Once a Cheater, Pt 1 by Natty Soltesz
I had trouble staying faithful to my boyfriends in college. But then I met Geoffrey and I thought, "This is it." He was gorgeous and intelligent; we fell deeply in love. Six months in I asked him to marry me and we set a wedding date for a year after that. I never had the slightest urge to cheat on Geoffrey that entire time. Or if I did I wasn't aware of it. To compromise what we had for a cheap fling seemed inconceivable.
To that end my bachelor party was a low-key affair: just my two groomsmen, Chris and Bobby, who were college buds of mine. No strip clubs, no wild hotel room parties: just dinner and drinks at a bar.
It was fun, though Bobby seemed disappointed it wasn't crazier. He'd been giving me some kind of vibe all night. Bobby's straight and if I'm being honest I'd always been attracted to him. But he was a pussy hound who'd never showed any interest in other guys.
Then, just after Chris headed to the bathroom and left me and Bobby alone for the first time that night, Bobby turned to me.
"Getting married tomorrow," Bobby said, shaking his head.
"Sure am," I said, smiling and raising my gin and tonic.
"This is kind of lame for a bachelor party, don't you think?" he said.
"Nah," I said. "It's just what I wanted. I want to be fresh for my big day. I don't want to be walking down the aisle all hungover."
"Yeah but it's your last night of freedom. Your last night as a single man. Remember when we used to go out and try to break up straight couples?" he said, raising his eyebrow at me.
"Ha! Yeah, we were even successful once or twice," I said. Bobby leaned back against the bar.
"So you're really ready to settle down?" Bobby said.
"Sure am," I said. "I love Geoffrey. He's the only one I want to be with," I said, nodding. Bobby kept staring at me and I began to get nervous.
"What if you could be with me?" he said.
"What do you mean?" I said.
"What if I said I wanted to send you off?" he said, and moved closer to me. "I've always been curious about having sex with a guy," he said quietly. "We've certainly flirted with it a little. Wouldn't you want to experience that before you were tied down for the rest of your life?" he said.
"Aw c'mon, man: you're straight. Quit it with that shit," I said. But Bobby just gave me this level, serious look that sent my heart racing. God he was hot: dark-haired, muscular, and I knew he had a huge dick.
"Chris will be back from the bathroom soon," he said, moving his lips next to my ear. "When he gets here I'm gonna say I'm feeling tired and need to head back to the hotel. After I go, you do the same. Let me know when you get back and I'll text you my room number," he said.
"You're serious?" I said, but he `d already looked past me. I followed his gaze: Chris was coming back. Bobby glanced back at me, then drained his drink as Chris approached.
"Another round?" Chris said.
"Sorry man I'm crashing," Bobby said, picking up his jacket. Chris protested but Bobby held firm. "I'll see you guys tomorrow," he said and headed toward the door. I watched him go. Just before he stepped outside he shot me one last, intense look.
My whole body was shaking. Chris could tell something was up but he didn't know what. When we finished our drinks we ordered a cab and headed back to the hotel. In my room I was tense, jittery. I took a shower to calm myself down and when I checked my phone Bobby had texted me.
"You back yet?" he said.
"Yeah," I texted.
"Room 426," he texted. Then, a picture of his cock: half-hard, thick as a baby's arm. "Come get this," he said.
In a daze I pulled on some sweatpants and a t-shirt and headed down the hall to his room. "I'll just talk to him about it," I told myself. But then I got to his door and tried the latch and it opened right up.
"Hey," Bobby said from inside. The room was dim but then I turned the corner and saw him: naked, spread-eagle on the bed. He was running his hands over his hairy, muscular chest as his enormous hard-on pulsed between his killer thighs. He tweaked his nipples and stuck his tongue out at me. "Time for your real bachelor party to start," he said.
"Fuck dude...I can't believe this," I said. This was Bobby, my old friend. "So why not enjoy it?" I thought. Some fun before I'm tied down, indefinitely. Chance of a lifetime.
"Get on this dick, man," Bobby said. I got on the bed between Bobby's legs and took in the sight and smell of his towering, straight-guy dick, his trimmed pubes and big, hanging nuts. I'll just suck it, I thought. A bachelor party blowjob; I'll never think of it again.
I started by licking his balls. The smell and taste of them was incredible. Bobby moaned. "Oh fuck yeah, bro. Tongue those nuts," he said. I licked up his thick shaft to the head of his prick which had a drop of precum on the tip. I tasted it. "Taste good?" Bobby said.
"Yeah man," I said.
"Savor that shit," he said. I stroked up his shaft, squeezing to produce more precum which collected on the tip. Then I licked that off, too. "There you go, bro," he said.
I took his cock in my mouth, all thick nine inches of it. Bobby moaned. "Fuck you give good head," he said as I bobbed my head on his rod. "Is my cock bigger than Geoffrey's?" he said.
"Yeah," I said, both humiliated and turned on by the admission.
"Enjoy that big fat dick, man," Bobby said as I worked on his prick. From there things progressed quickly. One moment I was sucking his cock and licking his balls and next thing I knew he was lifting his legs in the air and telling me to eat his ass. He moaned so loudly as I worked my tongue into his hairy hole. Then he had me lie back and sat on my face, jacking his cock as he rode my tongue.
"Fuckin a, man, never had my ass licked before. Feels good," he said, keeping up a steady stream of dirty talk that made my cock hard. He reached down and started stroking it and next thing I knew he was stuffing my cock into his throat as I stuffed my face into his ass.
Bobby had such an unbelievable muscle butt and it was a trip to feel my straight friend going down on my dick while I licked him where no one had ever licked before. But the real shock came when Bobby lifted himself off my face and straddled my dick.
"Might as well go all the way if I'm goin this far," he said, giving me a cocky half grin as he worked his hole against my cock.
"I don't have any condoms," I said as I felt his virgin hole start to grip my cock head.
"Fuck it, dude," he said breathlessly. "This is the one time I'm ever gonna do this so I want to feel it all," he said, and with a groan he slid down on me entirely. "Oh shit," he said, and I could feel his hole tightening then relaxing around my dick. "Fuck, bro. That feels alright," he said, and started to bounce on it, his hard cock bobbing as he rode me.
"Oh fuck Bobby I'm not gonna last long," I said. The sight of my butch straight buddy riding my raw dick was too much for me to handle.
"Yeah?" Bobby said, looking proud and only bouncing on me faster. "Go ahead man, cum inside me. Knock me up," he added with a smile, and I felt my nuts start to empty into him. He sat down on me entirely as my cock pulsed and shot into him, again and again. "Fuck yeah, bro," he said, giving me a huge grin. Then he pulled off of me. "Damn that was hot."
"What about you?" I said, catching my breath. Bobby didn't say anything. He just took my ankles in his hands and threw my legs over my head. Next thing I knew his tongue was lapping at my asshole.
"Fuckin hot pussy, bro. I knew you'd have a nice hole," he said, eating me out like I was some primo piece of ass he'd scored at the straight bar. My cock shot right back up. But when he positioned his prick at my hole I balked.
"I can't, man," I said.
"Why not?" Bobby said.
"I'm a top," I said. "I never do that."
"You really gonna deny me this, bro?" Bobby said, teasing my hole with his giant, hard dick. "C'mon, I just took yours. This is your one opportunity to have me fuck you," he said, pushing himself more and more against me. My cock throbbed. "Tell me you're gonna turn that down," he said.
"Just put it in a little bit," I said. Bobby smirked and got some spit on this cock, then pushed the head inside. "Oh fuck that hurts," I said. Bobby held it there for a moment, and just when I started to get used to it he pushed more inside, inch after inch until, finally, he was in me completely.
"There you go, bro, take that fat dick. You like having some straight cock in you, don't you?" Bobby said.
"Fuck it feels good; I can't believe it," I said.
"Hell yeah it does," Bobby said. "Have you let Geoffrey fuck you?" I was speechless. Bobby grinned in my face. "You really haven't, have you?" he said. He took my hard dick in his hand stroked it. "I've known you longer than him: makes sense I get first crack at that pussy, bro," Bobby said. All I could do was stare at Bobby, my oldest buddy, fucking me raw just like he'd fucked hundreds of cheap sluts during our crazy college days.
The harder he fucked me the more I wanted it. When he flipped me over and fucked me doggy style I turned into a total slut.
"Give me that dick, man," I said.
"I love it when you talk like that," Bobby said.
"Fuck me, bro. Fuck me raw," I said.
"Fuck yeah, man. You like taking my dick? Doing what you won't do with Geoffrey?" Bobby said.
"I do man, I love it. Fuck me like I won't let my husband fuck me. Oh, fuck!" And with that I came again, all over the bed. Bobby just kept fucking, pounding me mercilessly as I took every inch.
"Gonna cum in you, bro. Take this load. Fuck!" he said, holding his dick deep in me as his nuts unloaded. When he was done he collapsed next to me.
"That's some good tail, not gonna lie," he said with a sigh.
It could've ended there. I could've headed back to my room, taken a shower, rested up for my big day. Expect it didn't, and we fucked all night long without a wink of sleep. He put three loads into me all told, and came down my throat once as well. I never got to fuck him again but I didn't care: I got off on being his man slut for the night.
Next thing I knew the harsh light of morning was coming through the window. Bobby and I were half-passed out in his bed, limbs intertwined, naked bodies smeared with sweat and sex juices.
"Guess we gotta get into our tuxes," Bobby said. I put my arm over my eyes.
There was nothing else to do, however, but go forward. I headed up to my room, I took a shower. I got into my tux and, only a few hours after having raw, flip-fuck butt sex with my straight groomsman, I was walking down the aisle toward my fiance.
A church full of people, all smiling at me: my mom, my dad. Brother and sister. Aunts and cousins. And Geoffrey, of course: beaming, fresh as a daisy. All while Bobby's three loads of cum dripped out of my hole and down my thighs.
"Do you promise to love him, comfort him, honor and keep him, in sickness and in health..." the minister intoned. I looked at Geoffrey and smiled. Then I looked over at Bobby, who grinned. "My load is in him, too," I thought. "Forsaking all others," the minister continued, "And remaining faithful to him, as long as you both shall live?"
Bobby winked at me.
I took a deep breath, then turned to my fiance and said "I do."
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