VAUGHN:
On Christmas morning, my brother and I – both in our 40s – went downstairs to open presents that our parents had left for us under the tree. Many of the decorations were even older than we were, providing for a proper sense of nostalgia. Two of the gift-wrapped packages included matching pajamas for Craig and me, so we said we would go upstairs to put them on. Rather than going into separate rooms, we both snuck off into Craig's room.
"I still have your cum in my ass," I announced proudly before my brother pulled me in for a big kiss.
"Do you really?" he asked, sliding his hand inside the sweatpants I was wearing. I felt his fingers poking my asshole, and I let out a soft moan.
In one swift move, my brother pulled down my pants and squatted behind me. Before I knew it, his tongue was penetrating me and I relaxed my hole, allowing his sperm to slide down his tongue and into his mouth.
"Fuck. You just ate your own load," I noted a moment later as Craig stood back up. "I never knew you were so kinky."
"This wasn't even my first time," he confessed. "Back when Lucy and I used to have sex, I would always eat my jizz after cumming inside her. But, this was indeed my first time eating it out of someone's ass."
"Well I'm happy to be your first," I said, giving my brother another kiss.
"C'mon, let's put these PJs on and go downstairs," he said, reminding me that our parents were still waiting for us by the Christmas tree.
We spent two more nights at our parents' house, and my brother fucked me on both occasions. It was so hot and dirty, especially since our parents had no clue what was happening right under their noses. When we got back to Chicago, I dropped Craig off at his suburban house before driving to my apartment in the city.
Somehow, my apartment felt empty without Craig, which was crazy considering he'd only spent one night here. Because of that, I was happy to get a call from my brother on New Year's Eve, asking if he could join me again.
"Lucy and the kids were supposed to be back from Montana by now," Craig explained, "but they changed their flight. And… I don't wanna be all alone on New Year's."
"Of course. I'm going to a party but you're welcome to join me. Or we can do something else if you want," I offered.
"No, we can go to that party, if it's alright with the hosts."
"It's a friend of a friend, having a big bash at his apartment, so I don't think they'll even notice or care if one extra person shows up," I said. "But fair warning: I think it's gonna be all gay men there."
A couple of hours later, Craig showed up at my place. We had a few drinks and we took a cab to the party. It was only a few blocks away, but it was way too cold for us to walk there. The weather stood in stark contrast to the temperature at the party. The heat was cranked up and more than half of the almost-100 guests had their shirts off.
"This apartment is huge," my brother said as we made our way through the drunk partiers in order to get a drink. The crowd was a venerable who's-who of gay Chicago, and it even included some visitors from out of state.
"Austin?!" I said in disbelief as I spotted a familiar face helping himself to some vodka at the kitchen island, which had been turned into a bar.
"Vaughn! Oh my God, hi!" Austin said with a smile, putting the vodka bottle down and pulling me into a sweaty hug. He was shirtless, wearing a pair of black shorts that could've passed for underwear.
"This is Austin," I said to Craig. "He's also from Minnesota. He and I used to go to summer camp together."
"Ahh, summer camp. I remember like it was yesterday," Austin said, shaking Craig's hand and adding, "Your buddy Vaughn here is the one who taught me to jack off one summer."
"And, ahem, this is my brother Craig," I announced to Austin.
"Nice to meet ya," Craig said with a smirk. "I'm gonna go check the fridge for some beer."
Once we were alone, Austin turned to me and said, "Oh my God, I'm so so sorry I said that to your brother. I thought he was just a friend, I was trying to be funny."
"That's alright, my brother's cool," I said. Frankly, if this had happened ten days ago, I would've been mortified for my brother to hear something like this. Thankfully, my relationship with Craig had thoroughly changed over the holidays. "Besides, you were telling the truth: I was the one who taught you how to jerk off," I said to Austin with a wink. "What're you doing in Chicago, anyways?"
"I'm just visiting for a few days with my husband," Austin explained.
Although I hadn't seen Austin in many years, we were still Facebook friends and I was aware that he got married recently.
"Where's your husband? I'd love to meet him," I said.
"I think he's in one of the bedrooms fucking someone," Austin said nonchalantly.
"Is this… that kinda party?" I asked.
I'd been to plenty of sex parties before, but I wasn't explicitly aware that this would turn out to be one of them. Had I known that, I would have given Craig a warning.
"Yeah," Austin nodded. "The host just asks to keep it confined to the bedrooms and not have sex out in the open. I've already been fucked twice since I've been here."
"How many bedrooms are there?" I asked with interest. "And is one of them available for you to get fucked a third time?"
Eager to relive our youth, Austin smirked at me as he grabbed my hand and pulled me down a hallway. We walked in an empty bedroom and within seconds, Austin had my pants around my ankles and he was sucking my cock. Once he got me hard, my buddy hopped onto the bed and got into position, doggy style.
I stood behind Austin, pulling down his booty shorts and licking my lips at the sight of his freshly fucked hole. His pucker was completely smooth and shiny from a likely combination of spit, lube, and cum. He looked back at me, his eyes begging for me to be his third load of the evening (and probably not the last).
I bit my lip and stepped forward, driving my cock into Austin's used and willing hole. After bottoming for my brother, this was a welcome change in sensation. I could feel the two anonymous loads from earlier, which provided the perfect lubrication. Even though I wasn't the first guy to fuck Austin tonight, he still had a tight grip on my shaft with his sphincter.
My buddy moaned appreciatively while pushing back with his hips, almost cooing in delight. I held onto his hips tightly and started blowing out Austin's back, my balls slapping his taint loudly. Damn, it felt good to fuck again! I was just getting into a good rhythm when the door suddenly opened, making us both turn and look… only to see my brother standing there.
"Sorry. I was looking for you," Craig explained sheepishly while I was balls-deep inside another man.
"Wanna watch?" Austin asked mischievously, without missing a beat. He was one kinky fuck, I'll give him that.
Craig and I caught each other's eye and I nodded, turned on by the idea of my brother as an audience. Craig merely shut the door and went to lean against the wall. With us both in clear view, I continued fucking Austin, adjusting my stance a bit so my brother could easily see my cock as it plunged in and out of Austin's slutty hole. Judging by Craig's growing bulge, he was certainly enjoying the show.
"Why don't you come over here and I'll take care of that for you," Austin suggested to Craig a couple of minutes later, when he noticed his arousal.
"No, thanks. I'll just watch," Craig responded, rubbing his bulge a bit but not pulling out his cock.
I wasn't sure if I should be surprised or not. Craig had only recently begun having sex with me, so a threesome – especially one with his own brother – might still be too much too soon for him. Nonetheless, he continued palming his thick shaft through his jeans while I pounded Austin, who was getting almost obscenely loud.
"Oh fuck! Fuck, your brother's dick is amazing," Austin cried out, looking my brother square in the eyes. Craig gave the tiniest grin.
I hadn't cum in a few days and I was quickly approaching orgasm. Moments later, I was adding a third load to Austin's hole. As I finally pulled out, he fumbled with his shorts, extracting a small buttplug from his pocket. He asked me to push it in, making sure all three loads he'd collected would stay safe.
"I'm saving these for my husband," Austin explained with a grin and the three of us left the bedroom to rejoin the party, as if nothing out of the ordinary had happened.
I spent most of the time socializing with my brother and some other friends I knew that were in attendance. Austin stuck around for a bit, but kept disappearing, probably collecting more loads. Whenever we bumped into each other, he gave me an update. By midnight, he had apparently reached eight loads in total.
As the clock struck twelve, my brother and I gave each other a traditional New Year's kiss. It was just a quick peck on the lips that lingered longer than it should have between two brothers, but none of the other partygoers noticed or paid attention. An hour later, we decided to call it a night, heading back to my place to decompress.
Back at my apartment, I could tell my brother and I were both tired. We immediately stripped down and jumped into bed. Craig turned his back to me and chose to lie on his side, but something told me he needed some human contact. I inched closer until I could spoon him from behind, wrapping my right arm over his chest. My assumption was right, as my brother hugged my arm to his torso and even wiggled backward so that my cock was rubbing against his crack.
"It was pretty hot watching you fuck your friend earlier," Craig whispered.
"Yeah? I was surprised you didn't wanna get your dick sucked. Austin was more than willing," I replied, hugging my brother even tighter.
"I definitely considered it, but seeing you like that made me think of... something else," Craig continued shyly.
"Oh? Like what?" I asked, curious where this was going.
"It made me wonder what it's like to get fucked," my brother admitted. "I could tell you enjoyed it, and Austin was definitely loving it. I thought maybe… maybe you can help me see if I like it, too."
My body froze at Craig's words. Was my big brother really suggesting what I thought he was? My masculine, butch brother wanted to get fucked – and he wanted me to do it! As the realization sunk in, my dick started to harden even though I'd already gotten off a couple hours ago. My whole body was responding with arousal, and I pulled my brother closer into me.
As my cock grew, it wedged itself between my brother's asscheeks, almost like it was searching for his virgin hole. I kissed the back of Craig's neck while gyrating my hips, already leaking precum. I never thought this day would come, but I found myself wanting nothing more.
"Yes. I'll fuck you, bro," I whispered in his ear.
I got up and reached for my bedside table, where I kept lube and poppers. I wasn't quite as hung as Craig was, but this was his first time so he would need all the help he could get. I pulled back the covers to see that my brother's cock was just as hard as mine. He was clearly excited by what was to come.
I walked around to his side of the bed and I pulled his legs until his ass was almost hanging off the mattress. I knelt down so I was face-level with his hole, getting some lube onto my fingers. I then handed him the bottle of poppers.
"I'm gonna lube you up first," I explained. "When you feel my finger start to push in, I want you to take a hit from that vial. It'll help, trust me. Most important of all, relax and breathe."
Craig nodded in understanding and lifted up his legs. Although he was undoubtedly nervous, he didn't really show it. I licked my lips at the second hole I got to see tonight. This one was much different. Whereas Austin's ass was completely smooth, Craig's was totally hairy. A slut like Austin could handle anything, but Craig was tight and fresh. Virgin.
I worked some of the lube onto my fingers and gently circled his pucker. Using my index finger, I started to push in. Overhead, I heard Craig breathe deeply from the poppers, making his tight hairy hole instantly relax.
"That's it. How's that feel?" I asked as my slick finger went two knuckles deep.
"It's different, but I like it, I think," my brother moaned.
I added a second finger, feeling Craig tighten again. After another few hits of the poppers, he was able to release his grip. He was doing quite well for a first-timer. While my two fingers worked to loosen him up, I noticed his cock was still rock-hard and now steadily leaking precum. I rotated my wrist, pulling out and pushing back in, giving my brother the first finger-fuck of his life. He moaned contentedly and his free hand shot to his dick in response.
"Think you're ready?"
"Y- Yes," Craig stammered. "Just go slow."
I stood up and got ready to take my brother's v-card. He dutifully held onto the back of his legs as I lined my cock up with his furry hole. We held eye contact while I started pushing inside him. The cockhead slipped in easily, but he still gasped. I held the position until he nodded that he was ready for more. I started pushing again, inching myself inside him.
I got half of my seven inches inside him, when Craig pushed against my thigh to get me to stop. Again, I waited patiently, knowing he needed time to adjust. His eyes were scrunched in concentration. I reached down and stroked his hard cock, knowing that would help him relax.
"You're doing amazing, bro. Just a few more inches and it'll all be in," I encouraged him. "Take another hit of the poppers."
Craig did as instructed. I waited a few seconds after he finished inhaling and then I started pushing again. It didn't take long before I bottomed out, my cock completely buried in my brother's no-longer-virgin hole. I knew I'd hit his prostate, as his eyes nearly rolled back and another heavy spurt of precum dripped from his dick.
"Holy shit, Vaughn! I've never felt anything like this. This is amazing," Craig panted.
"Just you wait," I growled, thrusting back and forth gently.
I hugged his legs to my chest and started pulling out, just a few inches, before pushing back in. Craig whimpered, but did nothing to stop me. He was putty in my hands now that he'd learned the power of cock inside him. His arms drifted overhead, resting on the mattress and a slight smile splayed across his face as I continued fucking him.
I went slow and steady until I knew he was fully adjusted. Soon, he was pulling on the back of my thigh, encouraging me to go harder. I leaned down to kiss him before giving him just what he wanted. Standing tall, I held his legs apart by the ankles and I really started pounding into him. I didn't go quite as rough as I did with Austin, but it was still hard enough to make the whole bed shake.
"Oh fuck, Vaughn. Fuck my ass!" Craig moaned in a tone of voice I'd never heard from him.
I loved hearing my name coming out of my brother's mouth as I ravaged his ass. It turned me on to see how quickly he shifted into a submissive role, taking my dick like he was born to bottom. I also loved how fucking tight his hole was! I hadn't been a guy's first in a very long time, and this was truly an amazing feeling.
For the next hour or so, my brother and I made love on my bed. We switched from missionary, to doggy, to him riding me, and then back to missionary. I jerked him off while I fucked him on his back. I got closer and closer, until I finally came, filling up my brother's insides with my fraternal seed. Seconds later, thanks to the tight grip of my hand, Craig shot his load all over his stomach.
Once our nuts were nice and empty, we went back into a spooning position, with me assuming the role of the big spoon. In my arms, my hairy brother felt like a big teddy bear. It was a hell of a way to start the New Year.