High School Archives — Page 499 of 805 — NSFW story

The Halloween Hookup (FF) (Toys) (Stranger)

I hate college parties. The crowds, the nose, the drunk frat boys hitting on me. But this was a Halloween party at one of the biggest frats on campus. Sounds like what I would avoid, right? Not a chance. Halloween is when all the girls go wild.

Everyone thinks I don’t date guys because I’m too busy studying and working. The truth is, I don’t like guys; I like girls. Unfortunately, my family won’t accept this, so I keep it a secret for now. I take every opportunity I can to check out the girls on campus when I can be sure I won’t get caught or seen. A costume party where people will be so drunk, they won’t remember my name? Perfect cover!

I dressed up as a schoolgirl. Red lace bra and thong, plaid skirt that came a couple inches above my knees, white knee-high stockings and a white blouse. I left the top three buttons unbuttoned, showing off the bra I was wearing. For my personal pleasure, I slipped a remote-controlled vibrator inside my virgin pussy. Read more »

[FM] I got finger fucked by my best friend

My first time here! Also on phone so excuse the formatting. Read more »

[MF] Getting even with my ex: Part 1

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-But this is dirty, how do I…? How can you ask….?

-Lick it. Lick it well.

-But this is….. I can’t imagine…

-Do it

-This is…

-Shhhhhh

-I can’t….

Thwack! A firm but gentle slap rang across Sud’s left cheek as I looked her in the eye and signalled she’s not going anywhere until she does it.

Her beautiful face had drool and precum all over it. Mascara ran upwards towards her scalp. Lipstick was smeared. The red faded into a pink. Her hair was sticky with dried spit. She had a look which expressed a bit of fear, a bit of eagerness and a lot of confusion.

I held her head firmly and guided it between my legs. She closed her eyes, tight shut and dived into her new place of work. Very tentative and measured licks commenced. I let her do it for few minutes.

Very unkindly, I pulled her up by her hair. I flicked her left cheek with my finger in a stinging manner. She was taken aback. I moved very close to her face. Read more »

Birthday Boy

My buddies want to take me out for my 30th birthday. I normally don’t go out, I’m much more of a homebody than other people in my social circle. They say they’ll buy me drinks all night, and have been begging to take me out for the past couple weeks. ”C’mon man, it’s your 30th birthday! You never go out with us. Let’s get fucked up!” they said. I couldn’t say no, although my plan was to let them all get shitfaced and slip out early.

We live in a small college city, so the bars are usually filled with a younger crowd. Maybe I’ll get lucky tonight and go home with a pretty college girl. That would certainly top my birthday off in a delightful way. I’m not the most suave guy, but I’m no Quasimodo. We get to the first bar of the evening around 9. The scene is good. Not too crowded, but plenty of people enjoying their night. We all take shots to start off, then another, and another. My buddy’s choice of tequila will sure make for an interesting night. The bar a few blocks down has a good birthday wing deal, so we stumble out of the first bar and make our way down the street. Read more »

Unexpected [MFM] with my wife and friend at wedding!

Have been sitting on this for a couple weeks and thought it too good to share, hope it inspires other couples. So a little about us first, my wife and I both in our mid-30’s – check our profile for pics of my better half, is a housewife and wonderful stay at home mom. We live in a white collar type neighborhood and lead pretty traditional lives. When we do get alone time, which is rare, we enjoy sex as much as any other couple. We’re not the spontaneous type typically which is why the following seems so crazy. Read more »

[MF][cuck][sissy] Solder gets fucked in more than one way [Part I]

My wife Amy and I met each other in High School. We started dating our junior year and only had a few break-up fights that never lasted long. I think the longest time we spent broken up was 3 months. We were pretty frisky since there wasn’t much else to do in our towns. We tried to practice safe sex but, sometime we just didn’t have condoms on us all the time.

Sure enough, halfway through our senior year, she gets pregnant. I think we found out in early February, I remember telling our parents just before Valentine’s Day. It went pretty much as expected. Our Moms flipped out and Dads just asked what am I going to do about it. I told them I was a man and would take care of her. Amy and I hadn’t really talked about it yet but, I told our parents I was planning on marring Amy and providing for our family. Read more »

The time I [m]et an innocent virgin [f]rom reddit.

This isn’t the only time I met someone from reddit, and it’s not the most X-rated story, but it’s something fun I thought I would share. I was innocently browsing r/drityr4r (the only way to browse this sub is innocently) and I saw a post with a title something like **19 [F4M[ Ca / Online – Sheltered virgin, needs help**. When I opened the post the girl said she was Muslim, a college student, lived at home with her strict parents and had basically no experience with men, and was looking for someone to at the very least discuss some of her fantasies with her.

Now, first of all.. I’m too old for this girl. But I thought I could lend a helping hand (I’m nice like that..and a bit evil), so I wrote her offering some advice and maybe some dirty talk. To my surprise she quickly wrote back and said I was one of the few non-dick pick or overly aggressive replies to her post and she was happy to chat and see where things led. While we were both in California, it turned out she was more than 300 miles away from me, so anything in real life seemed out of the question. This led to weeks of chatting on kik and getting to know each other with some light sexual flirting, but nothing too much. She really wasn’t experienced with men at all and seemed to get quickly uncomfortable when the texts became too sexual, so I backed off. Oh, and her name was Alya. Read more »

Say it again

*Continuation of The Relationship. Accidentally deleted this story, reposting. First post available in comments.*

*While not critical to understanding the story, Part One provides helpful context as it contains the back story of the two of them and sets the tone for the fly on the wall experience you will enjoy below.*

***

“Say it again”, his whisper pierced the stillness of the hotel room.

“Say what?” Stella giggled, the coy edge of her seductive smile giving away how delighted she was to finally have something he wanted to hear.

But Levi was in no mood. He grabbed her wrists, tenderly, but intently. Looking just underneath her eyes in that sore, pleading way he doesn’t know that he doesn’t know how to fake. It caught Stella off guard. Could she be the first to have told him this?

Let’s go back to where it started. The parking lot of the Billings, Montana airport Hilton.

Levi’s damp curls stretched to the middle of his shoulders. His hair was sopping wet, even though he’d tried to avoid getting water on it in the shower. He just wanted to look his best so Stella would have a good parting image of him when he dropped her off. Read more »

BLACKMAIL

I grew up in a small town in coal mining country where my father worked on the railroad. He owned a couple of houses that he rented to people who did not want to rent from the coal company that they worked for.

One couple moved into one of the houses in the spring of my sophomore year of high school. The husband’s name was Russ and his wife was Jane. Russ was about 30 years old and about six feet tall and 190 pounds with a shaggy beard. Jane was a tall lady, about 5 feet 9 inches and about 130 pounds with light brown hair and a cute pug nose. She was not beautiful nor real pretty, but she was cute in a way. She did have a pretty nice figure, with nice tits. Jane was younger than Russ, about 23 years old. Their best friends, Bart and Susan, lived in a nearby town. Read more »