Gay Erotic Stories

Approximately 10 years after graduating from high school, I received a phone call out of the blue from a former classmate. Brian and I had grown up together and attended a small Midwest high school. We were never great friends but kind of hung out with some of the same crowd. After ten years, his phone call more than just took me by surprise. It created quite a stir in my Jockeys. I admit I'm a bit of a size queen and Brian had the biggest cock in school. Even years later it wasn't that unusual for me to whack off while picturing his bulging briefs. I had never actually seen Brian's dick in high school. I was reduced to watching him change during gym class. Because I was shy about being a few pounds heavy back then, I never took showers with the rest of the boys. On more than one occasion, I feared he or others might catch me sizing him up. What was so amazing was that he had a very slight frame which only emphasized the massive bulge in his briefs. Even in his pants, his cock pushed the fabric out enough that in the halls I would crotch watch. So when Brian called me up and said he was in my neck of the woods for an important business meeting but all of the hotels were booked, I didn't miss a beat. "Sure you can stay here. I don't have a lot of room but I'm all yours." If only he knew how much I meant it. He explained he got my number from the phone book as he knew I had moved to the west coast. The first evening with Brian was a lot of fun. We were in similar professions and had a lot to talk about. Because I lived in a small one bedroom and had two love seats, I didn't know how to break it to him about the sleeping arrangements. "No problem. I know you are gay Chad but that doesn't bother me. I know you won't try anything!" he grinned and went to the bathroom to take a shower before bed. When he emerged, he was sporting a pair of white Calvin Klein boxers and a tight t-shirt. Although still slight, he was a little more muscular than in high school. But the muscle between his legs looked bigger than ever too! His white Calvin's protruded almost obscenely out and down. I tried not to stare. As he did in high school, he seemed more than proud of his big member. He sat down on one of the love seats and leaned back. I wanted to dive into that monster but restrained myself. We went to bed shortly after that. Because it was so unusually muggy inside, we slept without covers. After I was sure he was asleep I quietly choked the chicken while staring at his mound in the dark. Because his meetings were going to last a couple days, I told Brian he may as well stay. The next night went similar to the first and Brian emerged from his late night shower wearing another fitted t-shirt. This time, however, he had on a pair of Jockey briefs. They were kind of a beige colour and once again, his dong filled them to the max. In fact, they pulled the band down so that his pubics were showing. "Enjoying the view" he smirked as he caught my stare. "Sorry" I quickly responded. I just wondered if you had stuck one of bananas from the fruit bowl in there. "You're hilarious Chad," he laughed. "My last girlfriend couldn't take the thing" he said. "It's not all it's cracked up to be." When we went to bed, I waited until he was sound asleep. Because he slept on his back, I had a perfect view. Unable to contain myself, I slowly reached for the big cucumber in his pants. Squeezing it, I felt like I was squeezing a large snake. He moaned a bit and I once again jacked off. The last night he was there left me feeling extra horny. To top it off, he emerged from the bathroom in a jock strap. Instead of sitting on the sofa though he came over in front of me and stood about two feet away. "I think you should do more than enjoy the view. I would be paying a fortune at a hotel, the least I can do is give you a peak at what you've wanted all these years", he laughed as he pushed his crotch into my face. "Suck on the fabric. Get it good and wet" he snarled. His cobra grew in the fabric and once again, if I wasn't so horny by it I probably would have found it obscene. His cock looked surreal in the white fabric. "Pull down my jock" he ordered. I obeyed and his monster dong swung down to my face. It was starting to get hard but was the kind of cock that didn't jut straight out when hard. I sucked and licked it up and down. It grew to what must have been well over 13 inches. He started slapping my face with it and I started jacking my own 8 inches. "Yeah, this is what you've wanted all these years. Brian's big python." After much sucking and slapping he then grabbed a condom and stuck in on that huge member. Without hesitation he entered my ass. "14, 13, 12..." I couldn't believe it. He was counting down inch by inch as he rammed his thick shaft inside. It's thick girth caused discomfort from the get go but he didn't let up until he was completely inside. He drilled away for what seemed like hours. Finally he pulled out and pulled off the latex shield and drowned my face in his cum. He slapped his sausage around my face some more until I climaxed a couple minutes later. Brian comes to town a couple times a year since that encounter three years ago. He goes through a similar ritual each time. In between trips, I am left with memories to keep me satisfied.