Category: gonewildstories

[MF] Trouble in Toronto…(Long)

I pulled up a stool at the empty airport bar. I had an hour to kill before my connecting flight was scheduled to board. I was headed to my friend Jack’s wedding. I had never been to Toronto, but was excited to explore what it had to offer.

About 15 minutes later a women dressed in comfy traveling clothes walked in and ordered a drink. She was clearly shaken with nerves about her looming flight.

“It’s on me” I said.

I could not resist. She had a natural kind of beauty that strangely effected me. Her green eyes and brown hair a perfect fit for her beautiful face. I wondered how much shit she must have gotten over the years from girls wishing they could look like her.

“Thanks!” she said. “I hate flying!”

“I am picking up an accent? What part of the Mid-West are you from?”

Her answer shocked me. It so happened that we only grew up about 100 miles apart. We exchanged a few pleasantries most of which I cannot remember. Her eyes and lips had me dumbfounded. Read more »

My [F] boyfriend and I have a game we play, and he wanted me to share it with you.

So my boyfriend and I have this thing where every other week we let the other completely run the others life for a 1 hour period, as long as it doesnt interfere with other commitments, expose us to people we know, etc. Because of this, these things typically happen when I get home from class or work. With the whole covid thing, its been happening at more random times. Today it was after I got home from the grocery store with my mom (the joys of living at home). There was a package from a popular super soft underwear company for me. My boyfriend had told me to expect it. So when I saw it I covered by saying, ‘oh my order arrived!’ because I don’t think my parents would be cool with my relatively new boyfriend buying me underwear.

So I take it to my room and I text him letting him know it arrived. He replied ‘Control.’ which I know is the code word that his hour had begun. Another text came quickly after telling me to put on what he had ordered. I opened it up and found a thong and bralette set with a camera print on it, which he knew I was going to love. ‘I put it on, they’re adorable!’ I replied. He quickly replied, ‘Now put your clothes back on.’ I was kinda confused, but the rules say no questions, so I did it. Read more »

Part 3- Fucked my best friend’s widow and knocked her up (again)-Part 3 [mf]

*If you want to start from the beginning, of this crazy ass shitstorm- Parts 1 & 2 are posted
** if you want to get past the backstory and down to the good stuff, scroll to the *****

quickly I want to thank all that have reached out for the kind notes; I’m happy that you are enjoying….but as I said this is really cathartic for me, as it’s good for me to get this shit off my chest

anyway, here it goes…
Part 3—
Once Tia got back, we settled into a routine where we would text back and forth often, but due to our hectic work schedule, we weren’t able to find time to fly out and see each other. One night we were talking when she told me she had something she needed to discuss with me, and it wasn’t a text conversation…could I speak later. In the few minutes before I responded I thought of all of the possibilities of what she could want to discuss; my mind was spinning. Read more »

Went to hook up with [m]y [f]riend, as ya do. But she neglected to mention what (or who) she’d just been doing…

*First foray into gwstories! Been meaning to do this for a while, so I’m going to pour a bourbon here on a warm Carolina evening and give it a whirl.*

The story you’re about to hear is true. Only the names have been changed to protect the ~~innocent~~ naughty.

***

Aubrey and I were ‘buddies’ in college. Who knows how we even first crossed paths – probably Myspace or Xuqa or one of those things that dates my dorm room days to the early-mid 2000’s.

Personalty wise, probably too much friction between us to ever be a couple. But friction makes heat, and we were *hot* for each other in bed.

She knew how to tease. Cute girl, girl-next-doorsy. Straight haired blonde. Lot of sports through high school, fairly fit and athletic without being “built.” Small perky breasts which I was more than happy with, perfect nipples, and this *amazing* peach of a round ass and some nice full thighs to go with. She knew all it would take is walking ahead of me back from the bars and lifting her skirt to flash her ass in a nice cheeky thong and I’d be all over her. Or we’d have the kind of chemistry… we ran into each other out at the bars on a St Patrick’s Day, she accidentally (?) spills a drink on my shirt, is all apologetic, “Omgg I’m so sorry, let me take this back and clean it… how can I make it up to you…?” Read more »

[MF] Encounter with Friend’s Mom, Part 3

I continued to do yard work for the Kean family once a week, with a slight problem. Mr. Kean had come back from his business trip. It was a major cockblock and there was never an opportunity where Mrs. Kean and I could be alone, but that was about to change.

Every summer, the Kean’s go on a family camping trip down at the lake. A few other families go and it’s always a great time. The campsite is busy in the summer and a lot of people around the county go down for weekend camping trips.

I had gone with their family a couple times before when I was younger. Life had got in the way and I never had a chance to go back. Since I had been reunited with Brian, and helping out in their yard, Mr. Kean had extended an invite for me to tag along with them this year. I was more than happy to accept the invitation. Read more »

[MF] Drunk encounter with Friend’s Mom, Part 2

After our last encounter I couldn’t stop thinking about Mrs. Kean. I would jack off to the memory I had of looking down at her with her lips around my cock, looking at the cleavage showing from her nightgown. I have been with my fair share of women, but nothing turned me on more than getting blown by my friends mom.

A few weeks had gone by and I was busy working my summer job. I was working construction for my uncles business, and cutting lawns on the side to make extra money. Tuition is expensive, and I needed to start saving money.

My friend, Brian, Mrs. Kean’s son, was working as an intern at a local accounting firm. He wasn’t much of an outdoors guy and made fun of me for doing physical labor when you can work in “an air conditioned building” without having to slave yourself with manual labor. I always enjoyed working hands on and never wanted to sit in a cubicle and work on a computer. Read more »

[MF] Drunk encounter with my Friend’s Mom

I graduated high school 3 years ago, and I had just got back from college for the year and I was back in my hometown. A buddy of mine that I went to high school with called me up and wanted to see if I wanted to go over and catch up with him and a few other friends at his house, drink and play some cards. I obliged because I was never one to turn down an opportunity to drink and I hadn’t seen my high school friends in a few years now.

When I showed up to his house I asked where his parents were because I hadn’t seen them in years either and wanted to say hi. He told me that his dad was on a business trip for the week and his mom was out on the town with her friends. So we start bullshitting and drinking, having a good time, and as the night went on we started to get pretty fucked up. My friend’s mom (I’ll call her Mrs. Kean for the sake of the story) loudly fumbles into the living room slamming the door behind her (she had her fair share to drink) and walks into the dining room where we were playing cards on the dinner table. Read more »

[Group] [MMF] My boyfriend [30M] and I [28F] broke social distancing to fuck our neighbor [19 or 20M] – [Part 2] [mentions of pregnancy] [light bisexuality]

[Read part one here](https://www.reddit.com/r/gonewildstories/comments/gvlx1f/fm_my_boyfriend_30m_and_i_28f_put_on_a_socially/)

After a moment, I followed Henry inside the apartment, feeling Nick’s eyes on my ass as it swayed with my movements. I paused in the doorway and looked back at him, making meaningful eye contact but not saying anything. He was still sitting in his patio chair, covered in his own semen, and staring at me. I bit my lip and smiled, and I stepped inside.

Henry was standing there waiting for me, a shit-eating grin on his face. I squealed as he wrapped me up in a hug so tight it lifted me off my feet and swung us in a circle. “That was fucking hot,” he groaned, peppering kisses along my cheeks and neck as he set me down gently, “Do you think he’ll take us up on it and come over?”

“I guess we’ll have to wait and see!” I smiled, biting my lip again as a blush crossed my face.

Henry cupped my face and gently rubbed his thumbs across my freckled cheeks. “How can you be one of the horniest, most sexually open people I’ve ever met and still blush at the idea of fucking the boy next door?” Read more »

Municipal marching band times with a Flute player [MF]

recently i’ve been reading this sub again and reminded me of the times where i was in a city municipal band and had some pretty fun times. One cool story was after a rehearsal.

at the time i was about 20 and Amber, a cute brunette flute player about 5’1″ and maybe 110lbs was about 18. I was never interested in marching but alot of friends convinced me to join this band so i did. I’d blaze before this band and in general was just a reason to get out of the house. After a few months of good performances i started to talk more to other band members and open up. Amber’s section was right in front of mine (brass) so we would run into each other often. Since this was a very easygoing type group the raunchy convos and changing in front of each other on the band bus was very normal.

it didn’t take long to start flirting. eventually we exchanged numbers and were texting pretty frequently. we both started complimenting each other physically since we’ve seen each other in undies a few times. She was definitely not one to send nudes instead had the idea of “why don’t you see for yourself in person” Read more »

[mm] finally sucking cock and getting fucked

For years I had fantasied about sucking a cock an being fucked. I finally got the courage to do it.

When I was 14 I discovered sissy captions on tumblr and it got me seriously hooked on imagining myself being the girl in porn sucking cock and taking it. I began playing with my boy pussy in the bath, using my fingers to fuck myself. Soon I discovered my moms panties and lingerie draw which I couldn’t keep my hands out of! I would rush home from school before anyone got home to try on the sexy thongs and stockings. I love how the thin material feels between my ass cheeks and how sexy stockings make my my legs feel. Looking at sissy captions dressed up going cock dumb while I jerked and fingered myself.

After a while I discovered Craigslist and replied to a few ads about going to meet daddy’s to suck and fuck but I always got to nervous and flaked on them. This went on for a while the endless cycle of getting horny and wanting to be used like a girl and arranging a meet then I’d always get to too ashamed. I wouldn’t watch sissy porn for a while before it would start again. Read more »