I Dare You

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It was a hot July afternoon in that summer of 1987. I was seventeen years old, and hanging out in rural Tennessee with my best friend, Ryan Conner. My parents thought he was a bad influence on me. He had been suspended from school numerous times for fighting. His dad was a drunk and because of that, he spent most of his time away from home, usually getting in trouble.On that particular day, he had brought a friend with him. Paul was a year younger than us, and already a juvenile delinquent in his own right. We played a game of basketball, before deciding to take a rest from the sweltering heat.?So what do we do now?? Ryan asked.?A little game of truth or dare!? Paul answered.Ryan and I rolled our eyes. "What are you?" Ryan said to Paul. "Twelve?"?Okay,? I said. ?Truth or dare?? ?What? I'm supposed to go first?? Paul asked.?It's your game,? Ryan said.?Okay, truth,? Paul answered.?Who do you sexually fantasize about when you jerk off?? I asked.?Oh come on, man!? Paul answered. ?That's gross. I don't jerk off. I don't need to.??Truth or dare?? Paul asked me.?Truth," I said.?Have you ever had sex with a guy?? he asked me.Paul's question really hit a nerve with me. No, I hadn't. But I certainly wanted to.?No,? I said. ?Hell no!?Things started to get a little more out of hand at that point.Paul pulled out a pack of cigarettes and lit one up. Then he handed one to Ryan. It was Ryan's turn.?Jimmy,? he said to me, ?truth or dare???Dare,? I said.?I dare you to take a drag.??Come on, you're not serious???You're the one who said dare,? he insisted.?Okay fine,? I said, indulging him. "Dude, you guys are gonna get cancer some day," I said to them. "Get that shit away from me." "Hey," Paul said. "I live and die by my choices."A short while later, it started to get out of control.?Truth or dare?? Ryan asked me.?Dare.??I dare you to go into that junkyard across the street and smash a window.??Oh come on,? I protested. ?My parents will kill me.??You have to do it, Jimmy,? Paul said.I thought about it for a moment. And then the three of us walked over to the junkyard. We climbed the fence and I grabbed a rock and threw it into the windshield of an old car. Paul and Jimmy noticed an old Harley Davidson that was in pieces under a tarp. "Come on, you guys!" I shouted. "Let's get the fuck out of here!" "Fixed up, that would be a pretty bitchin' Harley," Paul said. "I'll have to come back here and make them an offer." "You don't work," Ryan said. "Your grades suck, and you're a juvenile delinquent." "Dude, my parents are loaded," Paul said. "They give me whatever I want as long as I stay out of their way." At that moment, guard dogs started chasing us and I knew I needed to get the fuck out of there. Adrenaline rushed as I hopped back over the fence. The three of us ran for our lives.?I'm done playing truth or dare,? I said.At that point, Paul had to get going. It was just me and Ryan.?I dare you to suck my dick,? Ryan said.?Dude, I know you're just kidding!? I said.He laughed.Later that night, Ryan and I snuck out and met up near the park where the three of us had played earlier. This was a somewhat normal routine. His dad would come home drunk, he'd sneak out and I'd join him. We would usually stay out until the wee hours of the morning when his dad would be passed out and it would be safe for him to return home.?So were you really kidding about wanting me to suck your dick?? I asked.?Kinda,? he responded.?What do you mean kinda???Well, do you want to find out?? he responded.My face turned red. He unzipped his pants and pulled out his dick. ?You might not get another chance,? he said.?I don't know,? I said. ?I've never done anything like that before.??Neither have I,? he said.?I don't think so,? I said, though I desperately wanted to. He started to put his dick back in his pants.?Wait,? I said, stopping him.?You really want me to do this???If you want to,? he said. ?It's up to you.?With that I leaned over, put my face in his crotch, and began to suck his cock. I wanted to pinch myself to be sure I wasn't dreaming. This is the one moment I had waited for throughout my entire childhood. isvecbahis (https://isvecbahis.me/) I wanted Ryan Conner so bad. And at least for this moment, he was all mine.I continued to suck his cock until he came. I swallowed every drop of his load.?Are you okay?? he asked.?I want to get off,? I said. ?Will you suck mine??He put his dick back in his pants and zipped them up.?Sorry,? he said, ?I don't do that.?My moment was over. I can't describe how truly amazing it was while it lasted.For the next three years, I couldn't stop thinking about that night. I became obsessed with him. In fact, so obsessed that I nearly lost him. Our friendship was never the same.Three years later, he told me that he had found a girlfriend. I told him that I'd be happy for him if he wanted me to. Then he dropped a bombshell when he told me that she was pregnant and he was going to ask her to marry him. I was left speechless. It was then that I knew Ryan was gone. He was truly gone. For the rest of my life, he would be the guy I compared all of my boyfriends to. Nobody would ever be able to live up to him.After high school, Ryan and I lost contact completely. I went on to come out of the closet and move to the west coast. He went on to join the military, get married, and raise his children with his wife. We went on to two very different worlds.Now it's been twenty-four years since that night. I'm not a seventeen year old boy with my life ahead of me anymore. I'm a forty-one year old man who has known true love twice in my life and lost it both times. I had been out of the closet since my teens. I was as gay as they came. One of my former lovers moved me from Tennessee out to California, where we became part of the lively gay scene in San Diego. That relationship lasted for six years and then, we simply parted amicably.One night, I was at my computer searching through craigslist for a man around my age, not in the closet, not married, not into sucking and fucking and then never speaking to me again. As I perused the ads, I quickly found that would not be the case. Every single ad was along the lines of ?Afternoon fuck?, ?Hosting in my hotel room?, and ?Just a sucker for big cock u host 44?.Then, at the very bottom of the page, I saw an ad that read, ?Nice guy looking for same, no hookups please?. I responded to the ad, gave him my cell phone number, and invited him to text me. A few hours later, there was a text: ?Thx for responding to my ad?We texted nonstop for a few days, asking the usual questions: "Are you a top or bottom?", "what do you like to do sexually?", etc.Unfortunately, he was a bottom. So was I. This was the case with nearly every man that I met. His name was Josh. We agreed to meet at a coffee shop.Josh was a big husky-looking guy. He was very attractive, quite a few years younger than I, but we seemed to at least click as friends. Once we reached a comfort level with each other, we left the coffee shop and headed to the bar.Josh introduced me to a few of his friends and he seemed very comfortable in that environment. He was an outgoing, social type person. I was a shy guy who never really felt at home in a bar. I think Josh sensed that, but it didn't seem to bother him.I watched him socialize and it became very clear to me we weren't going to be anything more than just friends. I think he realized that too. All around me were beautiful, twenty and thirty-something men. One by one, they looked away when I gave them eye contact. I get it. I'm an old troll.Later on, Josh invited me to come over to his apartment. We talked for a while before he turned out the lights and put in a movie. Then he took his shirt off. For someone not into hookups, he was definitely giving me those signals. Slowly, we began to cuddle. Then I reached for his pants and touched his dick. He recoiled.?What's wrong?? I asked.?Nothing,? he said.He then proceeded to unzip my pants and suck my dick. I have to say he gave really great head. Shortly after, we took our clothes off. He got down on his hands and knees and told me he was ready for me to fuck him.But my hard-on quickly died.?I'm sorry,? I said. ?This isn't going to work, is isveçbahis giriş (https://isvecbahis.me/) it??He got up and started to put his clothes back on. He kissed me.?It's okay.? he whispered.We agreed that we would remain friends. But I knew this would be the last I would see him. Such is life.A few weeks later, Josh was out of sight and out of mind. I logged on to facebook and noticed a that I had a new friend request. ?Holy crap!? I said. It was from Ryan Conner.In his profile, he described himself as married, working in a warehouse in Ohio, and listed about 300 friends. I browsed the pictures and couldn't believe what I saw. His oldest son was now 24 years old and had a son of his own! His wife was the pregnant girlfriend that he married after high school. He seemed to have his life together.We made contact and after many texts, emails, and phone calls, I got on a plane to Dayton. After a long, three-hour flight across the country, I picked up my luggage and waited at the curb for Ryan to arrive. Nervous as hell, I waited.Ryan pulled up in a big black Hummer and stepped out to greet me. I couldn't believe it had been so long since I'd seen him. We put my luggage in the back and were soon on our way.We conversed about our lives. He knew that I was gay and confessed that was always something he always had a hard time with-- not because he's homophobic, but because he was well aware of my obsession with him. It made it difficult to have any normal kind of friendship. I understood completely.?Do you remember when we were seventeen and we played truth or dare and you asked me to...? I said, but he cut me off.?I did that for you,? he said. ?Because I knew you wanted it. Not because I was gay.?There was an awkward pause."So I have an interesting story to tell you," Ryan said. "About a guy I know named Jack. who works with me.?Jack was a buddy of mine in the army. We did some really crazy shit back in basic. One day, I brought a chick over and we all took turns fucking her, including Jack. What I didn't know at the time was that Jack was gay and it was his first time banging a chick. He later told me this after he knocked some chick up off post."?Interesting,? I replied, not knowing what else to say.?So you're married, yet you brought a girl to your barracks for all your army buddies to fuck?? I asked. ?Does your wife know about that?? Ryan grinned ear-to-ear. Then he laughed.?Jimmy,? he answered. ?What I didn't tell you or any of those guys was that the girl I brought to the barracks was my wife.?Oh my God. I was stunned.?Allison!? I said. ?You brought Allison into your barracks to share with all your army buddies???Jimmy, have you ever heard of cuckolding?? he asked.?Isn't that like an open-marriage kinda thing?? I said.?Not exactly,? he replied. ?In an open marriage, each partner goes off on their own with the other partner's approval. In our case, watching her get plowed by other guys is actually what gets me off. She gets off watching me fuck other women. But I choose the men who fuck her and she chooses the women I fuck.??Interesting,? I said.?I've fucked some butt-ugly women,? he continued. ?But it wasn't about what turned me on. I did it because it turns Allison on. And she screws the guys I choose because it turns me on.??Do you guys have a threesome? Is that how it works?? I asked.?No,? he said. ?When she's screwing a guy, I usually sit there and watch. She watches when I screw a girl. If she's not there when I'm banging one of her friends, she wants me to come home and give her every detail down to how many drops of cum I shoot all over the chick's face.??Then what?? I asked.?Then we go and screw,? he said.?Just like that???Yep. Just like that,? he said.?When we first got married, she wanted nothing to do with that,? he continued. ?She almost left me. But I got her into it. And now she loves it as much as I do, maybe even more. It's what keeps our marriage together.?We finally arrived at Ryan's house. After I settled into his guest room and got comfortable, he introduced me to Allison, as well as his teenage daughter Jenny and his ten year old son Kyle.* Shortly after, I went isveçbahis yeni giriş (https://isvecbahis.me/) downstairs to join the family for dinner. Jenny set the table for the four of us: Ryan, Allison, herself, and me. Kyle, however, sat quietly at his own table in a corner across the room. Allison handed Kyle his dinner and then returned to the dining room table to join the rest of us. "Kyle decided to smash the neighbor's windshield with a rock," Allison said, explaining the odd seating situation. "Chip off the ol' block," I said. Ryan gave me a disapproving glare. "Sorry," I said, not wanting to interfere with their discipline. When we finished dinner, Kyle was sent back to his room. Jenny went upstairs to do her homework. At last, Ryan, Allison, and I were alone. At first, we talked about old times. We talked about school and friends that we hadn't heard from in decades. "So whatever happened to that scrawny little twerp you used to hang with?" I asked. "You mean Paul James?" Ryan answered. "Yeah," I said. "He just got out of prison," Ryan said. "His old lady left him and took their daughter. Now she and the daughter live out of her car." "Holy shit!" I said. "We see Paul sometimes when he throws a party, and I'm not gonna say we don't occasionally dabble in certain illicit substances, but it's all good," Allison added. Then the conversation took a very different sort of turn.?So what about you?? Allison asked. "Did you ever meet Miss Right?"?No,? I said, ?I haven't.??Actually," I continued. "I was in two relationships, both long term. And both with men." "What happened?" Allison asked. "They just ran their course," I answered. "Like any other, I guess." "I know that you used to have a thing for my husband," she said. This came down like a lightning bolt. Suddenly, I felt as though I was on the defensive. "That was a long time ago," I answered.I looked over at Ryan, who smirked back at me.?No," I said. "I'm long over that." "Are you?" she asked. "Definitely," she said."We never really get over those we fall in love with when we're young," she said. "Throughout life, we always seem to carry a torch, comparing all of our future lovers to that one special person." Now, she was making me uncomfortable. "Okay," I said nervously. "Where is this going?" "You mean to say you've never once thought about, you know, doing it with a girl?" Allison said. "Well," I said. "Maybe once or twice, but..." "Remember earlier today when I told you about what me and Allison do in our marriage?" Ryan said. "Yeah," I said. "There's a reason I told you all that," he said. "And the reason is that I've chosen you for Allison. And if you do her, I'll do you. Just like you've always wanted." I wanted to crawl under the table. No, I wanted to leave. "I don't know what to say to that," I said. "Look, maybe this thing works for you guys. But it's just not for me." "Jimmy," Allison said. She began to take off her shirt and bra.?Have you ever seen a naked woman?? she asked."No," I said. "We need to stop this right now." "Come on, Jimmy," Ryan said. "I dare you."Then, Ryan stood up, taking Allison by the hand. ?Let's take this upstairs," he said.Allison and Ryan got up from the table and headed for the stairs. Ryan looked back to me.?Come on, buddy,? he said.I got up and followed them upstairs. I don't know why. But I did.In the bedroom, Ryan and Allison took their clothes off as I sat in a recliner in their room. I assumed this was the chair that they used for the purpose of watching their significant other have sex with other people. ?It vibrates,? Ryan said. ?Here let me show you.?Ryan showed me the vibration controls and switches. He was standing naked, stroking his cock, knowing how much it still turned me on. That cock that I had sucked so many years ago still looked just as inviting. It was a beautiful moment. He smiled at me before turning back to his wife, who lay naked on the bed with her legs spread.He put his mouth to her pussy, taking special care to make sure I had a good view of her open cunt. Then he fingered her as she began to moan. At this point, I got a raging hard on. I took off my pants and began stroking myself.I watched as he played with her breasts and licked them. He then kneeled over her, facing me, as he put his cock between her tits. Watching him titty-fuck her made me understand what he got out of cuckolding.