gonewildstories Archives — Page 4014 of 5640 — NSFW story

I’ve been booking prostitutes for the past 6 months [MF]

Long time lurker, first time poster. I recently read an Uber driver’s post about escorts, which prompted me to write my own post.

The past year has been terrible for me. I’m not making excuses, or trying to justify myself, I’m just trying to give some context. I’ve been caring for my ailing father for some time now. I can see the slow decline, both mentally and physical, and it’s been awful. Additionally, the place where I work, is going through a merger. I’ve survived the round of layoffs, but I have the unenviable task of telling my coworkers that they won’t have a job. I can handle stress, but with everything that is happening, it’s been tough. I’ve been drinking more, gambling, broke up with my gf, just being a fuck up basically.

I browse this subreddit, and others, from time to time. About 6 months ago, I saw a post about a “Madam” pimping out Instagram models. When I read it, I’m like, yeah right. Fake. Whatever. But I was curious, who wouldn’t want to fuck an IG model? Maybe this is the 0.1% chance that this is somewhat legit. This is the alcohol talking. So I messaged the madam and she promptly returned my message. Read more »

Freshman gets fucked by a Harvard junior after his formal [FM]

Some background information about me: F19, East Asian, 5’4″, 110 lb, 32B that is apparently well shaped with amazing nipples, pretty sizable ass since I lift and play a college sport, attending a small liberal arts college in boston

About the guy: M21, East Asian, 6’1, toned/kind of lanky, goes to Harvard.

Prior to this encounter, I already met him three times after matching on Tinder. We really hit it off and we had sex the third time we met, which was a week before this event. On a friday evening, my teammates and I decide to have a movie night and watch The Avengers : infinity war (which, by the way, is amazing). I was really hoping that he would text me because for the past two weeks, I went over to his place on a Friday night. In the middle of watching the film, my phone lights up and I get a text from him. I get immediately excited because I was anticipating to hear from him. I knew during that same evening, his dorm was having a formal, so it was probably a late night drunk text for a booty call. I was a little cheesed that he didn’t invite me to his formal, mostly because I wanted to see him in a suit and get fucked afterwards with him in it. I get hit with the classic ‘wyd tn’ text. I respond with ‘you?’ He sends back a blurry picture of himself in a suit and asks me when I’m coming over. We eventually decide that I would come over at 1:30 since his formal ends at 1. Read more »

The Wonderful Quick [F]uck

So, I [F22] have been talking to this guy, Ross [M23], for a few weeks now. We met on an app and decided to exchange snapchat usernames. I’m always really flaky about meeting the guys I meet on apps. (I watched way too much Criminal Minds growing up!! Not my fault!!!) We couldn’t seem to find a very good time to meet up for a while because of work and school and life. I was interested in meeting him though.. He’s sweet, cute, kind of nerdy like I am, and he was into me. So tonight I got blazed and I’m a VERY horny high person. I can feel everything on my skin and my pussy was getting really wet just from thinking about how good a tongue on my clit would feel while high. and BOY DID I UNDERESTIMATE the pleasure I would get from having my pussy licked while baked out of my mind.

So at like 11 Ross texted me and asked what my plans for the night were. I told him i just got back from going shopping with my bff and I was laying around getting high and watching YouTube videos. A chill evening for me. He said I should come over, and due to the THC in my system I decided that I wouldn’t be murdered tonight. I drove straight there. Read more »

I accidentally [F]ucked [M]y best friend’s little sister

So I’ve known this girl longer than I’ve known my now best friend who we’ll call Jim. I actually met her back in a youthgroup when I was a sophmore and she was still in eighth grade. I guess I’ll call her Mary for this story… Even back then I kind of though she kind of had a crush on me. I’m not super attractive or anything but I had that generic skater haircut and girls digged that shit in the early 2000’s. Anyway, fastforward to my senior year in highschool and I had become quite good friends with her older brother and we’d hang out all of the time. At this point she had a boyfriend and we were just friendly. In highschool pretty much every guy and girl casually flirt I feel, so when we had little back and forths it was pretty normal in my experience. Mary was also very cute, was just the right amount of thicc and well endowed. Read more »

[m]y girl[f]riend got used at the bar and creamed by a retired pornstar

It doesn’t take much to get my girl talking about her past, and she really loves to go into detail.

Recently she told me the story of how she once sucked and fucked a retired pornstar who was much older than her.. around 50-60 years old.
It was a one time thing.. they met at a bar when she was 20 and was dating a small-cocked guy. She’s recounted this story many times.. The old guy walked up to her and bought her a drink, but she thought he was wayyy too old and very ugly. But then she spotted the massive cock bulge in his shorts and her drunk self couldn’t hold back.. she needed to be drilled deeper. She told him to meet her in the bathroom, where she sucked his cock n balls, licked his guuch and asshole clean (like she always does). My girl forced his meat as far as it could go until she gagged and spit dripped from her slutty mouth. She rapidly bobbed on this stranger’s long cock, swirling her tongue around his tip (her best move), all while staring him in the eyes. She claims it only took 5 mins of her mouth servicing his four sections (cock,balls,guuch,asshole) for her to pull out his first pile of load. As expected, she looked him in the eyes while he drained his balls down the back of her throat. His load was very very built up, she says it was one of the thickest and longest she’s ever taken.. and that’s saying something. A thick load of mine usually has 5-8 pumps of cum at most. She has said this random old man shot over 12 thick ropes against the back of her throat. She describes it as “gulp gulp gulp *swallow*, then I cleared his pipes onto my forehead, and to finish I licked him clean from his tip to his asshole”. Read more »

Should I [F] ?

When i was about 18 years old, I was feeling super horny and i just wanted to fuck. I had no boyfriend and i didn’t really want to lose my virginity to someone from school. I was also attracted to older guys of the age 30 and lower. I went searching for a guy on Craigslist when they had the personal ads. I started talking to this guy who was 26 years old at the time. He seemed really into the fact of fucking a virgin with a tight pussy. We exchanged pictures and his dick was huge! He had it up against a red bull can. We made plans to meet up and fuck in his car. I chickened out and never went through. I just sat in his car for like 2 minutes and started panicking. He was very sweet and understanding. He said he didn’t want to pressure me. Fast forward to when I am 19 years old. I came back home from college on break. My mom was out of town and i was feeling horny. I decided to contact him again. At the time i really wanted to fuck. As the time came closer for us to meet, my stomach would just ache. I tried backing out of it. He was telling me nothing bad would happen to me. I had expressed to him how I felt he can be some guy trying to kill me. We were strangers and didn’t know each other at all. He said all he wanted was to fuck and we can go our separate ways. Anyways, he picked me up in his car and we tried tucking in the backseat. His dock was so big that the tip barely fit. It was getting uncomfortable and I stopped because it also hurt. He was nice about it despite he was not able to get off. I just left him with a huge erection. Now fast forward to today. I am planning to invite him to my apartment when my mom is at work. I want to ride him on the couch. Should I?

Tag teamed girl I met on Reddit GoneWildStories with friend [MFM]

I’m a long time reader but I never had a reason to post on Reddit until now. A friend of mine and I had a trip planned to Virginia Beach for a concert. Doing some research for our trip for both regular and naughty fun I found this 25 year old Redditor who lived there (ttfromvb) and after seeing her slutty posts on Reddit I had to try to hit her up when I visited. I played it cool not really mentioning I knew about her adventurous sex life and just asked her about where to go out in Virginia Beach and flirted a little.

After a few weeks of flirting and chatting I got her to agree to meet up with me and my friend for a drink. That went well and we all drank and chatted with only a little suggestive talk. It ended with a hug and an agreement to meet up the next night again and that’s where it got good and freaky. Read more »

[M]emories of Aida

It was in my sister’s kitchen–aside our nephew’s first birthday gifts, in front of the orchids her brother bought my sister the prior week–that I first felt her electricity.

She ‘s my sister’s sister-in-law. I have a close family so for me it felt like crossing a line. But, it is a line that I would cross dozen times again. It’s a line that I am still crossing to this day.
We were both spending time at my sister’s house on reprieve from our complicated and stressful personal lives. Aida was 22 and struggling with post-college life. Her father was away in Jacksonville and she missed her brother and nephew so decided to spend time at the house. A way of leaning back in. I was 25 and had just ended a destructive two year relationship.

We had flirted at moments before, but I mostly ignored her. She was younger, less experienced and mentally a bunch of lessons behind. It felt wrong. It felt like a line.

Then I crossed that line. Read more »

[MF] “You can crash at my place if you want” A short story.

This isn’t another “came so hard with a 12-inch cock” story but at least this one actually happened. There’s not a lot to say about other than I thought it was unique enough to be worth sharing.

There was a time when my friend Steve and his brother’s step-dad was cheating on his mom for a while. She knew about it for a while as well and would leave him but only temporarily then go right back. Like many young, single guys I often spent some time out at the bars and one happen chance night I was with another one of my friends at a seemingly random picked bar when I saw Steve’s mom there sitting by herself. In hindsight she was probably there hoping someone would pick her up, maybe as revenge for him cheating on her. I always mingle with people I either know or are familiar with so I grabbed the seat next to her for a quick greet and chat. Behind her façade, I could tell that she seemed bummed out and wasn’t too talkative at first but her S/O’s cheating was no secret to anyone familiar with the family so she gradually started talking about it freely after I asked her what he had been up to lately. That’s when I got the full story. Apparently she caught him out with her again so she left, again. I felt for her so I bought her some drinks and we talked for a while. Looking back and seeing this on paper makes it seem obvious where this is heading but back then I honestly didn’t think much about it other than that up to that point, I always thought she was attractive for her age but was just lending her some support and would never be bold enough to intentionally hit on her because I thought I knew she wouldn’t view me in that type of way. Read more »