Tag: High School

My [F] First Friend With Benefits [M] [Long]

So I was absolutely floored by the amazing response that I got from my first story earlier this year! I thought it would just kind of get swept under the rug, but you all seemed to really enjoy it, so I thought you might enjoy another! Unfortunately, due to life stuff, school, and a brief stay in the hospital, I got delayed in posting this story from when I wanted to. But here I am! So let’s get it underway! Like with the previous story, skip to the asterisks (***) to get to the fun stuff! If you haven’t read my first post about losing my virginity, you should! You can read it [here](https://www.reddit.com/r/gonewildstories/comments/d7iupp/losing_my_virginity_to_a_hung_friend_fm_long/)!

My summer after losing my virginity to Chris was full of fun, and not all of it sexual. I fucked Chris as often as I could, trying new things and exploring what I enjoyed, what positions I liked, etc. I also went on vacation with my parents and got to relax some before the intensity of college. When I got back from vacation, I packed up my things, said goodbye to my friends (fucked Chris one more time) and left for college 12 hours from home! Yeah, I wanted to go somewhere new. Read more »

[MF] [FreeUse] [Fiction] The Skylar Chronicles pt. 3

I threw my head back against the seat, my eyes rolling in the back of my head as I tightened my grip. It had felt as though I was holding my breath in forever when I finally released it in a heavy sigh.

“COME…ON!!” I shouted from the driver seat of my car toward my apartment building where Skylar had been taking her sweet time in packing and getting ready to leave.

My hands, knuckles white as snow against my tan skin, relaxed from the steering wheel as I reached for my phone and pulled up Skylar’s name in a text message.

*“It’s been 20 minutes since you told me 5 minutes, and we were supposed to leave 45 minutes ago. Hurry up!”* I typed quickly and then tossed my phone back into the cupholder. Read more »

Early Gift [MF] [rom] [creampie]

“Are you ready yet, Richard? The weather isn’t going to get better out there,” said a stressed out and restless Helen Rollins.

“Almost,” answered her equally restless husband, Richard Rollins. “I’m just making sure your parents’ fancy dishes are tightly packed. I don’t need your mom giving crap about me chipping a cup again.”

“I already made her promise she wouldn’t be that petty this year,” she said.

“Doesn’t mean she won’t be. So long as she can piss off my mother through me, she’ll find an excuse.”

Helen rolled her eyes and groaned as she paced restlessly in the living room of the small, suburban house she shared with her husband of two years. She kept going over the list in her head of things they needed to do before heading to her parents’ house for Christmas. What should’ve been a joyous, exciting prospect had been mired in less-than-festive feelings for her and Richard. Many of those feelings pre-dated the holidays.

It had not been an easy year for her and Richard. It might have been the toughest year they’d endured since they got together. She and Richard had been childhood friends, growing up in the same community and coming of age together. He wasn’t the first man she dated, but she still ended up marrying him less than a year after they graduated high school. Read more »

Pam and I, Part 1 – How We Met and Fell in Love [MF]

I had seen Pam several times around the HQs office in DC, but we didn’t really meet until March of 1989. It was at a speakers’ breakfast at a technical conference in DC. I was substituting as a session chairman (the person who introduces the speakers) for a Dr. George Johnson, a renowned expert in the session topic. I had only a passing knowledge of the topic. Pam was one of the speakers at the session. One of the other speakers was Dr. Don Paterson, the expert in my group on the topic. He roped me into substituting the night before.

Funny, I remember him calling my hotel room just as I was about to rub one out before going to bed. LOL. (I had been widowed about 3 years at the time and my sexual desires had returned. I guess you could say that at the time, I was pretty much always horny but still had too much guilt about my first wife, M’s death to start dating.) He told me that they needed a session chair because Dr. Johnson had been called back to Atlanta on a family emergency. I was reluctant but he said they were really in a bind. I said ok, and we agreed to meet in the morning at the speakers’ breakfast. Read more »

Skyler The Slut

After my first encounter with Skyler, The next day, I went to work as usual. However, by 11 I had received a text from her.

“So…can I be your submissive little slut? :)”

Hiding my phone under my desk, I replied, “Hmm…maybe.”

I shuffled papers around, waiting for my phone to light back up. A couple minutes later it did.

“Pleeeeeeease? I’ll be a good girl!”

“Alright, but that means you have to listen to, and do what I say.”

Again, there was a little wait before she replied, “Oh yay! It’ll be fun…sir :)”

“Rule 1: No texting in school. You need to get a good education. I’ll have more for you tonight at 9.”

“Okay see ya then!”

I was able to finish my workday, but my boxers were pushing uncomfortably against by hard cock. Again, I worked out, showered, and got myself food. I even had time to get coffee with an old high school friend.

But, at 8:45, I sat down on my couch to come up with different rules Skyler would have to follow. By 9, I had a sizeable list, though I was only going to tell a couple tonight. Read more »

Church Girl’s [F]irst Cam Show

My introduction to camming wasnt for money but for the experience. This real story took place in college late 2000s south, USA.

I am from a smallish city in a state that doesn’t matter. The likelihood a guy was related to me was high because my grandma birthed nearly half the entire town. If that wasn’t enough to fuck with my sex life I was given one more “fuck you” from life. I am also the Pastor’s daughter.

Now, don’t get me wrong; the saying about church girls are pretty spot on. Church girls are some of the freakiest girls out but in my case there was no one I could experiment with. My dad knew all the men and boys in our town. I had a double whammy. I had no choice but to wait for the opportunity to present its self. It was the waiting that turned me so rotten. All that time I spent rubbing off under covers and fucking shower heads just drove me deeper into lust. By the time I was able to graduate and go away to college I was a horny mess. Read more »

We were all young once

When I was 17 and a senior in high school I knew I wasn’t going to stick around the area so I didn’t try to date anyone or have a relationship. It was time for prom and I needed a date. This girl, who was a distant cousin, also needed a date. We agreed to just go as friends and I thought that would be it.

Prom night came and throughout the night I couldn’t stop starring at her breast. It became pretty obvious as I’m 6’3 and she was 5’4. Eventually when we were sitting at our table I noticed her hand work towards my legs. Before I knew it she had her small hand on my penis and looked at me and smiled. We danced a little more and decided to leave to get ready for the after prom party,

Before that party I decided to stop by my house to grab a extra-shirt. My parents were at their friends out of town. My date asked if she could come inside and use the bathroom. I grabbed my shirt from my room and as I was walking out of my room I noticed her standing in the doorway with her dress mostly off. She then gave me that same smile and I approached her and started kissing her. I asked if she was sure this was right and she said who cares. Read more »

Coworker. Mff bdsm

Coworker

She was about to leave for a new job and before she left she called me for a quick talk. Being her supervisor I didn’t find it out of place or suspicious and we always had a good relationship at work. Nicole’s hands never stoped moving and I could tell she was nervous but she was pushing through her preplanned goodbye speech. Knowing how much I meant to her and the amount I have helped her just at work i assumed it was bugging her to say goodby.

She finally wrapped it up and I told her she would be missed here also. We talked for a little longer then she asked if she could have one more thing before she left. Quickly I just told her anything I could do for her just let me know. In a blink her lips had pressed to mine. My thoughts gone for a moment as I was pulled away slightly. She followed them back then caught her self. Read more »

[MF] 22/21 – How I lost my virginity with my high school crush 3.5 years after graduation. (VERY long)

So, there is a *lot* of backstory here since we’ve known eachother for almost 8 years but TLDR, Sarah (not her real name) and I dated freshman year of high school and it was one of those shitty freshman relationships where neither of us could drive and it was just destined to fail, but we remained friends (Even though I still liked her) throughout school and developed a friend group that we hung out with a lot. We all went to different universities after graduation so we kind of grew apart, but we tried to hang out over summer breaks and stuff as much as we could. Read more »

My first time with Skyler

It was the first time I was meeting Skyler, a girl I had met on reddit. A slutty little high school senior from Kentucky. During my first conversation with her, I knew she would be the perfect little slut for a man like me. I flew her from Kentucky to New York on my private jet but instead of going in person to meet her, I had one of my assistants go pick her up.

I still remember seeing her walk through the door of my house. Tall, flat chested, blonde hair but yet an amazing ass. Without speaking a word, I took her hand and led her to my bedroom which faced the lake.

The minute I was alone with her, I walked upto her and started kissing her. I put my hand on her pussy and lifted her up and then held her by the cute little ass that she had. I started to kiss her like she’d never been kissed before. Tongue in her mouth. Lips on her lips, teeth on her neck.
I took her tight tank top off, unhooked her bra and I let my warm breath harden her nipples, making them nice and hard. I start kissing her boob, circling the nipple but not licking it or kissing it, I’m going to make this little slut want it, I’m gonna make my whore wait. I’m gonna tease her. I pinched her nipples, slapped her small perky tits, but I wouldn’t lick her, not yet. I need to get her super horny and super needy. Read more »