High School Archives — Page 686 of 805 — NSFW story

[FM] I fucked a guy with a girlfriend…in his girlfriend’s apartment…on her bed…

2 years ago I was casually hooking up with this guy that I had met at a party. I’m really into the cute, clean cut nerd type and he really fit the bill. He was average height, maybe 5’8”. And very leanly built, 150 lbs max, but in a generally fit way. Sure, he didn’t have a 6-pack and he couldn’t pick me up for standing sex, but he was trim and cute! But most importantly, he was cheating on his girlfriend with me.

Cheating is a huge turn-on for me. I was a habitual cheater in high school and now I stay out of serious relationships because I know I can’t help myself. But being the “other girl” in someone’s relationship…it really gets me going.

So I had been casually hooking up with this guy for maybe 2 months. Nothing serious. Just booty calls and blowjobs every couple of weeks. And then he texts me. His girlfriend is going home for a weekend and he has the key to her place. The thoughts of being in another girl’s place, with her man between both sets of my lips. I can’t describe the rush!! Read more »

[MF] The summer I fucked the MILF next door

Hi hello, thought you all might enjoy this story. I am 31 now, this story happened when I was 18.

I was tall and skinny, dirty blonde hair, blue eyes, a thin lanky build (I was a track nerd in high school). I had just graduated high school and was preparing for my last summer before going away to the big state school in the fall.

I grew up in a regular suburban neighborhood. There were happy families all around us. It was your typical lily-white neighborhood. People said hello, waved to each other, etc. Three doors down from us was Stacey, with an e. She was a housewife. She was probably in her mid-30s, short, an above average bust and probably a few extra pounds. She wasn’t fat, she wasn’t thin, she was average. She had a cute, pleasant, but average face. Brown hair, green eyes.

She was married to a dude naked Greg who was super grumpy, tall, thin, had his hair always buzzed and super short and drove a brand new pickup truck all the time even though they never seemed to go camping or he never seemed to need to haul wood or something you’d need a pickup truck for. They had two kids, 6 and 3 or so by the time I was 18. Read more »

[TM] I had a threesome with basketball players I met at the park

Wow the interest in my stories are overwhelming! Thank you to all of you who filled up my message box asking me to write write write! More people asked me to write than they wanted to see more pics… Idk how I feel about that lol

I have a new story that happened shortly after my last one about Wally. I moved in with him but things didn’t last too much longer after that event.

(Quick Intro for new readers: I am an Asian transgender woman in her 20’s. I still have that blonde bob cut but I usually have brown or black hair most of the time. I’m 5’4 110 ish lbs and I started my transition when I was in high school)

So picking up like a month or two after that, my then BF Wally and I began fighting.. a lot. I was dressing too “promiscuous” when we go out… I was embarrassing his colleagues or friends at dinner with my mannerisms and the expressions I say. Things like that. It was rough. I also started to think he was cheating on me. He was on his phone texting more and more. I get he is a doctor and all, but he rarely did that prior. Then I confirmed it by reading a text thread. He was talking with this 19 year old girl that he met on Facebook. Read more »

[MF] Sarah had Never Been Treated Properly

When I was in the service I popped back to my hometown when I could. Mainly because it kept my mother sane and there was a massage school that offered twenty dollar massages.

With about six months left in the military I went home on a four day pass and received a massage from a student named Sarah. After getting down to my boxers she noticed one of my tattoos and awkwardly blurted out “Oh my boyfriend just joined the Army!” We exchanged small talk and it turned out that her boyfriend had enlisted into my job and was stationed at my post.

At the age of 25 I wasn’t an old hand, but I’d been deployed and knew the Army. I offered her my Facebook information and told her to pass it along to her boyfriend. I figured I could buy the kid a soda pop and try to give him some sage wisdom. I received a friend request from her, but never him and soon found out why. Read more »

My first time with my Barnes and Noble MILF [M],[F]

A long lead up — sex starts at the dashed —- line —–

I paused and tied my shoes and made sure my wallet and keys were in my pocket before I put my foot through the window and sought the wet ground. I ducked my head out the window, and then I changed my mind. I put my head back into my lover’s bedroom and kissed her briefly before I left her..

I had met Natalia a few weeks ago. I was spending a random Friday night at Barnes and Nobles reading American Gods when I saw a woman, a few years older than me intensely search the shelves near me. She was generically attractive, a few extra pounds that created curves, breasts that were barely winning the fight against gravity and hair the color of a perfectly toasted marshmallow with a single streak of garish yellow. I paid her almost no attention until I saw a green book on the floor next to her; “Linear Algebra and Graph Theory, an Introduction” I chuckled.

“That was one of my favorite classes… killed me until it clicked…”

“Ohh. I’m not taking a class, I need it for work” Read more »

Night on The Town, Part 1 [MF] [Oral] [Lite Exh] [Third Person]

Mark draped a few ties on their bed as he put on his belt. The door to the master bath opened and Kate walked out, a towel wrapped around her. She walked up behind him and peeked over his shoulder.

“The black one,” she said, pressing her body up against his, her lips lightly brushing the nape of his neck.

“You don’t think I should pick something more…I don’t know, festive?” Mark replied.

“I think you should match your date,” Kate said with a light giggle, walking into their closet. Even after so many years, Mark was still enchanted by her airy laugh. “Besides, you know *Chez Trois* is the fanciest restaurant in the city. The atmosphere’ll be more ‘restrained’ and ‘dignified’, not ‘festive’.”

Her husband shrugged, buttoning up his white shirt. “Take it to mean your new dress is black?”

“Among other things,” Kate said as she walked out of their closet. Read more »

Night on The Town, Part 1 [MF] [Oral] [Lite Exh] [Third Person]

Mark draped a few ties on their bed as he put on his belt. The door to the master bath opened and Kate walked out, a towel wrapped around her. She walked up behind him and peeked over his shoulder.

“The black one,” she said, pressing her body up against his, her lips lightly brushing the nape of his neck.

“You don’t think I should pick something more…I don’t know, festive?” Mark replied.

“I think you should match your date,” Kate said with a light giggle, walking into their closet. Even after so many years, Mark was still enchanted by her airy laugh. “Besides, you know *Chez Trois* is the fanciest restaurant in the city. The atmosphere’ll be more ‘restrained’ and ‘dignified’, not ‘festive’.”

Her husband shrugged, buttoning up his white shirt. “Take it to mean your new dress is black?”

“Among other things,” Kate said as she walked out of their closet. Read more »

Night on The Town, Part 1 [MF] [Oral] [Lite Exh] [Third Person]

Mark draped a few ties on their bed as he put on his belt. The door to the master bath opened and Kate walked out, a towel wrapped around her. She walked up behind him and peeked over his shoulder.

“The black one,” she said, pressing her body up against his, her lips lightly brushing the nape of his neck.

“You don’t think I should pick something more…I don’t know, festive?” Mark replied.

“I think you should match your date,” Kate said with a light giggle, walking into their closet. Even after so many years, Mark was still enchanted by her airy laugh. “Besides, you know *Chez Trois* is the fanciest restaurant in the city. The atmosphere’ll be more ‘restrained’ and ‘dignified’, not ‘festive’.”

Her husband shrugged, buttoning up his white shirt. “Take it to mean your new dress is black?”

“Among other things,” Kate said as she walked out of their closet. Read more »

Cumming in the teacher’s office

Mr. Will, a teacher at the all girls high school that I am studying at. He’s handsome, well-educated and humorous. He’s also the homeroom teacher of my class and more than half of the class have a crush on him.

On the other hand, there’s me. A rebel or what many people would call a delinquent. Dyed hair, numerous piercings, and atrocious grades.

Being a delinquent, the eyes of others would always be judging me. Students, teachers and even my parents will always look at me scornfully.

Mr. Will is the only one that has never looked at me that way. He showed me genuine concern and constantly encourage me to study. Despite me disappointing him numerous times, he still refuses to give up on me.

As usual, I was in Mr. Will’s office again today. Some girls had probably complained about me after I had gotten into a fight with them the previous day.

“Take a seat first”, Mr. Will said with his signature husky voice. With my head down I sat on the sofa.

“Coffee or tea ?”, He asked with 2 cups of drinks in his hand. Read more »