I was a pretty normal teenage jock. Women, sports, and partying were my priorities. Like nearly everyone I knew, I was generally repulsed by the thought of two men doing anything together sexually. I had certainly never been attracted to men in my life.
In fact, the summer after high school was spent in pursuit of girls. I was lifeguarding and teaching swimming at a private club. Part of the day was spent fielding the advances of Jewish mothers who wanted to make sure their daughters got to play before they started husband hunting - or who wanted to play themselves while their husbands were off making more money. I certainly didn't mind the opportunities, and most of these girls were attractive, and nearly all had great bodies. Some wanted to learn about sex, and some wanted to practice what they knew. I was willing to help them all.
One particularly eventful day began with the typical preparation for the swimmers and sunbathers. It soon took a turn when a particularly attractive mother-daughter pair began competing for my attentions. Their offers became progressively more suggestive and direct, and I was having a hard time deciding just what I might want to do. When mom could take it no longer, she finally offered that she would be willing to share me if her daughter was interested. Not being sure if they were serious, or if I was being set up, I headed for the pump room when my shift on the chair was done.
The pump room was a nice haven for the guards, since it was underground, out of the sun, generally cooler than the deck, and there were no people to watch - or watch out for. Walking in out of the bright sun, my eyes adjusted enough to check the dials on the filters and insure that all was normal. Letting my thoughts roam, I began to imagine both of those attractive females working on me simultaneously. It wasn't long before I had a raging hard-on that wasn't going anywhere soon. I couldn't very well go back up on deck like that, so I pulled my cock out of my trunks and began to work it. Within minutes, thinking of a mother lovingly teaching her daughter new skills on my body, I exploded all over the wall. A few minutes to compose myself, and I was back up on deck.
After closing the pool that day, the head lifeguard came over and asked if I wanted to go for a ride. We had done this once or twice, usually going to get a beer and catching a quick buzz to wind down after the day in the sun. After being out for a few minutes, with thoughts beginning to mellow, he said he had a confession. He had watched me down in the pump room. He was in a far corner making a repair when I had come down earlier. He said he didn't notice me when I came in, because of the noise from the pumps, and didn't say anything once I began playing with myself. He let it die at that, and we finished our beers and headed back to the club to leave for the day.
At the end of a summer of working and getting ready for school, I left for college. After I had been there a while, I invited my lifeguard friend to come visit, since he wanted to get to the mountains and we had spent some time partying on a few occasions after work. He was considerably older than me (I was 18, he was 29), but we had gotten along fairly well for the entire summer. Most of the time we spent together was spent partying. I was planning a big party at school, and needed him to bring some supplies from the city.
He showed up, and his first night visiting we had a lot of people at the party (partying was fast becoming my top priority), including my girlfriend. Throughout the night, I introduced people to him so he would feel more comfortable - and thinking he might get lucky with one of the girls who had come on to me. The night wore on, people gradually left, and I crashed on my bed while the remains of the party continued around me.
Suddenly, someone was someone pounding on my door. There was a warm body against my back, but this wasn't too unusual since my girlfriend spent most nights with me. I realized that there was an arm around my waist, and a hand on my erection. Half awake, I thought I should pursue this when I got rid of whoever was at the door. Except I realized that the hand wasn't my girlfriend's. I could hear her at the door - she was the one trying to get in. Shocked, I realized it was him, but my shock still didn't keep me from taking my time about getting up. I told myself that I didn't want to embarrass either one of us by waking him up while he was laying like that, except that he then asked who was at the door as he lightly squeezed my cock - to let me know that it wasn't a mistake on his part. I went and opened the door after composing myself. My girlfriend came in, yelled at us both for locking her out, and made sure everyone was okay - then we resumed the party.
Nothing else happened during his visit. We ignored that episode, and wrote it off to the effects of the night before. Later in the year, when I had to make a trip back home, I stayed at his place out of convenience. After traveling all day, when I got there I needed to clean up. A few minutes into my shower, I was surprised by him walking in. He pulled the curtain back, claiming to check on me, but I noticed that he took his time looking at my body. I got offended and asked him to leave. After he walked out, I realized I liked it enough to have gotten a hard-on in the process! I dried off and went in to recover from the flight, and promptly fell asleep.
I woke up to the sensation of someone going down on me, and looked down to see him. I was scared, shocked, surprised, and angry that he would do this. Then I remembered. He hadn't said he had seen me masturbating during the summer, he said he had watched. He asked if I wanted him to stop, and I realized I loved it, and said no. He was passionate about giving head. He continually looked up at me to make sure I was watching him work. I was quickly getting over my anger, and my revulsion at a guy touching me. More than that, I was quickly getting hooked on the idea of being serviced by a guy. He continued until I was ready to explode. Feeling me holding back, he looked at me again and sucked and stroked harder. Pushing me over the edge, he kept going until he had swallowed every drop. I realized then that he was more of a head guard than I had known!
I realized I didn't have to hide that I had enjoyed it, the results were obvious. Wiping the little bit of cum he had missed from the corner of his mouth, he moved up to straddle my chest. I wasn't sure what he had in mind, but was too satisfied to worry. He then started stroking his hard-on just inches in front of my face. He asked me if I liked watching him jerk off. I had to admit it excited me. He asked me if I wanted him to come. I said he could if he wanted. He clarified that he wanted to know if I wanted him to come on my face, and told me to close my eyes when I said yes. In seconds, he worked himself to orgasm. There wasn't any doubt from my side when he got there - I began feeling his warm, sticky cum landing on my face. Cheeks, eyes, nose, chin; they were all recipients. What I still remember though, is when it first landed on my lips. I couldn't help licking them. I tasted warm, wet, salty, and something new. I liked it.
