**Hello fellow internet deviants! I'm Adam Longstaff, newly unchained pervert and aspiring internet erotician. I'm hoping to write a lot of stories over the next few weeks, some real, some embellished, some clearly fiction (can't wait to fuck another succubus!). Keep an eye out and please feel free to help me with editing and style, like any good sub I'm always trying to learn to do better.*
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So, where to begin with these tales of debauchery? Why, with the first time of course! In my city there's a bar that has a drink called "Nightime at [nearby beach]", with the ingredients listed as rum, shame, and "other things". I've always found this particularly hilarious because I truly did lose my virginity at said beach, and it was, indeed, rather shameful.
I had been living in Connecticut for a number of years when my friend Patrick invited me up to the beach for a week with his family, a trip they'd been taking for years every summer. Pat was my best friend, a hulking 6'3", 230 lbs, wide-shouldered red-faced young man with a big round head that he kept shaved, a stark contrast to my willowy 6' 140 lbs at the time, my blonde hair down past my shoulders and messy, often falling in front of my blue eyes. I grew up not far from the beach we were going to, and Pat and I spent a fair bit of time driving around with me pointing out all the cool shit in the area. It was the summer after my senior year of high school, I was 18, and headed to college in the fall. I was beginning to feel nervous about the fact that I was still a virgin; most of my friends, both male and female, had lost their virginities in high school, but I hadn't fit in well and when opportunities did arise, I missed some really obvious signs. Looking back I can now pinpoint the exact time I should have kissed any one of a number of my friends. Oh well, hindsight's 20/20.
One morning later in the week Pat and I woke up on the gigantic pullout couch in the hotel room right on the beach, both a little hungover, but generally up for another day of lazy mischief. We got dressed and headed down towards the pier to find some food, and on the way we passed three young ladies, sitting down on the edge of the sidewalk. Pat was always a player, and before I knew what had happened he'd struck up a conversation with them, leaving me to walk 10 more feet down a crowded summertown sidewalk. I went back and found Pat standing over the three girls, that big shiteating grin taking up the whole bottom half of his face. They were eating it up, whatever bullshit he was spewing and by the time I got there they were charmed. Introductions were made and I learned that Clair was the thin, pretty bleach blonde wearing a little too much makeup, Maggie was her taller, broader, tanner brunette friend, and Becky was the mousy girl sitting furthest from us, hiding behind Maggie's tan, muscular arm. We found out that they were also visiting from CT, not far from where Pat and I had gone to high school. We chatted for the next few minutes before Pat proposed we all meet up later that night. Pat's parents always brought a ton of booze, and his cousin had some weed, so the six of us (Me, Pat, his cousin, Claire, Maggie, and Becky) could all meander down the beach, bring a blanket, and get fucked up. Everybody seemed excited about that plan, except Becky, who just sort of nodded as she was swept along for the ride.
Pat got their numbers before pulling me away from them to go get food. I was never much good at introducing myself to women, but once I got my foot in the door, I LOVED talking to them, my nerdy little brain trying to study them like an species of angels I could never hope to understand. I'm a hopeless romantic, and a Goddess worshipping hippy submissive, so I tend to put women on a pedestal a little. Claire had taken a shine to me and we'd flirted a little, so I had that going for me. I was smiling pretty big when Pat stopped and turned back to look at me a few hundred yards later. "You're gonna get laid tonight." He said, matter-of-factly, a wry smile crossing his lips. For a moment I could see a distant look in his eyes, almost like he'd gazed into the future and seen it happen and was merely pronouncing it done beforehand. Or maybe it was a moment of scheming I'd caught, that hamster just cranking away on his wheel behind my friend's big dark eyes. Either way, I knew that tone of voice, and knew that Pat had just set the course of our fates for the evening.
We frittered the day away wandering the shops and eateries (fuckkkk, shitty french fries are soooo good!) before a short but brutal thunderstorm forced us back to the room. It had been blazing hot all morning, and the storm cooled things down a little, but the sun that came out just after 3 PM was just as hot, leaving it hazy and breezy and a little stifling, as storm clouds continued to darken the horizons, but always seemed to stay out on the borders of the sky. We both took showers and dressed as nicely as we good, which still meant board shorts and flip-flops, but at least our shirts had buttons on them. Pat had made us stop off at the pharmacy earlier and buy a pack of magnums. I'd told Pat how big I was, and he claimed to be of a similar size, so we'd both need them if tonight went the way we hoped. We stashed them in our pockets and met Pat's cousin on the porch that connected to the rooms his family was sleeping in. Together we set off into the darkening twilight as the setting sun painted glorious purples strokes across the cloudy skies.
There was a chance of some weather tonight, but we didn't care. If we had to come back to the room, it was big enough we could still probably all watch a movie or something. We met the girls further down the beach in front of their hotel, and together our merry band trekked further along, out past where the hotels' lights reached, onto the wet, packed sand. The girls had brought a big blanket, and we got it spread out, Pat and Maggie sitting on one corner smoking their cigarettes as Pat's cousin pulled out his pipe, which he packed and passed around. Everybody took a hit, except me on the first round, and Pat gave me shit about being a narc. I'd never smoked before and I was nervous about trying to still be cool and handle smoking. But when it came back around to me the next time I grabbed the pipe and managed to get an ashy hit (there wasn't much left in the bowl at that point), held it, and exhaled to cheers from the circle.
Pat had managed to swipe a fifth of smirnoff from his parents, and we had solo cups and orange juice to mix with. Pat made me one "Pat-style" he called it and I watched as he filled the solo cup up to just below the rim with vodka, then added just a splash of OJ. He then made another for himself, and we tapped glasses as I made eye contact with him and took four big deep gulps, draining most of my drink in one go. He laughed broadly and we all started to relax, getting a pretty nice buzz going. The night had started to cool off a little, but the alcohol had me feeling warm, so I took off my shirt, which prompted Pat to suggest we play strip truth or dare. We all agreed and the questions quickly became pretty dirty; we soon found out that Claire had one of her C cups pierced under her bikini top, that Maggie "didn't mind" anal, and that I was uncut, which caused the girls some stir. They wanted to know what it looked like, to which I coyly suggested they'd have to come up with a truth or dare so terrifying i'd have no choice but to strip. They pondered it for a moment before Pat drunkenly leaned over to whisper to them.
"Hey, no fair! Cheating!" I cried, leveling an accusatory finger across the blanket at my friend, who waved his palm at me and said "shut up dude! I'm trying to help!" He conferred with the girls for a minute before they came to a solution, and Claire turned to look at me. "How many women have you had sex with?" was the question they had arrived at, and I saw Pat's big wolfy grin as he knew he'd handed me a way to ratchet up the evening. I kept my face blank as I stood up and slowly pulled down my swim trunks freeing my half-hard cock to the cold night air. The girls whooped and hollered for a minute, taking turns getting a little closer to look at it. Claire stared for a minute longer and then looked up at me, giving me a little wink that caused my heart to skip a beat and my cock to twitch a little.
"So, that either means it's a lot or a little, which is it?"
