I was in my 2nd year of college, working 2 jobs and trying to figure my identity. I had an 8am English class on Monday's where I met Tim. He was a junior and part of a fraternity. He was cute with dirty blonde hair and a body that said I play sports but I'm not a gym rat. He was just my type. He came to class in jeans or sweats and a baseball cap always with his thermos mug. One morning he took pity on me and handed me his coffee saying I looked like I needed it more than he did. I was grateful and took a sip only to discover it was more whiskey than coffee. But then we were friends.
I always found Tim hot and exciting with the life I wanted. He lived in the fraternity house and had friends of both sexes. One day he came to class and was wearing pressed khakis, a button up shirt, thick leather belt and a navy pullover. His hair was perfect and he was the preppy hottie of my dreams. During class I couldn't stop staring and he caught me looking at his crotch so he jokingly adjusted his cock and laughed at me.
After class I asked him why he was so dressed up. He said there was an open house at the fraternity and as a representative he had to dress the part. He invited me to stop over but I told him I was working from noon to 9. He knew I couldn't afford to pledge but he was always asking me to join their social gatherings.
Class was over at 9 and he asked if I could stop by and help him set up. I told him sure but only until I had to leave for work. As we walked I told him he looked really good dressed up like that. He said thanks but that he forgot to put on briefs instead of boxers so the freedom kept giving him boners. I laughed but knew from staring in class it was true.
I helped Tim set up tables and chairs, then fix some snacks and set up the bar. Tim was very appreciative and told me to come up to his room as he had a thank you gift. When I got to his room he shut the door, walked over to his small desk, turned around and started rubbing his cock through his khakis. A little startled, I asked what he was doing. He said he knew that the khakis were turning me on and that I was staring all through class so as a thank you he said he would get completely hard in his boxers and pants so I could see how they looked. I was so excited and he seemed very at ease just stroking what was becoming a huge tent in those light brown pants. He wasn't even looking down because if he did he would have seen what I was which was a growing wet spot at the tip of his cock. Little at first, it got larger as Tim's precum soaked past his boxers and through his khakis. Suddenly Tim's stroking became intense until he said "oh shit, oh shit", and spasmed as the wet spot became huge as what seemed like endless jets of hit cum hit the inside of his pants. Needless to say the inside of my jeans were getting tight and damp with my own precum.
After he finished he finally looked down at his crotch and said oh no. I asked him if he was going to have to change now and he said he had a plan. He went to his mini fridge and took out a can of beer. He shook it then sat at his desk, put the can between his legs and opened it, spraying beer all in his lap. He yelled "damnit" so the while house could hear. Now he had an excuse and would still need to change but not right away. I told him I really had to get to work but the wet khakis really had me hard.
As we walked down the stairs to leave we ran into one of Tim's roommates, Robert. A cute redhead, I had met him once before. He was rail thin but cute and charming. As we passed on the stairs he noticed Tim's wet khakis. "Another spilled beer Tim?", he asked using air quotes with his hands. Yeah said Tim and they laughed as we continued out of the house. "Why the air quotes " I asked Tim?
"Oh nothing, that's just Robert, I'll explain later". I said goodbye and that I was sorry I had to work. Tim said not to worry and to have a good day at the grocery store where he knew I worked. As I was walking away I turned and told him it was a shame his khakis weren't soaked. He laughed and said maybe next time.