Tag: High School

The Wrong Road [Part 3] [Witchcraft] [Oral] [Anal]

THE WRONG ROAD
PART 3

Leaving my new favorite botanical specimen I delved further down the path.
After going about a mile I began to hear voices.
Moving very quietly I did my best to be stealthy while looking for the source.
As I rounded a corner I saw a pair of hunters sitting in a blind.
Not very good hunters at that.
When you are hunting quiet is the golden rule.

I was about to sneak around them to avoid detection when one of the hunters left the blind and walked right up to where I was standing.
He had to be no more then ten feet away when he un-zipped his fly and took a leak.
I mean come on, really dude I’m standing right here. I said.
He just ignored me and continued to empty his bladder right in front of me.
I even yelled at him and he never noticed me.

How could you not notice a naked boy sporting a permanent erection not more then ten feet away?
Retracing my steps I turned back towards my the estate.
As I passed the Gorth they picked up their heads in hopes that I would play with them again. Read more »

Rendezvous

Shelly let my cock slip from her parted lips, a thin strand of white, glistening cum escaping her wonderfully lush mouth with the slip. She playfully licked what she could of the cum from her chin, the rest she gathered up on her finger, sucking it off in even a more playful way, and yet still reminding me just how damn nearly innocent while sexy she was all the same. We are both completely spent, seduction and arousal making way to comfort and playfulness. Shelly always preferred to end a rendezvous with me with my cock in her mouth. She claimed she enjoyed it because it seemed to give me a more tortured pleasure, because the pleasure lasted so much longer. She also claimed she really enjoyed the gentle intimacy of it, of tasting us together after a final, long session of sex, and laughter, and intimacy that the rendezvous always brought. She also claimed it had as much to do with balancing out how our rendezvous usually began. Read more »

I [F] lost my virginity to a guy I met on vacation

I’m 28 years old, so I’m a bit late to the party.

I went on vacation to Europe for 3 weeks with my sister and our final stop was Rome. I didn’t really meet any guys prior, since most of them drew attention to my sister, which was fine with me, I wasn’t really looking for anything.

It was our first day in Rome, we were pretty tired since our flght from London was pretty early. We wanted to get something to eat then do some sightseeing near our hostal. So we went out, thinking it’d be an early night. We were infront of a church, taking pictures and just admiring it. Then a guy comes up to us and asks me if I could take a picture. I said sure, thinking nothing of it. Then he offers to take a picture of us, after that he just asks us the basic introductory questions (where are you from, is this your first day here, how long are you gonna be here, etc).. turns out he’s italian, well cool. I also notice he’s pretty handsome. Read more »

Her first time [MF, oral, nc, prost]

The first time she had done it, was for some beer. It wasn’t that she was a prude, but the opportunity had never really come up for her to have sex. But when her parents left town for the weekend, she had decided to throw her first, and ultimately only, party. She had let people know about it, invited a lot of people she barely knew. She was new to this high school and she wanted to make friends. What better way than a no parents party? She had spent almost all the money she had saved up for food and snacks, put up all the valuable shit, but she was still lacking alcohol. She tried a few stores with her fake id, but they were honest employees and ran her off. With the party coming up the next day, she’d been desperate.

So, going to one of the few stores within walking distance, she’d asked a couple men and women to buy her some. She was a bit nervous as they already lived right in a sketchy part of town, but even then, people were rejecting her. Frustrated, she almost left when a man whistled at her from the corner of the store near the dumpster. Read more »

tl;dr I banged the mother and sister of the bride before her wedding that I was in, part 2 [MF]

So, I woke up the next morning to a bunch of missed calls from the groom. Julia was freaking out because she couldn’t get a hold of Amy and she knows I was with her and Erica last night at the neighborhood pub. I assured him I’d find her and make sure she was clean and sober for the rehearsal and dinner. Which, coincidentally played into my plans to fuck her.

I hung up and went downstairs. Erica had made breakfast and we ate together. I told her the low down and she suggested a few friends to check with. I knew two of them, so I figured I’d check there first. As smoothly as I could, I asked about the fun we had the previous night. I asked if she wanted to go another round. She said she had a good time, and wouldn’t mind doing that again sometime before I left. Half-jokingly, I said, “so not right now?” She laughed, and said I had to go find Amy. Read more »

[FFFM] It was cute how they thought the were corrupting me……

My sister is a few years older and I always had a hard dick for her friends. They were the hot snobby girls in high school but in their early 20’s at this point and I was a teenager. They were all part of my sister’s bridal party as was I and they teamed up to take my virginity or so they thought! Each bridesmaid was paired with a groomsmen except there was 5 hot ass bridesmaids and only one adult groomsman which was me. The groom’s brother and step brothers made up the rest of the party. So 3 of the bridesmaids took turns dancing with me and all night the three of the teased the shit out of me grinding up on my cock as they danced. For years the three of them had spent countless nights at my house and I’d spy on them and stroke my cock as they got naked to shower or changed into their pajamas. Twice I was caught dick in hand and they would not shy away but continue what they were doing to tease me and really fuck with me. They sure did a lot of fucking with me since they knew I dreamt of each of their pussies at one point or another. I was 16 when the wedding took place and I wasn’t the biggest drinker but could hold my liquor and that was a good thing because they fed me a steady stream of Long Island Iced Teas all night long. As they would grind on me each of them would seductively whisper something in my ear and no matter how much I wished it away my cock was as hard as it’s ever been. Read more »

My first blowjob

So one day, my friends and I went to see a movie. It was early October one year, so it was a little chilly. My then girlfriend and I went with my friends to the movie. We all enjoyed it. In the movie theater, she jerked me off and I played with her pussy, very sneakily, under my hoodie. My best friend, who sat right next to me, was oblivious until i told him a year later. After the movie was over, my friend group walked to one of their houses to hang out. But, my girlfriend had to go home in about 15-20 minutes. So, I took her to the high school she was attending. It was about 9:30 at night, so it was dark. We kisses and kissed until I moved my hand down to her ass. We were under a tree, shaded but cold. I looked her into her eyes as i pulled her pants down a little. My tongue met her pussy and I felt how wet she was and made her moan. After a few minutes of that, she pushed me to lay down on the grass. As she jerked me off she kissed me. I whispered (now I see how dumb it was) “wanna taste?” and she smiled as she licked the tip of my cock. She took it all the way down her throat, surprising for her first sexual encounter. She kept sucking my cock for 20-25 minutes. When her mom called, she hurried up. I came all over her and her jacket. I walked her home and couldn’t wait until we did it again

[M]y [F]irst sexual experience [MF]

**Disclaimer:** To anyone who is looking for a quick dirty story. Look elsewhere, this is a long story that is not nearly as raunchy as the majority of stories on this subreddit. I will attempt to provide a little background in my life so that you can understand why this moment was so important. I will mark where the “good”/sexual stuff starts but I believe the “good” stuff becomes “great” stuff with a little understanding of the characters. Also, I used to be a good writer but I have been out of practice since college, so this may be a little rough. Final note, I am a Male and this is written in my point of view. Now that that is out of the way let’s get started.

The story takes place like 10 years ago during summer after my graduation from High School.

*** BACKGROUNG *** Read more »

Went to visit my Sperm Donor and ended up screwing his new wife [mf]

I was raised by a single mother and never really knew much about my father. After graduating high school I set out to meet my father and get some closure. It took about 2 weeks for my aunt (his sister) to agree to give me his phone number.

I called a few times and then finally managed to talk to him. It was weird but whatever. So after another couple weeks of phone calls and this and that we decided I would travel to Arkansas to meet up with him and his new family. He had just recently been remarried for the 4th time and his new wife seemed nice enough.

The following week I drove the 12 hours to get to his house. His new wife was 32 and could have been the inspiration for The Commodores song Brick House. She is about 5 ft 7 with dark hair cut like Meg Ryan in City of Angels and big brown eyes. I would guess her tits were 36 d’s and 130 pounds. He had definitely out kick his coverage for a man in his early 50’s. Read more »

[M]y attempt to seduce a lesbian [F]riend results in a hot, genderfluid hookup

I’m a straight guy who’s been experimenting with genderfluidity for a couple years now. This story is one of the first incidents that got the ball rolling, back from when I was just out of college, working an office job with a bunch of other young people.

The co-worker I hit it off with the most was Sam, a girl who I swear to god looked exactly like Kristen Stewart. She was an alpha personality and had a really androgynous vibe, cute face and an amazing body. Our dress code at work was pretty loose and she constantly wore short shorts that showed off her long, sexy legs. She told me she only dated girls and I told her I understood, but that didn’t stop me from developing a huge crush on her.

As the months went by, we would go out drinking. We talked a lot about gender and sexuality because I was really intrigued by the types of girls she hooked up with: they were all a lot more femme than Sam was. They wore dresses, had longer hair, etc. I asked her if that meant she saw herself as more of a guy. Sam told me she didn’t think of herself as a guy, but she felt more confident and sexy when she was dressed in a more masculine style. I told her I agreed and I thought she looked a lot sexier in sambas than most other girls looked in heels. Read more »