[FM] Getting pranked and fucked in a classroom

Although I refused to call him my boyfriend and shuddered at the idea of him calling me his girlfriend, I spent the first couple months of my relationship with Henry attached at the hip. At the time, he was working as a long-term substitute teacher but had lined up an almost year-long job training program at the end of the spring semester so he could change careers. While I was incredibly excited for him, the program was over an hour’s drive away from my grad school. Though neither of us had any intention of ending things when he left, I was understandably worried about making the distance work.

In June, around three months into our relationship and shortly after the end of the school year, Henry had to pack up his apartment and his classroom in the same week. He was going to be back soon for a conference in my city, and he had already made me agree to [introduce him](https://www.reddit.com/r/gonewildstories/comments/gtlqeu/fm_reclaimed_my_boyfriends_cock_in_a_bar_bathroom/) to my grad school friends while he was in town, but I was suffering from extreme pre-separation anxiety. I was like a clingy house cat. I’d tag along for his grocery shopping and car tune-ups and miscellaneous errands but act like it was a coincidence that I happened to be there, even though we always drove together. Henry thankfully found my attachment cute and funny instead of annoying or concerning.

[FM] My [25F] first fight and role play makeup sex with Henry [26M]

One of my [previous series](https://www.reddit.com/r/gonewildstories/comments/gxk4m9/fm_i_24f_let_my_cousins_hot_teacher_26m_finger_me/) described my first date with my partner, Henry. The short version: he was my cousin Shoshana’s long-term substitute teacher (known to her as Mr. Yang), and she and her friends obsessed over setting us up. We hit it off at Shosh’s Bat Mitzvah, but we didn’t tell her because (1) we weren’t serious yet and (2) she had no chill and would be a distraction in class. Her parents, my second-cousin Miriam and her husband Aaron, knew, but Miri didn’t approve out of a mistaken belief that Henry was a heartbreaker. In reality, I was the commitmentphobe.

In April, a month and change into us dating, I was actively avoiding all conversations attempting to define our relationship. Henry was bemused but didn’t push it. I was convinced my interest in him would disappear the second we slapped a label on it, and I worried our chemistry would fizzle if we became too domestic and lost the magic of sneaking around. It was obviously nonsense, since I loved every second I spent with him, but logic didn’t play a heavy role in my fears.

[FM] I [22F] left a blind date with a “nice boy” to have hot sex with the “bad boy” bartender [31M]

When I graduated from college, I moved to a city a few hours from my hometown that has a thriving Jewish population. I love my heritage, but it has never been a top priority of mine to find a community of Jewish young adults around my age. One of my best friends from high school, Naomi, is also Jewish, and, from the moment I unpacked my last box, she kept trying to set me up with her cousin who lived a short subway ride away. “He’s such a nice guy,” she kept insisting, “all he needs is somebody to give him a chance!”

To me, that was code for “my cousin has no idea how to talk to women, and I figured you’d be nice to him.” I wasn’t against going on a couple dates with some NJBs (“Nice Jewish Boys” for the uninitiated), but I just wanted to meet new people, and I definitely didn’t want to settle down. Jewish men are awesome, amazing, inspiring, sensational, but they had a tendency in those days to put me in the marriage zone. I was generally not somebody they casually dated or hooked up with — something about the size of my tits and my responsible life choices meant that I was the person they could see bearing their children and buying a nice home with in the suburbs. And, being 22 and a total commitmentphobe, I was Not Down.

[FM] I [22F] left a blind date with a “nice boy” to have hot sex with the bad boy bartender [31M]

When I graduated from college, I moved to a city a few hours from my hometown that has a thriving Jewish population. I enjoy my heritage, but it has never been a top priority of mine to find a community of Jewish young adults my age. One of my best friends from high school, Naomi, is also Jewish, and, from the moment I unpacked my last box, she kept trying to set me up with her cousin who lived a short subway ride away. “He’s such a nice guy,” she kept insisting, “all he needs is somebody to give him a chance!”

To me, that was code for “my cousin has no idea how to talk to women, and I figured you’d be nice to him.” I wasn’t against going on a couple dates with some NJBs (“Nice Jewish Boys” for the uninitiated), but I just wanted to meet new people, and I definitely didn’t want to settle down. Jewish men are awesome, amazing, inspiring, sensational, but they had a tendency to put me in the marriage zone. I was generally not somebody they casually dated or hooked up with — something about the size of my tits and my responsible life choices meant that I was the person they could see bearing their children and buying a nice home with in the suburbs. And, being 22 and a commitmentphobe, I was Not Down.

[FF] [FFM] [Group] The Weekend Getaway [Part 4]

Parts [one](https://www.reddit.com/r/gonewildstories/comments/gudtxo/fm_the_weekend_getaway_part_1_mentions_of_group/), [two](https://www.reddit.com/r/gonewildstories/comments/guwmf8/fm_light_ff_the_weekend_getaway_part_2_mentions/), and [three](https://www.reddit.com/r/gonewildstories/comments/gvivsr/group_ffmm_the_weekend_getaway_part_3/).

We spent the night in our own bedrooms once we cleaned up the melted dessert, everybody else passing out pretty quickly after the night’s events. I was unable to sleep, pent up horniness keeping me awake. After tossing and turning for at least a couple hours, Henry finally pulled me against him roughly to spoon, one of his arms and legs wrapping around me to pin me down in one place. Shockingly enough, it worked, the warmth and weight of his body smothering me comfortingly like a weighted blanket until I fell asleep.

I woke up when Henry got out of bed, the movement shaking the shitty AirBnB mattress. “Where’re you goin?” I mumbled sleepily.

He leaned over and kissed my cheek, gently brushing my hair away from my face. “Just going for a run. Don’t do anything too crazy before I get back.”

“I make no promises,” I sighed, already falling back asleep.

“That’s my girl.”

I quickly drifted off, my restless night catching up to me.

[FF] My best friend’s boyfriend pissed me off, so I [18F] fucked his mom [late 40s F]

The summer after graduating high school, I was in a pissy mood. Yes, the whole summer. I was terrified about going to college hours away from my family and sad to be leaving my friends, especially my best friend, Jillian. Throughout high school, Jillian and I had a covert romantic and sexual relationship. We saw each other intermittently from our first year of high school (age 14) until we left for college (age 18), pausing only when we had boyfriends. And occasionally unpausing it during those times. We somehow simultaneously thought of each other as our soulmate and also a relationship that didn’t “count” as cheating because we were both women. It’s not something I’m proud of, but it’s something I’ve since learned is actually fairly common amongst closeted teenagers.

Our last semester of high school, Jillian started dating a boy in our year named Tom. At first, I didn’t dislike him any more than I disliked her other boyfriends — it was more a general jealousy that she could date them in public instead of an actual dislike of them as individuals. But then, against my wishes, she told Tom about us one night shortly before graduation. I was fucking pissed. I wasn’t ready to be “out,” and I wasn’t even sure what my sexuality was, so this felt like both an invasion of my privacy and a lot of pressure to suddenly define myself. Jillian apologized profusely when she saw how upset I was, and I did forgive her fairly quickly considering my ability to hold a grudge, but the damage was done.

[FM] I [24F] let my cousin’s hot teacher [26M] finger me in an empty classroom – Part 3, Final Part

Parts [one](https://www.reddit.com/r/gonewildstories/comments/gxk4m9/fm_i_24f_let_my_cousins_hot_teacher_26m_finger_me/) and [two](https://www.reddit.com/r/gonewildstories/comments/he4y83/fm_i_24f_let_my_cousins_hot_teacher_26m_finger_me/).

Henry kicked the door closed behind us as soon as he carried me into his dark room, turning and pressing me against the wall next to the door. I ground my pussy against him as much as I could, moaning into his mouth as it recaptured mine. He broke the kiss as quickly as it started, moving his mouth down my neck until he reached my chest. His hands cupped my breasts over my clothing, and he kissed the soft skin there gently, reverently, before speaking. “Fuck, you’re beautiful,” he whispered.

“Bed?”

“Fuck yes.”

He moved his hands to my waist and hitched me up higher before stumbling over to the bed. He sat us down on it and laid back on the pillows so that I was straddling his lap in the center of the bed. Finally. I ground against him roughly, moving my body up and down his cock over our clothing. Henry’s hands gripped my ass under my dress, his fingers slipping under my panties to touch my bare skin. I sat upright, crossed my arms, and whipped my dress over my head. “I can’t see shit,” Henry whispered, “hang on.”

[FM] I [24F] let my cousin’s hot teacher [26M] finger me in an empty classroom – Part 2

[Read part 1 here.](https://www.reddit.com/r/gonewildstories/comments/gxk4m9/fm_i_24f_let_my_cousins_hot_teacher_26m_finger_me/)

The rest of the afternoon flew by in a blur, my cousins’ house a flurry of activity as we hosted and fed some out-of-town family. My mind kept drifting back to Mr. Henry Yang, a blush and a smile creeping across my face as I remembered our tryst and the way his skillful hands felt on my body. I cringed when I thought about how eager I was — I barely knew the guy, and I let him finger me in a fucking synagogue. But then I thought about his smile and the way it felt so damn comfortable to be around him, and the embarrassment faded to just a dull, vague, general feeling of Jewish guilt. And besides, it’s not like I hadn’t hooked up with strangers before! I was not some innocent virgin, no matter how girlish he made me feel. It just felt different than stranger-fucking: more intimate. And that made me nervous.

[FM] That time I [18F] gave a 6’7” football star [21M] my anal virginity

I don’t always make the healthiest decisions. Looking back at this one, I wish I could have freeze framed the moment of entry and done a voiceover a la *The Emperor’s New Groove*. “I bet you’re wondering how I ended up here, in a dirty frat house, with a cock slowly pushing its way into my ass for the first time.”

It’s a tale as old as time. High school girl goes to state college football game with her friends during her senior year of high school. Girl “accidentally” bumps into hot football player after the game at the nearby taco place that “just happens” to be where the team always goes after a win. Hot football player asks for girl’s number and then proceeds to booty call her every other weekend for months. Girl comes running every time.

[FM] I [20F] got drunk while home from college and gave my little brother’s best friend [18M] his first blow job

Although I frequently post stories, I rarely discuss my immediate family. This is mainly because I have no interest in discussing them in an erotica subreddit (sorry, r/wincest), but also because they aren’t relevant to the stories I post. This is an exception.

My younger brother, Adam, and I are close again now, but we went months without speaking after a fight over Adam’s best friend, Samuel. All throughout middle and high school, Adam and Samuel had the kind of friendship where they had the garage codes to each other’s houses and were practically adopted by both sets of parents. While we were in high school together, I suspected they might have formed a covert sexual relationship like the one I had with my then-best friend [Jillian](https://www.reddit.com/r/gonewildstories/comments/h02q7i/fm_fucked_my_21f_exs_22f_uncle_40s_m_at_her/), but Adam confessed one day that neither of them had their first kiss. Shortly after, Adam began his still thriving career as a serial monogamist, and I assumed that Samuel gained some experience with Adam’s girlfriends’ friends.