High School Archives — Page 66 of 805 — NSFW story

My Lifelong Friend Became My Fuck Buddy [MF]

This happened a couple months ago. My friend Hailey and I have known each other for 20 years. We have always been extremely close. People always thought we were dating in high school and college because of how close we were. The reality was we’ve never done anything. She is insanely hot. 5’6″, about 130 lbs, blonde with D cups and a smaller but nice ass and great legs. I always thought she was hot but I knew I never had a chance so my mind never let me get true feelings for her. We were platonic and I was very fine with it.

Anyway, she had won a contest through work and received a free week long cruise for her and a guest. 7 days through the Caribbean, balcony room, all inclusive food and drinks/booze. She was planning on going with her boyfriend but they broke up about a month before the trip. She asked if I wanted to go and I obviously agreed. Read more »

Charlotte’s Bet [F19] [Gangbang] [Cum]

*This is the “first” story of Charlotte’s journey.*

*This is a remake of “Charlotte’s Bet” by “toocold”. If you want to check out the original version, you can find it on Literotica. This version will reuse parts of the original story. I added a lot of my own ideas, with some smaller edits here and there.*

Charlotte Fairfield would admit, in hindsight, that it had been a reckless bet to make, especially when her friends started to escalate the forfeits. She couldn’t even use the excuse that she was drunk as she was driving home from the party so she hadn’t touched a drop. She’d always been pleased with herself – a confident, beautiful 19-year-old girl with soft, natural blonde hair falling around her shoulders and a slim, gently curved body with long, slender legs, a peachy bottom, and lovely pert 34C breasts. So when she’d declared that she could make any guy at the party cum within five minutes thanks to her blow job skills, she had meant it, even though it had been light-hearted.

What Charlotte did not know was that Jane had other plans. Unaware that Jane did not like her all that much, the blonde girl made her boastful claims, which had brought her into the situation she was now in. Read more »

The Afterparty: Bully Edition (OC) (Part 3, Game of Dares, Bull Perspective, Group Sex)

*Part 1 can be found [HERE](https://www.reddit.com/r/Erotica/comments/x9bppn/the_afterparty_bully_edition_oc_part_1_game_of/)*

*Six high school seniors hang out after a party and play a game of dares – but one player is the Top Dog, knows it, and revels in it. Afterparty: Bully Edition was originally written in smaller chapters, of which 21-25 are presented here.*

**Chapter 21**

“Balls,” I laughed, turning over an Ace of clubs. I turned to Nicole, who had the King of the same. “Well, Nicole? You going to ask for the same thing I gave Miranda or what?”

“Tom, you’re such a perv,” Nicole said, scowling at me with that same look as before. Thing is, it didn’t have the power it usually did, because I’d already broken the seal. Nicole had felt the Hog on her bare skin, inches from her cunt, and she’d liked it. I’d had my hands under her shirt and she hadn’t said a thing. The scowling was for show – I had her on the hook, and was slowly reeling her in.

“Actually,” Nicole continued. “That’s my dare. Tom, I dare you to tell us the most perverted, fucked up thing you’ve ever done. And you better tell the truth.” Read more »

Cheating couple gets walked in on [>18][M/F][cheating][revenge]

I’m usually a very private person, I don’t like to share too many personal details about my life, I’ve been told that I keep everyone and everything very compartmentalized. I think that is true, and I like it that way. But this is different. No one here knows who I am, or where I’m from, or anything about me. It’s completely anonymous, and that is the only reason I am here.

I met my wife through a mutual friend, Hannah. Hannah and I went to high school together, we were in most of the same classes, she took Spanish, and I took French, she did band and I took some trade classes, but otherwise we spent those four years together. She went to a good, private college, and I got a two year degree from a community college in our home town. We always maintained a close friendship. I didn’t, and still do not, believe that there was ever any attraction between Hannah and me. Read more »

Sheltered Teen to Slutty Housewi[f]e: Toys and Virginity (Part 2)

Part 1 – [HERE](https://www.reddit.com/r/gonewildstories/comments/xe9fj3/sheltered_teen_to_slutty_housewife_the_beginning/?utm_source=share&utm_medium=ios_app&utm_name=iossmf)

It seems like you guys liked the first part of this series, so I’m happy to keep writing. Show some love once you get to the end, or cum, whichever comes first lol.

It had been about three weeks since my first masturbation/orgasm experience that I discussed in part one. I was hooked, making up for lost time, and using my summer after high school to literally play with myself 7-8x a day. Each time getting bolder and bolder, learning new ways and new places to get myself off. I started doing it in the shower, the living room when no one was home, my car, and even once in a changing room at the mall. I even got my friend Rachel to let me borrow one of her dildos and vibrators that her mom bought her (that’s an interesting relationship there that will require its own story, that girl’s family was the exact opposite of mine). Read more »

[FM] A Universal Guide to Getting Out of the Friendzone: Get Drafted Into the NFL

You guys are going to think I’m super shallow after this one. But in all honesty, when you have the opportunity to say that you are fucking a guy in the NFL, you take it. Right?

Charlie had been trying to get in my pants since Sophomore year, and I completely friend-zoned him. It’s basically as simple as that. Many girls at my school probably would have jumped at the opportunity to date Charlie, although he isn’t the hottest guy in the world, he is cute, and smart, and funny, and was on the football team.

But Charlie and I were better off as friends. That’s just how I felt, and I let him know. But that didn’t stop him from trying. I rebuffed his attempts, but I didn’t mind him continuing to try.

In sum, if you had told me that Charlie and I would be enjoying some of the most depraved, exhilarating sexual experiences, I have ever had, I’d say you were lying. But we will get to that. This story is to tell you how it happened. Read more »

[F] got caught fucking in the library

It was my last year of high school and I was a fresh 18 year old little slut. I had a crush on this guy David and I would literally fantasize about his cock and play with myself thinking about him. I really wanted to fuck him so I slid in his DMs and asked him promiscuous questions, trying to get him horny lol. Questions like “How far have you gone with a girl” to try to get to know his experience or “would you ever fuck a girl like me?” etc. Not so subtle I know lol. He told me he wasn’t a virgin which disappointed me cause I love fucking virgins for their first time! But he also said he would definitely fuck a girl like me and that led to us sexting back and forth for a while, which just made me want to fuck him even more. Read more »

Oak Spring College – Chapter 2 – First lunch at an all-nude college [MF18] [Enforced Nudity] [Public Nudity] [Teasing]

[Originally posted by me here](https://www.reddit.com/r/eroticliterature/comments/xdwhdg/chapter_2_first_lunch_at_an_allnude_college_mf18/)

Link to [Chapter 1 part 2](https://www.reddit.com/r/Erotica/comments/xewt55/oak_spring_college_chapter_1_part_2_first_class/)

Olivia was enjoying her lunch, the school lunch restaurant actually made really good food. However, her appetite was spoiled by the events earlier with Jonas. Why did he call her a ‘bitch’, I wasn’t like she had done anything wrong, right? Yeah maybe she was teasing her a bit too much, but the girl wasn’t following the regulations! Besides, why did she go around being all shy about her body? She was really cute, why hide it?

Olivia has always enjoyed being seen naked by men. At high school she had done streak a couple of times and it was so exhilarating to be naked where you shouldn’t be. She especially enjoyed seeing men’s reactions to her when she was naked, their gluttonous eyes trying to eat her up. That was why she had join Oasic, it would basically be streaking everyday and she would be exposed to the greedy eyes of boys all day long! She especially enjoyed it when the uniformed male students looked at her. Somehow the contrast between them being clothed and her being naked reinforced her own nudity and made her feel even more naked, which made her feel even more exhilarated. It was especially fun because they often became more flustered than she did! Read more »

[MFF] The day I [M22] had my first threesome with my girlfriend [F21] and her cousin [F20]

This happened over 15 years ago, and it was the beginning of one of my favorites kinks: threesomes. I can tell I am a big fan of MFF threesomes (still trying to find someone willing to do a MFM, but this has been in the back burner for a while), and had many over my lifetime. This one was the first one.

15 years ago, I (Bob) still lived in my hometown (not from the US). I have been dating this girl since high school. I come from an affluent family and so did she (Gaby); we went to a private, very elite high school and started dating when we were just kids – I was 17 and she was 16. We’ve been dating for a while then, and after I left school I quickly started a job on an IT firm, as I had talent and programming was something natural to me. Read more »