This whole endeavor started about a year and a half ago when my girl and I talked about bringing someone else into our relationship. We wanted to spice things up a bit more so we decided to go on some dating apps to look for someone who would be willing to join us. We started talking to some people here and there and eventually we did have some fun with a couple of them but before we get to those stories, I will tell you about our very first experience which ended up being an old coworker of hers.
Tag: Straight
The time I [F]21 made my first ever bootycall and ‘cheated’ on my ‘boyfriend’
It was another generic night out back in my sophomore year of college when my hoe phase was in full swing. There wasn’t anything especially memorable about the night but afterwards, I walked home with my roommate as always.
It was around 3am and she mentioned offhand that the guy she had just started seeing was going to come over later. I was keeping her company to fill the time when my phone buzzed. I unlocked my phone to see a text from an unsaved number saying ‘Where you?’
Puzzled, I texted back ‘Who is thia?’, still pretty drunk from the half bottle of tequila I’d necked earlier in the night.
Turns out it was one of the guys that had struck up a conversation with me at the party earlier. I vaguely recalled me and my roommate chatting with him and his but I genuinely think it was a pretty innocent conversation looking back at it. I’m sure we only exchanged numbers as he was visiting the area and wanted us to let them know if there were any good house parties after.
[FM] I (F36) slept with a graduate (M23)
Josh joined my company and my team as a graduate straight from college last year. He’s from the other side of the country, and at the time he joined were all still working almost entirely remotely, so Josh didn’t bother moving to Dublin when he started, just committed to commuting long distance every once in a while. I didn’t actually work with him very much, he was reporting to Catherine, who reports to me and is basically my work bestie.
I knew Josh was a pretty boy from video calls, his face & hair look like a bit of a poor mans Harry Styles, but when I actually met him in the office the first time I was surprised by how jacked he was. He wore a tight plain T-shirt that day that showed off his muscular arms and hugged his biceps and shoulders. At lunch with Catherine we couldn’t stop talking about how hot he looked in person and I was teasing her that maybe I should reorganise things so that he reported directly to me, so I could have daily video calls with him instead of her, while she threatened to resign if I took his pretty face out of her morning video stand ups.
[MMF] The College Experience
DISCLAIMER: Every individual involved in this story is 18 years or older
Up until this point in my life I’ve had hardly any sexual experience. I had a good friend group in high school, with a mix of guys and girls, but never ended up taking the sexual step that a lot of them did.
Coming out of my more than awkward stage pre-high school, I was dealing with a lot of anxiety and insecurity. Right as I was coming out of my shell, and expanding my friend group, beginning to talk to girls, etc. COVID hit, and schools shut down.
I took this time to work on myself both physically and mentally, and am coming into college in the best shape of my life, with the mindset that I’m going to put myself out there and have fun.
My first taste of the true college experience came earlier this month with orientation, which for my school, is an overnight thing, which led to me having a ton of opportunities to meet new people.
[F] I masturbated outdoors exclusively for 2 months when I was 20.
I’ve loved the comments and DMs in response to [the story I posted yesterday](https://www.reddit.com/r/gonewildstories/comments/voyjnm/fm_in_my_first_year_of_university_i_fucked_a_much/?utm_source=share&utm_medium=web2x&context=3) and I want to keep sharing. This is a much less complicated memory for me. I loved writing it out and reliving it, and hope you appreciate it as well.
For my second year of University I moved out of halls and into a house share. I was a stranger to my housemates, but the place was very close to an enormous public green space with plenty of woodland, a few historic buildings, open air fields, and great paths that people would take for walking, running, and cycling. This was when I got into running, first thing every morning. It was my introduction to regular exercise.
Well, it turns out that exercise makes me really horny. Being in the fresh air with lots of grass and trees around also, it seems, makes me very, very horny. For the first couple of weeks, I would get through the door, run upstairs, and fuck myself on my bed after each run. After that, maybe reinforced by habit and context, I’d be overwhelmed about halfway through and need to stop.
My twin sister and me
The first time she caught me, she walked into my room while I was lying on my bed jerking off. She opened the door just before the moment that I came. We locked eyes for just a second…we were looking each other in the eyes as the first spurt of my cum shot up before landing on my stomach. I grunted at the pleasure of cumming and the shock of her walking into my room at the exact moment. Her mouth opened in shock, her eyes went to my cock and stayed locked onto it as the remaining shots flew up before resting on my body. We were both in shock. My hand was clamped on my cock after my orgasm, making it red and engorged. She turned and ran down the hall. I didn’t know if she was going to call my mom and tell on me or what so I got up and ran down the hall, following her into her room.
She was wearing the oversized t-shirt that she slept in and she was facing away from me as I ran into the room and grabbed her wrist to turn her around. Again, her eyes went right to my cock and her mouth hung open. I began to beg her not to tell mom. She finally took her eyes off of me and looked at me and quietly said okay.
[FM] The best sex i ever had in my life
The best sex i will ever have in my life
With my ex, i only did vanilla missionary. For 1.5 years that is all I’ve been doing. Boring “i love you baby” vanilla missionary. I didn’t even enjoy it anymore and his dick was small but that didn’t matter to me. But he didn’t even make up for it by fingering me. He just got himself off and that was it. I had to use lube since it wasn’t even getting me wet at all. Long story short, i broke up with the cunt.
Fast forward, i met a new guy. My (18F) current bf (19M) gave me the best fuck of my life. I actually thought that sex was boring and not fun at all but oh my God he taught me wrong. After a few months of us dating, we started having sex and sex was great ngl.
But there was a specific time recently where he gave me the best fuck of my life and i want to share it with you all.
I [f] 21 dated a dad bod older guy [m] 33 and its still some of the best sex I’ve had [mf]
So this was about a year or so ago, it all started with a simple night spent with the girls for a few drinks, it wasn’t going to be a late one. Not to sound arrogant but it was one of those nights where multiple men shot there shot, but I just wanted to be left alone, I wanted to just enjoy girly time.
Group a of guys, single guys all kept buying us drinks, trying to join our table, but all four of us just kept having to be polite and turn them away, the husband card was used all night, me and my friends sometimes have nights where we put a ring on our finger and just flash it at the guys, most of the time it works but you still get some guys who are persistent “bet he’s not as rich as me, as good looking as me” blah blah
My first time with a girl [ff]
I got to the restaurant and immediately felt relieved when I didn’t see him there, I needed to fix my makeup. I’m having lunch with my friend who I didn’t see for a few months except last weekend when he came to my apartment drunk out of his mind to tell me he loved me and couldn’t handle it. We talked the next morning and he said we’re ok now, that he doesn’t have feelings for me anymore he just didn’t know how to call me again after how we just drifted apart. I didn’t believe him. But I wanted to. I wanted my friend back. I’ve had him in my life since we were five years old and not talking to him was weird.
I went to the bathroom and started on my makeup, nothing much. Just a bit of bronzer, blusher, mascara, and a lipstick. I was singing to myself while I did my makeup until I heard a girl saying: “nice voice”.
I blushed, I think: thanks.
She proceeded to take her tshirt off to reveal a black smooth skin in a bright yellow bra. I didn’t realize I started until she said: can I wear my work shirt now?
A Femboy Fairy Tale [romantic] [MM]
**Author’s note: I am an afab bisexual who enjoys reading & writing from various gender perspectives. If reading gay content from female writers isn’t your thing, feel free to move on quietly. Respectful feedback always welcome.**
*Content includes: femboy, straight-to-bi discovery, oral, anal, fingering, handjob, tucking, oil, interracial (NOT raceplay), romance, happy ending*
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It had been a while since I had been to a house party that great. Something about hitting our later twenties, getting careers, getting married, having kids, and actually owning our own houses seemed to have put a bit of a damper on my friend group’s proclivity towards cutting loose. But when Damian turned 30 we all seemed to collectively set aside our reservations. We partied like we were 21 again, the booze flowed freely (and not the cheap swill we used to buy as students, thankfully), and they were passing joints around in the backyard.