Tag: High School

[MM] I (M35) like jerking with other guys. It usually stops there.

Ever since I was a teen I knew I was into women, but that dudes weren’t totally off the table. I’d watch porn and get off on the women, but I would get off way harder when the guy had a nice cock. After high school I got into fitness and I would spend a little longer than I had to showering at the university gym, hoping to spot a few nice looking dicks.

I dated and fucked women through it all and that’s what I mainly like, but sometimes I got the urge to whip it out with another guy. I’d run into some porn of friends jerking off together that started out as a size contest and it made me hard as a rock. My dick is pretty big (7.75×5.75in) and I really, really wanted to go and win a size comparison with another guy.

I won the first one that I had. A friend of mine and I were in a hotel room for another friend’s wedding and we both struck out, so we drank instead. He was grousing about how he struck out when the girl he had been hitting on left with another guest who was in the States from Germany. “I guess she wanted some cock with the rind still on,” he laughed. My cock jumped. I saw an opportunity here. Read more »

Christmas at Joes 21+ [F28/M30] [Group Sex] [Busty] [Christmas Party] [Blow Job] [Girl on Girl]

“I can’t believe you talked me into this!” I said as I tried to pull the top of my outfit.

Martha smiled. “The more you pull it up, the shorter it becomes at the bottom.”

I stood outside her friend Joe’s house wearing the shortest Santa’s helper costume ever created. It was bright red and came down just past my ass, luckily, I wore black mesh stockings, or my legs would be freezing. I went against her wishes of wearing high heels. I wore my thigh-high black boots instead.

“Mine is fine,” she laughed as she slammed the trunk of her car closed. She came around the vehicle carrying the box of assorted liquor bottles.

“Well, you don’t have frigging G cup boobs, trying to bust their way out of your top,” I said as I struggled to keep the top from dropping below my chest. “I should have said no to this ridiculous outfit!”

Martha hated when I brought up her small chest. She was barely a B cup, and her suit didn’t look that flattering on her. Read more »

White Guy turn sissy by a Night of truth and dare (m,m,m,m 18,18,18,18) sissy, humiliation, cross-dressing, high school, party, public

You are Tyler a high school senior who just turn eighteen years old. You were 5’7 and had brown boring eyes with long black hair. You look like a girl everybody in your school always tells you this.

Tonight however you were at a school party. Your school was made up of 90 percent of black people in your school district.

You sat down on a red couch in the middle of Deshawn’s house during the party. This house party was thrown because of the team’s perfect record during the basketball season.

“What sup Tyler.” Said your best friend Trey. He is a point guard for your school.

“Nothing much. Just sitting scouting out the babes.” As you said only like four girls were walking around.

There seem to be more guys than girls. There also seems like more white guys were at this party than black girls.

“Tyler we trying to get some people to play truth and dare. You’re in?”

“Sure.” You said.

“Yes. Thank ty.” Trey said pulling you with his big hands toward Deshawn parent’s bedroom.

20 minutes later Read more »

Upgrading from one brother to another [fm]

I got some suggestions and feedback on other posts of mine and wanted to put out a more detailed story. I’m not usually so thorough when sharing about myself, but I hope it’s enjoyable.

All interactions were by and with people of at least 18 years of age.

I had a friend in high school, Ben, he was built well, an elite athlete in a specialized sport. We used to be flirty in one of the classes we had together. Taking pictures of him with his hands on my breasts, or me sticking my tongue out near his face, pretty tame stuff. During the second half of our senior year he invited me to his house to watch a game. I expected it to be a mixed thing with guys and girls there, but when I arrived there were no other women in sight. You could sense the energy in the room shift when I arrived. I suddenly had the attention of all 10-15 guys. I was used to a lot of male attention and really comfortable in that environment. I’m naturally flirtatious and enjoy the tease when I know a bunch of people are attracted to me. Read more »

A slow tale of a sweet, shy nympho…and her ability to compartamentalize [MMM/F][M/F][F23][M21+][Character based]

“Have you heard of the concept called _compartamentalization_?” asked Kat.

Her therapist, Dr Williams, looked up from his notebook. “…yes…” he said. It was an unusual question, but then again, Kat was an unusually intelligent patient.

“_Compartamentalization_…” he said, with his voice taking on a slightly academic tone, “…is a defense technique. Sometimes, a person will have thoughts or actions that are inconsistent with that person’s self image. Instead of reconciling those inconsitencies, a person will take a part of themselves and file it away and pretend it doesn’t exist.”

Kat nodded. “So like, having two different personalities?”

“In a way” said the therapist. “Why do you ask?”

_Kat played with her fingernails as her mind flashed back to last wednesday night. She could see the stranger’s pillow and sheets in front of her. She could feel the cheap JC Penny cotton sheets under her nails. She remembered grunting as Matt—or was it Mike?—fucked her from behind. She loved the sounds he was making. He sounded grateful. Surprised. Shocked. Of *course* he was. 3 hours earlier he’d been having a quiet drink at his neighborhood dive, and now he’s screwing this some incredibly hot chick?! This kind of stuff didn’t happen to him._ Read more »

[FF] Two Hooters Girls in a Bronco

Chelsea and I were both Hooters girls in the late 90’s. I was in college and she was a local trying to break into the music industry. Chelsea was average height, long straight brown hair with big brown eyes. Cute, vivacious with a thick southern accent. She was always a hit with the customers.

One afternoon, Chelsea came into work with red rimmed eyes and upset. Her longtime high school sweetheart had broken up with her that weekend and she was devastated. She truly believed they would marry. Her heart was broken. Our manager came in to say she could take the night off but Chelsea declined saying she needed the money and distraction. While we were wrapping up to leave for the night, I asked Chelsea if she wanted to go somewhere after work to talk it out and she agreed but said somewhere quiet, not a bar. We decided to drive down to the river front in her Bronco and talk. As we left the building, our awesome manager handed me To-Go cups and a bag of food. Read more »

The Father Daughter dance

He watched her come down the stairs to him. Her black hair in pigtails reaching her shoulders. The blue and yellow dress she wore stopped a good bit above her knees. The neckline of the sleeveless dress dropping seductively, luring the eyes to her high and firm 34Ds. His eyes tracked down her lovely legs to the light blue heels she wore.

“You look amazingly beautiful baby girl” he said to her.

“Thank you, daddy,”, she replied with a coy smile he knew was only for show.

“I’m so excited for tonight”, she said.

The look in her eyes causing a mix of excitement, pride, and arousal in him. She had been his since the day she was born eighteen years ago, but recently she had shown him just how much she belonged to him. He pulled her to him in a hug, giving her a light kiss on the lips, his hand moving down to her lovely ass, feeling that she wore no panties under her dress. He gave her a knowing smile, and she responded in kind. Read more »

A cute little goth girl was in danger of failing the college class I was teaching. She offered to suck me off in exchange for a passing grade. Instead, I made her learn the value of hard work, responsibility, and self-respect. And then, yeah, I fucked the shit out of all her holes. [MF]

“I love sucking cock,” Morgan told me, leaning forward over my desk, her pale tits almost spilling out of her black tank top. “I love feeling it pump into my mouth, and I love gagging on it. But eating pussy is even better. Especially if it’s a girl who’s never been eaten out by another girl—that’s the best.”

“Be that as it may,” I said, shifting uncomfortably in my seat, trying to do anything I could to relieve some of the pressure my jeans were exerting on my rapidly hardening cock. “You still haven’t told me when you’ll finish editing your midterm paper.”

Morgan sat back and pouted.

“Seriously? All that and you’re still obsessed with my paper?”

~

Allow me to offer some context for this scene.

In my first year out of graduate school, I was a Visiting Assistant Professor (or a VAP, if you will—how Dracula would pronounce WAP!) at a small liberal arts college. I was teaching three courses a semester, which was quite a bit of work, but here I was, living the tweed jacket dream of college teaching. Read more »

Best friend got tipsy

All through High School I’ve had a close friendship with a girl named Gia. I was (and still am) firmly in the friend zone with her, but definitely not in a negative way. She used to date another close friend of mine. That’s how I met her. Then when they broke up we got closer. I’d be lying if I said that I wasn’t attracted to her at all. She was most certainly my type on paper. She’s short, below 5 feet I believe, she’s blonde, perky boobs and a nice ass. On paper she’s my type to a T. Then again, I guess because she used to date a good friend of mine I got used to never looking at her that way.

After high-school, her ex moved away to a different city for uni while Gia and I stayed at the local uni. Pretty soon she got a new SO, but we stayed close even if we ended up moving in different kind of groups. Read more »

[fb19] [sub] [bully20m] [coercion/complete domination]

This is my first time posting so feedback is appreciated

I’m a 19 year old who just moved out of my home town I have always been a bit feminine but never been able to dress as a femboy in my hometown. So now that I moved to a new city I can be whoever I want out here since no one knows me! I have a small studio apartment, still pretty expensive especially not earning much money, but I enjoy just parading around town in my skirts and my tank tops showing off my slim body and leaving little to the imagination. It has been a week and I even went as far as throwing all of my boy clothes away figuring I no longer need them.
On a day off I put on a bit of lipstick I put on a short skirt and a mid riff shirt showing of my slim tummy and decide to go to the coffee shop to see if can make any one as I hadn’t made many friends yet.
After I order my coffee I turn around and see my old high school bully walk in with what looks to appear with work friends. My heart suddenly drops, I can’t let him see me like this. He already made my life a living hell, imagine if he saw me like this!?!? Read more »