It was only the second time I had attended the annual summer workshop that my company required its employees to attend. And, after 23 years of marriage, it was only the second or third time I had been away from my wife and kids by myself. I had no idea that a major wish of mine was about to come true. Before getting to the "meat" of the story, I'll give you a little background which helps set the stage for the encounter I'm going to describe.
It helps to know that the first time I realized that I was attracted to other boys occurred many years ago in the dressing room before and after gym class. I was not only intrigued by the fact that I got to wear my first jockstrap, but I couldn't keep my eyes off the small bulges produced by the developing dicks and balls of my classmates. At that time, I just thought my interest was due to the curiosity and newness of being around other boys naked and in various stages of undress. But, as time went by, I realized that I looked forward to those times in the dressing room. A true interest in sex with guys was confirmed a little later in junior high when my best friend asked me to spend the night with him for the first time. It didn't take long for us to begin a regular sexual relationship that lasted until I graduated from high school, BUT those experiences and that special relationship provide information for many other stories.
After graduating from high school, I concentrated on my desire to meet the "right" girl, get married, and have a family. The opportunity to have some guy sex during college was there several times, but a part of me wanted to put those interests on the "back burner" and strengthen my desire to be straight. I married during my senior year in college, had my first child two years later, the second one five years later, and I thought I was on my way to living a normal hetero life. BUT, there was something nagging at me that interfered with the sex with my wife. I began to lose some of the interest in having sex with her and gave more thought to satisfying myself with good jackoff sessions as often as possible. And, even though I thought those old desires to see guys naked or in their underwear was in a weakened state, I was so wrong.
Seven years into my marriage, I was asked to attend a six-week summer conference to learn a new aspect of my job, so I went to the state university about two hours away and spent Monday through Friday very involved in classes and activities with the other participants. To save money, I asked one of my close single college friends who was taking summer classes at the university to share an apartment with me. He and I had been very close (but not sexual) friends during college and I looked forward to being around him again. What happened on one occasion between us during those six weeks is good copy for an additional story.
But, the story that follows is based on an incident that happened at the summer workshop I attended twenty-three years into my marriage and only the second time I had been away from my family by myself.. And it truly was a wish come true. The year before, I had gone to the first workshop of this nature and had shared a suite of rooms (one bathroom) with three other guys. I was in heaven getting to see three grown men naked and in their underwear as the four of us were in and out of the shower and bathroom we shared between our two rooms. Nothing indicated that any one of them was interested in other guys, so I just spent that week looking and fantasizing. Knowing all of what I've just told helps to explain how strong my urges were all during the year leading up to attending my second workshop.
Getting to the site of the next workshop required a twelve-hour drive, and my traveling companion and I arrived long after registration was over and the workshop participants were finishing dinner. We just left our things in the car, left a note at the registration desk and hurried on to dinner. After dinner, all workshop participants gathered for introductions and some get acquainted activities. All through that time I kept looking over the males who were there wondering which one was to be my roommate. Even though I knew that reality dictated that I would not be lucky enough to room with a guy who was either gay or bi, I still fantasized about the possibility. When the opening reception was over, I was able to register, retrieved my things from the car, and in a couple of trips had everything at my room. To my surprise, the guy in my room was one of the younger nice looking guys I had seen at the reception. We introduced ourselves and as we chatted and got to know each other, I unpacked and began putting my things away. Since it was late and I was tired and slightly sore from the very long drive that day, I told him I was exhausted and more than ready to go to bed. Since he was already settled into the room, I told him to go ahead and shower if he wanted to, because I needed to finish getting everything put away and make my bed. He said okay and proceeded to undress. I tried not to make my interest in his undressing obvious, but I stole glances at him as he took each article of clothing off and got down to a nice tight pair of light blue bikini briefs. He was several inches shorter than me, slightly built, had little body hair, and sported a delicious rounded bulge in those briefs. Yes, I was turned on and making every effort to keep my urges in control. By the time he was finished with his shower and brushing his teeth, I had gotten my bed ready and put my suitcases away. I undressed down to my white briefs grabbed a pair of loose sleep shorts, and when he came out of the bathroom I couldn't keep from looking at his nice trim body and another pair of bikini briefs.
All during my shower, I so wanted to allow my soapy hand to linger on my thickening dick and have a nice good jackoff then and there. But, my thoughts were so centered on a wish that my roommate might just be the guy I had been dreaming about that I rinsed off, dried and put on my shorts. After brushing my teeth, I came back into the bedroom and told him how great that felt and that it had actually relaxed some of the tension I had felt. He was lying on his bed reading with his left leg bent at the knee, so I had a perfect view of his bulge and the outline of his flaccid dick. I asked him what he was reading, and from his description it appeared that it was of a gay nature. Well, that's all it took for me to make the next move. Since I almost regularly do some stretching exercises before going to bed each night, I stood between our beds and went through my routine in front of him. Even though still mostly soft, there was a tingling in my groin that I knew could lead to a full blown erection with the slightest provocation. To carry things a little farther, I told him that I was so stiff from our long drive and I hoped my exercises would relax me even further.
I guess I had given out enough signals, because he asked me if I would like for him to give me a backrub. I told him that that would be great if he didn't mind. He told me to lie face down on my bed and he would do what he could to help me relax. He straddled my upper legs and began slowly massaging my neck and shoulders. He spent a lot of time there before moving to each of my arms and finally worked on my back with nice slow but firm rubbing motions. Needless to say, I was in heaven and was loving the feel of his hands all over my upper body. Neither one of us was saying much, but occasionally he would ask how that felt and if he was too rough. By the time he moved his hands down to my waist, I was so relaxed and had become putty in his hands. He then moved down a little and was straddling my legs at my ankles. He then began at my upper legs, alternating between each leg and slowly worked his way down to my feet and ankles. Still not being completely sure that his ministrations would lead to anything sexual, I managed to enjoy the massage and still not become totally hard.
It wasn't until he began working his way back up my legs that my dick really began to respond to his presence and the sensations that his soft hands were causing. I couldn't believe that this was happening to me, but I was becoming so sexually aroused that it was all I could do not to turn over and grab him. When he got to my upper legs, the way he rubbed between my legs and lightly touched that sensitive area behind my balls caused my blood to finish filling my dick and produce the hardest of hardons. As if on cue, he then told me to turn over and he would do the front side. When I rolled over, I presented him with a raging 7 inch erection that was fully tenting those shorts I had on. All he could say was, "Let's get rid of those shorts." With that, he unsnapped the fly and pulled my shorts down and over my feet. He also took off his briefs and revealed a beautiful thick cock just a little shorter than mine. I reached up and grabbed his arms and pulled him down on top of me and sought his mouth with mine. He eagerly met my mouth and shared a nice long kiss during which our tongues explored each other's mouths. It's hard to describe the feeling I was experiencing with our bodies so closely bonded, our dicks so sensually rubbing against each other, and our lips and tongues sharing the most delicious kiss. I didn't want that to end!!!! He broke our kiss and while still making some grinding motions with his hips to allow our rock hard dicks the opportunity to experience each other more, he kissed me on each ear and around my neck. I was pulling him into me so tightly that it's amazing that we were able to separate. I so wanted us to become one in that moment.
He then began slowly moving down my body, kissing his way over my chest, lightly sucking on each one of my nipples, and allowing his dick to rub on each one of my legs. I was running my hands through his hair and caressing his back and shoulders as he moved his way down to my pubic area. I was so afraid that I was going to cum before he had a chance to even touch my dick and balls with his lips that I was holding back as best I could. I think he sensed my approaching ejaculation, so with little hesitation, he ran his tongue up the underside of my dick, lightly licked my swollen dickhead, and then lowered his mouth over my dick clear to the base. I could then feel him tighten his mouth around my dick and with only a few up and down motions, the load of cum that had been building deep in my balls came forth in the most electrifying ejaculation I had felt in years. He must have been experienced, because he so easily continued to drain my dick of its load and swallow with great ease. As he continued to suck and lick around on my still rigid dick, I became totally relaxed and unable to do much more than groan out some low sounds of contentment. He released my now wet and very slick dick from his mouth and in one move covered my mouth with his cum enhanced lips and shared my cum in a most sensual kiss. I reached between us and softly caressed his very thick and hard dick. When we broke our kiss, all I could say to him was that that was wonderful and I couldn't move.
Obviously in an attempt to make the entire sexual experience as easy for me as possible, he straightened up and with his knees on either side of my waist, slowly scooted up so the tip of his dick was just inches from my mouth. I took hold of his ass cheeks and helped him finish getting his pulsing manhood right at my mouth. I raised my head, licked the head of his dick and opened my mouth so he could slowly push himself into my waiting mouth. Then with a combination of my sucking and his pushing himself into my mouth, he soon established a slow fucking motion in and out of my warm wet mouth. On one inward push, my gag reflex kicked in and he was aware that he had gone a little too far. He asked if I wanted him to stop as he pulled his saliva-covered hard dick out of my mouth, and I just quickly told him to just take it easy. I eagerly sucked him about half way into my mouth and tightened my hold I had on him with my lips, cheek muscles and tongue. He moaned with a low satisfied sound and continued his fucking motion. It only took a couple of in and out motions on his part before I felt his thick cock swell a little more and he erupted into my mouth. Since he really hadn't said anything and I wasn't completely prepared for his load of cum, much of what he produced on his first shot came out of my mouth as he pulled part way out of my mouth. As he pushed in and erupted a second time, I was able to taste his warm almost sweet cum and swallow what was in my mouth. I so wanted to suck him dry, so as he slowly continued his thrusting motions with his hips which kept his now softening dick moving in and out of my mouth, I caressed and sucked the head of his dick with my tongue and lips. By this time his dick was evidently super sensitive, because he jerked his hips each time I sucked on his dickhead.
He pulled out of my mouth and slowly moved himself down so he was lying on top of me again. He kissed me and we once again shared the taste of cum in a most satisfying manner. He then moved off of me and laid on his side right next to me and we just stayed like that for a little while. Finally I told him I had never felt so totally drained but wonderful at the same time. He said that he was glad that I had enjoyed that "back rub!" That was an understatement. He then got up and said that I could go into the bathroom first, if I needed to, but I told him that all I wanted to do was go to sleep. He turned off the light, went into the bathroom, and that was the last thing I remembered.
Since I am an early riser, I was up, shaved, dressed and out of our room the next morning before he even stirred. Believe it or not, that was the only time anything happened between us that week. I think a little nervousness kicked in coupled with a lot of talk that week about the increasing concern for AIDS. And too, I got really involved with the workshop and being with people I was getting to know well, so he and I didn't see much of each other. When I would get to the room late at night, he would not be there and each morning I always got up way before he did. There were some other gay guys at the conference, and I think he was befriended by them, so he had good company and new friends to hang out with. But, looking back on the situation after all these years, I should have made more of an effort to connect with him that week. Yeah, we all have things we regret and wish we had taken better advantage of opportunities!