Late 40’s [F] and the college boy [M]: A first for both of us

Just discovered this subreddit recently and I’m a total nube to writing about my experiences–so hopefully these won’t be a waste of your time. Please be gentle!

Should probably start with a little explanation. As I was growing up I was tall, gawky, had glasses and an overbite. Then I was a wrestler throughout high school, got contacts, and dental work fixed my alignment to where I’m actually a pretty good looking guy (I’m told I look like the senior in Sixteen Candles), but I still have the perception of myself as a gawky kid with glasses and can still be somewhat shy until engaged and alternate between overconfidence and no confidence.

I remember hearing my dad and his buddies laugh about how ridiculous and unrealistic “I can’t believe it happened to me” letters that were in Penthouse (or Playboy? Both?) and that’s kind of how I feel about the experiences I’ve been fortunate enough to have–I don’t consider myself overly sexual or deviant, but I’ve somehow managed to have a lot of encounters that, upon reflection, are large in volume (everything from college girls to probably an unusually high amount of milfs/cougars) and kind of unusual (in semi-public rooms, fingering under the covers in front of the girl’s family, threesomes, with food, tying up, and so on) and seem like bs.

How [M]y ex-girl[F]riend from high school eventually cheated on her husband with me nearly 10 years later

This is a true story that basically spans an entire decade. Obviously all personal details have been changed.

I went to high school in a small town. My junior year a girl moved to the town from several states away; her name was Amy. As it turns out, Amy lived only about a mile from me, but neither of us knew that at the time.

Amy and I had several classes together, but I wasn’t attracted to her at all initially. She was quite tall for a girl (5’10” or so) and, while she was skinny, she was also sort of bulky, if that makes any sense. She just didn’t appear very feminine. She had this short hair cut that I didn’t find appealing. Her face was also not classically pretty. Her body seemed about average.

She started talking to me a lot and honestly I found her annoying. It didn’t occur to me that she was hitting on me until she became way more forward about it. At this point probably half a year had passed since I first met her. When I realized she liked me, I tried to avoid her even more, because I didn’t have the same feelings towards her. This is when I realized she lived so close to me, which I was pissed about because it meant she started asking if she could come over since I was practically within walking distance.

Political discussion at the debate turns physical [mf handjob]

[Nikki Groves](http://nthegrove.playfarahpublishing.com/) wrote this little story about two college students working out their differences:

Young Republicans and Young Democrats line up outside the Thomas and Mac center with signs and posters and even effigies of the candidates. It looks more like a protest movement than the gear-up for a presidential debate.

Cathy can’t even figure out why they’re still out here. The candidates were both inside already. Tucking her arms deep into the pocket of her hoodie, she scanned the faces on the other side of the aluminum guard rail, searching for the face of her boyfriend amid all the other Hillary supporters. She’d gotten together with Paul in their second year of high school, before politics mattered to either one of them.

They’d grown up, stayed home for college, found out they both loved American politics and stood at the two polar opposites of the political spectrum. Through some miracle (or because Paul had the shoulders of a bodybuilder) they stayed together.

For now, at least.

This would be their first election, post-political awakening, and some days Cathy had her doubts.

The Last Day of Camp (MF, interracial)

Camp Black Rock was set to finish the summer without a single incident. No brush fires in the woods, no kids caught with weed, no fights, no food fights, and most importantly, a drama-free summer amongst its mostly twenty-something staff.

The twelve councilors, five men and seven women, had actually managed to bond as a team, rather than fucking each other madly until everyone was fighting over who fucked who.

The Camp Administrator, Fredrick, was more than pleased to have had such a pleasant, hard-working staff, and thus was generously going to reward them for it. Tonight, on the final night of camp, Fredrick was going to buy everyone a keg, and let them throw a full on party in the woods once the kids were confined to their cabins. He even volunteered himself and his wife to monitor the cabins, so that none of them had to work on their final night.

The Last Day of Camp (STR, MF, interracial)

Camp Black Rock was set to finish the summer without a single incident. No brush fires in the woods, no kids caught with weed, no fights, no food fights, and most importantly, a drama-free summer amongst its mostly twenty-something staff.

The twelve councilors, five men and seven women, had actually managed to bond as a team, rather than fucking each other madly until everyone was fighting over who fucked who.

The Camp Administrator, Fredrick, was more than pleased to have had such a pleasant, hard-working staff, and thus was generously going to reward them for it. Tonight, on the final night of camp, Fredrick was going to buy everyone a keg, and let them throw a full on party in the woods once the kids were confined to their cabins. He even volunteered himself and his wife to monitor the cabins, so that none of them had to work on their final night.

Tale of a batshit crazy size queen [x-post r/truebigdickstories] [MF] [cheating I suppose] [public] LONG

You all are just swell with how you received my first story, so I’ll x-post another.

Same disclaimer from my other post: I’m 47, cancer, widower, but recalling my tales is a lot of fun. I slept with 100-ish women and I’m well endowed, so lots of stories in there. Check my post history for more. And I threw an r/NSFWIAMA out there just for shits and grins. And I’ll take requests if you got something that vaguely lines up with something I’ve done.

Sorry, it’s super long. I’m a writer by trade, hence I’m a wordy mofo. Too long for the shitter, friends. And very very cock-centric since I originally wrote it for that crowd, picking out stories that focused on that. Sorry if it sounds hokey.

======

This is a story about the most cock-obsessed woman I’ve ever known. It was a girl in college named Lindsey and, sweet baby Jesus, she was something else.

It was in my third year in school. I went to a little state school in the midwest. Let’s just call it Southern Western Northwest State. It was a small school (maybe 5,000 enrollment tops) and I was in the Humanities School, studying media and English.

How a MILF at a softball game wanting cock saved my marriage (LONG – x-post from r/truebigdickstories) [MF] [Cheating] [Group] [Swinging]

I’ve been posting on r/truebigdickstories and it was suggested I post here.

Long story short, I’m 47, a widower, and fighting cancer these days, and I’m recalling my previous experiences, focusing on the big dick centric stuff b/c of that sub. But I was kind of a slut in my younger years, having slept with 100-ish women, and being endowed (9 inches or so) played a role in some of that. Most of it had nothing to do with that, but whatever. Anyway if you want to see more, see my post history.

And I know I’m wordy — I’ve tried to go out of my way to make it short. It’s still long though — I tried.

Before I get to it, I need to explain how my wife and I got together.

When I was younger (high school and mainly college), I slept with way too many women. Over 30 or so… I can’t really keep track. I had lots of girlfriends (call me a romantic, but most of the girls I slept with were girlfriends). I tried not to sleep with random girls who weren’t girlfriends though it did happen 10 or 15 times, sometimes on accident and sometimes for sport. But I did go through girlfriends like water, I’ll admit.

While my father slept. [Fm] [Fdom, Msub]

My parents had been divorced since I was about ten. It was long and messy, but irrelevant. The important thing is that my father remarried during my senior year of High School. They had met online, and had dated about a year, which was quick. After I first met this woman, though I knew what had gone through my father’s head.

Natalie was several years younger than my father, and at 48 she looked stunning. Had she any kids, she would be the personification of a MILF. She dyed her hair a dark red, and kept it shoulder-length, which perfectly framed her face. Not that her face needed help drawing attention. She had the most beautiful milk-chocolate eyes. Great men had broken down locking with those eyes. That was if they made it past imagining her thick lips wrapped around their dicks.

[MF] [public] That time my girlfriend and I accidentally put on a show for some drunk college kids

I had a lot of fun writing my first post here and got a really positive response, so I thought I’d share another story. As before, I’ll mark the beginning of the sexy stuff with a row of hyphens.

This was about two years after my last story. Immediately after graduating I moved back home to look for a job, and it wasn’t exactly going great; I’d picked an easy major because I grew up hearing how important it was to “just get a degree,” and I didn’t do any extracurricular activities while in school (not the kind you’d put on a resume, at least), so my prospects were almost nonexistent. I was living at my mom’s house with her and two of my grown siblings, one of whom had a toddler of her own (I wasn’t the only one in my family who had trouble getting their act together and adulting up). I was working as a janitor, saving money and thinking about what I should do next.