Hiring my hottest [F]riend has our new babysitter

From my previous story, you should know that I caught my friends talking about how hot my husband is in a group chat last week [https://www.reddit.com/r/gonewildstories/comments/w9hsr8/my_single_friends_are_horny_for_my_baby_daddy/](https://www.reddit.com/r/gonewildstories/comments/w9hsr8/my_single_friends_are_horny_for_my_baby_daddy/).

Out of the group of my single friends, one of them is a smoke showđŸ„”. In high school, she was a gymnast and let me tell you I wasn’t the only one staring at her ass in the hallway


Since posting the story, I’ve been contemplating how to make the most out of the situation for my hubby. My body’s still recovering so sex isn’t back on the table yet. Sooo I’ve found a way to make up for it 😏We’ve had our daughter for a month and I though asking for a little help could be nice. So I asked Nadia if she could babysit, maybe once a month on friday nights. I would stay home cook dinner for all of us and drink wine without any guilt.

Friday night arrived and I took the liberty to wear a cute little black dress. I didn’t think I would still fit in it since so it felt quite nice to dress up. It was quite a hot day, Nadia showed up with a little tank top that showed off her cute belly and shorts that barely went above her buttcheeks.

The gay [M] 18, The bi [M] 18, and the straight [M] 18

In high school I was big into the art clubs. I discovered that I could actually get my degree taking tons of painting and drawing classes and it was a blast. The other art kids and I were a pretty tight group and we hung out outside of school frequently. My closest friend in that circle was Jerome who was really adorable. He was mixed white and black and had this beautiful caramel skin. His body was naturally muscular and he had a very tender, nurturing personality. Suffice to say he had all the girls in class wrapped around his finger. I could never decide if I was jealous of the attention he was getting, or if I was madly attracted to him. Probably both.

About me: I was fairly slender at this time, having run track and with my job I was fairly active most of the time. I have very light blonde hair and an average dick, about 6 inches.

Once, my friend [F] (then 18) demonstrated for me [M] (then 18) how she could cum hands-free

Short version


In the late 90s, I worked in the mall in my hometown in the summer after my freshman year of college. My good friend from high school, Tara, also worked in the mall and we’d often take breaks together.

One day, she told me she’d gotten her clit hood pierced. This was shocking to me. Not the piercing part. As a peripheral punk rock kid, most of my friends had body modifications. Tara was not one of my punk rock friends, though. She was an athlete, a long-distance runner, and it caught me off-guard. We chatted about it, sitting in the food court and she said sometimes, if she moved her legs together a certain way, she could cum from it. That’s why she’d gotten it.

I told her I didn’t believe her and asked her to show me. She said she wasn’t sure if she could do it but asked me to walk with her. After a few minutes, she changed how she was walking, sliding one leg forward at a time, almost like a model. She’d looped her arm through mine and I could hear her breath starting to catch and the occasional, barely-audible, moan. It was crazy and sexy and I found myself getting hard and not caring.

She Stripped For My Groomsman [MFM]

This started a long time past, at a friend’s house in High School. It was late at night, we were young, David’s parents were gone and we were very drunk. Everything began with a pin toy. A bunch of pins held in a frame that retained the impression of anything pressed against them. The kind of thing that executives have on their desk to show that they are whimsical, but not too whimsical. They’re trademarked under the name “Pinscreen.”

The toy was on the desk of his father’s office when Anne found it. She became obsessed with it. Hands, Face, ears. She loved making impressions in the cold steel pins. I think they felt new and exciting against her skin. Anne escalated from her own skin to mine and eventually to David. She started with his hands, but moves up to his ears, then his face. He was obviously uncomfortable, not with the attention, but with how to handle the attention. David didn’t have a girlfriend. He’d never had a girlfriend. Having Anne this close, focusing on him, touching him, was leaving him flustered. He kept looking over at me for guidance. I was happy to just watch things unfold.

My guy friend and I crossed the line last night [FM]

I have a guy friend that’s like a brother to me. We’ve been best friends since high school. However, last night things got crazy. We were out drinking and catching up like we always do and came back to my place to smoke. Not uncommon. Told him to turn around while I changed into my pjs and he did without issue. However, when we finished smoking, he pulled me closer to him and asked if he could pull my top down. I said yes. He saw nipple piercings and then he took them into his mouth. Then he laid me down. He started working his hand down- I didn’t even realize if it was him or I that took my pj bottoms off. Next thing I know, he’s fingering me with one hand and the other was creeping around my neck. He started saying some kinky shit which made me super wet. I didn’t know he was like that at all. After a bit, he went down on me. God, he was so good. I came so hard and I kinda wanted to fuck but we both stopped. He told me he didn’t care if I sucked him off, that he’d been dying to lick my pussy forever. Then he said “If I kiss you now, I’m going to bend you over here and fuck you.” And I told him we shouldn’t and that he should go home to his gf. Yup, longtime gf that I adore. He told me that they had an open relationship, which I knew. However, we both knew if we had sex, his gf would not be ok with that. Pretty sure I’m her third rail. After a few mins of cuddling in silence, he went to the bathroom and washed his face. He awkwardly said goodbye and left. I woke up this morning and was like wtf did we do last night?

That ti[m]e I got caught eating out an 18 y o [F]

I just found a diary from 1998 with a separate piece of paper folded into it that lists all of the women with whom I was fortunate enough to hook up with that year. When I read the name Heather I was transported back to 1998 to relive what I would now call a definite ‘gone wild story.’

To know how I came to meet Heather, you have to first know about Mark. Mark was the younger cousin of a good college friend of mine. My buddy was a couple of years older than me; his cousin was 18. I actually became pretty good friends with Mark despite his being in high school and my being in college. In many ways, Mark was more mature than his older cousin in fact. Mark did very well for himself in high school with the ladies. A lot better than I did for sure. I treated Mark as my peer and we had enough candid conversations for him to know that I loved eating pussy and the hairier the better. As I said, Mark was a mature guy, and he didn’t judge me for my preference though ‘the bush’ was on the decline at this point in ’98. Mark was also privy to enough conversations with me, his cousin, and our other friends to know that I wasn’t afraid of a little vaginal odor. My friends were merciless on me, always joking that I only eat out stinky pussies. Mark, however, never judged or made similar remarks.

The Senior [M22, F18] [Teacher/Student]

**Author’s Note:** Well, the above tag is a bit of a spoiler, but I need to specify ages to avoid getting flagged.

**PART ONE**

It wasn’t my fault.

I mean, how could I possibly have known?

It all started a week before the first day of classes. Fresh out of college with an Education degree, I had already managed to land a teaching position at a small suburban high school. Not exactly my dream job, but it was a start. Decent salary, decent benefits, and rent was fairly affordable in the area. The only drawback was that I didn’t know a single person in town. All my former classmates were sticking with the bigger cities. But it was fine. I was a guy who actually kind of liked the idea of the peace and quiet that came with a borderline rural area.

[F19]riends vacationing in santa monica… [M30]

Leon was a bull of a man, big and tall, with a big and tall cock, too. He drilled his fat dick into Sally while his heavy balls ricocheted off her ass. He squatted over the petite blond girl, holding her ankles in place beside her ears, fucking her down onto the pool towel laid out on the flagstones.

Bella watched as her friend’s pussy stretched open as it was dominated by Leon’s dick. She reached out to squeeze his balls, eager to help. She was in awe of his power, the strength with which he fucked her friend. Sally whimpered in a way that Bella recognized, and she reached out to tease her friend’s pucker, her thumb running in circles. Sally groaned as her ass started to spasm.

“Fuck, girl,” Leon grunted, “You cumming again?”

Best friends Sally and Bella had met him not even an hour ago, when they were setting out on the balcony of the apartment they’d rented for their vacation. They were wanting to bask in the sun and rest up before another evening out at the clubs.

My average-looking nerdy friend who slayed [FM]

This man is the thing of legends. My best friend from college lives in my city and we often find ourselves whispering about this man in dark corners, trying to figure out exactly how this happened.

I’ve seen a lot in my day, but I’ve never seen anyone like Mike (yes, I’m giving him a fake name).

Mike was a short, portly young man who started balding when we were 18. He was wasn’t ugly, just simply not conventionally attractive. He once compared himself to the Lucky Charms leprechaun and I had a hard time disputing it.

Mike was barely 5 foot but really embraced it. He used to say that he loved being short because people found short folks non-threatening so he always made friends easy.

Mike was of moderate intelligence, from a middle class family, with no particularly remarkable skills or ambition.

Mike FUCKING SLAYED.

Holy shit, this dude pulled 10s like they were going out of style. Every time I looked up, Mike was hooking up with a different hottie. Not just making out, but having sex and/or dating these gorgeous women on the reg.

Quitting smoking [M20/F20]

The match flared off the heel of his boot with a sparking hiss. The initial combustion calmed and he held the steady flame to his cigarette tip. The still night air carried the soft sizzle of tobacco burning. He took a hard pull, the tip glowing orange in the dark, and, satisfied, waved away the burning match before it could scorch his fingers.

Derek bought the special “strike anywhere” matches with the phosphorous heads down in Mexico, or so he claimed. He was a theatre kid, so he had a flair for the dramatic. It didn’t impress me as much as he probably thought it did, but that was ok. I found the goofy camp of him playing cowboy with every smoke kinda cute.

He bent down, cigarette in mouth. His eyes were closed as he absorbed the first hit of nicotine. I leant in, having to go on tippy-toes to reach even though he wasn’t tall, our cigarette tips touching. I observed his face, the soft peach fuzz that he called a beard and his thick, golden lashes. My tip took and I leant back, taking an appreciative suck. Warm smoke, which I had once found burning, filled my lungs. I let out a cloud into the night air.