Category: gonewildstories

Nightshift Night 2 Part 1 [MF] [MASTURBATION] [SNAPCHAT]

[Night1] (https://www.reddit.com/r/sexstories/comments/hsj5gb/nightshift_night_1_mf_snapchat_maturation/?ref=share&ref_source=link)

Later that night I’m at work, it’s pretty uneventful and I get a text telling me to check snapchat, it’s around 2300 so quiet enough to be on my phone, I turn my body so my phone is out of sight, eagerly opening snapchat.
There you are, in all your perfection, your dick hard, straining against the thin fabric of your boxers. The next picture opens, you’re on the bed, a closer shot of that bulge, you’re wearing my favourite boxers, they outline your dick perfectly. As I scroll through the pictures I shift in my seat, I can feel the warmth and wetness spreading between my thighs. Only 4 hours and I’m home. I’m still so turned on and horny from earlier on, I need your dick so badly.
The last one is a video, your hand wrapped around your dick, working its way up and down. Ugh it looks so good. My pussy is throbbing, aching for it.
The rest of my shift goes by so slowly, waiting to get home to you, desperately needing to ride that perfect dick of yours. Read more »

Cuck let me text his girlfriend at work. She ended up flirting with [M]e and cheating on him.

This is gonna be a bit long one so please have patience with me:
I was bored yesterday out of my wits so I thought about surfing a bit on Omegle. After putting necessary tabs I went through chats and people avoiding the bots and other males. After few minutes of hitting dead end, I came across this cuck who was new to the concept and wanted help. I suggested I could do cock tributes for his girlfriend and maybe text her and flirt with her. He found the latter suggestion too fun and gave me her discord id chat up with her who was at work at that time, and his whatsapp to be in contact and update him.
After installing discord and bringing my nerves down, I added her. I was feeling really nervous thinking she might not accept me but within 5 minutes, she did. She shot me a text and asked who I am and how did I find her. I gave her the cliché excuse that I stumbled upon her username and thought of adding her as I’m new to the app. She was being really friendly and chatting up about her work and stuff. At the same time I updated the cuck who was kinda getting excited.
I then started flirting a bit to see if she responds, which she did so well. She sent me her bikini pics when I asked if I could know how she looks. The cuck was shocked when he got knowledge of it, knowing that his girlfriend is a slut. And I liked doing this. I liked being the dom/Bull there and flirting with her.
I asked for more and she had no complaints. And as she kept sharing her pics, they started getting more sluttier. She then texted her boyfriend saying she would be late from work so that she doesn’t gets disturbed. The cuck started to feel let down knowing that his girlfriend is cheating on him and realising it may not be the first time. She kept flirting and asked me to comment about her ass and tits which I liked doing. And on the other side the cuck asked me to stop and be decent but to be really honest, I was loving what was happening. I lied to the cuck saying I have stopped talking with her and that she has gone offline and kept getting naughty with his girlfriend (I know I’m not that proud of it).
She sent me her underwear pics and then a nude and oh boy those nipples looked so damn delicious. She then went offline abdurply. And hasn’t texted back yet. So is the cuck not responding and I don’t know what might have happened afterwards.
I’m not too proud of what I did but I liked it a lot and had an adrenaline rush. Kinda wanna do it again but it’s back to hitting walls sadly. Hope I come across another cuck who sends me to his hot girlfriend.

[MF] Her First Creampie, My First Squirter

Marie and I had been friends for a long time and after an extended period of both of us being single we talked about and opened ourselves into a friends with benefits relationship as neither of us had any real sexual outlet otherwise. Marie was short and chubby, dark eyes and long brown hair that fell past her shoulders. She was a 36DDD though, fair skin, and kept a somewhat full bush, I would learn.

It became a routine that she would come over with takeout and we’d hang out for a bit, we had talked about sex plenty but never had done anything until one night she started not so subtly by climbing over and straddling me as I sat on the couch. I could already feel myself stirring just having her warm body on top of me, as she slid her top over her head revealing the plain black bra underneath that held her voluptuous tits. I immediately grabbed them in both hands as I put my mouth to her neck and began to lick and kiss at her skin. Her response was perfect as she instantly shuddered and moaned on my ear. She eagerly reached behind her to undo her bra and set herself free, her tits falling out into my face, large pink nipples with areolas the size of a half dollar staring right at me. I ran my fingers across and grabbed each nipple between my fingers and began to pull gently on them as she leaned her head back, tossing her hair behind her giving me full view of her chest. I put my mouth to one and began to roll my tongue across it, feeling it harden in my mouth before moving to the other. Read more »

I [M] convinced my ex [F] to cheat on her ex

Hi, my name is “Alex” (fake name). I’m 32, 6’3, 215 lbs, longer brown hair, and Caucasian.

This happened roughly 10 years ago and it has turned me on ever since just thinking back on it. I had broken up with my ex the year before. I was in between girlfriends and truth be told, though I broke it off with her, the sex was incredible and her body turned me on so bad. She was my age, 5’5, black hair and a fantastic body.

I decided to try talking with her for the first time in a year. She was obviously a little guarded but after a few hours of easing the tension with her, I wanted to see how far I could take things. I began reminiscing our past sexual life. And for good reason she shot me down each time I brought it up the first couple of nights. I would tell her about our secret hook ups we had, and how I used to sneak into her bed at night. And slowly, her guard started to fall. “Do you remember when we were walking through your back woods that one night and you leaned up against a tree and pulled down your pants in front of me? It was freezing and you didn’t care you wanted it”. Read more »

[MF] The Saga of Sally – Cum-Stained Jeans

Hi, you might remember me as [the guy who fucked his stepmom, Ana, on vacation](https://old.reddit.com/r/gonewildstories/comments/hragsd/my_vacation_fling_with_my_stepmom_part_1_mf/). But that was around 20 years ago and I have had a life full of other sexual escapades. Several of you wanted me to keep writing about them so here I am. And here I am with the first part of what will probably take weeks or more to write: the Saga of Sally. This post might have a little bit of build up just to set everything up but I hope it’s worth it. I will also be calling myself “Mark” from now on.

If my stepmom Ana was my foundational, the very first, sexual experience of my life, then Sally is the definitive sexual relationship of my lifetime. We fooled around, fucked, and loved on-off for a long time. I’m going to tackle our sexual escapades chronologically. There will be some one-off parts that didn’t involve Sally too, moments where we weren’t exclusive and I had some crazy sexual experiences. But we’ll get to that later. First Sally. Read more »

[F] – with all the universities going online….

# with no in-person classes, residences… this could not have happened in 2020.

not sure this is really a slutty enough for the thread, but it was one of a kind experience for me.

In my first year of uni, I lived in a co-ed res. For fellow canucks, lived in the most iconic and oldest res at the uni in Kingston. For those who know, it is an old building, i had a roommate, bunk bed, very little privacy, and little sound proofing. Also, no in-suite bathroom, but several private (individual) toilets and showers were shared by everyone on the floor.

It was pretty much this time of the year, I was really struggling with the intense workload, readings I had to do, and trying to keep up with uni. I practically became a night owl, waking up around noon and going to sleep around 4am.

It was one of the weeknights. Possibly 3am or 4am, I was going to pee and call it a night. As I didn’t want to wake up my roommate, I opened the res door very quietly and I tip-toed to the nearest bathroom. I opened the bathroom door, walked in, and ask I was about to pull down my PJs, I noticed two feet in my eyesight. Read more »

My[F] hook up with my trans neighbor [TF]

My first apartment was right next to this beautiful trans woman and I had a massive crush on her. The first time I met her I was moving in and saw her in the hallway. She was a tall, curvy yet athletic girl with brown skin and a gorgeous set of brown eyes you could get Lost in. The only thing more attention grabbing than her eyes was the sizeable bulge in her shorts. We didn’t even speak to each other but I already had the hots for her!

As soon as I got the Last of my stuff brought in the first thing I did was unpack my dildo and think of her. I came so hard thinking about her! After a few days I worked up the courage to go over and invite her to my place for a drink. She gave me a grin that made my knees weak and said she would love to. Read more »

She cums so hard from anal [mf][anal][creampie]

Theres a woman I use to have sex with off and on for years and years. She would occasionally get kinky but rarely. It was always pretty straight forward and vanilla which isnt necessarily a bad thing bit once in a while she would indulge in other things. Anal was one she liked but would not do very often at all.

This particular day she was very worked up for some reason. She started texting me early in the morning how bad she wanted me. Sending me dirty pictures. And telling me I was in for a surprise if I came over to fuck her. Well after a full 10 hours of teasing I couldn’t say no Haha.

I got there and she was in a nightgown with no panties. I came up the stairs and grabbed her. I wasnt waiting any time. We kissed as I walked her in to the kitchen. My cock was already rock hard and she made sure it stayed that way. She pulled it out and kept stroking it, wiping my pre cum off with her thumb and smearing it down my shaft. She paused for a minute and said to keep my cock hard and ran down the hall. She came back with her vibrator. Read more »

Caught masturbating in grocery aisle [F]

So I was buying food today and while in the bread aisle I saw this girl who wasn’t my usual type. She was tall and very slim, with tattoos and heavy makeup, dyed pink hair. She looked like either an “alternative” girl from like 2003 or a trailer trash type. Like I said, not my usual style.

This time, though, something just came over me. As I looked at her we made eye contact and I instantly felt something sexual stir in me. Once she looked away I couldn’t help but keep checking out her long, smooth legs and pretty face. She was wearing a very short dress and I think I could see a hint of nipple, so she probably wasn’t wearing a bra either, which turned me on even more.

Eventually I couldn’t restrain myself and started feeling myself through my booty shorts right there in the aisle, both scared of being caught and unable to stop. For about 45 seconds I worked away at my clit while she shopped for bread, unaware of my unabashed wantonness. She looked up at me again, with my hands down my pants, and my heart nearly stopped. She made a quick exit. Read more »

public nudity: i came on her face [M]

my gf and i went out grocery shopping the other day. she went in the store and i waited in the car and started watching some sex films we’ve made on my phone. i got super hard and started jerking off right there in the parking lot. once she got back she was embarrassed and shocked but i was close so i convinced her to suck it. she started slow so i grabbed the back of her head and forced myself down her throat. once i was seconds away from cumming, i grabbed her hair and pulled her off me so her face was hovering inches above my cock and i came all over her face. a little got in her eye. i forced her to walk around the rest of the day with my cum all over her face.