AUTHOR'S NOTE / DISCLAIMER
This series involves cuckolding, and contains both gay and hetero sex. If this does not interest you, you will not enjoy this story.
***
Things continued on the same trajectory for the rest of the week. Riley came over a couple of times. One night, we both sucked Chris's cock together before he fucked her in front of me in the living room again. The other night, he just took her into his bedroom for the entire evening and I could only sit outside, listening to them fuck, stroking myself.
One of the nights that she didn't come over, Chris and I were sitting on the couch, both in just underwear. I didn't usually just wear underwear around him, but I had started wanting to show off my toned body for him. I did catch him looking at me a few times, especially at my butt, and eventually he pulled his hard cock out of his boxers and motioned wordlessly for me to come to him. I eagerly got on me knees in front of him and blew him. While I was sucking him off, he called Riley on the phone and told her what I was doing. He held the phone to my mouth so she could hear me moaning on his dick, and I heard her giggling. Then he told her he was going to cum on my face and hung up the phone. He pushed my mouth off his dick, held me in place by my hair, and jerked his cock until he was spraying my face with his load. I caught as much as I could in my mouth.
The only thing that didn't happen was Chris fucking me. To be honest, I was a little disappointed by this. On Thursday, I even went to the mall after work and bought a few pairs of skimpy, brightly colored men's briefs, the kind I imagined gay guys wear. I wore a pair that evening, trying to show off my ass for him in the hopes that he'd want to pound me again. He definitely looked, and at one point squeezed and slapped my butt aggressively, but he didn't take it any further than that. Instead, Riley came over and that was the night he took her straight to his bedroom.
Saturday arrived, the day of the party we had decided to throw because my high school friend Ben was in town. I had set up plans to grab coffee with him in the afternoon just to catch up with him one-on-one. Before I left, Chris told me that while I was gone he would go out and pick up beer. Riley was there too, stringing up some lights as decoration.
I decided to take this opportunity to reiterate the point I had made before, as I had been getting a little nervous about it. "So, uh, guys, just to be clear, you all aren't going to be, like, playing around together at the party, right?"
"No, baby," Riley said, "we'd never want to embarrass you like that."
"Yeah, man," Chris agreed. "I might have you both riding my cock after the party's over, though."
My dick twitched at this, and I was glad I had put on one of the skimpy pairs of briefs I had gotten, this one with bright pink and blue stripes. "Ok, well...thanks," I said, a little awkwardly, and left to meet up with Ben.
When I walked into the coffee shop we had agreed to meet up at, I scanned the room for Ben. At first, I couldn't spot him, but then I saw a bearded guy with thick black hair sitting in the corner and realized it was him. He was wearing a v-neck t-shirt, a pair of sunglasses pulling the collar down a bit to reveal a tuft of chest hair, and skinny jeans. He looked a little hipster-ish, and was clearly in shape without being super muscle-bound or anything.
I walked up to him. "Hey, Ben!" I said. "I barely recognized you with the beard! You've certainly, uh, grown up a lot since we were teenagers."
He laughed a little and got up to give me a hug. "Lucas, how's it going, man? So great seeing you again." I realized that, other than putting on a little muscle, I probably looked much the same as the last time he saw me.
We ordered coffees and sat back down at the table in the corner. For a while we just chatted, catching up on our jobs and what we'd been up to the past several years. Ben was single and had a job that allowed him to travel a lot, which he said he enjoyed. I found myself a little in awe at how attractive he was - given everything that had happened in the past week, I was definitely more open to viewing guys in that way, but it was a little weird with Ben. We'd been friends since we were kids, and I remembered him when he was just an awkward teenager. But now it was like I was sitting across from a male model.
I told him that I had been dating this girl, Riley, for the past couple of months. "Yeah, I saw that on Facebook, man, congrats," Ben said. "I hope you don't mind my saying so, but I checked out some of the pictures she has posted and, dude, she is fucking hot as shit. You're a lucky guy."
I laughed and thanked him, thinking that he wouldn't be worried about offending me with that statement if he knew that my roommate had been fucking her in front of me for the past week. This thought made me realize I should probably let him know about Chris in advance of the party.
"So, uh, it was actually pretty weird, I introduced her to my roommate Chris for the first time last weekend," I said, "and it turns out they used to date in college. Crazy, right?"
Ben looked surprised and laughed. "Wow, man, that is some bad luck. How did that go?"
"They've actually both been really cool about it, it hasn't been too awkward," I said. "They're both back at my place now getting the place ready for the party."
"Are you serious?" Ben asked. "You left them alone together? I don't know if I could deal with that."
"Yeah, it's a weird situation, I guess, but I trust them both," I said. Ben just kind of shook his head a little, clearly incredulous but not wanting to say anything that might upset me.
He changed the subject, and we chatted for a few more minutes before he said he needed to get back to his hotel to get a little work done. "Sure, no problem," I said. "See you tonight, okay?"
"Yeah, can't wait, man," Ben said. "Let's get drunk together, we've never done that before." I laughed and agreed, and he left. His skinny jeans showcased his ass nicely and I watched him leave, my dick twitching in my pants a little.
***
By that evening, we had the place set up for a party. The couch and chair were moved up against the wall, the coffee table was moved into the hallway, and some folding chairs lined the perimeter of the living room. The center of the room was now empty so that people could dance. The fridge was well stocked with beer, and the kitchen counter was lined with all kinds of liquor.
Before things got started, I changed into a nice pair of jeans and a button-up shirt. Chris wore jeans and a tight-fitting blue t-shirt. Riley went into my room to change, and I was eager to see what she'd be wearing. When she emerged, I was stunned. A black skirt hugged her hips, stopping just an inch or two below her butt, and a white button-up blouse barely contained her perky tits, ending a couple inches above her waistline. The bottom button was undone so that you could see her belly-button from the right angles, and the top three buttons were undone to show off plenty of cleavage. You could directly see the top of the red bra she was wearing, the rest of it visible through the light fabric of the blouse.
I watched her enter the room and my jaw dropped. "You like?" she asked, doing a little spin for me and Chris. I just nodded. "Your friend is gonna be so jealous, huh?"
"Um, yes, that's for sure," I said, smiling. "I'm gonna have fun showing you off tonight."
Starting around nine, people started trickling in - mostly friends of Chris or Riley, as I was still pretty new in town and hadn't made all that many friends. Chris's friends Dan and Alex, whom Chris and Riley told me earlier that week had tag-teamed Riley in college on multiple occasions, arrived pretty early. Dan was a pretty typical jock with short, light brown hair. Alex was Latino, wearing a tank top that nicely fit his smooth, fairly muscled body. Just the thought of these two and Chris taking turns on Riley's pussy gave me a hard-on. Both of them gave Riley tight, lingering hugs, saying it was great to see her again and that she looked hot, but nothing too inappropriate.
A friend of mine from work, Steve, also showed up. He was a few years older than me but was a pretty cool guy. When I introduced him to Riley, he was clearly taken aback and told me I was the luckiest man in the world. I smiled, put my arm around her waist, and agreed with him.
Gradually the apartment became filled with the kind of young, attractive people I would have expected Chris and Riley to hang out with. I didn't know most of them, but they all seemed pretty cool. The guys were universally impressed with Riley's outfit, some of them getting a little grabby as they greeted her, but nothing out of line. Chris and Riley mostly kept their distance from one another, respecting my wishes. Dance music was playing and alcohol was flowing. Everything was going well.