Tag: High School

My friend paid me to have sex with him [31][F]

Hi everyone! My ex husband and I split last year and since then, I’ve gotten into financial difficulty because I don’t have a good job or education beyond high school. I shared my issues with one of my male friends that I’ve known since high school, about how I’m behind on my bills, in debt, and don’t know how I’ll cover rent for next month. He was sympathetic at first until I told him I was considering getting into sex work to help make ends meet.

He laughed and told me I’d be great at it but I didn’t share his confidence. He said he was sure I would be amazing at this job if I worked at it and was willing to give me his honest assessment by being my first customer. I thought he was joking because we usually pull each other’s leg but he was serious. He said he would give me $100 for a blowjob. Read more »

Stranger made me cum 11 times and now I have a fwb [24F]

I had wanted to be a slut in high school but was too shy to talk to many people so I only had sex with 2 guys. After I turned 18 I met another guy who I had sex with but all 3 guys had been virgins (before me of course). From all 3 guys I had yet to cum, they just couldn’t figure it out even when I was telling them what to do.

So I met this guy [18] and he’s had much more experience than me. It was honestly kind of intimidating at first but also really exciting. I love to share my stories (mostly with friends) so I told him none of the guys I had been with had ever made me cum and he took it personally. The day before we met in person we talked a lot about kinks and what we would possibly be interested in. From this I found out that he is a pleasure dom. I never really got to experiment in the past but I knew I liked to be submissive and wanted to try more. I have a pretty big voyeurism kink (something I’ve enjoyed on my own before) so when we decided to meet at a park we not so jokingly joked that we’re gonna fuck in the park. Read more »

Became someone’s own little whore! [FM]

Like many girls on this sub, I grew up religious. Modest. Covered elbow to ankle. Not allowed to touch a man. Repression breeds perverted sluts. No two ways about it.

By 18 I’d only slept with my high school boyfriend. Nothing special. I pretty much only interacted with people in my cultural and private school communities.

Yet I was obsessed with beautiful, frilly lingerie. Spent my paychecks on Agent Provocateur. Changed with the windows wide open since 16 to give my neighbours a little treat. Bought latex Vivienne Westwood heels.

At 18 I was a size 2, 5 foot 7, runners body with disproportionate F cup tits that were so perky a pencil wouldn’t even stay under them. Narrow, boyish hips. Tanned, big brown eyes, huge lashes. Unique beauty. I always wore skanky look at me outfits, and still do, even though now, at 25, my tits are a little softer, cheeks a little more prominent. I’m a 4 and H loves me more than ever. Read more »

Bringing a young BBC into the lifestyle. [MFM]

We are on a few lifestyle sites, and often get messages from young guys who say they want to have their first experience. My husband will talk to them to see if they are actual candidates, or just all talk.
Most end up either being too shy to follow through, or lack the qualities to be a good lifestyle partner.

In 2018, one young man reached out to us, and his attitude really impressed my husband. Alex was 19, admitted that he had zero lifestyle experience, and in fact had only played with some girls in high school. He had never been with a couple, or an older woman, but came across as very uninhibited and open-minded. He actually stated that he had no limitations, and truly wanted to “try everything” to see where his interests took him. Part of his interest was wanting to learn how to please a woman, so he hoped my husband would teach him some skills. Read more »

[FM] Craigslist Hookup with a 22yo mom of two

So this goes back awhile….I’d say 15 years and I was in my early 30’s. Back when Craigslist was very relevant and had personal ads. I traveled a ton for work and would usually be in a town for at least a couple weeks, sometimes a couple months. My routine would be to hit the local CL personals a week or two before arrival on a new assignment. Most of my hookups came from in-person meets, but occasionally something nice would pop up on CL.

I met Cassie in the platonic personals. She was a bored stay-home mom of two young children looking just to chat and get to know someone. We emailed back and forth a bit and the discussion quickly turned to her unhappy marriage. Much of which seemed to stem from an unhealthy sex life. Her husband was raised very religious and they did not have any type of sexual relations before marriage. They started dating her junior year of high school and got married shortly after graduating. She had been with a couple guys before her husband, but he didn’t know that. They waited until marriage to have sex and he had never been very interested in it even after that. He was also very vanilla…..they had only ever had sex in a bed with the lights turned off. Almost always missionary. Did not like talking about it and was not open to discussing why she wasn’t satisfied. She went on and on about all his performance issues, his aversion to her using toys, and mostly that she was utterly unsatisfied sexually and thinking about leaving. Even mentioned that his precum tasted so bad she couldn’t even suck him which she enjoyed doing to her boyfriends before. He had never gone down on her or even touched her pussy with anything but his cock. Read more »

I (32M) slept with someone (24F) I used to tutor

Around 7 years ago, my mom connected me with this woman who’s daughter needed tutoring for essay writing. I was 25, she was 17 at the time. We met up a few times, and I helped her write her college essay. Once she developed the final draft for her college admissions paper, that was the end of that revenue stream. That’s all she was, just another client that helped me pay the bills.
So, a few months ago I’m in out in the city at this dive bar on one of the main strips. It’s a small city – there’s around 150,000 people there, so it’s not uncommon to run into people you grew up with, worked with, etc. The bar’s pretty packed at this point, and I lock eyes with this young woman. She furrows her brow, lifting her lips in a light smile. I feel my face do the same, and then my mind’s like “holy shit! I used to tutor her.” At this point, I had forgotten her name. Tracy? Trixie?

“Hannah,” Read more »

Fucked my ex during Covid Lockdowns [FM]

Okay so some of you have been asking about the lockdown fun so here’s how that started.

Quick recap. High school sweethearts, separated and a couple of kids.
[M] 30 (let’s call me D)
[F] 29 (let’s call her C)

TLDR; fucked my ex after months of teasing during covid lockdowns.

Starting back in late 2019 I had received a picture of C flashing her boobs at a vineyard. I asked why she sent it as we hadn’t been at that level of sharing since we separated.
“Why not?” was the answer.
This started plenty of back and forth flirting but nothing physical. This was when I started purchasing and sending her some toys. A remote control buttplug, a remote control egg vibrator and for Christmas I went all out and purchased her a Womaniser (people, do yourself a favour and get one for that special lady in your life… seriously!) Read more »

Phone Phuckery [M/F] [20s] [Friends to Lovers(?)] [Long Distance] [Phone Sex] [Mistress] [Puppy] [Mutual Masturbation]

Phone Phuckery

((Buzz buzz))

“Hello?”

“Hey, what are you up to.”

“Whatever I want, it’s a free country. For white guys anyway.” Jarred said while yawning.

“So, nothing as always.” Responded Mary with a faux scold.

“Like I said, whatever I want.” Jarred was, in fact, on his way to his kitchen to grab a drink after finally getting himself to clean the junk that had been building up on his desk. “What are *you* up to?”

“Just got back to my room from my last class. The professor spent the entire hour telling stories about his escapades across the globe, *again*, instead of actually teaching us anything.” There was a thump as Mary collapsed on her bed.

“Isn’t a life lived the greatest lesson of all?” Jarred said wistfully.

“The greatest lesson is how to not die broke and homeless.” Retorted Mary, “And I need these credits in order to hopefully not do that. If I fail this class because that old fucker can’t be bothered to do his job, I’ll find his car and set fire to it.” Read more »

Melony and Alex: Back to Her Place (M/F) (20s-30s) [Second Date] [Making Out] [Oral] [Self Pleasure] [Deep Throat] [Throatpie] [Multiple Orgasms] [Disproving Cat]

Melony and Alex: Back to Her Place

Melony started to unlock the door and then stopped when she realized something. “Uh, my place is kind of messy… Just giving you a heads up.” When she’d asked Alex if he wanted to come back to her apartment and talk more, the state of it hadn’t really come to mind. The invitation itself had been kind of an impulsive idea that arose when after they were leaving the restaurant on their second date and he said he really liked spending time with her and wanted to see her again.

Alex and Melony had met at her friend Sharon’s birthday party. Sharon and Alex worked together and Melony had been her friend since they were in high school. They were both able to survive the party when they realized their mutual interest in The Mothman. After bouncing theories off each other all night (Alex said it was a time traveler in a super suite and Melony thought it would be better if it was some kind of faerie creature) he finally asked her for her number. Read more »

The day I met Mike [MM, straight, soft]

I was back to my hometown Montreal for a 3-day assignment. I took a few of those as I’m now single and it’s easier to travel.

The day had been long, and getting back to the hotel had been stressful as there was a storm and I was no longer accustomed to driving in the snow.

As I got to my room, I decided to get down to the bar to watch the game and eat a little something.

It was a quiet night – there was only me, the bartender and a guy that looked familiar. As I sat, we started talking. We were both 37, had a similar job, both played hockey and had similar interests in general. Mike also looked like he had a rough day.

“How’s the divorce?” as he looked at the indentation on my ring finger. “Well, it’s rough.” “It’s hard man, but you’ll get through it. I’ve been there. You’re free as a bird now!” “Yeah, I guess.” “I wouldn’t have found Catherine if it hadn’t been for the divorce.” Read more »