gonewildstories Archives — Page 3580 of 5640 — NSFW story

Christmas Day Glee [MF]

Yesterday was Christmas (obviously) and I spent the day with my family. We have everyone over to my parents house. For dessert we had some family friends join us. It was just the mother as she is getting divorced with her three daughters, two of which are adults and the youngest is not. The middle one who is a junior in college stood out to me. (I’m only 23 she’s 20)

It has been a couple of years since I have seen her since I lived halfway across the country and she was also in college. She had on these black tights with a corduroy skirt and a tight white sweater that really showed off her figure. She had her dirty blonde hair pulled back.

We started talking just catching up and were laughing and having a good time and I could tell she was flirting with me. She kept touching my arms.

All of the family members started to leave and it was just our family friends and my immediate family. We continued talking about her college and everything. Read more »

I deepthroated an 8″ dildo in front of my friends [MF]

A little bit ago, I attended this bachelorette party. The bride is a student in one of my yoga classes. We’ve always been friendly, chatted, had the occasional lunch after class. Not a super close friend, but more than an acquaintance.

We were at this posh hotel suite, enjoying the night. Aside from the customary bachelorette party activities, the Maid of Honor said that she arranged for someone to come meet us. I honestly thought it would be a male stripper (Awkward and funny). But it was actually this female teacher…. to give us a blowjob class… Weird right? I didn’t think that actually existed, but I suppose it is. It’s more about proper technique, how not to throwup while going down on a guy, etc… But I guess that’s a thing? Google it. It’s a thing I

We’re sitting around, laughing and stuff. The teacher then passes around this bag full of dildos. You know, to practice on? ¯\_(ツ)_/¯

Each woman picks their dildo and passes the bag around. And of course with my luck I’m last and I get stuck with the massive 8″ dildo. Again, awkward but we’re all laughing and having fun. So who cares. Read more »

How I [M] found out my best friend [F] was a size queen

When I was younger I had a relationship for a few years. My girlfriend lived still with her family in her parents house, so I met also a lot of her little sisters friends. In this time the best friend (f) of my girlfriends sister became one of my best friends, what was always a nuisance to my girlfriend. Sarah was everything my girlfriend was jealous at. Red hair, very huge tits, nice little but and a sweet little girl around 1,60 high. One time she entered the bathroom, while I just left the shower. She stood there, totally overwhelmed with her mouth wide open and her eyes fixated on my water dripping dick. I said ” ehm, Sarah, I think it’s better, if you leave… ”
Sarah replied ” yes, but… I… nice meat!” And left immediately the room.
So the time passed by and sarah became more and more fascinated by me, while my relationship became more and more disappointing.
At the end I left my girlfriend and was very happy with my decision.
I had more time to do the things I liked and to meet my friends.
So the winter went by and the spring came, when a friend of me invited me to his party in the forest. Of course I asked sarah to come with me and told her, that we would sleep in a tent the night. She was excited and went with me to the party. The evening went on and we drank lot of liquor, had very much fun and accidentally started to tease each other. She began to rub my dick under the table and left him beginning for more. I kissed her neck when I passed her and at a dark corner, I rubbed her sweet pussy (I had never seen before!) Through her tight leggings. I felt her swollen lips and it drove me crazy…. so I took her hand and we went to the tent. Read more »

[M]y [f]irst peruvian slut [LONG]

For the last couple weeks I’ve been travelling South America. Starting in Brazil I flew to Peru to see Machu Picchu (of course) but had to fly over Lima. So during a 5 hour layover in Lima I decided to put the Airport Wifi to some use checking the local Bumble population. I got some matches really quick but then my flight on to Cusco stopped me from going on. Some of the matches never opened a conversation, some burned out but I stayed in contact with this one Peruvian girl – let’s call her Maria.

Maria is in her early 30s, petite (about 5’1) and dark haired from Lima. Big smile in her face, tan skin. Her ass is tiny but full – exactly how I like it. Her profile said something about how she loved french fries so that was my opening line after she opened the conversation with the usual “Hi” (but on Tinder girls expect creativity from guys… ;-)).

We started talking and switched to WhatsApp soon. In the beginning the conversation was funny but nonsexual but we kept in contact over the following days while I made my way back to Lima by bus. Soon it got more naughty and she was totally into it. We started basically sexting and let me tell you – six hour bus rides with a hard on are no fun! Read more »

[M]e and my [F] manager closing the store.

It was a normal enough afternoon at work. Albeit, customer foot traffic was slow, it being Christmas eve and all. My manager had let most of the staff go early to be with their families and that left us to lock up.

My manager G, has always been cool with me. I work a job with people mostly 10 to 20 years older than my 30 year old self, but I feel like I connect with them. G always took a motherly approach to me and it made me feel good.

G was in her 50s but she was smoking hot. She had dirty blonde hair down to the middle of her back. She kept it in a modern style that was very flowy and accentuated her face. She knew her way around a makeup kit, and her tan European features were always touched and displayed to showcase the best of her face. She was short, 5’0 if we’re generous, with a marvelous curvy mature body. She also had a thick, juicy ass that made even a young guy like myself stare! Read more »

Years ago, I saw my now-fiancé wank a guy off in doorway [MF]

She has no idea I know this, but I do and it’s hot. About 10 years ago, we lived in the same block at university dorms. We only knew each other to say hello to back then and it was years before we crossed paths again and romance blossomed.

One weeknight it was about 2am and I heard some giggling and chatting outside. My window was nearest to the entrance doorway so I could see it quite clearly, and I peeked out.

She was there, the girl from upstairs, with a guy I didn’t recognise. From what I could make out of the chat they had been on a date and he was walking her back home. They were talking and laughing about dumb stuff, how fun it had been etc.

I lay back down in bed. It went silent for a minute or two and out of curiosity I looked out again. They were still there, her in his arms, kissing now.

This was quite sexy, quite passionate looking. She was up close to him and she looked good. She had a fitted leather jacket on up top, a relatively short dress on the bottom. Legs tanned, stiletto heels. She’d dressed up for him and was kissing him hard, her hand grabbing onto the back of his head. You could tell both of them were really turned on. Read more »

[MF] Unexpected Roadhead – Superior Wisconsin

This story happened to me when I was in college. I was visiting my parents in Duluth, and went out to a notorious club called Stargate across the border in Wisconsin. I went alone. Had an open relationship with my GF at the time, and was feeling bored and horny.

I paid my cover and went in, wandering about the dance floor for a while, trying to hit on a couple of young ladies before deciding to check out the upstairs. There, I noticed a beautiful woman dancing alone near the railing. I approached her, and made eye contact, before asking if 1) I could buy her a drink and 2) if she wanted to dance. She was down for both of these things, so I ran to the bar. Being a college aged dirtbag with poor money management skills, I wasn’t even sure if my debit card would work to order the drinks, but I gave it a shot. She wanted brandy (and I’m not going to buzz market the particular brand). Once my card was run successfully, I came over and brought her a drink. Read more »

[M]y Very First GW Story – Happy Holidays

Happy Holidays ladies. I don’t get much attention on Reddit on my NSFW account. Maybe I’m too old, or there are some boundary issues. Maybe I just haven’t learned to NSFW-Reddit properly, or maybe it’s none of those things. It’s Christmas though, and while I normally save myself for y’all by way of GWA, I wanted to change it up. Stay with me; this is a long ride…

Firstly, this is a true story. I’ve contemplated figuring out the best way to tell it, and here’s why: It makes me feel very exposed and very vulnerable. The whole experience versus the sum of it’s parts, well, it’s been paying off but it was a hefty price I payed. Secondly – I do not support or admonish adultery. It’s horrible to be cheated on, and I’ve never forgiven myself for taking the high road as a cheater. There are healthier ways to end relationships and I want to be clear about that. Don’t let me sway you to think I was a victim. I was only a victim of being an idiot.