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CHAPTER 6

Illicit Escapades

HARVEY:

    As a teenager I participated in quite a few circle jerks with my male friends, but I'd grown out of it by the time I graduated college. I got married to my ex-wife, and after our subsequent divorce I only ever hooked up with women. Until that one fateful weekend last year, when I had sex with another man for the first time. But the most outrageous part: that man was my son Cooper.

    Since both of us were single, Cooper and I had ended up sharing a hotel room in Las Vegas. It was fun to jerk off together, get sucked by him, and yes – as one thing led to another – even fuck his ass. It was spontaneous, we both enjoyed it, and I didn't feel particularly guilty about it. At least not until we returned home to Wisconsin.

    Being back home changed everything. I felt incredibly awkward every time I talked to my son. What the hell were we supposed to do now?! It's not like we could date and become a couple. And we couldn't be fuck buddies – for God's sake, he was my son! I wanted him to meet a nice man, settle down, maybe start a family. So I came to the conclusion that it was probably best to forget everything that took place in Vegas and simply forge a "normal" father-son relationship with Cooper.

    Easier said than done. As the months passed, I kept having dreams about our illicit escapades. I downloaded a dating app and met up with a bunch of women, but none of them succeeded in making me forget about Cooper for longer than a few hours. One night, as summer ended and the weather started to get colder again, I was unable to sleep so I got on my computer and booked tickets for my son and me to go to Florida later in the winter. I purposefully picked Valentine's Day again. I was too nervous to approach Cooper while we were at home, but maybe sharing a hotel room again would break that wall of awkwardness between us.

     Thankfully, that is precisely what happened. As soon as Cooper and I were in the same hotel room in Tampa, I decided to bite the bullet and step out of the shower fully nude. Then, I slipped into the same bed as my son. He was taken aback, but he didn't kick me out. Instead, Cooper did something much better: he let me suck his cock for the first time.

    The following morning, we went down for breakfast together. It was Valentine's Day, so the hotel restaurant was decorated with flowers and kitschy balloons. I expected Cooper to ask why we didn't spend any one-on-one time back home – and that's just what he did as soon as we were done eating.

    "It's hard to explain," I prefaced. "I didn't know what kind of relationship to have with you after we left Vegas. I didn't want to be a distraction in your life. I want you to date around and meet a man and settle down. Obviously, I can't be that for you."

    "But then why did you book this trip for us?" Cooper asked.    

    "Because… as hard as I tried, I never forgot about all the fun we had. And how good it felt," I confessed. "A part of me always hoped that if we share a hotel on Valentine's Day again… things would turn out like they did last year."

    "Dad," Cooper said softly as he reached across the table and took my hand in his, "we can hook up when we're back home, and I can still date other men. You'd be surprised how many guys are into the whole father-son thing. You aren't a distraction; I missed you terribly. This past year we only saw each other during family events and I was happy to see you, but I missed that sort of intimacy that we shared in Vegas."

    "This weekend's just getting started," I noted. "Let's make the most of it, and we'll also do better after we go back home. I promise."

    Cooper and I left the restaurant and got a car to drive us to downtown Tampa, where we spent several hours shopping and sightseeing. I was willing to bet most people assumed we were a couple, especially since we frequently held hands. 

    The sun was still out when we returned to the hotel room, but Cooper blocked it by closing the curtains. We shed our clothes in comfortable silence, ready to take a little nap to recharge our batteries. We slipped into bed and I lay on my side, with my son pressed against my back, his arm curling around me. Our naked bodies fit together naturally and we dozed off like this, with Cooper's cock wedged between my asscheeks.

    I stirred awake half an hour later, feeling the firm press of my son's boner against my lower back. I shifted my body carefully, guiding him until his shaft settled between my asscheeks again. The warmth of Cooper's body surrounded me, making me feel comfortable and keen for more. My heart was racing, feeling his erection somewhere so intimate.

     "Son? You awake?" I whispered softly.

     "Mhm," he replied, his breath warm on the back of my neck.

     "What does it feel like to get fucked, Coop? Think I could handle it?" I asked him bluntly. I was nervous, but this felt like the right time.

    My son's arm tightened around my waist, pulling me closer. "Yeah, Dad, you could take it. Are you asking me to be the one?"

     "I want you to be my first," I replied, craning my head until our lips met. The kiss started soft, turning deeper and sloppier as our mouths moved together, a heated sexual urgency building between us.

    We pressed our bodies together, our hands stroking each other's bare torsos. I cupped Cooper's chest, feeling the steady rise and fall of his pecs as he inhaled and exhaled. Then, my fingers roamed down to his abs, each touch drawing a soft moaning sound from my son. I raised his arm, pressing my face into the dark hair of his armpit, breathing in his scent, which stirred something deep in me. Then, my tongue flicked out, tasting the salt of his skin.

    "Fuck, Dad," Cooper grunted, shoving my head deeper in his armpit. 

    A minute later, I moved lower, kissing along his torso until I reached his cock, thick and ready for me. Wrapping my lips around it, I swallowed him steadily. It fit more naturally in my mouth now compared to last night – or maybe it was simply the fact that I felt more confident. 

    I worked my way down, relaxing my throat until I was deep-throating my son, his full length buried inside me, his pubes tickling my nose. Cooper's hand rested in my hair, not pushing, just holding my head in position as he let out a low groan and shot a large wad of precum down my gullet.

     "Lie on your stomach," he told me, his voice rough with need.

    I took his dick out of my mouth and I followed my son's orders, stretching out on the bed with my ass up in the air. Cooper moved over me and leaned down, his lips brushing the back of my neck in a trail of kisses that sent shivers through my entire body. His tongue licked down my spine in a deliberate and slow motion, until he finally reached my ass. Then, Cooper parted my cheeks and his mouth found my hole, his tongue pressing flat against it before circling the rim.

    As my son's tongue pushed inside, all wet and insistent, I felt my body respond by melting down into the mattress. Every muscle loosened, especially my sphincter, welcoming Cooper's tongue into me. I heard and felt him spit on my hole a few times, using his saliva to eat my ass. It was a wild and new sensation for me, and I filled the room with my moans.

     "I brought these," Cooper said after a while, reaching for the nightstand and taking out some lube and poppers. "Lube up your hole for me. And inhale from this bottle to help you relax," he added, opening the small brown vial and taking a couple of hits of the poppers as a demonstration.

    I'd been watching some gay porn over the past year, so I knew about poppers, even though I'd never tried them. It seemed simple enough, though. I inhaled through each nostril and immediately felt a buzz. It was somewhat disorientating, but it didn't last long. It did make my asshole open up, however – I felt it myself as I applied some of the lube onto it.

    Cooper took the bottle of lube from me and used it to slick up his hard cock. "All fours, Dad," he said.

    I positioned myself in the middle of the bed on my hands and knees. My son lined up behind me, the tip of his dick nudging my hole. He pushed it in with a stretch that burned at first, making me tense. I winced, feeling sharp discomfort. "More poppers," I muttered.

    With my hands on the mattress, Cooper was the one who opened the poppers and held the little bottle in front of my nose. I inhaled, which eased some of the pain. He also added extra lube to his cock, and then pushed forward, inch by inch. The initial ache faded, turning into full-body pleasure as my hole adjusted to my son's dick.

     "I'm all the way in," Cooper breathed, holding still for a moment.

    Then, he began to thrust with a slow but steady rhythm. Our bodies connected, feeling closer than ever before – even when I fucked Cooper. Maybe it felt so intimate because this was my very first time getting fucked by anyone. My moans turned to gasps as Cooper entered new depths of me, hitting my prostate, which made me grip the sheets and beg for more.

    "Keep doing that," I requested. "But I wanna try it on my back. I wanna be able to see you."

    Cooper withdrew his cock, giving my hole and short little break as I rolled over and spread my legs open. He entered me again, which felt much easier now on the second go. My son and I smiled at each other and he leaned down to kiss me, his body covering mine as he continued to thrust inside me. My cock was trapped between our stomachs, leaking precum that stuck to our skin like glue.

    In a display of strength, Cooper wrapped his arms around me and rolled us over. He was now on his back with me straddling his waist. I looked down at my boy, who was a boy no longer. He'd grown into an amazing man, strong, handsome, and caring. I noticed just how hard I was; my cock looked bigger than I'd ever seen it in my life. I started riding my son, rotating my hips like I'd learned from a few of my former female fuck buddies. With each rotation, more of my precum landed on Cooper's belly.

    "Fuck, Dad, you're so fucking tight," Cooper moaned.

    "Is that good?" I asked.

    "Yes, it feels amazing," he assured me, his eyes rolling to the back of his head.

     Even without saying it out loud, we knew that we were both close to cumming. My hand pumped up and down on my cock, matching Cooper's rhythm as he planted his feet on the mattress and started to thrust upward into me. I was the first to go over the edge, showering my son's torso with an obscene amount of thick paternal cum. Cooper followed a few seconds after, burying his shaft deep as he blew, filling me with his warm seed.

     "Happy Valentine's Day, Dad," he said softly as I bent down to kiss him one more time, his hips still moving gently within me.

    "I love you, son," I said. "And I promise: this time we won't waste a year until we do something like this again. After we go back to Wisconsin, we'll keep it going. I'll fuck you, you'll fuck me. Hell, if you get a cute boyfriend… maybe you can both fuck me."

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