collection of stories you shouldn't read at work
Saw this a while back on Amazon; if this sounds familiar could you provide the title or author?
It’s a reluctant gay erotica. Takes place on a beach (uninhabited?) where I think the two washed up? One is gay the other is not and they share some “experiences” :) together? I guess the gay guy converted him somehow?
Sorry for the vagueness. Let me know, thanks!
I hope you guys/gals enjoy. This took place several years ago, when snapchat first became popular and it was VERY easy to click the wrong person (not sure if more experience, or updates, that doesn’t happen as frequently).
A bit of backstory:
My ex and I had just broken up, after 3 miserable years. Anyway, I was online flirting and trying to get laid as any 20 year old guy wants to do after a shitty break up. My ex’s best friend Monica, and I had developed a completely platonic friendship that maintained through the breakup. We would talk maybe once or twice a week.
Here’s the story:
I had gotten a few girls to send me nudes and we were playing back and forth. It was pretty late maybe 10pm. Well Monica snaps me while I’m playing. Easy enough, send her my face, the girls my cock. Well Monica and I start making plans to work out the following day, go for a run or something. Then I get a snap from some chick her tits were perfect round and perky nipples, falling over her arm. Damn, my cock began to throb. She wanted this 8+” cock. I snap a picture of me holding it, select her name click send. *next screen. Showing a filled in arrow next to monica* “FUCK” I think instantly. Maybe it’s a glitch. I’ll wait it out. *seconds later; new message from monica* “SHITSHITSHITSHIT” I hold my breath as I open the message.
James had never imagined he would end up in prison. He had been in his last year of university, just trying to make a little extra money on the side. Make a dent in his mounting student loan debt. Selling coke to dumb frat kids in clubs for his druggie friend. He never thought he would get caught. Yet now here he was, stuck in this bleak, stone building with a bunch of violent criminals for the next couple of years.
James had been in prison for about almost a week now. At first he had been terrified about getting stabbed or beaten to death by some thug for looking at him the wrong way. At 5’9, skinny and white James didn’t think he’d be much good in a fight. Even at 23 he had a young face with dirty blonde hair and bright blue eyes. He looked boyish and afraid. But he’d found if he kept to himself and didn’t interact with anyone in the prison gangs then he could go about his day unmolested. He’d even struck up some friendly conversations with one or two of the more non-violent inmates.
I’m on a “date” *with a guy*. Me, the kind of shy, almost wall-flower type guy who, although he knows he shouldn’t (heck, I’m married and all), has agreed to go on a “date” with a guy who obviously wants to “dominate” over me sexually… it’s the kind of scenario in which this other man knows somehow that deep down in this somewhat quiet, nervous guy (me) is the need to be fucked, and fucked well, and if he plays his cards right, he can play off of this married-guy’s need/desire to feel like he’s being dominated and receiving sexual attention/pleasure.
This arranged meet-up and “date” is such that there we are having a drink, and yet underneath the table-cloth covered corner we are sitting at, the dominate man starts to make a move; he grabs my crotch to feel the goods hiding there, and I, I’m just turning beet red, but also not telling him not to do that either. He knows that as long as he is patient, and gentle (at least until I can “take it”), he’ll be fucking my tight married ass before the night is over…
I guess, like most bros, my story starts in my youth. Regular stuff you know. In middle school and jr. High (5-8 grades). I would go to my friends house where he had found his dad’s old porn mag stash. We would sit in his room or go out to the barn at the back of the pasture and look at all the topless chicks. Sometimes we would JO, sometimes mutual JO, and there were even a few BJs in there.
Looking back it is quite hilarious because, especially in the early years, because we didn’t actually know what we were doing so we would just do stuff till we got tired. It wasn’t until 7-8 grade that we realised that there was a completion state. After 8th grade me and my friend kind of drifted. We went to high school and kinda found our own groups.
I never really struggled with my sexuality, from a pretty early age despite my homophobic family I was pretty aware that people are people. I have always assumed everyone is bisexual/pansexual and if you see someone you like, start a conversation. People will catch that you are trying to flirt and if you are the wrong gender for them they will most likely let you know. I don’t understand why that is such a difficult concept to understand. Anyway, I digress.
Back in early college I was quite a party girl. Even though I started feeling and behaving like a girl early on in life, I was for the most part a closet gay crossdresser until high school. Being a short and super thin Asian boy with soft skin helped me pass off without the aid of hormones so I was relatively confident in my looks unlike most trans-girls that age. When I turned 15 I began transitioning but even before then I was always mistaken for a girl.
College was a fresh start and I totally embraced it! I could be me, the real me for the first time in my life and as such I was so ready to let myself experience men and the attraction I had for them that was always suppressed due to the fact that everyone in my small town knew I was not a cis girl. While I had dated guys in high school, we always had to keep it relatively secretive because well, it was high school in the late 2000’s and kids were jerks!
Characters: James (Reader), Zach, Shane, Chris, Harry, David
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After much debate, The beds are decided. Zach, Shane, and I in one bed, and Chris, Harry, and David in the other. Zach, the largest, would sleep in the middle, with me and Shane on either side. I figure Zach should emit plenty of body heat. He seems fat, but beneath that flab is lots of muscle, burning calories and making heat. Awesome. Shane, however, has a bit of muscle, but is kind of skinny. Less warm. We decide to just get it over with and climb in to bed. We awkwardly strip nude. Everyone tries to look away from each other, but being on a swim team, I’m pretty used to male nudity. We get into bed. Zach’s size proves to be a bit problematic, but it’s nothing more than our hips touching gently. It’s actually kind of pleasant. I see the dicks of both Zach and Shane briefly. They’re both circumsized. It’s weird that I didn’t know that, despite knowing them both for years. “Good night guys,” says David, and he turns out the lights.
I’ve actually been really unsure as to whether to recount this story from last weekend – on reflection I feel really, REALLY guilty about it. But, at the same time, it was a surprising and weird but erotic encounter, so I don’t want to shy away from it. So, here goes!
I share a house with three other students, one other girl and a male gay couple who have been my friends for about eight years now. Although the two of them are inseparable, this past weekend was an exception – a holiday weekend where one of them was going home to visit parents while the other’s family were on holiday elsewhere, leaving him to stay in the house. Likewise, while my other housemate was also back home for the weekend I’d also decided to stick around – partly to avoid seeing my parents, partly just to keep my best friend company.
We hadn’t actually hung out as just the two of us for a long time, so we found ourselves planning a suitably fun nerdy weekend – long hours sat in front of video games while chatting and being silly for the most part. Come Sunday evening, and having exhausted anything much else to do, we’d decided to amass a variety of alcohol for a late night of drinking in front of whatever rubbish we wanted to watch or play.
I should preface this story by saying that I am straight, generally, and had never been with a guy before this story. This was a few years ago, when I was 24, living in New York City and dating a girl long-distance.
My girlfriend and I had been together for a few years, since college, but an amazing opportunity took her to another city for two years. I found myself on the Greyhound a lot and, when I wasn’t with her, often sexually frustrated–especially as I saw all my friends living it up as single guys in their twenties in NYC.
One day, on one of those nights when I was away from my girlfriend all my friends were out hooking up, I strayed from my normal porn appetite onto Craigslist’s casual encounters page. I wasn’t really planning to do anything there–I had never cheated on her–but I decided to browse and click a few ads. I started on the w4m section, but it soon became exceedingly clear that every one of the ads there was posted by a prostitute or a spammer. So I drifted over to the m4m section, mostly out of curiosity–and while most of the ads were not my style, one caught my eye. It was a guy a little older, 28 years old, who had posted a simple message offering a free, no-strings-attached blowjob to a straight/curious guy. His apartment would be dimmed with straight porn on the TV, and whoever answered the ad could walk in, get sucked off, and leave anonymously.
Sam came into the gas station holding Lauren’s hand affectionately, already walking towards the register. Both were wearing skimpy shorts from my apartment, Sam wearing one of my undershirts and Lauren a tank top. Their hair was disheveled and it was quite clear that neither were wearing a bra or panties; Lauren’s perky erect nipples pointed out of the thin cloth with her C cups spilling out the sides of the top. From a profile view her tits bounced and swayed, easily visible. Sam’s choice of undershirt proved to be tiny on her larger body, barely covering her smaller but equally surreal tits. Both of their asses spilled out of the shorts, and the outline of their pussy lips were defined, sticking as if already moist.
“You didn’t think I would do it, and that’s exactly why I fucked your girlfriend gay, Chris. I drove all the way from Georgia just to humiliate you. Ever since that conversation, I have been talking to your girlfriend behind your back. First, we became friends and then I slowly started bringing up my bisexuality. It was actually pretty easy to convince her to try it,” Sam said matter-of-factly, taunting me: “you must have been pretty fucking pathetic in bed.”