Tag: High School

[LONG] [MF] Roommate Strangelove or: How I learnt to stop worrying and to be her sub

This story revolves around me trying to hook up with a gorgeous blonde and ending up being the fuck toy of her (equally gorgeous) bbw roommate…enjoy.

For the first two weeks of university I had been flirting heavily with Rebecca (blonde) to the point where I almost sealed the deal one night at an off campus kegger until we stumbled into her room and saw her roommate (Jenn) was still up playing video games which killed my chances and created a bit of animosity between me and Jenn. The way our dorms worked was two students shared an open room, basically just two single beds, two desks, two closets and very little privacy.

This brings us to the next weekend at another off campus kegger a few blocks away from our dorms, I had gone with Rebecca and Jenn, I made sure to bring Jenn so me and Rebecca could sneak away to an empty dorm room. The night was going well, flirting like crazy with Rebecca, but she seems very distracted, eventually a group of guys came into the party and I felt Rebecca gravitate towards them more and more. I didn’t care, figured she was mine and she was just being friendly, but as the night went on I saw less and less of Rebecca until at one point I walked into the wrong room and saw Rebecca fucking one of the guys who she was chatting with. Needless to say I was distraught. Read more »

Linda rubs one out secretly in class

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***Linda and her rapid tapping foot secretly rubs one out in class.***

It’s my junior year in high school, and my testosterone has been boosting my erectile equipment for a few years now. Having had little success in the girl department I became adept at manually attending to every young male teen’s needs with furtive handjobs.

I’m a jerking fool – 2, 3, or more times a day. From getting a boner in the shower in the morning on school days and firing my load down the drain, to bushwacking boners caused by some innocent hot girl in class (where I beat off countless times in the boy’s can), to the evening where I usually rubbed one out to sleep with the company of a Hustler or Penthouse or illegal Euro skin book.

My older brother, a Marine, would lay on me spank material he’d acquired, either from Mexico where he’d visit Tiajuana (and come home with incredible fuck stories from the bars there), or other fuck mags he’d acquired from overseas guys. All sorts of scenarios were covered in those pages of dogeared and torn pulpers – sporting assorted stains of dubious origin… Read more »

Rigor And Sweat [MF] [Rough]

“If you really want something, you need to put in the rigor and sweat.”

That was the mantra that Jennifer Rashad had heard her father, Saul Rashad, tell his many employees at least once a day. As the founder of Silver Chain Industries, one of the most successful companies of the past 30 years, he’d worked to create a culture where people toiled beyond their limits to achieve the sweeter fruits of their labor.

He’d lived by that mantra, having told her and her two older brothers, Raymond and Stefan, the story about what he went through to build his success. He’d been the dirt poor son of a single mother. Now, he was a billionaire married to a former Hollywood actress, whose voluptuous figure Jennifer inherited. He told his story with such pride to family and co-workers alike, reinforcing the value of struggling to achieve something great.

There was just one glaring problem, though. Her father’s message was only selectively applied.

“They’re here!” her brother, Raymond, cheered on a sunny day at her family’s palatial estate. “The X-180 Jet Skis are finally here!”

“A week before they’re officially on sale,” her brother, Stefan, added. “You know what that means, eh bro?” Read more »

College Starts With A Bang [FM]

College brought a whole new host of opportunities to by emerging sexual sensibilities. I knew that my parents were spending good money to send me off to an expensive school so that I could get the best education I could get, but as the wheels of higher education started moving, I was primarily concerned with expanding my sexual conquests. Unfortunately, it seemed like college was ready for me, with a strict set of rules that were tailor made to stop all the fun I had been prepared for (on retrospect, these are all good and solid rules I should have followed, but that wouldn’t have been any fun): Freshmen were prohibited from all parties, frat and sorority houses for their first semester at the school. Read more »

[M]y Recent Make-Out Session

Friday night, I went to my first frat party of the school year. Me and my friends relaxed for the first hour or so. I roamed around, chatting up with people I knew from group chats, class, freshmen year, etc. I stumbled upon a group of freshmen and chatted with them. I accidentally made eye contact with one of the ladies. **She’s somewhere between 5’3-5’5″, blond-ish, and white. Her body isn’t skinny but isn’t fat either.** She wore either a shirt/crop top, blue jeans, and white sneakers. She said “hi” and I replied with a “hi” as well. We tried talking where we were; however, we couldn’t hear each other. So we moved to a corner. We exchanged names. Her name is ‘Elizabeth’. There, we talked about our university, home, class, etc. Elizabeth told me she’s a freshman from a small town in New Mexico and wanted to come here because she wanted to go near a city and this was the cheapest option for her. Her dad is paying for her university. She mentioned about curfew back home, which I strongly relate, and how she drank and drove while drunk. I took this opportunity to tease her saying “you’re a naughty lady” and threw in a complement that she is attractive when she told me she was one of the first people to get picked up. She laughed saying “no I am not that bad” or somewhere along those lines. We ended up talking for the next 1-2 hrs. I tried taking her to the dance floor but she wanted to look for her friends so I left her be and went and do my own thing, thinking we had a great convo (ended up grinding with a freshman who I went to high school with, talked to another girl from the freshman group chat both of us are in, and smoked some hookah). Read more »

[FM] Thinking about past encounters…

Hi there. I’ve come over from r/SluttyConfessions so if you’re already familiar with me, this is not a new story. I just copy-pasted the first one I posted there. I’ve just guessed I’m supposed to use [FM] for being a female telling an encounter with a male, please tell me if that’s wrong.

Alright so here’s a little about me. When I’m in a relationship, I’m 100% loyal. I don’t even flirt. But when I’m single, I’m a Master Cock Hunter. I love to gag on cock. I love to be titty fucked. I love a cock in my ass. But I’m not here to tell you about the fun times I had while single (well, maybe once I run out of the stories that I want to tell). I’m here to tell you about the times I have actually cheated. There were only two relationships I did this in, and I’m not even sure I can count the first one as cheating due to a technicality. That’s the one I’ll start with. There will be a bit of boring back story before we get to the good stuff. Read more »

[MF] The day I fucked my roommates dad

I’ve had a crush on my friend Sarah’s father since high school. He’s handsome, tall, in his late forties, and in pretty good shape for his age. Also married. When she and I moved into our apartment, we used to invite him over often to help us fix things or just do things we didn’t know how to. But after every time he came over, all he got was a „thanks dad” or a „thanks Mr Robinson” before he left. I just made the name up, don’t you guys go harass any Sarah Robinsons out there!

So this one time he arrived when I was alone. Sarah had some problems with her cabinet and he came to fix it. After he was done, I offered him something to drink, and we sat next to each other on the couch. I was wearing very short shorts, and I saw him ckecking out my thighs a couple times. I put my hand on his thigh, told him that he helped us so much, and I wanna do something in return. He was like, no need, he’s happy to help and so on. Read more »

Neglected Husband Craigslist Lotto Winner Part II [FM] (yes there’s a few pics calm the fuck down no more pms please)

This is part two of how I became the one in a million guy searching on Craigslist to find the nearly perfect dream. Part one is right [here.](https://www.reddit.com/r/gonewildstories/comments/9egwra/neglected_husband_cruises_craigslist_and_hit_the/?st=JLW0PNO0&sh=c250a323)

Also please don’t send me PMs that just tell me she’s hot or asking for pics. Digging up these pics is a lot of work and I’ll share what I can. I am also sad to say that too much of what I have has my dick in it. Don’t nobody wanna see my dick.

On with the story.

Over the next 3 days we texted almost nonstop. A lot of it was sexual in nature but most of it was not. I spilled my guts to a senior in high school as pathetic as that sounds and she spilled her guts to me. Mary had a very successful mom who worked 60 hours a week and an equally successful stepdad for the last 5 years who she said was super creepy. Her real dad could take the cake for one of the worst possible pieces of dog shit to ever resemble human form. He left when she was 5 and she had occasional contact with him over the years. During this 3 day time frame she told me her bio dad was coming to her high school graduation which was in 2 weeks. I asked her when his flight landed and she said he had not bought the ticket yet. I knew then this piece of shit wasn’t coming. Read more »

Neglected husband cruises Craigslist and hit the lottery. [MF]

Save the hate please. I’m not trying to brag I’m just sharing. I’ll happily delete if it ends up triggering uncontrollable emotional responses.

I never thought I would be a cheater let alone a married one. That all changed last year. Until a few months ago I had an 18 year old girlfriend, eventually 19, and I was 38 when we started. I’m not proud of it but I don’t regret it at all.

My wife and I have been having problems for several years and like most relationship problems it crept into the bedroom. Before I knew it our sex life was non-existent. I have a very high libido and she did too when we got married. In the last 12 months before I cheated I had sex with her maybe 5 times and none of them were satisfying.

Last year around April when craigslist personals still existed I found an ad with a shockingly beautiful 18 year old blonde looking for someone to chat with online. I sent her a message and she sent me her KIK back. We ended up talking for a few hours when she suggested we meet up and smoke a joint. I still can’t believe I went and met her. Read more »

Foriegn Territories II [mf] [cuddle] [titplay]

Part 1: https://www.reddit.com/r/Erotica/comments/9ecucb/foreign_territories_mf_cuddle/?utm_source=reddit-android

Chesley: Heeey, are you ok?

Me: Yea, why?

Chesley: There is something poking me…..

I then realized right then and there that I had gotten erect and was indeed poking her. I quicky pull back to stop poking her and apologize. She asks me what I was thinking about to get me so hard like that. I hesitantly and embarrassedly say it was her. She freezes and turns a bright red color. After a moment she regains her composer and asks how she of all people makes me hard. I admit that I’ve had a crush on her since high school and didn’t want to say anything as I feared it would ruin our relationship. She laughed and said nothing could ruin our relationship even if it was me poking her. I felt relieved and relaxed a bit. After seeing me relax a bit she said it just caught her off guard and she doesn’t mind spooning again so we started to cuddle and watch the movie again. Read more »