SUMMER 2018 | TAYLOR:

    Over time, Owen and I developed a social circle full of people with our similar interests, i.e. going out and fucking around with hot guys. Two of our best friends were a couple, Sawyer and Brock, who were in a similar relationship as ours. They occasionally had fun with others, but they always came back home to each other. We were all a similar age and open to experimenting with drugs and sex without getting too carried away, so we got along great.

    Sawyer was the more outgoing of the two. He was often the party planner and the glue that held our whole clique together. He was from Upstate New York and worked in the city as a waiter. His family also owned a cabin in the Catskills, and this summer Sawyer invited us to go spend a few days there. 

    "There's just one catch though: my dad's gonna be there," Sawyer told us as we all lay in his and Brock's bed naked one evening. We were all just done fucking; we fucked side-by-side before switching partners, so Owen fucked Sawyer and Brock fucked me. Now, with Brock's load inside my ass, I asked,

    "Oooh. Is Daddy hot?"

    "Trust me, you don't wanna go there," Sawyer answered. "My parents are very conservative."

    "No, they're not!" his boyfriend Brock interrupted him. "They're perfectly nice. Just because they don't talk about sucking dick all the time like you do doesn't mean they're 'very conservative.'"

    "Well either way, we're gonna have to be on our best behavior if my dad's gonna be there," Sawyer said, absentmindedly stroking my chest with his fingers before moving on down my belly, finally reaching the metal cock cage I had on.

    "What about your mom?" Owen asked Sawyer.

    "My brother Kurt just had another baby. So Mom's staying with them for the summer to help out while my sister-in-law's recovering. Thus, my dad going to the cabin by himself. I dunno, we don't have to go, it'll probably be weird…"

    "No, I think we should go," I intervened. "What, you don't trust us to be on our best behavior for a few days?"

    "I don't trust you to be on your best behavior for a few minutes," Sawyer teased and jumped on top of me, giving me a big kiss. I know that to many people having friends that you kiss or occasionally fuck seemed weird as fuck, but I'd found my tribe and I couldn't be happier.

—

    A couple of weeks later, Brock picked us up in his car and the four of us drove for two hours to a small town called Phoenicia. The place seemed teeny tiny, but apparently the cabin we were driving to was even further away, in the literal middle of nowhere. As beautiful as the nature was, to someone who lived in Manhattan it felt a bit eerie to find myself here. 

    We got out of the car and looked around. The area looked like a rural postcard; no sign of civilization anywhere other than the cabin and the two cars now parked in its driveway. 

    We climbed onto the front porch and waited for Sawyer's dad to answer the door. When he did, I saw a handsome man who looked like an older version of Sawyer. He gave his son a hug, followed by a hug with Brock and handshakes with Owen and myself.

    "Welcome. I'm Harold, or Harry if you prefer. Pleasure to have you here," Sawyer's dad introduced himself. My first impression was that he was very charismatic. Suddenly, I felt a bit self-conscious, standing in front of him in the slutty little outfit I had on. Granted, it wasn't as bad as some of the other stuff I wore around the city, but I was still wearing short shorts and a barely-there tank top, showing off lots of skin. Harry was dressed in a polo shirt and long jeans, which I couldn't even imagine wearing in the middle of summer.

    Harry proved to be a decent man from the get-go. He offered to sleep on the couch so that the four of us could take the two bedrooms. This was followed by a long back-and-forth where Owen and I insisted we should be the ones crashing on the couch, since it's Harry's house. 

    "Which is why I insist you take the bedroom," he said definitely. In the end, Sawyer and Brock took the master bedroom, and Owen and I took our bags to the guest room. We unpacked, and I gave Harry the bottle of cognac we'd brought for him (Sawyer had revealed to us that his dad was a cognac drinker).

    The rest of the day was pretty chill. We rested for a while and then we went for a hike. Back in the cabin, Sawyer made dinner for everyone. After a long chat and some TV, we all headed to bed. 

    That night, Owen fell asleep quite early. I still couldn't sleep so I got out of bed – naked except for the metal cock cage I usually had on – and I decided to go down to get some water from the kitchen. Before leaving the room, I threw on a pair of underwear just in case I ran into Harry.

    Downstairs, I realized the TV in the living room was on. I got my water from the kitchen and figured I'd say hi to Harry.

    "Knock, knock," I said, knocking on the living room door, which was slightly ajar. "Mind if I come in?'

    "No, go right ahead," Harry replied, sounding friendly. I entered the room and saw him lying on the pull-down sofa, wearing a pair of short pajama pants and nothing else.

    "Can't sleep either?" I asked, taking a seat on the armchair across from him.

    "Not yet. Just browsing to see what's on TV," he said, holding the remote. While Harry looked at the TV, I took advantage of the moment and observed his naked torso. He had a gorgeous hairy chest, which made me want to rub my hand all over it. It's funny, cuz he and Sawyer kinda looked alike in the face, but they were two completely different body types. Sawyer was skinny with some muscle on, and usually kept his body as smooth as possible. Harry, on the other hand, was big and burly, with hair all over. He even had a couple of old-school tattoos peeking through all that fur.

    "Hey, do you feel like having a drink?" Sawyer's dad suddenly asked me. "I've been tempted to open that cognac you gave me but I didn't wanna drink by myself."

    "Sure," I said, and I watched Harry as he got up and walked to the kitchen. In the back, his shorts were clinging to his ass and thighs, giving me an excellent view of what a nice ass he had, especially for a man his age. A minute later, he returned to the living room with the bottle and two glasses, and we cheered to a good summer.

    "Thanks again for letting us take the bedroom," I said to our host.

    "No worries, I know how it goes. You're a young couple, I'm sure you need your… privacy," Harry said with a wink that I wasn't expecting from him. For someone described by his son as "very conservative," Harry sure seemed to allude to sex quite quickly.

    "Haha. Well, privacy or no privacy, I'm sure we would've been fine, if you know what I mean," I winked back.

    "What do you mean?" Harry asked coyly, taking a sip.

    "Let's just say this wouldn't have been the first couch we've ever done it on," I replied, all too happy to continue to talk about sex.

    Harry and I watched TV and chatted for about an hour. The cognac did its job and helped us relax. Just as I was about to head on up to bed, Harry stopped me and said,

    "Can I ask you something? I'm sorry if it's personal, but… what's that you have on? On your– On your dick?"

    Sawyer's dad pointed between my legs, and it was only then I realized that the white briefs I'd put on were almost transparent, and you could easily make out the ridges of the cage through them.

    "Um, no, I don't mind answering," I said, although still hesitating how to go about it. "It's, umm– It's a cock cage. Or a chastity cage. I can– I can show you if you want."

    Harry nodded, so I pulled down the front of my briefs to show him.

    "What's it for?" he asked, inspecting my crotch.

    "Uh, it– it basically keeps my cock locked. My boyfriend's got the key. It makes me horny to wear it and then the pleasure's bigger when I take it off and get to cum."

    "I see," said Sawyer's dad. "Thank you for explaining that. I've never seen one of those before."

    "No problem," I replied, pulling my briefs back up. It was a good thing my dick was locked, because otherwise I would be sporting a full-on erection by now. I could feel my cock pulsing in its cage, turned on by my exchange with Harry. 

    "It was fun drinking with you," I added. "Have a good night."

    "Night, Son," Harry said as I left the room. It might just be my imagination, but out of the corner of my eye, I thought I saw him reach down between his legs and adjust his cock in his shorts.​

—

    Two days later, Sawyer and Brock were out getting groceries, and my boyfriend and I decided to go out for a hike, since there wasn't too much to do anyway. Feeling unsurprisingly horny, the hike quickly turned into me leaning against a tree and Owen fucking my ass. We took all of our clothes off and left them on the ground. We stood there in our sneakers, Owen completely naked and me wearing a yellow jockstrap.

    "What's that?!" I asked when I heard a noise from behind us. It sounded like someone might be approaching, and I was worried about being caught.

    "It's nothing, just a squirrel," said Owen and continued to rip my ass in half. "You like that?" he repeated several times while fucking me. All along I thought he was talking to me… until I turned around a few minutes later and finally realized we weren't alone.

    The "squirrel" that had caught us was actually Harry, and Owen knew that. I'd of course told my boyfriend all about my conversation with Harry. "I don't think our friend's dad is as conservative as Sawyer makes him out to be," I'd told Owen the following morning. Now, Harry had been standing here for ten or fifteen minutes, watching me get fucked without me knowing. The whole scene made me even hornier, and once again my cock pulsed in its cage.

    "Yeah, you like that?" Owen repeated, his slicked dick driving back and forth inside of me. 

    "I do," Harry answered, making eye contact with my boyfriend before looking at me. He was shirtless, in a pair of cargo shorts, and this time I was certain that he reached inside his shorts to grab his cock.

    Owen continued to fuck me, and he soon announced "I'm about to cum inside him," talking to Harry instead of me.

    "Do it," the handsome man encouraged my boyfriend. A few moments later, I felt Owen's balls emptying inside my guts. He filled my hole with his nut, hitting my prostate as I leaked precum through my metal cage. All along, Harry was our attentive audience. His hard cock was now out of his shorts and he was jacking it, looking like he might cum on the grass any second.

    "Wait, don't do it just yet," Owen said to the handsome daddy. "Wanna cum inside him instead?"

    The fact that Owen was offering my ass up without even consulting me was such a turn-on! One, he knew there was no way I would say no to being bred by Harry. But also, my boyfriend knew I loved it when he treated me like a hole he got to pimp out to whoever he pleased.

    Harry looked at us hesitatingly. This might be a step too far for him, but his rock-hard boner was an indicator of his interest. He stroked slowly while he watched my boyfriend shoot the last of his sperm inside my ass. As soon as Owen pulled out, Harry took a step forward.

    "Go for it," Owen said encouragingly, giving my ass a smack and serving it up to Harry like on a platter. Sawyer's dad decided to be spontaneous and he drove his dick inside of my ass quickly, before he could change his mind. Harry had a fairly short dick, probably smaller than average, but he made up for it with how thick it was. It even took my experienced hole a few seconds to get used to the man's girth. Using my boyfriend's cum as lube, Harry thrusted inside of me. He fucked fast, like a jackhammer, his only goal being to unload inside me.

    "Fuck yeah," I moaned, closing my eyes and taking a deep breath. I felt a combination of pristine nature air and man sweat, mixed together. A minute later, Harry was shooting Sawyer's little brothers and sisters inside of me. 

    "Oh fuck!" he grunted, holding onto the waistband of my jock. As my insides started to soak up his daddy jizz, I was in heaven.

    Once it was over, Harry pulled out and put his dick away.

    "Please don't tell Sawyer about this," he asked earnestly. "Please."

    "Of course. I promise," I said. I didn't like keeping secrets from my friend, but it would be really shitty to betray Harry like that.

    "Thank you," Harry smiled. "Now, what do you say we go back to the cabin and have a drink?"

    I put my clothes on and I took Owen's hand, walking alongside Harry to the cabin with both of their cum filling up my insides.​

​

Read a lot more about Sawyer, his brother, and their dad in Making My Straight Brother a Porn Star and Making Our Straight Dad a Porn Star