gonewildstories Archives — Page 4527 of 5640 — NSFW story

Every story can’t be a winner so here are a few of my not so great moments. [MF] + Unwanted Special Guest

While I was working on another story I remembered/ had panic flash backs of some of my failures throughout my storied history.
Now they are more fun since the embarrassing wounds have healed, I figured why not let strange internet people laugh at my misfortune.

This first mini tale works best mostly because it happened with the girl I ended up losing my virginity too (Bonus story, It went terrible) and this was down the line in our young and foolish part of relations. We had the afternoon to ourselves which can only mean how much of this time can we use to fuck around before people show up. Well nobody was going to around for at least 2 hours which was great and we started to get into the swing of sexy. Down to my boxers, and she was down to nothing things were going a good as they can be when that distinct echo of keys hitting a dead bolt echoed from down the hall. Ashley runs to peek around the corner and sees her dad dropping his tools down. Read more »

[MFM] Bill and Lily Part 2

Previously:

Lily got up and started to dress.

“Come over about 6 tonight Steve. It will be ok. I know Bill and he has such a kind heart and I know he loves me. We’ll do everything we can to make him feel good about this.”

After Lily left I sat on the bed. Still naked. The last couple of hours was now like a dream. I looked at the wet spots on the bed, as if to assure myself that it had really happened. Looking at the wet spots and remembering, made my genitals stir, much to my surprise. I thought I was pretty well dried out.

At 6:00 PM I walked across the street to Bill and Lily’s. Lily must have been keeping an eye out for me since she met me at the door before I could knock.

Part 2.

“I told him and he took it pretty well. He’s a bit chagrined, but he’ll get over it. Come in and talk to him.”

I walked in and went straight to Bill. Read more »

[MF] Got caught by my boss [True]

I’ve been at my job for just over a year now. I work in IT supporting something like 50 accountants. I’m the only one in the department that does what I do and I’m pretty good at it. I’m a normal mid 30’s guy – chubby, hairy, bearded, small to average cock BUT with huge balls and loads. I spend a lot of my time at work on reddit – usually writing stories or looking at porn. I can hide all my history and run things around the tracking services they use here so I’m not worried about that. Also I have an office so no one can really see my screen so I kinda just do what I want.

Flash back to about a month ago – my old boss left for another job and I was without a manager for a while. We had a manager out on maternity leave and she came back. Shortly upon her return I was assigned to her – which was great! She’s a good manager and not bad to look at. She’s quite chubby, nearing fat really. She had a chubby face and nice large tits, likely a DD cup. She’s especially thick on the bottom half with a large round ass and thighs that stretch her jeans. She wears cute tops and has red hair, which I love. She’s pale and has striking blue eyes. She also likes to wear skirts and dresses a lot which really turn me on. We’ll call her Ashley for this story, mainly because that’s her name. :) Read more »

Just made a sexting story. I would love to know your opinion. [M]

I have been away on a business trip. We have been sexting and video calling every night but it’s been 2 weeks and we’re both really horny.
I get a call from my secretary while in a business meeting that I have a package waiting for me at the office. After the meeting I go to the office and find a small package with a key in it. It’s from a nearby hotel and there’s a note saying to come alone.

I leave the office and head to the hotel. I go up to the room and find it’s the honeymoon suite on the top floor. I open the door and find you in a light pink lingerie set with a lacey robe and thigh-high tights on.

I’m immediately hard. But before I do anything, I take my phone off and I call my secretary and tell her that I’ll be out the rest of the day and to reschedule all my meetings. I then turn off my phone and take off my jacket. All while holding eye contact with you. You’re blushing but so excited for me to touch you. Your nipples are hard pointing through your lacey robe. Read more »

[MF] finally writing up the time I questioned my mental state and fucked a guy from reddit.

Hello there!

So this is a long time lurker, first time poster… (aren’t we just the best)

A short while ago I found some sexcess via reddit, and after some deliberation have decided to give JK Rowling a run for her money and write that mother up.

About me. I’m tall. Curvy but in proportion (depending on the amount of runs done and pizza eaten that month) Some have said pretty (Some have said very pretty). Brown hair. Green eyes. Anyway, I posted on RAOMD and after thinking myself certifiably insane for doing so (a lot of the responses to my post kind of justified my assumption at the time), I got chatting to one guy. Long story short we didn’t end up meeting for around about a year due to cancellations, and god knows what else (to be honest there was a time I thought he was a catfish and I’m sure this was vice versa, and there was also a long time I thought it just wasn’t going to happen and we would remain erotic penpals until we were in our respective nursing homes). In that time we had shared our kinky little fantasies, furiously masturbated with one another on multiple occasions, and conversed enough we were confident enough that the other wasn’t too mental (but fully appreciating that the whole scenario was a bit odd). Read more »

[MF] Crowded movie theater bj

Long time lurker, first time poster. I’ve got a few tales from years gone by and thought I’d share a few.

I met a girl in college that was an absolute nymphomaniac, or as close as I’ve ever witnessed to it. She was literally up for it whenever and wherever. This story is one of those moments.

I was 20 at the time and nothing over the top special. I’m tight at 6′-0″, brown hair, blue eyes, around 215 lbs then and in good shape from sports in high school and still being very active and going to the gym somewhat regularly. No 10″ dick here though (I know you’re shocked, right?). But I’m a little above average length but a nice thickness that’s always been complimented.

I met a girl, who we’ll call Jessica, through mutual friends. She was about 5′-7″, dirty blonde hair shoulder length, brown eyes, just the right amount of thick in all the right places, an ass you could get nice handfuls of, and tits that I’d guess were C cups. She was very cute and always wore jeans that hugged her curves perfectly. Read more »

Incredible girl, incredible car sex in a sushi restaurant parking lot [MF]

A year ago I graduated from a Big Ten university (so in the midwest) and got a job about an hour and a half outside of my college town, basically in the middle of fucking nowhere, surrounded by a very small village and lots of corn, which is where I type this story at this very moment. I found an apartment mid-way between work and all my friends who were still in/living around school, but it is still far enough to be a little bit of a hassle to make the drive more than once a week or so. Growing up in a major city on the East Coast, this was an adjustment. There aren’t a lot of people my age in the town I live in, and the ones that are my age often fall into kind of the white trash face tattoo having demographic, so dating can be tough.

It gets a bit lonely around home. To keep myself entertained I would mess around on Tinder and Bumble trying to find some cute local girls, of which there aren’t too many. I found myself increasing my search distance more and more by the day. Depressed yet? Don’t worry, time for the good stuff. Read more »

Update from Disabled dude [M] and Nurse [F]!

Sorry it took a while to post, but things have been a bit slow between us… until last night! It’s been crazy hot in my area, so I asked for a quick soak before going to bed (I normally shower in the morning). Cynthia agreed it was a good idea and wasted no time prepping my bed and taking out the lift. She almost seemed eager…

So, she put me in my bath chair, transferred me over to my bath, and stepped away for a bit. I figured she was putting on some shorts or something. But guess fucking what. She walks in nude, with a huge smile on her face. You can only imagine my grin.

I pretty much got hard instantly, but to my surprise, she blasted me with cold water! I instantly yelled “WTF!” She laughed. She said (in Spanish) “relax, let me clean you up real quick ’til we get to bed.” I probably jumped the gun because I immediately replied “so we are finally doing it!?” She was quick to reply “patience! jeez!” I still don’t know what she means by that, just from the whole complexity of her marriage and all, but whatever, and action I get is good enough. Read more »