A Straight Bet

by Lee Obrien

1 Oct 2022 16913 readers Score 9.1 (266 votes) PDF Mobi ePub Txt


It has been a few months since my last story, been busy outdoors during the summer. It's starting to cool down, so I thought it was a good time to write again. My last stories were more on the serious side and dealt with some social issues, I decided to try and lighten up the next story. I hope you enjoy and at least find a little humor mixed in the hot sex. Without further ado, I introduce to you our hero, Adrian.

****

It was the summer between my junior and senior year in high school, I had just turned 17. I had been thinking about it and I decided it was time to come out to my parents, I had finally admitted to myself that I was gay. Now I felt I needed to let them know, my parents have always been supportive, I think they may be a little upset at first, but I knew they would still love me.

I was in my room, playing video games, I heard my dad arrive home from work, mom would have supper ready soon. Fifteen minutes later dad opens my door.

“Hey bud, mom has supper on the table, come on.”

I smiled, “ok, be right there.”

I made my way down the hall, I had rehearsed what I was going to say all day, I hoped I could get through this quickly.

Just as we were all filling our plates, mom asked, “so what did you do all day?”

I looked up and took a deep breath, “mom, dad, I have something that may be surprising to tell you.”

Dad put his fork down, “What’s up?”

I took another deep breath, “ok here goes, mom, dad, I am gay.” There I said it, it’s all out in the open.

Dad slapped his hands on both sides of face and opened his mouth like the home alone kid and said, “no way!”

I looked at mom, she shrugged, “so what is the surprising part? We had figured that out a while ago.”

My brother didn’t even stop eating when he said, “they knew that when you were born, why else would they name you Adrian?”

Dad said, “that was your mother’s idea, not mine.”

Mom defended herself, “that was my great uncle’s name, I was very close to him. Besides, I was really hoping for a girl.”

Adam snickered, “well, isn’t a gay son the next best thing to a girl?

Dad held back a laugh, “Adam.”

Did I mention that no one in my family really has a filter and we all just say whatever comes to our mind. Looking back, I guess I could see why they weren’t surprised at my announcement, I do tend to be a little overdramatic from time to time.

My dad looked to my brother Adam, “so how about you, do you have anything to tell us?”

Adam looked up, “nope, I’m good. Still like girls.”

Ok so we may not be the Cleavers, but it works for us, in fact it seems the more we embarrass or tease each other the happier we are. I remember after the church Christmas program when I was in the third grade, mom gave me a hug, and said, “you did a great job honey, I love you.”

Without missing a beat, I just replied, “I know mom, I love me too.”

I thought the little old church lady standing next to us was going to spit her dentures out.

We didn’t just limit the embarrassment to my mom, Adam and I went to Target with dad to pick up a few things for mom. We were in the aisle looking for toothpaste when Adam and I saw the Preparation H.

Adam yelled for all to hear, “hey dad, is this the hemorrhoid cream you were looking for?”

Dad didn’t even turn to look at us, he just yelled back to us, “yep that’s it, but you better get two tubes, because right now I have two pains in my ass.” We stood there proud of ourselves and giggling.

The old guy standing there holding his wife’s purse doubled over in laughter.

So that’s a little insight to my childhood, I had a good life that was actually fun, but I digress, back to my sexual discovery.

I didn’t make a big deal out of the whole gay thing, but a few of my closer friends knew. I am sure a lot of the others suspected, just as my parents had. I didn’t try to date any of the guys in my class because I had no idea who was or wasn’t gay. The only guy that everyone knew was gay was Tony Atkins and he was very gay, completely flaming, it was too much even for me. Besides, I didn’t want to make anyone uncomfortable, that is until one day.

My friend Todd and I were messing around in the hall as we were switching classes, he shoved me and I ran into Zach, one of the bigger guys on the football team.

I looked up at him, smiled and said, “well, hello big boy.” Again, no filter just saying the first thing that comes to my mind.

He looked down at me as he shoved away, “get off me you little queer.”

I turned back to him, “me, a queer? You’re the “tight end” on the football team, or is it a “wide receiver”, oh, please tell me you are a wide receiver.” I gave him my sexiest wink, not really thinking through the possible consequences.

I saw his face turn red and I think I even saw a little steam come out his ears, maybe, just maybe I went a little too far. Just as Zach started to step toward me and I began panic, Brady, another member of the football team stepped between us.

He put his arm in front of Zach, “just let it go Zach.”

Zach looked at Brady, “you tell that little runt to stay away from me.” He stormed off in the other direction.

Brady turned to me, I smiled and said, “I guess I should learn to keep my big mouth shut, huh?”

Brady chuckled, “yeah, that would probably be a good idea.”

I told him thanks as he turned to walk away, Brady really did have a tight end, and it filled his jeans perfectly. Don’t think I didn’t notice those blue eyes and perfect white teeth when he smiled at me. I couldn’t concentrate for the rest of the day because I was thinking about Brady, too bad he had a girlfriend, and he would probably forget who I was by tomorrow.

Finally, the day was over, and I was going to go home and think about Brady while I pleasured myself, I was already at half-mast just thinking about it as I walked home. I was just off the school property when I heard someone say, “hey, big mouth, wait up.”

My first thought was, oh shit, it was Zach, and he was going to kick the shit out of me. I slowly turned my head and was relieved to see Brady jogging to catch up to me.

Once he was beside me, I said, “you scared the hell out of me, I thought it was Zach coming to finish me off.”

He laughed, “no, Zach won’t bother you anymore, he’s all bark and no bite, but just to be sure you should steer clear of him for a while.”

I nodded, “I’ll try, thanks again.”

We walked a little further, he asked, “so did you understand those problems we have in algebra?”

I answered, “yeah, they are actually pretty easy.”

He said, “well I just don’t get them.”

I thought to myself, I’m not sure if this an invitation, but I am going to take it as one, “well I could help you with them, if you wanted.”

Brady looked at me, “are you sure you don’t mind?”

I smiled, “not at all, it will be payback for you helping me out of my little jam earlier today.” We made plans to meet at his house at a little after 7 that night.

I got home and finished my other homework and ate supper and headed out the door to Brady’s house. I knocked on the door and waited, there was no answer, I saw lights on in the house, so I knocked again. This time Brady answered, with wet hair and wearing only a pair of gym shorts, well this night was really starting to look up.

Out of Breath, Brady said, “sorry, I went for a run after supper and just got out of the shower.”

I was smiling from ear to ear. “No problem.” I stood there looking at his well-defined chest and washboard abs, God he was hot.

He saw me staring and started to walk in the house, “sorry, I will go get a shirt on, you shouldn’t have to look at my gut all night.”

I stammered, “oh no, don’t go to any trouble on my account, I don’t mind looking at your gut at all. If being without your shirt is more comfortable for you, it’s fine with me, as a matter of fact you can take your shorts off too if you like.”

He turned to me and laughed, “I forgot you are one of those people who just says whatever comes to your mind, no filter.”

I chuckled, “yeah, that’s me big mouth Adrian.” I thought to myself, I wasn’t kidding about taking those shorts off.

He smiled at me, “my grandpa always told me, “Engage brain before putting mouth into gear” whenever I said anything without thinking.”

I nodded, “I should probably remember that next time I try to insult a guy bigger than me.”

He laughed again, “come on to my room, my little sister is spending the night with a friend and my parents went out to supper and then to movie. Do you want a soda, water, or anything?”

I said, “a water would be good.”

He grabbed a couple water bottles from the fridge and lead me to his room. His algebra book was laying open on his bed, he flopped down beside it as I pulled my book from my backpack. We got to work on the problems that were due the next day, after I explained the first couple of problems, Brady was working through the rest in record time. He wasn’t a dumb jock, and in his defense, the way our teacher explained them, it was sort of confusing. As we were working the last of the problems, I keep sneaking peeks at Brady, his skin was smooth and still tanned from this past summer. As he moved around his shorts hiked up a little and I could see a nice tan line, and unless he was wearing briefs, I was pretty sure that he wasn’t wearing any underwear. So, there was one of the best-looking guys in our school sitting in front of me with only a pair of thin gym shorts between me and his naked body. Even though I was out, I still had never been with another guy, not even for a kiss, thankfully I was laying on my stomach, so Brady couldn’t see that my cock had sprung to attention.

As we finished our last problem, Brady took the final drink of his water and stood up, “I’m going to grab another water, you need one?”

My mouth was suddenly dry, I took my last drink and squeaked, “sure.”

I sighed and watched him walk out of the room, God, he was hot, I tried to will my erection away, without much success. I sat up leaning against the headboard and pulled my shirt over my crotch, hoping Brady wouldn’t notice.

He came back into the room with a water bottle in each hand, he stopped by the door and used his hip to close the door. When he started to walk toward me, he suddenly stopped and fell back to the door, his waistband had gotten caught on the door handle. He stood back up and freed himself as we both started to laugh. He handed me my water and pulled his shorts back up, they were down only a few inches, not really showing too much other than about half of his right cheek. I was right, he was going commando.

He sat next to me, “I am such a klutz”

I of course, didn’t think before blurting out, “that’s ok, I liked what I saw.” Shit, now for the second time today, I was going to get my ass kicked.

I slowly looked to see his reaction, he shook his head, “you really don’t care what you say, do you?”

I looked down, “sorry.”

He laughed, “don’t be sorry, I wish I could do that sometimes.”

I think I blushed a little bit, “My whole family is that way.”

He said, “wow, really? I wish my family was like that, sometimes they can be a little bit stuffy.”

I smiled, “yeah, we definitely have fun with each other.” I told him my coming out story and couple other stories, we were both laughing. I was starting to feel more at ease, I told him a couple stories I hadn’t shared with anyone else.

He looked at me, “I am really glad you came over to help me tonight. I finally understand those problems and you are actually a lot of fun to talk to.”

I smiled, “thanks, I like hanging out with you too.”

He nodded, “I just never know what you are going to say next, it’s always a surprise. Like now, I am wondering what you are thinking.”

I just grinned as I looked his body up and down, “I am thinking that my first offer still stands, you can take those shorts if you want.”

He shook his head and chuckled, “I don’t know if I like you that much.” Laughing again and giving me a playful punch on the shoulder.

I fell over dramatically, “oh please, just show me your willy, just for a minute, please.”

He pushed me again, “you are unbelievable.”

I begged, “please, I already know you aren’t wearing any underwear. Oh, I will show you mine if you show me yours.”

Brady laughed again, “you’re crazy, you just don’t know when to quit do you?”

My eyes widened, “just give me a quick look, come on, half the guys in school have seen it in the locker-room. Oh, I know, I am going to join the football team, just so I can check you out.”

He looked at me, “you are just crazy enough to do that, aren’t you?”

I nodded and raised my eyebrows up and down.

He asked, “so what are going to do if I do show it to you?”

I sighed, “probably rush home and jack off.”

He rolled his eyes.

I hung my head, “said too much again, didn’t I?”

He nodded.

I said, “ok, no more comments unless I think them through, now please let me see your wiener.”

I saw him smile, he actually appeared to be considering it. He stood up on the other side of the bed and without warning, dropped his shorts down to his ankles. I was shocked, I sat there with my mouth half open, eyes fixed on Brady’s glorious cock just hanging there. I quickly gained my senses and stood up and walked around the bed, “fair is fair, I said I would show you mine if you showed me yours.” I dropped my pants and pulled my shirt over my head. We were standing facing each other with our dicks out, mine was hard before my pants had hit the floor. I looked back down at Brady’s cock, it was also coming to life.

He looked at my erection, “shit dude, you are bigger than me.” I think this was the first time that Brady ever said something without thinking, but he was right, I was about an inch longer and a little thicker. I couldn’t stand it any longer, I reached out and took his hardon in my hand and started to stroke him. I was surprised, he didn’t stop me, he closed his eyes, and a slight moan escaped his lips. He tilted his head back slightly, I decided to take another chance and fell to my knees and took his dick into my mouth, he snapped his head forward to look down at me and gasped, “holy fuck.”

I pulled off slightly and ran my tongue around the head of his cock, he moaned again and put his hands on the back of my head, and I went back to sucking with all my might. After a couple minutes, I released his dick and started to lick his full nuts, causing a new set of sounds to escape from his mouth. I had one of my hands on his ass cheek and the other on his dick as I rolled his balls around in my mouth, I went back to sucking his cock and I ran one of my fingers along the crack of his ass. Brady lifted his leg to step out of his shorts that were still around his ankles, he spread his legs, giving me better access to his ass. Oh, I thought, he likes his ass played with, I let my finger explore more until it was rubbing his hole. He bent his knees slightly giving me more room to play, he was rock hard and fucking my face as my finger went into his ass. I fingered him for only a few seconds before he was holding my head tightly against his crotch and filling my mouth with his hot jizz. He held me tight until his spasms stopped, I pulled my hand from his ass and started to stroke my own cock, within seconds I was cuming all over his shorts, that lay on the floor.

I was licking my lips as he took a step back, “holy fuck dude, that was amazing.”

I wiped my mouth with the back of my hand and smiled, “my thoughts exactly.”

Once he thought about what had just happened, he said, “we don’t have to tell anyone else about this, do we?”

I smiled, “oh Brady, I am telling everyone I know about this.”

I saw the panic in his face, I laughed, “don’t worry, I won’t tell anyone, it will be our little secret.”

He gave me look to see if I was telling the truth, “are you sure I can trust you?”

I stood up, “yes you can trust me, besides if I tell anyone about this you probably won’t let me do it again, and I want to do it again. Would you want to do it again sometime?”

He stammered, “well, I would have to think about it, it was really great, but I have a girlfriend, and I still want to see her, although she is not near as good as you are at blow jobs.”

I laughed, “don’t worry, I don’t want to run off and get married to you, I just want to suck your cock every once in a while.”

I saw the relief on his face, I said, “I promise, don’t worry.”

He threw his cum soaked shorts into the hamper, and I dressed as he took a new pair of shorts from his dresser and pulled them on. Brady was walking me to the door as his parents walked in.

“Hey, Mom, Dad this is Adrian, he came over so we could do our algebra homework together.”

They smiled, his mom said, “nice to meet you Adrian, did you get everything done that you wanted to?”

I grinned, “oh yes mam, everything.”

Brady glared at me as I walked out the door and headed home. I was thinking over everything that had happened tonight and concluded that I liked seducing straight guys.

by Lee Obrien

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