At 19 yo, my boyfriend and I were in his bed, watching a movie. We had messed around before but never went all the way. I was still a virgin and didn’t feel quite ready to take the next step. We started making out, running our hands all over each other. I could feel his dick harden which made me soaking wet. I started to grind my pussy on his hard cock. He then started to play with my ass, teasing me. I wanted him so bad. He asked if I wanted his dick in my ass, I couldn’t take it anymore so I agreed. I had no idea what I was getting myself into, but man, am I glad I did. Using nothing but my juices as lube he slowly stuck the tip of his dick into my ass. It hurt a bit at first, what felt like a bolt of electricity flew through my body. My heart was pounding so hard it felt like it was going to burst out of my chest. I slowly took in every inch of him as my ass stretched. After a minute I started to relax into it and he started pounding into me, fucking me so good, I get wet thinking about it still. I came so hard from getting fucked in the ass that I was seeing stars, I didn’t know it was possible. He came in my ass right after. I think my favorite part though was feeling his cock throb in my ass when he came. I haven’t turned back since, that first experience left me wanting so much more. If you haven’t tried anal, you definitely should (;
Category: gonewildstories
How I met my MILF girlfriend [MF]
Intro
So, this is a long story, and it has been happening since 2020
I won’t post every story here because there are a lot of them but I’ll share the first of 3 parts on how I ended up dating a MILF. A quick note though, I like to write things with detail so, if you want a quick “fuck” story, go search somewhere else. Also this first part is the most mild one, but I want you to feel exactly how I felt when I went through all this.
Some info on me: I’m 27 years old. A friend of mine told me that man can be beautiful, sexy or cool. I know I’m not “beautiful” in the typical sense, but I’m pretty good with the other 2 criteria.
I’m 167cm but pretty athletic since I’ve been practicing sports since I was 4. Also, I’ve built a company after college and worked as an entrepreneur ever since. I had a bunch of sexual experiences but always with women younger than me or around the same age. In fact, I never understood people that had a MILF fetich.
That was, of course, until Sarah showed up in my life.
Double dipping between my girlfriend and her mom. Part 1[MF]
I had recently proposed to my GF Dani, we were living with her parents after our freshman year at college. I had been sleeping with her mom Laura for over a year now. Dani and her Dad were clueless as to what was going on, yet Laura and I were always getting more and more daring. Quickies in the bathroom, while everyone else was in the living room, fucking in the stock room at my work. We couldn’t be left alone for a second before I would have my cock in one of her holes.
One day, towards the end of the summer Dani’s dad was out of town for work. It was just the three of us at the house. Dani and I both agreed it was boring and decided we should have a movie night. Laura was about to start dinner when Dani told her we were going to the store to get a movie from Redbox. I suggested we grab a pizza and some appetizers and just have a lazy night at the house. Dani and Laura were in agreement, so we headed to the store.
(32)[F] – (22)[M] Intern at work – Meeting in the Ladies Room
Sorry! Still very behind on the updates. These are the events that happened on Friday 3 weeks ago.
This picks up from where the previous part left off. You can read Part 9 [here](https://www.reddit.com/r/gonewildstories/comments/wmkyyb/32f_22m_intern_at_work_the_first_three_way/)
**Part 10 is below**
I reached my desk without any further mishap. The remainder of the afternoon I tried to focus on work as best as I could. Eric’s lustful description of my body kept echoing through my mind and kept constantly distracting me. I looked over my photos from the gym and wasted time for a while on doing research on better poses for next time. I kept going back to Eric’s photo hoping somehow every time I saw it I could see more. He really did have a super hot body and I imagined running my hands over his big muscular chest and abs. Almost absent mindedly I ended up touching myself a couple of times, luckily on both occasions I immediately stopped when I realized what I was doing. Thank god for an empty office and semi privacy of my individual cabin.
I 19[F] met a guy who finishes easily and we’re exploring different ways of making him cum — #2: Using my breasts
*This is the 3rd part of a series, but it isn’t necessary to read the others if you don’t want. You can go to my profile or follow these links to read the previous stories:
[Part 1](https://www.reddit.com/r/gonewildstories/comments/wjo1xu/i_19f_hooked_up_with_a_premature_ejaculator_and/)
[Part 2] (https://www.reddit.com/r/gonewildstories/comments/wl7aqm/i_19f_met_a_guy_who_finishes_easily_and_were/)
**A quick recap of the situation for those who haven’t read the previous stories and don’t want to:**
I met Adam on Tinder and he told me right away that he has issues lasting very long. That isn’t an issue for me at all and it’s become the foundation of our sexual relationship. Since he cums easily and quickly we are exploring a bunch of different ways that I can get him off. During our first meeting he came while he was getting ready to fuck me. He can keep going afterwards though so we still had sex after. Our second meeting was when we started to explore different methods of making him cum, and we started by trying out clothed grinding.
I wanted to fuck a rapper, fucked another psychofan instead 19[F]
I just returned from a rap festival, which was awesome. I went there with my bf and we drank, danced and fucked all day and night for three days (often in combination).
There was one rapper I listened to a lot during the lockdown – and who actually has a very cute and boyish vibe. This was the first time I went to his concert and was absolutely stunned. I was both in love and fucking horny at the same time – these were like separate feelings if you know what I mean.
When the concert ended, I couldn’t resist but to try to go backstage. The next thing in the line-up was some fat-ass girl rapper that my bf insisted on seeing so I could say I needed to get water as it was very hot. I went behind the stage was messaged my bf that the have run out of cold water so I’m going to town to get sth. There was a small crowd of noisy girls trying to see through the black fabric hung on the fence.
From Naïve Virgin to Cumslut: A Reflection [FM]
As Cass and I were unpacking our cars and setting up our dorm room for the final time today, we talked about how much has changed over the last three years. How two strangers, one an extrovert and one an introvert, could become best friends and all that we’ve experienced. It really got me thinking and when she left to see some friends, I walked to my favorite quiet spot on campus. I passed the students and families milling about and thought about those early days in my college career and even before.
My past was also a huge part of my early days reconnecting with Steven. He knew where my anxieties came from and offered support just as he had when we were younger and inseparable. My parents married young and my dad thought he was in love, but my mom’s narcissistic tendencies took a toll on him. She kicked him out shortly after I was born and though he fought for me, he was a poor mechanic and ultimately accepted he’d never win.
[F] I got raw-dogged in my friend’s sauna
This happened during the last ski season last winter: Some friends, my boyfriend, and I all agreed to drive up to a mutual friend’s apartment up in the mountains. We’re all avid skiers and snowboarders, so we do this sort of thing regularly. We have a great time of it: we’re out all day, frolicking about in the snow, meeting up for a hearty lunch, then back to the slopes. In the evenings there is great food, card games, movies, lots of laughs and stories.
Now, the friend who owns the apartment is rather well off, it’s this massive flat with a gorgeous view of the valley, there’s a big balcony, eight bedrooms, and most importantly, a sauna. His whole family is really into winter sports, so they’re all for the Nordic lifestyle which is why they had a mini spa built in. You can imagine how fun it is to spend a winter there. During the last of these trips, we had a particularly fun day out and about. The weather was absolutely extraordinary, the slopes were empty and we had just the best day ever. We were outside for about 8 or nine hours so by the time we were headed back to the apartment, we were completely spent and just exhausted, but in a very good way, like after a hard day’s work.
There were seven of us in total but two were still flitting down the snowy mountains, no idea how they still had the energy. Meanwhile, the other three, my boyfriend and I were already back at home, washing up and unwinding. Some already showered, enjoying tea on the balcony outside, while my boyfriend and I still had to wash up. Earlier that day, we were…interrupted while we tried to have sex – we’d slept amazingly well and felt great upon waking up. Needless to say, we didn’t forget about our steamy, dirty morning all day long.
I’d woken up to the feeling of my nipples being bitten and sucked on, to strong hands on my hips, sliding down to spread my legs. I was burning up and incredibly wet before my mind even registered what was going on, so I didn’t have much time to catch up. Long story short, there was an aggressive knock on our bedroom door as my boyfriend was licking his way down from my stomach to my hip bone, one of my absolute weaknesses. Apparently, we’d already been taking too long to get ready.
After our annoyance passed and as we went about our day, that excruciatingly hot scene was constantly at the back of our minds. Back to where I was before: the boyfriend and I still have to wash up and we both wanted to sweat the cold out of our bones before having a bath, so without skipping a beat, we asked each other if we wanted to stop in the sauna first. It only took a second to realize that we were on the same page, so we hurried off into the small spa wing of the apartment.
My 22 [F] first threesome with my boyfriend and his best friend
I’ve been in a pretty open and adventurous relationship for just over a year, and a month into my relationship is when I had my first threesome.
It was with my boyfriend and his best friend of 10 years after a night out drinking. When we got back home, we had only maybe one more drink each before going to bed. My bf and I go into our room and the friend goes into the spare.
As I’m lying on the bed in now nothing but a thong my bf pulls out the plug in wand vibe from under the bed and starts to massage my pussy through my pants.
The friend then barges into the room, surprised to see not only my tits but also the vibrator pressed up against me 😂
He says sorry and laughed and that he only came in to say good night. Before I could even say a word my boyfriend suggests that the friend hold the vibe instead. I surprised myself as I actually wanted him too.
[F] I used a USB handjob sex toy on my [M] friend abroad. He had to guess my thong colour. Each time he got it wrong, I sped up
Sex toy tech is amazing. I found that out when I used a toy, ‘The Handy’, on a friend of mine in another country. I quickly realised I held all of the power. I could’ve finished him off quickly or edged him.
Instead, using the remote control via the website, I decided to ask him to guess the colour of my thong. I showed him a clothed picture and gave him five options.
He guessed wrong.. FOUR times.
On a scale of 1 – 100, I ramped up the speed by 10 each time, starting at 20. When it got to speed 60, I let it last for 30 seconds.
We’d been playing for about 10 minutes by this point, where I varied the speeds and ranges of motion, sometimes teasing the head.
I suddenly slowed the speed down after those 30 seconds, aiming to edge him for a long period of time.
The toy disconnected which only meant one thing.
He came EXACTLY when I slowed it down.
I felt powerful and majorly horny. If anybody is curious about this toy – I’d highly recommend it!