I had a friend once upon a time and he used to say, “You never know where your blessing are going to come from. Some people might find the use of this phrase in this story objectionable or offensive, I for one think it’s spot on for what I am about to tell you.
My sister Lisa's friend's boyfriend's brother, Tommy, showed up for my carefully planned beach trip, invited by the boyfriend who did not think I needed to know. The car we planned to take wouldn't hold all of us and our stuff so instead of being a bitch (which was plan A) and telling him to take a hike we drove two cars. The boyfriend paid for gas as his punishment. My sister and her friend wouldn't ride separately and the boyfriend had to ride with them so a perfect stranger in an ugly ball cap climbed into the car with me. He was stoked, because I had the coolest car he’s ever seen and he’s seen a lot of cars, apparently. I’m sure it had nothing to do with the 3 beers he'd consumed while we rearranged the cars. We are driving for maybe an hour and Tommy told me all about his fitness regime (involves staring at girls in yoga pants at the gym and occasionally lifting some free weights) his mint condition (except for some rust) 1984 Ford something or other and the time he almost got backstage at a Coldplay concert, before he had to piss ("like a racehorse," naturally.) I pulled into the first gas station I saw and sat in the car, enjoying the respite from the stream of slightly-drunken consciousness that I'd been subjected to for 50-odd miles. When Tommy climbed back in, he flashed his guns at me and stuck out his tongue. "That chick in there almost gave me my Mountain Dew for free for a glance at these babies, but her boss was in there so she couldn't. She wanted a mustache ride, I could tell." His nipple popped out of his makeshift muscle tee shirt and the picture was equal parts absurd and kinda hot. Sure, Tommy was an obnoxious good ole boy, but he had hair in all the right places and when he slouched in his seat his cargo shorts rode up just enough to outline his beer can size dick. I filed this info into my spank bank and pulled out of the parking lot. In high school I hung out regularly with four other straight guys. We were all a little nerdy but quite typical boys – preoccupied with girls, sex and how our young cocks were shaping up.
One Saturday we were hiking out in the hills and we started talking trash about how big our cocks were. We had seen each other in the gym showers and we kind of knew what each of us had down there. But, still, it turned into a good-natured argument. I told the guys that what really matters is how big a cock is when it's fully hard – not when it's limp. So we each dared each other to pull down our pants and start stroking ourselves hard to see exactly how big we were. We found a little clearing off the trail and starting masturbating. Even though we were straight guys it was strangely exciting to expose ourselves like this. Just like most guys our age, all of our dicks were hard in no time. Then we compared cocks for length and thickness by pressing them against each another. Not that it mattered all that much who the winner was because we were still young and growing. Today's winner might be tomorrow's loser. (Now I may not have been the biggest, but I surely wasn’t the smallest either) After that day we continued to size each other up. We measured length and thickness and logged results. We were obsessed with how much pubic hair we had. And we always ended our sessions by jerking off and seeing how far we could shoot. Fuck, fuck, fuck. I can’t believe I just walked in on Grayson jacking off, it’s a day I will never forget, but why didn’t I knock first. It’s only our second day at the lake house and hopefully he isn’t too pissed about me walking in on him. I can’t erase the image of him jacking off from my mind and while I felt embarrassed about the whole situation, I also find myself attracted to him. I’d been curious since age twelve but never acted on it, mainly because I had a stronger attraction to girls than I did other guys. I’ve been friends with Gray since meeting him in the eighth grade. We had a lot of the same classes and that’s how our friendship began. We did everything together from studying to being there for each other when something was wrong. After my bad and painful breakup from Emily about six months ago, Gray was there for me. What he didn’t know was I developed feelings for him during that time. I’d always thought he was a good-looking dude, but I became heavily attracted to him to the point that my dick would get rock hard most of the time I was around him. As much as I wanted him, I knew he only liked me as a friend.
When I saw Gray on the bed with his boxers down around his ankles and his hard dick in his hand, I got turned on instantly. A part of me wanted to join and explore with him. I’ve often pictured him jacking off in my mind while I rubbed one out myself, but never thought I’d actually see it. I’m so confused, but not too ashamed; why should I be, it’s not like I can control what turned me on and what didn’t. What if he brings it up, what do I say? Do I.... Should I... Fuck it, it’s getting late and I’m kind of tired. Hopefully things between us won’t be too awkward in the morning. We had a really great time hiking today and by the time we made it back, it was nearly 1:30 pm. We were out goofing around and exploring as usually did and there were no awkward moments. When worked up such an appetite that as soon as we got back, we sat down to eat lunch. As we ate our food and talked, I kept thinking about how he would react if I told him about the feelings, I started developing for him. Would he laugh in my face? Would it make him upset? Will it end our friendship? I tried not getting too worked up over it, but I was really having this urge to tell him everything. I want to tell him about my feelings and about me being Tumblr’s little brother and tell him about my secret Tumblr account. I snapped back to reality when he pulled out his phone and got up from the table and said, “I’m going to take a shower.” He ran upstairs and I started cleaning the kitchen before I went to take my shower. After cleaning the kitchen and my body, I decided to go downstairs to watch TV. I really tried to focus on the TV, but something kept telling me to go upstairs and see what he was up to in his room. After I walked in on him that day, it seemed like he didn’t care. He never brought it up and I damn sure wasn’t going to bring it up. I debated it in my head for a little while before getting up and going upstairs. When I got up there, I noticed that his door was cracked open a little. I stared through the opening and saw him sitting on the edge of his bed listening to music and only wearing shorts and socks. [I was so fuckin excited, I had started to touch myself while we talked. I could not believe it, not only had he messed around with guy, he got fucked by one. Damn!]
After that night we never spoke about our conversation again. Then about 6 months later, I was coming to town for a football game, and was going to stay in his dorm room. Since he was an RA, he had the room all to himself. We went out, had a couple beers, and came back to his place. With not much on TV, we changed into the boxers and t-shirts most college guys sleep in. We watched a movie with some hot sex scenes. After, we sat in the dark and talked about other sex scenes from movies we liked. Eventually, I could tell something was on his mind. But I spoke first.... "Bored. Can I get on your laptop?" "Yeah go 'head..." After checking Facebook and a couple other regular sites, and feeling sort of brave since our IM discussion, [I’m sure the beer helped as well] I took a deep breath and went to a porn site I had "borrowed" the password to and started to surf. After a minute or so, he finally looked away from the TV and noticed. "Hey, what the hell is that?” He laughed. "Oh, just a porn site I like to visit, they usually have good looking people on it, none of that old-porno-star crap." Kai and I were hanging out in the frat house watching movies. We were the only ones at home as it was Friday night, and all our bro’s had dates. We had both recently broken up with our girlfriends, and did not feel like hitting the bars, so here we were, getting drunk in front of the TV. The movie we were watching was an oldie but a goody, Wild things.
We had just reached the Neve Campbell and Denise Richards swimming pool scene, which was hot. We both kind of looked at each other and laughed, we were both in basketball shorts so the fact that we both had boners was obvious. Realizing how horny we were and how hot Neve looked topless, Kai looked over and suggested that since we were here alone, we might as well just whip out our cocks and jerk off. It was ridiculous for us to sit here next to each other with boners, pretending we did not have them. We both knew we would stoke ourselves silly as soon as the movie was over, and we went to our rooms. We were both jocks and had seen each other’s cock in the locker rooms and the frat house showers, so no major surprises awaited us. I figured why not and pulled down my shorts, hooking them under my balls. I spit into my palm and started to rub my shaft, while watching Neve and Denise on the screen making out. From the corner of my eye I could see that Kai was doing the same, except he dropped his shorts down to his ankles. The swimming pool scene in the movie was over, and we started talking about the hottest girls on campus and who we wanted to fuck. Us jerking off together did not really feel all that weird, it was almost like a bonding moment. I found myself thinking that guys should do this more often, instead of hiding in toilet stalls or under the covers at night. We all did it, so why were we embarrassed? I met Chad in college when he was a sophomore and I was a senior. At 19, he was a skinny athletic boy whose sharp features and handsome face made him extremely popular with women. His skater hair and incredible eyes could have put him in an Abercrombie catalog. He could have just about any girl he wanted. Even now, at 26, he's still chiseled and athletic.
When I met him, he was an RA in the dorm next to mine. After meeting him we became friends and did rounds together. Even though I’ve messed around with dudes before, women had long been my "weapon of choice". It’s been a few years since my last encounter with a dude, because I’ve been on a winning streak with the ladies and have dated and fucked a lot of them lately. But Chad was different, he has that kind of friendly energy that always draw people to him, and it worked on me as well. During rounds, and hanging out in our dorm, I would steer the conversation towards the women he was dating, sex or just about anything to get more info out of him without risking suspicion. It wasn't that hard; he was one of those people who loved to kiss and tell. He was a self- proclaimed "lip-slut". He'd make out with any co-ed who showed the slight bit of interest in him. At the college parties, sorority bashes, and after-game keggers, he always found some cute blond to make out with, fingerfuck, or get a blowjob from. And he enjoyed telling me about it too. We traded all the filthy details of our sordid sex lives that two college guys could tell. |
AuthorThis is where I post my Dirty Media for all to see. I post random things that I like that may or may not be organized. My only agenda is to show what makes me feel good. Hope you enjoy yourselves as you look around. Feel free to make comments on my posts or drop me a line on the contact page. Archives
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