honest if I didn't say that I was drawn to that. We became fast friends because of the many similarities that we share. We are both married with kids, about the same age, and both sports crazy. Once we got to know each other better his firm started to use my services for which I was thankful. It was about 6 months ago that Rick called me to have lunch with him to chat about a few things. Lunch was wonderful, a quiet place that makes specialty burgers which are my favorite. Rick and I had a table outside in the sun with no one else around. We talked sports, business and family things as we ate. When we finished lunch we ordered coffee and continued talking. "I have something that I want to share with you that I hope won't end our friendship, and something that I need you to keep confidential," said Rick. For some reason I felt that he was going to tell me that he was getting divorced or cheating on his wife. I was ready and braced to offer support to my friend which ever was the case. "Whatever we talk about will not be shared with anyone," I said to reassure him. He continued, "I've been married for 25 years now and plan to stay married. I love my wife and enjoy her company most of all." "I was sure that he was about to tell me that the cheating on his wife," I thought. I just hoped that I didn't know who his female partner was. Rick continued, "I enjoy men as much as women and I want you to know that, since the day that we first met I've found you very hot and hope that you feel the same about me. I've met with men over the years and it's always been in secret, I love another man's company in the bedroom and I love a guy who loves to suck cock." A deer in the headlights was the phrase that would have most applied to me at that moment. I didn't know what to say or how to respond. My guess was that he noticed me looking at him in the shower after we worked out, and mostly looking at his rather large cock. He told me that I was HOT, how do you respond to another guy telling you that? In my anonymous chats online with other men my fantasy has always been to suck cock, long cock sucking sessions. The fantasy of pleasuring another man orally gave me a huge hard-on, something my wife no longer did. Did Rick know this about me, was it obvious, I hoped not. How could he know this? "I'm not sure what to say Rick, why tell me? Of course I will keep this chat between us but I don't think that would be of interest to me," I lied. My penis was becoming hard just listening to him talk. How could he know that I was interested, or was he just fishing? I knew that if I stood up right at that moment that the lump in my pants would tell the truth, no matter how much I denied it. "Mike I've seen you when we shower peaking at me, but don't worry I won't mention that to anyone, it's our secret. My experience with men over the years tells me that you may want to try just what I mentioned, and I want it as badly as you do. If it will help you to say yes I have a place that's private and no one but you and I will be there and I will help you with what I think you want," said Rick confidently. Rick continued taking, "that being said, if I made a mistake let's leave now and forget this chat, but if I'm right let's take a short ride to my place," Rick smiled knowingly. In the cool air of the sidewalk cafe while sitting under our umbrella my face was flushed and my skin ablaze at what he just proposed. I could feel beads of sweat forming on my forehead as I refused to make eye contact with the man who somehow knew my secret. I called to our waiter for a check and gave him my credit card to cover the bill never looking once at Rick. When the waiter came back with my copy of the receipt I carefully folded it and put it into my wallet. I adjusted my bulge and stood up as I got ready to go. Rick remained in his chair sitting but looking at my face for a sign. I slipped on my sunglasses, put my wallet away and looked at Rick. "You drive Rick, let's leave my car here, I told him." Should I Take a Chance? Ch. 02 Chapter 2: The Decision Has Been Made Thanks for all the kind comments on the first part of this story. For me it was fun to put down on paper the thoughts and facts of my first meeting with another man. As we walked to Rick's car I remember thinking to myself, "This is a great day!" The sun was brilliantly shining and there was just a slight warm breeze that would make my 5 mile daily run all the more enjoyable later today. "Hop in the door should be unlocked" Rick said, snapping me out of my day dream and back to this reality. I just looked up and nodded okay at Rick as I opened the door and climbed in for what would be the adventure of a lifetime for me. "I anticipated that we might hit it off, so I left word at my office that I wouldn't be back this afternoon," he said with a sly smile. "Maybe you should call your office to let them know that you'll be with me for the rest of the day," said Rick. "Man did he have this planned or what," I thought to myself as I smiled and reached for my cell phone and made the call. I called my office to let them know that my best client needed my assistance this afternoon, all afternoon. As Rick drove his fancy car down the highway the classical music on the radio made the ride very soothing. Oddly enough I never once felt ill at ease. Nor did I ever feel as though I shouldn't be in his car on the way to his condo for some afternoon delight. I caught a whiff of his cologne and looked his way and looked in his direction. Rick looked very "hot" with his sunglasses and suit and his hair combed back. I wondered if it was strange that I should feel that way about another guy. "Thanks for being so open with me" said Rick. "You'll be wonderful I'm sure, and we will go as slow as you want to," he said. "Just for the record I always have sex earlier in the day if I'm planning on meeting another man to get a blow job. It relaxes me and allows me stay flaccid much longer and lengthens the time before I cum extending the pleasure for both of us" Rick smiled as he explained. "My wife and I started the day with wonderful intercourse, more wonderful for her than me I would imagine. I showered and I'm clean as a whistle, but I can get another shower while you wait if you want me to," Rich explained. As he drove I sat back with my eyes closed and my hands locked behind my head in a position of real comfort. I listened to him explain all this and for some reason it made complete sense to me. I was in a sleek automobile with a great friend listening to soothing classical music and enjoying his explanation of how he prepared for me to blow him. Life is good! We drove into his gated community winding down the streets and into a brick driveway landscaped with flowers on either side of the brick. Rick hit the button and the garage door opened, we pulled in and shut the door behind us. The doorway that led into his house from the garage opened into the kitchen. It was very bright and open; it had a warm flavor about it. From the large kitchen window I could see a man made lake and all the expensive homes that surrounded it. The lake kept each home just far enough from the other to give you a feeling of privacy. The kitchen connected to a very large family room that had very high ceilings and a large stone fireplace. The chairs in the room were the type made to hold 2 people at one time, recliners of course. "Make yourself at home, I just need to turn off the alarm or we may have visitors from the police department at the most inopportune time" joked Rick. I walked into the kitchen and grabbed a diet drink from the refrigerator. "Not a good time for alcohol," I thought to myself. This was one time that I wanted my full senses about me. Strolling into the family room I sat down on one of those cushy chairs to take all of this in. Stone fireplace, recliner chairs built for two, high ceilings and a leather couch, wonderful day, yes life was good(and about to get better). My favorite song, "Summer Wind," by Sinatra was playing on the stereo. I turned around to see where the music was coming from and noticed Rick smiling at me. "The security system is taken care of; no one will bother us today. I thought that you would like this music, a favorite of yours if I remember correctly," he smiled as he spoke. Rick asked, "Did you want me to get another shower while you enjoy the music, or are you comfortable with me as is." "I'm sure that you are fine, if you had a shower that's good with me, I trust you," I said looking too serious I thought. Rick walked to the kitchen and opened a bottle of wine, a nice Merlot. He poured a glass and walked back into the family room as I watched his every step. "No wine," he asked offering me his full glass. "No thanks," I said, "I'm very comfortable with my diet just sitting here and sucking in this entire atmosphere. What a great condo, I'd love to have a place like this," I said. As I looked over at him I imagined him as I saw him in the shower at the club a few times a week. His salt and pepper hair looked great and he had that runner's build which I find so sexy. Even if he was another guy I just loved the way that he looked and how he carried himself as he came closer to me step by step. "I'm glad that you agreed to come with me, this could be the beginning of a great relationship," he said as he walked very close to me. "If you're ready why don't you undo my belt and pants, let the zipper down when you are ready and I will step out of my pants for you," he said. Clearly I was in a daze and hearing but not comprehending or acting on his request. Rick just smiled and took my hand and placed it on his bulge. His hand covered mine as he rubbed it against the fabric covering his thick shaft. "I could feel his package through his pants, he was a gifted man, and than I heard myself gasp just slightly," I thought. "This is what I've been hoping for, a man like me who wanted his package serviced as often as possible," I thought. He had the goods, I knew that from seeing him in the shower on many an occasion. He was ready for me to begin and I wasn't about to let this chance slip away. I took my hand off his lump and put my drink down as started to undue his belt, pants and zipper. His pants fell to his ankles and he stepped out of his loafers and than his pants. He wasn't wearing any underwear, how damn sexy is that! As I was doing my job he had taken off his shirt and now he stood naked in front of my, I got immediately hard looking at him. Rick grabbed his flaccid cock in his hand and shook it to show it's softness, "It may take me awhile to get hard for you; morning sex does that to me. But that's for the best because it will give you time to explore before I really firm up," Rick said looking right into my eyes. I knelt down with the help of his hands on my shoulders and now looked right at his soft cock eye to eye. His cock was beautiful to look at, it was dark in color, fat with a well shaped head and a thicker shaft that I thought. His balls hung very low and seemed larger than mine. It was soft and I noticed all the wrinkles and thought of that old joke as I smiled. "What's the one thing a girl like to see come out of a guys cock...the wrinkles." I could smell his manly smell and perhaps just a tad of his wife as well. My blood was boiling as I thought about how my fantasy was coming true. I put my face right into his crotch and took a large whiff of him, this was wonderful. As I took my face away from his crotch Rick picked up his soft cock and rubbed it on my cheeks and over my mouth. "I only wish that you could see how sexy you look right now, and how your eyes seem so happy," he said. "Open your mouth and I'll slide it in for you to taste, to enjoy. While it's still soft it's easier for you to swallow. I'll hold your head and slowly slide in and out if you want me to," Rick said. "If you like what I'm doing put your hands on my ass and pull me in deeper. If you don't like it put your hands on my thighs and push me out. I know that you won't be able to talk with your mouth full(he winked) but I'll know what you want," said the voice of experience. "Let me see if I can get you to "suck in" more than this atmosphere, laughed Rick. As I opened my mouth Rick put his hands on the back of my head and slid his thick warm cock between my lips. At that moment I think that I felt a tear run out the corner of my eye, I was very happy. Should I Take a Chance? Ch. 03 Thanks again for the positive feedback. I wasn't sure that I would have the time to continue this story, or that the previous 2 chapters created enough reader interest to continue. Happily it did generate quite a bit of interest from both male and female readers and has inspired me to write chapter 3, enjoy. This is a fictional work inspired by my true life experiences. You may want to read the end of part 2 before starting this chapter to refresh your memory. * * * * * Rick stroked my hair as he held my head for me. I didn't try to move, I wanted to enjoy the rhythm that he created as he slowly moved his soft phallus in and out of my mouth. Rick moaned as he arched his back and moved side to side and front and back never pulling completely from my mouth. I could feel his ass cheeks tighten as his hand would do the same to my head as he pushed in deeper. He was correct, the time that he spent with his wife this morning having intercourse was beneficial. This allowed him to really enjoy our time now without him becoming rock hard to quickly. As for me it was wonderful, I could enjoy his cock deeply in my mouth as I ran my tongue over his fat but soft member. I thought I could detect just a taste of his morning efforts, what a huge turn on! As I softly used my lips to milk his member and while my tongue danced on the belly of his fat cock I had the feeling of complete and total peace with myself. I wanted to give him the type of blow job that I know I never had! Because my vision seems to be getting worse by the year, age I guess, I stopped for a moment to put on my reading glasses to better see what I was doing. This brought a great laugh from Rick, a hearty chuckle indeed. "This reminds me of that scene in the movie Somethings Got To Give where they are in bed and they both need to put on reading glasses to see the clock", Rick laughed. "I hope that your glasses strong and that they make my cock look huge for you", he laughed. I blinked and put a look of horror on my face pretending to be shocked by his new HUGE size brought on by my glasses. Now we were both really yucking it up! I laughed out loud for a moment as I looked at Rick and smiled. Well any tension that I may have felt about this was just washed away by this humorous break in the action. Rick was right, we were going to become very close friends. "Let me sit down in this double wide chair, it will give you full access to my entire body", said Rick as he walked over and sat down. With his hands clasped behind his head and his legs pointed straight out he looked very relaxed. His cock, still soft just rested on the left side on his rather large balls, it was beckoning to me. "Ready when you are", said Rick with a wide grin, "You don't know how much I've been looking forward to this". "I hope you don't mind", said Rick, "but I want to teach you how to do this right". WOW! It was as if Rick was able to read my mind, he was hitting a home run with me right now! "That's exactly what I want, someone to be more dominant than me, a man who will tell me what to do", I said anxiously looking him. Rick just smiled back at me, I guess I'm an open book and that easy to read. "Well you found the right guy, I'll teach you exactly what to do", Rick said. "If you find that you really enjoy this I can recommend some other friends who would also enjoy your enthusiasm for doing this", Rick added. I knelt down between his legs as he sat in his wide chair and put my hands on his things as I leaned in towards his package. He kept his pubic hair nicely trimmed but not shaved and the close cut of the hair really accentuated the length and shape of his still soft fat cock. "I'm going to hold my cock while you take my balls in your mouth", said Rick. "I want you to suck them one at a time and them together, use lots of tongue", he finished. As I did just what he asked he rubbed his shaft against my nose and cheeks. He didn't get hard at this point, but he was starting to leak. It was perhaps the most exciting sexual thing that anyone ever asked me to do! His balls were full and large, I softly sucked one in my mouth as I circled my tongue around it. I'm not sure who was moaning more, Rick or me. I stopped for a moment to give my mouth a rest from the stretching that it just had, I wasn't sore but happy. "Lean in here and take a good look at my cock head, I want you to open your lips just a bit for me. I'm going to use my cock and run it around your lips like lipstick, but don't you do anything more yet", said my sexy buddy. "It's my way of marking you, to be sure that you know that you are my personal CS", he said with all sincerity. With that he took his tool in hand and started to circle my lips, he was still soft but oh so fat. I could feel the coolness of his precum, how it was in contrast to the heat coming from his cock head. The liquid was sticky and I could feel it covering my lips and he finished. Without question I was now that hardest that I've ever been in my entire life, I was concerned that I would cum before I finished him! "Close your eyes for me", he said. I closed them but didn't move as I felt his hand go to the back of my head and move me in a bit closer. I felt him lay the full weight of his phallus on my face and lips as he rolled it around, this was so sensual that I was on the brink of cumming. The heat and softness of it was more than I could take, this is what I had hoped for! "Can you feel how fat my cock feel rolling on your face", he asked. "I want you to open your mouth now, while I'm still soft I want you to get the feeling of having my entire cock in your mouth". "Open up and let me slide it all the way in, don't be nervous when you feel it reach the back of your throat and my balls rest against your chin", Rick said. I slowly opened my lips after I first nervously licked them to keep them moist. As I did this Rick slowly slipped his wonderful cock in my mouth and I could feel it sliding over my lips and tongue, tickling them. WOW what a feeling this was, I felt like I was more alive than ever before. It was pure heat as he slowly slid his entire meat past my wet lips and over my tongue until his balls were indeed resting on my chin. I reached down to adjust my own phallus which was painfully hard and tangled in my pants, I needed relief soon. I felt my face suddenly flush and heat up as I looked at his face; At that moment I knew something that Rick didn't, I just came in my shorts! Ricks eyes were closed and he moved in and out, I kept looking at his face for a sign that I was doing well. He kept his head tilted back and his mouth open with a quiet hiss passing over his lips as he fed me. He now had a hand softly placed on each side of my face covering my cheeks as he rode me in and out. I'm sure that he could feel him member on the palm of his hands as my cheeks swelled each time he pushed in. It must have been very erotic for him to feel something like that, it was sure HOT for me. I had a fear that if I was to cum while I was with Rick and sucking his cock that I may loose interest and not want to continue. I guess it's like having sex and just wanting to stop after you have finished cumming. The opposite was true, I know found new zest in my task, I wanted it more than ever. I felt my eyes mist over as I sucked his member deep into my mouth. More than anything I now wanted to hear him tell me how good I was doing and to hear him moan in delight as he pumped in and out. But most of all I wanted to feel him shoot deep into my mouth, to feel his cock as it spasmed on my tongue and to taste his sperm as it filled my mouth. Ricks cock was now much harder than when we began, it's girth was much more than mine and it did stretch my lips....lovely though. I could not long take him as deep as before, but his low hanging balls kept swaying into my chin each time he pushed in. I truly loved the sensation of a full mouth and having his balls hitting my chin. I was now starting to get my first taste and he was leaking precum and I loved it! I knew that we were near the end and I was so excited that my nostril's flared to suck in more air. The best was yet to cum, and I was up for the task. I hope to finish the story in the next chapter if people request the final ending. Should I Take a Chance? Ch. 04 I hope that you have followed the previous chapters of this story. Please review the end of the previous chapter and it will help you to better follow along. * Rick held my head as he slowly sawed his wonder shaft in and out of my mouth... It wasn't that long ago that this was only a fantasy of mine, one that I never expected to really happen. I would lie awake in bed long after my wife had fallen asleep, rubbing my tired package and thinking of what it would be like to suck another mans cock. Rick was a good friend and business client, someone that I admired over the years and always enjoyed his company. When he suggested how we might "enjoy" each others company even more you could have knocked me over with a feather. I can only imagine what my face looked like when he asked me to suck his cock for him. At first it must of been a look of shock, a how could he know look. Later as he spoke more about how we could do it I'm sure that my look was than pure lust. I know that because my pocket friend was rock hard and I could not make it soften. So here we were in Ricks condo and life was wonderful and now so exciting. I was on my knees sucking the most wonderful cock that I had ever seen and wondering how life could ever be any better, I was about to find out. Ricks head was tilted back, I could see the bottom of his chin as I looked up. He held my head in both hands as he arched his back and pushed his tight hips forward to drive his fat shaft in and out of my mouth. I had my hands on his buttocks and loved the feel of his muscles contracting as he pushed in. "Please use your tongue on the head for me as I pull my cock out, it drives me over the edge," Rick begged. I did as I was told, I licked the head and slit while my lips barely sucked the head at the same time. As I was doing this for him, my cock was trying it's best to explode right through my business slacks. "God your lips and mouth are so soft, I'm not going to last much longer," he warned me. Rick started to drive in to my mouth even deeper now with longer strokes as his hands gripped my head in a death grip. I held his balls in the palm of my hand as he pumped into me like a man possessed. I on the other had was loving all of this, this is what I dreamed of, my tongue kept active teasing the belly of his swollen member as it was pushed and pulled over my lips. I felt like I was going to cum by just sucking his cock. I looked up and saw that Rick was drenched in sweat! His body was almost rigid as he used my mouth to bring himself to the point of no return. The veins in his throat were bulging and his eye lashes seemed to be fluttering as his hips drove his cock deeper into my mouth. I could feel his member swell even more as he spoke to me almost incoherently, I knew that he was ready. I was just starting to taste his leaking cum when he held my head very still. "God, I'm cumming, here it comes get ready", Rich hollered as he pulled his member from my mouth. Pointed straight at my face, he stroked his cock so quickly that it was hard to follow the hand motion. All at once I could see his cock head swell and the slit open as his first shot came directly at my face. I felt like I was watching this in slow motion, the head swells, the slit opens, and the liquid shoots right at me. "Yes, yes, yes, take it all on your face", Rick said in a low hissing voice. He hit me with two heavy shots right on my cheek and lips, the following smaller shots didn't make it to the target. I was thrilled as he wanked his member right on my face spreading the load all over my lips and cheeks. "God, that was the best ever, now open your mouth and suck the rest from my balls", Rick ordered. I was happy to oblige and opened my mouth to receive his sloppy, sticky, wet cock which was getting softer by the moment. Rick held my head and pushed his softer cock as far back as it could go. "Oh, your mouth is so hot, I've never cum like that", said Rick. "We need to do this again if you loved it as much as I did, did you"? As we sat down at his table and talked for a long time about how much we both enjoyed it he wanted to know if he could ask me a question. "I have a friend who also loves to have his cock sucked, he's a great guy and married. If it makes a difference his cock is slightly larger than mine. We've known each other for years and have been together before having our cocks sucked at the same time. Rick looked right am and said, "he would love this and so would you". "Are you asking me to suck another man's cock while I'm with you", I asked? Rick looked at me as if worried and said, "I hope that I didn't offend you but I would love it and I think you would also. My friends name is Ron and he's very discreet". Rick suggested that he invite this friend to lunch where I could see him and than make a decision after that. That actually sounded good to me, how could that be a bad thing? "You have actually have met him before", said Rick. "He was at the company sales meeting last month when you presented your new product line". "He was the mid 50's guy with with the athletic body and great smile", Rick pointed out. I felt the heat rising from my toes up my body to my head. I knew who he was talking about for sure. This guy struck me as a mans man and he so attractive that I caught a peak at his crotch when he got up from the conference table. As I took a peak I felt that he caught me looking because as I looked at his face he was smiling at me. This next meeting could be very interesting.